The Additional Hetero Ring Consists Of One Oxygen And Four Carbons Patents (Class 546/214)
  • Patent number: 5350852
    Abstract: The invention relates to a process for making compounds of formula: ##STR1##
    Type: Grant
    Filed: August 13, 1993
    Date of Patent: September 27, 1994
    Assignee: Sanofi
    Inventors: Xavier Emonds-Alt, Pierre Goulaouic, Vincenzo Proietto, Didier Van Broeck
  • Patent number: 5350758
    Abstract: The present invention relates to piperidyl sulfonamides and sulfoxamides which are useful as inhibitors of cholesterol biosynthesis and as agents which lower total serum cholesterol in patients in need thereof.
    Type: Grant
    Filed: December 18, 1992
    Date of Patent: September 27, 1994
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Marion W. Wannamaker, William A. VanSickle, William R. Moore
  • Patent number: 5336686
    Abstract: A compound selected from the group consisting of a compound of the formula ##STR1## wherein the substituents are defined as in the application having antiglucocorticoid and antiprogestomimetic properties and a process and intermediates for their preparation.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: August 9, 1994
    Assignee: Roussel-Uclaf
    Inventors: Lucien Nedelec, Francois Nique, Daniel Philibert
  • Patent number: 5332817
    Abstract: The present invention relates to novel 3-amino-piperidine derivatives and related nitrogen containing heterocyclic compounds, and specifically, to compounds of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, Y and m are as defined below. These novel compounds are useful in the treatment of inflammatory and central nervous system disorders, as well as other disorders. The invention also relates to novel intermediates used in the synthesis of compounds of the formula I.
    Type: Grant
    Filed: February 8, 1993
    Date of Patent: July 26, 1994
    Assignee: Pfizer Inc.
    Inventors: Manoj C. Desai, Terry J. Rosen
  • Patent number: 5328916
    Abstract: New heterocyclic compounds of the formulaX--W--CR.sup.1 R.sup.2 --CO--Y--NR.sup.3 --CHR.sup.4 --CR.sup.5 --CH.sub.2 --(CR.sup.6 R.sup.7).sub.r --Z--Het Iin which R.sup.1 to R.sup.7, W, X, Y, Z, r and Het have the meanings defined herein, and the salts thereof, inhibit the activity of human plasma renin.
    Type: Grant
    Filed: May 2, 1991
    Date of Patent: July 12, 1994
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Peter Raddatz, Claus J. Schmitges, Klaus-Otto Minck
  • Patent number: 5300500
    Abstract: Novel podophyllotoxin compounds and their use in treating tumors are disclosed.
    Type: Grant
    Filed: December 8, 1992
    Date of Patent: April 5, 1994
    Assignees: The University of North Carolina at Chapel Hill, Yale University
    Inventors: Kuo-Hsiung Lee, Yung-Chi Cheng, Yi-Lin Zhang
  • Patent number: 5294719
    Abstract: Compounds useful as a stabilizer for a variety of organic materials of an intermediate thereof, or as an intermediate of medicines or agricultural chemicals are disclosed, which are cyclohexylamine derivatives represented by the general formula [I]: ##STR1## wherein R.sup.1 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an acyl group having 2 to 7 carbon atoms or an arylalkyl group having 7 to 10 carbon atoms; R.sup.2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R.sup.3 and R.sup.4 both represent a hydrogen atom, or one of R.sup.3 and R.sup.4 represents a hydrogen atom and the other represents a group --CH.sub.2 --R.sup.5, or R.sup.3 and R.sup.4 together form a group .dbd.CH--R.sup.5, in which R.sup.5 represents an unsubstituted or C.sub.1 -C.sub.4 alkyl substituted phenyl group, a 2-furyl group, a cyclohexyl group or a 2-tetrahydrofuryl group; X represents an alkylene group having 1 to 3 carbon atoms; and n denotes 1 or 2.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: March 15, 1994
    Assignee: Mitsubishi Petrochemical Company Limited
    Inventors: Hideki Kurokawa, Mitsumasa Kaitoh, Akiyoshi Ohnishi
  • Patent number: 5290796
    Abstract: The invention is related to compounds, being useful in treating psychosis, of the formula: ##STR1## wherein R.sup.1 is lower-alkyl, or phenyl-lower-alkyl;R.sup.2, R.sup.3 and R.sup.4 are the same or different lower-alkyl;n is zero or one;R.sup.5 is hydrogen, lower-alkyl, C.sub.3 -C.sub.7 -monocyclic cycloalkyl, lower-alkoxy, phenyl, phenyl-lower-alkyl, phenyl-lower-alkyl in which the phenyl ring is substituted in the 2, 3, or 4-position by one to two, the same or different, halogen substituents, or R.sup.5 is a 5-membered aromatic monocyclic heterocycle selected from the group consisting of thienyl, furanyl and isoxazolyl;R.sup.6 is hydrogen or lower-alkyl; or when n is zero, R.sup.5 and R.sup.6 together are --(CH.sub.2).sub.m -- wherein m is an integer from four to six; with the proviso that when R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are methyl, n is zero and R.sup.6 is hydrogen or methyl, R.sup.5 cannot be hydrogen; further provided that when n is zero, R.sup.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: March 1, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Diane L. DeHaven-Hudkins, John P. Mallamo, William F. Michne, Martha R. Heimann
  • Patent number: 5286733
    Abstract: The invention is related to compounds, being useful in treating psychosis, of the formula: ##STR1## wherein: R.sup.1 is hydrogen, lower-alkyl, phenyl-lower-alkyl, C.sub.3 -C.sub.7 -monocyclic cycloalkyl-lower-alkyl, or hydroxy-C.sub.3 -C.sub.7 -monocycliccycloalkyl-lower-alkyl;R.sup.2 is lower-alkyl;R.sup.3 is hydrogen or lower-alkyl;R.sup.4 is lower-alkyl;n is an integer from zero to three; andR.sup.5 is hydroxy, lower-alkoxy, lower-alkyl, C.sub.3 -C.sub.7 -monocyclic cycloalkyl, phenyl, or a 5-membered heterocycle selected from furanyl, thienyl and isoxazolyl;with the proviso that when n is zero, R.sup.5 is other than hydroxy or a pharmaceutically acceptable acid-addition salt thereof.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: February 15, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Diane L. DeHaven-Hudkins, John P. Mallamo, William F. Michne, Martha R. Heimann
  • Patent number: 5260443
    Abstract: Disclosed is a piperidine derivatives of a formula: ##STR1## wherein R.sup.0 indicates a hydrogen atom or a group R--CO).sub.n where R is an alkyl, alkylene or arylene group capable of having 1 to 4 carboxylic group;R.sup.1 indicates a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an acyl group having 2 to 7 carbon atoms, or an arylalkyl group having 7 to 10 carbon atoms;R.sup.2 and R.sup.2' respectively indicate a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms;R.sup.3 and R.sup.4 in combination indicate a group .dbd.CH--R.sup.5, or R.sup.3 indicates a hydrogen atom and R.sup.4 indicates either --CH.sub.2 --R.sup.5 wherein R.sup.5 is a substituted or non-substituted phenyl group or a substituted or non-substituted cyclohexyl group the substituent being an alkyl having 1 to 4 carbon atoms, or a 2-furyl group or a tetrahydrofuryl group; andn indicates an integer of 1 to 4.The piperidine derivatives are improved photostabilizer to various organic materials including poly-.alpha.
    Type: Grant
    Filed: August 17, 1992
    Date of Patent: November 9, 1993
    Assignee: Mitsubishi Petrochemical Company Limited
    Inventors: Mitsumasa Kaitoh, Hideki Kurokawa, Akiyoshi Ohnishi
  • Patent number: 5254569
    Abstract: This invention relates to (amidomethyl)nitrogen heterocyclic and pyrrolidine compounds, pharmaceutical compositions containing them, methods of using such compounds and processes for making such compounds.
    Type: Grant
    Filed: January 14, 1991
    Date of Patent: October 19, 1993
    Assignee: The Du Pont Merck Pharmaceutical Company
    Inventors: Robert S. Cheeseman, Hollis S. Kezar, III, Richard M. Scribner
  • Patent number: 5250683
    Abstract: A taxane derivative of the formula ##STR1## wherein R.sub.1 and R.sub.3 are independently selected from the group comprising phenyl, naphthalene, C.sub.6 H.sub.5 CHCH--, and ##STR2## provided, however, R.sub.1 and R.sub.3 are not both phenyl;Q is CH.sub.3 --, (CH.sub.3).sub.3 C--, CH.sub.3 O--, Cl, Br, F, NO.sub.2, ##STR3## Z is --OT.sub.1, T.sub.1 is hydrogen, hydroxyl protecting group, or --COT.sub.2,T.sub.2 is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkenyl, C.sub.1 -C.sub.6 alkynyl or monocylic aryl,Ac is acetyl, andE.sub.1 and E.sub.2 are independently selected from hydrogen and functional groups which increase the water solubility of the taxane derivative are useful as antitumor agents.
    Type: Grant
    Filed: April 3, 1992
    Date of Patent: October 5, 1993
    Assignee: Florida State University
    Inventors: Robert A. Holton, Hossain Nadizadeh, Seokchan Kim, Ronald J. Beidiger
  • Patent number: 5243045
    Abstract: A taxane derivative of the formula ##STR1## wherein R.sub.1 is phenyl or substituted phenyl,R.sub.3 is CH.sub.3 O--, or CH.sub.3 CH.sub.2 O--,Z is --OT.sub.1,T.sub.1 is hydrogen, hydroxyl protecting group, or --COT.sub.2.T.sub.2 is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkenyl, C.sub.1 -C.sub.6 alkynyl or monocylic aryl,Ac is acetyl, andE.sub.1 and E.sub.2 are independently selected from hydrogen and functional groups which increase the water solubility of the taxane derivative are useful as antitumor agents.
    Type: Grant
    Filed: April 3, 1992
    Date of Patent: September 7, 1993
    Assignee: Florida State University
    Inventors: Robert A. Holton, Ronald J. Beidiger
  • Patent number: 5236921
    Abstract: The invention relates to compounds of formula: ##STR1## in which Y represents--either a group Cy--N in whichCy represents a phenyl, optionally substituted; a C.sub.3 -C.sub.7 cycloalkyl group; a pyrimidinyl group or a pyridyl group;or a group ##STR2## in which Ar represents a phenyl, optionally substituted, a pyridyl group; a thienyl group;x is zero or one;X represents a hydroxyl, a C.sub.1 -C.sub.4 alkoxy; a hydroxyalkyl; a C.sub.1 -C.sub.4 acyloxy; a phenacyloxy; a carboxyl; a C.sub.1 -C.sub.4 carbalkoxy; a cyano; an aminoalkylene; a group --N--(X.sub.1).sub.2 in which the groups X.sub.1 independently represent hydrogen, a C.sub.1 -C.sub.4 alkyl; a group ##STR3## in which Alk represents a C.sub.1 -C.sub.6 alkyl; a group ##STR4## in which the Alk.sub.1 is a C.sub.1 -C.sub.3 alkylene and Alk'.sub.1 is a C.sub.1 -C.sub.3 alkyl; a C.sub.1 -C.sub.4 acyl; a group --S--X.sub.2 in which X.sub.2 represents hydrogen or a C.sub.1 -C.sub.
    Type: Grant
    Filed: September 5, 1991
    Date of Patent: August 17, 1993
    Assignee: Sanofi
    Inventors: Xavier Emonds-Ai, Pierre Goulaouic, Vincenzo Proietto, Didier Van Broeck
  • Patent number: 5234895
    Abstract: Compounds having the formula ##STR1## in which: R.sub.1 is hydrogen or fluoro;R.sub.2 is halo, trihalomethyl, pentahaloethyl, mono- or difluoromethyl, di-, tri- or tetrafluoroethyl, C.sub.1 -C.sub.2 fluoroalkylthio, C.sub.1 -C.sub.2 fluoroalkoxy, methylthio, methylsulfonyl, halomethylsulfonyl, C.sub.1 -C.sub.2 alkyl or methoxy;R.sub.3 is hydrogen or halo;R.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl; C.sub.2 -C.sub.4 alkenyl; C.sub.2 -C.sub.4 alkynyl; C.sub.1 -C.sub.4 haloalkyl; C.sub.2 -C.sub.4 haloalkenyl; C.sub.1 -C.sub.4 alkoxy; C.sub.2 -C.sub.4 alkoxyalkyl, 3-trifluoromethylphenyl, or --(CH.sub.2).sub.n Y;R.sub.5 and R.sub.6 are hydrogen, or R.sub.5 and R.sub.6 together form a bond;R.sub.7 is C.sub.1 -C.sub.4 alkyl;R.sub.8 and R.sub.9 are hydrogen, or R.sub.8 and R.sub.9 together form a bond;Y is cyano; 4-chlorophenyl; C.sub.3 -C.sub.6 cycloalkyl, furyl or tetrahydrofuryl optionally substituted by halo or C.sub.1 -C.sub.4 alkyl; or COR.sub.10 in which R.sub.10 is hydroxy, C.sub.1 -C.sub.5 alkoxy, C.sub.
    Type: Grant
    Filed: June 19, 1992
    Date of Patent: August 10, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventor: Raymond A. Felix
  • Patent number: 5231105
    Abstract: An ethylamine derivative of formula (I): ##STR1## wherein A represents a carbon atom or a nitrogen atom;B represents a substituted or unsubstituted aralkyl or aryl group;C represents hydrogen, alkyl, aralkyl, or aryl, each of which may optionally be substituted orC may optionally be bonded to A to form an alkylene bridge which is optionally substituted,Q represents a substituted or unsubstituted aryl group, said group optionally being substituted by hetero atom(s) or substituent(s) optionally containing hetero atom(s); andX represents an alkylene bridge having from 2 to 20 carbon atoms and is optionally substituted with groups which include hetero atoms with the non-hetero atom substituents optionally containing hetero atoms.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: July 27, 1993
    Assignee: Ajinomoto Co., Inc.
    Inventors: Masataka Shoji, Kozo Toyota, Chikahiko Eguchi, Ryota Yoshimoto, Yosikatsu Koyama, Hideki Domoto, Akira Kamimura
  • Patent number: 5227400
    Abstract: A taxane derivative of the formula ##STR1## wherein ##STR2## Z is --OT.sub.1, T.sub.1 is hydrogen, hydroxyl protecting group, or --COT.sub.2,T.sub.2 is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkenyl, C.sub.1 -C.sub.6 alkynyl or monocylic aryl,R.sub.3 is benzoyl, substituted benzoyl or C.sub.1 -C.sub.6 alkoxycarbonyl,Ac is acetyl, andE.sub.1 and E.sub.2 are independently selected from hydrogen and functional groups which increase the water solubility of the taxane derivative are useful as antitumor agents.
    Type: Grant
    Filed: April 3, 1992
    Date of Patent: July 13, 1993
    Assignee: Florida State University
    Inventors: Robert A. Holton, Hossain Nadizadeh, Ronald J. Beidiger
  • Patent number: 5227379
    Abstract: Piperidine compounds having the formula ##STR1## wherein R.sup.3 is 3,4-methylenedioxyphenyl, phenyl, or naphthyl which are optionally substituted with one or more halogen, C.sub.1-6 -alkoxy, or phenoxy, cyano, mono or poly halogenated C.sub.1-6 -alkyl, C.sub.2-6 -alkenyl, C.sub.1-6 -alkyl, or C.sub.3-5 -alkylene, R.sup.1 is straight or branched C.sub.1-8 -alkyl substituted with piperidinyl morpholinyl thiomorpholinyl dioxolanyl or tetrahydrofuranyl, which heterocyclic radical is unsubstituted or C.sub.1-6 -alkyl substituted,X is hydrogen, halogen, trifluoromethyl, hydroxy, cyano, or C.sub.1-8 -alkoxy,Y is O or S; and pharmaceutically-acceptable acid addition salts thereof.The compounds are useful in the treatment of anoxia, migraine, ischemia, and epilepsy.
    Type: Grant
    Filed: December 5, 1991
    Date of Patent: July 13, 1993
    Assignee: Novo Nordisk A/S
    Inventors: Palle Jakobsen, Jorgen Drejer
  • Patent number: 5216167
    Abstract: Phenylacetic acid benzylamides having the following general structure ##STR1## wherein the substituents are defined herein, are disclosed, which compounds are hypoglcemic agents.
    Type: Grant
    Filed: June 21, 1990
    Date of Patent: June 1, 1993
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Wolfgang Grell, Rudolf Hurnaus, Gerhart Griss, deceased, Robert Sauter, Manfred Reiffen, Eckhard Rupprecht
  • Patent number: 5208232
    Abstract: Novel piperidine compounds having the formula ##STR1## wherein the symbols have the same meanings as set forth in the specification, and salts thereof with a pharmaceutically acceptable acid, are disclosed.The novel compounds are useful in the treatment of anoxia, migraine, ischemia and epilepsy.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: May 4, 1993
    Assignee: Novo Nordisk A/S
    Inventors: Palle Jakobsen, Jorgen Dreger
  • Patent number: 5207817
    Abstract: Herbicidal 5H-furan-2-one derivatives of the formula ##STR1## in which X represents the radical OR.sup.1 or the radical ##STR2## q represents the number 0 or 1, R.sup.2 is optionally substituted aryl, andR.sup.3 and R.sup.6 are hydrogen or various organic radicals,with certain provisos and exceptions.
    Type: Grant
    Filed: October 17, 1991
    Date of Patent: May 4, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Gerd Kleefeld, Jurgen Bachmann, Peter Babczinski, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5196532
    Abstract: Compounds of formula I ##STR1## where R.sup.1 and R.sup.2 are each hydrogen or methyl, A is an ethylene or methylene radical which is unsubstituted or substituted by methyl, hydroxyl or oxo,L is a saturated or unsaturated five-membered or six-membered heterocyclic structure which is unsubstituted or substituted by hydroxyl, mercapto, C.sub.1 -C.sub.6 -alkyl, or C.sub.1 -C.sub.4 -alkanoyl and has from 1 to 3 heteroatoms from the group consisting of N, O and S, the second and third heteroatoms being a nitrogen atom,R.sup.3 is hydrogen, a hydroxy or C.sub.1 -C.sub.6 -alkoxy group,R.sup.4 is hydrogen, C.sub.1 -C.sub.4 -alkyl, halogen or methoxy,R.sup.5 is hydrogen or methoxy or tert-butyl,R.sup.6 is hydrogen methyl, nitrile or a C.sub.2 -C.sub.10 -ketal group or the radical --CHR.sup.7 OR.sup.8 --CHR.sup.7 --NR.sup.9 R.sup.10, --COR.sup.11, --SR.sup.12, ##STR2## in which R.sup.7 is hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sup.8 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.
    Type: Grant
    Filed: June 18, 1991
    Date of Patent: March 23, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Heiner Wuest, Bernd Janssen, William V. Murray, Michael P. Wachter, Stanley Bell
  • Patent number: 5190958
    Abstract: The invention provides piperidine derivatives of the general formula ##STR1## or an acid-addition salt or metal salt complex thereof, in which R represents a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, aryl, arylcarbonyl, heterocyclyl or heterocyclyloxy group; R.sup.1 represents an optionally substituted alkyl, phenyl, benzyl or cycloalkyl group; R.sup.2 represents a hydrogen atom or an optionally substituted alkyl group; one of W and X represents --CH.sub.2 --, --CH.sub.2 CH.sub.2 -- or --O--, the other of W and X being --CH.sub.2 -- or --CH.sub.2 CH.sub.2 or X represents a single chemical bond; m is 0 or 1 and n represents an integer from 0 to 3; processes for their preparation; compositions containing such compounds and their use as fungicides.
    Type: Grant
    Filed: December 24, 1990
    Date of Patent: March 2, 1993
    Assignee: Shell Research Limited
    Inventors: Paul A. Carter, Surinder Singh
  • Patent number: 5190961
    Abstract: Thiourea derivatives represented by the formula (I) ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and each represents a lower alkyl group, or R.sub.1 or R.sub.2 taken together represent a group having the formula --(CH.sub.2).sub.m --in which m is 4 or 5, R.sub.3 represents a lower alkyl group or a cycloalkyl group or a group having the formula--(CH.sub.2).sub.l --R.sub.4 in which R.sub.4 is a phenyl, naphthyl, pyridyl, furyl or thienyl group optionally having 1-3 substituents selected from the group consisting of lower alkyl, lower alkoxy, phenoxy, lower alkylthio, hydroxy, halogen, nitro, cyano and trifluoromethyl, and l represents an integer of 0 to 2 and n represents an integer of 1 to 5 or a physiologically acceptable salt thereof.The compounds of the invention are useful as a therapeutic agent for peptic ulcers which is also effective on prevention of the recurrence after discontinuation of the administration due to the antimicrobial activity against Helicobacter pyroli.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: March 2, 1993
    Assignee: Terumo Kabushiki Kaisha
    Inventors: Hirokazu Hasegawa, Isamu Endo, Shingo Koyama, Masashi Isozaki, Yukari Yoshiyama, Shigenori Nozawa, Norio Arakawa
  • Patent number: 5189172
    Abstract: Disclosed is a piperidine derivatives of a formula: ##STR1## wherein: R.sup.o indicates a hydrogen atom or a group R--CO).sub.n where R is an alkyl, alkylene or arylene group capable of having 1 to 4 carboxylic group;R.sup.1 indicates a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an acyl group having 2 to 7 carbon atoms, or an arylalkyl group having 7 to 10 carbon atoms;R.sup.2 and R.sup.2' respectively indicate a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms;R.sup.3 and R.sup.4 in combination indicate a group .dbd.CH--R.sup.5, or R.sup.3 indicates a hydrogen atom and R.sup.4 indicates either --CH.sub.2 --R.sup.5 wherein R.sup.5 is a substituted or non-substituted phenyl group or a substituted or non-substituted cyclohexyl group the substituent being an alkyl having 1 to 4 carbon atoms, or a 2-furyl group or a tetrahydrofuryl group; andn indicates an integer of 1 to 4.The piperidine derivatives are improved photostabilizer to various organic materials including poly-.alpha.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: February 23, 1993
    Assignee: Mitsubishi Petrochemical Company Limited
    Inventors: Mitsumasa Kaitoh, Hideki Kurokawa, Akiyoshi Ohnishi
  • Patent number: 5185335
    Abstract: Piperidine derivatives of formula ##STR1## wherein A is a radical of formula ##STR2## wherein one or two hydrogen atoms in said radicals (a-1) to (a-3) may be replaced by a C.sub.1-6 alkyl radical;R.sup.1 is hydrogen or halo; R.sup.2 is hydrogen, amino, mono or di(C.sub.1-6 alkyl)amino or C.sub.1-6 alkylcarbonylamino; R.sup.3 is hydrogen or C.sub.1-6 alkyl; L is C.sub.3-6 cycloalkyl, C.sub.5-6 cycloalkanone, C.sub.3-6 alkenyl optionally substituted with aryl, or L is a radical of formula ##STR3## the N-oxide forms, addition salts and stereochemically isomeric forms thereof, said compounds having gastrointestinal motility stimulating properties. Pharmaceutical compositions containing these compounds as active ingredient, and a method of preparing said compounds and pharmaceutical compositions.
    Type: Grant
    Filed: February 4, 1991
    Date of Patent: February 9, 1993
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Georges H. P. Van Daele, Jean-Paul R. M. A. Bosmans, Michel A. J. De Cleyn
  • Patent number: 5166416
    Abstract: The invention relates to new propenone oxime ethers, a method of preparing them and pharmaceutical compositions containing them.Said new propenone oxime ethers have the formula ##STR1## in which--Ar and Ar' each independentlyl denotes a phenyl group non-substituted, mono or polysubstituted, a 9-anthryl group or a naphthyl group, a pyridyl, thienyl or furyl group;R.sub.1 R.sub.2 each independently denotes hydrogen, a C.sub.1 -C.sub.4 alkyl group or together with the N-atom to which they are bonded a 1-pyrrolidinyl, piperidino, morpholino or 1-piperazinyl group;M=H, Cl, Br or a C.sub.1 -C.sub.6 alkyl groupn=2 or 3.The invention also deals with the salts of compounds of formula (I). Said compounds have good activity in the anti platelet-clotting tests and are also antagonists of the 5HT.sub.2 receptors.
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: November 24, 1992
    Assignee: Societe Anonyme: Sanofi
    Inventors: Christian Congy, Patrick Gueule, Bernard Labeeuw, Murielle Rinaldi
  • Patent number: 5145975
    Abstract: The present invention relates to the treatment of diseases caused by invading organisms in a host by first identifying an enzymatic difference between the host and the invading organism and then administering to the host a pharmaceutically effective amount of a subversive substrate for the differing enzyme of the invading organism, whereby the action of the differing enzyme causes a result counter to the intended result and function of the enzyme that results in its debilitation or death. In particular, treatment of parasitic diseases caused by kinetoplastids including trypanosomes and leishmanias, e.g., African sleeping sickness, Chagas' disease, oriental sore and kala-azar is accomplished by administration of a pharmaceutically effective antiparasitic amount of a competitive toxigenic substrate for trypanothione reductase. Methods of treatment and compositions therefor contain a competitive toxigenic substrate for trypanothione reductase. Numerous compounds and corresponding compositions are disclosed.
    Type: Grant
    Filed: July 6, 1990
    Date of Patent: September 8, 1992
    Assignee: The Rockefeller University
    Inventors: Graeme B. Henderson, Peter C. Ulrich, Anthony Cerami
  • Patent number: 5144037
    Abstract: Antiviral O-acylated derivatives of 1,5-dideoxy-1,5-imino-D-glucitol are disclosed that contain an N-alkyl or N-aroyl radical in which from one to four of the free hydroxyl groups are O-acylated with carboxylic alkanoyl radicals selected from the group consisting of .omega.,.omega.,.omega.-trifluoro alkanoyl having from three to eight carbon atoms, carboxylic cycloalkanoyl groups having from four to eight carbon atoms and carboxylic acyclic alkanoyl groups having from two to ten carbon atoms, wherein the N-aroyl radical is selected from the group consisting of p-decylbenzoyl, 3-(p-chlorophenoxy)propanoyl, 2-(acetyloxy)benzoyl, [1,1'-biphenyl]-4-ylcarbonyl, 2-thiopheneacetyl, trans-3-furanacryloyl, 3-methoxyphenylacetyl and 3-(trifluoromethyl)benzoyl, and wherein the N-alkyl contains from one to fourteen carbon atoms, provided that when N-alkyl contains from one to five carbon atoms the O-acylated groups are .omega.,.omega.,.omega.-trifluoro alkanoyl or carboxylic cycloalkanoyl.
    Type: Grant
    Filed: January 10, 1991
    Date of Patent: September 1, 1992
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Partis, Francis J. Koszyk, Richard A. Mueller
  • Patent number: 5134128
    Abstract: New 5-hydroxy-2-furanone compounds having anti-inflammatory, immunosuppressive and anti-proliferative activity and are useful in treating psoriasis and modifying calcium homeostasis.
    Type: Grant
    Filed: May 13, 1991
    Date of Patent: July 28, 1992
    Assignee: Allergan, Inc.
    Inventors: Gary C. M. Lee, Michael E. Garst, John N. Bonfiglio, Elizabeth T. Syage
  • Patent number: 5128348
    Abstract: Certain hexane and heptane amines including geometric and stereoisomers, agricultural compositions containing them and their use as fungicides.
    Type: Grant
    Filed: September 12, 1990
    Date of Patent: July 7, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Gregory S. Basarab
  • Patent number: 5120746
    Abstract: This invention relates to amine derivatives and salts thereof. These compounds have an anti-ulcer activity which is effective to human beings and animals. This disclosure relates to such compound, a process for the preparation thereof and an anti-ulcer agent containing the same.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: June 9, 1992
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Shiro Hirai, Hiroshi Hirano, Hirotoshi Arai, Yasuo Kiba, Hisanari Shibata, Yoshikazu Kusayanag, Minako Yotsuji, Kazuhiko Hashiba, Kikuko Tanada
  • Patent number: 5110986
    Abstract: This application relates to a process for preparing a N-t-alkyl-1,2-diacylhydrazine by reacting a 1,3,4-oxadiazole with a tertiary alkyl cation precursor in the presence of a strong acid catalyst. Preferably, the 1,3,4-oxadiazole is a 2,5-disubstituted-1,3,4-oxadiazole and more preferably a 2,5-diaryl-1,3,4-oxadiazole. The strong acid catalyst is preferably a sulfur containing acid and more preferably sulfuric acid.
    Type: Grant
    Filed: April 26, 1988
    Date of Patent: May 5, 1992
    Assignee: Rohm and Haas Company
    Inventor: Martha J. Kelly
  • Patent number: 5106843
    Abstract: Aryl ureas and carbamic acid derivatives of formulaA--NHCW--Y--Band pharmaceutically acceptable salts thereof whereinA is a specified aromatic radical including 3,5-dichlorophenylW is O or SY is NH or O andB is a specified saturated azacyclic ring, e.g. tropan-3-yl or quinuclidin-3-yl,possess 5-HT.sub.3 -antagonistic activity and are, for example, useful in treatment of migraine, emesis, anxiety, gastro-intestinal disorders and as anti-psychotics.
    Type: Grant
    Filed: December 19, 1989
    Date of Patent: April 21, 1992
    Assignee: American Home Products Corporation
    Inventors: Terence J. Ward, Janet C. White
  • Patent number: 5098915
    Abstract: Substituted N-benzylpiperidine amides, which have activity as Class III antiarrhythmic agents, acting by prolonging cardiac action potential repolarization. The invention further provides for compositions incorporating the compunds and methods of their use, as well as providing for pharmaceutically acceptable salts of the compounds.
    Type: Grant
    Filed: September 5, 1989
    Date of Patent: March 24, 1992
    Assignee: G. D. Searle & Co.
    Inventors: Bipinchandra N. Desai, Kerry W. Fowler, Alan E. Moormann
  • Patent number: 5091426
    Abstract: A method of preventing epileptic seizures in a human or lower animal subject susceptible to said seizures, comprising systemically administering to said subject a safe and effective amount of a compound of the formula: ##STR1## wherein (a) X is halo or nil, and Y is a substituent selected from the group consisting of unsubstituted or halogen-substituted methyl, halo, nitro, amino, and methoxy; and(b) R is R.sup.1 C(O)OH, R.sup.1 C(O)N(R.sup.2).sub.2, or R.sup.1 N(R.sup.2).sub.2 ; whereR.sup.1 is C.sub.1 -C.sub.3 alkylene which is unsubstituted or substituted with C.sub.1 -C.sub.2 alkyl; andeach R.sup.2 is, independently, hydrogen or lower alkyl; orboth R.sup.2 groups are connected to form a saturated 5- or 6-membered heterocycle containing 1 or 2 heteroatoms, wherein one of which is nitrogen and the other is selected from oxygen and nitrogen and said heterocycle is unsubstituted or substituted with lower alkyl or hydroxy-substituted lower alkyl;or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: June 23, 1989
    Date of Patent: February 25, 1992
    Assignee: Norwich Eaton Pharmaceuticals, Inc.
    Inventor: Stanford S. Pelosi, Jr.
  • Patent number: 5075301
    Abstract: A furan derivative and a pharmaceutically acceptable salt thereof having gastrointestinal enterokinetic activity which is expected to be used in a broad spectrum of diseases associated with gastrointestinal dyskinesia.
    Type: Grant
    Filed: August 14, 1990
    Date of Patent: December 24, 1991
    Assignee: Kyowa Hakko Kogyo, Co., Ltd.
    Inventors: Setsuya Sasho, Shunji Ichikawa, Hiromasa Kato, Hiroyuki Obase, Katsuichi Shuto, Yoshimasa Oiji
  • Patent number: 5053504
    Abstract: A process is disclosed for providing benzazepine intermediates of the formulae ##STR1## wherein R.sub.3, R.sub.4 and Y are as defined herein, which intermediates are useful in a process for the preparation of pharmaceutically useful benzazepine derivatives.
    Type: Grant
    Filed: November 29, 1989
    Date of Patent: October 1, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Wen-Sen Li, John K. Thottathil, Michael Murphy
  • Patent number: 5043459
    Abstract: This invention relates to novel saccharoascorbic acid derivatives and their production. The derivatives are represented by the general formula set forth below, for example, an amido, a thioester or carboxylic ester of saccharoascorbic acid, and their salts.The compounds of the present invention are useful for food additives as antioxidants, an intermediate for the production of dichiral compounds and medicines having antithrombotic activity. ##STR1## wherein Z represents ##STR2## --SR.sub.6 or --OR.sub.7, R.sub.4 and R.sub.5 independently represent hydrogen or a hydrocarbon group of 1 to 24 carbon atoms, or R.sub.4 and R.sub.5 may together form --CH.sub.2 --.sub.n in which n is an integer of 4 to 7, R.sub.6 represents a hydrocarbon group of 1 to 24 carbon atoms, R.sub.7 represents hydrogen or a hydrocarbon group of 1 to 24 carbon atoms, R.sub.1, R.sub.2 and R.sub.3 independently represent hydrogen, an acyl group of 1 to 18 carbon atoms or a hydrocarbon group of 1 to 24 carbon atoms, and .about.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: August 27, 1991
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Koichi Matsumura, Yoshihiro Sugihara, Yoshiaki Shimizu, Kouichi Iida, Toshiro Yamashita
  • Patent number: 5043349
    Abstract: Substituted pyrroles, pyrazoles and triazoles such as ##STR1## and their pharmaceutically suitable salts are useful as antihypertensive agents and for treatment of congestive heart failure.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: August 27, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Carini, David J., John J. V. Duncia, Gregory J. Wells
  • Patent number: 5039685
    Abstract: Novel O-alkylated oximes of the general formula I ##STR1## wherein R.sup.1 and R.sup.2 are optionally substituted aromatic or heteroaromatic rings, R.sup.3 is hydrogen or lower alkyl, R.sup.4 is a nitrogen containing, substituted ring or an amino group carrying a substituted ring, and n and m independently are 0, 1 or 2, are potent inhibitors of GABA reuptake from the synaptic cleft.
    Type: Grant
    Filed: May 10, 1989
    Date of Patent: August 13, 1991
    Assignee: Novo Nordisk A/S
    Inventors: Lars J. S. Knutsen, Knud E. Andersen, Anker S. Jorgensen, Ursula Sonnewald
  • Patent number: 5026750
    Abstract: 1-Hydrocarbyloxy hindered amine mercaptoacid esters, thioacetals, sulfides and disulfides are effective light stabilizers for protecting a variety of polymer substrates from the deleterious effects of actinic light.
    Type: Grant
    Filed: February 14, 1990
    Date of Patent: June 25, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Ramanathan Ravichandran
  • Patent number: 5023272
    Abstract: A method of preventing epileptic seizures in a human or mammal subject susceptible to said seizures, comprising systemically administering to said subject a safe and effective amount of a compound of the formula: ##STR1## wherein (a) X is halo or hydrogen, and Y is a substituent selected from the group consisting of unsubstituted or halogen-substituted methyl, halo, nitro, amino, and methoxy; and(b) R is N(R.sup.3).sub.2, OR.sup.1 N(R.sup.3).sub.2, N(R.sup.2)R.sup.1 N(R.sup.3).sub.2, or N(R.sup.2)N(R.sup.3).sub.2 ; whereR.sup.1 is C.sub.1 -C.sub.3 alkylene which is unsubstituted or substituted with C.sub.1 -C.sub.2 alkyl;R.sup.2 is hydrogen or lower alkyl; andeach R.sup.3 is, independently, hydrogen or lower alkyl; or both R.sup.
    Type: Grant
    Filed: June 23, 1989
    Date of Patent: June 11, 1991
    Assignee: Norwich Eaton Pharmaceuticals, Inc.
    Inventors: Homer A. Burch, Alan W. Castellion, Stanford S. Pelosi, Jr.
  • Patent number: 5017702
    Abstract: Useful stabilizers for organic material, in particular plastics and paints, and metal ion deactivators are amides of the formula ##STR1## where R.sup.1 and R.sup.2 are singly methyl or together tetramethylene or pentamethylene, R.sup.3 is hydrogen, alkyl, alkoxycarbonyl, alkanoyl, benzyl, hydroxyethyl, cyanomethyl or aminomethyl, n is 1, 2 or 3 and--when n is 1--R.sup.4 is hydrogen and R.sup.5 is --CO--R.sup.6 is H, alkyl, cycloalkyl, aralkyl, phenoxyalkyl, aryl, a 5- or 6-membered heterocycle, alkoxy, aryloxy, cycloalkyloxy, phenylalkoxy, carbamoyl or --SO.sub.2 --R.sup.8 where R.sup.8 is alkyl or phenyl or ##STR2## is a phthalimide group or--when n is 2--R.sup.4 is H and R.sup.5 is --CO--Z--CO-- where Z is a chemical bond, C.sub.1 -C.sub.8 -alkylene, oxaalkylene, phenylene, cyclohexylene, biphenylene, biphenylene oxide, dioxyphenylene, diaminophenylene, diaminocyclohexylene, 1-.OMEGA.-diiminoalkylene or a 2-valent heterocycle or ##STR3## is a pyromellimide group or--when n is 3--R.sup.4 is H and R.sup.
    Type: Grant
    Filed: July 6, 1989
    Date of Patent: May 21, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Alexander Aumueller, Peter Neumann, Hubert Trauth
  • Patent number: 5015678
    Abstract: The Michael addition products of N-hydroxy hindered amines with alpha,beta-unsaturated carbonyl compounds including derivatives of esters, amids, imides and anhydrides are effective stabilizers for protecting organic polymers from the deleterious effects of actinic light.
    Type: Grant
    Filed: February 14, 1990
    Date of Patent: May 14, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Raymond Seltzer, James P. Galbo, Ramanathan Ravichandran
  • Patent number: 5010090
    Abstract: 1-Aminobut-3-en derivatives having optionally substituted furanyl, thienyl, pyridyl and/or pyrrolyl in the 4-position and 3-carboxypiperidin-1-yl, 3-carboxytetrahydropyrid-1-yl or 3 carboxymethylpyrrolidin-1-yl in the 1-position potentiate GABA-ergic neurotransmission.
    Type: Grant
    Filed: October 7, 1988
    Date of Patent: April 23, 1991
    Assignee: Novo Nordisk A/S.
    Inventors: Frederik C. Gronvald, Claus Braestrup
  • Patent number: 4996215
    Abstract: A new piperidine compound is pharmacologically effective for treatment of the arrythmia and is defined by the formula: ##STR1## in which R.sup.1 is a lower alkyl or a tolyl, R.sup.2 is hydrogen, hydroxyl, a lower alkoxy or a lower alkyl, R.sup.3 is hydrogen, a lower alkyl, a lower alkenyl, a cycloalkyl or a cycloalkylalkyl, X is --CO--, --CH.sub.2 -- or --CHOH--, g is an integer of 1 to 3, h is an integer of 1 to 3, Y is hydrogen, a lower alkyl, a lower alkenyl, cyano, --CH.sub.2 COOR, R being hydrogen or a lower alkyl, a cycloalkyl, a cycloalkylalkyl, ##STR2## l being 1 or 2, --A--B, A being --(CH.sub.2).sub.
    Type: Grant
    Filed: September 15, 1989
    Date of Patent: February 26, 1991
    Assignee: Eisai Co., Ltd.
    Inventors: Hitoshi Oinuma, Motosuke Yamanaka, Kazutoshi Miyake, Tomonori Hoshiko, Norio Minami, Tadao Shoji, Yoshiharu Daiku, Kohei Sawada, Kenichi Nomoto
  • Patent number: 4996203
    Abstract: The present invention is directed to a specifically substituted tetrahydrofuran of the formula (I) ##STR1## wherein R.sup.4 is an alkylthio, alkylsulfinyl or alkylsulfonyl containing group and at least one of the substituents at positions 3,4 or 5 contains a heterocyclic, heteroaryl or substituted phenylthio moiety.
    Type: Grant
    Filed: June 8, 1989
    Date of Patent: February 26, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Tesfaye Biftu, Robert L. Bugianesi, Nirindar N. Girotra, Mitree M. Ponpipom, Soumya P. Sahoo, Chan H. Kuo
  • Patent number: 4992441
    Abstract: Mannich bases of the formula (I): ##STR1## where X is oxygen or NR.sup.2, Alk is divalent alkyl, R.sup.1 is an aromatic ring, R.sup.2 is a substituent and the salts thereof. Useful as antipsychotic agents in man to be used in a manner similar to chlorpromazine.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: February 12, 1991
    Assignee: McNeilab, Inc.
    Inventor: Malcolm K. Scott
  • Patent number: 4988727
    Abstract: A compound selected from the group consisting of all enantiomeric and diastereoisomeric forms possible of compounds of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, halogen, and alkyl and alkoxy of 1 to 5 carbon atoms, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms, one of A and B being ##STR2## and the other being ##STR3## R is hydrogen or alkyl of 1 to 5 carbon atoms, Z is --(CH.sub.2).sub.n -- or branched alkylene of 2 to 8 carbon atoms, n is an integer from 0 to 5, Y is selected from the group consisting of naphthyl, indenyl, heterobicyclics and heteromonocyclic containing 5 to 6 ring members, all optionally substituted with at least one member of the group consisting of alkyl and alkoxy of 1 to 5 carbon atoms, halogen, --OH, --CF.sub.3, --NO.sub.2, --NH.sub.
    Type: Grant
    Filed: September 19, 1989
    Date of Patent: January 29, 1991
    Assignee: Roussel Uclaf
    Inventors: Francois Clemence, Michel Fortin