The Other Ring Nitrogen Is Unsubstituted Or Alkyl Substituted Only, Or Salt Thereof Patents (Class 544/395)
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Patent number: 4859675Abstract: An 1-[2-(phenylmethyl)phenyl]piperazine of the formula (I), ##STR1## or a pharmaceutically acceptable acid addition salt thereof, wherein R.sub.1 is hydrogen, C.sub.1-4 alkyl or halogen, R.sub.2 is hydrogen, C.sub.1-4 alkyl, halogen or C.sub.1-4 alkoxy and R.sub.3 is hydrogen or methyl.such compounds are useful as antidepressive agents.Type: GrantFiled: June 15, 1988Date of Patent: August 22, 1989Assignee: Ferrer Internacional S.A.Inventors: Rafael Foguet, Ernesto Forne, Aurelio Sacristan, Jose A. Ortiz
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Patent number: 4855292Abstract: Novel 4-oxoquinoline-3-carboxylic acid compounds of the formula: ##STR1## wherein R.sup.2 is 1-pyrrolidinyl which may have 1 to 2 substituents selected from the group consisting of (i) C.sub.1 -C.sub.6 alkyl, (ii) amino-(C.sub.1 -C.sub.6)alkyl, said amino being optionally substituted by 1 or 2 substituents selected from C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkanoyl, and C.sub.1 -C.sub.6 alkoxycarbonyl, (iii) amino which may be substituted by 1 or 2 substituents selected from C.sub.1 -C.sub.6 alkyl, phenyl(C.sub.1 -C.sub.6)alkyl, C.sub.1 -C.sub.6 alkoxycarbonyl, and C.sub.1 -C.sub.6 alkanoyl, and (iv) 2-oxo-1,3-dioxolenemethylamino which is substituted by C.sub.1 -C.sub.6 alkyl; or 1-piperidinyl which may have 1 to 3 substituents selected from oxo, hydroxy, halogen and C.sub.1 -C.sub.6 alkyl, and R.sup.3 is C.sub.1 -C.sub.Type: GrantFiled: July 23, 1987Date of Patent: August 8, 1989Assignee: Otsuka Pharmaceutical Company, LimitedInventors: Hiraki Ueda, Hisashi Miyamoto, Shinji Aki, Tatsuya Otsuka
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Patent number: 4843070Abstract: Anti-bacterial and anti-fungal compounds of formula I and pharmaceutically acceptable salts thereof: ##STR1## in which R.sup.1 is hydrogen, alkyl or substituted or unsubstituted phenyl; R.sup.2 is hydrogen, alkyl, alkoxy, hydroxy, halgen, nitro or substituted or unsubstituted amino; R.sup.3 is hydrogen or substituted or unsubstituted alkyl; R.sup.4 and R.sup.5 are the same or different and are alkyl or hydroxyalkyl or R.sup.4 and R.sup.5 together with the nitrogen atom to which they are attached form an unsubstituted or substituted heterocyclic ring having the depicted nitrogen atom as the sole heteroatom or which may have nitrogen, oxygen or sulphur atoms as additional heteroatoms; and X is halogen.Type: GrantFiled: May 13, 1987Date of Patent: June 27, 1989Assignee: Nippon Shinyaku Co., Ltd.Inventors: Masahiro Kise, Masahiko Kitano, Masakuni Ozaki, Kenji Kazuno, Ichiro Shirahase, Yoshifumi Tomii, Jun Segawa
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Patent number: 4833247Abstract: A process for the production of 2-benzyl fatty acids and esters thereof corresponding to the following formula ##STR1## comprising reacting 2-fatty alkyl-4,4-dimethyl-2-oxazolines with benzaldehydes corresponding to the formula R.sup.2 --C.sub.6 H.sub.4 --CHO to form 2-(1-benzylidene)-fatty alkyl-4,4-dimethyl-2-oxazolines, catalytically hydrogenating the products of this reaction to the 2-(1-benzyl)-fatty alkyl-4,4-dimethyl oxazolines and converting the products thus formed by acid-catalyzed hydrolysis or solvolysis with an alcohol of the formula R.sup.5 OH into the 2-benzyl fatty acids or esters thereof. Amidosulfonic acid gives particularly high yields as catalyst for the reaction of the 2-fatty alkyl-4,4-dimethyl-2-oxazolines with the benzaldehydes.Type: GrantFiled: March 23, 1988Date of Patent: May 23, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventor: Horst-Juergen Krause
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Patent number: 4826975Abstract: The invention is concerned with fused cycloaliphatic aminoalcohols having pharmacological activity as anti-hypertensive, platelet aggregation inhibiting, hypolipemic, antianoxic and spasmolytic activity. The compounds have the generic formula ##STR1## in which the symbol n is an integer selected from 1 to 2, the compounds pertaining therefore to the indanol and tetralol series.Type: GrantFiled: December 10, 1986Date of Patent: May 2, 1989Assignee: Maggioni-Winthrop S.P.A.Inventors: Giampaolo Picciola, Mario Riva, Franco Ravenna, Piergiorgio Gentili
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Patent number: 4774336Abstract: N,N'-dialkylpiperazines are prepared by contacting ethylene glycol and a primary amine in the presence of a homogeneous ruthenium-phosphine catalyst. For example, ethylene glycol and aniline are reacted in the presence of ruthenium trichloride and triphenylphosphine to produce N,N'-diphenylpiperazine.Type: GrantFiled: October 2, 1986Date of Patent: September 27, 1988Assignee: Texaco Inc.Inventor: Wei-Yang Su
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Patent number: 4699910Abstract: The compound of the formula ##STR1## and non-toxic, pharmacologically acceptable acid addition salts thereof. The compound as well as its salts are useful as analgesics.Type: GrantFiled: November 22, 1985Date of Patent: October 13, 1987Assignee: Boehringer Ingelheim KGInventors: Rolf Banholzer, Herbert Merz, Klaus Stockhaus, Hans M. Jennewein
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Patent number: 4656267Abstract: The synthesis of substituted 2(1H)-quinazolinone-1-alkanoic acids and their esters is described. The novel quinazolinones are renal vasodilators and as such reduce vascular resistance to renal blood flow. The quinazolinones are useful as cardiovascular agents.Type: GrantFiled: July 2, 1984Date of Patent: April 7, 1987Assignee: Ortho Pharmaceutical CorporationInventors: Victor T. Bandurco, Seymour D. Levine, Dennis M. Mulvey, Alfonso J. Tobia
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Patent number: 4616086Abstract: The present invention is concerned with new carboxylic acid derivatives, with processes for the preparation thereof and with pharmaceutical compositions for lipid depression and thrombocyte aggregation, containing them, and to methods for treating infirmaties caused by excess lipids or thrombocyte aggregation.Type: GrantFiled: October 1, 1984Date of Patent: October 7, 1986Assignee: Boehringer Mannheim GmbHInventors: Ernst-Christian Witte, Hans P. Wolff, Bernd Hagenbruch, Karlheinz Stegmeir, Johannes Pill
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Patent number: 4597912Abstract: A compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 independently of one another are unsubstituted or hydroxy substituted, C.sub.1 -C.sub.4 alkoxy substituted, cyano substituted, C.sub.1 -C.sub.4 alkoxycarbonyl substituted, di-C.sub.1 -C.sub.4 alkylamino substituted, (CH.sub.3)(C.sub.6 H.sub.5 CH.sub.2)NC.sub.2 H.sub.4 substituted, chlorine substituted or bromine substituted C.sub.1 -C.sub.4 -alkyl, cyclohexyl, benzyl, phenylethyl or phenyl, R.sup.1 and R.sup.2 together with the nitrogen are morpholino, pyrrolidino, piperidino or N-methylpiperazino;R.sup.3 is hydrogen, chlorine, bromine, methyl, ethyl, methoxy, ethoxy or nitro;R.sup.4 and R.sup.5 independently of one another are hydrogen, C.sub.1 -C.sub.4 -alkyl or benzyl; X is oxygen or imino; A.sup.Type: GrantFiled: May 17, 1985Date of Patent: July 1, 1986Assignee: BASF AktiengesellschaftInventors: Manfred Eisert, Klaus Grychtol
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Patent number: 4544657Abstract: Substituted isoquinolines of the formula ##STR1## wherein R is lower alkoxy, n is the integer zero or 1, and A is ##STR2## wherein R.sub.1 is phenyl, halophenyl, lower-alkylphenyl or lower-alkoxyphenyl, and pharmaceutically acceptable acid addition salts thereof, are described. The compounds of formula I are useful in the treatment of cerebral and cardiac ischemias.Type: GrantFiled: May 19, 1983Date of Patent: October 1, 1985Assignee: Hoffmann-La Roche Inc.Inventors: Hans Bruderer, Richard W. Kierstead, John G. Mullin, Jr., Keiji Nakamura, Mitsuru Tateishi, Teitel Sidney, Jay P. O'Brien
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Patent number: 4518712Abstract: An analgesic composition containing as active ingredient a piperazine derivative represented by the general formula (1) ##STR1## wherein R.sub.1 represents a cyclopropylmethyl group, an isopropyl group or an allyl group and R.sub.2 represents a phenyl group having as substituent a halogen atom or a trifluoromethyl group.Type: GrantFiled: June 22, 1981Date of Patent: May 21, 1985Assignee: Taiho Pharmaceutical Company LimitedInventors: Hajime Fujimura, Yasuzo Hiramatsu, Tomio Yamazaki, Shozo Yamada, Takaji Honna
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Patent number: 4515793Abstract: A compound of the formula ##STR1## in which A is ##STR2## n is 1, 2 or 3, and R is phenyl optionally substituted with halogen, alkyl, phenyl, cyano, hydroxy, alkoxy, mercapto, sulfinyl, sulfonyl, amino, nitro, trifluoromethyl and/or naphthyl radicals; or a furan, thiophene, pyridine, benzofuran, dibenzothiophene or thianthrene radical,or a pharmacologically acceptable salt thereof, for treating schistosomiasis.Type: GrantFiled: July 27, 1983Date of Patent: May 7, 1985Assignee: Edna McConnell Clark FoundationInventors: Leslie M. Werbel, Norman Colbry, William Turner, Donald F. Worth
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Patent number: 4504660Abstract: 2,6-Diaminobenzonitriles, useful in the production of N-(2-cyano-3-substituted or unsubstituted amino-phenyl)oxamate and N-(2-cyano-3-substituted or unsubstituted amino-phenyl)tetrazole-5-carboxamide antiallergy and antisecretory agents, are prepared by sequential displacement of the fluoro substituents from 2,6-difluorobenzonitrile with the appropriately substituted amine.Type: GrantFiled: July 6, 1982Date of Patent: March 12, 1985Assignee: American Home Products CorporationInventors: Dieter H. Klaubert, Stanley C. Bell
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Patent number: 4487721Abstract: The present invention is directed to a process for producing 2-amino-2-arylacetonitriles of general formula I: ##STR1## wherein R and R.sup.1 independently represent hydrogen, hydroxy, hydroxy(C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.6)alkyl, 2-furyl, 2-thienyl, 4-pyridinyl, 1-pyrrolydinyl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl, 4-methyl-1-piperazinyl, 4-phenylpiperazinyl, or phenyl which can optionally be substituted with from 1 to 3 substituents independently selected from (C.sub.1 -C.sub.4)alkyl and (C.sub.1 -C.sub.4)alkoxy, or R and R.sup.1 independently represent a phenyl(C.sub.1 -C.sub.4)alkyl or a phenyl(C.sub.1 -C.sub.4)alkoxy group wherein the phenyl group can be either unsubstituted or substituted as above.An arylaldehyde derivative of formula II ##STR2## is reacted with chloroform in base and in the presence of ammonia to give the 2-amino-2-arylacetonitrile derivative.Type: GrantFiled: June 7, 1983Date of Patent: December 11, 1984Assignee: Gruppo Lepetit S.p.A.Inventor: Romeo Ciabatti
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Patent number: 4486429Abstract: Compounds of the formula I: ##STR1## in which R represents a hydrogen atom or an alkyl radical containing from 1 to 8 carbon atoms and R.sub.1 and R.sub.2, which may be identical or different independently represent a hydrogen atom, an alkyl radical containing from 1 to 4 carbon atoms, a --CONH.sub.2 radical, a --CO.sub.2 alk.sub.1 radical in which alk.sub.1 represents an alkyl radical containing from 2 to 8 carbon atoms, or an--SO.sub.2 alk.sub.2 radical in which alk.sub.2 represents an alkyl radical containing from 1 to 8 carbon atoms, or R.sub.1 and R.sub.2 together with the nitrogen atom form a heterocycle provided that R.sub.1 and R.sub.2 are not both hydrogen, as well as the alkali metal, alkaline earth metal, ammonium or amine salts of compounds of formula I in which R represents a hydrogen atom. These compounds are useful in treating hyperchlorhydria, gastric or gastroduodenal ulcers, gastritis, hiatal hernias and gastric or gastroduodenal ailments accompanied by gastric hyperacidity.Type: GrantFiled: October 20, 1982Date of Patent: December 4, 1984Assignee: Roussel UclafInventors: Mario Bianchi, Fernando Barzaghi
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Patent number: 4477666Abstract: A 1-(4-aminobenzyl)-2,3-dioxopiperazine derivative represented by the formula: ##STR1## and an acid addition salt thereof have excellent carcinostatic activity but a low toxicity. Therefore, said compounds are useful as medicines and also as intermediates.Type: GrantFiled: February 12, 1982Date of Patent: October 16, 1984Assignee: Toyama Chemical Co., Ltd.Inventors: Takako Hori, Chosaku Yoshida, Yasuo Kiba, Ryuko Takeno, Joji Nakano, Jun Nitta, Sumiko Kishimoto, Shohachi Murakami, Hisatsugu Tsuda, Isamu Saikawa
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Patent number: 4438268Abstract: This invention relates to new nematic liquid crystal substances for electro-optical components.The object of this invention is to create substances for electro-optical components combining chemical and thermal stability with low melting and high clear points at low operational voltage, as well as to processes for their production.It has been found that new liquid-crystal trans-6-n-alkyl-decalin-2-carbonic acid ester of the general formula ##STR1## can be introduced into electro-optical components. These substances are produced by the catalytic high-pressure hydrogenation of 6-n-alkylnaphthalene-2-carbonic acids, separation of the trans-isomers by distillation, and esterification with the corresponding hydroxy compounds of the acyl chlorides obtained through reaction with thionyl chloride.Type: GrantFiled: September 14, 1981Date of Patent: March 20, 1984Inventors: Horst Zaschke, Wolfgang Schafer, Hans-Joachim Deutscher, Dietrich Demus, Gerhard Pelzl
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Patent number: 4435399Abstract: A series of novel 2-aryl-1-(imidazol-1-yl)-8-(4-piperazin-1-ylphenoxy)octan-2-ol derivatives has been prepared, including their pharmaceutically acceptable acid addition salts. These particular compounds are useful in therapy as antifungal agents for the treatment of various topical, mucosal and systemic fungal infections in animals, including humans. Preferred member compounds include 2-(2,4-dichlorophenyl)-1-(imidazol-1-yl)-8-[4-ethylpiperazin-1-yl)phenoxy] octan-2-ol, 2-(2,4-dichlorophenyl)-1-(imidazol-1-yl)-8-[4-(4-n-propylpiperazin-1-yl)ph enoxy]octan-2-ol and 2-(2,4-dichlorophenyl)-1-(imidazol-1-yl)-8-[4-(4-isopropylpiperazin-1-yl)p henoxy]octan-2-ol, respectively. Methods for preparing these compounds from known starting materials are provided.Type: GrantFiled: June 25, 1982Date of Patent: March 6, 1984Assignee: Pfizer Inc.Inventors: Kenneth Richardson, Geoffrey E. Gymer
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Patent number: 4404215Abstract: This invention relates to novel arylethanol and to process for producing the said compounds.The arylethanols of the invention have valuable pharmacological properties and find a use in human or animal therapy.Type: GrantFiled: November 18, 1981Date of Patent: September 13, 1983Assignee: Science Union et CieInventors: Michel Vincent, Georges Remond, Jacques Bure
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Patent number: 4367339Abstract: There are provided di- tri- and tetrasubstituted N-nitroaniline compounds and inorganic and organic salts thereof which are effective for increasing axillary branching, improving canopy and enhancing flowering of herbaceous ornamental plants and graminaceous crops, leguminous crops, cotton and sunflowers. The salts are also effective as yield enhancing agents and lodging inhibitors for the crops.Type: GrantFiled: August 18, 1980Date of Patent: January 4, 1983Assignee: American Cyanamid CompanyInventors: Thomas D. O'Neal, Prithvi R. Bhalla, Barrington Cross
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Patent number: 4342756Abstract: Compounds are described of the formula ##STR1## (and their salts and solvates) in which: X is cis or trans --CH.dbd.CH--;R.sup.1 is C.sub.1-7 alkyl terminated by --COOR.sup.3 where R.sup.3 is H, C.sub.1-6 alkyl or C.sub.7-10 aralkyl;Y is a saturated heterocyclic amino group having 5-8 ring members; andR.sup.2 is C.sub.2-4 alkanoyl, C.sub.3-6 alkenyl (optionally substituted), C.sub.1-12 alkyl, or substituted or unsubstituted phenylalkyl, biphenylalkyl or naphthylalkyl.These compounds inhibit blood platelet aggregation and bronchoconstriction and may be formulated for use as antithrombotic and anti-asthmatic agents.Type: GrantFiled: April 29, 1981Date of Patent: August 3, 1982Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, John Bradshaw, Norman F. Hayes
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Patent number: 4335124Abstract: The compounds are 4-phenyl-4-lower alkyl-substituted-3-buten-2-ones, and -2-halo-1,3-butadienes, e.g., 2-(p-biphenylyl)-2-penten-4-one, and are useful as pharmaceuticals.Type: GrantFiled: October 14, 1980Date of Patent: June 15, 1982Assignee: Sandoz, Inc.Inventor: Eugene E. Galantay
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Patent number: 4273787Abstract: The compounds are 4-phenyl-4-lower alkyl-substituted-3-buten-2-ones, and -2-halo-1,3-butadienes, e.g., 2-(p-biphenylyl)-2-penten-4-one, and are useful as pharmaceuticals.Type: GrantFiled: August 9, 1979Date of Patent: June 16, 1981Assignee: Sandoz, Inc.Inventor: Eugene E. Galantay
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Patent number: 4266080Abstract: Perfluoroalkyl compounds containing ether groups have the formulaR.sub.f R.sub.1 SCH.sub.2 CH.sub.2 O T Zwherein R.sub.f is a perfluoroalkyl, R.sub.1 is alkylene or alkyleneoxy or aminoalkylene, T is alkylene, and Z is hydrogen; hydroxy; NR.sub.3 R.sub.4, where R.sub.3 and R.sub.4 each is alkyl or together with nitrogen form a heterocyclic ring; N.sup.+ R.sub.3 R.sub.4 (R.sub.5)X.sub.z.sup.-y, where R.sub.5 is hydrogen, oxide, alkyl, or substituted alkyl, X is an anion, and y is 1 or 2; z is 0 or 1 or is --OCH.sub.2 CH.sub.2 SR.sub.1 R.sub.f ; can be prepared directly by free-radical catalyzed addition of a perfluoroalkylthiol to a vinyl ether or subsequent reaction. These compounds are useful as surfactants and oil spill collecting agents.Type: GrantFiled: February 2, 1978Date of Patent: May 5, 1981Assignee: Ciba-Geigy CorporationInventors: Robert A. Falk, Karl F. Mueller
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Patent number: 4228105Abstract: A process for the production of compounds of formula I, ##STR1## wherein R.sub.1 is alkyl of 1 to 3 carbon atoms,R.sub.2 is hydrogen, fluorine, chlorine or bromine, andR.sub.3 is bromine, iodine, isobutyl, tert. butyl, cyclohexyl, cyclohexenyl; or phenyl, optionally substituted by fluorine, chlorine, bromine or alkoxy of 1 to 4 carbon atoms; or a radical of formula II, ##STR2## in which either R.sub.4 and R.sub.5 are the same or different and each signifies alkyl of 1 to 3 carbon atoms,orR.sub.4 and R.sub.5 together signify the radical --(CH.sub.2).sub.n --, in which n is 4 or 5, the radical --CH.sub.2 --CH.sub.2 --0--CH.sub.2 --CH.sub.2 --, the radical --CH.sub.2 --CH.dbd.CH--CH.sub.2 --, or the radical --CH.sub.2 --CH.sub.2 --N(R.sub.6)--CH.sub.2 --CH.sub.2 --, in which R.sub.6 is hydrogen or alkyl of 1 to 3 carbon atoms. Hydroxyketone and hydroxy imine intermediates are also disclosed.The compounds of formula I are known to exhibit anti-inflammatory activity.Type: GrantFiled: November 27, 1978Date of Patent: October 14, 1980Assignee: Sandoz Ltd.Inventor: Rudiger Jeck
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Patent number: 4223144Abstract: Compounds of the general formula I ##STR1## where B is a bridge member,the radicals R independently of one another are hydrogen or substituted or unsubstituted alkyl, or two radicals R together with the nitrogen are a heterocyclic saturated 5-membered or 6-membered ring,the radicals R.sup.1 independently of one another are hydrogen or C.sub.1 -C.sub.4 -alkyl,the radicals R.sup.2 independently of one another are hydrogen, C.sub.1 -C.sub.4 -alkyl or halogen,the radicals R.sup.3 independently of one another are hydrogen or substituted or unsubstituted alkyl or together are an alkylene group, and X.crclbar. is an anion. The compounds of the formula I are particularly suitable for dyeing paper.Type: GrantFiled: September 5, 1978Date of Patent: September 16, 1980Assignee: BASF AktiengesellschaftInventors: Hellmut Kast, Klaus Grychtol, Franz Feichtmayr
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Patent number: 4210646Abstract: Novel antimicrobial compositions comprising a 1-(aryloxyphenyl)piperazine as an active ingredient and a method of combatting the growth of microorganisms by the use of such 1-(aryloxyphenyl)piperazines.Type: GrantFiled: April 11, 1978Date of Patent: July 1, 1980Assignee: Janssen Pharmaceutica N.V.Inventor: Marcel A. C. Janssen
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Patent number: 4153609Abstract: A 3-indolyl-3-bis-aminophenyl-phthalide compound of the formula ##STR1## wherein R.sub.1 represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, cycloalkyl, or unsubstituted or substituted phenyl or benzyl wherein the substituents are halogen, nitro, lower alkyl or lower alkoxy,R.sub.2 represents hydrogen, alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, cycloalkyl, or benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, orR.sub.1 and R.sub.2 together with the nitrogen atom linking them represent a 5- or 6-membered heterocyclic radical,X.sub.1 and X.sub.2 independently of one another represent hydrogen, lower alkyl, cycloalkyl, benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, or acyl having 1 to 8 carbon atoms, and X.sub.Type: GrantFiled: January 10, 1977Date of Patent: May 8, 1979Assignee: Ciba-Geigy CorporationInventors: Jean C. Petitpierre, Robert Garner
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Patent number: 4139621Abstract: 1-(3,5-Dichlorophenyl)piperazines bearing a fluoro, chloro, methyl, nitro, hydroxy, methoxy, cyano, amino, methylamino or dimethylamino substituent in the 4-position of the phenyl ring and being further optionally substituted in the 4-position of the piperazine ring by tetrahydropyranyl, alkyl, formyl, carboxy, alkanoyl or carboalkoxy, and the acid addition salts thereof, are tranquilizers. A typical embodiment is 1-(3,4,5-trichlorophenyl)piperazine hydrochloride.Type: GrantFiled: December 5, 1977Date of Patent: February 13, 1979Assignee: Beecham Group LimitedInventors: Derek V. Gardner, Alexander C. Goudie
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Patent number: 4127658Abstract: Disclosed are compounds of the class 1-phenyl-2,3-butadien-1-ol e.g. 2-(p-biphenylyl)-3,4-pentadien-2-ol, which are useful by reason of their pharmacological activity in animals, e.g., as anti-inflammatory agents and tranquilizers. Said compounds can be prepared, e.g., by reduction of a corresponding 4-substituted-1-phenyl-2-butyne-1-ol with a complex hydride such as lithium aluminum hydride.Type: GrantFiled: March 23, 1978Date of Patent: November 28, 1978Assignee: Sandoz, Inc.Inventor: Eugene E. Galantay
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Patent number: 4126691Abstract: New .alpha.-(cyclic tert. aminophenyl)-aliphatic acids, e.g. those of the formula ##STR1## AND FUNCTIONAL DERIVATIVES THEREOF, ARE ANTI-INFLAMMATORY AGENTS.Type: GrantFiled: December 6, 1976Date of Patent: November 21, 1978Assignee: Ciba-Geigy CorporationInventors: Richard W. J. Carney, George DEStevens
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Patent number: 4113866Abstract: Novel compounds of the formula: ##STR1## wherein R.sub.1 is a variable consisting of hydrogen, alkyl of from 1 to 8 carbon atoms, CH.sub.2 -alkenyl wherein alkenyl is from 2 to 4 carbon atoms, inclusive, cycloalkyl of from 3 to 6 carbon atoms, inclusive, cycloalkylmethyl of from 3 to 6 carbon atoms, inclusive; R.sub.2 is a variable consisting of hydrogen, alkyl of from 1 to 8 carbon atoms, inclusive, with the proviso that R.sub.1 and R.sub.2 cannot both be hydrogen at the same time; Y is a variable consisting of alkyl of from 1 to 4 carbon atoms, inclusive, halogen, trifluoromethyl, hydroxy, alkanoyloxy from 2 to 5 carbon atoms, inclusive, alkoxy of from 1 to 4 carbon atoms, inclusive, cycloalkyloxy of from 3 to 6 carbon atoms, inclusive, benzyloxy; m is an integer 0, 1, 2; R.sub.5 is a variable consisting of hydrogen and alkyl of from 1 to 4 carbon atoms, inclusive; R.sub.3 is a variable consisting of alkyl of from 1 to 4 carbon atoms, inclusive; R.sub.Type: GrantFiled: April 1, 1977Date of Patent: September 12, 1978Assignee: The Upjohn CompanyInventor: Daniel Lednicer
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Patent number: 4094980Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 are chlorine, orR.sub.1 is methyl and R.sub.2 is methoxy,And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as anti-hyperlipidemics and anti-hypercholesteremics with practically negligible CNS-depressing side effects.Type: GrantFiled: December 10, 1976Date of Patent: June 13, 1978Assignee: Boehringer Ingelheim GmbHInventors: Ernst-Otto Renth, Anton Mentrup, Kurt Schromm, Wilhelm Frolke
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Patent number: 4093446Abstract: Compounds of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,Y is a hydrogen atom, a halogen atom, or a trihalomethyl group, andZ is a substituted alkoxy group,And compositions containing these compounds exhibit herbicidal activity.Type: GrantFiled: August 31, 1976Date of Patent: June 6, 1978Assignee: Rohm and Haas CompanyInventors: Horst O. Bayer, Colin Swithenbank, Roy Y. Yih
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Patent number: 4091101Abstract: 6-(1-Piperazinyl)quinoxaline and pharmaceutically acceptable salts thereof have serotoninmimetic activity. It is prepared by reducing the nitro group of 1-(3-amino-4-nitrophenyl)piperazine followed by treatment with glyoxal.Type: GrantFiled: June 15, 1977Date of Patent: May 23, 1978Assignee: Merck & Co., Inc.Inventors: William C. Lumma, Jr., Walfred S. Saari