Having -c(=x)-, Wherein X Is Chalcogen, Bonded Directly To The Tropane Ring System Patents (Class 546/132)
  • Patent number: 5234931
    Abstract: This invention relates to compounds of the formula ##STR1## where X is --O--, --S-- or --NH--;Y is hydrogen, halogen and loweralkoxy;p is 1 or 2;n is 2, 3 or 4;R is hydrogen, loweralkyl, loweralkoxy, hydroxy, halogen, amino, loweralkylamino, nitro, loweralkylthio, trifluoromethoxy, cyano, trifluoromethyl, ##STR2## R.sub.1 is hydrogen, loweralkyl, loweralkoxy, halogen, hydroxy, carboxyl, loweralkylamino, nitro, loweralkylthio, cyano, and trifluoromethyl;m is 1 or 2; a pharmaceutically acceptable acid addition salt thereof and, where applicable the geometric and optical isomers and racemic mixtures thereof.The compounds and compositions of this invention are useful as antipsychotic agents, as 5-HT.sub.3 receptor antagonists and as inhibitors of the reuptake of serotonin.
    Type: Grant
    Filed: February 4, 1992
    Date of Patent: August 10, 1993
    Assignee: Hoechst-Roussel Pharmaceuticals Incorporated
    Inventors: Edward J. Glamkowski, David M. Fink, Barbara E. Kurys, Yulin Chiang
  • Patent number: 5128118
    Abstract: 3.beta.-[4-iodophenyl]-tropan-2.beta.-carboxylic acid methyl ester tartrate is a high affinity binding ligand for neurotransmitters in mammalian brains. It and its congeners may be employed for imaging and other brain scanning techniques that allow the determination of the presence of cocaine receptors, such as neurotransmitters and the like.
    Type: Grant
    Filed: August 9, 1990
    Date of Patent: July 7, 1992
    Assignee: Research Triangle Institute
    Inventors: Frank I. Carroll, Anita H. Lewin, Philip Abraham, Michael J. Kuhar, John W. Boja
  • Patent number: 4889849
    Abstract: The invention relates to new spasmolytically active tertiary amine derivatives and the salts thereof, of the formula (1) ##STR1## wherein the symbols have the following meanings: .circle.A is phenyl, or a 5- or 6-membered aromatic group containing 1 or 2 of the following hetero atoms: oxygen and/or sulphur and/or nitrogen;R.sub.1 and R.sub.2 may be equal or different and are hydrogen or substituents;R.sub.3 is a hydrogen atom or, together with R.sub.4, may form a ring consisting of 6 or 7 carbon atoms;R.sub.4 is a hydrogen atom or alkyl group having 1-3 carbon atoms;R.sub.5 is a straight, branched or cyclic alkyl group having 1-4 carbon atoms;R.sub.6 is a straight or branched, saturated or unsaturated alkylene group having a chain length of 2-6 carbon atoms;Z is the group NR.sub.12, wherein R.sub.12 is a hydrogen atom or an alkyl group having 1-3 carbon atoms, or Z is an oxygen atom;n has the value 0 or 1;X is a carbonyl group, thiocarbonyl group or SO.sub.2 group;R.sub.7 and R.sub.
    Type: Grant
    Filed: January 9, 1989
    Date of Patent: December 26, 1989
    Assignee: Duphar International Research B.V.
    Inventors: Ineke Van Wijngaarden, Johannes M. A. Zwagemakers, Jan Van Dijk
  • Patent number: 4877785
    Abstract: Non-peptidyl compounds characterized generally as .beta.-succinamidoacyl aminodios are useful as renin inhibitors for the treatment of hypertension.
    Type: Grant
    Filed: October 1, 1987
    Date of Patent: October 31, 1989
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran
  • Patent number: 4379936
    Abstract: 3.alpha.-Benzoylamino-2.beta.-hydroxy-nortropanes substituted in the 8-position by an alkoxycarbonyl or alkanoyl group, useful as analgesics, are prepared by reacting the corresponding 2.beta.,3.beta.-epoxy-nortropane with benzylamine in the presence of phenol.
    Type: Grant
    Filed: April 19, 1982
    Date of Patent: April 12, 1983
    Assignee: Sterling Drug Inc.
    Inventor: Robert L. G. Clarke
  • Patent number: 4366154
    Abstract: Tropyl derivatives of the formula: ##STR1## in which R.sup.1 is (a) phenyl linked through a direct bond, --O--, ##STR2## (in which m=2 or 3); (b) diphenylmethyl; or (c) 10H-phenothiazin-10-yl; (each of which type may be substituted, or unsubstituted); R.sup.2 is --H, --OH, or --O Si (CH.sub.3).sub.3 ; and R.sup.3 is substituted or unsubstituted phenyl, e.g. 4-[3-(4-fluorobenzoyl)-8-azabicyclo [3.2.1]oct-8-yl]-1-(-4-fluorophenyl)-1-butanone, in free base form or pharmaceutically acceptable acid addition salts are useful as pharmaceuticals.
    Type: Grant
    Filed: November 9, 1981
    Date of Patent: December 28, 1982
    Assignee: Sandoz, Inc.
    Inventor: John C. Tomesch
  • Patent number: 4350691
    Abstract: Compounds of the formula (III) and pharmaceutically acceptable salts thereof: ##STR1## wherein: R.sub.1 is a C.sub.1-6 alkoxy or C.sub.1-6 alkylthio group;R.sub.2 and R.sub.3 are the same or different and are hydrogen, halogen, CF.sub.3, C.sub.1-7 acyl, C.sub.1-7 acylamino or amino, aminocarbonyl or aminosulphonyl optionally substituted by one or two C.sub.1-6 alkyl groups, C.sub.1-6 alkylsulphonyl, C.sub.1-6 alkylsulphinyl, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, hydroxy or nitro or R.sub.1 and R.sub.2 taken together are methylenedioxy or ethylenedioxy in which case R.sub.3 is any one of the groups given for R.sub.2 and R.sub.3 above;R.sub.4 is C.sub.1-7 alkyl or a group --(CH.sub.2).sub.s R.sub.6 where s is 0 to 2 and R.sub.6 is a C.sub.3-8 cycloalkyl group, or a group --(CH.sub.2).sub.t R.sub.7 where t is 1 or 2 and R.sub.7 is a phenyl group optionally substituted by one or two substituents selected from C.sub.1-6 alkyl, C.sub.
    Type: Grant
    Filed: December 5, 1980
    Date of Patent: September 21, 1982
    Assignee: Beecham Group Limited
    Inventors: Michael S. Hadley, Frank E. Blaney
  • Patent number: 4341895
    Abstract: 3.alpha.-Benzylamino-2.beta.-hydroxy-nortropanes substituted in the 8-position by an alkoxycarbonyl or alkanoyl group, useful as analgesics, are prepared by reacting the corresponding 2.beta.,3.beta.-epoxy-nortropane with enzylamine in the presence of phenol.
    Type: Grant
    Filed: March 3, 1981
    Date of Patent: July 27, 1982
    Assignee: Sterling Drug Inc.
    Inventor: Robert L. Clarke
  • Patent number: 4179567
    Abstract: Compounds of the tropane (8-azabicyclo[3.2.1]octane) series having an aromatic substiutent in the 2-position and a carboalkoxy group in the 3-position are prepared by reacting a tropane-3-carboxylate having a double bond in the 2,3-position with an aryl Grignard reagent. Transformations of the substituent on nitrogen are subsequently effected. Compounds where the 3-carboalkoxy group is in the exo configuration possess hypoglycemic activity, and those where the 3-carboalkoxy group is in the endo configuration possess narcotic antagonist activity.
    Type: Grant
    Filed: April 10, 1978
    Date of Patent: December 18, 1979
    Assignee: Sterling Drug Inc.
    Inventors: Robert L. Clarke, Sol J. Daum
  • Patent number: 4160099
    Abstract: Labile quaternary ammonium salts of the following formula (I) and (II) are provided: ##STR1## wherein ##STR2## represents a tertiary aliphatic amine; wherein ##STR3## represents an unsaturated amine; wherein R represents a member selected from the group consisting of a hydrogen atom, a C.sub.1 -C.sub.8 open chain or cyclo alkyl group, a C.sub.1 -C.sub.8 alkoxyalkyl group, a C.sub.1 -C.sub.8 acyloxyalkyl group, a C.sub.1 -C.sub.8 haloalkyl group, a C.sub.1 -C.sub.8 carboxyalkyl group, a C.sub.2 -C.sub.8 alkenylphenyl group, an aryl group, and a substituted aryl group, whose substituents are selected from the group consisting of a halogen atom, an O-lower alkyl (C.sub.1 -C.sub.4) group, an O-acyl group, a nitro group, a carboxyl group, and a carboethoxy group; wherein R.sub.1 which may be the same or different, represents any member defined by R above with the proviso that R.sub.
    Type: Grant
    Filed: September 20, 1976
    Date of Patent: July 3, 1979
    Assignee: Interx Research Corporation
    Inventor: Nicolae S. Bodor