The Five-membered Hetero Ring Consists Of Chalcogen, Plural Nitrogens, And Carbon Patents (Class 548/125)
  • Patent number: 4408055
    Abstract: Azolyloxy-carboxylic acid N-oxy-amide compound of the formula ##STR1## wherein R is a five-membered hetero-aromatic monocyclic radical which contains an oxygen atom or a sulphur atom and in addition 1 to 3 nitrogen atoms and which is optionally substituted by halogen, cyano, nitro, amino, alkylamino, arylamino, dialkylamino, alkylcarbonylamino, alkylcarbonyl, carboxyl, alkoxycarbonyl, carbamoyl, alkylaminocarbonyl, dialkylaminocarbonyl, arylaminocarbonyl (which is optionally substituted by halogen, nitro or alkyl), aryl (which is optionally substituted by halogen, cyano, nitro, alkyl or alkoxy), by a radical which is optionally substituted by halogen and is selected from aralkyl, alkoxy, alkenoxy, alkynoxy, alkoxycarbonylalkoxy, aralkoxy, aryloxy, alkylthio, alkenylthio, alkoxycarbonylalkylthio, aralkylthio, arylthio, alkylsulphinyl, alkylsulphonyl, alkyl, alkenyl, alkynyl, alkoxyalkyl, aralkoxyalkyl, aryloxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, arylthioalkyl, arylsulphinylalkyl, ar
    Type: Grant
    Filed: November 5, 1980
    Date of Patent: October 4, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Fritz Maurer, Volker Mues, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4393215
    Abstract: Dialkoxyketoximes such as dimethoxycyclohexanone cleave with halogen and water under basic conditions to yield a series of products having an ester functionality and another functionality which is oximohalide, nitrile oxide or furoxan, depending upon the base strength and/or work-up conditions. Each of those products can be further reacted with sulfur dioxide to produce an adduct, from which an isocyanate is derived. Both the adduct and the isocyanate retain the ester functionality.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: July 12, 1983
    Assignee: Allied Corporation
    Inventors: Milorad M. Rogic, Bryce C. Oxenrider
  • Patent number: 4374248
    Abstract: Histamine H.sub.2 -antagonists of the formula ##STR1## wherein p is 1 or 2; R.sup.1 is hydroxy, amino, substituted amino or a 5- to 9-membered fully saturated nitrogen-containing heterocyclic ring attached via its nitrogen atom; m is an integer of from 0 to 2; n is an integer of from 2 to 4; Z is sulfur, oxygen or methylene; and A is an optionally substituted phenyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, thiadiazolyl, oxadiazolyl, furyl, thienyl or pyridyl ring; and nontoxic pharmaceutically acceptable salts, hydrates, solvates or N-oxides thereof are novel anit-ulcer agents. Intermediates and processes for their preparation are disclosed.
    Type: Grant
    Filed: June 23, 1981
    Date of Patent: February 15, 1983
    Assignee: Bristol-Myers Company
    Inventors: Ronnie R. Crenshaw, Aldo A. Algieri
  • Patent number: 4371539
    Abstract: 3-[Methyl(phenylmethyl)amino]-N-[(phenylamino)carbonyl]sydnone imine or a pharmaceutically acceptable salt thereof serve as central nervous system stimulants with much less sympathomimetic activity than is found in amphetamine like stimulants.
    Type: Grant
    Filed: April 27, 1981
    Date of Patent: February 1, 1983
    Assignee: American Home Products Corporation
    Inventor: Reinhardt P. Stein
  • Patent number: 4371697
    Abstract: A compound of the formula: ##STR1## in which R.sup.1 and R.sup.2 are, independently, hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, halo, perfluoroalkyl of 1 to 3 carbon atoms, nitro, alkanoyl of 2 to 4 carbon atoms or alkoxycarbonyl of 2 to 4 carbon atoms;R.sup.3 is hydrogen, halo, nitro or alkanoyl of 2 to 4 carbon atoms;R.sup.4 is hydrogen, halo, nitro or perfluoroalkyl of 1 to 3 carbon atoms;R.sup.5 and R.sup.6 are, independently, hydrogen, methyl or ethyl;or a non-toxic acid addition salt thereof, are central nervous system stimulants.
    Type: Grant
    Filed: October 6, 1980
    Date of Patent: February 1, 1983
    Assignee: American Home Products Corporation
    Inventor: Reinhardt P. Stein
  • Patent number: 4360683
    Abstract: Novel antibacterially-active esters of antibiotic nodusmicin. Activity is demonstrated against Staphylococcus aureus, Streptococcus pyogenes, and Sarcina lutea. Thus, these esters can be used in various known environments, using well-known procedures, to eradicate or control susceptible microbes.
    Type: Grant
    Filed: August 6, 1980
    Date of Patent: November 23, 1982
    Assignee: The Upjohn Company
    Inventors: Barney J. Magerlein, Howard A. Whaley
  • Patent number: 4356178
    Abstract: Pharmacologically-valuable 3,4-(bis-substituted)-1,2,5-oxdiazole 2-oxides of formula I ##STR1## [wherein R denotes --NHR.sup.1, --NR.sup.2 R.sup.3, --NHR.sup.4 OR.sup.2, --NHR.sup.5 COR.sup.6 or ##STR2## R.sup.1 denotes alkyl having from 1 to 6 C atoms or cycloalkyl having 4 to 7 ring C atoms, R.sup.2 and R.sup.3 denote alkyl having from 1 to 4 C atoms, R.sup.4 denotes an alkylene radical of the formula --C.sub.n H.sub.2n --(wherein n denotes 2, 3 or 4), R.sup.5 denotes an alkylene radical of the formula --C.sub.m H.sub.2m -- (wherein m denotes 1, 2 or 3), R.sup.6 denotes --OR.sup.2, --NHR.sup.1, --NR.sup.2 R.sup.3 or --NH.sub.2, X denotes --(CH.sub.2).sub.p --, --(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 -- or ##STR3## and p is 4, 5 of 6] and their pharmacologically-acceptable acid-addition compounds are prepared by elimination of hydrogen chloride from a hydroxamoyl chloride of the formulaR--CO--C(Cl).dbd.NOH (II)and dimerization.
    Type: Grant
    Filed: December 18, 1981
    Date of Patent: October 26, 1982
    Assignee: Cassella Aktiengesellschaft
    Inventors: Karl Schonafinger, Rudi Beyerle, Anton Mogilev, Helmut Bohn, Melitta Just, Piero A. Martorana, Rolf-Eberhard Nitz
  • Patent number: 4351769
    Abstract: Novel antibiotic U-61,732 producible in a fermentation under controlled conditions using a biologically pure culture of the microorganism Saccharopolyspora hirsuta strain 367, NRRL 12045. This antibiotic is active against gram-positive bacteria, for example, Staphylococcus aureus. Also disclosed are the 11-acyl esters of U-61,732. Thus, these compounds can be used in various environments to eradicate or control such bacteria.
    Type: Grant
    Filed: August 25, 1980
    Date of Patent: September 28, 1982
    Assignee: The Upjohn Company
    Inventors: Howard A. Whaley, John H. Coats
  • Patent number: 4351945
    Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4 thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.
    Type: Grant
    Filed: February 5, 1979
    Date of Patent: September 28, 1982
    Assignee: Exxon Research & Engineering Co.
    Inventors: Stanley J. Brois, Antonio Gutierrez
  • Patent number: 4324897
    Abstract: The disclosed [[2-(substituted amino)-2-phenylethyl]-nitrosoamino]acetonitrile derivatives and the ring closed oxadiazolium salts thereof as well as their pharmaceutically acceptable acid addition salts are antihypertensive agents useful in the treatment of hypertension.
    Type: Grant
    Filed: May 18, 1981
    Date of Patent: April 13, 1982
    Assignee: American Home Products Corporation
    Inventor: Reinhardt P. Stein
  • Patent number: 4322413
    Abstract: Heterocyclic phosphoric acid derivatives of the formula ##STR1## where R, R.sup.1, R.sup.2, R.sup.3, X and Y have the meanings given in the disclosure. The compounds are suitable for combating pests from the class of insects, Acarina and nematodes.
    Type: Grant
    Filed: January 6, 1981
    Date of Patent: March 30, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Annegrit Baumann, Karl Kiehs, Gerhard Hamprecht, Arno Lange, Heinrich Adolphi
  • Patent number: 4301285
    Abstract: This application provides a novel process for the synthesis of 3-[1(hydroxymethyl)-2-phenylethyl]-N-[(phenylamino)carbonyl]sydnonimine derivatives and novel hydrophobic and hydrophilic acyl derivatives thereof as pro-drug central nervous system stimulants.
    Type: Grant
    Filed: October 2, 1980
    Date of Patent: November 17, 1981
    Assignee: American Home Products Corporation
    Inventor: Reinhardt P. Stein
  • Patent number: 4298613
    Abstract: Heterocyclic sulfenamides, such as N-[2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-trifluoromethyl)ph enyl]-3-nitro-2-pyridinesulfenamide, are useful as miticides, insecticides, fungicides and ovicides.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: November 3, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Gerald E. Lepone
  • Patent number: 4295876
    Abstract: Novel N-(2,5-diazolyl)-alkyl-halogenoacetanilides of the general formmula ##STR1## in which A represents oxygen, sulphur or the grouping >NR,whereinR represents alkyl,R.sup.1 represents hydrogen, alkyl or alkoxy,R.sup.2 represents hydrogen, alkyl, alkoxy or halogen,R.sup.3 represents hydrogen, alkyl, alkoxy or halogen,R.sup.4 represents hydrogen or alkyl,R.sup.5 represents hydrogen, alkyl, alkoxy, alkylthio, dialkylamino, halogen, cyano or alkoxycarbonyl andZ represents halogen, and acid addition salts and metal salt complexes thereof are outstandingly effective as herbicides.Furthermore novel N-(2,5-diazolyl)-alkyl-anilines of the general formula ##STR2## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and A have the above-mentioned meaning.
    Type: Grant
    Filed: April 23, 1980
    Date of Patent: October 20, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Klaus Ditgens, Rudolf Thomas, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4293555
    Abstract: Disclosed are 6- and 6,6-disubstituted-2-substituted-oxapen-2-em-3-carboxylic acids of the following structure: ##STR1## wherein: R.sup.1 and R.sup.2 are independently selected from hydrogen, alkyl, alkoxyl, aralkyl, aryl, heterocyclyl and heterocyclylalkyl; R is selected from hydrogen, --OR, --SR, --NR.sub.2, alkyl, aryl, aralkyl, heterocyclyl, or heterocyclylalkyl. Such compounds and their pharmaceutically acceptable salt, and ester derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.
    Type: Grant
    Filed: October 10, 1979
    Date of Patent: October 6, 1981
    Assignee: Merck & Co., Inc.
    Inventors: Burton G. Christensen, Frank P. DiNinno
  • Patent number: 4289885
    Abstract: A compound of the formula: ##STR1## in which R.sup.1 and R.sup.2 are, independently, hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, halo, perfluoroalkyl of 1 to 3 carbon atoms, nitro, alkanoyl of 2 to 4 carbon atoms or alkoxycarbonyl of 2 to 4 carbon atoms;R.sup.3 is hydrogen, halo, nitro or alkanoyl of 2 to 4 carbon atoms;R.sup.4 is hydrogen, halo, nitro or perfluoroalkyl of 1 to 3 carbon atoms;R.sup.5 and R.sup.6 are, independently, hydrogen or methyl; andR.sup.7 and R.sup.8 are, independently, alkyl of 1 to 4 carbon atoms, or when taken with the nitrogen atom to which they are attached form a piperidinyl, pyrolidinyl, morpholinyl, N-alkyl piperazinyl in which the alkyl group contains from 1 to 6 carbon atoms or N-phenylpiperazinyl group ora non-toxic acid addition salt thereof, are central nervous system stimulants.
    Type: Grant
    Filed: October 2, 1980
    Date of Patent: September 15, 1981
    Assignee: American Home Products Corporation
    Inventor: Reinhardt P. Stein
  • Patent number: 4286096
    Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4-thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.
    Type: Grant
    Filed: December 18, 1978
    Date of Patent: August 25, 1981
    Assignee: Exxon Research & Engineering Co.
    Inventors: Stanley J. Brois, Antonio Gutierrez
  • Patent number: 4277609
    Abstract: A compound of the formula: ##STR1## in which the enantiomeric form is d,1 or 1- when R.sup.5 is hydrogen and d,1 or 1-threo when R.sup.5 is other than hydrogen;R.sup.1 and R.sup.2 are, independently, hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, halo, perfluoroalkyl of 1 to 3 carbon atoms, nitro, alkanoyl of 2 to 4 carbon atoms or alkoxycarbonyl of 2 to 4 carbon atoms;R.sup.3 is hydrogen, halo, nitro or alkanoyl of 2 to 4 carbon atoms;R.sup.5 and R.sup.6 are, independently, hydrogen or methyl;or a non-toxic acid addition salt thereof, are central nervous system stimulants.
    Type: Grant
    Filed: July 29, 1980
    Date of Patent: July 7, 1981
    Assignee: American Home Products Corporation
    Inventor: Reinhardt P. Stein
  • Patent number: 4268674
    Abstract: The title compounds are prepared by a convenient, one-step liquid process comprising contacting with agitation, a liquid mixture comprising both:(a) an oxime, and(b) an azo compoundwith an oxidizing amount of an aqueous alkali(ne earth) metal hypohalite. For example, stirring a liquid mixture of dimethylazodicarboxylate and benzaldoxime with aqueous sodium hypochlorite produces a good yield of dimethyl-4-phenyl-2,3-dihydro-1,2,3,5-oxatriazole-2,3-dicarboxylate.
    Type: Grant
    Filed: July 16, 1979
    Date of Patent: May 19, 1981
    Assignee: The Dow Chemical Company
    Inventor: George A. Lee
  • Patent number: 4259476
    Abstract: Novel heterocyclic anthracycline compounds having antitumor activity against murine P388 leukemia in mice.
    Type: Grant
    Filed: April 2, 1979
    Date of Patent: March 31, 1981
    Inventors: Andrew S. Kende, Howard Newman
  • Patent number: 4245100
    Abstract: N-acyl sydnonimines of the formula: ##STR1## wherein R is phenyl, .beta.-phenylethyl, dl-.alpha.-methyl-.beta.-phenylethyl or l-.alpha.-methyl-.beta.-phenylethyl; R' is hydrogen, phenyl; X is a lower alkyl, phenyl, ##STR2## wherein R" is hydrogen, a halogen, a lower fluorinated alkyl; R'" is hydrogen, a halogen, a lower alkyl; when R is dl-.alpha.-methyl-.beta.-phenylethyl, R' is H, R" is Cl, R'" is only Cl, while when R' is H, X is NHC.sub.6 H.sub.5 R is only l-.alpha.-methyl-.beta.-phenylethyl; when X is phenyl, R and R' are each phenyl only.The method for preparing sydnonimine N-acylderivatives comprises reacting N-nitrosoderivatives of N-substituted nitriles of .alpha.-aminoacids of the formula: ##STR3## wherein R is phenyl, .beta.-phenylethyl, di-.alpha.-methyl-.beta.-phenylethyl or l-.alpha.-methyl-.beta.
    Type: Grant
    Filed: November 28, 1977
    Date of Patent: January 13, 1981
    Assignees: Vsesojuzny nauchno-issledovatelsky khimikofarmatsevtichesky institut imeni S. Ordzhonikidze, Institut biofiziki
    Inventors: Leonid E. Kholodov, Vladimir G. Yashunsky, Roald A. Altshuler, Mikhail D. Mashkovsky, Valentina V. Ogorodnikova, Zoya A. Olovyanishnikova, Anna S. Vitvitskaya, Valery A. Parshin, Ekaterina A. Kelekhsaeva
  • Patent number: 4220766
    Abstract: Useful intermediates for preparing a 1-dethia-1-oxacephalosporin and represented by the following formula: ##STR1## (wherein R is a monovalent group resulting from the elimination of the carbonyl function of an acyl group derived from a carboxylic or carbonic acid;COB is carboxy or protected carboxy; andX is hydrogen or a nucleophilic group)are prepared from the corresponding penicillin 1-oxides of the following formula: ##STR2## (wherein R, COB, and X are as defined above) by heating, if required in the presence of the desulfurizing reagent, or by exchanging the X group with another one under the condition of an appropriate nucleophilic substitution.
    Type: Grant
    Filed: January 10, 1978
    Date of Patent: September 2, 1980
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Mitsuru Yoshioka, Shoichiro Uyeo, Yoshio Hamashima, Ikuo Kikkawa, Wataru Nagata