Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1993-11-05
1996-05-07
Chang, Ceila
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
546 89, A61K 3144, C07D22100, C07D491044
Patent
active
055146872
DESCRIPTION:
BRIEF SUMMARY
REFERENCE TO RELATED APPLICATION
This application is related to International Publication Number WO 89/10369 which published on Nov. 2, 1989 on International Application Number PCT/US89/01688 which was filed on Apr. 26, 1989 and which has priority to U.S. application Ser. No. 187,604 which was filed Apr. 28, 1988.
BACKGROUND OF THE INVENTION
International Publication Number WO 89/10369 discloses compounds of the formula: ##STR2## wherein:
one of a, b, c and d represents nitrogen or --NR.sup.11 --, wherein R.sup.11 is O.sup.--, --CH.sub.3 or --(CH.sub.2).sub.p CO.sub.2 H wherein p is 1 to 3, and the remaining a, b, c and d groups are CH which may be substituted with R.sup.1 or R.sup.2 ;
R.sup.1 or R.sup.2 may be the same or different and each independently represents halo, --CF.sub.3, --OR.sup.10, --C(O)R.sup.10, --S(O).sub.e R.sup.12 wherein e is 0, 1, or 2, --N(R.sup.10).sub.2, --NO.sub.2, SH, CN, --OC(O)R.sup.10, --CO.sub.2 R.sup.10, --OCO.sub.2 R.sup.12, --NR.sup.10 C(O)R.sup.10, alkyl, alkenyl or alkynyl, which alkyl or alkenyl groups may be substituted with halo, --OR.sup.10 or --CO.sub.2 R.sup.10, or R.sup.1 and R.sup.2 may together form a benzene ring fused to the pyridine ring;
R.sup.10 represents H, alkyl or aryl;
R.sup.12 represents alkyl or aryl;
R.sup.3 and R.sup.4 may be the same or different and each independently represents H or any of the substituents of R.sup.1 and R.sup.2, or R.sup.3 and R.sup.4 may be taken together to represent a saturated or unsaturated C.sub.5 to C.sub.7 ring fused to the benzene ring;
R.sup.5, R.sup.6, R.sup.7, and R.sup.8 each independently represents H, --CF.sub.3, --CO.sub.2 R.sup.10, --C(O)R.sup.10, alkyl or aryl, which alkyl or aryl may be substituted with --OR.sup.10, --SR.sup.10, --N(R.sup.10).sub.2, --NO.sub.2, --C(O)R.sup.10, --OC(O)R.sup.12, --CO.sub.2 R.sup.10 and --OPO.sub.3 (R.sup.10).sub.2, or one of R.sup.5, R.sup.6, R.sup.7, and R.sup.8 may be taken in combination with R as defined below to represent --(CH.sub.2).sub.r wherein r is 1 to 4, said combination being optionally substituted with lower alkyl, lower alkoxy, --CF.sub.3 or aryl, or R.sup.5 may be combined with R.sup.6 to represent .dbd.O or .dbd.S, and/or R.sup.7 may be combined with R.sup.8 to represent .dbd.O or .dbd.S;
T represents carbon or nitrogen, with the dotted line attached to T representing an optional double bond when T is carbon;
m and n are integers 0, 1, 2, or 3, such that the sum of m plus n equals 0 to 3;
when m plus n equals 1, X represents --O--, --S(O).sub.e -- wherein e is 0, 1 or 2, --NR.sup.10 --, --C(O)NR.sub.10 --, --NR.sup.10 C(O)--, C(S)NR.sup.10 --, --NR.sup.10 C(S)--, --C(O).sub.2 -- or --O.sub.2 C--, wherein R.sup.10 is as defined above;
when m plus n equals 2, X represents --O--, --S(O).sub.e wherein e is 0, 1 or 2, or --NR.sup.10 --;
when m plus n represents 0, X can be any substituent for m plus n equalling 1 and X can also be a direct boned, cyclopropylene or propenylene;
when m plus n equals 3 then X equals a direct bond;
each R.sup.a may be the same or different, and each independently represents H, lower alkyl or phenyl;
Z represents .dbd.O, .dbd.S or .dbd.NR.sup.13 with R.sup.13 equal to R.sup.10 or --CN, wherein R.sup.10 is as defined above, such that
(a) when Z is O, R may be taken in combination with R.sup.5, R.sup.6, R.sup.7 or R.sup.8 as defined above, or R represents H, alkyl, aryl, --SR.sup.12, --N(R.sup.10).sub.2, cycloalkyl, alkenyl, alkynyl or --D wherein --D represents heterocycloalkyl, ##STR3## wherein R.sup.3 and R.sup.4 are as previously defined, and W is O, S or NR.sup.10, and wherein Y is N or NR.sup.11, with from 1-3 groups selected from halo, --CON(R.sup.10).sub.2, aryl, --CO.sub.2 R.sup.10, --OR.sup.14, --SR.sup.14, --N(R.sup.10).sub.2, --N(R.sup.10)CO.sub.2 R.sup.10, --COR.sup.14, --NO.sub.2 or --D, wherein --D and R.sup.10 are as defined above and R.sup.14 represents R.sup.10, --(CH.sub.2).sub.r OR.sup.10 or --(CH.sub.2).sub.q CO.sub.2 R.sup.10 wherein r is 1 to 4, q is 0 to 4; said alkeny and alkynyl R groups not containing --OH, -
REFERENCES:
patent: 3325501 (1967-06-01), Ettingen et al.
patent: 3326924 (1967-06-01), Villani
patent: 3717647 (1973-02-01), Villani
patent: 3803153 (1974-04-01), Villani
patent: 3803154 (1974-04-01), Drukker
patent: 3849410 (1974-11-01), Nakanishi et al.
patent: 3966944 (1976-06-01), Carter
patent: 4022902 (1977-05-01), Remy
patent: 4160031 (1979-07-01), Remy
patent: 4282233 (1981-08-01), Villani
patent: 4355036 (1982-10-01), Villani
patent: 4609664 (1986-09-01), Hasspacher
patent: 4826853 (1989-05-01), Piwinski et al.
patent: 4889858 (1989-12-01), Uno et al.
patent: 4912222 (1990-03-01), Griffith et al.
patent: 5089496 (1992-02-01), Piwinski et al.
patent: 5104876 (1992-04-01), Piwinski et al.
patent: 5151423 (1992-09-01), Piwinski
patent: 5231105 (1993-07-01), Shoji
patent: 5250681 (1993-10-01), Shoji
Villani et al., Journal of Medicinal Chemistry, vol. 15, No. 7, pp. 750-754 (1972).
Arzn. Forsh., 36, 1311-1314 (1986).
Green Michael J.
Piwinski John J.
Wong Jesse K.
Chang Ceila
Jeanette Henry C.
Schering Corporation
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