Substituent Q Is Acyclic Patents (Class 564/151)
  • Patent number: 6346547
    Abstract: Low-toxicity, highly-bioavailable, pharmaceutical antioxidant compositions for preferred oral administration to mammals are provided which have at least one amino acid-based compound of the general formula (I): A—N(Z)—CH(R1)C(O)—Q  (I) wherein A is represented by the formula: XO—[C(R2)2]n— wherein n is an integer of from 1 to about 3, X is selected from the group consisting of a hydrogen atom, an acyl group and a halogenated acyl group and each R2 is independently selected from the group consisting of a hydrogen atom, an alkyl group having from 1 to about 3 carbon atoms, a hydroxyalkyl group having from 1 to about 3 carbon atoms, and CH2OX; Z is selected from the group consisting of a hydrogen atom, an alkyl group of from 1 to about 3 carbon atoms, and A; R1 is an amino acid side chain group or an amino acid side chain group which forms with R2 a single heterocyclic structure having a total of from 5 to 7 atoms in the ring; and wherein Q is a substituent s
    Type: Grant
    Filed: February 8, 2000
    Date of Patent: February 12, 2002
    Assignee: Checkpoint, Genetics, Inc.
    Inventor: Nathan Tzodikov
  • Patent number: 6291464
    Abstract: This invention relates to new aminopiperazine derivatives having the potentiation of the cholinergic activity, etc., and represented by general formula [I]. wherein R1 is lower alkyl, etc., R2 is aryl, etc., A is or —SO2—, Q is —N═CH—, etc., X is lower alkylene, etc., and R3 and R4 are taken together to form lower alkylene, etc., and pharmaceutically acceptable salts thereof, to processes for preparation thereof and a pharmaceutical composition comprising the same.
    Type: Grant
    Filed: August 17, 1999
    Date of Patent: September 18, 2001
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Ichiro Shima, Kazuhiko Ohne
  • Patent number: 6239151
    Abstract: The invention provides hydrazine derivatives of the formula wherein R1 is lower alkyl, lower alkenyl, lower cycloalkyl, lower cycloalkyl-lower alkyl, aryl or aryl-lower alkyl; R2 is an acyl group derived from an &agr;-, &bgr;-, &ggr;- or &dgr;-(amino, hydroxy or thiol)carboxylic acid in which the amino, hydroxy or thiol group is optionally lower alkylated or the amino group is optionally acylated, sulphonylated or amidated and in which any functional group present in a side-chain is optionally protected, or a group of the formula Het(CH2)mCO; R3 is hydrogen, lower alkyl, halo-lower alkyl, cyano-lower alkyl, amino-lower alkyl, hydroxy-lower alkyl, lower alkoxy-lower alkyl, lower alkoxycarbonyl-lower alkyl, lower cycloalkyl-lower alkyl, aryl-lower alkyl, heterocyclyl-lower alkyl, heterocyclylcarbonyl-lower alkyl, lower alkenyl, lower alkynyl, lower cycloalkyl, aryl-lower alkenyl, aryl or heterocyclyl; R4 is lower alkyl, lower alkenyl, lower cycloalkyl, lower cycloalkyl-lower alkyl or a groupin
    Type: Grant
    Filed: June 14, 1999
    Date of Patent: May 29, 2001
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael John Broadhurst, William Henry Johnson, Daryl Simon Walter
  • Patent number: 6235787
    Abstract: Hydrazine derivatives of the formula wherein Y is CO or SO2; R1 is lower alkyl, lower alkenyl, lower cycloalkyl, lower cycloalkyl-lower alkyl, aryl or aryl-lower alkyl; R2 is lower alkyl, halo-lower alkyl, aryl-lower alkyl, aryl-lower alkenyl or aryl when Y is SO2 and is lower alkyl, halo-lower alkyl, lower alkoxy, lower alkoxycarbonyl, acyl, lower cycloalkyl, aryl, aryl-lower alkyl, aryl-lower alkoxy or NR5R6 when Y is CO; and R3 is hydrogen, lower alkyl optionally substituted by cyano, amino, hydroxy, lower alkoxy, lower alkoxycarbonyl, heterocyclyl or heterocyclylcarbonyl, lower alkenyl, lower alkynyl, lower cycloalkyl, lower cycloalkyl-lower alkyl, aryl-lower alkyl, aryl-lower alkenyl, aryl or heterocyclyl; or R2 and R3 together form the residue of a 5-, 6- or 7-membered cyclic amide, cyclic imide, cyclic sulphonamide or cyclic urethane group; R4 is lower alkyl, hydroxy-lower alkyl, lower alkenyl, lower cycloalkyl, lower cycloalkyl-lower alkyl or a group of the formula X-aryl, X-heteroar
    Type: Grant
    Filed: June 16, 1998
    Date of Patent: May 22, 2001
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael John Broadhurst, William Henry Johnson, Daryl Simon Walter
  • Patent number: 6207862
    Abstract: The disclosure describes novel precursors for the preparation of chiral 1,3-aminoalcohols. The precursors are chiral 4-hydroxycarboxamides, 4-hydroxyhydroxamic acids, or 4-hydroxyhydrazides produced from chiral gamma-lactones, which in turn are derived from 1,4-diols by stereoselective oxidation. The chiral 4-hydroxycarboxamides, 4-hydroxyhydroxamic acids, or 4-hydroxyhydrazides are converted into chiral 1,3-aminoalcohols by stereospecific rearrangement.
    Type: Grant
    Filed: February 5, 1998
    Date of Patent: March 27, 2001
    Assignee: Biocatalytics, Inc.
    Inventor: J. David Rozzell, Jr.
  • Patent number: 6172108
    Abstract: Compounds of formula (I): R—NH—A—CO—NH—NH—(W)n—Z  (I) wherein: n is 0 or 1, W represents —CO— or S(O)r wherein r is 0, 1 or 2, Z represents a group selected from aryl, arylalkyl, heteroaryl and heteroarylalkyl, each optionally substituted, R represents a grouping selected from: Z1—T—CO—, Z1—O—T—CO—, Z1—T—O—CO—, Z1—T—S(O)q— wherein Z1, T and q are as defined in the description, A represents alkylene, alkenylene or alkynylene each having from 3 to 8 carbon atoms, alkylenecycloalkylene, cycloalkylenealkylene, alkylenecycloalkylenealkylene, alkylenearylene, arylenealkylene, alkylenearylenealkylene a grouping wherein B1 is as defined in the description, or A forms with the adjacent nitrogen atom a grouping as defined in the description, and medicinal products containing the same which are useful as Neuropeptide Y receptor
    Type: Grant
    Filed: December 16, 1999
    Date of Patent: January 9, 2001
    Assignee: Adir et Compagnie
    Inventors: Antonio Monge Vega, Ignacio Aldana Moraza, Daniel-Henri Caignard, Jacques Duhault, Jean Boutin, Odile Dellazuana
  • Patent number: 6096890
    Abstract: This invention provides a convenient process for the preparation of monoacylhydrazines from carboxylic acids or their salts and hydrazine or substituted hydrazine in the presence of a 1,3,5-triazine substituted with at least one chloro or fluoro. The resulting monoacylhydrazine can further be converted to a diacylhydrazine by effectively either repeating the reaction or through reaction with a carboxylic acid chloride.
    Type: Grant
    Filed: August 25, 1999
    Date of Patent: August 1, 2000
    Assignee: Rohm and Haas Company
    Inventors: Catherine Dubuisson-Brengel, Heather Lynnette Rayle
  • Patent number: 6063819
    Abstract: Neuroprotective drugs are disclosed with at least 3 branches extending outwardly from a center atom or group, each branch having a guanidino group at its terminus. All branches preferably should be identical, and distributed around the center atom or group in a radial manner. Three branches can be bonded to a nitrogen atom, or four branches can be coupled to a carbon atom; other center groups include stable aromatic, cycloalkyl, heterocyclic, or bicyclic structures. Starting reagents are disclosed with a center atom or group, and with reactive groups (such as primary amines or hydroxyl groups) at the ends of short "spacer chains" bonded to the center atom or group. Reagents derived from arginine (an amino acid having a terminal guanidino group) can be bonded to these center components, using protective groups on the arginyl reagents to ensure desired final products with accessible guanidino groups at the ends of spacer chains.
    Type: Grant
    Filed: February 18, 1998
    Date of Patent: May 16, 2000
    Assignee: Cypros Pharmaceutical Corp.
    Inventors: Paul J. Marangos, Brian W. Sullivan, Torsten Wiemann, Anne M. Danks, Marina Sragovicz, Lewis R. Makings
  • Patent number: 5942644
    Abstract: The disclosure describes new compositions of matter useful for the preparation of optically-active vicinal aminoalcohols. The compositions are chiral .beta.-hydroxycarboxamides, .beta.-hydroxyhydraxides, and .beta.-hydroxyhydroxamic acids.
    Type: Grant
    Filed: September 15, 1997
    Date of Patent: August 24, 1999
    Assignee: BioCatalytics, Inc.
    Inventor: J. David Rozzell, Jr.
  • Patent number: 5912352
    Abstract: The invention relates to a novel process for the preparation of compounds of formula I ##STR1## wherein R.sub.1 is hydrogen or a suitable amino-protecting group,R.sub.2 is unsubstituted or substituted alkyl,R.sub.3 is hydrogen, aryl, heterocyclyl, unsubstituted or substituted alkyl or unsubstituted or substituted cycloalkyl,R.sub.4, independently of R.sub.1, is hydrogen or a suitable amino-protecting group andm is a number from 1 to 7; and wherein further suitable protecting groups for functional groups may be present; which compounds are antivirally active or can be used as starting materials for pharmaceutically active, especially antiviral compounds.
    Type: Grant
    Filed: May 30, 1997
    Date of Patent: June 15, 1999
    Assignee: Novartis Finance Corporation
    Inventors: Alexander Fassler, Guido Bold, Hans-Georg Capraro, Heinz Steiner
  • Patent number: 5824805
    Abstract: Branched hydrazone linkers for linking a targeting ligand such as an antibody to a therapeutically active drug. The point of branching is at a polyvalent atom and the number of drugs increases by a factor of two for each generation of branching. A preferred drug is doxorubicin.
    Type: Grant
    Filed: December 19, 1996
    Date of Patent: October 20, 1998
    Inventors: Dalton King, Raymond A. Firestone, Pamela Trail
  • Patent number: 5753684
    Abstract: This invention concerns new methods and compositions that are useful in preventing and ameliorating cachexia, the clinical syndrome of poor nutritional status and bodily wasting associated with cancer and other chronic diseases. More particularly, the invention relates to aromatic guanylhydrazone (more properly termed amidinohydrazone) compositions and their use to inhibit the uptake of arginine by macrophages and/or its conversion to urea. These compositions and methods are also useful in preventing the generation of nitric oxide (NO) by cells, and so to prevent NO-mediated inflammation and other responses in persons in need of same. In another embodiment, the compounds can be used to inhibit arginine uptake in arginine-dependent tumors and infections.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: May 19, 1998
    Assignee: The Picower Institute for Medical Research
    Inventors: Marina Bianchi, Anthony Cerami, Kevin J. Tracey, Peter Ulrich
  • Patent number: 5684197
    Abstract: A process for producing a hydrazide of the formula: ##STR1## is disclosed. The process comprises reacting a hydrazone of the formula: ##STR2## wherein said hydrazone is in toluene, with a mixture of Grignard reagents, wherein said Grignard reagents are in a suitable organic solvent; wherein: (A) Z is a suitable carbonyl protecting group; (B) R is a suitable --OH protecting group; (C) R.sup.1 is selected from: H, a non-enolizable alkyl, a non-enolizable substituted alkyl, aryl, substituted aryl, --S-aryl, --S-(substituted aryl), --S-alkyl, --S-(substituted alkyl), alkoxy, substituted alkoxy, aryloxy, or substituted aryloxy; (D) said mixture of Grignard reagents comprises R.sup.2 MgX in admixture with R.sup.3 MgX; (E) R.sup.2 is a suitable alkyl, substituted alkyl, alkenyl, alkynyl, aryl, substituted aryl, or aralkyl group capable of adding to the --C.dbd.N group of the hydrazone to produce the hydrazide; (F) R.sup.
    Type: Grant
    Filed: December 12, 1996
    Date of Patent: November 4, 1997
    Assignee: Schering Corporation
    Inventors: William Leong, Lyman Smith
  • Patent number: 5599984
    Abstract: This invention concerns new methods and compositions that are useful in preventing and ameliorating cachexia, the clinical syndrome of poor nutritional status and bodily wasting associated with cancer and other chronic diseases. More particularly, the invention relates to aromatic guanylhydrazone (more properly termed amidinohydrazone) compositions and their use to inhibit the uptake of arginine by macrophages and/or its conversion to urea. These compositions and methods are also useful in preventing the generation of nitric oxide (NO) by cells, and so to prevent NO-mediated inflammation and other responses in persons in need of same. In another embodiment, the compounds can be used to inhibit arginine uptake in arginine-dependent tumors and infections.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: February 4, 1997
    Assignee: The Picower Institute For Medical Research
    Inventors: Marina Bianchi, Anthony Cerami, Kevin J. Tracey, Peter Ulrich
  • Patent number: 5567723
    Abstract: Compounds having the structural formula ##STR1## wherein R is C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 alkyl; R.sup.1 is fluorenyl, thienyl, pyridyl or thiazolyl, unsubstituted or substituted by one or more substituents selected from C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.1 -C.sub.4 haloalkyl and nitro; and R.sup.2 is C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.2 -C.sub.6 alkenyl, or C.sub.2 -C.sub.6 alkoxyalkyl. The compounds of this invention are effective for controlling mites and nematodes.
    Type: Grant
    Filed: July 5, 1995
    Date of Patent: October 22, 1996
    Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./Ltee
    Inventors: Mark A. Dekeyser, Derek J. McPhee, Paul T. McDonald
  • Patent number: 5445888
    Abstract: A novel hydrazine compound represented by the formula (I) is disclosed. ##STR1## Also disclosed are a process for preparing the novel hydrazine compound comprising reacting a specific hydrazine compound and a specific acid halide, a nonlinear optical organic material comprising the hydrazine compound represented by the above formula (I), and a nonlinear optical organic element comprising the nonlinear optical organic material. The nonlinear optical organic material shows excellent nonlinear optical effect, and the material is favorably applied to nonlinear optical organic elements such as an optical wavelength conversion element and an electrooptical element.
    Type: Grant
    Filed: January 5, 1994
    Date of Patent: August 29, 1995
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Tsuneaki Koike, Hideo Hama, Tooru Yamanaka
  • Patent number: 5399758
    Abstract: Disclosed are a novel azide compound represented, for example, by the formula, ##STR1## wherein R.sub.f represents a fluoroalkyl or fluoroalkylpolyether group, ##STR2## wherein R represents a divalent organic group having an ester bond, and R.sub.f ' represents a fluoroalkylpolyether group, and a novel diacylhydrazine compound having a fluoroalkylpolyether group in the side chain and lubricants containing them. When this lubricant is coated onto the carbonaceous protective film of magnetic recording media and reacted by the action of light or heat, it strongly bonds or adheres to the protective film. Thus, the durability of the lubricant improves, as a result of which a high-density magnetic recording medium having a high reliability and long life can be obtained.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: March 21, 1995
    Assignee: Hitachi, Ltd.,
    Inventors: Toshimasa Miura, Ryoichi Sudo, Saori Matsuda, Fumio Kataoka
  • Patent number: 5399589
    Abstract: Oxalyl hydrazide-hydroxamic acid derivatives of the formula I ##STR1## where the substituents have the following meanings: R, R.sup.1, R.sup.2 and R.sup.3 independently of one another arehydrogen, substituted or unsubstituted alkyl, alkenyl or alkynyl orsubstituted or unsubstituted cycloalkyl or cycloalkylmethyl,substituted or unsubstituted cycloalkenyl or cycloalkenylmethyl,substituted or unsubstituted phenyl, phenylalkyl, phenylalkenyl, hetaryl- or hetarylalkyl radicals, where R.sup.2 and R.sup.3 may also. together with the nitrogen atom whose substituents they are, form a 5- or 6-membered ring, orR.sup.2 together with R.sup.3 is the group ##STR2## where R.sup.4 and R.sup.5 are one of the radicals R, R.sup.1, R.sup.2 or R.sup.3, or R.sup.4 together with R.sup.5 and the carbon atom whose substituents they are, are monocyclic or polycyclic cycloalkyl, orR.sup.4 together with R.sup.5 and the carbon atom whose substituents they are, form a 5- or 6-membered, saturated heterocycle containing O, S or --N(R.sup.
    Type: Grant
    Filed: November 29, 1993
    Date of Patent: March 21, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Costin Rentzea, Albrecht Harreus, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5389680
    Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.
    Type: Grant
    Filed: October 18, 1993
    Date of Patent: February 14, 1995
    Assignee: Monsanto Company
    Inventor: Peter G. Ruminski
  • Patent number: 5380873
    Abstract: A coupling agent useful in conducting immunoassays, particularly assays for B12, is disclosed. The coupling agent has the formula ##STR1## Z and Z' can be the same or different and each is ##STR2## k, m and n are integers from 1 to 10, X is an alkylene group, a cycloalkylene group, an alkylcycloalkylene group, a bivalent aromatic group, or an aminoalkylene group, R and R' can be the same or different, and each is a substituted or unsubstituted aminoalkylene group having from 1 to 10 carbon atoms or a cycloalkylene or alkylcycloalkylene group having from 5 to 20 carbon atoms. Z and Z' are the same except that they can be the same or different when both are ##STR3## A method for purifying an aqueous intrinsic factor solution which contains R-protein is disclosed.
    Type: Grant
    Filed: December 22, 1992
    Date of Patent: January 10, 1995
    Assignee: Abbott Laboratories
    Inventors: Christopher Bieniarz, Christopher Welch
  • Patent number: 5367093
    Abstract: Compounds having the structural formula ##STR1## where X, Y, R and Z are defined in the specification are disclosed. The compounds of this invention are effective for controlling mites, nematodes, rice planthopper, tobacco budworm, and southern corn rootworm. Methods for making these compounds are also set forth.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: November 22, 1994
    Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical LTD/LTEE
    Inventors: Mark A. Dekeyser, Paul T. McDonald
  • Patent number: 5310738
    Abstract: An industrial process which is a process for producing a hexahydropyridazine-1,2-dicarboxy derivative in good yield, is provided. By reacting a hydrazine dicarboxy derivative of the general formula (1):ROC--NH--HN--COR (1)(wherein R is an alkoxy group or an aryl group) with a dihalogenobutane of the general formula (2):X--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --X (2)(wherein X is a chlorine or bromine atom) in the presence of a base selected from an alkali metal carbonate or hydroxide, a hexahydropyridazine-1,2-dicarboxy derivative represented by the general formula: ##STR1## (wherein R has the same meaning as R in the above general formula (1)) is obtained efficiently.
    Type: Grant
    Filed: August 25, 1992
    Date of Patent: May 10, 1994
    Assignee: Ihara Chemical Industry Co., Ltd.
    Inventor: Tadashi Nakayama
  • Patent number: 5292951
    Abstract: 1,3,4-Oxadiazoles of the formula ##STR1## are prepared by cyclization (dehydration) of the corresponding diacylhydines of the formula R.sub.1 C(O)NHNHC(O)R.sub.2 with phosphorous pentachloride or phosphorous oxychloride wherein R.sub.1 is --CF.sub.2 CF.sub.2 CF.sub.2 SF.sub.5, --CF.sub.2 CF.sub.2 SF.sub.5, or --CH.sub.2 SF.sub.5 and R.sub.2 is --CH.sub.2 CH.sub.2 C(NO.sub.2).sub.3, --CH.sub.2 CH.sub.2 C(NO.sub.2).sub.2 F, --CF.sub.2 CF.sub.2 CF.sub.3, --CF.sub.2 CF.sub.3, --CF.sub.3, or --CH.sub.2 SF.sub.5.
    Type: Grant
    Filed: September 10, 1993
    Date of Patent: March 8, 1994
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Michael E. Sitzmann
  • Patent number: 5288727
    Abstract: The present invention relates to a hydrazone compound of the formula (I) or its salt, a process for its preparation, an intermediate of the formula (II-5), a pesticidal composition containing said hydrazone compound or its salt as the active ingredient, and a pesticidal method of applying an effective amount thereof: ##STR1##
    Type: Grant
    Filed: February 13, 1992
    Date of Patent: February 22, 1994
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Tadaaki Toki, Toru Koyanagi, Kiyomitsu Yoshida, Hiroshi Sasaki, Masayuki Morita, Tetsuo Yoneda
  • Patent number: 5284732
    Abstract: A silver halide light-sensitive material containing a hydrazine compound represented by formula (I): ##STR1## wherein L.sup.1 represents a single bond, --O--, --S--, --NR.sup.6 --, --CO--, SO.sub.2 --, --P(O) (G.sup.2 R.sup.6)-- or a combination thereof; L.sup.2 represents --SO.sub.2 NR.sup.6 --, --NR.sup.6 SO.sub.2 NR.sup.6 --, --CONR.sup.6 --, --NR.sup.6 CONR.sup.6 -- or --G.sup.2 P(O) (G.sup.2 R.sup.6)NR.sup.6 --; G.sup.1 represents --CO--, --SO.sub.2 --, --SO--, --COCO--, a thiocarbonyl group, an iminomethylene group or --P(O) (G.sup.2 R.sup.6)--; G.sup.2 represents a single bond, --O-- or --NR.sup.6 --; R.sup.1 represents an aliphatic group or an aromatic group; R.sup.2, R.sup.3, and R.sup.4 each represent a divalent aliphatic group or a divalent aromatic group; R.sup.5 represents a hydrogen atom, an aliphatic group, an aromatic group, an alkoxy group, an aryloxy group or an amino group; R.sup.6 represents a hydrogen atom, an aliphatic group or an aromatic group; m represents 0 or 1; and X.sup.
    Type: Grant
    Filed: June 9, 1993
    Date of Patent: February 8, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kazumi Nii, Toshihide Ezoe
  • Patent number: 5229417
    Abstract: Novel 2-(3-phenylpropyl)hydrazines, intermediates in and processes for the preparation thereof, and a method of treating personality disorders utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: December 5, 1991
    Date of Patent: July 20, 1993
    Assignee: Hoechst-Roussel Pharmaceuticals Incorporated
    Inventors: Richard C. Effland, Joseph T. Klein
  • Patent number: 5183938
    Abstract: N,N'-Bis(4,4,4-trinitrobutyryl)hydrazine which is prepared by reacting 4,-trinitrobutyryl chloride with hydrazine in methanol at low temperature. This compound is sensitive enough to be used as an initiating explosive and thermally stable enough to be used in missile warheads.
    Type: Grant
    Filed: June 15, 1992
    Date of Patent: February 2, 1993
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Michael E. Sitzmann
  • Patent number: 5166378
    Abstract: Mono-acylated hydrazines are prepared in high yield by reaction of a hydrazine salt with an azole derivative of acyl halide in the presence of a strong base. Useful hydrazine salts include those of the formula RNHNH.sub.2 .multidot.HX, where R is alkyl, aryl, aralkyl, acyl, aroyl, heterocyclic or heteroaryl, and HX is a mineral or organic acid. Useful azole derivatives include those of the formula R'CO--A, where R' is alkyl, aryl, aralkyl, heterocyclic or heteroaryl and A is an azole radical such as pyrrole, imidazole, pyrazole, triazole, tetrazole, indole or benzimidazole.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: November 24, 1992
    Assignee: Eastman Kodak Company
    Inventors: Chang K. Kim, Francesco Debellis, Michael E. Campbell
  • Patent number: 5149872
    Abstract: A new process for preparing oxalyl- and oxamyl-hydrazides which comprises contacting oxamide or diacetyloxamide with the corresponding hydrazine derivative of formulaR.sub.1 R.sub.2 N--NHR.sub.3wherein R.sub.1 represents a hydrogen atom or an optionally substituted alkyl, cycloalkyl, aryl, or aryl-alkyl group, R.sub.2 is a hydrogen atom or an optionally substituted alkyl group, or R.sub.1 and R.sub.2 taken together with the adjacent nitrogen atom represent a saturated heterocyclic ring, and R.sub.3 is a hydrogen atom or an optionally substituted alkyl group.
    Type: Grant
    Filed: February 14, 1991
    Date of Patent: September 22, 1992
    Assignee: Enichem Anic S.p.A.
    Inventors: Giuseppe Messina, Loreno Lorenzoni, Paolo Calaresu, Giovanni M. Sechi
  • Patent number: 5130480
    Abstract: Photographic silver halide elements containing aryl hydrazides as defined for the production of images with ultrahigh contrast and a new class of aryl hydrazides with a cationic group in the aryl radical as defined. The photographic silver halide elements can be developed at relatively low pH values and have low fog and low tendency to form black spots in unexposed or slightly exposed areas.
    Type: Grant
    Filed: January 30, 1991
    Date of Patent: July 14, 1992
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Reinhold Ruger
  • Patent number: 5120847
    Abstract: A novel, facile, and specific process for .alpha.-iodinating or .alpha.-brominating the .alpha.-methylenic carbon of a straight chain, branched chain, or cyclic secondary amide, such as a lactam or an azasteroid, comprises reacting the amide with trialkylsilyl-X (R.sub.3 Si--X), where X is Br, I, or Cl, and R is methyl, ethyl, or n-propyl, in the presence of I.sub.2 or Br.sub.2. The .alpha.-iodo- or .alpha.-bromo-amide is useful for making the .alpha.,.beta.-unsaturated amide through dehydrohalogenation.
    Type: Grant
    Filed: August 27, 1990
    Date of Patent: June 9, 1992
    Assignee: Merck & Co., Inc.
    Inventors: Anthony O. King, Sandor Karady, Kevin Anderson, Newton L. Abramson, Richard F. Shuman
  • Patent number: 5117057
    Abstract: This invention relates to insecticidal compositions containing N'-substituted-N,N'-disubstitutedhydrazines, methods of using such compositions and N'-substituted-N, N'-disubstitutedhydrazines. Specifically, the invention relates to insect growth regulating compositions, and methods of using such compositions, which include compounds having a nucleus of the formula ##STR1## where A', B', D and J are independently any atom or group of atoms; where E is a tertiary carbon containing organic radical, a haloalkyl having a total of at least four carbon and halogen atoms but not more than six halogen atoms, or a non-tertiary carbon containing non-haloalkyl organic or organometallic radical having at least five atoms other than hydrogen, oxygen and halogen, and is attached to the nitrogen shown in the formula by a carbon-to-nitrogen single bond; where one G.sub.1 is C, N, O and S, and both G.sub.2 's and the other G.sub.1 are carbon; or one G.sub.2 is S or P, and both G.sub.1 's and the other G.sub.
    Type: Grant
    Filed: June 14, 1991
    Date of Patent: May 26, 1992
    Assignee: Rohm and Haas Company
    Inventors: Adam C. Hsu, Harold E. Aller, Raymond A. Murphy, Dat P. Le, Donald W. Hamp, Barry Weinstein
  • Patent number: 5112382
    Abstract: Compounds of the formula ##STR1## wherein A is selected from the group consisting of (1) phenyl, (2) naphthyl, (3) phenyl substituted with one or more halo, cyano, (C.sub.1 -C.sub.4) alkyl, nitro, (C.sub.1 -C.sub.4)haloalkyl, and (C.sub.1 -C.sub.4)thioalkyl, (4) naphthyl substituted with one or more halo, cyano, (C.sub.1 -C.sub.4)alkyl,nitro,(C.sub.1 -C.sub.4), and (C.sub.1 -C.sub.4) thioalkyl, (5) thiophene, (6) furan, (7) thiophene substituted with one or more substituents selected from halo and nitro, and (8) furan substituted with one or more substituents selected from halo and nitro;R disclose as microbicidally and fungicidally active.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: May 12, 1992
    Assignee: Rohm and Haas Company
    Inventor: Adam C. Hsu
  • Patent number: 5103056
    Abstract: Disclosed is a method for selective formation of amidoamines which comprises reacting a carboxylic acid group, such as, for example, a diacid or an aliphatic acid terminated amide with an aminopropylated disecondary amine which contains a secondary amine terminus in the same molecule at a temperature of about 150.degree. C. to about 260.degree.0 C.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: April 7, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Donald H. Champion
  • Patent number: 5075503
    Abstract: Disclosed are novel hydrazine terminated polyoxyalkylene amines which contain active hydrazine, secondary amines, flexible ether groups and amide functionalities in the same molecule. They are prepared in a two-step reaction which can be represented by the following: ##STR1## where R.dbd.H or CH.sub.3 and R.sup.1 .dbd.CH.sub.3 or CH.sub.2 CH.sub.3. The products are used for epoxy curing agent and chain extender for polyurea polymers.
    Type: Grant
    Filed: September 4, 1990
    Date of Patent: December 24, 1991
    Assignee: Texaco Chemical Company
    Inventors: Jiang-Jen Lin, George P. Speranza
  • Patent number: 5017721
    Abstract: A new process for preparing oxalyl- and oxamyl-hydrazides which comprises contacting oxamide or diacetyloxamide with the corresponding hydrazine derivative of formulaR.sub.1 R.sub.2 N--NHR.sub.3wherein R.sub.1 represents a hydrogen atom or an optionally substituted alkyl, cycloalkyl, aryl, or aryl-alkyl group, R.sub.2 is a hydrogen atom or an optionally substituted alkyl group, or R.sub.1 and R.sub.2 taken together with the adjacent nitrogen atom represent a saturated heterocyclic ring, and R.sub.3 is a hydrogen atom or an optionally substituted alkyl group.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: May 21, 1991
    Assignee: Enichim ANIC S.p.A.
    Inventors: Giuseppe Messina, Loreno Lorenzoni, Paolo Calaresu, Giovanni M. Sechi
  • Patent number: 5006660
    Abstract: The present invention relates to a process for producing an alkoxybenzene compound or an aryloxybenzene compound by reacting a halogenobenzene compound with an alcohol or a phenol compound in the presence of copper or a copper compound, an amine, and a base. According to the disclosure, an alkoxybenzene compound and an aryloxybenzene compound can be produced under moderate conditions in good yield with high selectivity.
    Type: Grant
    Filed: June 28, 1989
    Date of Patent: April 9, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Katsuyoshi Yamakawa
  • Patent number: 4996286
    Abstract: A latent curing agent for epoxy resin, characterized in that the latent curing agent is the hydrazides of the formula (I);(NH.sub.2 NHCOCH.sub.2 CH.sub.2).sub.2 N(CH.sub.2).sub.11 CONHNH.sub.2 (I)The present curing agent is useful in formulating storable, one-package, heat-curable epoxy resin-based compositions.
    Type: Grant
    Filed: February 15, 1985
    Date of Patent: February 26, 1991
    Assignee: Ajinomoto Co., Inc.
    Inventors: Kiyomiki Hirai, Koji Takeuchi, Nobuo Ito, Masahiro Abe
  • Patent number: 4956416
    Abstract: This invention relates to novel reactive amino or hydrazino peroxides (hereinafter generally referred to as "AHP's") and derivatives all having a Structure A:(P--R11--X--(--NH--).sub.x --R22--).sub.y --Q].sub.z Ain which the definitions of P, R11, R22, X, Q and x, y and z are given in the Summary of The Invention section, for example, 4,4-di-(t-butylperoxy)pentanohydrazide (I-1), and the use of these novel compounds in curing unsaturated polyester resins, in initiating polymerization of ethylenically unsaturated monomers, for modifying rheology, for crosslinking and curing olefin polymers and elastomers, for producing novel graft and block copolymers, and for producing novel polymers with covalently bound performance additive functions.
    Type: Grant
    Filed: August 18, 1988
    Date of Patent: September 11, 1990
    Assignee: Atochem North America, Inc.
    Inventor: Jose Sanchez
  • Patent number: 4874803
    Abstract: The present invention comprises reaction products resulting from the reaction of hydrazido-substituted or certain amino-substituted polymer stabilizers and cyclic dianhydrides, as well as the use of such products. The polymer stabilizers of the invention are useful for protecting a large variety of synthetic polymeric organic materials from the degradative effects of heat, light and oxygen. Some of the modifiers are flame retardants and many are metal deactivators in addition to their primary activity.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: October 17, 1989
    Assignee: Pennwalt Corporation
    Inventors: Arthur L. Baron, Terry N. Myers, Jerome Wicher
  • Patent number: 4824996
    Abstract: There are disclosed compounds of the formulaR.sup.1 -XwhereinR.sup.1 is alkyl of 8-22 carbon atoms;X is ##STR1## R.sup.2 is --(CH.sub.2).sub.n NR.sup.4 R.sup.5 ; R.sup.3 is hydrogen or lower alkyl;R.sup.4 is hydrogen or lower alkyl;R.sup.5 is hydrogen or lower alkyl; andn is 0-7, with the proviso that when X is ##STR2## n is 6-7; and their use in the prevention and/or treatment of conditions such as allergic rhinitis, allergic bronchial asthma and other naso-bronchial obstructive air-passageway conditions, other immediate hypersensitivity reactions such as allergic conjunctivitis and various inflammatory conditions.
    Type: Grant
    Filed: November 6, 1986
    Date of Patent: April 25, 1989
    Assignee: American Home Products Corporation
    Inventors: William H. McGregor, Joseph Y. Chang
  • Patent number: 4775491
    Abstract: Amino-polyacetic acids such as ethylenediaminetetraacetic acid, diethylene triaminepentaacetic acid and nitrilotriacetic acid are reacted with alkanols and then with hydrazine to form the hydrazides which may be converted to carboxyhydrazides, i.e. carbazic acids. The products perform well as chelants and sequestering agents.
    Type: Grant
    Filed: August 5, 1987
    Date of Patent: October 4, 1988
    Assignee: Nuclear Technology Corp.
    Inventors: Thomas D'Muhala, Robert Ward
  • Patent number: 4760179
    Abstract: Substituted aminoxy propionamide derivatives corrsponding to the formula ##STR1## said derivatives being useful as color improvers and stabilizers in various polymeric substrates.
    Type: Grant
    Filed: April 4, 1986
    Date of Patent: July 26, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Ramanathan Ravichandran
  • Patent number: 4704156
    Abstract: 1,2,2-Trihalocyclopropane 1-carboxylic acids and derivatives thereof are useful in regulating the growth and flowering of plants when applied as a foliar spray or as a post emergent or pre-emergent soil treatment.
    Type: Grant
    Filed: May 7, 1986
    Date of Patent: November 3, 1987
    Assignee: Eli Lilly and Company
    Inventor: Lawrence J. McShane
  • Patent number: 4680385
    Abstract: Metal complex dyes that produce level, fast dyeings on textile materials are provided according to the formula ##STR1## wherein: D is a benzene, naphthalene or heterocyclic radical of a diazo component;Y is nitrogen or --CH;K is the radical of a coupling component if Y is nitrogen, or an o-hydroxyaldehyde radical if Y is --CH;Ka is a cation;Me is chromium or cobalt;Z.sub.1 is --O-- or --COO-- ortho to N.dbd.YZ.sub.2 is --O-- or --NR vicinal to N.dbd.Y, wherein R is hydrogen or a C.sub.1 -C.sub.4 alkyl or phenyl radical;R.sub.1 is a direct bond or a C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkenyl, or aryl radical or heterocyclic radial containing 1 to 3 sulfur, oxygen or nitrogen atoms;R.sub.2 is hydrogen or C.sub.1 -C.sub.8 -alkyl or aryl radical;R.sub.3 is hydrogen or a C.sub.1 -C.sub.8 alkyl, aryl or amino radical, or a heterocyclic radical containing 1 to 3 sulfur, oxygen or nitrogen atoms;V is a direct bond or oxygen;Q is oxygen or sulfur; andw is 0 or 1.
    Type: Grant
    Filed: March 28, 1985
    Date of Patent: July 14, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Gerhard Back
  • Patent number: 4633014
    Abstract: 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: Grant
    Filed: July 6, 1984
    Date of Patent: December 30, 1986
    Assignee: Institut Organicheskogo Sinteza Akademii Nauk Latviiskoi Ssr
    Inventors: Gunar A. Bremanis, Ivars Y. Kalvinsh, Irene B. Antsena, Edmund Y. Lukevits, Maris M. Veveris, Valeryans Y. Kauss, Peter T. Trapentsier, Edvards E. Liepinsh
  • Patent number: 4609757
    Abstract: Amino-polyacetic acids such as ethylenediaminetetraacetic acid, diethylene triaminepentaacetic acid and nitrilotriacetic acid are reacted with alkanols and then with hydrazine to form the hydrazides which may be converted to carboxyhydrazides, i.e. carbazic acids. The products perform well as chelants and sequestering agents.
    Type: Grant
    Filed: August 10, 1983
    Date of Patent: September 2, 1986
    Assignee: Nuclear Technology Corporation
    Inventors: Thomas F. D'Muhala, Robert C. Ward
  • Patent number: 4594098
    Abstract: Compounds of the formula ##STR1## in which R.sub.1 and R.sub.2 denote alkyl, CF.sub.3, benzyl cyclohexyl, cyanoethyl, phenyl or OH and A denotes, inter alia, the groups --CO--, CHOH or CH--NH.sub.2 and --COR.sub.3 denotes a carboxyl, carboxylic ester or carboxamido group, are active herbicides.
    Type: Grant
    Filed: July 16, 1985
    Date of Patent: June 10, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Klaus Bauer, Hermann Bieringer, Helmut Burstell, Jean Kocur
  • Patent number: 4556717
    Abstract: 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: Grant
    Filed: June 16, 1983
    Date of Patent: December 3, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Hansjurg Wetter, Peter Baumeister, Paul Radimerski, Pierre Martin
  • Patent number: 4542202
    Abstract: An addition product obtained by reacting (a) a polyfunctional epoxy compound and (b) a compound having at least one functional group of OH group, SH group, COOH group and CONHNH.sub.2 group together with a tertiary amino group in the molecule, and an addition product obtained (a), (b) and (c) an organic compound having two or more active hydrogen atoms in the molecule (excluding a compound having an epoxy group or tertiary amino group) are good curing agents for epxoy resin. The curing agents are useful in formulating novel storable one-package, heat-curable epoxy resin-based compositions.
    Type: Grant
    Filed: September 16, 1983
    Date of Patent: September 17, 1985
    Assignee: Ajinomoto Co., Inc.
    Inventors: Koji Takeuchi, Masahiro Abe, Nobuo Ito, Kiyomiki Hirai