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US 6,603,019 B2Granted
1-imidazolyl substituted tetrahydronaphthalene derivatives as inhibitors of eytochrome P450RAI
AssigneeAllergan, Inc.
InventorsJayasree Vasudevan, Alan T. Johnson, Liming Wang, Roshantha A. Chandraratna
Life of this patent
Estimating the term…
Abstract
Compounds having Formula 4 wherein the symbols have the meaning defined in the specification are inhibitors of the cytochrome P450RAI (retinoic acid inducible) enzyme, and are used for treating diseases responsive to treatment by retinoids
Claims12
A compound of the formula
- wherein
- A is a phenyl or naphthyl group, or heteroaryl selected from a group consisting of pyridyl, thienyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl, oxazolyl, imidazolyl and pyrazolyl said phenyl, naphthyl and heteroaryl groups being optionally substituted with one or two R2 groups;
- X1 is 1-imidazolyl, or lower alkyl or halogen substituted 1-imidazolyl;
- Y is H, alkyl of 1 to 10 carbons, benzyl, lower alkyl or halogen substituted benzyl,
- fluoro-substituted alkyl of 1 to 10 carbons, cycloalkyl of 3 to 6 carbons, lower alkyl
- substituted cycloallcyl of 3 to 6 carbons, Cl, Br, or I;
- Z is —C≡C—,
- —(CR1═CR1)n′ where n′ is an integer having the value 1-5,
- —CO—NR1—,
- NR1—CO—,
- —CO—O—,
- —O—CO—,
- —CS—NR1—,
- NR1—CS—,
- —CO—S—,
- —S—CO— or
- —N═N—;
- R1 is independently H or alkyl of 1 to 6 carbons;
- R2 is independently H, alkyl of 1 to 6 carbons, F, Cl, Br, I, fluoro substituted alkyl of 1 to 6 carbons, alkoxy of 1 to 6 carbons, or alkylthio of 1 to 6 carbons;
- R3 is independently alkyl of 1 to 6 carbons, F, Cl, Br, I, fluoro substituted alkyl of 1 to 6 carbons, OH, SH, alkoxy of 1 to 6 carbons, alkylthio of 1 to 6 carbons or benzyl;
- m is an integer having the values 0 to 2;
- R4 is independently H, alkyl of 1 to 6 carbons, or F;
- fluorosubstituted alkyl of 1 to 6 carbons, or halogen;
- o is an integer having the values of 0 to 4;
- n is an integer having the values of 0 to 4, and
- R8 is H, alkyl of 1 to 6 carbons or —CH2O(C1-6-alkyl), or a cation of a pharmaceutically acceptable base.
23 more elements
A compound of the formula
- wherein X1 is 1-imidazolyl;
- R2 is H or halogen;
- n is 0 or 1, and
- R8 is H, alkyl of 1 to 6 carbons, or a cation of a pharmaceutically acceptable base.
1 more element
Dependencies are inferred from the claim text.