2-position Is Unsubstituted Or Hydrocarbyl Substituted Only Patents (Class 548/239)
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Patent number: 5332835Abstract: Replacement with fluorine of the primary hydroxy group of 1-phenyl-2-amino-1,3-propanediol compounds wherein the secundary hydroxy group and the amino group have been suitably protected.The reaction is carried out with an inorganic fluoride in a polyglycol.New oxazoline compounds particularly useful in said-process.Type: GrantFiled: May 24, 1993Date of Patent: July 26, 1994Assignee: Zambon S.p.A.Inventors: Giancarlo Jommi, Dario Chiarino, Roberto Pagliarin
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Patent number: 5312826Abstract: Disclosed are a dicarboxylic acid compound represented by the formula (I): ##STR1## wherein R represents hydrogen atom, a lower alkyl group, phenyl group or hydroxyl group; R.sup.1 represents a straight or branched alkyl group having 1 to 10 carbon atoms or a lower alkyl group substituted by a group selected from aryl group, a sulfur- or nitrogen-containing heterocyclic monocyclic group and a cycloalkyl group having 4 to 8 carbon atoms; R.sup.2 represents a substituted or unsubstituted aryl group, a cycloalkyl group having 4 to 8 carbon atoms or a sulfur-containing or nitrogen-containing heterocylcic group; X represents sulfur atom, oxygen atom or a substituted or unsubstituted imino group; Y.sup.1 represents imino group, oxygen atom or sulfur atom and Y.sup.2 represents nitrogen atom, or Y.sup.1 represents a vinylene group and Y.sup.2 represents a group: --CH.dbd.Type: GrantFiled: June 19, 1992Date of Patent: May 17, 1994Assignee: Tanabe Seiyaku Co., Ltd.Inventors: Ken-ichi Nunami, Tameo Iwasaki, Kazuo Matsumoto, Koji Yano, Isao Yamaguchi
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Patent number: 5300247Abstract: There is disclosed an improved corrosion inhibitor system including an oxazoline for an intermediate heat transfer medium for an indirect cooling heat transfer assembly and introduced in an amount of from 100 to 15,000 ppm to one part of the medium.Type: GrantFiled: September 2, 1992Date of Patent: April 5, 1994Assignee: Ashchem IPInventors: Dwight E. Emerich, Kathleen A. Fix
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Patent number: 5276037Abstract: The invention concerns an aryl derivative of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl, naphthyl or a heterocyclic moiety, and X.sup.1 is oxy, thio, sulphinyl, sulphonyl, difluoromethylene, imino, (1-4C)alkylimino or optionally substituted (1-4C)alkylene, or X.sup.1 is a group of the formula--X.sup.4 --CR.sub.2 -- or --CR.sub.2 --X.sup.4 --whereinX.sup.4 is oxy, thio, sulphinyl, sulphonyl or carbonyl and each R is hydrogen, methyl or ethyl;each of Ar.sup.2 and Ar.sup.3 is optionally substituted phenylene;X.sup.2 is oxy, thio, sulphinyl or sulphonyl;R.sup.1 is (1-4C)alkyl; andR.sup.2 and R.sup.3 together form a group of the formula --A.sup.1 --X.sup.3 --A.sup.2 -- which together with the carbon atom to which A.sup.1 and A.sup.2 are attached define a ring having 5 to 7 ring atoms, wherein each of A.sup.1 and A.sup.2 is (1-3C)alkylene and X.sup.Type: GrantFiled: April 14, 1993Date of Patent: January 4, 1994Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Robert I. Dowell, Philip N. Edwards, Keith Oldham
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Patent number: 5276192Abstract: A process for preparing phenoxyethanamines from phenols and 2-oxazolines in quantitative yields was discovered. Phosphoric acid hydrolyzes the amide intermediate from the phenol/2-oxazoline reaction without cleaving the amide at the ether linkage and without undesired aromatic ring substitution. Thus, yield to the desired phenoxyethanamines is often 98% or better, requiring no subsequent purification. In contrast, sulfuric and hydrochloric acids give these undesired side reactions. Phenoxyethanamines are useful in thermosetting resins, pharmaceuticals and as surfactants.Type: GrantFiled: April 22, 1991Date of Patent: January 4, 1994Assignee: Texaco Chemical CompanyInventors: Wei-Yang Su, George P. Speranza
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Patent number: 5262566Abstract: The invention relates to a process for the preparation of optically active .alpha.-hydroxycarboxylic acids characterised in that carbamates are first reacted in the presence of a selective base and of a chelate-forming diamine to give a carbanion complex compound, this is then dia- or enantioselectively deprotonated, then substituted with CO.sub.2 and, as a final step, the heterocyclic protective group is eliminated.Type: GrantFiled: December 10, 1992Date of Patent: November 16, 1993Assignee: Bayer AktiengesellschaftInventors: Klaus-Helmut Mohrs, Axel Carstens, Dieter Hoppe
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Patent number: 5227494Abstract: A novel process for regioselectively preparing oxazoline compounds is disclosed. The process utilizes an amino alcohol, a cyano compound, a base and a dihydric alcohol solvent, a polyhydric alcohol solvent or mixtures thereof.Type: GrantFiled: June 29, 1992Date of Patent: July 13, 1993Assignee: Schering CorporationInventors: Doris P. Schumacher, Jon E. Clark, Bruce L. Murphy
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Patent number: 5217973Abstract: The present invention relates to the derivatives of formula: ##STR1## as well as to their addition salts and to their use in therapy, in particular for the treatment of cardiovascular diseases, especially for the treatment of hypertension, cardiac insufficiency and diseases of the arterial wall.Type: GrantFiled: August 7, 1991Date of Patent: June 8, 1993Assignee: Laboratoires UPSAInventors: Nicole Bru-Magniez, Eric Nicolai, Jean-Marie Teulon
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Patent number: 5210207Abstract: The invention provides an improved process for the preparation of a vinyl derivative of a Bronsted acid, wherein a vinyl derivative of a first Bronsted acid is subjected to transvinylation by reactive distillation with a second Bronsted acid.Type: GrantFiled: January 31, 1991Date of Patent: May 11, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Morteza Mokhtarzadeh, Rex E. Murray
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Patent number: 5153328Abstract: Intermediates having the formula ##STR1## wherein R is --NO.sub.2, CH.sub.3 S--, CH.sub.3 SO--, or CH.sub.3 SO.sub.2 --, X.sub.1 is hydrogen, alkyl, haloalkyl, (substituted) phenyl or phenylalkyl and Y is F or --OSO.sub.2 R.sub.6 wherein R.sub.6 is methyl, trifluoromethyl, (substituted) phenyl naphthyl or pyridyl are disclosed.Type: GrantFiled: April 21, 1992Date of Patent: October 6, 1992Assignee: Zambon S.p.A.Inventors: Giancarlo Jommi, Dario Chiarino, Roberto Pagliarin
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Patent number: 5141948Abstract: 2-Substituted phenyl-2-oxazoline derivatives or 2-substituted phenyl-2-thiazoline derivatives represented by the general formula (I) ##STR1## in which R.sub.1 and R.sub.2 may be same or different and each represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a nitro group, a lower haloalkyl group or a lower haloalkoxy group, with a proviso that R.sub.1 and R.sub.2 do not simultaneously represent hydrogen atoms;R.sub.3 represents a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group;R.sub.Type: GrantFiled: December 10, 1990Date of Patent: August 25, 1992Assignee: Yashima Chemical Industrial Co., Ltd.Inventors: Satoshi Miyamoto, Junji Suzuki, Yasuo Kikuchi, Kazuya Toda, Yoshiaki Itoh, Tatsufumi Ikeda, Tatsuya Ishida, Tasuaki Hariya, Yokichi Tsukidate, Chiharu Morikawa
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Patent number: 5140034Abstract: A class of 5-membered heterocyclic compounds having at least one heteroatom, substituted on the heterocyclic ring by an imidazolyl moiety, are useful in the treatment of psychotic disorders (e.g. schizophrenia and mania); anxiety; alcohol or drug withdrawal or dependence; pain; gastric stasis; gastric dysfunction (such as occurs with dyspepsia, peptic ulcer, reflux oesophagitis and flatulence); migraine, nausea and vomiting; movement disorders; and presenile and senile dementia.Type: GrantFiled: March 8, 1990Date of Patent: August 18, 1992Assignee: Merck Sharp & Dohme Ltd.Inventors: Raymond Baker, Christopher Swain, John Saunders
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Patent number: 5130440Abstract: A process for the production of 2-alkyl- or alkenyl-2-oxazolines, in which the alkyl or alkenyl group may be a hydroxy-, dihydroxy- or hydroxy, C.sub.1 -C.sub.2 -alkoxy-substituted hydrocarbon radical containing at least 7 carbon atoms, produces the subject compounds in high yields when C.sub.8 -C.sub.22 fatty acids or esters thereof are reacted with 2-amino-ethanol or ethanolamides of these fatty acids in the presence of titanium or zirconium compounds corresponding to the formula M(OR.sup.2).sub.4 wherein M=Ti or Zr.Type: GrantFiled: March 20, 1991Date of Patent: July 14, 1992Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst-Juergen Krause, Peter Neumann
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Patent number: 5049574Abstract: 5-Trifluoromethoxy-2-benzimidazolamine and its salts with an inorganic or organic acid, its preparation and medicinal products containing it.Type: GrantFiled: February 16, 1990Date of Patent: September 17, 1991Assignee: Rhone-Poulenc SanteInventors: Francois Audiau, Christian Renault
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Patent number: 5043349Abstract: 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: GrantFiled: March 26, 1990Date of Patent: August 27, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Carini, David J., John J. V. Duncia, Gregory J. Wells
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Patent number: 5034536Abstract: Unsaturated esters with an alkyl group at the 2 carbon, such as methyl methacrylate, react with .beta.-aminoalkanols, such as 2-aminoethanol, in the presence of an alkali metal alkoxide or hydroxide such as sodium methoxide, under moderate temperatures to form an amide such as N-(2-hydroxyethyl)methacrylamide. The amide may be cyclized by a weak Lewis acid, such as ferric chloride, at about 220.degree. C. to form a 2-alkenyl oxazoline, such as isopropenyl oxazoline.Type: GrantFiled: June 22, 1990Date of Patent: July 23, 1991Assignee: The Dow Chemical CompanyInventor: Michael J. Fazio
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Patent number: 4977171Abstract: A compound represented by the following formula ##STR1## wherein X.sup.1 and X.sup.2 are identical or different and each represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom, a trifluoromethyl group or a trifluoromethoxy group;Y.sup.1 and Y.sup.2 are identical or different and each represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a cyano group, a nitro group, a halogen atom or a trifluoromethyl group;Z represents an oxygen or sulfur atom; andn is 0 or 1;excepting the case where n is 0 and X.sup.1 and X.sup.2 are both hydrogen atoms, the case where n is 1 and X.sup.1 and X.sup.2 are members selected from the class consisting of hydrogen and halogen (excepting iodine) atoms, and the case where Y.sup.1 and Y.sup.2 are membrs selected from the class consisting of hydrogen and halogen (excepting iodine) atoms and nitro groups. This compound is useful as an insecticidal and acaricidal (miticidal) agent.Type: GrantFiled: June 2, 1989Date of Patent: December 11, 1990Assignee: Yashima Chemical Industrial Co., Ltd.Inventors: Junji Suzuki, Tatsuya Ishida, Kazuya Toda, Tatsufumi Ikeda, Yokichi Tsukidate, Kikuchi Yasuo, Yoshiaki Itoh
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Patent number: 4958005Abstract: A fluorine-containing composition represented by formula (I) ##STR1## wherein X represents a group containing a polyfluoroaliphatic group having from 3 to 26 carbon atoms; R represents a hydrogen atom or an aliphatic group having from 1 to 3 carbon atoms; n represents an integer of from 2 to 3; p represents an integer of from 1 to 100; and Y represents a group represented by formula (II) or formula (III) ##STR2## wherein R represents a hydrogen atom or an aliphatic group having from 1 to 3 carbon atoms; n represents an integer of from 2 to 3; and Z represents an iodine atom, a sulfonate group, or a sulfate group, ##STR3## wherein R represents a hydrogen atom or an aliphatic group having from 1 to 3 carbon atoms; n represents an integer of from 2 to 3; and Z.sup.1 represents an iodine atom, a bromine atom, a chlorine atom, or a hydroxyl group; and a process for preparing the same.Type: GrantFiled: September 20, 1988Date of Patent: September 18, 1990Assignee: Daikin Industries, Ltd.Inventors: Takeo Saegusa, Masatoshi Miyamoto, Yoshiyuki Sano
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Patent number: 4952730Abstract: The invention relates to a process for inverting the configuration at the optically active carbon atom (*) in compounds of the formula I ##STR1## in which A denotes a carbocyclic or heterocyclic aromatic radical and R denotes an aliphatic, cycloaliphatic or araliphatic hydrocarbon radical, by formylation, treating the resulting compounds with a strong acid or an acid halide and cleaving the oxazolinium derivatives thus obtained, by acid or alkaline hydrolysis, if appropriate via the stage of the N-formyl compound, and to oxazolinium derivatives of the formula III defined herein and formed as intermediate products.Type: GrantFiled: May 27, 1986Date of Patent: August 28, 1990Assignee: Hoechst AktiengesellschaftInventors: Hans-Jurgen Leuchs, Werner Mohler, Hanns-Eberhard Erle
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Patent number: 4925862Abstract: All stereoisomeric forms and mixtures thereof of a compound of the formula ##STR1## wherein X is --O-- or --S--, Y is --C.dbd.O, ##STR2## or --CH.sub.2 --, R.sub.1 is selected from the group consisting of hydrogen, halogen, optionally unsaturated alkyl of 1 to 8 carbon atoms and optionally unsaturated cycloalkyl of 3 to 8 carbon atoms, the latter two being optionally substituted with one or more halogen and aryl of 6 to 14 carbon atoms, R.sub.2 is selected from the group consisting of hydrogen, --CF.sub.3, --NO.sub.2, --CN, halogen, alkoxy of 1 to 8 carbon atoms, aryl of 6 to 14 carbon atoms, an ester, optionally unsaturated alkyl of 1 to 8 carbon atoms and optionally unsaturated cycloalkyl of 3 to 8 carbon atoms the latter two being optionally substituted with one or more halogen, R.sub.3 is selected from the group consisting of hydrogen, alkyl of 1 to 3 carbon atoms, --CN and --C.tbd.CH and A is the residue of an ACOOH pyrethrinoid acid having pesticidal properties.Type: GrantFiled: July 20, 1988Date of Patent: May 15, 1990Assignee: Roussel UclafInventors: Jacques Demassey, Jean-Pierre Demoute, Jean Tessier
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Patent number: 4863966Abstract: Compounds of formula (I) are pesticides having activity against arthropods: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are H, alkyl, alkoxy, halo, cyano or trifluoromethyl, or two of R.sup.1, R.sup.2 and R.sup.3 are linked to form a 3 or 4 carbon atom group;X is O or NA where A is H or alkyl;R is H or alkyl; andR.sup.4 and R.sup.5 are H, alkenyl or haloalkenyl or optionally substituted alkyl, aryl or aralkyl, or NR.sup.4 R.sup.5 represents a heterocyclic ring; or an acid addition salt thereof.The invention further provides methods for the preparation of the compounds, pesticidal formulations containing them, and their use in controlling arthropod pests.Type: GrantFiled: February 17, 1981Date of Patent: September 5, 1989Assignee: Burroughs Wellcome Co.Inventors: Malcolm H. Black, Alexander D. Frenkel, Peter T. Roberts
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Patent number: 4847364Abstract: Methine-azo compounds of the formula ##STR1## in which A is the complement to a heterocyclic 5- or 6-membered ring which has a quaternized N atom as a ring member, which can contain further hetero atoms and which can be substituted or/and be fused with carbocyclic or heterocyclic rings,R is hydrogen, cyano or C.sub.2 --C.sub.3 -alkylene which is bonded to an N atom of ring A to form a 5- or 6-membered ring,B is substituted or unsubstituted phenylene or naphthylene,X.sup..crclbar. is an anion andKK is the radical of an open-chain coupling component which contains active methylene groups, except that, if A is the complement to a pyridinium ring, KK cannot be the radical of acetoacetanilide which is unsubstituted or alkyl-substituted in the aniline ring.They are suitable for use as dyes for dyeing and printing cationically dyeable substrates, in particular paper.Type: GrantFiled: June 16, 1987Date of Patent: July 11, 1989Inventor: Peter Mockli
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Patent number: 4772309Abstract: A 5-Acylamino-pyrazole derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, halogen or nitro,R.sup.2 represents hydrogen, alkyl, alkenyl, alkinyl or optionally substituted cycloalkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,X represents oxygen or sulphur,n represents the integer 0, 1 or 2,Ar represents in each case optionally substituted phenyl or pyridyl andHet represents an optionally substituted 5- or 6- membered heterocyclic radical linked via a carbon atom,which exhibit herbicidal and plant growth regulating activity.Type: GrantFiled: March 19, 1987Date of Patent: September 20, 1988Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Reinhold Gehring, Otto Schallner, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen
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Patent number: 4766120Abstract: Tetrazole derivatives of the formula: ##STR1## wherein R.sup.1 is an optional defined substituent; A is sulfur or a lower alkylene-thio, l is 0 or 1; B is a lower alkylene; R.sup.2 is hydroxy, a lower alkoxy, or a group: ##STR2## wherein R.sup.3 and R.sup.4 are optional defined substituents, or the R.sup.3 or R.sup.4 may combine together with the nitrogen atom to which they are joined to form a defined heterocyclic group, and a pharmaceutically acceptable salt thereof, which have prophylactic or therapeutic activities against peptic and/or duodenal ulcers and also anti-inflammatory activity and are useful as an anti-ulcer or anti-inflammatory drug; processes for the preparation of the tetrazole derivatives; and pharmaceutical compositon containing said tetrazole derivatives.Type: GrantFiled: May 30, 1986Date of Patent: August 23, 1988Assignee: Otsuka Pharmaceutical Company, LimitedInventors: Minoru Uchida, Takao Nishi, Kazuyuki Nakagawa
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Patent number: 4743700Abstract: Replacement with fluorine of the primary hydroxy group of 1-phenyl-2-amino-1,3-propanediol compounds wherein the secondary hydroxy group and the amino group have been suitably protected.The reaction is carried out with an inorganic fluoride in a polyglycol.New oxazoline compounds particularly useful in said process.Type: GrantFiled: February 1, 1985Date of Patent: May 10, 1988Assignee: Zambon S.p.A.Inventors: Giancarlo Jommi, Dario Chiarino, Roberto Pagliarin
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Patent number: 4740231Abstract: 1-Aryl-5-alkoximinoalkylamino-pyrazoles of the formula ##STR1## in which R represents cyano or nitro, or represents an optionally substituted heterocyclic radical,R.sup.1 represents hydrogen or alkyl,R.sup.2 represents hydrogen or alkyl, or represents optionally substituted aryl,R.sup.3 represents hydrogen, alkyl or alkenyl, or represents in each case optionally substituted aralkyl or aryl andAr represents optionally substituted phenyl or pyridyl,are active as herbicides and plant growth regulants. Compounds of the formula ##STR2## in which R" has the same definition as R other than cyano, are also active and useful as intermediates as well.Type: GrantFiled: May 22, 1986Date of Patent: April 26, 1988Assignee: Bayer AktiengesellschaftInventors: Reinhold Gehring, Otto Schallner, Jorg Stetter, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen
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Patent number: 4721790Abstract: Fluoronitroaralkyloxazolines are prepared by reacting a fluoronitroaromatic compound with an alpha-substituted 2-alkyloxazoline in an inert solvent and in the presence of a base. Fluoronitroaralkyloxazolines are useful intermediates for the synthesis of pharmaceuticals, such as flurbiprofen.Type: GrantFiled: November 13, 1984Date of Patent: January 26, 1988Assignee: Ethyl CorporationInventor: Kenneth C. Lilje
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Patent number: 4709039Abstract: This invention relates to new organic compounds, including 2-(2-allyloxy-1-methylethyl)-2-oxazoline and 2-(vinylbenzyloxy-1-methylethyl)-2-oxazoline. Its method of preparation comprises condensing 2-(3-hydroxy-2-propyl)-2-oxazoline with allyl chloride and vinylbenzyl chloride, respectively, in a phase transfer process. The invention is also directed to a method of copolymerizing 2-ethyloxazoline with such compounds.Type: GrantFiled: March 21, 1986Date of Patent: November 24, 1987Assignee: The Dow Chemical CompanyInventor: Richard T. Chou
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Patent number: 4694019Abstract: The present invention relates to therapeutic compositions for the treatment of gastric disorders, said compositions containing a compound of the formula ##STR1## in which R is a mono- or poly-cyclic heterocyclic radical, possibly substituted, containing an oxygen atom, R' is a hydrogen atom or a linear, branched or cyclic alkyl radical, saturated or unsaturated, containing up to 18 carbon atoms, and,either A represents a hydrogen atom and B represents a hydroxyl radicalor A and B together form a carbon-carbon double bond, as well as the pharmaceutically acceptable alkaline, alkaline-earth or amine salts thereof.Type: GrantFiled: August 14, 1985Date of Patent: September 15, 1987Assignee: Roussel UCLAFInventors: Mario Bianchi, deceased, Fernando Barzaghi
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Patent number: 4673748Abstract: This invention relates to a process for preparing 2-oxazolines which comprises cyclodehydrating a hydroxyalkylamide in the presence of a stannous salt of a carboxylic acid. The 2-oxazolines have a variety of uses such as pharmaceutical intermediates, pharmaceuticals and as stabilizers for resins.Type: GrantFiled: April 30, 1985Date of Patent: June 16, 1987Assignee: Robinson Brothers LimitedInventors: Kenneth Rock, Geoffrey Smith
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Patent number: 4661600Abstract: A process for the production of a product selected from the group consisting of a 2-oxazoline or a 2-oxazine and a 2-imidazoline or a 2-imidazine comprising reacting a bicyclic amide acetal with a member selected from the group consisting of an alkanol amine and an alkylene polyamine, respectively, at a temperature in the range of from about 20.degree. C. to 200.degree. C. is described.Type: GrantFiled: May 20, 1985Date of Patent: April 28, 1987Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
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Patent number: 4639535Abstract: Disclosed are trisubstituted benzene derivatives of the formula ##STR1## wherein B is selected from the group consisting of --NHCOC(CH.sub.3).sub.3, 1,3-oxazolinyl and --CONHR, wherein R is methyl, phenyl, or t-butyl; Y is selected from the group consisting of CO.sub.2 H, CHO, CO.sub.2 R' and COR', wherein R' is a lower alkyl having from 1 to 4 carbon atoms; and A is H or tetrahydropyran. Said compounds are valuable intermediates in the preparation of certain anti-allergic chromone or thiochromone-5-oxamic acid derivatives.Type: GrantFiled: October 30, 1985Date of Patent: January 27, 1987Assignee: Miles Laboratories, Inc.Inventors: Trevor S. Abram, Peter Norman, Brian T. Warren
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Patent number: 4620867Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is lower alkyl or benzyl; R.sup.2 is lower alkoxy, benzyloxy or the group ##STR2## where R.sup.3 is lower alkoxy; Ar is phenyl or phenyl substituted with 1 to 3 substituents independently selected from halogen, trihalomethyl, nitro, phenyl, lower alkoxy and lower alkyl; and X.sup.1 and X.sup.2 are independently hydrogen, halogen, lower alkoxy, or lower alkyl, or X.sup.1 and X.sup.2 taken together form an aromatic ring fused with the phenyl ring, provided that both X.sup.1 and X.sup.2 are not hydrogen show activity as plant growth regulators.Type: GrantFiled: September 28, 1984Date of Patent: November 4, 1986Assignee: Chevron Research CompanyInventor: Tatao Luo
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Patent number: 4595687Abstract: Sparsomycin derivatives of the formula ##STR1## wherein X and Y are each independently an oxo or an imino group; n is 0 or the integer 1 or 2; R.sub.1 is a hydrogen or 1 to 4 carbon alkyl group; R.sub.2 is a hydrogen, a 1 to 4 carbon alkyl, a 2 to 5 carbon acyl or a benzoyl group; and R is a 1 to 6 carbon alkyl, 3 to 8 carbon alkenyl, cyanomethyl carboxymethyl, carbalkoxymethyl wherein the alkoxy moiety is a 1 to 4 carbon alkoxy group, nitromethyl, alkylcarbonylmethyl wherein the alkyl moiety is a 1 to 4 carbon alkyl group, pyridyl, furanyl, or furfuryl group or a phenyl or benzyl group optionally substituted by a methylenedioxy or one to two halogen, 1 to 4 carbon alkyl, 1 to 4 carbon alkoxy, 1 to 4 carbon alkylthio, hydroxy, nitro or cyano groups or a pharmaceutically acceptable acid addition salt thereof. Also described are their use as antiprotozoals and antibacterials.Type: GrantFiled: July 18, 1984Date of Patent: June 17, 1986Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Douglas W. Beight, Gary A. Flynn
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Patent number: 4593103Abstract: Polyoxazoline compounds are prepared by reacting a polymercaptan with a 2-alkenyloxazoline or a 2-alkenyloxazine. The compounds so prepared have at least two oxazoline or oxazine functionalities and can be employed in applications where a compound having an oxazoline or oxazine functionality has useful activity.Type: GrantFiled: August 22, 1983Date of Patent: June 3, 1986Assignee: The Dow Chemical CompanyInventor: Mark R. Johnson
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Patent number: 4584386Abstract: There is disclosed alkylthiomethyl oxazolines such as 2-(octadecylthiomethyl)-5-ethyl-5-methylol-2-oxazoline, suitable for use in drilling fluids as a lubricity agent and/or anti-oxidant.Type: GrantFiled: December 19, 1984Date of Patent: April 22, 1986Assignee: Exxon Research & Engineering Co.Inventors: Antonio Gutierrez, Darrell W. Brownawell, Thad O. Walker, Stanley J. Brois
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Patent number: 4582931Abstract: A process for the preparation of 2-Deutero-D-serine and its fluorination is disclosed.Type: GrantFiled: December 24, 1984Date of Patent: April 15, 1986Assignee: Merck & Co., Inc.Inventors: Edward J. J. Grabowski, Paul J. Reider
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Patent number: 4574157Abstract: For the preparation of pure, anhydrous cyclic imido esters, nitriles are reacted with amino alcohols with splitting off of ammonia at temperatures of 90.degree.-230.degree. C. under a pressure of 1.1-10 bar. The catalysts employed are metallic compounds. The process results in substantially shorter reaction times.Type: GrantFiled: June 28, 1983Date of Patent: March 4, 1986Assignee: Chemische Werke Huels, AGInventor: Walter K. Homann
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Patent number: 4565874Abstract: A compound having the structural formula: ##STR1## wherein R is H or OH, and a is 3 or 4.Type: GrantFiled: August 5, 1982Date of Patent: January 21, 1986Assignee: University of FloridaInventor: Raymond J. Bergeron, Jr.
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Patent number: 4558043Abstract: Benzofurans or 2,3-dihydrobenzofurans of the formula ##STR1## in which R.sub.1 represents hydrogen or an aliphatic radical,R.sub.2 represents an amino group disubstituted by a bivalent aliphatic radical which is optionally interrupted by at least one hetero atom,and the aromatic ring may be additionally substituted,and the salts thereof, have anti-inflammatory and/or analgesic activities.Type: GrantFiled: July 11, 1984Date of Patent: December 10, 1985Assignee: Ciba Geigy CorporationInventors: Paul Wenk, Werner Breitenstein, Marcus Baumann
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Patent number: 4551511Abstract: Improved copolymers of maleic anhydride and styrene are prepared by including small amounts of an oxazoline in the copolymerization mixture.Type: GrantFiled: October 19, 1984Date of Patent: November 5, 1985Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
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Patent number: 4543414Abstract: 2-Substituted-2-oxazolines are prepared by contacting N-(2-hydroxyalkyl)carboxamides with a small but catalytic amount of a cadmium or zinc salt at an elevated temperature.Type: GrantFiled: August 14, 1980Date of Patent: September 24, 1985Assignee: The Dow Chemical CompanyInventor: David L. Larson
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Patent number: 4540795Abstract: Fluoronitroaralkyloxazolines are prepared by reacting a fluoronitroaromatic compound with an alpha-substituted 2-alkyloxazoline in an inert solvent and in the presence of a base. Fluoronitroaralkyloxazolines are useful intermediates for the synthesis of pharmaceuticals, such as flurbiprofen.Type: GrantFiled: February 25, 1983Date of Patent: September 10, 1985Assignee: Ethyl CorporationInventor: Kenneth C. Lilje
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Patent number: 4501895Abstract: This invention relates to novel compounds for preventing or retarding the degradation of elastin or other proteins and therefore preventing or retarding the disease states caused by said degradation, of the formula: ##STR1## or its pharmacologically acceptable salts. The invention also relates to novel methods and intermediates for making the compounds. The intermediate compound being of the formula: ##STR2## wherein R.sub.2 is (a) halogen; or(b) trifluoromethyl;wherein R.sub.3 is(a) --C(O)R.sub.4 ;(b) --CH(OH)R.sub.4 ;(c) --CH.sub.2 R 4; or(d) --CH.dbd.CHR.sub.4 ;wherein R.sub.4 is alkyl or 13 to 25 carbon atoms inclusive, and the pharmacologically acceptable base addition salts thereof.Type: GrantFiled: July 2, 1984Date of Patent: February 26, 1985Assignee: G.D. Searle & Co.Inventors: Richard A. Mueller, Richard A. Partis
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Patent number: 4486326Abstract: There are disclosed lubricating oil compositions containing an oil soluble hydrocarbon substituted mono-oxazoline, bis-oxazoline or lactone oxazoline dispersant containing 0.2 to 2.0 wt % of complexed copper, the dispersant exhibiting improved varnish inhibition properties as well as providing anti-oxidation properties to the lubricating oil.Type: GrantFiled: September 6, 1983Date of Patent: December 4, 1984Assignee: Exxon Research & Engineering Co.Inventors: Antonio Gutierrez, Darrell W. Brownawell, Stanley J. Brois
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Patent number: 4479888Abstract: Dispersing additives for lubricating fluids are disclosed, which contain the oxazoline function and are prepared by reacting amino alcohols with mono or bicarboxylic linear or branched chain aliphatic acids having from 2 to 51 carbon atoms. These additives are characterized by a very high dispersing power which makes them particularly suitable for engines used in stop-and-go service.Type: GrantFiled: June 4, 1980Date of Patent: October 30, 1984Assignee: Agip Petroli S.p.A.Inventors: Paolo Koch, Luciano Mattei, Giampaolo Gerbaz
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Patent number: 4477384Abstract: .alpha.-Substituted acrylic acids are prepared from carboxylic acids in high yield and high purity by novel process. The .alpha.-substituted acrylic acids are prepared by condensing a fatty acid with 2-amino-2-methylpropanol, neutralizing the resulting oxazoline reaction mixture, converting the oxazoline with paraformaldehyde to an intermediate which is heated with an azetrope such as cumene or xylene and the resulting methylene oxazoline hydrolyzed to obtain the desired product.Type: GrantFiled: February 20, 1981Date of Patent: October 16, 1984Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Samuel Serota, Warner M. Linfield
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Patent number: 4469885Abstract: This invention relates to novel compounds for preventing or retarding the degradation of elastin or other proteins and therefore preventing or retarding the disease states caused by said degradation, of the formula: ##STR1## or its pharmacologically acceptable salts. The invention also relates to novel methods and intermediates for making the compounds.Type: GrantFiled: May 9, 1983Date of Patent: September 4, 1984Assignee: G. D. Searle & Co.Inventors: Richard A. Mueller, Richard A. Partis
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Patent number: 4466974Abstract: Compounds of the formula ##STR1## wherein X is an amine function and R is substituted phenyl and their pharmaceutically acceptable salts are useful antifungal agents in animals, including man.Type: GrantFiled: October 31, 1983Date of Patent: August 21, 1984Assignee: Pfizer Inc.Inventors: Kenneth Richardson, Kelvin Cooper
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Patent number: 4455429Abstract: A bis-oxazoline of the formula: ##STR1## wherein R represents an alkyl group of 6 to 50 carbons and X is selected from the group containing of an alkyl or hydroxyalkyl group and at least one of the X substituents being a hydroxy alkyl group of the structure --(CH.sub.2).sub.n OH where n is 1 to 3, which is useful in improving the lubricity of aqueous drilling muds.Type: GrantFiled: September 21, 1983Date of Patent: June 19, 1984Assignee: Exxon Research & Engineering Co.Inventors: Antonio Gutierrez, Darrel W. Brownawell, Robert C. Portnoy, Stanley J. Brois