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1. WO1992017426 - 7-CHROMANYL ESTERS OF PHENOLS AND BENZOIC ACIDS HAVING RETINOID-LIKE ACTIVITY

Publication Number WO/1992/017426
Publication Date 15.10.1992
International Application No. PCT/US1992/002346
International Filing Date 25.03.1992
Chapter 2 Demand Filed 26.10.1992
IPC
C07D 311/58 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
311Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
02ortho- or peri-condensed with carbocyclic rings or ring systems
04Benzo pyrans, not hydrogenated in the carbocyclic ring
58other than with oxygen or sulfur atoms in position 2 or 4
CPC
A61P 17/00
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
17Drugs for dermatological disorders
A61P 17/06
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
17Drugs for dermatological disorders
06Antipsoriatics
A61P 17/10
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
17Drugs for dermatological disorders
10Anti-acne agents
A61P 17/16
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
17Drugs for dermatological disorders
16Emollients or protectives, e.g. against radiation
A61P 19/02
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
19Drugs for skeletal disorders
02for joint disorders, e.g. arthritis, arthrosis
A61P 27/02
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
27Drugs for disorders of the senses
02Ophthalmic agents
Applicants
  • ALLERGAN, INC. [US]/[US]
Inventors
  • CHANDRARATNA, Roshantha, A., S.
Agents
  • BARAN, Robert, J.
Priority Data
676,15226.03.1991US
Publication Language English (en)
Filing Language English (EN)
Designated States
Title
(EN) 7-CHROMANYL ESTERS OF PHENOLS AND BENZOIC ACIDS HAVING RETINOID-LIKE ACTIVITY
(FR) ESTERS 7-CHROMANYLE DE PHENOLS ET ACIDES BENZOIQUES PRESENTANT UNE ACTIVITE DU TYPE RETINOIDE
Abstract
(EN) Retinoid like activity is exhibited by compounds of formula (I), wherein the R1-R6 groups are independently H or straight chain or branched chain lower alkyl or cycloalkyl of 1 to 6 carbons; X symbolizes an ester or thioester linkage, Y is lower branched chain alkyl having 2 to 6 carbons, cycloalkyl having 3 to 6 carbons or is (CH2)n where n is an integer between 0 to 6 or is an alkenyl group of 2 to 6 carbons, and having 1 or 2 double bonds, or an alkynyl group of 2 to 6 carbons; and Z is H, OH, OR', OCOR', -COOH or a pharmaceutically acceptable salt, COOR8, COONR9R10, -CH2OH, CH2OR11, CH2OCOR11, CHO, CH(OR12), CHOR13O, -COR', CR'(OR12)2, or CR'OR13O; where R' is an alkyl, cycloalkyl or alkenyl group containing 1-5 carbons, R8 is an alkyl group of 1-10 carbons, or a cycloalkyl group of 5-10 carbons, or R8 is phenyl or lower alkylphenyl, R9 and R10 independently are hydrogen, an alkyl group of 1-10 carbons, or a cycloalkyl group of 5-10 carbons or phenyl or lower alkyl phenyl, R11 is lower alkyl, and R13 is a divalent alkyl radical of 2-5 carbons.
(FR) Cette invention concerne des composés présentant une activité du type rétinoïde, correspondant à la formule (I), dans laquelle les groupes R1-R6 représentent indépendamment H ou alkyle ou cycloalkyle inférieur à chaîne linéaire ou ramifiée comprenant de 1 à 6 atomes de carbone; X représente une liaison ester ou thioester, Y représente alkyle inférieur à chaîne ramifiée comprenant de 2 à 6 atomes de carbone, cycloalkyle comprenant de 3 à 6 atomes de carbone ou bien représente (CH2)n dans lequel n représente un entier compris entre 0 et 6 ou bien représente un groupe alcényle comprenant de 2 à 6 atomes de carbone et comportant une ou deux liaisons doubles, ou un groupe alcynyle comprenant de 2 à 6 atomes de carbone; et Z représente H, OH, OR', OCOR', -COOH ou un sel pharmaceutiquement acceptable, COOR8, COONR9R10, -CH2OH, CH2OR11, CH2OCOR11, CHO, CH(OR12), CHOR13O, -COR', CR'(OR12)2, ou CR'OR13O; dans lequel R' représente un groupe alkyle, cycloalkyle ou alcényle comprenant de 1 à 5 atomes de carbone, R8 représente un groupe alkyle comprenant de 1 à 10 atomes de carbone, ou un groupe cycloalkyle comprenant de 5 à 10 atomes de carbone, ou R8 représente phényle ou alkylphényle inférieur, R9 et R10 représentent indépendamment hydrogène, un groupe alkyle comprenant de 1 à 10 atomes de carbone, ou un groupe cycloalkyle comprenant de 5 à 10 atomes de carbone ou phényle ou alkyle phényle inférieur, R11 représente alkyle inférieur, et R13 représente un radical alkyle bivalent comprenant de 2 à 5 atomes de carbone.
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