Tricyclic compounds and method of treating herpes virus

Abstract

The present invention provides a compound of the formula (I) and pharmaceutically acceptable salts having useful antiviral activity against viruses of the herpes family. In said formula, X=O, (CH2)m, S, SO, SO2, NH, NR8 or a chemical bond; Y=O, (CH2)m, S, SO, SO2, NH, NR8; Z=NH, O, NR8, S, SO, SO2. The remaining substituents are described in the specification.

Description

FIELD OF THE INVENTION

[0001] The present invention relates to compounds possessing antiviral activity against viruses of the herpes family, or a composition containing them. These compounds provide a method for treating herpes viral infections, including condition caused by herpes simplex I such as cold sores, herpes simplex II such as genital herpes, as well as shingles caused by herpes zoster and infections caused by cytomegalovirus, Epstein Barr Virus.

BACKGROUND OF THE INVENTION

[0002] Various subfamilies of herpes viruses (Herpes viridae) exist: α-herpesvirinae, β-herpesvirinae, γ-herpesvirinae and cercopithecing Herpes virus I (B virus); some specific viruses are: Herpes simplex virus-1 (HSV-1), Herpes simplex virus-2 (HSV-2), Cytomegalovirus (CMV), Varicella Zoster virus (VZV), Epstein-Barr virus (EBV), human herpes virus-6 (HHV-6), human herpes virus-7 (HHV-7), human herpes virus-8 (HHV) as well as others which may not yet be defined.

[0003] The incidence of infections by Herpes simplex virus is very high throughout the world. Serological studies showed that herpes viral infections affect a substantial percentage of the population. Reactivation of herpes virus infections may lead to recurrent infections. The risk of severe diseases increases with decreasing immunocompetence of the host. There is a pressing need for improved therapy for treating this disease. Currently, exclusive of vaccines, treatment involves primarily nucleoside drugs such as acyclovir, which target thymidine kinase and suffer from development of resistance.

SUMMARY OF THE INVENTION

[0004] The present invention provides a compound of the formula and its pharmaceutically acceptable salts, or the compound and its pharmaceutical composition having useful antiviral activity against viruses of the herpes family. 1

[0005] wherein:

[0006] X=O, (CH2)m, S, SO, S2, NH, NR8 or a chemical bond;

[0007] Y=O, (CH2)m, S, SO, S2, NH, NR8;

[0008] Z=N, NH, O, NHR8, NR8, S, SO, S2;

[0009] n=an integer of from 0 to 2;

[0010] m=an integer of 1,2, or 3;

[0011] R1, R2, R3, R4, R5 independently are hydrogen, halogen, hydroxyl, amino, mono or dialkylamino, cyano, nitro, alkyl groups (1-6 carbon atoms), alkoxy groups (1-6 carbon atoms), CF3, OCF3, aminoalkyl (1-6 carbon atoms), aminoaryl, Oaryl, or a heterocyclic ring having 5-7 atoms with 1-4 hetero atoms of N, O or S;

[0012] Ar=phenyl,

[0013] substituted phenyl,

[0014] benzoheterocyclic ring,

[0015] substituted benzoheterocyclic ring,

[0016] heterocyclic ring, or

[0017] substituted heterocyclic ring, which have substitutions R6 or R7;

[0018] R6 and R7 are independently hydrogen, alkyl group (1-6 carbon atoms), cycloalkyl (3-12 carbon atoms), halogen, alkoxy, CF3, aminoalkyl (1-6 carbon atoms), aminoaryl, or a heterocyclic ring of from 5-7 atoms with 1-4 heteroatoms of N, O or S;

[0019] R6 and R7 may also form a ring, optionally cycloalkyl or aryl or substituted aryl;

[0020] R8 is hydrogen, alkyl (1-6 carbon atoms), cycloalkyl (3-12 carbon atoms), phenyl or substituted phenyl wherein the substituents are as defined above.

[0021] The invention also provides for a pharmaceutical composition for the treatment of infection or disease caused by a virus, optionally a Herpes virus which comprises an amount of the compound of claim 1 sufficient to provide an antivirally effective dosage of the compound of Formula I and a pharmaceutically effective carrier.

[0022] The invention also provides for a method of treatment of infection or disease caused by a virus, optionally a Herpes virus which comprises administering to a subject in need of such treatment an effective antivirally dosage of a composition of formula I.

DESCRIPTION OF PREFERRED EMBODIMENTS

[0023] The present invention pertains to anti viral compounds. Preferred compounds are as follows:

[0024] One preferred compound is: 2

[0025] Another preferred compound is: 3

[0026] Another preferred compound is: 4

[0027] Another preferred compound is: 5

[0028] Another preferred compound is: 6

[0029] Another preferred compound is: 7

[0030] Another preferred compound is: 8

[0031] The term “alkyl” means a straight or branched hydrocarbon radical having from 1 to 12 carbon atoms unless otherwise specified and includes, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, undecyl, and dodecyl. The alkyl group may be unsubstituted or independently substituted by from 1 to 3 substituents selected from F, Cl, Br, I, OH, NH2, SH, CN, NO2, OCH3, OCH2CH2OH, NHCH3, or N(CH3)2.

[0032] The term “cycloalkyl” means a hydrocarbon ring, which contains from 3 to 12 carbon atoms unless otherwise specified, for example, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and adamantyl. Where possible, the cycloalkyl group may contain double bonds. The cycloalkyl ring may be unsubstituted or substituted by from 1 to 3 substituents selected from alkyl, cycloalkyl, alkoxy, thioalkoxy all as defined herein, hydroxy, thiol, nitro, halogen, amino, formyl, carboxyl, nitrile, —NH—CO—R, —CO—NHR—, —CO2R, —COR, aryl, or heteroaryl wherein alkyl (R), aryl, and heteroaryl are defined as herein.

[0033] The term “alkoxy” having 1-6 carbon atoms means a C1-C6 alkyl-O— group or radical wherein C1-C6 alkyl has the meaning as defined above. Illustrative examples of a straight or branched alkoxy group or radical having from 1 to 6 carbon atoms, also known as a C1-C6 alkoxy, include methoxy, ethoxy, 1-propoxy, 2-propoxy, 1-butoxy, 2-butoxy, 2-methyl-1-propoxy, and 1,1-dimethylethoxy, 1-pentoxy, 2-pentoxy, 3-pentoxy, 2,2-dimethylpropoxy, 1-hexoxy, 2-hexoxy, 3-hexoxy, and 4-methyl-1-pentoxy.

[0034] The term “thioalkoxy” having 1-6 carbon atoms means a C1-C6 alkyl-S— group or radical wherein C1-C6 alkyl has the meaning as defined above. Illustrative examples of a straight or branched thioalkoxy group or radical having from 1 to 6 carbon atoms, also known as a C1-C6 thioalkoxy, include methylthio, ethylthio, 1-propylthio, 2-propylthio, 1-butylthio and 1-pentylthio, 2-pentylthio, 3-pentylthio, 2,2-dimethylpropylthio, 1-hexylthio, 2-hexylthio, 3-hexylthio, and 4-methyl-1-pentylthio.

[0035] The term “aryl” means an aromatic carbocyclic ring having from 6 to 10 carbon atoms. Illustrative examples of an aryl group or radical include phenyl, 1-naphthyl, and 2-napthyl. The aryl group may be unsubstituted or independently substituted by from 1 to 3 substituents selected, unless otherwise specified, from F, Cl, Br, I, OH, NH2, SH, CN, NO2, OCH3, OCH2CH2OH, NHCH3, or N(CH3)2.

[0036] The term “Oaryl” means an aryl-O— group or radical wherein aryl has the meaning as defined above. Illustrative examples of an Oaryl group or radical include phenoxy, 1-naphthyloxy, and 2-napthyloxy. Oaryl groups may be unsubstituted or independently substituted by from 1 to 3 substituents selected, unless otherwise specified, from F, Cl, Br, I, OH, NH2, SH, CN, NO2, OCH3, OCH2CH2OH, NHCH3, or N(CH3)2.

[0037] The term “halogen” means bromine, chlorine, fluorine or iodine.

[0038] The term “monoalkylamino” means an NH-alkyl group or radical wherein alkyl has the meaning as defined above.

[0039] The term “dialkylamino” means an N-(alkyl)2 group or radical wherein alkyl has the meaning as defined above.

[0040] The term “aminoalkyl” having 1-6 carbon atoms means an H2N-(C1-C6 alkyl)-group or radical wherein C1-C6 alkyl has the meaning as defined above. The aminoalkyl group is a substituted C1-C6 alkyl group or radical containing at least one substituent which is NH2.

[0041] The term “aminoaryl” means an H2N-aryl-group or radical wherein aryl has the meaning as defined above. The aminoaryl group is a substituted aryl group or radical containing at least one substituent which is NH2.

[0042] The term “carbocycle” means cycloalkyl as defined above.

[0043] The term “heteroatom” means a nitrogen, sulfur, or oxygen.

[0044] The term “heterocycle” means a heterocyclic radical which are 5-7 atoms having 1-4 heteroatoms and are selected from: furan, pyrrole, thiophene, oxazole, isoxazole, thiazole, pyrazole, 1,2,3-triazole, 1,2,4-triazole, tetrazole, pyridine, pyridazine, pyrimidine, pyrazine, tetrahydrofuran, tetrahydrothiophene, pyrrolidine, piperazine, piperidine, morpholine, thiomorpholine, oxolane, dioxane, sulfolane, unsubstituted or substituted by 1 to 2 substituents selected from alkyl as defined above. For heterocycles containing sulfur, the oxidized sulfur heterocycles containing SO or SO2 groups are also included.

[0045] The term “benzoheterocyclic ring” (“fused heterocycle”) refers to a heterocycle that is adjoined at two consecutive positions with a phenyl ring or another heterocycle, such rings may include 2-, 3-, 4-, 5-, 6-, 7-, or 8-quinolinyl, 1-, 3-, 4-, 5-, 6-, 7-, or 8-isoquinolinyl, 2-, 3-, 4-, 5-, 6-, or 7-indolyl, 2-, 3-, 4-, 5-, 6-, or 7-benzo[b]thienyl, 2-, 4-, 5-, 6-, or 7-benzoxazolyl, 2-, 4-, 5-, 6-, or 7-benzimidazol, 2-, 4-, 5-, 6-, or 7-benzothiazolyl.

[0046] Some of the compounds of Formula I are capable of further forming pharmaceutically acceptable acid-addition and/or base salts. All of these forms are within the scope of the present invention.

[0047] Pharmaceutically acceptable acid addition salts of the compounds of Formula I include salts derived from nontoxic inorganic acids such as hydrochloric, nitric, phosphoric, sulfuric, hydrobromic, hydriodic, hydrofluoric, phosphorous, and the like, as well as the salts derived from nontoxic organic acids, such as aliphatic mono- and dicarboxylic acids, phenyl-substituted alkanoic acids, hydroxy alkanoic acids, alkanedioic acids, aromatic acids, aliphatic and aromatic sulfonic acids, etc. Such salts thus include sulfate, pyrosulfate, bisulfate, sulfite, bisulfite, nitrate, phosphate, monohydrogenphosphate, dihyrogenphosphate, metaphosphate, pyrophosphate, chloride, bromide, iodide, acetate, trifluoroacetate, propionate, caprylate, isobutyrate, oxalate, malonate, succinates suberate, sebacate, fumarate, maleate, mandelate, benzoate, chlorobenzoate, methylbenzoate, dinitrobenzoate, phthalate, benzenesulfonate, toluenesulfonate, phenylacetate, citrate, lactate, maleate, tartrate, methanesulfonate, and the like. Also contemplated are salts of amino acids such as arginate and the like and gluconate, galacturonate (see, for example, Berge S. M., et al., “Pharmaceutical Salts,” Journal of Pharmaceutical Science, 1977;66:1-19.

[0048] The acid addition salt of said basic compounds are prepared by contacting the free base form with a sufficient amount of the desired acid to produce the salt in the conventional manner.

[0049] Pharmaceutically acceptable base addition salts are formed with metals or amines, such as alkali and alkaline earth metals or organic amines. Examples of metals used as cations are sodium, potassium, magnesium, calcium, and the like. Examples of suitable amines are N,N′-dibenzylethylenediamine, chloroprocaine, choline, diethanolamine, dicyclohexylamine, ethylenediamine, N-methylglucamine, and procaine (see, for example, Berge, supra., 1977).

[0050] The base addition salts of said acidic compounds are prepared by contacting the free acid form with a sufficient amount of the desired base to produce the salt in the conventional manner.

[0051] Certain of the compounds of the present invention can exist in unsolvated forms as well as solvated forms, including hydrated forms. In general, the solvated forms, including hydrated forms, are equivalent to unsolvated forms and are intended to be encompassed within the scope of the present invention.

[0052] Certain of the compounds of the present invention possess one or more chiral centers and each center may exist in the R(D) or S(L) configuration. The present invention includes all enantiomeric and epimeric forms as well as the appropriate mixtures thereof. Configuration drawn is most preferred.

[0053] The compounds of the present invention can be prepared and administered in a wide variety of oral and parenteral dosage forms. Thus, the compounds of the present invention can be administered by injection, that is, intravenously, intramuscularly, intracutaneously, subcutaneously, intraduodenally, or intraperitoneally. Also, the compounds of the present invention can be administered by inhalation, for example, intranasally. Additionally, the compounds of the present invention can be administered transdermally. It will be obvious to those skilled in the art that the following dosage forms may comprise as the active component, either a compound of Formula I or a corresponding pharmaceutically acceptable salt of a compound of Formula I.

[0054] For preparing pharmaceutical compositions from the compounds of the present invention, pharmaceutically acceptable carriers can be either solid or liquid. Solid form preparations include powders, tablets, pills, capsules, cachets, suppositories, and dispersible granules. A solid carrier can be one or more substances, which may also act as diluents, flavoring agents, binders, preservatives, tablet disintegrating agents, or an encapsulating material.

[0055] In powders, the carrier is a finely divided solid, which is in a mixture with the finely divided active component.

[0056] In tablets, the active component is mixed with the carrier having the necessary binding properties in suitable proportions and compacted in the shape and size desired.

[0057] The powders and tablets preferably contain from five or ten to about seventy percent of the active compound. Suitable carriers are magnesium carbonate, magnesium stearate, talc, sugar, lactose, pectin, dextrin, starch, gelatin, tragacanth, methylcellulose, sodium carboxymethylcellulose, a low melting wax, cocoa butter, and the like. The term “preparation” is intended to include the formulation of the active compound with encapsulating material as a carrier providing a capsule in which the active component with or without other carriers, is surrounded by a carrier, which is thus in association with it. Similarly, cachets and lozenges are included. Tablets, powders, capsules, pills, cachets, and lozenges can be used as solid dosage forms suitable for oral administration.

[0058] For preparing suppositories, a low melting wax, such as a mixture of fatty acid glycerides or cocoa butter, is first melted, and the active component is dispersed homogeneously therein, as by stirring. The molten homogenous mixture is then poured into convenient sized molds, allowed to cool, and thereby to solidify.

[0059] Liquid form preparations include solutions, suspensions, and emulsions, for example, water or water propylene glycol solutions. For parenteral injection, liquid preparations can be formulated in solution in aqueous polyethylene glycol solution.

[0060] Aqueous solutions suitable for oral use can be prepared by dissolving the active component in water and adding suitable colorants, flavors, stabilizing and thickening agents as desired.

[0061] Aqueous suspensions suitable for oral use can be made by dispersing the finely divided active component in water with viscous material, such as natural or, synthetic gums, resins, methylcellulose, sodium carboxymethylcellulose, and other well-known suspending agents.

[0062] Also included are solid form preparations, which are intended to be converted, shortly before use, to liquid form preparations for oral administration. Such liquid forms include solutions, suspensions, and emulsions. These preparations may contain, in addition to the active component, colorants, flavors, stabilizers, buffers, artificial and natural sweeteners, dispersants, thickeners, solubilizing agents, and the like.

[0063] The pharmaceutical preparation is preferably in unit dosage form. In such form the preparation is divided into unit doses containing appropriate quantities of the active component. The unit dosage form can be a packaged preparation, the package containing discrete quantities of preparation, such as packeted tablets, capsules, and powders in vials or ampoules. Also, the unit dosage form can be a capsule, tablet, cachet, or lozenge itself or it can be the appropriate number of any of these in packaged form.

[0064] The quantity of active component in a unit dose preparation may be varied or adjusted from 0.1 mg to 100 mg preferably 0.5 mg to 100 mg according to the particular application and the potency of the active component. The composition can, if desired, also contain other compatible therapeutic agents.

[0065] In therapeutic use as antagonists of a virus, as agents for the treatment of infections caused by a virus or as agents for the treatment of diseases due to a virus, the compounds utilized in the pharmaceutical method of this invention are administered at the initial dosage of about 0.01 mg to about 100 mg/kg daily. A daily dose range of about 0.01-mg to about 10 mg/kg is preferred. The dosages, however, may be varied depending upon the requirements of the patient, the severity of the condition being treated, the compound being employed. Determination of the proper dosage for a particular situation is within the skill of the art. Generally, treatment is initiated with smaller dosages, which are less than the optimum dose of the compound. Thereafter, the dosage is increased by small increments until the optimum effect under the circumstances is reached. For convenience, the total daily dosage may be divided and administered in portions during the day, if desired.

[0066] General Procedure 1 (for Singleton Synthesis):

[0067] Reductive Amination of Aryl Amines with Aldehydes or Ketones.

[0068] Reagent 2 (1 eq.) was taken in a solvent (dichloromethane, 1,2-dichloroethane or tetrahydrofuran or diethyl ether) and to it reagent 1 (1 to 1.2 eq.) was added. To this solution cooled at 0° C. was added a reducing agent (sodium cyanoborohydride or sodium triacetoxyborohydride) (1 to 2 eq.). To it a drop of acetic acid was added and kept under stirring at room temperature for 6 to 24 hours. The excess hydride was quenched by adding methanol. The reaction mixture was diluted with ethyl acetate and washed with saturated ammonium chloride solution, aqueous sodium bisulfite and brine; dried over anhydrous magnesium sulfuate or sodium sulphate. Organic layer was concentrated and crude product was purified by flash silica gel chromatography to afford the final product. The products were characterized by spectral data. The compounds synthesized using this procedure are shown in Table 4.

[0069] General Procedure 2 for Multiple, Simultaneous Solution Phase Synthesis (Combinatorial Chemistry Synthesis): 9

[0070] To a 2-dram glass vial were added, by Tecan liquid handling robot, a solution of reagent 2 (0.05 mmol) in trimethyl orthoformate (0.2 ml) followed by reagent 1 (0.05 mmol) in trimethyl orthoformate (0.2 ml). The vial was capped and the reaction mixture was shaken at room temperature for 18 hours (overnight), then concentrated to dryness. To each vial was added, by Tecan™ liquid handling robot, 1,2-dichloroethane (1 ml). Solid sodium triacetoxyborohydride (˜23 mg) was added manually to each vial. A a solution of acetic acid (0.05 mmol) in dichloroethane (0.05 ml) was added to each vial by Tecan™ liquid handling robot. The vial was again capped and the reaction mixture was shaken at room temperature for 18 hours (overnight). To the reaction mixture was added, by Tecan liquid handling robot, methanol (1 ml). The reaction mixture was then transferred, by Tecan liquid handling robot, to be prewashed (That is washed with methanol (2 ml) and dichloroethane (1 ml)) BAKERBOND spe™ Aromatic Sulfonic Acid (SO3H) disposable Extraction Columns. The columns were allowed to drain and then washed with methanol (2×1 ml) these solvents were discarded. The desired product was eluted from the column using a solution of 2M ammonia in methanol (3×1 ml) and concentrated to dryness in a tared 2-dram vial. The product was analyzed by LCMS (liquid chromotography mass spec).

[0071] General Procedure 3 for Multiple, Simultaneous Solution Phase Synthesis (Combinatorial Chemistry Synthesis): 10

[0072] To a 2-dram glass vial were added, by Tecan™ liquid handling robot, a solution of reagent 2 (0.05 mmol) in N,N-dimethylformamide (0.1 ml) followed by reagent 1 (0.05 mmol) in N,N-dimethylformamide (0.1 ml). Each vial was treated with trimethylorthoformate (0.2 ml) by Tecan™ liquid handling robot. The vial was capped and the reaction mixture was shaken at room temperature for 18 hours (overnight), then concentrated to dryness. To each vial was added, by Tecan™ liquid handling robot, 1,2-dichloroethane (1 ml). Solid sodium triacetoxyborohydride (˜23 mg) was added manually to each vial. A solution of acetic acid (0.05 mmol) in 1,2-dichloroethane (0.05 ml) was added to each vial by Tecan™ liquid handling robot. The vial was again capped and the reaction mixture was shaken at room temperature for 18 hours (overnight). To the reaction mixture was added, by Tecan™ liquid handling robot, methanol (1 ml). The reaction mixture was then transferred, by Tecan™ liquid handling robot, to be prewashed (That is washed with methanol (2 ml) and 1,2-dichloroethane (1 ml)) BAKERBOND spe™ Aromatic Sulfonic Acid (SO3H) disposable Extraction Columns. The columns were allowed to drain and then washed with methanol (2×1 ml) these solvents were discarded. The desired product was eluted from the column using a solution of 2M ammonia in methanol (3×1 ml) and concentrated to dryness in a tared 2-dram vial. The product was analyzed by LCMS (liquid chromatography mass spec).

[0073] General Procedure 4 for Multiple, Simultaneous Solution Phase Synthesis (Combinatorial Chemistry Synthesis): 11

[0074] To a 2-dram glass vial were added, by Tecan™ liquid handling robot, a solution of reagent 2 (0.05 mmol) in methanol (0.2 ml) followed by reagent 1 (0.2 mmol) in methanol (0.2 ml). To each vial was added, by Tecan™ liquid handling robot, a 1N solution of sodium cyanoborohydride in methanol (0.2 ml) and a 10% acetic acid in methanol (0.05 ml) solution. The vial was capped and the reaction mixture was shaken at room temperature for 18 hours (overnight), then concentrated to dryness. The vial was again capped and the reaction mixture was shaken at room temperature for 18 hours (overnight). To the reaction mixture was added, by Tecan™ liquid handling robot, methanol (1 ml). The reaction mixture was then transferred, by Tecan™ liquid handling robot, to be prewashed (That is washed with methanol (2 ml) and 1,2-dichloroethane (1 ml)) BAKERBOND spe™ Aromatic Sulfonic Acid (SO3H) disposable Extraction Columns. The columns were allowed to drain and then washed with methanol (2×1 ml) these solvents were discarded. The desired product was eluted from the column using a solution of 2M ammonia in methanol (3×1 ml) and concentrated to dryness in a tared 2-dram vial. The product was analyzed by LCMS (liquid chromatography mass spec).

[0075] General Procedure 5 for Multiple, Simultaneous Solution Phase Synthesis (Combinatorial Chemistry Synthesis): 12

[0076] To a 2-dram glass vial were added, by Tecan™ liquid handling robot, a solution of reagent 2 (0.05 mmol) in 1,2-dichloroethane (0.2 ml) followed by reagent 1 (0.15 mmol) in 1,2-dichloroethane (0.1 ml). To each vial solid sodium triacetoxyborohydride (˜25 mg) was added manually. A solution of acetic acid (0.05 mmol) in 1,2-dichloroethane (0.05 ml) was added to each vial by Tecan™ liquid handling robot. The vial was capped and the reaction mixture was shaken at room temperature for 18 hours (overnight). To the reaction mixture was added, by Tecan™ liquid handling robot, methanol (1 ml). The reaction mixture was then transferred, by Tecan™ liquid handling robot, to be prewashed (washed with methanol (2 ml) and 1,2-dichloroethane (1 ml)) BAKERBOND spe™ Aromatic Sulfonic Acid (SO3H) disposable Extraction Columns. The columns were allowed to drain and then washed with methanol (2×1 ml) these solvents were discarded. The desired product was eluted from the column using a solution of 2M ammonia in methanol (3×1 ml) and concentrated to dryness in a tared 2-dram vial. The product was analyzed by LCMS (liquid chromatography mass spec).

[0077] General Procedure 6 for Multiple, Simultaneous Solution Phase Synthesis (Combinatorial Chemistry Synthesis): 13

[0078] To a 2-dram glass vial were added, by Tecan™ liquid handling robot, a solution of reagent 2 (0.05 mmol) in methanol (0.2 ml) followed by reagent 1 (0.15 mmol) in methanol (0.1 ml). To each vial was added a 1N solution of sodium cyanoborohydride in methanol (0.1 ml) and a 10% acetic acid in methanol solution (0.05 ml). The vial was capped and the reaction mixture was shaken at room temperature for 18 hours (overnight). To the reaction mixture was added, by Tecan™ liquid handling robot, methanol (1 ml). The reaction mixture was then transferred, by Tecan™ liquid handling robot, to be prewashed (washed with methanol (2 ml) and 1,2-dichloroethane (1 ml)) BAKERBOND spe™ Aromatic Sulfonic Acid (SO3H) disposable Extraction Columns. The columns were allowed to drain and then washed with methanol (2×1 ml) these solvents were discarded. The desired product was eluted from the column using a solution of 2M ammonia in methanol (3×1 ml) and concentrated to dryness in a tared 2-dram vial. The product was analyzed by LCMS (liquid chromatography mass spec).

[0079] General Procedure 7 for Multiple, Simultaneous Solution Phase Synthesis (Combinatorial Chemistry Synthesis): 14

[0080] To a 2-dram glass vial were added, by Tecan™ liquid handling robot, a solution of reagent 2 (0.05 mmol) followed by reagent 1 in N,N-dimethylformamide (0.32 ml) or methanol (0.2 ml). The vials were then concentrated overnight to dryness. Each vial was treated by Tecan™ liquid handling robot with reagent 1 (0.15 mmol) in methanol (0.1 ml) and methanol (0.2 ml). To each vial was added a 1N solution of sodium cyanoborohydride in methanol (0.1 ml) and a 10% acetic acid in methanol solution (0.05 ml). The vial was capped and the reaction mixture was shaken at room temperature for 18 hours (overnight). To the reaction mixture was added, by Tecan™ liquid handling robot, methanol (1 ml). The reaction mixture was then transferred, by Tecan™ liquid handling robot, to be prewashed (washed with methanol (2 ml) and 1,2-dichloroethane (1 ml)) BAKERBOND spe™ Aromatic Sulfonic Acid (SO3H) disposable Extraction Columns. The columns were allowed to drain and then washed with methanol (2×1 ml) these solvents were discarded. The desired product was eluted from the column using a solution of 2M ammonia in methanol (3×1 ml) and concentrated to dryness in a tared 2-dram vial. The product was analyzed by LCMS (liquid chromatography mass spec).

[0081] Synthesis of Compound 450: To dibenzofuran-2-yl-amine (0.91 g, 5 mmol) taken in dichloromethane (75 mL) was added α,α′-dibromo-ortho-xylene (1.85 g, 7 mmol) followed by triethylamine (3.03 g, 30 mmol). The reaction was stirred at room temperature for 24 hours. The solvents were evaporated and the residue was purified by flash silica gel chromatography to give the title compound (1.43 g).

[0082] Synthesis of Compound 451: To dibenzofuran-2-yl-amine (0.91 g, 5 mmol) taken in dichloromethane (75 mL) was added phthaloyl dichloride (1.16 g, 6 mmol) followed by triethylamine (3.03 g, 30 mmol). The reaction was stirred at room temperature for 5 minutes. The reaction was quenched with sodium bicarbonate solution and the organic layer was separated. The crude product was purified by flash silica gel chromatography to give the title compound (0.51 g).

[0083] Synthesis of Compound 463: To compound 58 (0.25 g, 0.87 mmol) taken in tetrahydrofuran (10 mL) was added sodium hydride (60% in mineral oil, 0.035 g, 0.87 mmol). To it methyl iodide (0.25 g, 1.74 mmol) was added. The reaction was stirred at room temperature for 24 hours. The solvents were evaporated and the residue was purified by flash silica gel chromatography to give the title compound (0.18 g).

[0084] Deprotection of t-butyloxycarbonyl group: The general procedure for the removal of tert-butyoxycarbonyl (Boc) group is as follows: To the compound taken a flask was added hydrochloric acid in an appropriate solvent (dioxane, methanol, 1,2-dichloromethane and the reaction was kept under shaking for 5 to 18 hours. Removal of volatiles furnished the corresponding product.

[0085] Reagents 1 are shown in Table 1.

TABLE 1
Aldehydes/ketones (reagent 1)
No. Reagent 1 (aldehydes/ketones)
1   o-tolualdehyde
2   meta-tolualdehyde
3   para-tolualdehyde
4   2-fluorobenzaldehyde
5   3-fluorobenzaldehyde
6   4-fluorobenzaldehyde
7   4-tert-butylbenzaldehyde
8   α,α,α-Trilfluoro-o-tolualdehyde
9   α,α,α-Trilfluoro-m-tolualdehyde
10  α,α,α-Trilfluoro-p-tolualdehyde
11  o-anisaldehyde
12  m-anisaldehyde
13  p-anisaldehyde
14  Salicylaldehyde
15  3-hydroxybenzaldehyde
16  4-hydroxybenzaldehyde
17  2-chlorobenzaldehyde
18  3-chlorobenzaldehyde
19  4-chlorobenzaldehyde
20  3-benzyloxybenzaldehyde
21  4-benzyloxybenzaldehyde
22  2,3-dimethoxybenzaldehyde
23  2,4-dimethoxybenzaldehyde
24  2,5-dimethoxybenzaldehyde
25  2,6-dimethoxybenzaldehyde
26  3,4-dimethoxybenzaldehyde
27  3,5-dimethoxybenzaldehyde
28  1,4-Benzodioxan-6-carboxaldehyde
29  2,4-dimethylbenzaldehyde
30  2,5-dimethylbenzaldehyde
31  2,3-difluorobenzaldehyde
32  2,4-difluorobenzaldehyde
33  2,5-difluorobenzaldehyde
34  2,6-difluorobenzaldehyde
35  3,4-difluorobenzaldehyde
35  3,5-difluorobenzaldehyde
37  2,3,4-trifluorobenzaldehyde
38  2,3,6-trifluorobenzaldehyde
39  3-fluoro-2-methylbenzaldehyde
40  3-fluoro-p-anisaldehyde
41  2-pyridinecarboxaldehyde
42  3-pyridinecarboxaldehyde
43  4-pyridinecarboxaldehyde
44  4-pyridinecarboxaldehyde N-oxide
45  6-methyl-2-pyridinecarboxaldehyde
46  3-furaldehyde
47  2-furaldehyde
48  5-chloro-2-thiophenecarboxaldehyde
49  3-thiophenecarboxaldehyde
50  2-thiophenecarboxaldehyde
51  pyrrole-2-carboxaldehyde
52  1-methyl-2-pyrrolecarboxaldehyde
53  1-naphthaldehyde
54  2-naphthaldehyde
55  2-quinolinecarboxaldehyde
56  3-quinolinecarboxaldehyde
57  4-quinolinecarboxaldehyde
58  indole-3-carboxaldehyde
59  2-bromobenzaldehyde
60  2-chlorobenzaldehyde
61  2-ethoxybenzaldehyde
62  2-cyanobenzaldehyde
63  5-(2-chlorophenyl)furfural
64  5-(3-chlorophenyl)furfural
65  5-(4-chlorophenyl)furfural
66  2-thiazolecarboxaldehyde
67  2-imidazolecarboxaldehyde
68  4(5)-imidazolecaboxaldehyde
69  5-nitro-2-thiophenecarboxaldehyde
70  2-nitrobenzaldehyde
71  4-formyluracil
72  4-acetoxybenzaldehyde
73  4-(dimethylamino)benzaldehyde
74  1-acetyl-3-indolecarboxaldehyde
75  4-bromo-2-thiophenecarboxaldehyde
76  Piperonal
77  3-trifluoromethoxybenzaldehyde
78  4-chloro-3-nitro-benzaldehyde
79  Benzaldehyde
80  3-benzyloxybenzaldehyde
81  3-phenoxybenzaldehyde
82  2-butanone
83  2-Pentanone
84  3-Methyl-2-butanone
85  Tetrahydrothiophene-3-one
86  Tetrahydrothiopyran-4-one
87  Cycloheptanone
88  Cyclooctanone
89  Cyclohexylmethylketone
90  4-Methyl-2-pentanone
91  3-Pentanone
92  3-Hexanone
93  4-Hydroxy-3-methyl-2-butanon
94  2-Methoxyphenylacetone
95  4-nitrobenzaldehyde
96  4-(methylthio)benzaldehyde
97  Propionaldehyde
98  Isovaleraldehyde
99  3-(methylthio)propionaklehyde
100 1-phenyl-2-pentanone
101 Acetone
102 Cyclopropyl methyl ketone
103 Cyclohexanone
104 n-tert-butoxycarbonyl-4-piperidone
105 3,3,5,5-tetramethylcyclohexanone
106 1-decalone
107 4-cyclohexylcyclohexanone
108 2-norbornanone
109 4-tert-butylcyclohexanone
110 Cyclopentanone
111 2-adamantanone
112 Bicyclo[3,2,1]octan-2-one
113 1,1-dioxo-tetrahydro-thiopyran-4-one

[0086] Reagent 2 (amines) used in the above general procedures are shown in Table 2:

TABLE 2
No. Reagent 2 (amines)
1   Dibenzofuran-2-yl-methyl-amine
2   8-fluoro-dibenzofuran-2-yl-amine
3   8-chloro-dibenzofuran-2-yl-amine
4   8-amino-dibenzofuran-2-ol
5   3-methoxy-diebenzofuran-2-yl-amine
6   9H-Fluoren-3-yl-amine
7   9H-Fluorene-2-yl-amine
8   Dibenzofuran-4-yl-amine
9   Benzo[4,5]furo[2,3-H]pyridin-3-yl-amine
10  9-Ethyl-9H-carbazol-3-ylamine
11  3-Amino-carbazole-9-carboxylic acid tert-butyl ester
12  Dibenzofuran-2-yl-methyl-amine
13  Dibenzofuran-2-yl-dimethyl-amine
14  Dibenzothiophene-2-yl-amine
15  Dibenzothiophene-3-yl-amine
16  6-Amino-1,2,3,4-tetrahydro-carbazole-9-carboxylic acid
    tert-butyl ester
17  Dibenzo[1,4]dioxin-2-yl-amine
18  Phenoxanthiin-3-yl-amine
19  10-Oxa-9-thia-1-aza-anthracen-3-yl-amine
20  10H-Benzo-b]pyrido[2,3-e][1,4]oxazin-3-ylamine acetic acid,
    tert-butyl ester
21  Anthracen-2-yl-amine
22  10,111-Dihydro-5H-diebnzo[b,f]azepin-3-yl-amine
23  6,7,8,9-Tetrahydro-5H-carbazol-3-yl-amine
24  7-Amino-1-aza-phenoxathiin

[0087] The compounds of Formula I include:

[0088] 1 (1-Cyclopropyl-ethyl)-(2-methoxy-dibenzofuran-3-yl)-amine

[0089] 2 Cyclopentyl-(9H-fluoren-2-yl)-amine

[0090] 3 (1-Cyclopropyl-ethyl)-(9H-fluoren-2-yl)-amine

[0091] 4 N3-Cyclopentyl-N2,N2-dimethyl-9H-fluorene-2,3-diamine

[0092] 5 Isopropyl-(2-methoxy-dibenzofuran-3-yl)-amine

[0093] 6 (2-Methoxy-dibenzofuran-3-yl)-(tetrahydro-thiopyran-4-yl)-amine

[0094] 7 Cycloheptyl-(2-methoxy-dibenzofuran-3-yl)-amine

[0095] 8 (1-Ethyl-propyl)-(2-methoxy-dibenzofuran-3-yl)-amine

[0096] 9 sec-Butyl-(2-methoxy-dibenzofuran-3-yl)-amine

[0097] 10 N2,N2-Dimethyl-N3-piperidin-4-yl-9H-fluorene-2,3-diamine

[0098] 11 N3-(1-Benzyl-butyl)-N2,N2-dimethyl-9H-fluorene-2,3-diamine

[0099] 12 (9H-Fluoren-2-yl)-piperidin-4-yl-amine

[0100] 13 (1-Benzyl-butyl)-(9H-fluoren-2-yl)-amine

[0101] 14 sec-Butyl-(9H-fluoren-2-yl)-amine

[0102] 15 (1,1-Dioxo-hexahydro-thiopyran-4-yl)-(2-methoxy-dibenzofuran-3-yl)-amine

[0103] 16 Dibenzofuran-2-yl-(3,3,5,5-tetramethyl-cyclohexyl)-amine

[0104] 17 (Decahydro-naphthalen-1-yl)-dibenzofuran-2-yl-amine

[0105] 18 Adamantan-2-yl-dibenzofuran-2-yl-amine

[0106] 19 Bicyclohexyl-4-yl-dibenzofuran-2-yl-amine

[0107] 20 Bicyclo[2.2.1]hept-2-yl-dibenzofuran-2-yl-amine

[0108] 21 (4-tert-Butyl-cyclohexyl)-dibenzofuran-2-yl-amine

[0109] 22 Bicyclo[3.2.1]oct-2-yl-dibenzofuran-2-yl-amine

[0110] 23 Cyclopentyl-dibenzofuran-2-yl-amine

[0111] 24 Cyclohexyl-(2-methoxy-dibenzofuran-3-yl)-amine

[0112] 25 Cyclohexyl-(9H-fluoren-2-yl)-amine

[0113] 26 Dibenzofuran-2-yl-bis-(3-methylsulfanyl-propyl)-amine

[0114] 27 Dibenzofuran-2-yl-bis-(3-methyl-butyl)-amine

[0115] 28 Dibenzofuran-2-yl-dipropyl-amine

[0116] 29 N3-(1,1-Dioxo-hexahydro-thiopyran-4-yl)-N2,N2-dimethyl-9H-fluorene-2,3-diamine

[0117] 30 N3-Isopropyl-N2,N2-dimethyl-9H-fluorene-2,3-diamine

[0118] 31 N2,N2-Dimethyl-N3-(tetrahydro-thiopyran-4-yl)-9H-fluorene-2,3-diamine

[0119] 32 N3-Cyclohexyl-N2,N2-dimethyl-9H-fluorene-2,3-diamine

[0120] 33 N3-Cycloheptyl-N2,N2-dimethyl-9H-fluorene-2,3-diamine

[0121] 34 N3-(1-Ethyl-propyl)-N2,N2-dimethyl-9H-fluorene-2,3-diamine

[0122] 35 N3-(1-Cyclopropyl-ethyl)-N2,N2-dimethyl-9H-fluorene-2,3-diamine

[0123] 36 N3-sec-Butyl-N2,N2-dimethyl-9H-fluorene-2,3-diamine

[0124] 37 (9H-Fluoren-2-yl)-isopropyl-amine

[0125] 38 (9H-Fluoren-2-yl)-(tetrahydro-thiopyran-4-yl)-amine

[0126] 39 Cycloheptyl-(9H-fluoren-2-yl)-amine

[0127] 40 Dibenzofuran-2-yl-(1,1-dioxo-hexahydro-thiopyran-4-yl)-amine

[0128] 41 Dibenzofuran-2-yl-piperidin-4-yl-amine

[0129] 42 Dibenzofuran-2-yl-isopropyl-amine

[0130] 43 Cyclohexyl-dibenzofuran-2-yl-amine

[0131] 44 (1-Cyclopropyl-ethyl)-dibenzofuran-2-yl-amine

[0132] 45 Dibenzofuran-3-yl-(1,1-dioxo-hexahydro-thiopyran-4-yl)-amine

[0133] 46 Dibenzofuran-3-yl-piperidin-4-yl-amine

[0134] 47 Dibenzofuran-3-yl-isopropyl-amine

[0135] 48 Dibenzofuran-3-yl-(tetrahydro-thiopyran-4-yl)-amine

[0136] 49 Cyclohexyl-dibenzofuran-3-yl-amine

[0137] 50 Cycloheptyl-dibenzofuran-3-yl-amine

[0138] 51 (4-Chloro-benzyl)-dibenzofuran-2-yl-amine

[0139] 52 (4-Chloro-3-nitro-benzyl)-dibenzofuran-2-yl-amine

[0140] 53 Dibenzofuran-2-yl-(3-trifluoromethoxy-benzyl)-amine

[0141] 54 Benzo[1,3]dioxol-5-ylmethyl-dibenzofuran-2-yl-amine

[0142] 55 Dibenzofuran-2-yl-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-amine

[0143] 56 Dibenzofuran-2-yl-(3,5-dimethoxy-benzyl)-amine

[0144] 57 Dibenzofuran-2-yl-(4-trifluoromethyl-benzyl)-amine

[0145] 58 Dibenzofuran-2-yl-(2-methyl-benzyl)-amine

[0146] 59 Dibenzofuran-2-yl-thiophen-3-ylmethyl-amine

[0147] 60 Dibenzofuran-2-yl-(4-nitro-benzyl)-amine

[0148] 61 Dibenzofuran-2-yl-(4-methylsulfanyl-benzyl)-amine

[0149] 62 Dibenzofuran-2-yl-(4-methyl-benzyl)-amine

[0150] 63 Benzyl-dibenzofuran-2-yl-amine

[0151] 64 (3-Benzyloxy-benzyl)-dibenzofuran-2-yl-amine

[0152] 65 (1-Benzyl-butyl)-dibenzofuran-2-yl-amine

[0153] 66 Dibenzofuran-2-yl-[2-(2-methoxy-phenyl)-1-methyl-ethyl]-amine

[0154] 67 3-(Dibenzofuran-2-ylamino)-2-methyl-butan-1-ol

[0155] 68 Dibenzofuran-2-yl-(1-ethyl-butyl)-amine

[0156] 69 Dibenzofuran-2-yl-(1-ethyl-propyl)-amine

[0157] 70 Dibenzofuran-2-yl-(1,3-dimethyl-butyl)-amine

[0158] 71 (1-Cyclohexyl-ethyl)-dibenzofuran-2-yl-amine

[0159] 72 Cyclooctyl-dibenzofuran-2-yl-amine

[0160] 73 Cycloheptyl-dibenzofuran-2-yl-amine

[0161] 74 Dibenzofuran-2-yl-(tetrahydro-thiopyran-4-yl)-amine

[0162] 75 Dibenzofuran-2-yl-(tetrahydro-thiophen-3-yl)-amine

[0163] 76 Dibenzofuran-2-yl-(1,2-dimethyl-propyl)-amine

[0164] 77 Dibenzofuran-2-yl-(1-methyl-butyl)-amine

[0165] 78 sec-Butyl-dibenzofuran-2-yl-amine

[0166] 79 Benzofurp[3,2-b]pyridin-8-yl-(2-fluoro-benzyl)-amine

[0167] 80 Benzofuro[3,3-b]pyridin-8-yl-pyridin4-ylmethyl-amine

[0168] 81 Benzofuro[3,2-b]pyridin-8-yl-(2-methyl-benzyl)-amine

[0169] 82 N-(2-Fluoro-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0170] 83 N-Methyl-N′-quinolin-4-ylmethyl-dibenzofuran-2,8-diamine

[0171] 84 N-Methyl-N′-naphthanlen-1-ylmethyl-dibenzofuran-2,8-diamine

[0172] 85 N-(4-Methanesulfonyl-benzyl)-N′-methyl-dibezofuran-2,8-diamine

[0173] 86 N-Methyl-N′-pyridin-4-ylmethyl-dibenzofuran-2,8-diamine

[0174] 87 N-Methyl-N′-(2-methyl-benzyl)-dibenzofuran-2,8-diamine

[0175] 88 Naphthanlen-1-ylmethyl-(10H-phenothiazin-2-yl)-amine

[0176] 89 (4-Methanesulfonyl-benzyl)-(10H-phenothiazin-2-yl)-amine

[0177] 90 (3-Fluoro-2-methyl-benzyl)-(10-oxa-9-thia-1-aza-anthracen-6-yl)-amine

[0178] 91 (2-Fluoro-2-methyl-benzyl)-(10-oxa-9-thia-1-aza-anthracen-6-yl)-amine

[0179] 92 (10-Oxa-9-thia-1-aza-anthracen-6-yl)-qinolin-4-ylmethyl-amine

[0180] 93 Naphthalene-1-ylmethyl-(10-oxa-9-thia-1-aza-anthracen-6-yl)-amine

[0181] 94 (4-Methanesulfonyl-benzyl)-(10-oxa-9-thia-1-aza-anthracen-6-yl)-amine

[0182] 95 (10-Oxa-9-thia-1-aza-anthracen-6-yl)-pyridin-4-ylmethyl-amine

[0183] 96 (2-Methyl-benzyl)-(10-oxa-9-thia-1-aza-anthracen-6-yl)-amine

[0184] 97 Anthracen-2-yl-quinolin-4-ylmethyl-amine

[0185] 98 Anthracen-2-yl-(4-methanesulfonyl-benzyl)-amine

[0186] 99 Anthracen-2-yl-pyridin-4-ylmethyl-amine

[0187] 100 Anthracen-2-yl-(2-methyl-benzyl)-amine

[0188] 101 Dibenzo[b,e][1,4]-dioxin-2-yl-(2-fluoro-benzyl)-amine

[0189] 102 Dibenzo[b,e][1,4]dioxin-2-yl-(2-fluoro-benzyl)-amine

[0190] 103 Dibenzo[b,e][1,4]fioxin-2-yl-quinolin-4-ylmethyl-amine

[0191] 104 Dibenzo[b,e][1,4]fioxin-2-yl-naphthalen-1-ylmethyl-amine

[0192] 105 Dibenzo[b,e][1,4]fioxin-2-yl-(4-methanesulfonyl-benzyl)-amine

[0193] 106 Dibenzo[b,e][1,4]fioxin-2-yl-pyridin-4-ylmethyl-amine

[0194] 107 8-(3-Fluoro-2-methyl-benzylamino)-dibenzofuran-2-ol

[0195] 108 8-(2-Fluoro-benzylamino)-dibenzofuran2-ol

[0196] 109 8-(4-Methanesulfonyl-benzylamino)-dibenzofuran-2-ol

[0197] 110 8-[(Pyridin-4-ylmethyl)-amino]-dibenzofuran-2-ol

[0198] 111 8-(2-Methyl-benzylamino)-dibenzofuran-2-ol

[0199] 112 (8-Chloro-dibenzofuran-2-yl)-(2-fluoro-benzyl)-amine

[0200] 113 8-Chloro-dibenzofuran-2-yl)-naphthalen-1-ylmethyl-amine

[0201] 114 8-Chloro-dibenzofuran-2-yl)-(4-methanesulfonyl-benzyl)-amine

[0202] 115 (4-Methanesulfonyl-benzyl)-(6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amine

[0203] 116 Pyridin-4-ylmethyl-(6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amine

[0204] 117 Benzofuro[3,2-b]pyridin-8-yl-(3-fluoro-2-methyl-benzyl)-amine

[0205] 118 Dibenzofuran-2-yl-quinolin-4-ylmethyl-amine

[0206] 119 Dibenzofuran-2-yl-quinolin-2-ylmethyl-amine

[0207] 120 (4-Dimethylamino-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0208] 121 Dibenzofuran-2-yl-(4-dimethylamino-benzyl)-amine

[0209] 122 Dibnzofuran-2-yl-(5-nitro-thiophen-2-ylmethyl)-amine

[0210] 123 Dibenzofuran-2-yl-thiazol-2-ylmethyl-amine

[0211] 124 Benzyl-(8-fluoro-dibenzofuran-2-yl)-amine

[0212] 125 N-(-3-Methoxybenzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0213] 126 N-(3,5-Dimethoxy-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0214] 127 N-(4-tert-Butyl-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0215] 128 N-Benzyl-N′-methyl-dibenzofuran-2,8-diamine

[0216] 129 2-[(8-Methylamino-dibenzofuran-2-ylamino)-methyl]-benzonitrile

[0217] 130 (4-Methoxy-benzyl)-phenoxathiin-3-yl-amine

[0218] 131 (8-Chloro-dibenzofuran-2-yl)-(3-methoxy-benzyl)-amine

[0219] 132 (3-Methoxy-benzyl)-phenoxathiin-3-yl-amine

[0220] 133 (3,5-Dimethoxy-benzyl)-phenoxathiin-3-yl-amine

[0221] 134 (3-Fluoro-4-methoxy-benzyl)-phenoxathiin-3-yl-amine

[0222] 135 (4-tert-Butyl-benzyl)-phenoxathiin-3-yl-amine

[0223] 136 Benzyl-phenoxathiin-3-yl-amine

[0224] 137 (2-Ethoxy-benzyl)-phenoxathiin-3-yl-amine

[0225] 138 (8-Chloro-dibenzofuran-2-yl)-(3,5-dimethoxy-benzyl)-amine

[0226] 139 (8-Chloro-dibenzofuran-2-yl)-(3-fluoro-4-methoxy-benzyl)-amine

[0227] 140 Benzyl-(8-chloro-dibenzofuran-2-yl)-amine

[0228] 141 (9H-Fluoren-2-yl)-(4-methoxy-benzyl)-amine

[0229] 142 (8-Chloro-dibenzofuran-2-yl)-thiazol-2-ylmethyl-amine

[0230] 143 (9H-Fluoren-2-yl)-(3-methoxy-benzyl)-amine

[0231] 144 (3,5-Dimethoxy-benzyl)-(9H-fluoren-2-yl)-amine

[0232] 145 (9H-Fluoren-2-yl)-(3-fluoro-4-methoxy-benzyl)-amine

[0233] 146 (4-tert-Butyl-benzyl)-(9H-fluoren-2-yl)-amine

[0234] 147 Benzyl-(9H-fluoren-2-yl)-amine

[0235] 148 (9H-Fluoren-2-yl)-thiazol-2-ylmethyl-amine

[0236] 149 (2-Ethoxy-benzyl)-(9H-fluoren2-yl-amine

[0237] 150 Dibenzofuran-4-yl-(4-methoxy-benzyl)-amine

[0238] 151 2-[(8-Chloro-dibenzofuran-2-ylamino)-methyl]-benzonitrile

[0239] 152 Dibenzofuran-4-yl-(3-methoxy-benzyl)-amine

[0240] 153 Dibenzofuran-4-yl-(3,5-dimethoxy-benzyl)-amine

[0241] 154 Dibenzofuran-4-yl-(3-fluoro-4-methoxy-benzyl)-amine

[0242] 155 (4-tert-Butyl-benzyl)-dibenzofuran-4-yl-amine

[0243] 156 Dibenzofuran-4-yl-(2-ethoxy-benzyl)-amine

[0244] 157 N-(4-Methoxy-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0245] 158 (8-Chloro-dibenzofuran-2-yl)(4-methoxy-benzyl)-amine

[0246] 159 (8-Chloro-dibenzofuran-2-yl)-(2-ethoxy-benzyl)-amine

[0247] 160 Dibenzofuran-4yl-(2,4-dimethyl-benzyl)-amine

[0248] 161 N-Methyl-N′-thiophen-3-ylmethyl-dibenzofuran-2,8-diamine

[0249] 162 N-Methyl-N′-pyridin-2-ylmethyl-dibenzofuran-2,8-diamine

[0250] 163 (2-Bromo-benzyl)-phenoxathiin-3-yl-amine

[0251] 164 Phenoxathiin-3-yl-quinolin-4-ylmethyl-amine

[0252] 165 Phenoxathiin-3-yl-thiophen-3-ylmethyl-amine

[0253] 166 (3-Methyl-pyridin-2-ylmethyl)-phenoxathiin-3-yl-amine

[0254] 167 Phenoxathiin-3-yl-pyridin-3-ylmethyl-amine

[0255] 168 Phenoxathiin-3-yl-pyridin-2-ylmethyl-amine

[0256] 169 (8-Chloro-dibenzofuran-2-yl)-thiophen-3-ylmethyl-amine

[0257] 170 (2-Bromo-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine

[0258] 171 (8-Chloro-dibenzofuran-2-yl)-(3-methyl-pyridin-2-ylmethyl)-amine

[0259] 172 (9-Ethyl-9H-carbazol-3-yl)-thiophen-3-ylmethyl-amine

[0260] 173 (5-Chloro-thiophen-2-ylmethyl)-(9-ethyl-9H-carbazol-3-yl)-amine

[0261] 174 (9-Ethyl-9H-carbazol-3-yl)-pyridin-3-ylmethyl-amine

[0262] 175 (2-Bromo-benzyl)-(9H-fluoren-2-yl)-amine

[0263] 176 (8-Chloro-dibenzofuran-2-yl)-pyridin-4-ylmethyl-amine

[0264] 177 (9H-Fluoren-2-yl)-quinolin-2-ylmethyl-amine

[0265] 178 (9H-Fluoren-2-yl)-thiophen-3-ylmethyl-amine

[0266] 179 (9H-Fluoren-2-yl)-(3-methyl-pyridin-2-ylmethyl)-amine

[0267] 180 (9H-Fluoren-2-yl)-pyridin-4-ylmethyl-amine

[0268] 181 (9H-Fluoren-2-yl)-pyridin-3-ylmethyl-amine

[0269] 182 (9H-Fluoren-2-yl)-pyridin-2-ylmethyl-amine

[0270] 183 (8-Chloro-dibenzofuran-2-yl)-pyridin-3-ylmethyl-amine

[0271] 184 Dibenzofuran-4-yl-quinolin-4-ylmethyl-amine

[0272] 185 Dibenzofuran-4-yl-quinolin-2-ylmethyl-amine

[0273] 186 Dibenzofuran-4-yl-thiophen-3-ylmethyl-amine

[0274] 187 Dibenzofuran-4-yl-(3-methyl-pyridin-2-ylmethyl)-amine

[0275] 188 Dibenzofuran-4-yl-pyridin-4-ylmethyl-amine

[0276] 189 Dibenzofuran-4-yl-pyridin-3-ylmethyl-amine

[0277] 190 Dibenzofuran-4-yl-pyridin-2-ylmethyl-amine

[0278] 191 (2-Bromo-benzyl)-(8-chloro-dibenzofuran-2-yl)-amine

[0279] 192 (8-Chloro-dibenzofuran-2-yl)-pyridin-2-ylmethyl-amine

[0280] 193 N-Methyl-N′-(2,3,6-trifluoro-benzyl)-dibenzofuran-2,8-diamine

[0281] 194 N-Methyl-N′-(2,3,4-trifluoro-benzyl)-dibenzofuran-2,8-diamine

[0282] 195 N-(2,6-Difluoro-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0283] 196 N-(2,5-Difluoro-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0284] 197 N-(2,4-Difluoro-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0285] 198 N-(2,3-Difluoro-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0286] 199 N-(2,5-Dimethyl-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0287] 200 N-(2,4-Dimethyl-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0288] 201 N-(2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-N′-methyl-dibenzofuran-2,8-diamine

[0289] 202 (3-Fluoro-2-methyl-benzyl)-phenoxathiin-3-yl-amine

[0290] 203 (8-Chloro-dibenzofuran-2-yl)-(2,3,6-trifluoro-benzyl)-amine

[0291] 204 Phenoxathiin-3-yl-(2,3,6-trifluoro-benzyl)-amine

[0292] 205 Phenoxathiin-3-yl-(2,3,4-trifluoro-benzyl)-amine

[0293] 206 (2,6-Difluoro-benzyl)-phenoxathiin-3-yl-amine

[0294] 207 (2,5-Difluoro-benzyl)-phenoxathiin-3-yl-amine

[0295] 208 (2,4-Difluoro-benzyl)-phenoxathiin-3-yl-amine

[0296] 209 (2,3-Difluoro-benzyl)-phenoxathiin-3-yl-amine

[0297] 210 (2,4-Dimethyl-benzyl)-phenoxathiin-3-yl-amine

[0298] 211 (2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-phenoxathiin-3-yl-amine

[0299] 212 Benzo[b]thiophen-5-yl-(3-fluoro-2-methyl-benzyl)-amine

[0300] 213 (8-Chloro-dibenzofuran-2-yl)-(2,3,4-trifluoro-benzyl)-amine

[0301] 214 (8-Chloro-dibenzofuran-2-yl)-(2,6-difluoro-benzyl)-amine

[0302] 215 (8-Chloro-dibenzofuran-2-yl)-(2,5-difluoro-benzyl)-amine

[0303] 216 (8-Chloro-dibenzofuran-2-yl)-(2,4-difluoro-benzyl)-amine

[0304] 217 (9-Ethyl-9H-carbazol-3-yl)-(3-fluoro-2-methyl-benzyl)-amine

[0305] 218 (8-Chloro-dibenzofuran-2-yl)-(2,3-difluoro-benzyl)-amine

[0306] 219 (9-Ethyl-9H-carbazol-3-yl)-(2,3,6-trifluoro-benzyl)-amine

[0307] 220 (9-Ethyl-9H-carbazol-3-yl)-(2,3,4-trifluoro-benzyl)-amine

[0308] 221 (2,6-Difluoro-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine

[0309] 222 (2,5-Difluoro-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine

[0310] 223 (2,4-Difluoro-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine

[0311] 224 (2,3-Difluoro-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine

[0312] 225 (2,5-Dimethyl-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine

[0313] 226 (2,4-Dimethyl-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine

[0314] 227 (2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-(9-ethyl-9H-carbazol-3-yl)-amine

[0315] 228 (9H-Fluoren-2-yl)-(3-fluoro-2-methyl-benzyl)-amine

[0316] 229 (8-Chloro-dibenzofuran-2-yl)-(2,5-dimethyl-benzyl)-amine

[0317] 230 (9H-Fluoren-2-yl)-(2,3,6-trifluoro-benzyl)-amine

[0318] 231 (9H-Fluoren-2-yl)-(2,3,4-trifluoro-benzyl)-amine

[0319] 232 (2,5-Difluoro-benzyl)-(9H-fluoren-2-yl)-amine

[0320] 233 (2,4-Difluoro-benzyl)-(9H-fluoren-2-yl)-amine

[0321] 234 (2,3-Difluoro-benzyl)-(9H-fluoren-2-yl)-amine

[0322] 235 (2,5-Dimethyl-benzyl)-(9H-fluoren-2-yl)-amine

[0323] 236 (2,4-Dimethyl-benzyl)-(9H-fluoren-2-yl)-amine

[0324] 237 (2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-(9H-fluoren-2-yl)-amine

[0325] 238 (8-Chloro-dibenzofuran-2-yl)-(2,4-dimethyl-benzyl)-amine

[0326] 239 Dibenzofuran-4-yl-(2,5-dimethyl-benzyl)-amine

[0327] 240 Dibenzofuran-4-yl-(3-fluoro-2-methyl-benzyl)-amine

[0328] 241 N-(3-Fluoro-2-methyl-benzyl)-N′-methyl-dibenzofuran-2,8-diamine

[0329] 242 (8-Chloro-dibenzofuran-2-yl)-(3-fluoro-2-methyl-benzyl)-amine

[0330] 243 (8-Chloro-dibenzofuran-2-yl)-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-amine

[0331] 244 (2,5-Dimethoxy-benzyl)-phenoxathiin-3-yl-amine

[0332] 245 (2,3-Dimethoxy-benzyl)-phenoxathiin-3-yl-amine

[0333] 246 (2-Chloro-benzyl)-phenoxathiin-3-yl-amine

[0334] 247 (2-Methoxy-benzyl)-phenoxathiin-3-yl-amine

[0335] 248 (2-Methyl-benzyl)-phenoxathiin-3-yl-amine

[0336] 249 Anthracen-2-yl-(2-chloro-benzyl)-amine

[0337] 250 Anthracen-2-yl-(2-fluoro-benzyl)-amine

[0338] 251 Dibenzo[1,4]dioxin-2-yl-(2,3-dimethoxy-benzyl)-amine

[0339] 252 (2-Chloro-benzyl)-dibenzo[1,4]dioxin-2-yl-amine

[0340] 253 2-(Dibenzo[1,4]dioxin-2-ylaminomethyl)-phenol

[0341] 254 Dibenzo[1,4]dioxin-2-yl-(2-methoxy-benzyl)-amine

[0342] 255 2-[(9-Ethyl-9H-carbazol-3-ylamino)-methyl]-phenol

[0343] 256 (9-Ethyl-9H-carbazol-3-yl)-(2-fluoro-benzyl)-amine

[0344] 257 (9-Ethyl-9H-carbazol-3-yl)-(2-methyl-benzyl)-amine

[0345] 258 (2-Chloro-benzyl)-(9H-fluoren-2-yl)-amine

[0346] 259 2-[(9H-Fluoren-2-ylamino)-methyl]-phenol

[0347] 260 (9H-Fluoren-2-yl)-(2-methoxy-benzyl)-amine

[0348] 261 (9H-Fluoren-2-yl)-(2-trifluoromethyl-benzyl)-amine

[0349] 262 (9H-Fluoren-2-yl)-(2-fluoro-benzyl)-amine

[0350] 263 Dibenzofuran-4-yl-(2,5-dimethoxy-benzyl)-amine

[0351] 264 Dibenzofuran-4-yl-(2,3-dimethoxy-benzyl)-amine

[0352] 265 2-(Dibenzofuran4-ylaminomethyl)-phenol

[0353] 266 Dibenzofuran-4-yl-(2-methoxy-benzyl)-amine

[0354] 267 (2,5-Dimethoxy-benzyl)-(3-methoxy-dibenzofuran-2-yl)-amine

[0355] 268 (2,3-Dimethoxy-benzyl)-(3-methoxy-dibenzofuran-2-yl)-amine

[0356] 269 (2-Methoxy-benzyl)-(3-methoxy-dibenzofuran-2-yl)-amine

[0357] 270 Dibenzofuran-2-yl-(2,5-dimethoxy-benzyl)-amine

[0358] 271 Dibenzofuran-2-yl-(4-methoxy-benzyl)-amine

[0359] 272 (2-Bromo-benzyl)-dibenzofuran-2-yl-amine

[0360] 273 (8-Fluoro-dibenzofuran-2-yl)-(3H-imidazol-4-ylmethyl)-amine

[0361] 274 2-[(8-Fluoro-dibenzofuran-2-ylamino)-methyl]-benzonitrile

[0362] 275 (2-Ethoxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0363] 276 (8-Fluoro-dibenzofuran-2-yl)-(4-methylsulfanyl-benzyl)-amine

[0364] 277 (2-Bromo-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0365] 278 (8-Fluoro-dibenzofuran-2-yl)-quinolin-4-ylmethyl-amine

[0366] 279 (8-Fluoro-dibenzofuran-2-yl)-quinolin-2-ylmethyl-amine

[0367] 280 Dibenzofuran-2-yl-naphthalen-1-ylmethyl-amine

[0368] 281 (8-Fluoro-dibenzofuran-2-yl)-naphthalen-2-ylmethyl-amine

[0369] 282 (8-Fluoro-dibenzofuran-2-yl)-naphthalen-1-ylmethyl-amine

[0370] 283 Dibenzofuran-2-yl-(2-nitro-benzyl)-amine

[0371] 284 Dibenzofuran-2-yl-(3H-imidazol-4-ylmethyl)-amine

[0372] 285 2-(Dibenzofuran-2-ylaminomethyl)-benzonitrile

[0373] 286 Dibenzofuran-2-yl-(2-ethoxy-benzyl)-amine

[0374] 287 Dibenzofuran-2-yl-(3-trifluoromethyl-benzyl)-amine

[0375] 288 (4-tert-Butyl-benzyl)-dibenzofuran-2-yl-amine

[0376] 289 Dibenzofuran-2-yl-(3-fluoro-benzyl)-amine

[0377] 290 (2,5-Dimethoxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0378] 291 (2,3-Dimethoxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0379] 292 (4-Benzyloxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0380] 293 (3-Benzyloxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0381] 294 (4-Chloro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0382] 295 (3-Chloro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0383] 296 (2-Chloro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0384] 297 4-[(8-Fluoro-dibenzofuran-2-ylamino)-methyl]-phenol

[0385] 298 3-[(8-Fluoro-dibenzofuran-2-ylamino)-methyl]-phenol

[0386] 299 Dibenzofuran-2-yl-(2-fluoro-benzyl)-amine

[0387] 300 (8-Fluoro-dibenzofuran-2-yl)-(4-methoxy-benzyl)-amine

[0388] 301 (8-Fluoro-dibenzofuran-2-yl)-(3-methoxy-benzyl)-amine

[0389] 302 (8-Fluoro-dibenzofuran-2-yl)-(2-methoxy-benzyl)-amine

[0390] 303 (8-Fluoro-dibenzofuran-2-yl)-(4-trifluoromethyl-benzyl)-amine

[0391] 304 (8-Fluoro-dibenzofuran-2-yl)-(3-trifluoromethyl-benzyl)-amine

[0392] 305 (4-tert-Butyl-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0393] 306 (4-Fluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0394] 307 (3-Fluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0395] 308 (2-Fluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0396] 309 (8-Fluoro-dibenzofuran-2-yl)-(4-methyl-benzyl)-amine

[0397] 310 (8-Fluoro-dibenzofuran-2-yl)-(3-methyl-benzyl)-amine

[0398] 311 Dibenzofuran-2-yl-(2,6-dimethoxy-benzyl)-amine

[0399] 312 Dibenzofuran-2-yl-(2,4-dimethoxy-benzyl)-amine

[0400] 313 Dibenzofuran-2-yl-(2,3-dimethoxy-benzyl)-amine

[0401] 314 (4Benzyloxy-benzyl)-dibenzofuran-2-yl-amine

[0402] 315 Dibenzofuran-2-yl-(3-methyl-benzyl)-amine

[0403] 316 (3-Chloro-benzyl)-dibenzofuran-2-yl-amine

[0404] 317 3-(Dibenzofuran-2-ylaminomethyl)-phenol

[0405] 318 (2-Chloro-benzyl)-dibenzofuran-2-yl-amine

[0406] 319 Dibenzofuran-2-yl-(3-methoxy-benzyl)-amine

[0407] 320 Dibenzofuran-2-yl-(2-methoxy-benzyl)-amine

[0408] 321 (9H-Fluoren-2-yl)-(2-methyl-benzyl)-amine

[0409] 322 Dibenzofuran-4-yl-(2-methyl-benzyl)-amine

[0410] 323 (8-Chloro-dibenzofuran-2-yl)-(2-methyl-benzyl)-amine

[0411] 324 (2-Methyl-benzyl)-(10H-phenothiazin-2-yl)-amine

[0412] 325 Dibenzo[b,e][1,4]dioxin-2-yl-(2-methyl-benzyl)-amine

[0413] 326 Dibenzofuran-2-yl-(2,6-difluoro-benzyl)-amine

[0414] 327 Dibenzofuran-2-yl-(2,5-difluoro-benzyl)-amine

[0415] 328 Dibenzofuran-2-yl-(2,4-difluoro-benzyl)-amine

[0416] 329 Dibenzofuran-2-yl-(2,3-difluoro-benzyl)-amine

[0417] 330 (8-Fluoro-dibenzofuran-2-yl)-thiophen-2-ylmethyl-amine

[0418] 331 Dibenzofuran-2-yl-(2,5-dimethyl-benzyl)-amine

[0419] 332 (8-Fluoro-dibenzofuran-2-yl)-thiophen-3-ylmethyl-amine

[0420] 333 (8-Fluoro-dibenzofuran-2-yl)-furan-2-ylmethyl-amine

[0421] 334 (8-Fluoro-dibenzofuran-2-yl)-furan-3-ylmethyl-amine

[0422] 335 (8-Fluoro-dibenzofuran-2-yl)-(6-methyl-pyridin-2-ylmethyl)-amine

[0423] 336 (8-Fluoro-dibenzofuran-2-yl)-(4-methanesulfonyl-benzyl)-amine

[0424] 337 (8-Fluoro-dibenzofuran-2-yl)-pyridin-4-ylmethyl-amine

[0425] 338 (8-Fluoro-dibenzofuran-2-yl)-pyridin-3-ylmethyl-amine

[0426] 339 (8-Fluoro-dibenzofuran-2-yl)-pyridin-2-ylmethyl-amine

[0427] 340 (8-Fluoro-dibenzofuran-2-yl)-(3-fluoro-4-methoxy-benzyl)-amine

[0428] 341 Dibenzofuran-2-yl-(2,4-dimethyl-benzyl)-amine

[0429] 342 (8-Fluoro-dibenzofuran-2-yl)-(3-fluoro-2-methyl-benzyl)-amine

[0430] 343 (8-Fluoro-dibenzofuran-2-yl)-(2,3,6-trifluoro-benzyl)-amine

[0431] 344 (8-Fluoro-dibenzofuran-2-yl)-(2,3,4-trifluoro-benzyl)-amine

[0432] 345 (3,5-Difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0433] 346 (3,4-Difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0434] 347 (3,5-difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0435] 348 (2,6-Difluoro-benzyl (2,5-Difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0436] 349 (2,4-Difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0437] 350 (2,3-Difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0438] 351 (2,5-Dimethyl-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0439] 352 (2,4-Dimethyl-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0440] 353 (2,3-Dihydro-1,4-benzodioxin-6-ylmethyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0441] 354 (3,5-Dimethoxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine

[0442] 355 Dibenzofuran-2-yl-dibenzofuran-2-ylmethyl-amine

[0443] 356 Dibenzofuran-2-yl-dibenzofuran-3-ylmethyl-amine

[0444] 357 Dibenzofuran-2-yl-(6-methyl-pyridin-2-ylmethyl)-amine

[0445] 358 Dibenzofuran-2-yl-(4-methanesulfonyl-benzyl)-amine

[0446] 359 Dibenzofuran-2-yl-pyridin-4-ylmethyl-amine

[0447] 360 Dibenzofuran-2-yl-pyridin-3-ylmethyl-amine

[0448] 361 Dibenzofuran-2-yl-pyridin-2-ylmethyl-amine

[0449] 362 Dibenzofuran-2-yl-(3-fluoro-4-methoxy-benzyl)-amine

[0450] 363 Dibenzofuran-2-yl-(3-fluoro-2-methyl-benzyl)-amine

[0451] 364 Dibenzofuran-2-yl-(2,3,6-trifluoro-benzyl)-amine

[0452] 365 Dibenzofuran-2-yl-(2,3,4-trifluoro-benzyl)-amine

[0453] 366 Dibenzofuran-2-yl-(3,5-difluoro-benzyl)-amine

[0454] 367 Dibenzofuran-2-yl-(3,4-difluoro-benzyl)-amine

[0455] 368 Dibenzofuran-2-yl-(3,4-dimethoxy-benzyl)-amine

[0456] 369 Dibenzofuran-2-yl-methyl-(2-methyl-benzyl)-amine

[0457] 370 Dibenzothiohen-2-yl-(2,4-dimethyl-benzyl)-amine

[0458] 371 (4-tert-Butyl-benzyl)-dibenzothiohen-2-yl-amine

[0459] 372 (2-Chloro-benzyl)-dibenzothiohen-2-yl-amine

[0460] 373 Dibenzothiohen-2-yl-(2,6-difluoro-benzyl)-amine

[0461] 374 Dibenzothiohen-2-yl-(2,3,6-trifluoro-benzyl)-amine

[0462] 375 Dibenzothiohen-2-yl-(2-fluoro-benzyl)-amine

[0463] 376 Benzyl-dibenzothiohen-2-yl-amine

[0464] 377 Dibenzothiohen-2-yl-(4-methoxy-benzyl)-amine

[0465] 378 Dibenzothiohen-2-yl-(2,3-dimethoxy-benzyl)-amine

[0466] 379 Dibenzothiohen-2-yl-(2,5-difluoro-benzyl)-amine

[0467] 380 Dibenzothiohen-2-yl-(3-methoxy-benzyl)-amine

[0468] 381 Dibenzothiohen-2-yl-(2,3,4-trifuoro-benzyl)-amine

[0469] 382 (-2-Bromo-benzyl)-dibenzothiohen-2-yl-amine

[0470] 383 Dibenzothiohen-2-yl-(2,3-dihydro-1,4benzodioxin-6-ylmethyl)-amine

[0471] 384 Dibenzothiohen-2-yl-(3-fluoro-4-methoxy-benzyl)-amine

[0472] 385 Dibenzothiohen-2-yl-(2,5-dimethyl-benzyl)-amine

[0473] 386 Dibenzothiohen-2-yl-thiophen-3-ylmethyl-amine

[0474] 387 Dibenzothiohen-2-yl-naphthalene-1-ylmethyl-amine

[0475] 388 Dibenzothiohen-2-yl-(2-trifluoromethyl-benzyl)-amine

[0476] 389 Dibenzothiohen-2-yl-naphthalen-2-ylmethyl-amine

[0477] 390 Dibenzothiohen-2-yl-(2-ethoxy-benzyl)-amine

[0478] 391 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(3-fluoro-2-methyl-benzyl)-amine

[0479] 392 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2-methyl-benzyl)-amine

[0480] 393 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2,4-dimethyl-benzyl)-amine

[0481] 394 (4-tert-Butyl-benzyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine

[0482] 395 (2-Chloro-benzyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine

[0483] 396 (2,6-Difluoro-benzyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine

[0484] 397 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2,3,6-trifluoro-benzyl)-amine

[0485] 398 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2-fluoro-benzyl)-amine

[0486] 399 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(3,5-dimethoxy-benzyl)-amine

[0487] 400 Benzyl-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine

[0488] 401 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(4-methoxy-benzyl)-amine

[0489] 402 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2,3-dimethoxy-benzyl)-amine

[0490] 403 (2,5-difluoro-benzyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine

[0491] 404 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(3 -methoxy-benzyl)-amine

[0492] 405 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2,3,-trifluoro-benzyl)-amine

[0493] 406 (2-Bromo-benzyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine

[0494] 407 (2,3-Dihydro-1,4-benzodioxin-6-ylmethyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine

[0495] 408 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(3-fluoro-4-methoxy-benzyl)-amine

[0496] 409 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2,5-dimethyl-benzyl)-amine

[0497] 410 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-thiophen-3-ylmethyl-amine

[0498] 411 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-naphthalen-1-ylmethyl-amine

[0499] 412 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2-trifluoromethyl-benzyl)-amine

[0500] 413 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-naphthalen-2-ylmethyl-amine

[0501] 414 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2-ethoxy-benzyl)-amine

[0502] 415 (3-Fluoro-2-methyl-benzyl)-(10H-phenothiazin-2-yl)-amine

[0503] 416 (2,4-Dimethyl-benzyl)-(10H-phenothiazin-2-yl)-amine

[0504] 417 (4-tert-Butyl-benzyl)-(10H-phenothiazin-2-yl)-amine

[0505] 418 (2-Chloro-benzyl)-(10H-phenothiazin-2-yl)-amine

[0506] 419 (2,6-Difluoro-benzyl)-(10H-phenothiazin-2-yl)-amine

[0507] 420 (10H-Phenothiazin-2-yl)-(2,3,6-trifluorobenzyl)-amine

[0508] 421 (2-Fluoro-benzyl)-(10H-phenothiazin-2-yl)-amine

[0509] 422 (3,5-Dimethoxy-benzyl)-(10H-phenothiazin-2-yl)-amine

[0510] 423 Benzyl-(10H-phenothiazin-2-yl)-amine

[0511] 424 (4-Methoxy-benzyl)-(10H-phenothiazin-2-yl)-amine

[0512] 425 (2,5-Difluoro-benzyl)-(10H-phenothiazin-2-yl)-amine

[0513] 426 (10H-Phenothiazin-2-yl)-(2,3,4-trifluoro-benzyl)-amine

[0514] 427 (2,3-Dihydro-1,4-benzodioxin-6-ylmethyl)-(10H-phenothiazin-2-yl)-amine

[0515] 428 (3-Fluoro-4-methoxy-benzyl)-(10H-phenothiazin-2-yl)-amine

[0516] 429 (2,5-Dimethyl-benzyl)-(10H-phenothiazin-2-yl)-amine

[0517] 430 (10H-Phenothiazin-2-yl)-thiophen-3-ylmethyl-amine

[0518] 431 (10H-Phenothiazin-2-yl)-(2-trifluoromethyl-benzyl)-amine

[0519] 432 (9H-Carbazol-3-yl)-(3-fluoro-2-methyl-benzyl)-amine

[0520] 433 (9H-Carbazol-3-yl)-(2-methyl-benzyl)-amine

[0521] 434 (9H-Carbazol-3-yl)-(2,4-dimethyl-benzyl)-amine

[0522] 435 (4-tert-Butyl-benzyl)-(9H-carbazol-3-yl)-amine

[0523] 436 (9H-Carbazol-3-yl)-(2-chloro-benzyl)-amine

[0524] 437 (9H-Carbazol-3-yl)-(2,6-difluoro-benzyl)-amine

[0525] 438 (9H-Carbazol-3-yl)-(2,3,6-trifluoro-benzyl)-amine

[0526] 439 (9H-Carbazol-3-yl)-(3,5-dimethoxy-benzyl)-amine

[0527] 440 (9H-Carbazol-3-yl)-(2,3-dimethoxy-benzyl)-amine

[0528] 441 (9H-Carbazol-3-yl)-(2,5-difluoro-benzyl)-amine

[0529] 442 (9H-Carbazol-3-yl)-(2,3,4-trifluoro-benzyl)-amine

[0530] 443 (9H-Carbazol-3-yl)-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-amine

[0531] 444 (9H-Carbazol-3-yl)-(2,5-dimethyl-benzyl)-amine

[0532] 445 (9H-Carbazol-3-yl)-naphthalen-1-ylmethyl-amine

[0533] 446 (9H-Carbazol-3-yl)-naphthalen-2-ylmethyl-amine

[0534] 447 Dibenzofuran-2-yl-bis-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-amine

[0535] 448 Dibenzofuran-2-yl-bis-thiophen-3-ylmethyl-amine

[0536] 449 Dibenzofuran-2-yl-(4-phenoxy-benzyl)-amine

[0537] 450 2-Dibenzofuran-2-yl-2,3-dihydro-1H-isoindole

[0538] 451 2-Dibenzofuran-2-yl-1H-isoindole-1,3-dione

[0539] 452 Dibenzofuran-2-yl-(4-trifluoromethoxy-benzyl)-amine

[0540] 453 Dibenzofuran-2-yl-(2-methoxy-benzyl)-amine

[0541] 454 Dibenzofuran-2-yl-(3-phenoxy-benzyl)-amine

[0542] 455 Dibenzofuran-2-yl-methyl(2-methyl-benzyl)-amine

[0543] 456 Dibenzofuran-2-yl-(1-phenyl-butyl)-amine

[0544] 457 Dibenzofuran-2-yl-phenethyl-amine

[0545] 458 Dibenzofuran-2-yl-(1-phenyl-ethyl)-amine

EXAMPLES

[0546]

		General	M + H	MOLECULAR
Example	MOLSTRUCTURE	procedure	(APCl)*	FORMULA
1	15	7	282	C18 H19 N O2
2	16	7	250	C18 H19 H
3	17	7	250	C18 H19 N
4	18	7	293	C20 H24 N2
5	19	5	256	C16 H17 N O2
6	20	5	314	C18 H19 N O2S
7	21	5	310	C20 H23 N O2
8	22	5	284	C18 H21 N O2
9	23	5	270	C17 H19 N O2
10	24	7, 5	308	C20 H25 N3
11	25	5	371	C26 H30 N2
12	26	5, 7	265	C18 H20 N2
13	27	5	328	C24 H25 N
14	28	5, 7	238	C17 H19 N
15	29	5	346	C18 H19 N O4S
16	30	6	322	C22 H27 N O
17	31	6	320	C22 H25 N O
18	32	6	318	C22 H23 N O
19	33	6	348	C24 H29 N O
20	34	6	278	C19 H19 N O
21	35	6	322	C22 H27 N O
22	36	6	292	C20 H21 N O
23	37	6	252	C17 H17 N O
24	38	6, 5	296	C19 H21 N O2
25	39	6, 5	264	C19 H21 N
26	40	4	360	C20 H25 N O S2
27	41	4	324	C22 H29 N O
28	42	4	268	C18 H21 N O
29	43	5	357	C20 H24 N2 O2 S
30	44	5, 7	267	C18 H22 N2
31	45	5, 7	325	C20 H24 N2 S
32	46	5, 7	307	C21 H26 N2
33	47	5, 7	321	C22 H28 N2
34	48	5	295	C20 H26 N2
35	49	5	293	C20 H24 N2
36	50	5, 7	281	C19 H24 N2
37	51	5, 7	224	C16 H17 N
38	52	5	282	C18 H19 N S
39	53	5, 7	278	C20 H23 N
40	54	5	316	C17 H17 N O3 S
41	55	5, 6	267	C17 H18 N2 O
42	56	5, 6	226	C15 H15 N O
43	57	5, 6	266	C18 H19 N O
44	58	5	252	C17 H17 N O
45	59	5	316	C17 H17 N O3 S
46	60	5	267	C17 H18 N2 O
47	61	5	226	C15 H15 N O
48	62	5	284	C17 H17 N O S
49	63	5	266	C18 H19 N O
50	64	5	280	C19 H21 N O
51	65	5	308, 310	C19 H14 Cl N O
52	66	2	353. 355	C19 H13 Cl N2 O3
53	67	2	358	C20 H14 F3 N O2
54	68	2	318	C20 H15 N O3
55	69	2	332	C21 H17 N O3
56	70	2	334	C21 H19 N O3
57	71	2	342	C20 H14 F3 N O
58	72	1, 2, 3	288	C20 H17 N O
59	73	2	280	C17 H13 N O S
60	74	2	319	C19 H14 N2 O3
61	75	2	320	C20 H17 N O S
62	76	2	288	C20 H17 N O
63	77	2	274	C19 H15 N O
64	78	2	380	C26 H21 N O2
65	79	5	330	C23 H23 N O
66	80	5	332	C22 H21 N O2
67	81	5	270	C17 H19 N O2
68	82	5	268	C18 H21 N O
69	83	5	254	C17 H19 N O
70	84	5	268	C18 H21 N O
71	85	5	294	C20 H23 N O
72	86	5	294	C20 H23 N O
73	87	5, 6	280	C19 H21 N O
74	88	5, 6	284	C17 H17 N O S
75	89	5	270	C16 H15 N O S
76	90	5	254	C17 H19 N O
77	91	5	254	C17 H19 N O
78	92	5, 6	240	C16 H17 N O
79	93	3	293	C18 H13 F N2 O
80	94	3	276	C17 H13 N3 O
81	95	3	289	C19 H16 N2 O
82	96	3	321	C20 H17 F N2 O
83	97	3	354	C23 H19 N3 O
85	98	3	381	C21 H20 N2 O3 S
86	99	3	304	C19 H17 N3 O
87	100	3	317	C21 H20 N2 O
88	101	3, 2	355	C23 H18 N2 S
89	102	3	383	C20 H18 N2 O2 S
90	103	3	339	C19 H15 F N2 O S
91	104	3	325	C18 H13 F N2 O S
92	105	3	358	C21 H15 N3 O S
93	106	3	357	C22 H16 N2 O S
94	107	3	385	C19 H16 N2 O3 S
95	108	3	308	C17 H13 N3 O S
96	109	3	321	C19 H16 N2 O S
97	110	3	335	C24 H18 N2
98	111	3	362	C22 H19 N O2 S
99	112	3	285	C20 H16 N2
100	113	3	298	C22 H19 N
101	114	3	322	C20 H16 F N O2
102	115	3	308	C19 H14 F N O2
103	116	3	341	C22 H16 N2 O2
104	117	3	340	C23 H17 N O2
105	118	3	368	C20 H17 N O4 S
106	119	3	291	C18 H14 N2 O2
107	120	3	322	C20 H16 F N O2
108	121	3	308	C19 H14 F N O2
109	122	3	368	C20 H17 N O4 S
110	123	3	291	C18 H14 N2 O2
111	124	3	304	C20 H17 N O2
112	125	3	326, 328	C19 H13 Cl F N O
113	126	3	359	C23 H16 Cl N O
114	127	3	387	C20 H16 Cl N O3 S
115	128	3	355	C20 H22 N2 O2 S
116	129	3	278	C18 H19 N3
117	130	3	307	C19 H15 F N2 O
118	131	2, 3	325	C22 H16 N2 O
119	132	2	325	C22 H16 N2 O
120	133	2	335	C21 H19 F N2 O
121	134	2	317	C21 H20 N2 O
122	135	2	325	C17 H12 N2 O3 S
123	136	2	281	C16 H12 N2 O S
124	137	2	292	C19 H14 F N O
125	138	2	333	C21 H20N2O2
126	139	2	363	C22H22N2O3
127	140	2	359	C24H26N2O1
128	141	2	303	C20H18N2O1
129	142	2	328	C21H17N3O1
130	143	2	336	C20H17N1O2S1
131	144	2	338, 340	C20H16N1O2Cl1
132	145	2	336	C20H17O2S1N1
133	146	2	366	C21H19O3N1S1
134	147	2	354	C20H16O2N1S1F1
135	148	2	362	C23H23O1N1S1
136	149	2	306	C19H15N1O1S1
137	150	2	350	C21H19N1O2S1
138	151	2	368, 370	C21H18N1O3Cl1
139	152	2	356, 358	C20H15N1O2Cl1F1
140	153	2	308, 310	C19H14NOCl
141	154	2	302	C21H19NO
142	155	2	315, 317	C15H11N2OClS
143	156	2	302	C21H19NO
144	157	2	332	C22H21NO2
145	158	2	320	C21H18NOF
146	159	2	328	C24H25N
147	160	2	272	C20H17N1
148	161	2	279	C16H14N2S
149	162	2	316	C22H21NO
150	163	2	304	C20H17NO2
151	164	2	334	C20H13N2Ocl
152	165	2	304	C20H17NO2
153	166	2	334	C21H19NO3
154	167	2	322	C20H16NFO2
155	168	2	330	C23H23NO
156	169	2	318	C21H19NO2
157	170	2	333	C21H20N2O2
158	171	2	338, 340	C20H16NO2Cl
159	172	2	352, 354	C21H18NO2Cl
160	173	2	302	C21 H19 N O
161	174	2	309	C18 H16 N2 O S
162	175	2	304	C19 H17 N3 O
163	176	2	383, 385	C19 H14 Br N O S
164	177	2	357	C22 H16 N2 O S
165	178	2	312	C17 H13 N O S2
166	179	2	321	C19 H16 N2 O S
167	180	2	307	C18 H14 N2 O S
168	181	2	307	C18 H14 N2 O S
169	182	2	314, 316	C17 H12 Cl N O S
170	183	2	379, 381	C21 H19 Br N2
171	184	2	323, 325	C19 H15 Cl N2 O
172	185	2	307	C19 H18 N2 S
173	186	2	341, 342	C19 H17 Cl N2 S
174	187	2	3O2	C20 H19 N3
175	188	2	350, 352	C20 H16 Br N
176	189	2, 3	309, 311	C18 H13 Cl N2 O
177	190	2	323	C23 H18 N2
178	191	2	278	C18 H15 N S
179	192	2	287	C20 H18 N2
180	193	2	273	C19 H16 N2
181	194	2	273	C19 H16 N2
182	195	2	273	C19 H16 N2
183	196	2	309, 311	C18 H13 Cl N2 O
184	197	2	325	C22 H16 N2 O
185	198	2	325	C22 H16 N2 O
186	199	2	280	C17 H13 N O S
187	200	2	289	C19 H16 N2 O
188	201	2	275	C18 H14 N2 O
189	202	2	275	C18 H14 N2 O
190	203	2	275	C18 H14 N2 O
191	204	2	387, 389	C19 H13 Br Cl N O
192	205	2	309, 311	C18 H13 Cl N2 O
193	206	2	357	C20 H15 F3 N2 O
194	207	2	357	C20 H15 F3 N2 O
195	208	2	339	C20 H16 F2 N2 O
196	209	2	339	C20 H16 F2 N2 O
197	210	2	339	C20 H16 F2 N2 O
198	211	2	339	C20 H16 F2 N2 O
199	212	2	331	C22 H22 N2 O
200	213	2	331	C22 H22 N2 O
201	214	2	361	C22 H20 N2 O3
202	215	2	338	C20 H16 F N O S
203	216	2	363	C19 H11 Cl F3 N O
204	217	2	360	C19 H12 F3 N O S
205	218	2	360	C19 H12 F3 N O S
206	219	2	342	C19 H13 F2 N O S
207	220	2	342	C19 H13 F2 N O S
208	221	2	342	C19 H13 F2 N O S
209	222	2	342	C19 H13 F2 N O S
210	223	2	334	C21 H19 N O S
211	224	2	364	C21 H17 N O3 S
212	225	2	272	C16 H14 F N S
213	226	2	363	C19 H11 Cl F3 N O
214	227	2	345	C19 H12 Cl F2 N O
215	228	2	345	C19 H12 Cl F2 N O
216	229	2	345	C19 H12 Cl F2 N O
217	230	2	333	C22 H21 F N2
218	231	2	345	C19 H12 Cl F2 N O
219	232	2	355	C21 H17 F3 N2
220	233	2	355	C21 H17 F3 N2
221	234	2	337	C21 H18 F2 N2
222	235	2	337	C21 H18 F2 N2
223	236	2	337	C21 H18 F2 N2
224	237	2	337	C21 H18 F2 N2
225	238	2	329	C23 H24 N2
226	239	2	329	C23 H24 N2
227	240	2	359	C23 H22 N2 O2
228	241	2	304	C21 H18 F N
229	242	2	337	C21 H18 Cl N O
230	243	2	326	C20 H14 F3 N
231	244	2	326	C20 H14 F3 N
232	245	2	308	C20 H15 F2 N
233	246	2	308	C20 H15 F2 N
234	247	2	308	C20 H15 F2 N
235	248	2	300	C22 H21 N
236	249	2	300	C22 H21 N
237	250	2	330	C22 H19 N O2
238	251	2	336, 338	C21 H18 Cl N O
239	252	2	302	C21 H19 N O
240	253	2	306	C20 H16 F N O
241	254	2, 3	335	C21 H19 F N2 O
242	255	2, 3	341	C20 H15 Cl F N O
243	256	2	367	C21 H16 Cl N O3
244	257	2	366	C21 H19 N O3 S
245	258	2	366	C21 H19 N O3 S
246	259	2	340, 342	C19 H14 Cl N O S
247	260	2	336	C20 H17 N O2 S
248	261	2	320	C20 H17 N O S
249	262	2	318, 320	C21 H16 Cl N
250	263	2	302	C21 H16 F N
251	264	2	350	C21 H19 N O4
252	265	2	324, 326	C19 H14 Cl N O2
253	266	2	306	C19 H15 N O3
254	267	2	320	C20 H17 N O3
255	268	2	317	C21 H20 N2 O
256	269	2	319	C21 H19 F N2
257	270	2	315	C22 H22 N2
258	271	2	306, 308	C20 H16 Cl N
259	272	2	288	C20 H17 N O
260	273	2	3O2	C21 H19 N O
261	274	2	340	C21 H16 F3 N
262	275	2	290	C20 H16 F N
263	276	2	334	C21 H19 N O3
264	277	2	334	C21 H19 N O3
265	278	2	290	C19 H15 N O2
266	279	2	304	C20 H17 N O2
267	280	2	364	C22 H21 N O4
268	281	2	364	C22 H21 N O4
269	282	2	334	C21 H19 N O3
270	283	2	334	C21 H19 N O3
271	284	2	304	C20 H17 N O2
272	285	2	351, 353	C19 H14 Br N O
273	286	2	282	C16 H12 F N3 O
274	287	2	317	C20 H13 F N2 O
275	288	2	336	C21 H18 F N O2
276	289	2	338	C20 H16 F N O S
277	290	2	369, 371	C19 H13 Br F N O
278	291	2	343	C22 H15 F N2 O
279	292	2	343	C22 H15 F N2 O
280	293	2, 3	324	C23 H17 N O
281	294	2	342	C23 H16 F N O
282	295	2	342	C23 H16 F N O
283	296	2	319	C19 H14 N2 O3
284	297	2	264	C16 H13 N3 O
285	298	2	299	C20 H14 N2 O
286	299	2	318	C21 H19 N O2
287	300	2	342	C20 H14 F3 N O
288	301	2	330	C23 H23 N O
289	302	2	292	C19 H14 F N O
290	303	2	352	C21 H18 F N O3
291	304	2	352	C21 H18 F N O3
292	305	2	398	C26 H20 F N O2
293	306	2	398	C26 H20 F N O2
294	307	2	326, 328	C19 H13 Cl F N O
295	308	2	326, 328	C19 H13 Cl F N O
296	309	2	326, 328	C19 H13 Cl F N O
297	310	2	308	C19 H14 F N O2
298	311	2, 3	308	C19 H14 F N O2
299	312	2	292	C19 H14 F N O
300	313	2	322	C20 H16 F N O2
301	314	2	322	C20 H16 F N O2
302	315	2	322	C20 H16 F N O2
303	316	2	360	C20 H13 F4 N O
304	317	2	360	C20 H13 F4 N O
305	318	2	348	C23 H22 F N O
306	319	2	310	C19 H13 F2 N O
307	320	2	310	C19 H13 F2 N O
308	321	2, 3	310	C19 H13 F2 N O
309	322	2	306	C20 H16 F N O
310	323	2	306	C20 H16 F N O
311	324	2	334	C21 H19 N O3
312	325	2	334	C21 H19 N O3
313	326	2	334	C21 H19 N O3
314	327	2	380	C26 H21 N O2
315	328	2	288	C20 H17 N O
316	329	2	308, 310	C19 H14 Cl N O
317	330	2	290	C19 H15 N O2
318	331	2	308, 310	C19 H14 Cl N O
319	332	2	304	C20 H17 N O2
320	333	2	304	C20 H17 N O2
321	334	2	286	C21 H19 N
322	335	2	288	C20 H17 N O
323	336	2, 3	323	C20 H16 Cl N O
324	337	2	319	C20 H18 N2 S
325	338	2, 3	304	C20 H17 N O2
326	339	2	310	C19 H13 F2 N O
327	340	2	310	C19 H13 F2 N O
328	341	2	310	C19 H13 F2 N O
329	342	2	310	C19 H13 F2 N O
330	343	2	298	C17 H12 F N O S
331	344	2	302	C21 H19 N O
332	345	2	298	C17 H12 F N O S
333	346	2	282	C17 H12 F N O2
334	347	2	282	C17 H12 F N O2
335	348	2	307	C19 H15 F N2 O
336	349	2	370	C20 H16 F N O3 S
337	350	2, 3	293	C18 H13 F N2 O
338	351	2	293	C18 H13 F N2 O
339	352	2	293	C18 H13 F N2 O
340	353	2	340	C20 H15 F2 N O2
341	354	2	302	C21 H19 N O
342	355	2, 3	324	C20 H15 F2 N O
343	356	2	346	C19 H11 F4 N O
344	357	2	346	C19 H11 F4 N O
345	358	2	328	C19 H12 F3 N O
346	359	2	328	C19 H12 F3 N O
347	360	2	328	C19 H12 F3 N O
348	361	2	328	C19 H12 F3 N O
349	362	2	328	C19 H12 F3 N O
350	363	2	328	C19 H12 F3 N O
351	364	2	320	C21 H18 F N O
352	365	2	320	C21 H18 F N O
353	366	2	350	C21 H16 F N O3
354	367	2	352	C21 H18 F N O3
355	368	2	264	C17 H13 N O2
356	369	2	264	C17 H13 N O2
357	370	2	289	C19 H16 N2 O
358	371	2, 3	352	C20 H17 N O3 S
359	372	2, 3	275	C18 H14 N2 O
360	373	2	275	C18 H14 N2 O
361	374	2	275	C18 H14 N2 O
362	375	2	322	C20 H16 F N O2
363	376	2, 3	306	C20 H16 F N O
364	377	2	328	C19 H12 F3 N O
365	378	2	328	C19 H12 F3 N O
366	379	2	310	C19 H13 F2 N O
367	380	2	310	C19 H13 F2 N O
368	381	2	334	C21 H19 N O3
369	382	2	304	C20H17NS
370	383	2	318	C21H19NS
371	384	2	346	C23H23NS
372	385	2	323, 325	C19H14ClNS
373	386	2	326	C19H13F2NS
374	387	2	344	C19H12F3NS
375	388	2	308	C19H14FNS
376	389	2	290	C19H15NS
377	390	2	320	C20H17NOS
378	391	2	350	C21H19NO2S
379	392	2	326	C19H13F2NS
380	393	2	320	C20H17NOS
381	394	2	344	C19H12F3NS
382	395	2	369	C19H14BrNS
383	396	2	348	C21H17NO2S
384	397	2	338	C20H16FNOS
385	398	2	318	C21H19NS
386	399	2	296	C17H13NS2
387	400	2	340	C23H17NS
388	401	2	358	C20H14F3NS
389	402	2	340	C23H17NS
390	403	2	334	C21H19NOS
391	404	2	333	C22H21FN2
392	405	2	315	C22H22N2
393	406	2	329	C23H24N2
394	407	2	357	C25H28N2
395	408	2	334, 336	C21H19ClN2
396	409	2	337	C21H18F2N2
397	410	2	355	C21H17F3N2
398	411	2	319	C21H19FN2
399	412	2	361	C23H24N2O2
400	413	2	301	C21H20N2
401	414	2	331	C22H22N2O
402	415	2	361	C23H24N2O2
403	416	2	337	C21H18F2N2
404	417	2	331	C22H22N2O
405	418	2	355	C21H17F3N2
406	419	2	380	C21H19BrN2
407	420	2	359	C23H22N2O2
408	421	2	349	C22H21FN2O
409	422	2	329	C23H24N2
410	423	2	307	C19H18N2S
411	424	2	351	C25H22N2
412	425	2	369	C22H19F3N2
413	426	2	351	C25H22N2
414	427	2	345	C23H24N2O
415	428	2	337	C20H17FN2S
416	429	2	333	C21H20N2S
417	430	2	361	C23H24N2S
418	431	2	338, 340	C19H15ClN2S
419	432	2	341	C19H14F2N2S
420	433	2	359	C19H13F3N2S
421	434	2	323	C19H15FN2S
422	435	2	365	C21H20N2O2S
423	436	2	305	C19H16N2S
424	437	2	335	C20H18N2OS
425	438	2	341	C19H14F2N2S
426	439	2	359	C19H13F3N2S
427	440	2	363	C21H18N2O2S
428	441	2	353	C20H17FN2OS
429	442	2	333	C21H2ON2S
430	443	2	311	C17H14N2S2
431	444	2	373	C20H15F3N2S
432	445	2	305	C20H17FN2
433	446	2	287	C20H18N2
434	447	2	301	C21H20N2
435	448	2	329	C23H24N2
436	449	2	306, 308	C19H15ClN2
437	450	2	309	C19H14F2N2
438	451	2	327	C19H13F3N2
439	452	2	333	C21H20N2O2
440	453	2	333	C21H20N2O2
441	454	2	309	C19H14F2N2
442	455	2	327	C19H13F3N2
443	456	2	331	C21H18N2O2
444	457	2	301	C21H20N2
445	458	2	323	C23H18N2
446	459	2	323	C23H18N2
*Analysis was done by LCMS. Number shown is M + 1. In all cases mass shown agrees with the expected mass for the compound shown.

[0547] The following compound were prepared to the general procedure 1:

		MS
		(M + H)	1H-NMR in CDCl3 unless	Mp
Example	Structure	APCI	otherwise noted (δ)	(° C.)
26	460	360	7.90(1H, d); 7.51(1H, d); 7.44-7.26(4H, m); 6.95(1H, d); 3.46(4H, t); 2.58(4H, t); 2.12(6H, s); 1.91(4H, quintet)	—
55	461	332	7.87(1H, d); 7.52(1H, d); 7.38-7.46(2H, quartet); 7.25-7.35(1H, t); 7.14(1H, s); 6.97-6.86(3H, m); 6.76-6.81(1H, d); 4.31 (2H, s) 4.25(4H, br s)	—
447	462	480	7.81(1H, d); 7.48(1H, d); 7.34-7.41(2H, m); 7.22-7.28(2H, t); 6.88-6.92(1H, d); 6.74-6.86(6H, m); 4.56(4H, br s); 4.23(8H, br s)	—
448	463	376	7.85(1H, d); 7.51(1H, d); 7.26-7.42(6H, m); 7.08(2H, br s); 6.99-7.06(3H, m); 4.60(4H, br s)	109-110
59	464	280	7.86(1H, d); 7.52(1H, d); 7.38-7.44(2H, m); 7.25-7.35(3H, m); 7.19(1H, s); 7.14(1H, s); 6.81(1H, s); 4.43(2H, s)	62-63
56	465	334	7.86(1H, d); 7.52(1H, d); 7.29-7.42(3H, m); 7.12(1H, s); 6.78(1H, d); 6.60(2H, s); 6.41(1H, t); 4.35(2H, s); 3.79(6H, s)	87-88
63	466	274	7.89(1H, d); 7.53(1H, d); 7.31-7.48(8H, m); 7.18(1H, s); 6.81(1H, d); 4.43(2H, s); 4.10(1H, br s)	81-82
61	467	320	IN DMSO 7.93(1H, d); 7.54(1H, d); 7.17-7.42(8H, m); 6.81(1H, d); 6.22(1H, t); 4.30(2H, d); 2.41(3H, s)	103-104
73	468	294	7.90(1H, d); 7.51(1H, d); 7.36-7.44(2H, quartet); 7.26-7.33(1H, t); 7.09(1H, s); 6.72(1H, d); 3.60(2H, br m); 1.95(2H, br m); 1.61 (12H, br m)	50-52
57	469	342	7.86(1H, d); 7.63(2H, d); 7.54(3H, t); 7.43(2H, quartet); 7.32(1H t); 7.11(1H, s); 6.77(1H, d); 4.46(2H, s) 4.15(1H, br s)	89-90
449	470	364	7.90(1H, d); 7.53(1H, d); 7.30-7.45(7H, m); 7.03-7.18(6H, m); 6.81(1H, d); 4.39(2H, s); 4.08(1H, br s)	91-93
450	471	286	7.96(1H, d); 7.31-7.55(8H, m); 7.15(1H, s); 6.83(1H, d); 4.73(4H, s)	193-195
451	472	314	IN DMSO 8.22(1H, s); 8.13(1H, d); 7.84-8.01(5H, m); 7.75(1H, d); 7.57(2H, m); 7.43(1H, t)	217-218
58	473	288	7.95(1H, d); 7.57(1H, d); 7.28-7.41(4H, m); 7.12-7.20(4H, m); 6.87(1H, d); 6.03(1H, t); 4.28(2H, d); 2.36(3H, s)	84-85
452	474	358	7.85(1H, d); 7.37-7.53(5H, m); 7.20-7.31(3H, m); 7.14(1H, s); 6.90(1H, d); 4.43(2H, s); 4.22(1H, br s)	75-77
453	475	290	7.86(1H, d); 7.55(1H, d); 7.41-7.47(3H, t); 7.18-7.34(4H, m); 6.89-7.02(3H, m); 4.52(2H, s)	145-147
454	476	366	7.85(1H, d); 7.51(1H, d); 7.26-7.44(6H, m); 7.17(1H, d); 7.06-7.13(3H, m); 6.99-7.02(2H, m); 6.95(1H, s); 6.77(1H, dd) 4.40(2H, s); 4.17(1H, s)	93-94
54	477	316	7.86(1H, d); 7.51(1H, d); 7.26-7.43(3H, m); 7.14(1H, s); 6.87-6.92(2H, m); 6.77-6.81(2H, m); 5.96(2H, s); 4.32(2H, s); 4.12(1H, br s)	85-86
455	478	302	7.99(1H, d); 7.52(1H, d); 7.44-7.39(2H, m); 7.32-7.15(6H, m); 6.89(1H, s); 4.52(2H, s); 3.09(3H, s); 2.37(3H, s)
456	479	316	7.77(1H, d); 7.48-7.21(9H, m); 7.00(1H, d); 6.70(1H, dd); 4.40(1H, t); 4.13(1H, br s) 1.88-1.78(2H, m); 1.51-1.38(2H, m); 0.97(3H, t)	—
457	480	392	7.87(1H, d); 7.53-7.26(9H, m); 7.16(1H, d); 6.77(1H, dd); 3.50(2H, t); 3.00(2H, t)	—
458	481	288	7.76(1H, d); 7.48-7.21(9H, m); 6.99(1H, d); 6.70(1H, dd); 4.57(1H, q); 4.07(1H, br s); 1.57(3H, d)	94-95
202	482	338	7.09(4H, m), 7.09(3H, m), 6.96(1H, d), 6.30(2H, m), 4.26(sH, s), 2.26(3H, s)	—
210	483	334	7.26(1H, s), 7.18(1H, d), 7.09(s, 1H), 7.07(1H, s), 7.02(1H, s), 6.95(1H, s), 6.97(2H, s), 6.96(1H, s), 6.87(1H, d), 6.36(1H, s), 6.34(1H, d), 4.2(2H, s), 2.31 (6H, s).	—
135	484	362	7.26(1H, s), 7.18(1H, d), 7.09(s, 1H), 7.07(1H, s), 7.02(1H, s), 6.95(1H, s), 6.97(2H, s), 6.96(1H, s), 6.87(1H, d), 6.36(1H, s), 6.34(1H, d), 4.2(2H, s), 1.3(9H, s).	—
146	485	328	7.61(d, 1H), 7.58(d, 1H), 7.45(d, 1H), 7.39(d, 1H), 7.37(s, 1H), 7.34(s, 1H), 7.32(s, 1H), 7.28(d, 1H), 7.16(t, 1H), 6.86(s, 1H), 6.68(dd, 1H), 4.35(s, 3H), 3.8(s, 2H), 1.31(s, 9H).	—
90	486	339	8.15(d, 1H), 7.22(s, 1H), 7.05(m, 3H), 6.98(m, 2H), 6.88(d, 1H), 6.32(d, 1H), 6.29(s, 1H), 4.3(s, 2H), 2.3(s, 3H).	—

[0548] Antiviral Activity Assays:

[0549] Screening assays: Anti-herpes simplex virus-1 (HSV) activity is determined in a yield reduction assay utilizing a recombinant HSV (HSV US3: pgC-lacZ which expresses E. coli β-galactosidase (β-gal) under the control of an HSV late gene promoter (Fink, D. J.; Sternberg, L. R.; Weber, P. C.; Mata, M.; Goins, W. F.; Glorioso, J. C. Human Gene Therapy 3:11-19, 1992). Vero (African Green Monkey kidney) cells are infected at a multiplicity of infection of 0.01 with the virus, and serial dilutions of the compound in dimethyl sulfoxide (DMSO) are added. The final concentration of DMSO in all wells is 1%. DMSO is added to control wells. The infection is allowed to proceed for 2 days at which time the β-gal activity in cell lysates is measured. Activity in wells containing compound is compared to control wells and percent inhibition determined. The EC50 is defined as the concentration of drug that produces a 50% reduction in β-gal production relative to control wells.

[0550] Anti-human cytomegalovirus (HCMV) activity is determined in a yield reduction assay utilizing a recombinant HCMV (RC256) that produces β-gal (Spaete, R. R.; Mocarski, E. S. Proceedings of the National Academy of Sciences USA 84:7213-7217, 1987). Primary human diploid fibroblasts (HFF cells) are infected at an moi of 0.01 with RC256, and serial dilutions of the compound in DMSO are added. The final concentration of DMSO in all wells is 1%. The infection is allowed to proceed for 7 days at which time the β-gal activity in cell lysates is measured. Activity in wells containing compound is compared to control wells and percent inhibition determined. The EC50 is defined as the concentration of compound that produces a 50% reduction in β-gal production relative to control wells. TC50 is defined as concentration of compound that produces cytotoxicity in 50% of uninfected cells.

[0551] Secondary yield reduction assays: To determine the activity of compounds against HSV, Vero cells are plated in 6 well dishes at a density of 5×105 cells/well. Cells are infected at a multiplicity of infection of 0.01 with HSV (strain Syn17+). 30 μL of one of six threefold serial dilutions of test compound in DMSO is added to each well at the time of infection. The plates are returned to a 37° C. incubator and the infection allowed to proceed for 2 days. Aliquots of the supernatant are harvested, and the virus titer determined. Vero cells in 24 well plates are infected with threefold serial dilutions of supernatant. The virus is allowed to adsorb to the monolayer for 1.5 hours, after which it is aspirated and replaced with growth medium containing 0.5% methylcellulose. Plaques are allowed to develop for 5 days, at which time the medium aspirated and the monolayer stained with crystal violet. The plaques are enumerated under low power magnification. Percent inhibition is determined by comparison with the titer from cells infected in the presence of DMSO alone.

[0552] To determine the activity of compounds against CMV, HFF cells, plated in 24 well plates at 1×105 cells/well, are infected with CMV (strain AD169) at an moi of 0.01. 10 μL of one of six threefold dilutions of test compound in DMSO is added to each well at the time of infection. The plates are returned to a 37° C. incubator and the infection allowed to proceed for 7 days. Aliquots of the supernatant of infected cells are harvested and the virus titer determined. HFF cells in 24 well plates are infected with threefold serial dilutions of supernatant. The virus is allowed to adsorb to the cells for 2 hours, at which time the inoculum is aspirated and replaced with growth medium containing 0.5% methylcellulose. The plaques are allowed to develop for 7-10 days, at which time the medium is aspirated and the monolayer stained with crystal violet. The plaques are enumerated under low power magnification. Percent inhibition is determined by comparison with the titer from cells infected in the presence of DMSO alone.

[0553] Cellular toxicity assays: Cellular toxicity is measured in HFF cells. Cells are plated in 96 well plates at 1×104 cells/well. Serial dilutions of compounds are added to the wells in DMSO, with the final concentration of DMSO in all wells at 1%, in a total volume of 200 μL. The plates are maintained in a 37° C. incubator for 7 days. 50 μL of a solution of XTT (sodium-3′[1-(phenyl-amino-carbonyl)-3,-tetrazolium]-bis(bis(4-methoxy-6-nitro)-benzene sulfonic acid hydrate) (3×10−4 mg/ml) is added to each well, and the plates returned to the incubator for 4 hours, after which the A450 (absorbance at wavelength of 450 nm) for each well is measured in a plate reader. (Roehm, N. W., et al J. Immunol. Meth. 142:257-265, 1991). Toxicity is determined by comparison of the OD (optical density) of a well containing compound to the OD of wells containing DMSO only.

[0554] The effect of test compounds on cellular DNA synthesis is measured in a 14C-thymidine incorporation assay, utilizing scintillation proximity assay technology. Cells are plated at 2×104 cells/well in Amersham Cytostar 96 well scintillating microplates. The following day, serial dilutions of test compounds in DMSO are added to the wells, along with 0.1 μCi/well of [methyl-14C]-thymidine (specific activity 50-62 mCi/mmol). The plates are counted immediately in a μBeta scintillation counter (Wallac), to determine background, then placed in a 37° C. incubator for 7 days. The plates are removed from the incubator at intervals and the thymidine incorporation into the cellular DNA determined by scintillation counting. Percent inhibition is determined by comparing 14C incorporation in wells containing test compound to incorporation in wells containing DMSO only.

[0555] Table 3 contains the results of the antiviral efficacy (HSV: EC50, TC50 and TI) screening results, where TI is the therapeutic index (TC50/EC50).

TABLE 3
Antiviral Efficacy in a Yield Reduction Assay (HSV-1)
	Antiviral Efficacy (Vero Cells)
	Example	EC50 (μM)	TC50 (μM)	TI (EC50/TC50)
	60	0.5	>100	>200
	57	0.81	>100	>124
	56	0.7	>100	>143
	208	0.26	>100	>385
	217	0.32	>100	>313
	139	0.4	>100	>250
	150	0.85	>100	>118
	93	1.3	>100	>77
	Reference	0.2	>100	>500
	Agent
	(Acyclovir)

[0556] Table 4 contains the results of the antiviral efficacy (HSV: EC50, TC50 and TI) screening results, where TI is the therapeutic index (TC50/EC50).

TABLE 4
Antiviral Efficacy in a Yield Reduction Assay (CMV)
	Antiviral Efficacy (HFF Cells)
	Example	EC50 (μM)	TC50 (μM)	TI (EC50/TC50)
	61	2.9	>100	>35
	57	1.7	>100	>59
	65	3.0	>100	>33
	60	1.3	>100	>77
	Reference	2.6	>100	>39
	Agent
	(Ganciclovir)

[0557] Tables 3 and 4 indicates that the compounds of the present invention have good to excellent activity in HSV infected cells from HSV pathogenecity at μM to sub-μM concentrations.

[0558] While the forms of the invention herein disclosed constitute presently preferred embodiments, many others are possible. It is not intended herein to mention all of the possible equivalent forms or ramifications of the invention. It is understood that the terms used herein are merely descriptive, rather than limiting, and that various changes may be made without departing from the spirit or scope of the invention.

Claims

1. A compound of Formula I or a pharmaceutically acceptable salt thereof

2. The compound of claim 1 having Formula II.

3. The compound of claim 1 having Formula III.

4. The compound of claim 1 having Formula IV.

5. The compound of claim 1 having Formula V.

6. The compound of claim 1 having Formula VI.

7. The compound of claim 1 having Formula VII.

8. A pharmaceutical composition for the treatment of infection or disease caused by a virus, which comprises an amount of the compound of claim 1 sufficient to provide an antivirally effective dosage of the compound of Formula I and a pharmaceutically effective carrier.

9. A pharmaceutical composition for the treatment of infection or disease caused by a virus, which comprises an amount of the compound of claim 1 in the range of about 1 to about 50 mg/kg-day or up to 3 g per day and a pharmaceutically effective carrier.

10. A method of treatment of infection or disease caused by a virus, which comprises administering to a subject in need of such treatment a composition of claim 1.

11. The composition of claim 8 wherein the virus is a Herpes virus.

12. The composition of claim 9 wherein the virus is a Herpes virus.

13. The method of claim 10 wherein the virus is a Herpes virus.

14. 1 (1-Cyclopropyl-ethyl)-(2-methoxy-dibenzofuran-3-yl)-amine 2 Cyclopentyl-(9H-fluoren-2-yl)-amine 3 (1-Cyclopropyl-ethyl)-(9H-fluoren-2-yl)-amine 4 N3-Cyclopentyl-N2,N2-dimethyl-9H-fluorene-2,3-diamine 5 Isopropyl-(2-methoxy-dibenzofuran-3-yl)-amine 6 (2-Methoxy-dibenzofuran-3-yl)-(tetrahydro-thiopyran-4-yl)-amine 7 Cycloheptyl-(2-methoxy-dibenzofuran-3-yl)-amine 8 (1-Ethyl-propyl)-(2-methoxy-dibenzofuran-3-yl)-amine 9 sec-Butyl-(2-methoxy-dibenzofuran-3-yl)-amine 10 N2,N2-Dimethyl-N3-piperidin-4-yl-9H-fluorene-2,3-diamine 11 N3-(1-Benzyl-butyl)-N2,N2-dimethyl-9H-fluorene-2,3-diamine 12 (9H-Fluoren-2-yl)-piperidin-4-yl-amine 13 (1-Benzyl-butyl)-(9H-fluoren-2-yl)-amine 14 sec-Butyl-(9H-fluoren-2-yl)-amine 15 (1,1-Dioxo-hexahydro-thiopyran-4-yl)-(2-methoxy-dibenzofuran-3-yl)-amine 16 Dibenzofuran-2-yl-(3,3,5,5-tetramethyl-cyclohexyl)-amine 17 (Decahydro-naphthalen-1-yl)-dibenzofuran-2-yl-amine 18 Adamantan-2-yl-dibenzofuran-2-yl-amine 19 Bicyclohexyl-4-yl-dibenzofuran-2-yl-amine 20 Bicyclo[2.2.1]hept-2-yl-dibenzofuran-2-yl-amine 21 (4-tert-Butyl-cyclohexyl)-dibenzofuran-2-yl-amine 22 Bicyclo[3.2.1]oct-2-yl-dibenzofuran-2-yl-amine 23 Cyclopentyl-dibenzofuran-2-yl-amine 24 Cyclohexyl-(2-methoxy-dibenzofuran-3-yl)-amine 25 Cyclohexyl-(9H-fluoren-2-yl)-amine 26 Dibenzofuran-2-yl-bis-(3-methylsulfanyl-propyl)-amine 27 Dibenzofuran-2-yl-bis-(3-methyl-butyl)-amine 28 Dibenzofuran-2-yl-dipropyl-amine 29 N3-(1,1-Dioxo-hexahydro-thiopyran-4-yl)-N2,N2-dimethyl-9H-fluorene-2,3-diamine 30 N3-Isopropyl-N2,N2-dimethyl-9H-fluorene-2,3-diamine 31 N2,N2-Dimethyl-N3-(tetrahydro-thiopyran-4-yl)-9H-fluorene-2,3-diamine 32 N3-Cyclohexyl-N2,N2-dimethyl-9H-fluorene-2,3-diamine 33 N3-Cycloheptyl-N2,N2-dimethyl-9H-fluorene-2,3-diamine 34 N3-(1-Ethyl-propyl)-N2,N2-dimethyl-9H-fluorene-2,3-diamine 35 N3-(1-Cyclopropyl-ethyl)-N2,N2-dimethyl-9H-fluorene-2,3-diamine 36 N3-sec-Butyl-N2,N2-dimethyl-9H-fluorene-2,3-diamine 37 (9H-Fluoren-2-yl)-isopropyl-amine 38 (9H-Fluoren-2-yl)-(tetrahydro-thiopyran-4-yl)-amine 39 Cycloheptyl-(9H-fluoren-2-yl)-amine 40 Dibenzofuran-2-yl-(1,1-dioxo-hexahydro-thiopyran-4-yl)-amine 41 Dibenzofuran-2-yl-piperidin-4-yl-amine 42 Dibenzofuran-2-yl-isopropyl-amine 43 Cyclohexyl-dibenzofuran-2-yl-amine 44 (1-Cyclopropyl-ethyl)-dibenzofuran-2-yl-amine 45 Dibenzofuran-3-yl-(1,1-dioxo-hexahydro-thiopyran-4-yl)-amine 46 Dibenzofuran-3-yl-piperidin-4-yl-amine 47 Dibenzofuran-3-yl-isopropyl-amine 48 Dibenzofuran-3-yl-(tetrahydro-thiopyran-4-yl)-amine 49 Cyclohexyl-dibenzofuran-3-yl-amine 50 Cycloheptyl-dibenzofuran-3-yl-amine 51 (4-Chloro-benzyl)-dibenzofuran-2-yl-amine 52 (4-Chloro-3-nitro-benzyl)-dibenzofuran-2-yl-amine 53 Dibenzofuran-2-yl-(3-trifluoromethoxy-benzyl)-amine 54 Benzo[1,3]dioxol-5-ylmethyl-dibenzofuran-2-yl-amine 55 Dibenzofuran-2-yl-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-amine 56 Dibenzofuran-2-yl-(3,5-dimethoxy-benzyl)-amine 57 Dibenzofuran-2-yl-(4-trifluoromethyl-benzyl)-amine 58 Dibenzofuran-2-yl-(2-methyl-benzyl)-amine 59 Dibenzofuran-2-yl-thiophen-3-ylmethyl-amine 60 Dibenzofuran-2-yl-(4-nitro-benzyl)-amine 61 Dibenzofuran-2-yl-(4-methylsulfanyl-benzyl)-amine 62 Dibenzofuran-2-yl-(4-methyl-benzyl)-amine 63 Benzyl-dibenzofuran-2-yl-amine 64 (3-Benzyloxy-benzyl)-dibenzofuran-2-yl-amine 65 (1-Benzyl-butyl)-dibenzofuran-2-yl-amine 66 Dibenzofuran-2-yl-[2-(2-methoxy-phenyl)-1-methyl-ethyl]-amine 67 3-(Dibenzofuran-2-ylamino)-2-methyl-butan-1-ol 68 Dibenzofuran-2-yl-(1-ethyl-butyl)-amine 69 Dibenzofuran-2-yl-(1-ethyl-propyl)-amine 70 Dibenzofuran-2-yl-(1,3-dimethyl-butyl)-amine 71 (1-Cyclohexyl-ethyl)-dibenzofuran-2-yl-amine 72 Cyclooctyl-dibenzofuran-2-yl-amine 73 Cycloheptyl-dibenzofuran-2-yl-amine 74 Dibenzofuran-2-yl-(tetrahydro-thiopyran-4-yl)-amine 75 Dibenzofuran-2-yl-(tetrahydro-thiophen-3-yl)-amine 76 Dibenzofuran-2-yl-(1,2-dimethyl-propyl)-amine 77 Dibenzofuran-2-yl-(1-methyl-butyl)-amine 78 sec-Butyl-dibenzofuran-2-yl-amine 79 Benzofurp[3,2-b]pyridin-8-yl-(2-fluoro-benzyl)-amine 80 Benzofuro[3,3-b]pyridin-8-yl-pyridin-4-ylmethyl-amine 81 Benzofuro[3,2-b]pyridin-8-yl-(2-methyl-benzyl)-amine 82 N-(2-Fluoro-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 83 N-Methyl-N′-quinolin-4-ylmethyl-dibenzofuran-2,8-diamine 84 N-Methyl-N′-naphthanlen-1-ylmethyl-dibenzofuran-2,8-diamine 85 N-(4-Methanesulfonyl-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 86 N-Methyl-N′-pyridin-4-ylmethyl-dibenzofuran-2,8-diamine 87 N-Methyl-N′-(2-methyl-benzyl)-dibenzofuran-2,8-diamine 88 Naphthanlen-1-ylmethyl-(10H-phenothiazin-2-yl)-amine 89 (4-Methanesulfonyl-benzyl)-(10H-phenothiazin-2-yl)-amine 90 (3-Fluoro-2-methyl-benzyl)-(10-oxa-9-thia-1-aza-anthracen-6-yl)-amine 91 (2-Fluoro-2-methyl-benzyl)-(10-oxa-9-thia-1-aza-anthracen-6-yl)-amine 92 (10-Oxa-9-thia-1-aza-anthracen-6-yl)-qinolin-4-ylmethyl-amine 93 Naphthalene-1-ylmethyl-(10-oxa-9-thia-1-aza-anthracen-6-yl)-amine 94 (4-Methanesulfonyl-benzyl)-(10-oxa-9-thia-1-aza-anthracen-6-yl)-amine 95 (10-Oxa-9-thia-1-aza-anthracen-6-yl)-pyridin-4-ylmethyl-amine 96 (2-Methyl-benzyl)-(10-oxa-9-thia-1-aza-anthracen-6-yl)-amine 97 Anthracen-2-yl-quinolin-4-ylmethyl-amine 98 Anthracen-2-yl-(4-methanesulfonyl-benzyl)-amine 99 Anthracen-2-yl-pyridin-4-ylmethyl-amine 100 Anthracen-2-yl-(2-methyl-benzyl)-amine 101 Dibenzo[b,e][1,4]-dioxin-2-yl-(2-fluoro-benzyl)-amine 102 Dibenzo[b,e][1,4]dioxin-2-yl-(2-fluoro-benzyl)-amine 103 Dibenzo[b,e][1,4]fioxin-2-yl-quinolin-ylmethyl-amine 104 Dibenzo[b,e][1,4]fioxin-2-yl-naphthalen-1-ylmethyl-amine 105 Dibenzo[b,e][1,4]fioxin-2-yl-(4-methanesulfonyl-benzyl)-amine 106 Dibenzo[b,e][1,4]fioxin-2-yl-pyridin-4-ylmethyl-amine 107 8-(3-Fluoro-2-methyl-benzylamino)-dibenzofuran-2-ol 108 8-(2-Fluoro-benzylamino)-dibenzofuran2-ol 109 8-(4-Methanesulfonyl-benzylamino)-dibenzofuran-2-ol 110 8-[(Pyridin-4-ylmethyl)-amino]-dibenzofuran-2-ol 111 8-(2-Methyl-benzylamino)-dibenzofuran-2-ol 112 (8-Chloro-dibenzofuran-2-yl)-(2-fluoro-benzyl)-amine 113 8-Chloro-dibenzofuran-2-yl)-naphthalen-1-ylmethyl-amine 114 8-Chloro-dibenzofuran-2-yl)-(4-methanesulfonyl-benzyl)-amine 115 (4-Methanesulfonyl-benzyl)-(6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amine 116 Pyridin-4-ylmethyl-(6,7,8,9-tetrahydro-5H-carbazol-3-yl)-amine 117 Benzofuro[3,2-b]pyridin-8-yl-(3-fluoro-2-methyl-benzyl)-amine 118 Dibenzofuran-2-yl-quinolin-4-ylmethyl-amine 119 Dibenzofuran-2-yl-quinolin-2-ylmethyl-amine 120 (4-Dimethylamino-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 121 Dibenzofuran-2-yl-(4-dimethylamino-benzyl)-amine 122 Dibenzofuran-2-yl-(5-nitro-thiophen-2-ylmethyl)-amine 123 Dibenzofuran-2-yl-thiazol-2-ylmethyl-amine 124 Benzyl-(8-fluoro-dibenzofuran-2-yl)-amine 125 N-(-3-Methoxybenzyl)-N′-methyl-dibenzofuran-2,8-diamine 126 N-(3,5-Dimethoxy-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 127 N-(4-tert-Butyl-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 128 N-Benzyl-N′-methyl-dibenzofuran-2,8-diamine 129 2-[(8-Methylamino-dibenzofuran-2-ylamino)-methyl]-benzonitrile 130 (4-Methoxy-benzyl)-phenoxathiin-3-yl-amine 131 (8-Chloro-dibenzofuran-2-yl)-(3-methoxy-benzyl)-amine 132 (3-Methoxy-benzyl)-phenoxathiin-3-yl-amine 133 (3,5-Dimethoxy-benzyl)-phenoxathiin-3-yl-amine 134 (3-Fluoro-4-methoxy-benzyl)-phenoxathiin-3-yl-amine 135 (4-tert-Butyl-benzyl)-phenoxathiin-3-yl-amine 136 Benzyl-phenoxathiin-3-yl-amine 137 (2-Ethoxy-benzyl)-phenoxathiin-3-yl-amine 138 (8-Chloro-dibenzofuran-2-yl)-(3,5-dimethoxy-benzyl)-amine 139 (8-Chloro-dibenzofuran-2-yl)-(3-fluoro-4-methoxy-benzyl)-amine 140 Benzyl-(8-chloro-dibenzofuran-2-yl)-amine 141 (9H-Fluoren-2-yl)-(4-methoxy-benzyl)-amine 142 (8-Chloro-dibenzofuran-2-yl)-thiazol-2-ylmethyl-amine 143 (9H-Fluoren-2-yl)-(3-methoxy-benzyl)-amine 144 (3,5-Dimethoxy-benzyl)-(9H-fluoren-2-yl)-amine 145 (9H-Fluoren-2-yl)-(3-fluoro-4-methoxy-benzyl)-amine 146 (4-tert-Butyl-benzyl)-(9H-fluoren-2-yl)-amine 147 Benzyl-(9H-fluoren-2-yl)-amine 148 (9H-Fluoren-2-yl)-thiazol-2-ylmethyl-amine 149 (2-Ethoxy-benzyl)-(9H-fluoren2-yl-amine 150 Dibenzofuran-4-yl-(4-methoxy-benzyl)-amine 151 2-[(8-Chloro-dibenzofuran-2-ylamino)-methyl]-benzonitrile 152 Dibenzofuran-4-yl-(3-methoxy-benzyl)-amine 153 Dibenzofuran-4-yl-(3,5-dimethoxy-benzyl)-amine 154 Dibenzofuran-4-yl-(3-fluoro-4-methoxy-benzyl)-amine 155 (4-tert-Butyl-benzyl)-dibenzofuran-4-yl-amine 156 Dibenzofuran-4-yl-(2-ethoxy-benzyl)-amine 157 N-(4-Methoxy-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 158 (8-Chloro-dibenzofuran-2-yl)(4-methoxy-benzyl)-amine 159 (8-Chloro-dibenzofuran-2-yl)-(2-ethoxy-benzyl)-amine 160 Dibenzofuran-4-yl-(2,4-dimethyl-benzyl)-amine 161 N-Methyl-N′-thiophen-3-ylmethyl-dibenzofuran-2,8-diamine 162 N-Methyl-N′-pyridin-2-ylmethyl-dibenzofuran-2,8-diamine 163 (2-Bromo-benzyl)-phenoxathiin-3-yl-amine 164 Phenoxathiin-3-yl-quinolin-4-ylmethyl-amine 165 Phenoxathiin-3-yl-thiophen-3-ylmethyl-amine 166 (3-Methyl-pyridin-2-ylmethyl)-phenoxathiin-3-yl-amine 167 Phenoxathiin-3-yl-pyridin-3-ylmethyl-amine 168 Phenoxathiin-3-yl-pyridin-2-ylmethyl-amine 169 (8-Chloro-dibenzofuran-2-yl)-thiophen-3-ylmethyl-amine 170 (2-Bromo-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine 171 (8-Chloro-dibenzofuran-2-yl)-(3-methyl-pyridin-2-ylmethyl)-amine 172 (9-Ethyl-9H-carbazol-3-yl)-thiophen-3-ylmethyl-amine 173 (5-Chloro-thiophen-2-ylmethyl)-(9-ethyl-9H-carbazol-3-yl)-amine 174 (9-Ethyl-9H-carbazol-3-yl)-pyridin-3-ylmethyl-amine 175 (2-Bromo-benzyl)-(9H-fluoren-2-yl)-amine 176 (8-Chloro-dibenzofuran-2-yl)-pyridin-4-ylmethyl-amine 177 (9H-Fluoren-2-yl)-quinolin-2-ylmethyl-amine 178 (9H-Fluoren-2-yl)-thiophen-3-ylmethyl-amine 179 (9H-Fluoren-2-yl)-(3-methyl-pyridin-2-ylmethyl)-amine 180 (9H-Fluoren-2-yl)-pyridin-4-ylmethyl-amine 181 (9H-Fluoren-2-yl)-pyridin-3-ylmethyl-amine 182 (9H-Fluoren-2-yl)-pyridin-2-ylmethyl-amine 183 (8-Chloro-dibenzofuran-2-yl)-pyridin-3-ylmethyl-amine 184 Dibenzofuran-4-yl-quinolin-4-ylmethyl-amine 185 Dibenzofuran-4-yl-quinolin-2-ylmethyl-amine 186 Dibenzofuran-4-yl-thiophen-3-ylmethyl-amine 187 Dibenzofuran-4-yl-(3-methyl-pyridin-2-ylmethyl)-amine 188 Dibenzofuran-4-yl-pyridin-4-ylmethyl-amine 189 Dibenzofuran-4-yl-pyridin-3-ylmethyl-amine 190 Dibenzofuran-4-yl-pyridin-2-ylmethyl-amine 191 (2-Bromo-benzyl)-(8-chloro-dibenzofuran-2-yl)-amine 192 (8-Chloro-dibenzofuran-2-yl)-pyridin-2-ylmethyl-amine 193 N-Methyl-N′-(2,3,6-trifluoro-benzyl)-dibenzofuran-2,8-diamine 194 N-Methyl-N′-(2,3,4-trifluoro-benzyl)-dibenzofuran-2,8-diamine 195 N-(2,6-Difluoro-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 196 N-(2,5-Difluoro-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 197 N-(2,4-Difluoro-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 198 N-(2,3-Difluoro-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 199 N-(2,5-Dimethyl-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 200 N-(2,4-Dimethyl-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 201 N-(2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-N′-methyl-dibenzofuran-2,8-diamine 202 (3-Fluoro-2-methyl-benzyl)-phenoxathiin-3-yl-amine 203 (8-Chloro-dibenzofuran-2-yl)-(2,3,6-trifluoro-benzyl)-amine 204 Phenoxathiin-3-yl-(2,3,6-trifluoro-benzyl)-amine 205 Phenoxathiin-3-yl-(2,3,4-trifluoro-benzyl)-amine 206 (2,6-Difluoro-benzyl)-phenoxathiin-3-yl-amine 207 (2,5-Difluoro-benzyl)-phenoxathiin-3-yl-amine 208 (2,4-Difluoro-benzyl)-phenoxathiin-3-yl-amine 209 (2,3-Difluoro-benzyl)-phenoxathiin-3-yl-amine 210 (2,4-Dimethyl-benzyl)-phenoxathiin-3-yl-amine 211 (2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-phenoxathiin-3-yl-amine 212 Benzo[b]thiophen-5-yl-(3-fluoro-2-methyl-benzyl)-amine 213 (8-Chloro-dibenzofuran-2-yl)-(2,3,4-trifluoro-benzyl)-amine 214 (8-Chloro-dibenzofuran-2-yl)-(2,6-difluoro-benzyl)-amine 215 (8-Chloro-dibenzofuran-2-yl)-(2,5-difluoro-benzyl)-amine 216 (8-Chloro-dibenzofuran-2-yl)-(2,4-difluoro-benzyl)-amine 217 (9-Ethyl-9H-carbazol-3-yl)-(3-fluoro-2-methyl-benzyl)-amine 218 (8-Chloro-dibenzofuran-2-yl)-(2,3-difluoro-benzyl)-amine 219 (9-Ethyl-9H-carbazol-3-yl)-(2,3,6-trifluoro-benzyl)-amine 220 (9-Ethyl-9H-carbazol-3-yl)-(2,3,4-trifluoro-benzyl)-amine 221 (2,6-Difluoro-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine 222 (2,5-Difluoro-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine 223 (2,4-Difluoro-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine 224 (2,3-Difluoro-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine 225 (2,5-Dimethyl-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine 226 (2,4-Dimethyl-benzyl)-(9-ethyl-9H-carbazol-3-yl)-amine 227 (2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-(9-ethyl-9H-carbazol-3-yl)-amine 228 (9H-Fluoren-2-yl)-(3-fluoro-2-methyl-benzyl)-amine 229 (8-Chloro-dibenzofuran-2-yl)-(2,5-dimethyl-benzyl)-amine 230 (9H-Fluoren-2-yl)-(2,3,6-trifluoro-benzyl)-amine 231 (9H-Fluoren-2-yl)-(2,3,4-trifluoro-benzyl)-amine 232 (2,5-Difluoro-benzyl)-(9H-fluoren-2-yl)-amine 233 (2,4-Difluoro-benzyl)-(9H-fluoren-2-yl)-amine 234 (2,3-Difluoro-benzyl)-(9H-fluoren-2-yl)-amine 235 (2,5-Dimethyl-benzyl)-(9H-fluoren-2-yl)-amine 236 (2,4-Dimethyl-benzyl)-(9H-fluoren-2-yl)-amine 237 (2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-(9H-fluoren-2-yl)-amine 238 (8-Chloro-dibenzofuran-2-yl)-(2,4-dimethyl-benzyl)-amine 239 Dibenzofuran-4-yl-(2,5-dimethyl-benzyl)-amine 240 Dibenzofuran-4-yl-(3-fluoro-2-methyl-benzyl)-amine 241 N-(3-Fluoro-2-methyl-benzyl)-N′-methyl-dibenzofuran-2,8-diamine 242 (8-Chloro-dibenzofuran-2-yl)-(3-fluoro-2-methyl-benzyl)-amine 243 (8-Chloro-dibenzofuran-2-yl)-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-amine 244 (2,5-Dimethoxy-benzyl)-phenoxathiin-3-yl-amine 245 (2,3-Dimethoxy-benzyl)-phenoxathiin-3-yl-amine 246 (2-Chloro-benzyl)-phenoxathiin-3-yl-amine 247 (2-Methoxy-benzyl)-phenoxathiin-3-yl-amine 248 (2-Methyl-benzyl)-phenoxathiin-3-yl-amine 249 Anthracen-2-yl-(2-chloro-benzyl)-amine 250 Anthracen-2-yl-(2-fluoro-benzyl)-amine 251 Dibenzo[1,4]dioxin-2-yl-(2,3-dimethoxy-benzyl)-amine 252 (2-Chloro-benzyl)-dibenzo[1,4]dioxin-2-yl-amine 253 2-(Dibenzo[1,4]dioxin-2-ylaminomethyl)-phenol 254 Dibenzo[1,4]dioxin-2-yl-(2-methoxy-benzyl)-amine 255 2-[(9-Ethyl-9H-carbazol-3-ylamino)-methyl]-phenol 256 (9-Ethyl-9H-carbazol-3-yl)-(2-fluoro-benzyl)-amine 257 (9-Ethyl-9H-carbazol-3-yl)-(2-methyl-benzyl)-amine 258 (2-Chloro-benzyl)-(9H-fluoren-2-yl)-amine 259 2-[(9H-Fluoren-2-ylamino)-methyl]-phenol 260 (9H-Fluoren-2-yl)-(2-methoxy-benzyl)-amine 261 (9H-Fluoren-2-yl)-(2-trifluoromethyl-benzyl)-amine 262 (9H-Fluoren-2-yl)-(2-fluoro-benzyl)-amine 263 Dibenzofuran-4-yl-(2,5-dimethoxy-benzyl)-amine 264 Dibenzofuran-4-yl-(2,3-dimethoxy-benzyl)-amine 265 2-(Dibenzofuran-4-ylaminomethyl)-phenol 266 Dibenzofuran-4-yl-(2-methoxy-benzyl)-amine 267 (2,5-Dimethoxy-benzyl)-(3-methoxy-dibenzofuran-2-yl)-amine 268 (2,3-Dimethoxy-benzyl)-(3-methoxy-dibenzofuran-2-yl)-amine 269 (2-Methoxy-benzyl)-(3-methoxy-dibenzofuran-2-yl)-amine 270 Dibenzofuran-2-yl-(2,5-dimethoxy-benzyl)-amine 271 Dibenzofuran-2-yl-(4-methoxy-benzyl)-amine 272 (2-Bromo-benzyl)-dibenzofuran-2-yl-amine 273 (8-Fluoro-dibenzofuran-2-yl)-(3H-imidazol-4-ylmethyl)-amine 274 2-[(8-Fluoro-dibenzofuran-2-ylamino)-methyl]-benzonitrile 275 (2-Ethoxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 276 (8-Fluoro-dibenzofuran-2-yl)-(4-methylsulfanyl-benzyl)-amine 277 (2-Bromo-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 278 (8-Fluoro-dibenzofuran-2-yl)-quinolin-4-ylmethyl-amine 279 (8-Fluoro-dibenzofuran-2-yl)-quinolin-2-ylmethyl-amine 280 Dibenzofuran-2-yl-naphthalen-1-ylmethyl-amine 281 (8-Fluoro-dibenzofuran-2-yl)-naphthalen-2-ylmethyl-amine 282 (8-Fluoro-dibenzofuran-2-yl)-naphthalen-1-ylmethyl-amine 283 Dibenzofuran-2-yl-(2-nitro-benzyl)-amine 284 Dibenzofuran-2-yl-(3H-imidazol-4-ylmethyl)-amine 285 2-(Dibenzofuran-2-ylaminomethyl)-benzonitrile 286 Dibenzofuran-2-yl-(2-ethoxy-benzyl)-amine 287 Dibenzofuran-2-yl-(3-trifluoromethyl-benzyl)-amine 288 (4-tert-Butyl-benzyl)-dibenzofuran-2-yl-amine 289 Dibenzofuran-2-yl-(3-fluoro-benzyl)-amine 290 (2,5-Dimethoxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 291 (2,3-Dimethoxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 292 (4-Benzyloxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 293 (3-Benzyloxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 294 (4-Chloro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 295 (3-Chloro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 296 (2-Chloro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 297 4-[(8-Fluoro-dibenzofuran-2-ylamino)-methyl]-phenol 298 3-[(8-Fluoro-dibenzofuran-2-ylamino)-methyl]-phenol 299 Dibenzofuran-2-yl-(2-fluoro-benzyl)-amine 300 (8-Fluoro-dibenzofuran-2-yl)-(4-methoxy-benzyl)-amine 301 (8-Fluoro-dibenzofuran-2-yl)-(3-methoxy-benzyl)-amine 302 (8-Fluoro-dibenzofuran-2-yl)-(2-methoxy-benzyl)-amine 303 (8-Fluoro-dibenzofuran-2-yl)-(4-trifluoromethyl-benzyl)-amine 304 (8-Fluoro-dibenzofuran-2-yl)-(3-trifluoromethyl-benzyl)-amine 305 (4-tert-Butyl-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 306 (4-Fluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 307 (3-Fluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 308 (2-Fluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 309 (8-Fluoro-dibenzofuran-2-yl)-(4-methyl-benzyl)-amine 310 (8-Fluoro-dibenzofuran-2-yl)-(3-methyl-benzyl)-amine 311 Dibenzofuran-2-yl-(2,6-dimethoxy-benzyl)-amine 312 Dibenzofuran-2-yl-(2,4-dimethoxy-benzyl)-amine 313 Dibenzofuran-2-yl-(2,3-dimethoxy-benzyl)-amine 314 (4Benzyloxy-benzyl)-dibenzofuran-2-yl-amine 315 Dibenzofuran-2-yl-(3-methyl-benzyl)-amine 316 (3-Chloro-benzyl)-dibenzofuran-2-yl-amine 317 3-(Dibenzofuran-2-ylaminomethyl)-phenol 318 (2-Chloro-benzyl)-dibenzofuran-2-yl-amine 319 Dibenzofuran-2-yl-(3-methoxy-benzyl)-amine 320 Dibenzofuran-2-yl-(2-methoxy-benzyl)-amine 321 (9H-Fluoren-2-yl)-(2-methyl-benzyl)-amine 322 Dibenzofuran-4-yl-(2-methyl-benzyl)-amine 323 (8-Chloro-dibenzofuran-2-yl)-(2-methyl-benzyl)-amine 324 (2-Methyl-benzyl)-(10H-phenothiazin-2-yl)-amine 325 Dibenzo[b,e][1,4]dioxin-2-yl-(2-methyl-benzyl)-amine 326 Dibenzofuran-2-yl-(2,6-difluoro-benzyl)-amine 327 Dibenzofuran-2-yl-(2,5-difluoro-benzyl)-amine 328 Dibenzofuran-2-yl-(2,4-difluoro-benzyl)-amine 329 Dibenzofuran-2-yl-(2,3-difluoro-benzyl)-amine 330 (8-Fluoro-dibenzofuran-2-yl)-thiophen-2-ylmethyl-amine 331 Dibenzofuran-2-yl-(2,5-dimethyl-benzyl)-amine 332 (8-Fluoro-dibenzofuran-2-yl)-thiophen-3-ylmethyl-amine 333 (8-Fluoro-dibenzofuran-2-yl)-furan-2-ylmethyl-amine 334 (8-Fluoro-dibenzofuran-2-yl)-furan-3-ylmethyl-amine 335 (8-Fluoro-dibenzofuran-2-yl)-(6-methyl-pyridin-2-ylmethyl)-amine 336 (8-Fluoro-dibenzofuran-2-yl)-(4-methanesulfonyl-benzyl)-amine 337 (8-Fluoro-dibenzofuran-2-yl)-pyridin-4-ylmethyl-amine 338 (8-Fluoro-dibenzofuran-2-yl)-pyridin-3-ylmethyl-amine 339 (8-Fluoro-dibenzofuran-2-yl)-pyridin-2-ylmethyl-amine 340 (8-Fluoro-dibenzofuran-2-yl)-(3-fluoro-4-methoxy-benzyl)-amine 341 Dibenzofuran-2-yl-(2,4-dimethyl-benzyl)-amine 342 (8-Fluoro-dibenzofuran-2-yl)-(3-fluoro-2-methyl-benzyl)-amine 343 (8-Fluoro-dibenzofuran-2-yl)-(2,3,6-trifluoro-benzyl)-amine 344 (8-Fluoro-dibenzofuran-2-yl)-(2,3,4-trifluoro-benzyl)-amine 345 (3,5-Difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 346 (3,4-Difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 347 (3,5-difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 348 (2,6-Difluoro-benzyl (2,5-Difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 349 (2,4-Difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 350 (2,3-Difluoro-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 351 (2,5-Dimethyl-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 352 (2,4-Dimethyl-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 353 (2,3-Dihydro-1,4-benzodioxin-6-ylmethyl)-(8-fluoro-dibenzofuran-2-yl)-amine 354 (3,5-Dimethoxy-benzyl)-(8-fluoro-dibenzofuran-2-yl)-amine 355 Dibenzofuran-2-yl-furan-2-ylmethyl-amine 356 Dibenzofuran-2-yl-furan-3-ylmethyl-amine 357 Dibenzofuran-2-yl-(6-methyl-pyridin-2-ylmethyl)-amine 358 Dibenzofuran-2-yl-(4-methanesulfonyl-benzyl)-amine 359 Dibenzofuran-2-yl-pyridin-4-ylmethyl-amine 360 Dibenzofuran-2-yl-pyridin-3-ylmethyl-amine 361 Dibenzofuran-2-yl-pyridin-2-ylmethyl-amine 362 Dibenzofuran-2-yl-(3-fluoro-4-methoxy-benzyl)-amine 363 Dibenzofuran-2-yl-(3-fluoro-2-methyl-benzyl)-amine 364 Dibenzofuran-2-yl-(2,3,6-trifluoro-benzyl)-amine 365 Dibenzofuran-2-yl-(2,3,4-trifluoro-benzyl)-amine 366 Dibenzofuran-2-yl-(3,5-difluoro-benzyl)-amine 367 Dibenzofuran-2-yl-(3,4-difluoro-benzyl)-amine 368 Dibenzofuran-2-yl-(3,4-dimethoxy-benzyl)-amine 369 Dibenzofuran-2-yl-methyl-(2-methyl-benzyl)-amine 370 Dibenzothiohen-2-yl-(2,4-dimethyl-benzyl)-amine 371 (4-tert-Butyl-benzyl)-dibenzothiohen-2-yl-amine 372 (2-Chloro-benzyl)-dibenzothiohen-2-yl-amine 373 Dibenzothiohen-2-yl-(2,6-difluoro-benzyl)-amine 374 Dibenzothiohen-2-yl-(2,3,6-trifluoro-benzyl)-amine 375 Dibenzothiohen-2-yl-(2-fluoro-benzyl)-amine 376 Benzyl-dibenzothiohen-2-yl-amine 377 Dibenzothiohen-2-yl-(4-methoxy-benzyl)-amine 378 Dibenzothiohen-2-yl-(2,3-dimethoxy-benzyl)-amine 379 Dibenzothiohen-2-yl-(2,5-difluoro-benzyl)-amine 380 Dibenzothiohen-2-yl-(3-methoxy-benzyl)-amine 381 Dibenzothiohen-2-yl-(2,3,4-trifuoro-benzyl)-amine 382 (-2-Bromo-benzyl)-dibenzothiohen-2-yl-amine 383 Dibenzothiohen-2-yl-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-amine 384 Dibenzothiohen-2-yl-(3-fluoro-4-methoxy-benzyl)-amine 385 Dibenzothiohen-2-yl-(2,5-dimethyl-benzyl)-amine 386 Dibenzothiohen-2-yl-thiophen-3-ylmethyl-amine 387 Dibenzothiohen-2-yl-naphthalene-1-ylmethyl-amine 388 Dibenzothiohen-2-yl-(2-trifluoromethyl-benzyl)-amine 389 Dibenzothiohen-2-yl-naphthalen-2-ylmethyl-amine 390 Dibenzothiohen-2-yl-(2-ethoxy-benzyl)-amine 391 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(3-fluoro-2-methyl-benzyl)-amine 392 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2-methyl-benzyl)-amine 393 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2,4-dimethyl-benzyl)-amine 394 (4-tert-Butyl-benzyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine 395 (2-Chloro-benzyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine 396 (2,6-Difluoro-benzyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine 397 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2,3,6-trifluoro-benzyl)-amine 398 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2-fluoro-benzyl)-amine 399 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(3,5-dimethoxy-benzyl)-amine 400 Benzyl-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine 401 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(4-methoxy-benzyl)-amine 402 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2,3-dimethoxy-benzyl)-amine 403 (2,5-difluoro-benzyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine 404 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(3-methoxy-benzyl)-amine 405 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2,3,4-trifluoro-benzyl)-amine 406 (2-Bromo-benzyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine 407 (2,3-Dihydro-1,4-benzodioxin-6-ylmethyl)-(10,11-dihydro-5H-dibenz[b,f]azepin-2-yl)-amine 408 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(3-fluoro-4-methoxy-benzyl)-amine 409 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2,5-dimethyl-benzyl)-amine 410 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-thiophen-3-ylmethyl-amine 411 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-naphthalen-1-ylmethyl-amine 412 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2-trifluoromethyl-benzyl)-amine 413 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-naphthalen-2-ylmethyl-amine 414 (10,11-Dihydro-5H-dibenz[b,f]azepin-2-yl)-(2-ethoxy-benzyl)-amine 415 (3-Fluoro-2-methyl-benzyl)-(10H-phenothiazin-2-yl)-amine 416 (2,4-Dimethyl-benzyl)-(10H-phenothiazin-2-yl)-amine 417 (4-tert-Butyl-benzyl)-(10H-phenothiazin-2-yl)-amine 418 (2-Chloro-benzyl)-(10H-phenothiazin-2-yl)-amine 419 (2,6-Difluoro-benzyl)-(10H-phenothiazin-2-yl)-amine 420 (10H-Phenothiazin-2-yl)-(2,3,6-trifluorobenzyl)-amine 421 (2-Fluoro-benzyl)-(10H-phenothiazin-2-yl)-amine 422 (3,5-Dimethoxy-benzyl)-(10H-phenothiazin-2-yl)-amine 423 Benzyl-(10H-phenothiazin-2-yl)-amine 424 (4-Methoxy-benzyl)-(10H-phenothiazin-2-yl)-amine 425 (2,5-Difluoro-benzyl)-(10H-phenothiazin-2-yl)-amine 426 (10H-Phenothiazin-2-yl)-(2,3,4-trifluoro-benzyl)-amine 427 (2,3-Dihydro-1,4-benzodioxin-6-ylmethyl)-(10H-phenothiazin-2-yl)-amine 428 (3-Fluoro-4-methoxy-benzyl)-(10H-phenothiazin-2-yl)-amine 429 (2,5-Dimethyl-benzyl)-(10H-phenothiazin-2-yl)-amine 430 (10H-Phenothiazin-2-yl)-thiophen-3-ylmethyl-amine 431 (10H-Phenothiazin-2-yl)-(2-trifluoromethyl-benzyl)-amine 432 (9H-Carbazol-3-yl)-(3-fluoro-2-methyl-benzyl)-amine 433 (9H-Carbazol-3-yl)-(2-methyl-benzyl)-amine 434 (9H-Carbazol-3-yl)-(2,4-dimethyl-benzyl)-amine 435 (4-tert-Butyl-benzyl)-(9H-carbazol-3-yl)-amine 436 (9H-Carbazol-3-yl)-(2-chloro-benzyl)-amine 437 (9H-Carbazol-3-yl)-(2,6-difluoro-benzyl)-amine 438 (9H-Carbazol-3-yl)-(2,3,6-trifluoro-benzyl)-amine 439 (9H-Carbazol-3-yl)-(3,5-dimethoxy-benzyl)-amine 440 (9H-Carbazol-3-yl)-(2,3-dimethoxy-benzyl)-amine 441 (9H-Carbazol-3-yl)-(2,5-difluoro-benzyl)-amine 442 (9H-Carbazol-3-yl)-(2,3,4-trifluoro-benzyl)-amine 443 (9H-Carbazol-3-yl)-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-amine 444 (9H-Carbazol-3-yl)-(2,5-dimethyl-benzyl)-amine 445 (9H-Carbazol-3-yl)-naphthalen-1-ylmethyl-amine 446 (9H-Carbazol-3-yl)-naphthalen-2-ylmethyl-amine 447 Dibenzofuran-2-yl-bis-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-amine 448 Dibenzofuran-2-yl-bis-thiophen-3-ylmethyl-amine 449 Dibenzofuran-2-yl-(4-phenoxy-benzyl)-amine 450 2-Dibenzofuran-2-yl-2,3-dihydro-1H-isoindole 451 2-Dibenzofuran-2-yl-1H-isoindole-1,3-dione 452 Dibenzofuran-2-yl-(4-trifluoromethoxy-benzyl)-amine 453 Dibenzofuran-2-yl-(2-methoxy-benzyl)-amine 454 Dibenzofuran-2-yl-(3-phenoxy-benzyl)-amine 455 Dibenzofuran-2-yl-methyl(2-methyl-benzyl)-amine 456 Dibenzofuran-2-yl-(1-phenyl-butyl)-amine 457 Dibenzofuran-2-yl-phenethyl-amine 458 Dibenzofuran-2-yl-(1-phenyl-ethyl)-amine