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1. (WO1997019052) ARYL OR HETEROARYL AMIDES OF TETRAHYDRONAPHTHALENE, CHROMAN, THIOCHROMAN AND 1,2,3,4-TETRAHYDROQUINOLINE CARBOXYLIC ACIDS HAVING RETINOID-LIKE BIOLOGICAL ACTIVITY
Latest bibliographic data on file with the International Bureau

Pub. No.: WO/1997/019052 International Application No.: PCT/US1996/018580
Publication Date: 29.05.1997 International Filing Date: 18.11.1996
Chapter 2 Demand Filed: 16.06.1997
IPC:
C07C 233/81 (2006.01) ,C07C 233/88 (2006.01) ,C07C 235/66 (2006.01) ,C07C 327/48 (2006.01) ,C07D 215/40 (2006.01) ,C07D 311/58 (2006.01) ,C07D 335/06 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
233
Carboxylic acid amides
64
having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
81
having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
233
Carboxylic acid amides
88
having nitrogen atoms of carboxamide groups bound to an acyclic carbon atom and to a carbon atom of a six-membered aromatic ring wherein at least one ortho-hydrogen atom has been replaced
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
235
Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
42
having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
66
with carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems and singly-bound oxygen atoms, bound to the same carbon skeleton
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
327
Thiocarboxylic acids
38
Amides of thiocarboxylic acids
48
having carbon atoms of thiocarboxamide groups bound to carbon atoms of six-membered aromatic rings
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
215
Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
02
having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
16
with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
38
Nitrogen atoms
40
attached in position 8
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
311
Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
02
ortho- or peri-condensed with carbocyclic rings or ring systems
04
Benzo [b] pyrans, not hydrogenated in the carbocyclic ring
58
other than with oxygen or sulfur atoms in position 2 or 4
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
335
Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
04
condensed with carbocyclic rings or ring systems
06
Benzothiopyrans; Hydrogenated benzothiopyrans
Applicants:
ALLERGAN [US/US]; 2525 Dupont Drive, T-2,2-E Post Office Box 19534 Irvine, CA 92623-9534, US
Inventors:
TENG, Min; US
DUONG, Tien, T.; US
CHANDRARATNA, Roshantha, A.; US
Agent:
BARAN, Robert, J. ; Allergan, Inc. 2525 Dupont Drive, T-2, 2-E P.O. Box 19534 Irvine, CA 92623-9534, US
Priority Data:
08/562,00022.11.1995US
Title (EN) ARYL OR HETEROARYL AMIDES OF TETRAHYDRONAPHTHALENE, CHROMAN, THIOCHROMAN AND 1,2,3,4-TETRAHYDROQUINOLINE CARBOXYLIC ACIDS HAVING RETINOID-LIKE BIOLOGICAL ACTIVITY
(FR) ARYLAMIDES OU HETERO-ARYLAMIDES DE TETRAHYDRONAPHTALENE, DE CHROMANE, DE THIOCHROMANE ET D'ACIDES CARBOXYLIQUES 1,2,3,4-TETRAHYDROQUINOLINIQUES AYANT UNE ACTIVITE BIOLOGIQUE DE TYPE RETINOIDE
Abstract:
(EN) Compounds of formula (I) where X is S, O, NR' where R' is H or alkyl of 1 to 6 carbons, or X is [C(R1)2]n where n is an integer between 0 and 2; 1; Y is a phenyl or naphthyl group, or heteroaryl group; W is a substituent selected from the group consisting of F, Br, Cl, I, C1-6alkyl, fluoro substituted C1-6 alkyl, NO2, N3, OH, OCH2OCH3, OC1-10alkyl, tetrazol, CN, SO2C1-6-alkyl, SO2C1-6-fluoro substituted alkyl, SO-C1-6 alkyl, CO-C1-6alkyl, COOR8, phenyl, phenyl itself substituted with a W group other than with phenyl or substituted phenyl; L is -(C=Z)-NH- or -HN-(C=Z)-; Z is O or S; A is (CH2)q where q is 0-5, lower branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds, and B is COOH or a pharmaceutically acceptable salt thereof, COOR8, CONR9R10, -CH2OH, CH2OR11, CH2OCOR11, CHO, CH(OR12)2, CHOR13O, -COR7, CR7(OR12)2, CR7OR13O, where R1 -R13 and o, p, m, n, r are as defined in claim 1, have retinoid-like biological activity.
(FR) Composés de formule (I) où X est S, O, NR', où R' est H ou alkyle avec 1 à 6 carbones, ou X est [C(R1)2]n où n est un entier compris entre 0 et 2; 1; Y est un groupe phényle ou naphtyle, ou un groupe hétéroaryle; W est un substituant choisi dans le groupe constitué de F, Br, Cl, I, C1-6 alkyle, C1-6 alkyle fluoro-substitué, NO2, N3, OH, OCH2OCH3, OC1-10 alkyle, tétrazole, CN, SO2C1-6-alkyle, SO2C1-6 alkyle fluoro-substitué, SO-C1-6 alkyle, CO-C1-6 alkyle, COOR8, phényle, le phényle étant substitué avec un groupe W autre que phényle ou phényle substitué; L est -(C=Z)-NH- or -HN-(C=Z)-; Z est O ou S; A est (CH2)q où q est 0-5, alkyle inférieur à chaîne ramifiée possédant 3-6 carbones, cycloalkyle possédant 3-6 carbones, alcényle possédant 2-6 carbones et 1 ou 2 doubles liaisons, alcynyle possédant 2-6 carbones et 1 ou 2 triples liaisons; et B est COOH ou un de ses sels pharmaceutiquement acceptables COOR8, CONR9R10, -CH2OH, CH2OR11, CH2OCOR11, CHO, CH(OR12)2, CHOR13O, -COR7, CR7(OR12)2, CR7OR13O, où R1 -R13 et o, p, m, n, r sont tels que définis dans la revendication 1. Ces composés ont une activité biologique de type rétinoïde.
Designated States: AL, AM, AT, AU, AZ, BB, BG, BR, BY, CA, CH, CN, CZ, DE, DK, EE, ES, FI, GB, GE, HU, IL, IS, JP, KE, KG, KP, KR, KZ, LK, LR, LS, LT, LU, LV, MD, MG, MK, MN, MW, MX, NO, NZ, PL, PT, RO, RU, SD, SE, SG, SI, SK, TJ, TM, TR, TT, UA, UG, UZ, VN
African Regional Intellectual Property Organization (ARIPO) (KE, LS, MW, SD, SZ, UG)
Eurasian Patent Organization (AM, AZ, BY, KG, KZ, MD, RU, TJ, TM)
European Patent Office (AT, BE, CH, DE, DK, ES, FI, FR, GB, GR, IE, IT, LU, MC, NL, PT, SE)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, ML, MR, NE, SN, TD, TG)
Publication Language: English (EN)
Filing Language: English (EN)
Also published as:
SG53716EP0876330RU02163906JP4112003 JP2000500499CN1214675
CA2238274KR1019990071542NZ323581AU1997010560