Abstract: 2,3-dimercaptosuccinic acid and esters thereof are prepared by reacting sodium thiosulfate with acetylene dicarboxylic acid in the presence of a strong acid and subjecting the resulting alkylthiosulfate to an acid hydrolysis. The 2,3-dimercaptosuccinic acids and esters thereof are useful as an antidote for heavy metal poisoning.
Type:
Grant
Filed:
June 7, 1982
Date of Patent:
October 29, 1985
Assignee:
Johnson & Johnson Baby Products Company
Inventors:
Martin K. O. Lindemann, Elvin R. Lukenbach
Abstract: Stereoisomerically-enriched esters are prepared by treating a non-symmetrical ketene with a racemic or chiral tertiary-base-substituted alkylcarbinol. Optional hydrolysis of the esters gives the corresponding optically-active carboxylic acids corresponding to the non-symmetrical ketene.
Abstract: A process for the recovery of mineral values by froth flotation in an aqueous medium employing a novel frother. Frothers prepared by Michael addition between alpha, beta-unsaturated ethylenic compounds and either alcohols, amines or mercaptans or by the condensation of HCN, aldehydes/ketones with either alcohols, amines or mercaptans have been found to be effective in the froth flotation system and capable of reducing the required collector consumption.
Abstract: Ester is produced by reacting highly hindered carboxylic acid or salt thereof represented by the formula ##STR1## wherein a. R.sub.3, R.sub.4, and R.sub.5 are each independently a monovalent organo group, andb. M is hydrogen, monovalent metal, or the monovalent fractional part of a polyvalent metal,with organic carbonate represented by the formula ##STR2## wherein R.sub.1 and R.sub.2 are each independently monovalent organic groups which may be the same or different, and wherein the alpha carbon of at least one of R.sub.1 and R.sub.2 is substantially sterically unhindered.
Abstract: Dithiodiacyl carnitines, intermediates for the preparation of mercaptoacyl-carnitines, are disclosed.These mercapto acyl-carnitines are useful therapeutic agents, e.g. for the treatment of intoxications and burns and as mucolytic agents.
Abstract: A sulfur-containing polymer having a repeating unit represented by the formula: ##STR1## where R is a straight or branched alkylene group having from 1 to 6 carbon atoms, R' is a straight or branched alkylene group having from 1 to 3 carbon atoms and p is an integer of from 0 to 10, and having an average molecular weight of from 500 to 10,000 and a sulfur content of from 15 to 65% by weight. The sulfur-containing polymer of the present invention is useful as a flame or smoke retarding agent in resin and rubber materials.
Type:
Grant
Filed:
November 22, 1983
Date of Patent:
March 12, 1985
Assignees:
Hodogaya Chemical Co., Ltd., Katsura Sangyo Co., Ltd.
Abstract: The invention declares new chiral, optically active compounds of the general formula ##STR1## wherein a 5 or 6 membered lactol ring (E), with X and Y meaning (CR.sup.1 R.sup.2).sub.n, with n=0 to 2 and R.sup.1, R.sup.2 =H, lower alkyl or aryl in any combination which does not impair the anomeric selectivity of I in forming acetals, is fused in a stereospecific manner to a bicyclo[2.2.
Abstract: A process for inducing the production of endogenous interferon in a vertebrate animal which comprises parenterally, intranasally or topically adminstering to the animal an interferon-inducing effective amount of composition containing as the essential active ingredient a compound of the formula ##STR1## or a non-toxic acid addition salt thereof wherein R.sub.7 and R.sub.8 are each alkyl of from 12 to 30 carbon atoms and Z is selected from the group consisting of N-(lower alkyl)-piperazino and N-(W-hydroxy-lower alkyl)-piperazino, said lower alkyl groups having from 1 to 4 carbon atoms.
Type:
Grant
Filed:
July 18, 1983
Date of Patent:
January 1, 1985
Assignee:
Pfizer Inc.
Inventors:
Timothy H. Cronin, Hermann Faubl, William W. Hoffman, James J. Korst
Abstract: There is provided a process for the production of .beta.-mercaptopropionic acid and its esters and nitriles by reacting the corresponding acrylic acid derivatives with trithiocarbonates in aqueous solution.
Abstract: Hydroxyl-containing liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one of selected vinylidene monomers having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) at least one hydroxyl-containing disulfide in the presence of (3) ultraviolet radiation.
Abstract: A nucleophile substituted unsaturated hydrocarbon based compound is prepared by reacting a compound of the formula: ##STR1## wherein R and R' are hydrogen, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, aralkyl, alkoxyalkyl, alkoxy, alkylthioalkyl, or carboxyalkyl or carboxyalkenyl and X is a leaving group selected from the group consisting of chlorine, bromine, and iodine with a nucleophilic reagent.
Type:
Grant
Filed:
June 30, 1982
Date of Patent:
August 7, 1984
Assignee:
Duke University
Inventors:
Ned A. Porter, Carl B. Ziegler, Jr., David H. Roberts
Abstract: A method for sulfating a hydroxy amino acid or a residue of such an amino acid in a peptide by reaction with a reagent which is a tertiaryammonium salt of acetylsulfuric acid having the formula:[CH.sub.3 COOSO.sub.3 ].sup.- [R].sup.+wherein R is triethylamine, ethyldiisopropylamine, pyridine, 4-methylmorpholine or 4-N,N-dimethylaminopyridine. The .alpha.-amino group and any other labile side chains present may be protected or may be left unprotected at the time the sulfation takes place.
Type:
Grant
Filed:
November 4, 1982
Date of Patent:
April 24, 1984
Assignee:
The Salk Institute for Biological Studies
Abstract: Novel amides of acyl-carnitines having general formula ##STR1## wherein R' is acetyl, propionyl, butyryl (unsubstituted or halogen-substituted) isobutyryl, .beta.-hydroxybutyryl, acetoacetyl, pantothenyl, and linoleyl, and R" is either an unsubstituted amino radical (provided that R' is ather than acetyl) or a substituted amino radical, are therapeutically effective in treatment of functional arrythmias or arrhythmias secondary to myocardialsclerotic diseases and as psychosti-mulants.
Abstract: In one of its embodiments this invention provides a process for recovering C.sub.4 -C.sub.6 dicarboxylic acid components contained in a waste byproduct stream derived from a reaction system in which adipic acid is produced by nitric acid oxidation of cyclohexanone/cyclohexanol.An important aspect of the process is the esterification and extraction of the C.sub.4 -C.sub.6 dicarboxylic acids in the aqueous byproduct stream with a mixture of C.sub.1 -C.sub.3 alkanol and C.sub.6 -C.sub.20 alkanol, and the subsequent recovery of di(C.sub.6 -C.sub.20 alkyl) esters of succinic acid, glutaric acid and adipic acid.In a broader aspect this invention provides a process for recovery of water miscible organic acid components contained in an aqueous solution as C.sub.6 -C.sub.20 alkyl esters of the organic acids.
Abstract: Compounds of the formula V ##STR1## wherein R.sup.2 is straight-chain or branched alkyl of 1 to 8 carbon atoms, cycloalkyl, aryl, alkaryl or aralkyl, L is a bivalent radical, for example --SCH.sub.2 CO.O(CH.sub.2 CH.sub.2 S).sub.y --CH.sub.2 CH.sub.2 -- or --O.COC.sub.p H.sub.2p -- wherein y is a number from 1 to 3 and p is a number from 1 to 18.
Type:
Grant
Filed:
July 19, 1982
Date of Patent:
March 27, 1984
Assignee:
Ciba-Geigy Corporation
Inventors:
Siegfried Rosenberger, Samuel Evans, Bernard Gilg
Abstract: Novel halomethyl derivatives of .alpha.-amino acids of the following general structure: wherein Y is ClCH.sub.2, F.sub.2 CH--, F.sub.3 C--, ClCH.sub.2 --, Cl.sub.2 CH--; Z is .beta.-methylthioethyl, .beta.-thioethyl, .beta.-benzylthioethyl; S-(5'-desoxyadenosin-5'-yl)-S-methylthioethyl, .gamma.-guanidinopropyl, R.sub.a HN(CH.sub.2).sub.n -- wherein n is the integer 3 or 4 or ##STR1## wherein Y.sub.2 is F.sub.2 CH--, or F.sub.3 C--; each of R.sub.a and R.sub.b can be the same or different and is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched, or ##STR2## wherein R.sub.2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or .rho.-hydroxybenzyl; R.sub.1 is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.
Abstract: The addition reaction of hydrogen sulfide with an olefinically unsaturated alkyl carboxylate, to form a product mixture at least 55 weight percent alkyl mercaptoalkanoate, is made immune from significant effects on product selectivity caused by CO.sub.2 contamination of the hydrogen sulfide by selection of the addition catalyst from inorganic and organic bases having an ionization constant greater than 2.0.times.10.sup.-5 at 25.degree. C., such as triethylamine.
Abstract: This invention relates to a new class of organic chemical compounds. More particularly, this invention is concerned with amido and hydrazido derivatives of N-trifluoroacetyl-N-phosphinothioylmethylglycine. This class of compounds has been found to be useful as intermediates in producing amido and hydrazido derivatives of N-phosphinothioylmethylglycine esters which show herbicidal activity. Some of the class of compounds of this invention also show herbicidal activity when applied to certain varieties of weeds or undesired plants.
Abstract: An aminosulfenyl chloride derivative represented by the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are defined in the specification, which is useful as an intermediate for the preparation of a carbamate derivative represented by the formula (III): ##STR2## wherein R.sup.1 and R.sup.2 are the same as defined above, the carbamate derivative having an insecticidal, miticidal or nematocidal activity, is disclosed. A process for preparing the aminosulfenyl chloride of the formula (I), and a process for preparing the carbamate derivative of the formula (III) using the aminosulfenyl chloride of the formula (I) are also disclosed.
Abstract: Novel acyl-derivatives of the .beta.-hydroxy-.gamma.-butyrobetaine are disclosed (typically pyruvyl carnitine hydrochloride) which are useful therapeutic agents in the treatment of cardiac disorders, hyperlipidoemias and hyperlipoproteinemias.
Abstract: Disclosed is a vulcanization accelerator for chloroprene rubber which has a thioglycolic acid ester as its main component and which gives chloroprene products improved in physical properties, particularly tear strength. A modified vulcanization accelerator obtained by having an inorganic powder impregnated with, or adsorb, a thioglycolic acid ester constitutes a preferred embodiment in respect that it avoids emitting the offensive odor of mercaptan and permits easy handling.
Abstract: A nucleophile substituted unsaturated hydrocarbon based compound is prepared by reacting a compound of the formula: ##STR1## wherein R and R' are hydrogen, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, aralkyl, alkoxyalkyl, alkoxy, alkylthioalkyl, or carboxyalkyl or carboxyalkenyl and X is a leaving group selected from the group consisting of chlorine, bromine, and iodine with a nucleophilic reagent.
Type:
Grant
Filed:
August 27, 1980
Date of Patent:
September 21, 1982
Assignee:
Duke University
Inventors:
Ned A. Porter, Carl B. Ziegler, Jr., David H. Roberts
Abstract: Carbamoyl sulfides such as dimethyl N,N'-[2,3-butanediylidenebis[nitrilooxycarbonyl(N-methylimino)thio(N-methy limino)carbonyloxy]]bis[ethanimidothioate] useful for control of insects and nematodes.This application is a divisional of application Ser. No. 139,836, filed Apr. 24, 1980, now U.S Pat. No. 4,254,141, which is a continuation-in-part of application Ser. No. 18,293, filed Mar. 6, 1979, and now abandoned.
Abstract: Disclosed is 2 and a process for its preparation: ##STR1## It is useful in the synthesis of N-formimidoyl thienamycin; R.sup.2 is hydrogen or a protecting group.
Type:
Grant
Filed:
April 17, 1981
Date of Patent:
May 11, 1982
Assignee:
Merck & Co., Inc.
Inventors:
Thomas M. H. Liu, Robert A. Reamer, Ichiro Shinkai, Meyer Sletzinger
Abstract: Disclosed is 2 and a process for its preparation: ##STR1## It is useful in the synthesis of N-formimidoyl thienamycin; R.sup.2 is hydrogen or a protecting group.
Type:
Grant
Filed:
June 25, 1980
Date of Patent:
September 29, 1981
Assignee:
Merck & Co., Inc.
Inventors:
Thomas M. H. Liu, Robert A. Reamer, Ichiro Shinkai, Meyer Sletzinger
Abstract: Acetal and thioacetal derivatives of the formula I ##STR1## in which R.sub.1 and R.sub.2 are identical or different C.sub.1 -C.sub.12 alkyl or together are C.sub.4 -C.sub.7 alkylene, X and Y are identical or different and are each O or S and R.sub.3 is C.sub.1 -C.sub.18 alkyl, C.sub.6 -C.sub.18 aryl, C.sub.7 -C.sub.9 aralkyl, carboxy-(C.sub.1 -C.sub.2)-alkyl, (C.sub.1 -C.sub.18 -alkoxy)-carbonyl-(C.sub.1 -C.sub.2)-alkyl, N-C.sub.1 -C.sub.18 -alkylated carbamoyl-(C.sub.1 -C.sub.2)-alkyl or an ammonium salt of an amine with carboxymethyl or 2-carboxyethyl, or two R.sub.3 radicals of an acetal/thioacetal group together are C.sub.2 -C.sub.4 alkylene.
Abstract: An olefinically unsaturated alkyl carboxylate is reacted with hydrogen sulfide in the presence of a lower alkanol using an addition catalyst with water and/or sulfur cocatalyst to give an alkyl mercaptocarboxylate/dialkyl thiodicarboxylate mixture having a high proportion of the mercaptocarboxylate. If sulfur is contained in the cocatalyst, dialkyl dithiodicarboxylates are also formed. The resulting mixture on transesterification with a poly(oxyalkylene)-polyol gives a poly(oxyalkylene)-polyester-poly(monosulfide)-polythiol or a poly(oxyalkylene)-polyester-poly(monosulfide)-poly(disulfide)-polythiol having a good balance of properties.
Abstract: A method for obtaining dialkyl dithiodialkanoates in which mercaptoalkyl esters are contacted with a halogen in an inert hydrocarbon solvent to produce a heavy liquid phase of dialkyl dithiodialkanoate and a separate liquid phase of hydrocarbon solvent. These phases are easily separated into the product dialkyl dithiodialkanoate and hydrocarbon solvent which can be recycled without further treatment. In an embodiment of the invention the dialkyl dithiodialkanoate is further contacted with alkylene oxide to neutralize residual acidic by-products in the reaction mixture.
Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a straight or branched chain alkynyl group containing from 3 to 9 carbon atoms, inclusive; R.sup.2 is hydrogen, (lower)alkyl, halogen or hydroxymethyl; m is 1 or 2, and n is 2 or 3, provided that the sum of m and n is 3 or 4; X and Y each are independently hydrogen, nitro, cyano, --SO.sub.2 Ar or --COR.sup.3, provided that X and Y are not both hydrogen; R.sup.3 is (lower)alkyl, Ar, (lower)alkoxy, amino or (lower)alkylamino; and Ar is an optionally substituted phenyl group; and nontoxic pharmaceutically acceptable acid addition salts thereof, are potent anti-ulcer agents. Also disclosed are processes for their preparation and novel intermediates of the formulae ##STR2## in which R.sup.1, X, Y and n are as defined above and R.sup.5 is (lower)alkyl, phenylalkyl or phenyl containing 1 or 2 substituents independently selected from nitro, chloro and bromo.
Abstract: Novel isothiouronium salts are herein described which correspond to the formula ##STR1## wherein R and R' are each independently hydrocarbyl or inertly-substituted hydrocarbyl of at least 4 carbon atoms; R.sub.1 -R.sub.4 are each independently alkyl or hydroxyalkyl of 1 to 4 carbon atoms, or R.sub.1 and R.sub.3 are joined to form a 5- or 6-membered heterocyclic ring; n is 0 or 1; and A.sup..crclbar. is an inert neutralizing anion. The isothiouronium salts are surprisingly effective dispersing agents and are used in forming electrodepositable latexes.
Type:
Grant
Filed:
June 15, 1979
Date of Patent:
July 22, 1980
Assignee:
The Dow Chemical Company
Inventors:
Thomas C. Klingler, Ritchie A. Wessling, Dale S. Gibbs
Abstract: A method, composition and compounds useful in said compositions for treating the skin and scalp characterized by an excessive secretion of sebum to improve the condition thereof by reducing said excessive secretion of sebum includes topically applying to a human having skin and/or a scalp so characterized a cosmetic composition containing as an active ingredient a derivative of cysteine or cysteamine. The composition contains about 0.1-5 weight percent of said derivative and also contains as a carrier for the active ingredient, water, a mixture of water and a lower alkanol, a lower alkanol, a mixture of a lower alkanol and a cosmetic resin, a reducing agent, a neutralizing agent or a vegetable oil.
Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a straight or branched chain alkynyl group containing from 3 to 9 carbon atoms, inclusive; R.sup.2 is hydrogen, (lower)alkyl, halogen or hydroxymethyl; m is 1 or 2, and n is 2 or 3, provided that the sum of m and n is 3 or 4; X and Y each are independently hydrogen, nitro, cyano, --SO.sub.2 Ar or --COR.sup.3, provided that X and Y are not both hydrogen; R.sup.3 is (lower)alkyl, Ar, (lower)alkoxy, amino or (lower)-alkylamino; and Ar is an optionally substituted phenyl group; and nontoxic pharmaceutically acceptable acid addition salts thereof, are potent anti-ulcer agents. Processes for their preparation and novel intermediates are also disclosed.
Abstract: Polyesters of polysulfideorganocarboxylic acids have improved solubility in lubricant compositions and thereby impart good load-carrying properties to such lubricants when incorporated therein. Oxidized derivatives thereof wherein at least one of the sulfide groups is oxidized to a sulfoxide or a sulfone, also impart good load-carrying characteristics to lubricants containing same.
Abstract: This disclosure relates to derivatives of N-trifluoroacetyl-N-phosphonomethylglycinates wherein different moieties are attached to the phosphorus atom, to herbicidal compositions containing same and to the herbicidal use thereof.
Abstract: A process for preparing alkaline earth metal mercaptides, useful as synergists for organotin stabilizers in halogen containing resins such as polyvinyl chloride, the process comprising preparing an alkaline earth metal alkoxide by reacting the metal oxide or hydroxide with an alcohol and then reacting the alkoxide with a mercaptan to provide the corresponding alkaline earth metal mercaptide, preferably while removing water from the reaction mixtures throughout the process.
Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
Abstract: A process is provided for the preparation of mercaptoalkane 1,2-dicarboxylic acid esters from readily available starting materials such as hydrogen sulfide and unsaturated alkene 1,2-dicarboxylic acid compounds. Isolation of the intermediate mercaptoalkanedicarboxylic acid can be avoided when a mercaptoalkanedicarboxylic acid ester is the desired product.
Abstract: The isomers of synthetic insect sex pheromones or their precursors are separated by selectively forming an inclusion complex with the E-isomer and urea or thiourea. In order for the E-isomer complex to form selectively it is necessry that the mono-olefin which forms the complex have a primary, linear chain of at least 7 atoms, a molecular diameter of 2.8-6A, and a polar functional group having transverse dimensions of less than 6A. Branching between the olefinic bond and the polar functional group is limited to methyl groups.
Abstract: Novel ester diol alkoxylate acrylates prepared by the reaction of an ester diol and an alkylene oxide to produce an ester diol alkoxylate that is subsequently reacted with acrylic acid or methacrylic acid. The novel derivatives are useful as vehicles in coating and ink compositions and as monomers in the production of polymers.
Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
Abstract: A prepolymer for use in preparing photocurable compositions is prepared by reacting an aliphatic diisocyanate having terminal isocyano groups and at least one alkyl side chain with a hydroxy-, mercapto- or amino-containing olefinically unsaturated compound. This prepolymer is compounded with a photosensitizer and, optionally, a polymercaptan to prepare photocurable compositions.