Abstract: A process for preparing an amidinecarboxylic acid which comprises reacting, in water, an alkoxyiminoacetic acid ester represented by the formula ##STR1## (wherein R.sup.1 and R.sup.2 individually represent an alkyl group of 1 to 4 carbon atoms) with an amine represented by the formulaR.sup.3 --NH.sub.2(wherein R.sup.3 represents a hydrogen atom, an alkyl group of 1 to 4 carbon atoms, an alkenyl group of 2 to 4 carbon atoms, a cycloalkyl group of 5 to 7 carbon atoms or a benzyl group).
Abstract: This disclosure relates to a process for preparing long-chain hydrocarbon substituted ureas by reacting a long chain fatty acid N-chloramide in isopropanol and/or tertiary butanol with an aliphatic or araliphatic primary or secondary amine in the presence of an alkali or alkaline earth hydroxide at a temperature of from 20.degree. to 100.degree. C. The process of this disclosure is particularly useful in preparing long-chain hydrocarbon substituted ureas wherein one of the aliphatic hydrocarbon substituents contains one or more hydroxyl and/or carboxyl groups, as well as the salts of such substituted ureas.
Type:
Grant
Filed:
March 31, 1981
Date of Patent:
August 24, 1982
Assignee:
Akzona Incorporated
Inventors:
Hans G. Zengel, Manfred F. Bergfeld, Rainer Zielke
Abstract: Novel substituted .alpha.-fluoromethyl-.alpha.-amino alkanoic acids and esters thereof are disclosed. The novel compounds have biological activity including decarboxylase inhibition.
Abstract: Novel compounds of the formula ##STR1## wherein A is methylene, ethylene or ethylidene; R.sub.1 is --C.tbd.CH or --CH.dbd.CH.sub.2 ; R.sub.2 is hydrogen or COR wherein R 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.5 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms or ##STR2## wherein R.sub.6 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R.sub.a is hydrogen, ##STR3## 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 ##STR4## wherein R.sub.7 is selected from hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl and p-hydroxybenzyl; and R.sub.b has the same meaning as defined for R.sub.a except R.sub.b is not ##STR5## and R.sub.a and R.sub.
Type:
Grant
Filed:
January 16, 1981
Date of Patent:
April 6, 1982
Assignee:
Merrell Toraude et Compagnie
Inventors:
Brian W. Metcalf, Michel Jung, Charles Danzin
Abstract: Novel compounds are prepared by reacting essential or semi-essential amino acids with nitrogen-free analogues thereof, particularly alpha-keto and/or alpha-hydroxy analogues. The mixed salt reaction products are precursors of essential and semi-essential amino acids in the body, and mixtures of the salts are useful in the treatment of renal and hepatic disorders characterized by protein intolerance leading to deficiencies of various essential and semi-essential amino acids in the body. They may also be useful in the treatment of nitrogen wasting disorders and protein malnutrition. The novel compounds are generally far more palatable and soluble in aqueous solutions than the individual essential or semi-essential amino acids, nitrogen-free analogues thereof, or simple mixtures of these.
Abstract: This invention relates to a process for producing alpha-aminocarboxylic acids and salts thereof. More specifically, this invention relates to a process for producing alpha-aminocarboxylic acids or salts thereof from organic imine compounds by electrochemical reduction.
Abstract: Compounds being analogues of a dipeptide in which the nitrogen atom of the linking amide group of the dipeptide is replaced by trivalent group ##STR1## and in which, optionally, the carbonyl function of this linking group is replaced by the divalent group --CH.sub.2 -- are of value in the synthesis of isosterically modified peptides.
Abstract: Hydantoin compounds are described of the formula (I) : ##STR1## wherein R.sup.1 is phenyl, C.sub.1-4 hydroxyalkyl or carboxy C.sub.1-4 alkyl and wherein R.sub.2 is C.sub.1-6 alkyl. The compounds are useful in the prophylactic treatment of immediate hypersensitivity diseases including asthma.
Type:
Grant
Filed:
May 14, 1979
Date of Patent:
October 28, 1980
Assignee:
Eli Lilly Industries Limited
Inventors:
William B. Jamieson, William J. Ross, Robin G. Simmonds, John P. Verge
Abstract: A 2-hydrazonopropionic acid derivative of the formula ##STR1## wherein R is an aliphatic hydrocarbon radical, andX is a valency bond or a divalent aliphatic hydrocarbon radical containing up to 4 carbon atoms, with the proviso that when X is a valency bond, R cannot be saturated cycloalkyl, ora physiologically compatible salt, lower alkyl ester or amide thereof, which exhibit hypoglycaemic activity.
Type:
Grant
Filed:
August 17, 1978
Date of Patent:
June 3, 1980
Assignee:
Boehringer Mannheim GmbH
Inventors:
Rainer Haeckel, Michael Oellerich, Ruth Heerdt, Manfred Hubner, Felix H. Schmidt
Abstract: Novel cephem compounds of the formula; ##STR1## wherein R.sup.1 represents amino or hydroxyl group which may be protected, R.sup.2 represents amino or hydroxyl group or a group convertible into these groups, R.sup.3 represents hydrogen or methoxy group or a group convertible into methoxy group, R.sup.4 represents hydrogen or a residue of a nucleophilic compound and R.sup.8 represents hydrogen or a halogen, or a pharmaceutically acceptable salt or ester thereof, have strong antibiotic properties against a wide variety of microorganisms including gram-positive bacteria as well as gram-negative ones, especially by oral administration and can be used as therapeutic agent for various bacterial infections of animals including human beings.
Abstract: Novel acetylenic derivatives of .alpha.-amino acids of the following general structure: ##STR1## wherein Z is .beta.-methylthioethyl, .beta.-benzylthioethyl, S-(5'-desoxyadenosin-5' -yl)-S-methylthioethyl, .gamma.-guanidinopropyl, or RHN(CH.sub.2).sub.n --; n is the integer 3 or 4; each R 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 p-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.5 is hydrogen or a lower alkyl group of from 1 to 4 carbon atoms, or ##STR3## wherein R.sub.3 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; and the lactams thereof when Z is RHN(CH.sub.
Abstract: The racemate of 3-fluoro-alanine, and salts thereof, are prepared by reductive amination of 3-fluoro-pyruvic acid, its hydrate, or salts thereof, via the intermediate 2-imino-3-fluoro propionic acid salt, using alkali metal borohydrides as reducing agents. The racemates thus obtained are valuable in the production of 3-fluoro-D-alanine and its pharmacologically acceptable salts, and derivatives thereof, which are potent antibacterial agents.
Type:
Grant
Filed:
October 7, 1977
Date of Patent:
April 10, 1979
Assignee:
Merck & Co., Inc.
Inventors:
Ulf-H. Dolling, Edward J. J. Grabowski, Erwin F. Schoenewaldt, Meyer Sletzinger