Abstract: This invention is selected novel chiral (essentially pure) alpha-amino phosphonates, process for the preparation which is a catalytic asymmetric hydrogenation of olefins and novel intermediates therefor. The alpha-amino phosphonates are useful as antibiotics and/or as intermediates in the preparation of phosphorus-containing analogs of peptides, i.e., phosphonopeptides or pseudopeptides having known uses, such as in antibiotics, antibiotic enhancers, or enzyme inhibitors.
Abstract: The present invention is concerned with aniline derivatives of the general formula: ##STR1## wherein R.sub.1 is hydrogen or a lower alkyl or aryl, R.sub.2 is hydrogen or a lower alkyl which can be substituted by hydroxyl, amino carboxyl, lower alkoxycarbonyl, lower alkanoylamide lower alkyl or aryl or by a group of the structure ##STR2## is which R.sub.5 and R.sub.6 have the meanings given hereinafter, R.sub.3 is a hydrogen or halogen atom or a carboxyl group, R.sub.4 and R'.sub.4, which can be the same or different, are hydrogen or halogen, carboxyl or lower alkoxy or lower alkyl radicals which are preferably in the m-position, R.sub.5 is hydrogen or a lower alkyl and R.sub.
Abstract: A compound of the formula: ##STR1## in which R.sup.1 is hydrogen, alkyl or phenylalkyl; R.sup.2 is hydrogen, alkyl, alkenyl or phenylalkyl; or R.sup.1 and R.sup.2 taken together are --CH.sub.2 CH.sub.2 --, --CH.sub.2 C(R.sup.6)(R.sup.7)CH.sub.2 -- or --CH.sub.2 C(R.sup.8)(R.sup.9)--C(R.sup.10)(R.sup.11)CH.sub.2 --, where R.sup.6, R.sup.8 and R.sup.10 are, independently, hydrogen, alkyl of 1 to 6 carbon atoms or hydroxyl and R.sup.7, R.sup.9 and R.sup.11 are, independently, hydrogen or alkyl of 1 to 6 carbon atoms; A is alkylene or alkenylene; X is CO.sub.2 R.sup.3 in which R.sup.3 is hydrogen or alkyl, P(O)(OR.sup.4)(OR.sup.5) in which R.sup.4 and R.sup.5 are, independently, hydrogen or alkyl, 3,5-dioxo-1,2,4-oxadiazolidin-2-yl or 5-tetrazolyl; or a pharmaceutically acceptable salt thereof are useful as neuroprotectants.
Abstract: Novel phosphorus containing compounds are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful in preventing the intestinal absorption of cholesterol and thus are useful in the treatment of hypercholesterolemia and atherosclerosis.
Type:
Grant
Filed:
March 13, 1991
Date of Patent:
May 4, 1993
Assignee:
Warner-Lambert Company
Inventors:
Gary L. Bolton, Janak K. Padia, Bharat K. Trivedi
Abstract: Compounds of formula I ##STR1## wherein R and R.sub.1 are each independently C.sub.1 -C.sub.4 alkoxy or hydroxy and X and Y are as defined herein, as well as the metal, ammonium or substituted ammonium salts thereof, are useful insecticides, acaricides and, in particular, fungicides. They can be applied to plants or to the locus thereof in the form of compositions or used as seed dressings.
Abstract: This invention relates to controlling corrosion in aqueous systems and more particularly to using certain calcium insensitive phosphonomethyl amine oxide compounds. The compounds of this invention are water soluble phosphonomethyl amine oxides having at least one oxidized tertiary amine group of the formula: ##STR1## and water soluble salts thereof and having a cloud point of at least about 25 ppm.
Type:
Grant
Filed:
December 15, 1989
Date of Patent:
December 1, 1992
Assignee:
W. R. Grace & Co. Conn.
Inventors:
Chih M. Hwa, John A. Kelly, Janet Neton, Patricia M. Scanlon, Roger R. Gaudette
Abstract: Acylaminomethanephosphonic acids are useful intermediates for the preparation of the herbicide N-phosphonemethylglycine and its salts.According to the invention, acylaminomethanephosphonic acids of the formula (I)R.sup.1 --CO--NHCH.sub.2 P(.dbd.O) (OH).sub.2 (I)in which R.sup.1 is H, C.sub.1 -C.sub.6 -alkyl, benzyl or optionally substituted phenyl, can be prepared in a process which can be employed industrially, which comprises the reaction of the compound of the formula R.sup.1 --CO-NH--CH.sub.2 OH with P.sub.2 O.sub.3 and then hydrolysis with water.
Abstract: Compounds of the formula: ##STR1## wherein R.sub.1 is C.sub.2- C.sub.12 linear or branched unsubstituted alkyl; C.sub.1- C.sub.12 linear or branched substituted alkyl; C.sub.2 -C.sub.12 linear or branched monoalkenyl; C.sub.2 -C.sub.12 linear or branched alkynyl; C.sub.7 -C.sub.20 aralkyl, wherein the alkyl chain is linear or branched C.sub.1- C.sub.8 and the aryl moiety is C.sub.6- C.sub.12 ; C.sub.4- C.sub.10 cycloalkylalkyl; C.sub.3- C.sub.7 cycloalkyl; wherein these values for R.sub.1, other than C.sub.2- C.sub.12 linear or branched unsubstituted alkyl, can be substituted by one or more of C.sub.1 -C.sub.4 alkoxy, C.sub.3- C.sub.6 cycloalkyloxy, C.sub.3- C.sub.6 cycloalkylthio, C.sub.6- C.sub.12 aryloxy, C.sub.1- C.sub.4 alkylthio, C.sub.6- C.sub.12 arylthio, C.sub.7- C.sub.10 aralkyloxy, C.sub.7- C.sub.16 aralkyl-thio; and R.sub.5 is H or C.sub.1- C.sub.12 linear or branched alkyl; C.sub.2- C.sub.12 linear or branched monoalkenyl; C.sub.7- C.sub.
Type:
Grant
Filed:
January 9, 1991
Date of Patent:
September 8, 1992
Assignee:
Merck & Co., Inc.
Inventors:
William H. Parsons, William R. Schoen, Arthur A. Patchett
Abstract: New 3-(1-aminoalkylphosphinyl)-(2-substituted)propionic acids are described which display antibacterial activity and potentiate carbapenem antibiotics.
Type:
Grant
Filed:
June 21, 1990
Date of Patent:
March 24, 1992
Assignee:
Merck & Co., Inc.
Inventors:
William H. Parsons, Arthur A. Patchett, William R. Schoen, Masao Taniguchi
Abstract: N-Acyl-aminomethylphosphonic acids represented by the formula ##STR1## wherein R is selected from the group consisting of methyl and aryl are prepared by:(a) bringing together under substantially anhydrous reaction conditions an amide represented by the formula ##STR2## wherein R is as defined above and paraformaldehyde; and thereafter, (b) adding phosphorous trihalide to the reaction mixture.
Type:
Grant
Filed:
January 19, 1990
Date of Patent:
August 20, 1991
Assignee:
Monsanto Company
Inventors:
Sherrol L. Baysdon, Donald L. Fields, Jr.
Abstract: The present invention describes a class of dyes for use in staining cell samples and methods of making such dyes. A preferred class of dyes known as detergent dyes which possess the ability to stain cells in whole blood and are only slowly leached or lost from the stained cells over time are described. The present invention has application, for example, to blood typing for the determination of the presence of blood group antigens A, B, AB, O, and D (Rh.sub.o) and antibodies to such antigens.
Type:
Grant
Filed:
August 19, 1988
Date of Patent:
June 25, 1991
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Thomas L. Tarnowski, Mae W. Hu, Maureen Laney, John S. Pease, Vartan Ghazarossian
Abstract: A process for the production of .alpha.-aminoalkylphosphonic acids or salts thereof of the formula A ##STR1## wherein R.sup.1 represents hydrogen, alkyl having from 1 to 4 carbon atoms or CH.sub.2 --C.sub.6 H.sub.5 and X hydrogen or a metal cation, which comprises reacting a compound of the formula B ##STR2## in which R.sup.1 has the same meaning as in formula A and Mp.sym. represents hydrogen or a p-valent metal cation, with a hypohalite of a p-valent metal cation, and isolating the metal salt produced or acidifying the reaction mixture obtained to produce the .alpha.-aminoalkyl-phosphonic acid.
Abstract: A process for the production of N-phosphonomethylglycine comprising contacting N-phosphonomethyliminoacetic acid with a molecular oxygen-containing gas in the presence of a catalyst selected from the group consisting of the salts and salt complexes of manganese, cobalt, iron, nickel, chromium, ruthenium, aluminum, molybdenum, vanadium and cerium, and an effective amount of a quinone or hydroquinone.
Type:
Grant
Filed:
May 25, 1989
Date of Patent:
June 26, 1990
Assignee:
Monsanto Company
Inventors:
Donald L. Fields, Jr., Raymond C. Grabiak, Dennis P. Riley
Abstract: High purity ethylenediaminetetra(methylenephosphonic acid) and 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetra(methylenephosphonic acid) are prepared by dissolving the aminomethylenephosphonic acid in an aqueous base, acidifying with a mineral acid at an elevated temperature to precipitate the crystals, maintaining the solution at an elevated temperature for a period of time sufficient to assure crystallization, cooling to a lower temperature and maintaining at that temperature for a time sufficient to precipitate the crystals and filtering the resulting crystals at that temperature, washing the crystals with water and recovering the desired high purity aminophosphonic acid. The ethylenediaminetetra(methylenephosphonic acid) is obtained in a purer state during its synthesis if the crystals are filtered hot without prior cooling.
Type:
Grant
Filed:
August 4, 1989
Date of Patent:
June 26, 1990
Assignee:
The Dow Chemical Company
Inventors:
Joseph R. Garlich, Jaime Simon, Tipton T. Masterson
Abstract: This invention relates to novel N-alkyl-N-(amino-phenylsulfonyl)-aminoalkylphosphonic acids and to processes for their preparation. These compounds are useful as intermediates, especially for the manufacture of dyes containing phosphonic acid groups in their structure. Such dyes are reactive with cellulosic fibers and fabrics in the presence of carbodiimides at elevated temperatures.