Patents Assigned to Parcor
  • Patent number: 4248890
    Abstract: L-cysteine derivatives of formula ##STR1## in which R is a lower alkoxycarbonyl or carboxy group, and salts thereof. The compounds have been found to have a mucolytic activity and low toxicity. Processes for the preparation of the compounds and medicaments containing them are described and exemplified.
    Type: Grant
    Filed: June 5, 1979
    Date of Patent: February 3, 1981
    Assignee: Parcor
    Inventor: Jean-Pierre Maffrand
  • Patent number: 4193997
    Abstract: This invention relates to compounds having the formulae ##STR1## in which: R.sup.1 represents hydrogen, a halogen atom or a lower alkyl radical, a lower alkoxy radical or a lower alkylthio radical;R.sup.2 represents hydrogen or a lower alkyl, aralkyl, aryl, carboxy or alkoxycarbonyl radical;R.sup.3 represents hydrogen, a C.sub.1-12 alkyl radical, or an aralkyl or aryl radical, optionally substituted on the aromatic nucleus with one or more halogen atoms or hydroxy, nitro, cyano, carboxamido, carboxy, alkoxycarbonyl, lower alkyl, lower alkoxy or trifluoromethyl groups; andn is zero or 1.Said new compounds possess therapeutically useful blood-platelet aggregation inhibiting properties and also anti-thrombotic, anti-sludge, antalgic and anti-inflammatory properties.
    Type: Grant
    Filed: March 15, 1978
    Date of Patent: March 18, 1980
    Assignee: Parcor
    Inventors: Robert Boigegrain, Michel Gachon, Jean-Pierre Maffrand, Gerard Maire
  • Patent number: 4174448
    Abstract: This invention relates to a process for the preparation of compounds having the general formula: ##STR1## in which: R.sub.1 represents a hydrogen atom, an optionaly substituted alkyl, aryl or aralkyl radical; R.sub.2 and R.sub.3 are the same or different and represent independently a hydrogen atom, a lower alkyl, aryl or heterocyclic radical; and R.sub.4 represents a hydrogen atom or an alkyl, cycloalkyl, alkoxy carbonyl, carboxy, aryl or heterocyclic radical, comprising reacting a compound having the formula: ##STR2## in which R.sub.1, R.sub.2 and R.sub.3 are as defined above, with a compound having the formula: ##STR3## in which R.sub.
    Type: Grant
    Filed: June 6, 1978
    Date of Patent: November 13, 1979
    Assignee: Parcor
    Inventors: Andre Bousquet, Emile Braye
  • Patent number: 4172134
    Abstract: This invention relates to compounds having the formula: ##STR1## in which: R.sup.1 represents hydrogen or a lower alkyl group; an aralkyl group optionally substituted on the aromatic nucleus with at least a halogen atom or a hydroxy, nitro, amino, cyano, carboxy, carboxamido, alkoxycarbonyl, lower alkyl, lower alkoxy or trifluoromethyl group; a nicotinyl group; an isonicotinyl group; a picolyl group; a furfuryl group; a 5-methyl-furfuryl group; a 2- or 3-thenyl group; a 5-methyl-2- or 3-thenyl group; or a 5-chloro-2-thenyl group;R.sup.2 represents hydrogen or a lower alkyl radical; andR.sup.3 and R.sup.4 represent each hydrogen, a halogen atom or a hydroxy, lower alkyl or lower alkoxy group,And their addition salts with inorganic or organic acids.Said new compounds have typically a therapeutically useful sedative and blood-platelet aggregation inhibiting activity.
    Type: Grant
    Filed: May 23, 1978
    Date of Patent: October 23, 1979
    Assignee: Parcor
    Inventors: Daniel Frehel, Jean-Pierre Maffrand
  • Patent number: 4163852
    Abstract: This invention relates to a process for the preparation of tetrahydro-thieno[3,2-c]pyridine derivatives of the formula ##STR1## AND THEIR ISOMERIC TETRAHYDRO-THIENO[2,3-C]PYRIDINE DERIVATIVES IN WHICH R.sub.1 represents hydrogen, a lower alkyl or alkoxy radical, an aryl radical or an aralkyl radical; R.sub.2 and R.sub.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: August 7, 1979
    Assignee: Parcor
    Inventors: Gerard Ferrand, Jean-Pierre Maffrand
  • Patent number: 4161599
    Abstract: This invention relates to a process for the preparation of derivatives having the formula: ##STR1## in which R is hydrogen or the carboxy group, comprising reacting a compound of the formula ##STR2## with nitrous acid, to give, respectively, the compounds of the formulae: ##STR3## and then removing the nitroso group from the compounds of the formulae (V) and (VI), respectively, either by reaction with an acid, to give the derivatives of the formulae (I) and (II), respectively, in which R is hydrogen, or by reaction with an alkali metal hydroxide and subsequent neutralization, to give the derivatives of the formulae (I) and (II), respectively, in which R is the carboxy group.
    Type: Grant
    Filed: May 23, 1978
    Date of Patent: July 17, 1979
    Assignee: PARCOR
    Inventor: Jean P. Maffrand
  • Patent number: 4157399
    Abstract: The present invention relates to new derivatives of 2-phenyl -benzo(b)thiophene mono- or disubstituted on the nitrogen atom of formula ##STR1## in which X.sup.1 to X.sup.9 which are identical or different are hydrogen, alkyl having up to 3 carbon atoms, chlorine, bromine, methoxy or methylthio, R.sup.1 is hydrogen, alkyl having up to 8 carbon atoms, optionally chlorinated or methoxylated, phenyl optionally chlorinated or methoxylated, aralkyl having in all up to 9 carbon atoms, optionally chlorinated or methoxylated on the phenyl nucleus, R.sup.2 is hydrogen, phenyl,Or a radical of the formula ##STR2## in which A is two hydrogen atoms or one oxygen atom andR.sup.3 can assume the same meanings as given for R.sup.1, the meanings assumed by R.sup.1 and R.sup.3 being independent from one another, or R.sup.1 and R.sup.2 together form the radical of a Schiff base of formula.dbd.CH--R.sup.4 (III)in which R.sup.4 is not hydrogen, but can otherwise assume the same meanings as R.sup.
    Type: Grant
    Filed: December 5, 1977
    Date of Patent: June 5, 1979
    Assignee: Parcor
    Inventor: Fritz Sauter
  • Patent number: 4152519
    Abstract: This invention relates to novel aspidospermidines being useful in synthesis and also exhibiting interesting physiological properties. A process for the preparation of the novel compounds is described and exemplified and examples of pharmaceutical compositions containing the novel compounds are given. Pharmacological test data are presented for a novel compound according to the invention.
    Type: Grant
    Filed: July 7, 1977
    Date of Patent: May 1, 1979
    Assignee: Parcor
    Inventor: Alain Heymes
  • Patent number: 4147787
    Abstract: This invention relates to 4,5,6,7-tetrahydro-thieno[2,3-c]- and [3,2-c]-pyridines having the formulae: ##STR1## in which R.sup.1 is selected from hydrogen and halogen; R.sup.2 is selected from hydrogen and hydroxy; R.sup.3 and R.sup.4, which may be the same or different, are each selected from hydrogen, C.sub.1-6 alkyl, phenylalkyl having 1-6 carbon atoms in the alkyl moiety, and phenyl-C.sub.1-6 alkyl substituted on the phenyl nucleus with at least a substituent selected from halogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy, nitro, cyano and trifluoromethyl; and their acid addition salts.Said derivatives possess therapeutically useful anti-sludge, anti-thrombosis and blood-platelet aggregation inhibiting properties.
    Type: Grant
    Filed: December 27, 1977
    Date of Patent: April 3, 1979
    Assignee: Parcor
    Inventor: Jean-Pierre Maffrand
  • Patent number: 4145552
    Abstract: A process for preparing vincamine and related alkaloids, comprising reacting a compound of formula: ##STR1## (wherein R is H or methoxy and X and Y are hydrogen or together represent a double bond between the carbon atoms to which they are bonded) with a carbanion-forming agent in a reaction medium; then introducing oxygen into the reaction medium until saturation point, a reducing agent compatible with oxygen being added to the reaction medium before the medium ceases absorbing oxygen; acidifying the mixture and extracting therefrom a mixture of compounds ##STR2##
    Type: Grant
    Filed: July 5, 1977
    Date of Patent: March 20, 1979
    Assignee: Parcor
    Inventor: Alain Heymes
  • Patent number: 4136186
    Abstract: This invention relates to thieno[3,2-c]pyridine derivatives having the formula: ##STR1## in which: R.sub.1 represents an alkyl radical having 1-6 carbon atoms;R.sub.2 represents a radical selected from hydrogen and an acyl group;R.sub.3 represents a radical selected from hydrogen; an acyl group; an alkoxycarbonyl group; a phenyl group; a phenyl group substituted with at least a substitutent selected with at least a substituent selected from halogen, hydroxy, nitro, amino, cyano, carboxy, alkoxycarbonyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy; a phenoxy group; a phenoxy group substituted with at least a substituent selected from halogen, hydroxy, nitro, amino, cyano, carboxy, alkoxycarbonyl, C.sub.1-6 alkyl, and C.sub.1-6 alkoxy; and a trifluoromethyl group;R.sub.4 represents hydrogen, an acyl group, an alkoxy carbonyl group, or a phenyl or phenoxy group optionally substituted with at least a halogen atom or a hydroxy, nitro, amino, cyano, carboxy, alkoxycarbonyl, C.sub.1-6 alkyl, C.sub.
    Type: Grant
    Filed: January 13, 1977
    Date of Patent: January 23, 1979
    Assignee: Parcor
    Inventors: Daniel Frehel, Jean-Pierre Maffrand
  • Patent number: 4128561
    Abstract: This invention relates to a process for the preparation of compounds of the formula: ##STR1## in which R.sub.1 and R.sub.2 may represent hydrogen or a lower alkyl or optionally substituted phenyl radical, comprising aminating a derivative of the formula: ##STR2## in which R.sub.3 is an optionnally substituted alkyl, aryl or aralkyl group, and R.sub.1 and R.sub.2 are as defined for formula (I).
    Type: Grant
    Filed: December 8, 1976
    Date of Patent: December 5, 1978
    Assignee: Parcor
    Inventor: Emile Braye
  • Patent number: 4127580
    Abstract: This invention relates to a process for the preparation of thieno-pyridine derivatives having the structural formula: ##STR1## in which R.sub.1 represents an optionally substituted alkyl, aryl or aralkyl radical, and R.sub.2 and R.sub.3 represnt each hydrogen or a lower alkyl, aryl or heterocyclic radical, comprising:(a) reacting a derivative of the formula ##STR2## in which R.sub.2 and R.sub.3 are as defined for formula (I) and X represents hydrogen, or an alkali metal, or a radical Mg-Y in which Y represents halogen, with a halo-sulfonyl derivative having the formula:Hal--SO.sub.2 --R.sub.4 (III)in which Hal represents halogen and R.sub.4 represents an optionally substituted alkyl, aryl or aralkyl group, to give a compound having the formula: ##STR3## (b) subsequently reacting the latter compound with an amine of the formula:R.sub.1 --NH.sub.2 (V)in which R.sub.
    Type: Grant
    Filed: March 7, 1977
    Date of Patent: November 28, 1978
    Assignee: Parcor
    Inventor: Emile Braye
  • Patent number: 4119719
    Abstract: Piperazine compound of formula ##STR1## wherein R.sub. 1 is halogen, lower alkyl, lower alkoxy or trifluoromethyl, R.sub.2 and R.sub.3 form, together with the nitrogen atom to which they are attached a saturated heterocycle having n cyclic atoms, n being 4-8, have analgesic activity.
    Type: Grant
    Filed: September 14, 1977
    Date of Patent: October 10, 1978
    Assignee: Parcor
    Inventors: Jean-Pierre Maffrand, Jean-Marie Pereillo
  • Patent number: 4107437
    Abstract: 2,3-Dihydrobenzofuran of formula: ##STR1## wherein R.sup.1 and R.sup.2 are each, independently, a lower alkyl or lower phenylalkyl or form, together with the nitrogen atom to which they are attached, a 4 to 8-membered saturated heterocyclic ring having 3 to 7 cyclic carbon atoms, a 4 to 8-membered saturated heterocyclic ring having 2 to 6 cyclic carbon atoms and two heteroatoms one of which is said nitrogen atom and the other is an oxygen atom, a sulphur atom or another nitrogen atom, said other nitrogen atom being optionally substituted by a phenyl, halophenyl, trifluromethylphenyl, lower alkylphenyl or lower alkoxyphenyl; n is 2 or 3, and the salts thereof.
    Type: Grant
    Filed: May 2, 1977
    Date of Patent: August 15, 1978
    Assignee: PARCOR
    Inventors: Jean-Pierre Maffrand, Jean-Marie Pereillo
  • Patent number: 4104390
    Abstract: This invention relates to pyridine derivatives of the formulae: ##STR1## in which R.sup.1 is hydrogen, lower alkyl, aralkyl optionally substituted on the aromatic nucleus with at least a halogen atom or a hydroxy, nitro, amino, cyano, carboxy, alkoxycarbonyl, lower alkyl, lower alkoxy or trifluoromethyl group; R.sup.2 is hydrogen or lower alkyl; and R.sup.3 is hydrogen or at least a substituent selected from a halogen atom, a hydroxy, lower alkyl and lower alkoxy group, and their pharmaceutically acceptable inorganic or organic acid addition salts.Said compounds have particularly an anti-inflammatory and blood-platelet aggregation inhibiting activity.
    Type: Grant
    Filed: June 21, 1977
    Date of Patent: August 1, 1978
    Assignee: Parcor
    Inventors: Gerard Ferrand, Daniel Frehel, Jean-Pierre Maffrand
  • Patent number: 4076819
    Abstract: This invention relates to thieno-pyridine derivatives having the formula: ##STR1## in which R.sub.1 is hydrogen or alkyl having 1-6 carbon atoms; R.sub.2 is hydrogen or acetyl or lower alkylcarbamoyl and R.sub.3 is methyl, nitrobenzyl, chlorobenzyl, methoxybenzyl, chlorobenzoyl, trimethoxybenzoyl, pyrrolidinoacetyl, p.toluene-sulfonyl, phenylcarbamoyl, phenylthiocarbamoyl, 3-oxo-butyl, lower alkyl-carbamoyloxy, phenethyl, dichloroacetyl, 2-chlorophenoxy-2-methyl-propionyl or chlorophenyl-carbamoyl, and their pharmaceutically acceptable acid addition salts.Said derivatives have useful anti-inflammatory properties and inhibiting effects on blood plate aggregation which make them therapeutically valuable.
    Type: Grant
    Filed: April 14, 1976
    Date of Patent: February 28, 1978
    Assignee: Parcor
    Inventor: Jean-Pierre Maffrand
  • Patent number: 4075340
    Abstract: This invention relates to derivatives having the formula: ##STR1## in which R.sub.1 is hydrogen or alkyl having 1-6 carbon atoms; X is (CHR.sub.2).sub.m in which m is an integer from 2 to 15, or (CHR.sub.2).sub.n R.sub.3 in which n is an integer from 1 to 15, R.sub.2 is hydrogen, or a hydroxy, acyloxy or alkyl group having 1-6 carbon atoms, and the various symbols R.sub.2 may have different meanings in each radical (CHR.sub.2) when several radicals (CHR.sub.2) are present, R.sub.3 is a trichloromethyl, acetyl, carboxy or alkoxycarbonyl group, or a phenyl, phenoxy, benzoyl, thienyl or pyridyl radical optionally substituted with at least a halogen atom, or a hydroxy, nitro, amino, cyano, carboxy, alkyloxycarbonyl, alkyl having 1-6 carbon atoms, alkoxy having 1-6 carbon atoms or methylenedioxy group, and to the acid addition salts of the derivatives of the formula (I).Said derivatives have useful anti-inflammatory and anti-arrhythmic activities and an inhibiting action on blood platelet aggregation.
    Type: Grant
    Filed: June 2, 1976
    Date of Patent: February 21, 1978
    Assignee: Parcor
    Inventor: Jean-Pierre Maffrand
  • Patent number: 4065460
    Abstract: This invention relates to 4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine derivatives, having the formula: ##STR1## in which R.sub.1 is hydrogen or alkyl having 1-6 carbon atoms; R.sub.2 is hydrogen, an alkyl group having 1-6 carbon atoms or a phenyl or benzyl radical; R.sub.3 represents an alkyl group having 1-6 carbon atoms or a benzyl radical, and their pharmaceutically acceptable acid addition salts.Said derivatives have an anti-inflammatory and antalgic activity.
    Type: Grant
    Filed: April 6, 1976
    Date of Patent: December 27, 1977
    Assignee: Parcor
    Inventors: Alain Heymes, Jean-Pierre Maffrand
  • Patent number: 4065459
    Abstract: This invention relates to a process for the preparation of compounds having the formula: ##STR1## in which R.sub.1 is H or lower alkyl and R.sub.2 is H or lower alkyl, or phenyl or benzyl optionally substituted with at least one halogen or a lower alkyl, lower alkoxy, trifluoromethyl or nitro group.According to this method, a compound of the formula: ##STR2## in which R.sub.1 and R.sub.2 are as defined above and R.sub.3 is H or optionally substituted alkyl or benzyl, is reacted with a derivative Hal--SO.sub.2 --R (III) in which Hal is halogen and R is optionally substituted alkyl, aryl or aralkyl, to give a derivative of the formula: ##STR3## in which the various symbols have the above-defined meanings, and the sulfonated derivative of the formula (IV) is heated in the presence of an acid, to give the compound of the formula (I).
    Type: Grant
    Filed: February 6, 1976
    Date of Patent: December 27, 1977
    Assignee: Parcor
    Inventors: Alan Heymes, Jean-Pierre Maffrand