Claims
- 1. A compound of the following formula: and the salts thereof, wherein A is hydrogen, halo, hydroxy, C1-C6 alkyl, halo C1-C6 alkyl, C1-C6 alkoxy, halo C1-C6 alkoxy, oxo, OY wherein Y is a hydroxy protecting group, or absent; the broken line represents an optional double bond with proviso that if the broken line is a double bond, then A is absent; Ar1 is phenyl optionally substituted by one or more substituents selected from halo, hydroxy, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkoxy-C1-C4 alkoxy, CF3, carboxy-C1-C4 alkoxy and C1-C4 alkoxy-carbonyl-C1-C4 alkoxy; Ar2 is phenyl, being optionally substituted by one or more substituents selected from halo, hydroxy, amino, nitro, carboxy, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylamino, di C1-C4 alkylamino, halo C1-C4 alkyl, C1-C4 alkylthio and sulfonyl methyl; R1 is hydrogen, hydroxy, C1-C4 alkyl, C1-C4 alkoxy or OY wherein Y is a hydroxy protecting group; and —Ar2—C(═O)—N(R2)— is a phthalimide group and R3 is C1-C7 alkyl.
- 2. A compound according to claim 1, whereinA is hydrogen, halo, hydroxy, oxo or OY, or if the broken line is a double bond, then A is absent; Ar1 is phenyl optionally substituted by one to three substituents selected from halo, hydroxy, C1-C4 alkoxy, carboxy C1-C4 alkoxy and C1-C4 alkoxy-carbonyl-C1-C4 alkoxy; Ar2 is phenyl, optionally substituted by one to two halo or C1-C4 alkoxy; and R1 is hydrogen, hydroxy or C1-C4 alkyl.
- 3. A compound according to claim 2, whereinA is hydrogen, fluorine, chlorine, hydroxy or OY wherein Y is methoxymethyl or tetrahydropyranyl; or if the broken line is a double bond, then A is absent; Ar1 is phenyl optionally substituted by chlorine, hydroxy, methoxy or carboxymethoxy; Ar2 is phenyl, optionally substituted by chlorine, fluorine or methoxy; and R1 is C1-C4 alkyl.
- 4. A compound according to claim 3, whereinA is hydroxy, fluorine or chlorine; or if the broken line is a double bond, then A is absent; Ar1 is phenyl optionally substituted by carboxymethoxy; Ar2 is phenyl optionally substituted by methoxy; and R1 is C1-C4 alkyl.
- 5. A compound according to claim 2 selected from 4-{N-[2-(3-(S)-hydroxypyrrolidin-1-yl)-1 -(S)-phenylethyl]-N-methylamino}-N′-propylphthalimide.
- 6. A pharmaceutical composition for the treatment of a medical condition for which agonist activity toward opioid kappa receptor is needed, in a mammalian subject, which comprises a therapeutically effective amount of a compound according to claim 1, and a pharmaceutically inert carrier.
- 7. A pharmaceutical composition according to claim 6, which is useful as an analgesic, anesthetic, anti-inflammatory or neuroprotective agent, or useful in the treatment of arthritis, stroke or functional bowel disease.
- 8. A method for the treatment of a medical condition for which agonist activity toward opioid kappa receptor is needed, in a mammalian subject, which comprises administering to said subject a therapeutically effective amount of a compound according to claim 1.
Parent Case Info
This is a division of U.S. application Ser. No. 09/254,805 filed Mar. 12, 1999, now U.S. Pat. No. 6,201,007, which, in turn, is the national phase of international application number PCT/IB97/01021 filed Aug. 21, 1997, which, in turn, is a continuation-in-part of international application number PCT/IB96/00957 filed Sep. 18, 1996.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
5232978 |
Gottschlich et al. |
Aug 1993 |
|
Foreign Referenced Citations (5)
Number |
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Country |
325406 |
Jan 1989 |
EP |
374756 |
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EP |
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Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
PCT/IB96/00957 |
Sep 1996 |
US |
Child |
09/254805 |
|
US |