Claims
- 1. A compound represented by formula (I) or a pharmacologically acceptable salt or solvate thereof: whereinR1 and R2, which may be the same or different, represent alkyl having 1 to 6 carbon atoms which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom, alkoxy having 1 to 6 carbon atoms which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom, cycloalkyl having 3 to 8 carbon atoms which is optionally substituted by alkyl having 1 to 6 carbon atoms; hydroxyl; halogen atom; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; benzyl; or alkylcarbonyloxy having 2 to 5 carbon atoms, phenyl which is optionally substituted by alkyls having 1 to 6 carbon atoms; hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkylcarbonyl having 2 to 5 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom; trifluoromethyl; or nitro, alkenyl having 2 to 6 carbon atoms which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic rings containing one hetero-atom, alkynyl having 2 to 6 carbon atoms which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic rings containing one hetero-atom, or a heterocyclic ring which is selected from pyridine, thiophene, pyrrole, furan, pyrazole, imidazole, oxazole, thiazole, pyran, pyridazine, pyrimidine, pyrazine, and oxane, wherein one of more hydrogen atoms on the ring are optionally subsititeud by alkyls having 1 to 6 carbon atoms; hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; and benzyl or R1 and R2, together with a nitrogen atom to which R1 and R2 are attached, may form a piperazine, piperidine, or 3,4-dihydro-1H-isoquinolinone ring where one of more hydrogen atoms on the ring may be substituted by alkyl having 1 to 6 carbon atoms; hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyls; or benzyl; R3 and R4, which may be the same or different, represent a hydrogen atom, alkyl having 1 to 6 carbon atoms which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom, a halogen atom, hydroxyl, nitrile, alkoxycarbonyl having 2 to 5 carbon atoms, alkoxy having 1 to 6 carbon atoms, or carboxyl, A, D, E, and G each represent a carbon atom, Q represents a nitrogen atom, q represents a single bond; Y represents a group represented by formula (II): wherein X represents a hydrogen atom; group —C(═O)N(R5)R6 wherein R5 and R6, which may be the same or different, represent a hydrogen atom, alkyl having 1 to 6 carbon atoms (which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom), cycloalkyl having 3 to 8 carbon atoms (which is optionally substituted by alkyl having 1 to 6 carbon atoms; hydroxyl; halogen atom; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to S carbon atoms; C3-8 cycloalkyl; phenyl; benzyl; or alkylcarbonyloxy having 2 to 5 carbon atoms), phenyl (which is optionally substituted by alkyls having 1 to 6 carbon atoms; hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkylcarbonyl having 2 to 5 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom; trifluoromethyl; or nitro), alkenyl having 2 to 6 carbon atoms (which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic rings containing one hetero-atom), or alkynyl having 2 to 6 carbon atoms (which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic rings containing one hetero-atom); or group —C(═O)OR7 wherein R7 represents a hydrogen atom or alkyl having 1 to 6 carbon atoms (which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom), R8 represents two hydrogen atoms to make the group of formula (II) diphenylmethyl or represents a bond, an oxygen atom, a sulfur atom, —SO2—, —SO—, —CH2—CH2—, or —CH═CH—, and R9 and R10, which may be the same or different, represent a hydrogen atom, alkyl having 1 to 6 carbon atoms (which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom), alkoxy having 1 to 6 carbon atoms, a halogen atom, or hydroxyl; and Z represents —(CH2)n—, wherein n is an integer of 0 to 6, —O—(CH2)i—, or —C(═O)NH—(CH2)i— wherein i is an integer of 1 to 6.
- 2. The compound or pharmacologically acceptable salt or solvate thereof according to claim 1, whereinR1 and R2, which may be the same or different, represent optionally substituted alkyl having 1 to 6 carbon atoms, optionally substituted alkoxy having 1 to 6 carbon atoms, optionally substituted cycloalkyl having 3 to 8 carbon atoms, optionally substituted phenyl, optionally substituted alkenyl having 2 to 6 carbon atoms, alkynyl having 2 to 6 carbon atoms, or an optionally substituted five- or six-membered saturated or unsaturated heterocyclic ring containing not more than two hetero-atoms, or R1 and R2, together with a nitrogen atom to which R1 and R2 are attached, may form a five- or six-membered monocyclic ring which may further contain one hetero-atom or may be substituted or an eight- to ten-membered condensed ring which may further contain one hetero-atom or may be substituted; R3 and R4, which may be the same or different, represent a hydrogen atom, optionally substituted alkyl having 1 to 6 carbon atoms, a halogen atom, hydroxyl, nitrile, alkoxycarbonyl having 2 to 5 carbon atoms, alkoxy having 1 to 6 carbon atoms, or carboxyl, A, D, E, and G each represent a carbon atom, Q represents a nitrogen atom, q represents a single bond; Y represents a group represented by formula (II) wherein X represents a hydrogen atom, group —C(═O)N(R5)R6 wherein R5 and R6, which may be the same or different, represent a hydrogen atom, optionally substituted alkyl having 1 to 6 carbon atoms, optionally substituted cycloalkyl having 3 to 8 carbon atoms, optionally substituted phenyl, optionally substituted alkenyl having 2 to 6 carbon atoms, or alkynyl having 2 to 6 carbon atoms, or group —C(═O)OR7 wherein R7 represents a hydrogen atom or optionally substituted alkyl having 1 to 6 carbon atoms; R8 is absent or represents a bond, an oxygen atom, a sulfur atom, —SO2—, —SO—, —CH2—CH2—, or —CH═CH—; and R9 and R10, which may be the same or different, represent a hydrogen atom, optionally substituted alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 6 carbon atoms, a halogen atom, or hydroxyl; and Z represents —(CH2)n— wherein n is an integer of 0 to 6.
- 3. The compound or pharmacologically acceptable salt or solvate thereof according to claim 1, whereinR1 and R2, which may be the same or different, represent optionally substituted alkyl having 1 to 6 carbon atoms, optionally substituted alkoxy having 1 to 6 carbon atoms, optionally substituted cycloalkyl having 3 to 8 carbon atoms, optionally substituted phenyl, optionally substituted alkenyl having 2 to 6 carbon atoms, alkynyl having 2 to 6 carbon atoms, or an optionally substituted five- or six-membered saturated or unsaturated heterocyclic ring containing not more than two hetero-atoms, or R1 and R2, together with a nitrogen atom to which R1 and R2 are attached, may form a five- or six-membered monocyclic ring which may further contain one hetero-atom or may be substituted or an eight- to ten-membered condensed ring which may further contain one hetero-atom or may be substituted; R3 and R4, which may be the same or different, represent a hydrogen atom, optionally substituted alkyl having 1 to 6 carbon atoms, a halogen atom, hydroxyl, nitrile, alkoxycarbonyl having 2 to 5 carbon atoms, alkoxy having 1 to 6 carbon atoms, or carboxyl; A, D, E, and G each represent a carbon atom, Q represents a nitrogen atom, q represents a single bond; Y represents a group represented by formula (II) wherein X represents group —C(═O)N(R5)R6 wherein R5 and R6, which may be the same or different, represent a hydrogen atom, optionally substituted alkyl having 1 to 6 carbon atoms, optionally substituted cycloalkyl having 3 to 8 carbon atoms, optionally substituted phenyl, optionally substituted alkenyl having 2 to 6 carbon atoms, or alkynyl having 2 to 6 carbon atoms; R8 represents a bond, an oxygen atom, a sulfur atom, —SO2—, —SO—, —CH2—CH2—, or —CH═CH—; and R9 and R10, which may be the same or different, represent a hydrogen atom, optionally substituted alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 6 carbon atoms, a halogen atom, or hydroxyl; and Z represents —(CH2)n— wherein n is an integer of 0 to 6.
- 4. The compound or pharmacologically acceptable salt or solvate thereof according to claim 1, whereinR1 and R2, which may be the same or different, represent optionally substituted alkyl having 1 to 6 carbon atoms, optionally substituted alkoxy having 1 to 6 carbon atoms, optionally substituted cycloalkyl having 3 to 8 carbon atoms, optionally substituted phenyl, optionally substituted alkenyl having 2 to 6 carbon atoms, alkynyl having 2 to 6 carbon atoms, or an optionally substituted five- or six-membered saturated or unsaturated heterocyclic ring containing not more than two hetero-atoms, or R1 and R2, together with a nitrogen atom to which R1 and R2 are attached, may form a five- or six-membered monocyclic ring which may further contain one hetero-atom or may be substituted or an eight- to ten-membered condensed ring which may further contain one hetero-atom or may be substituted; R3 and R4, which may be the same or different, represent a hydrogen atom, optionally substituted alkyl having 1 to 6 carbon atoms, a halogen atom, hydroxyl, nitrile, alkoxycarbonyl having 2 to 5 carbon atoms, alkoxy having 1 to 6 carbon atoms, or carboxyl; A, D, E, and G each represent a carbon atom, Q represents a nitrogen atom, q represents a single bond; Y represents a group represented by formula (II) wherein X represents a hydrogen atom; R8 is absent; R9 and R10, which may be the same or different, represent a hydrogen atom, optionally substituted alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 6 carbon atoms, a halogen atom, or hydroxyl; and Z represents —(CH2)n— wherein n is an integer of 0 to 6.
- 5. The compound or pharmacologically acceptable salt or solvate thereof according to claim 1, whereinR1 and R2, which may be the same or different, represent optionally substituted alkyl having 1 to 6 carbon atoms, alkoxy, optionally substituted cycloalkyl having 3 to 8 carbon atoms, optionally substituted phenyl, optionally substituted alkenyl having 2 to 6 carbon atoms, alkynyl having 2 to 6 carbon atoms, or R1 and R2, together with a nitrogen atom to which R1 and R2 are attached, may form a five- or six-membered monocyclic ring which may further contain one hetero-atom or may be substituted or an eight- to ten-membered condensed ring which may further contain one hetero-atom or may be substituted; R3 and R4, which may be the same or different, represent a hydrogen atom, optionally substituted alkyl having 1 to 6 carbon atoms, a halogen atom, hydroxyl, nitrile, alkoxycarbonyl having 2 to 5 carbon atoms, alkoxy having 1 to 6 carbon atoms, or carboxyl, or A, D, E, and G each represent a carbon atom, Q represents a nitrogen atom, q represents a single bond; Y represents a group represented by formula (II) wherein X represents a hydrogen atom, group —C(═O)N(R5)R6 wherein R5 and R6, which may be the same or different, represent a hydrogen atom, optionally substituted alkyl having 1 to 6 carbon atoms, or group —C(═O)OR7 wherein R7 represents a hydrogen atom or alkyl having 1 to 6 carbon atoms; R8 is absent or represents a bond or an oxygen atom; and R9 and R10, which may be the same or different, represent a hydrogen atom or a halogen atom; and Z represents —(CH2)n— wherein n is an integer of 0 to 6.
- 6. A pharmaceutical composition comprising an effective amount of the compound according to claim 1 or a pharmacologically acceptable salt or solvate thereof in combination with a pharmacologically acceptable carrier.
- 7. A method for inhibiting the secretion of an apolipoprotein B-containing lipoprotein, comprising the step of administering an effective amount of the compound according to claim 1 or a pharmacologically acceptable salt or solvate thereof to an animal including a human.
- 8. A method for inhibiting the biosynthesis of triglycerides, comprising the step of administering an effective amount of the compound according to claim 1 or a pharmacologically acceptable salt or solvate thereof to an animal including a human.
- 9. A method for or treating hyperlipidemia, comprising the step of administering an effective amount of the compound according to claim 1 or a pharmacologically acceptable salt or solvate thereof to an animal including a human.
- 10. A method for or treating arteriosclerotic diseases, comprising the step of administering an effective amount of the compound according to claim 1 or a pharmacologically acceptable salt or solvate thereof to an animal including a human.
- 11. A method for treating pancreatitis, comprising the step of administering an effective amount of the compound according to claim 1 or a pharmacologically acceptable salt or solvate thereof to an animal including a human.
- 12. A compound represented by formula (III) or a pharmacologically acceptable salt or solvate thereof: whereinR3 and R4, which may be the same or different, represent a hydrogen atom, alkyl having 1 to 6 carbon atoms which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom, a halogen atom, hydroxyl, nitrile, alkoxycarbonyl having 2 to 5 carbon atoms, alkoxy having 1 to 6 carbon atoms, or carboxyl, A, D, E, and G each represent a carbon atom, L represents group —O—R11 wherein R11 represents a hydrogen atom or alkyl having 1 to 6 carbon atoms, Y represents a group represented by formula (II): wherein X represents a hydrogen atom, group —C(═O)N(R5)R6 wherein R5 and R6, which may be the same or different, represent a hydrogen atom, alkyl having 1 to 6 carbon atoms (which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom), cycloalkyl having 3 to 8 carbon atoms (which is optionally substituted by alkyl having 1 to 6 carbon atoms; hydroxyl; halogen atom; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; benzyl; or alkylcarbonyloxy having 2 to 5 carbon atoms), phenyl (which is optionally substituted by alkyls having 1 to 6 carbon atoms; hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkylcarbonyl having 2 to 5 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom; trifluoromethyl; or nitro), alkenyl having 2 to 6 carbon atoms (which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic rings containing one hetero-atom), or alkynyl having 2 to 6 carbon atoms (which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic rings containing one hetero-atom), or group —C(═O)OR7 wherein R7 represents a hydrogen atom or alkyl having 1 to 6 carbon atoms (which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom), R8 represents two hydrogen atoms to make the group of formula (II) diphenylmethyl or represents a bond, an oxygen atom, a sulfur atom, —SO2—, —SO—, —CH2—CH2—, or —CH═CH—, and R9 and R10, which may be the same or different, represent a hydrogen atom, alkyl having 1 to 6 carbon atoms (which is optionally substituted by hydroxyl; halogen; amino; alkoxy having 1 to 6 carbon atoms; alkoxycarbonyl having 2 to 5 carbon atoms; C3-8 cycloalkyl; phenyl; biphenyl; amino substituted by alkyl having 1 to 6; or five- or six-membered saturated or unsaturated heteroaromatic ring containing one hetero-atom), alkoxy having 1 to 6 carbon atoms, a halogen atom, or hydroxyl, and Z represents —(CH2)n—, wherein n is an integer of 0 to 6, —O—(CH2)i—, or —C(═O)NH—(CH2)i— wherein i is an integer of 1 to 6.
- 13. A method for producing a pharmaceutical composition, which comprises mixing a compound of claim 1 or a pharmaceutically acceptable salt or solvate thereof with a pharmaceutically acceptable carrier.
Priority Claims (3)
Number |
Date |
Country |
Kind |
11/102559 |
Apr 1999 |
JP |
|
11/118490 |
Apr 1999 |
JP |
|
11/119043 |
Apr 1999 |
JP |
|
Parent Case Info
This application is a 371 of PTC/JP00/02329 filed Apr. 10, 2000.
PCT Information
Filing Document |
Filing Date |
Country |
Kind |
PCT/JP00/02329 |
|
WO |
00 |
Publishing Document |
Publishing Date |
Country |
Kind |
WO00/61556 |
10/19/2000 |
WO |
A |
Foreign Referenced Citations (4)
Number |
Date |
Country |
2000-502355 |
Jan 1999 |
JP |
11-500442 |
Feb 2000 |
JP |
9626205 |
Aug 1996 |
WO |
9726240 |
Jul 1997 |
WO |