Carbazides Or Semicarbazides (i.e., Hnh-nh-co-hnh, Wherein Substitution May Be Made For Hydrogen Only) Patents (Class 564/34)
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Patent number: 4916237Abstract: Intermediates useful for synthesis of cephalosporins are disclosed, which intermediates are concerned with 1,2,3-thiadiazole-4-thiolates and the preparation of such thiolates.Type: GrantFiled: August 26, 1988Date of Patent: April 10, 1990Assignee: American Cyanamid CompanyInventors: Ving J. Lee, William V. Curran
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Patent number: 4875924Abstract: A cinnoline derivative having the formula (I): ##STR1## in which X is --OH, --O.sup.-M.sup.+, --OR.sup.1 or ##STR2## wherein M.sup.+ is an alkali metal cation, an alkaline earth ##STR3## in which R.sup.4, R.sup.5 and R.sup.6 are the same or different and each is hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.4 alkenyl group, a C.sub.3 -C.sub.4 alkynyl group, a C.sub.3 -C.sub.8 cycloalkyl group, benzyl group or phenyl group; R.sup.1 is a C.sub.1 -C.sub.9 alkyl group, a C.sub.3 -C.sub.6 alkenyl group, a C.sub.3 -C.sub.4 alkynyl group, a C.sub.1 -C.sub.3 alkoxy (C.sub.1 -C.sub.4) alkyl group, a C.sub.1 -C.sub.3 haloalkyl group, a C.sub.3 -C.sub.8 cycloalkyl group, benzyl group or phenyl group; and R.sup.2 and R.sup.3 are the same or different and each is hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.4 alkenyl group, a C.sub.3 -C.sub.4 alkynyl group, a C.sub.3 -C.sub.8 cycloalkyl group, a benzyl group in which at most two of hydrogen atoms at the .alpha.Type: GrantFiled: December 24, 1987Date of Patent: October 24, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Masato Mizutani, Masao Shiroshita, Masaharu Sakaki, Hiroki Okuda, Nobuaki Mito
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Patent number: 4797491Abstract: Bifunctional chemicals useful for linking aldehyde containing moieties to moieties containing functionalities which are or can be reactive with sulfhydryl are claimed and have the formula:L--S--(CH.sub.2).sub.n1 --CONH--SPACER--NH--Xwherein L is a leaving group selected from --H or --S--Ar, wherein Ar represents optionally substituted phenyl or pyridyl;n.sub.1 =2-4;X is selected from:--CO--Y--CONHNH.sub.2, a hydrazide; ##STR1## a hydrazine; ##STR2## a hydrazine; --CO--Y--NH--CONHNH.sub.2, a semicarbazide; and--CO--Z--NH--CSNHNH.sub.2, a thiosemicarbazide;wherein Y is alkylene or oxaalkylene and Z is alkylene or a polypeptide residue bridging the N-terminal amino group and C-terminal carboxy group thereof;the SPACER is oxaalkylene or oxaalkylene substituted with hydroxyl and specifically includes residues having formulas selected from--(CH.sub.2).sub.n2 --O--(CH.sub.2).sub.n2 --O--(CH.sub.2).sub.n2 --(a)wherein each n2 is independently 2-4 and ##STR3## wherein n3 is 2-6.Type: GrantFiled: March 17, 1986Date of Patent: January 10, 1989Assignee: Cetus CorporationInventors: Danute E. Nitecki, Margaret Moreland
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Patent number: 4725608Abstract: New semicarbazide derivatives of the formula: ##STR1## wherein R.sup.1 is hydrogen,R.sup.2 is hydrogen, lower alkyl, ar(lower)alkyl, lower alkenyl or aryl,R.sup.3 is lower alkyl, ar(lower)alkyl, lower alkenyl or aryl, orR.sup.2 and R.sup.3 are taken together to form (C.sub.2 -C.sub.6)alkylidene group optionally substituted with aryl or taken together with the adjacent nitrogen atom to form a saturated or unsaturated, 5- or 6-membered heterocyclic group optionally substituted with aryl; orR.sup.1 and R.sup.2 are taken together with the adjacent nitrogen atoms to form a saturated or unsaturated, 5- or 6-membered heterocyclic group or 1,2-diazaspiroalkane-1,2-diyl group,R.sup.3 is hydrogen, lower alkyl, ar(lower)alkyl, lower alkenyl or aryl;R.sup.4 is aryl which may have substituent(s) selected from lower alkyl, halogen, lower alkoxy, lower alkylamino, halo(lower)alkyl, hydroxy, lower alkanoyl, esterified carboxy and carboxy,R.sup.Type: GrantFiled: November 21, 1984Date of Patent: February 16, 1988Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Osamu Nakaguchi, Norihiko Shimazaki, Yoshio Kawai, Masashi Hashimoto, Michie Nakatuka
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Patent number: 4666966Abstract: A polyurethane composition comprising an effective amount of a stabilizer compound represented by the general formula ##STR1## wherein, X is a residue represented the formula ##STR2## and at least three of Y.sub.1, Y.sub.2, Y.sub.3, and Y.sub.4 are residues represented by the general formula ##STR3## wherein R.sub.1 and R.sub.2 are each an alkyl or aralkyl group with the proviso that at least one of R.sub.1 and R.sub.2 is attached through its primary carbon to the nitrogen atom and the total number of carbon atoms of R.sub.1 and R.sub.2 is at least 4, the other one of Y.sub.1, Y.sub.2, Y.sub.3, and Y.sub.4, if present, is a glycidyl derivative residue, and Z is a residue represented by the general formula ##STR4## wherein R.sub.3 and R.sub.Type: GrantFiled: March 12, 1986Date of Patent: May 19, 1987Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Yoshihisa Fujimoto, Seizi Gotou, Yoshiharu Fujita
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Patent number: 4633014Abstract: Substituted 3-hydrazinopropionates comprising compounds of the general fola: ##STR1## wherein R.sup.1, R.sup.2 =H, an alkyl, a substituted alkyl, hydroxycarbonyl, alkoxycarbonyl, an aryl, an aralkyl, an unsaturated alkyl, a substituted aryl or a substituted aralkyl: ##STR2## wherein R.sup.7, R.sup.8 =H, an alkyl, an unsaturated alkyl, an aralkyl, an aryl, a substituted alkyl,R.sup.9 =OH, an alkoxy, an aralkoxy, an alkyl, an unsaturated alkyl, an aryl, a substituted aryl, an aralkyl;R.sup.4 is --C.tbd.N, --COR.sup.10, wherein R.sup.10 =OR.sup.11, NR.sup.12 R.sup.13, where R.sup.11 is H, an alkyl, an aralkyl and an alkali metal, R.sup.11 and R.sup.12 are each H, an alkyl, an aralkyl, an aryl;R.sup.5, R.sup.6 = an alkyl, an aryl, an aralkyl.Type: GrantFiled: July 6, 1984Date of Patent: December 30, 1986Assignee: Institut Organicheskogo Sinteza Akademii Nauk Latviiskoi SsrInventors: Gunar A. Bremanis, Ivars Y. Kalvinsh, Irene B. Antsena, Edmund Y. Lukevits, Maris M. Veveris, Valeryans Y. Kauss, Peter T. Trapentsier, Edvards E. Liepinsh
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Patent number: 4619689Abstract: Novel diphenyl ether hydrazine derivatives, particularly 2-nitro-5 (nucleus-substituted phenoxy) phenylhydrazine derivatives are provided. They are useful as a selective herbicide having a high herbicidal activity and residual efficacy.Type: GrantFiled: October 12, 1984Date of Patent: October 28, 1986Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Takeo Yoshimoto, Akira Hosono, Joh Miki, Yasunobu Funakoshi, Takashi Fujita, Yoshikata Hojo
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Patent number: 4568694Abstract: Cystamine derivatives of the formula: ##STR1## [wherein n represents 2 or 3, R.sup.1 and R.sup.2 each represents a hydrogen atom, or an alkyl group optionally substituted by a hydroxy, amino, alkylamino or dialkylamino group, or represents a cycloalkyl or aryl group, and X.sup.1 represents a group selected from the formulae .dbd.N--CN, .dbd.N--NO.sub.2, .dbd.N--COR.sup.3, .dbd.N--COOR.sup.3, .dbd.N--NH--CONH.sub.2, .dbd.N--SO.sub.2 R.sup.3, .dbd.CH--NO.sub.2, .dbd.CH--SO.sub.2 R.sup.3, .dbd.C(CN).sub.2, .dbd.C(CN)COOR.sup.3 and .dbd.C(CN)CONH.sub.2 (wherein R.sup.3 represents an alkyl or aryl group), or R.sup.1 represents a hydrogen atom, R.sup.2 represents an alkyl group optionally substituted by a hydroxy, amino, alkylamino or dialkylamino group, or represents a cycloalkyl or aryl group and X.sup.1 represents an oxygen or sulphur atom] have been found to be useful in the promotion of the growth of non-human animals including birds.Type: GrantFiled: June 15, 1983Date of Patent: February 4, 1986Assignee: May & Baker LimitedInventors: Richard M. Griffin, Malcolm N. Palfreyman
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Patent number: 4556717Abstract: 1-[2-(2,4-Dichlorophenyl)-pentyl]-1H-1,2,4-triazole can be produced, in a novel, simple, economical and isomer-free form, by reacting 2-(2,4-dichlorophenyl)-valeronitrile, in the presence of hydrogen, an acid and a hydrogenation catalyst, with a compound H.sub.2 N--NH--R to a compound of the formula ##STR1## hydrogenating the compound (III) catalytically to a compound ##STR2## hydrolysing compounds (IV) wherein R is not hydrogen, and converting the compounds (IV) wherein R=H, or salts thereof, with formamide and/or [3-(dimethylamino)-2-azaprop-2-en-1-ylidene]-dimethylammonium chloride, into 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole, or converting compounds (IV) wherein R=--COR', with aqueous formic acid, into the corresponding N,N'-bisformyl derivatives, and reacting these with formamide, optionally in the presence of NH.sub.3, to 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole. R in the formulae is hydrogen, --CHO, --COR', --COOR' or --CONH.sub.2, and R' is C.sub.1 -C.sub.Type: GrantFiled: June 16, 1983Date of Patent: December 3, 1985Assignee: Ciba Geigy CorporationInventors: Hansjurg Wetter, Peter Baumeister, Paul Radimerski, Pierre Martin
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Patent number: 4521325Abstract: Disclosed are selected N,1-disubstituted hydrazinecarboxamides having the formula ##STR1## wherein R.sub.1 is selected from the group consisting of alkyl containing from 1 to about 20 carbon atoms, aromatic containing from about 6 to about 12 carbon atoms, and cycloalkyl containing from about 5 to about 10 carbon atoms, and wherein R.sub.2 is selected from the group consisting of alkyl containing from 1 to about 20 carbon atoms and hydroxyalkyl containing from 2 to about 20 carbon atoms. These compounds have utility as antioxidants for a variety of organic compounds subject to oxidative degradation, including functional fluids such as petroleum fuels and lubricants. Selected hydrazinecarboxamides having the aforesaid formula are also novel compounds.Type: GrantFiled: December 12, 1983Date of Patent: June 4, 1985Assignee: Olin CorporationInventor: Bonnie B. Sandel
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Patent number: 4514419Abstract: Hydrazinecarboxamides and carbothioamides of the formula ##STR1## wherein R.sub.1 is selected from alkyl, cyanoalkyl, hydroxyalkyl, and benzyl, R.sub.2 is hydrogen or alkyl, Y is oxygen or sulfur, n is 0-5, and Z is substituted for hydrogen and independently selected from halogen, alkyl, alkoxy, phenoxy, trifluoromethyl, and nitro are useful as nematicides when applied to or incorporated into nematode-infested soil.Type: GrantFiled: May 18, 1983Date of Patent: April 30, 1985Assignees: FMC Corporation, Kanagawa Chemical Laboratory, Ltd.Inventors: Philip A. Cruickshank, Carmine P. DiSanzo, Kiyosi Kondo, Hiromichi Kono
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Patent number: 4482738Abstract: A process for preparing semicarbazide hydrochloride comprising the steps:(a) reacting an aqueous hydrazine solution with urea at a temperature from about 80.degree. C. to about 130.degree. C. and at a mole ratio of hydrazine to urea from about 0.9:1 to about 1.2:1 to form a reaction mixture comprising semicarbazide, water and alcohol-insoluble by-products;(b) removing substantially all of the water from the reaction mixture;(c) mixing a sufficient amount of an alcohol with the water-deleted reaction mixture to dissolve the semicarbazide and to precipitate said alcohol-insoluble by-products from the resulting alcohol solution;(d) removing said precipitated alcohol-insoluble by-products from said alcohol solution;(e) adding a sufficient amount of anhydrous hydrogen chloride to said alcohol solution to form and precipitate semicarbazide hydrochloride; and(f) recovering said semicarbazide hydrochloride from said alcohol solution.Type: GrantFiled: August 1, 1983Date of Patent: November 13, 1984Assignee: Olin CorporationInventor: Eugene F. Rothgery
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Patent number: 4459227Abstract: Iminoquinone precursors having the formula ##STR1## wherein R.sub.1 represents hydrogen or an enzymatically hydrolyzable group; R.sub.2 and R.sub.3 independently represent hydrogen, a non-electron-withdrawing organic substituent or an enzymatically hydrolyzable group except that when R.sub.1 is hydrogen, R.sub.2 must be an enzymatically hydrolyzable group and R.sub.3 must not inhibit the hydrolysis of R.sub.2 ; R.sub.4 represents hydrogen or an electron-withdrawing or non-electron-withdrawing organic substituent, except that if R.sub.1 is hydrogen, R.sub.4 may not inhibit the hydrolysis of R.sub.2 ; W, X, Y and Z independently represent hydrogen or an electron-withdrawing or non-electron-withdrawing organic substituent, or any one of X and W, Y and Z, or X and R.sub.Type: GrantFiled: March 2, 1981Date of Patent: July 10, 1984Assignee: Duke UniversityInventors: Reinhardt O. Sahmel, Doyle G. Graham
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Patent number: 4358611Abstract: 2-Phenylsemicarbazides are prepared by a multi-step process involving:(a) treating a phenylhydrazine, or salt thereof, with a chloroformate;(b) adding phosgene;(c) treating the resulting product with an amine; and(d) hydrolyzing the resulting acylated semicarbazide. The reaction can proceed through a .DELTA..sup.2 -1,3,4-oxadiazolin-5-one intermediate formed with heating in step (b). Certain of the products are novel compounds.Type: GrantFiled: January 9, 1978Date of Patent: November 9, 1982Assignee: Shell Oil CompanyInventor: Kurt H. G. Pilgram
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Patent number: 4294972Abstract: Compounds of the formula (I): ##STR1## wherein n is 3 to 5;Y is --CH.sub.2 --CH.sub.2, --CH.dbd.CH-- or C.tbd.C--;L is O or S;R.sub.1 is C.sub.1-4 alkyl;R.sub.2 is hydrogen, C.sub.1-4 alkyl or phenyl;R.sub.3 is hydroxy or protected hydroxy;R.sub.4 is hydrogen, C.sub.1-9 alkyl, C.sub.3-8 cycloalkyl, phenyl, naphthyl, any of which phenyl moieties or naphthyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, hydroxy, C.sub.1-6 alkoxy, phenyl C.sub.1-6 alkoxy or nitro groups; orR.sub.2 and R.sub.4 taken with the carbon atom to which they are joined represent a C.sub.5-8 cycloalkyl group; and R.sub.5 is C.sub.1-6 alkyl, having similar activity to natural prostaglandins, a process for their preparation, intermediates useful in that process and pharmaceutical compositions containing them.Type: GrantFiled: June 14, 1979Date of Patent: October 13, 1981Assignee: Beecham Group LimitedInventors: Frederick Cassidy, Alexander C. Goudie
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Patent number: 4252804Abstract: Compounds of the formula I ##STR1## wherein m and n are 0, 1 or 2, X represents oxygen, imino, benzylimino, or morpholinoethylimino, Y represents CO, CONH, COO or SO.sub.2, and NR.sub.1 R.sub.2 represents a dimethylamino, diethylamino, dipropylamino, dibutylamino, allylamino, isobutenylamino, cyclopentylamino, cyclohexylamino, cycloheptylamino, cyclooctylamino, N-methyl N-cyclopentylamino, N-methyl N-cyclohexylamino, N-allyl N-cyclohexylamino, adamantylamino, diethoxyethylamino, dimethylaminoethylamino, dimethylaminopropylamino, N-methyl N-dimethylaminopropyl-amino, benzylamino, 3,4,5-trimethoxybenzylamino, phenethylamino, p-chlorophenethylamino, tetrahydrofurfurylamino, tetrahydropyranylmethylamino, pyrrolidino, isoxazolidinyl, piperidino, 4-hydroxypiperidino, 4-m-chlorophenyl-4-hydroxypiperidino, homopiperidino, 1,2,3,6-tetrahydropyridyl, morpholino, 2-methylmorpholino, 2,6-dimethylmorpholino, 2-morpholinoethylamino, thiamorpholino, piperazino, 4-methylpiperazino, 4-(.alpha.Type: GrantFiled: January 13, 1978Date of Patent: February 24, 1981Assignee: Metabio-JoullieInventors: Maurice Joullie, Gabriel Maillard, Lucien Lakah, Christian J. M. Warolin
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Patent number: H787Abstract: Carbohydrazinium dinitrate, which is formed by adding 2 moles of nitric a (HNO.sub.3) to each mole of carbohydrazide (H.sub.2 NHNCONHNH.sub.2). This salt is useful as an oxidizer in slurry gun propellants.Type: GrantFiled: July 12, 1989Date of Patent: June 5, 1990Assignee: The United States of America as represented by the Secretary of the NavyInventor: Steven L. Collignon