The Hetero Ring Contains Chalcogen Patents (Class 540/467)
  • Patent number: 5252567
    Abstract: This invention concerns compounds of the formula I: ##STR1## wherein R.sup.1 is (1-10C)alkyl, (3-8C)cycloalkyl, (3-8C)cycloalkyl-(1-4C)-alkyl, phenyl or phenyl(1-4C)alkyl, the phenyl moiety of the latter two optionally bearing one or more substituents; R.sup.2 is hydrogen, (1-4C)alkyl, amino or (1-4C)alkylamino; R.sup.6 is (1-4C)alkyl, amino or (1-4C)alkylamino; Q is a group of formula II, in which case R.sup.3 and R.sup.4 are independently hydrogen, (1-4C)alkyl, phenyl or benzyl the phenyl moiety of the latter two optionally bearing one or two substituents; R.sup.5 is hydrogen, (1-4C)alkyl or (2-4C)alkenyl; A and B are independently ethylene or trimethylene; Z is a direct bond between A and B, or an oxy, thio, carbonyl, methylene, ethylenedioxymethylene, ethylidene, or isopropylidene link, or Z is a group of the formula .dbd.N.
    Type: Grant
    Filed: December 18, 1990
    Date of Patent: October 12, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Stuart D. Mills, Rodney B. Hargreaves, Bernard J. McLoughlin
  • Patent number: 5247078
    Abstract: Poly(ethyleneoxy)amines, such as those having the structure:H.sub.2 N--(CH.sub.2).sub.a --(OCH.sub.2 CH.sub.2).sub.b --NH--(CH.sub.2 CH.sub.2 O).sub.c --(CH.sub.2).sub.d --Rwhere a and d are independently 2 to 3; b and c are independently 1 to 4 and R is --OH or --NH.sub.2, may be reacted over a transition metal catalyst such as one containing nickel to produce diaza crown ethers, such as, for example 4,13-diaza-18-crown-6. If the poly(ethyleneoxy)amine is a diamine having a hydroxyl group of the above formula, the reaction may produce the corresponding triamine in the presence of ammonia. These triamines also readily form diaza crown ethers at near complete conversions simply from nickel, platinum, and palladium metal catalysts alone or with other transition metals such as copper and/or chromium. The process avoids tedious, multiple step procedures and the high dilutions that accompany prior diaza crown ether preparations.
    Type: Grant
    Filed: May 2, 1991
    Date of Patent: September 21, 1993
    Assignee: Texaco Chemical Company
    Inventors: Donald H. Champion, George P. Speranza, Terry L. Renken
  • Patent number: 5239070
    Abstract: There are provided alkyl esters of 5-heterocyclic-pyridine-2,3-dicarboxylic acids useful as intermediates for the preparation of highly effective 5-heterocyclic-2-(2-imidazolin-2-yl)pyridine herbicidal agents and methods for the preparation thereof.
    Type: Grant
    Filed: June 11, 1991
    Date of Patent: August 24, 1993
    Assignee: American Cyanamid Company
    Inventor: John M. Finn
  • Patent number: 5217706
    Abstract: Novel magnetic resonance imaging agents comprise complexes of paramagnetic ions with hydrazide derivatives of polyaminocarboxylic acid chelating agents. These novel imaging agents are characterized by excellent NMR image-contrasting properties and by high solubilities in physiological solutions.A novel method of performing an NMR diagnostic procedure involves administering to a warm-blooded animal an effective amount of a complex as described above and then exposing the warm-blooded animal to an NMR imaging procedure, thereby imaging at least a portion of the body of the warm-blooded animal.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: June 8, 1993
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: Raghavan Rajagopalan, Rebecca A. Wallace, Muthunadar P. Periasamy
  • Patent number: 5206235
    Abstract: There are disclosed certain novel compounds identified as benzo-fused lactams which promote the release of growth hormone in humans and animals. This property can be utilized to promote the growth of food animals to render the production of edible meat products more efficient, and in humans, to increase the stature of those afflicted with a lack of a normal secretion of natural growth hormone. Growth promoting compositions containing such benzo-fused lactams as the active ingredient thereof are also disclosed.
    Type: Grant
    Filed: February 28, 1992
    Date of Patent: April 27, 1993
    Assignee: Merck & Co., Inc.
    Inventors: Michael H. Fisher, William R. Schoen, Matthew J. Wyvratt, Robert J. DeVita
  • Patent number: 5187103
    Abstract: A chromogenic cryptand found to be especially selective in the determination of lithium in blood of the general formula (I): ##STR1## where: n=1 or 2,R.sub.1 and R.sub.2, same or different, are hydrogen, lower alkyl, lower alkenyl, or lower alkylidene; andQ is a chromogenic moiety capable of providing a detectable response upon complexation of said compound with lithium ion and has the structure: ##STR2## wherein: X is CH, C--OH or N; and Z is p-nitrophenylazo, 2,4-dinitrophenylazo, 2,4,6-trinitrophenylazo, p-nitrostyryl, p-benzoquinonemonoimino, bis-(4-dimethylaminophenyl) hydroxymethyl, 3-phenylisothiazolyl-5-azo, thiazolyl-5-azo; or isothiazolyl-5-azo.A reagent composition and synthesis of a preferred chromogenic cryptand are also disclosed.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: February 16, 1993
    Assignee: Miles Inc.
    Inventors: Bronislaw P. Czech, Eddy Chapoteau, Anand Kumar
  • Patent number: 5162508
    Abstract: The invention relates to rare earth cryptates consisting of at least one rare earth salt complexed by a macropolycyclic compound corresponding to one of formulae I or II below, in which:the ring ##STR1## is the N.sub.2 O.sub.4 macrocycle, the N.sub.2 O.sub.3 macrocycle or a bis-bipyridine macrocycle;Y is a spacer arm or group which consists of a divalent organic radical selected from linear or branched C.sub.1 to C.sub.20 alkylene groups optionally containing one or more double bonds and/or optionally being interrupted by one or more heteroatoms such as oxygen, nitrogen, sulfur or phosphorus, or from C.sub.5 to C.sub.8 cycloalkylene groups or C.sub.6 to C.sub.
    Type: Grant
    Filed: July 26, 1991
    Date of Patent: November 10, 1992
    Assignee: Compagnie Oris Industrie
    Inventors: Jean-Marie Lehn, Mathis Gerard, Beatrice Alpha, Robert Deschenaux, Etienne Jolu
  • Patent number: 5159065
    Abstract: The present invention involves, in addition to many unique substituted sapphyrins, a novel method for synthesizing sapphyrins with good efficiency and high yield. An improved 9-step synthesis of substituted sapphyrins, e.g., the two C.sub.2 symmetric sapphyrins, compounds 2 and 4 of FIG. 1C, is described herein. This synthesis involves as an important step the condensation between a tripyrrane diacid and a diformyl bipyrrole. The key tripyrrane component is prepared in three high-yield steps from readily available pyrrolic precursors and the bipyrrole portion is prepared in four steps from ethyl 3-methyl-4-methylpyrrole-2-carboxylate in roughly 33% yield overall.
    Type: Grant
    Filed: December 21, 1989
    Date of Patent: October 27, 1992
    Assignee: Board of Regents, The University of Texas System
    Inventors: Jonathan L. Sessler, Michael J. Cyr
  • Patent number: 5157149
    Abstract: A method of making substantially pure L-BPA is disclosed. The method includes the steps of reacting 4-bromobenzaldehyde with ethylene glycol to form 4-bromobenzaldehyde ethylene glycol acetal, sequentially reacting 4-bromobenzaldehyde ethyleneglycol acetal with Mg to produce the Grignard reagent and thereafter reacting with tributyl borate and then converting to an acid environment to form 4-boronobenzaldehyde, reacting 4-boronobenzaldehyde with diethanol amine to form 4-boronobenzaldehyde diethanolamine ester, condensing the 4-boronobenzaldehyde diethanolamine ester with 2-phenyl-2-oxazolin-5-one to form an azlactone, reacting the azlactone with an alkali metal hydroxide to form z-.alpha.-benzoylamino-4-boronocinnamic acid, asymmetrically hydrogenating the z-.alpha.
    Type: Grant
    Filed: June 4, 1991
    Date of Patent: October 20, 1992
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventor: Edward G. Samsel
  • Patent number: 5135563
    Abstract: The present invention relates to a pyrimidine derivative having the formula ##STR1## (wherein the variables are defined in the full text of the patent), a method for producing the same, and its use as a herbicide.
    Type: Grant
    Filed: July 5, 1991
    Date of Patent: August 4, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Mitsunori Hiratsuka, Naonori Hirata, Kazuo Saitoh, Hideyuki Shibata
  • Patent number: 5134232
    Abstract: The invention discloses fluorescent chelator compounds that are especially useful to monitor and measure cytosolic concentrations of alkali metal cations such as Na.sup.+, K.sup.+, and Li.sup.+. The new compounds are comprised of: (1) crown ethers (that may or may not have substituent groups attached to the core carbons, but will always contain at least one core nitrogen) that are linked via the core nitrogen(s) to at least one (2) fluorophore that contains an additional heteroaromatic liganding center. In the currently preferred dye, SBFI, the core compound is crown ether 1,7-diaza-4,10,13-trioxacyclopentadecane and the heteroaromatic fluorophores are benzofurans that are linked to isophthalate groups. Selectivities for Na.sup.+ over K.sup.+ of about 20 are observed, resulting in effective dissociation constants for Na.sup.+ of about 20 mM against a background of 120 mM K.sup.+. Increasing [Na.sup.
    Type: Grant
    Filed: August 9, 1989
    Date of Patent: July 28, 1992
    Assignee: The Regents of the University of California
    Inventors: Roger Y. Tsien, Akwasi Minta
  • Patent number: 5125957
    Abstract: A pyrimidine derivative represented by the formula ##STR1## wherein the variables are defined below in the specification, and their production and herbicidal activities are described.
    Type: Grant
    Filed: October 24, 1990
    Date of Patent: June 30, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Mitsunori Hiratsuka, Naonori Hirata, Kazuo Saito, Hideyuki Shibata
  • Patent number: 5110585
    Abstract: The invention relates primarily to quaternized polycyclic compounds having the formula ##STR1## wherein m is an integer having a value of from 1 to 4; R is alkylene having from 3 to 8 carbon atoms and is optionally substituted with C.sub.1 to C.sub.4 alkyl; R.sub.2 together with the quaternary nitrogen, forms a 5 to 14 membered heterocyclic ring, said ring containing at least 2 hetero atoms selected from the group of nitrogen, sulfur and oxygen; R.sub.1 forms a double bond in the heterocyclic ring of the quaternized nitrogen or is alkyl, alkyleneoxyalkyl, alkylhydroxy, aryl, aralkyl, aralkenyl, alkaryl, alkylamidoalkyl and X.sup.- is an anion. The invention also relates to the preparation and use of said quaternized polycyclic compounds.
    Type: Grant
    Filed: March 1, 1989
    Date of Patent: May 5, 1992
    Assignee: ISP Investments Inc.
    Inventors: Ratan K. Chaudhuri, David J. Tracy, Robert B. Login, Michael W. Helioff
  • Patent number: 5103004
    Abstract: Heterocyclically substituted N-sultamsulfonamides, processes for their preparation and their use as herbicides and plant growth regulators.Compounds of the formula I or their salts ##STR1## wherein R.sup.1 and R.sup.2 denote H, halogen, alkyl, alkenyl, alkynyl or alkoxy, which can be substituted, or denote --(CH.sub.2).sub.n --COOR.sup.11 ;R.sup.3 denotes H, alkyl, alkenyl or alkynyl;R.sup.4 denotes a heterocyclic radical of the formulae ##STR2## where E is CH or N; X is O or S and a, b, c, d, e in each case denote 0, 1 or 2, with the proviso that c+d+e.gtoreq.2, possess excellent herbicidal and plant growth-regulating properties.
    Type: Grant
    Filed: August 23, 1991
    Date of Patent: April 7, 1992
    Assignee: Hoesch Aktiengellschaft
    Inventors: Lothar Willms, Klaus Bauer, Hermann Bieringer, Helmut Burstell
  • Patent number: 5089471
    Abstract: Non-peptidyl compounds characterized generally as .beta.-aminoacyl aminodiol carbamates are useful as renin inhibitors for the treatment of hypertension.
    Type: Grant
    Filed: October 1, 1987
    Date of Patent: February 18, 1992
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran
  • Patent number: 5089175
    Abstract: Hydroxyalkane carboxylic acid derivatives of general formula I ##STR1## in which n means the numbers 7 to 18,R.sub.1 represents a hydrogen atom or an acyl group with a maximum of 16 carbon atoms, andoptionally an alkylene group with 4 to 8 carbon atoms interrupted by an oxygen atom or a nitrogen atom, are useful for the production of pharmaceutical agents for local treatment of diseases of the skin and mucous membranes.
    Type: Grant
    Filed: February 16, 1990
    Date of Patent: February 18, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Christopher G. Earnshaw, Gerald Kirsch, Petra Rach, Ruth Thieroff-Ekerdt, Michael Topert
  • Patent number: 5087696
    Abstract: A conjugate compound has the structure (I), wherein R.sup.1 is --(CH.sub.2).sub.p --R.sup.6 --(CH.sub.2).sub.q -- where p and q are the same or different and are 0, 1 or 2, and --R.sup.6 -- is --(CH.sub.2).sub.n --, where n is 0 or 1, --NH--, --O--, --S-- or (II), R.sup.1 optionally being alkyl substituted, provided that neither p nor q is 0 unless R.sup.6 is --CH.sub.2 --; R.sup.2 are --CH.sub.2 CH.sub.2 -- or --CH.sub.2 CH.sub.2 CH.sub.2 --, optionally alkyl, alkoxyalkyl or hydroxyalkyl substituted; R.sup.3 are the same or different and are --H, alkyl, hydroxyalkyl, alkoxyalkyl, carboxyalkyl, carboxyalkyl ester, phosphate, sulphonate or phosphonate; R.sup.4 is one of the compounds of formula (III) optionally alkyl substituted, wherein R.sup.7 is --H, alkyl, hydroxyalkyl, or alkoxyalkyl provided that when R.sup.4 is (III d), R.sup.3 is not carboxyalkyl, R.sup.5 is a linker, and Ab is an antibody.
    Type: Grant
    Filed: December 14, 1987
    Date of Patent: February 11, 1992
    Assignee: Celltech Limited
    Inventors: David Parker, Thomas A. Millican
  • Patent number: 5073185
    Abstract: Compounds of the formula I or their salts ##STR1## wherein R.sup.1 and R.sup.2 denote H, halogen, alkyl, alkenyl, alkynyl or alkoxy, which can be substituted, or denote --(CH.sub.2).sub.n --COOR.sup.11 ;R.sup.3 denotes H, alkyl, alkenyl or alkynyl;R.sup.4 denotes a heterocyclic radical of the formulae ##STR2## where E is CH or N; X is O or S and a, b, c, d, e in each case denote 0, 1 or 2, with the proviso that c+d+e.gtoreq.2, possess excellent herbicidal and plant growth-regulating properties.
    Type: Grant
    Filed: March 15, 1990
    Date of Patent: December 17, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Lothar Willms, Klaus Bauer, Hermann Bieringer, Helmut Burstell
  • Patent number: 5064956
    Abstract: The invention relates to a novel process to prepare selectively mono-N-alkylated polyazamacrocycles which requires an electrophile with between about one and five equivalents of a suitable macrocycle in a solvent which will not promote a proton transfer.
    Type: Grant
    Filed: July 9, 1990
    Date of Patent: November 12, 1991
    Assignee: The Dow Chemical Company
    Inventor: William J. Kruper, Jr.
  • Patent number: 5041545
    Abstract: Hydrazide functionalized 2-hydroxybenzophenone ultraviolet light and heat stabilizers and derivatives are disclosed having the general formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, X, Y, Z, all substituents thereof, and n are set forth in the Summary of the Invention. Y--N(R.sup.6)--Z is the hydrazide or derivative group and --X--R.sup.5 -- links the hydrazide group to an aromatic nucleus of the optionally substituted benzophenone group. Derivatives are, for example, acyl hydrazides, diacyl hydrazides (including imides), hydrazones and alkyl hydrazides. The compounds are useful as ultraviolet light absorbers and heat stabilizers for plastics.
    Type: Grant
    Filed: April 6, 1989
    Date of Patent: August 20, 1991
    Assignee: Atochem North America, Inc.
    Inventor: Terry N. Myers
  • Patent number: 5015284
    Abstract: Compounds of the formula I, their stereoisomers or their salts ##STR1## wherein A denotes >C(R.sup.4).sub.2 or >C.dbd.C(R.sup.5).sub.2 ; R.sup.1 denotes H, an optionally substituted aliphatic or cycloaliphatic radical, forfuryl, tetrahydrofurfuryl or (substituted) phenyl; R.sup.2 denotes H, alkyl, alkenyl, alkynyl or alkoxy; R.sup.3 denotes a radical of the formulae ##STR2## X denotes O, S or NR.sup.12 and Y denotes O or S, possess excellent herbicidal and plant-growth regulating properties.
    Type: Grant
    Filed: April 6, 1989
    Date of Patent: May 14, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Lothar Willms, Klaus Bauer, Hermann Bieringer, Helmut Burstell
  • Patent number: 5003074
    Abstract: Compounds of formula I ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are H, alkyl or aryl, m and n are 0 or 1, and A is a divalent organic radical which, with (CR.sup.1 R.sup.2).sub.m NF--SO.sub.2 (CR.sup.3 R.sup.4).sub.n groups, forms a 5- to 8-membered ring, are admirably suitable fluorinating agents for fluorinating carbon atoms, especially as stereospecific fluorinating agents, when the compounds contain a chiral carbon atom and are in optically active form. The compounds of formula I are prepared by reacting the corresponding silated sulfonamides, wherein the NF group is replaced by an N-SiR.sup.7 R.sup.8 R.sup.9 group and R.sup.7, R.sup.8 R.sup.9 are each independently C.sub.1 -C.sub.12 alkyl, cyclopentyl, cyclohexyl, benzyl or phenyl, with a fluorinating agent.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: March 26, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Thomas Allmendinger, Edmond Differding, Robert W. Lang
  • Patent number: 4988723
    Abstract: Benzopyran derivatives of formula (I) wherein the substituents are as defined herein are provided. The compounds possess vasodilating activity and are useful in the treatment of hypertension. Pharmaceutical compositions and methods of treating hypertension are also provided.
    Type: Grant
    Filed: May 17, 1989
    Date of Patent: January 29, 1991
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Youichi Shiokawa, Koichi Takimoto, Kohei Takenaka, Takeshi Kato
  • Patent number: 4987137
    Abstract: A compound of formula (I) or a pharmaceutically acceptable salt thereof; ##STR1## wherein: R.sub.1 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or halogen;R.sub.2 and R.sub.3 are both hydrogen or together represent a bond;R.sub.4 is hydrogen and R.sub.5 is hydrogen or R.sub.4 and R.sub.5 together represent an oxo group;R.sub.6 is C.sub.1-7 alkyl substituted by NR.sub.8 R.sub.9 where R.sub.8 and R.sub.9 are independently hydrogen or C.sub.1-4 alkyl or together are C.sub.3-7 polymethylene optionally containing a further heteroatom which is oxygen, sulphur or nitrogen substituted by R.sub.10 where R.sub.10 is hydrogen, C.sub.1-4 alkyl or benzyl, and optionally substituted by one or two C.sub.1-4 alkyl, C.sub.2-5 alkanoyl, C.sub.1-4 alkoxycarbonyl, aminocarbonyl optionally substituted by one or two C.sub.1-6 alkyl groups or by a benzyl group, cyano, phenyl or benzyl and wherein any phenyl or benzyl group is optionally substituted in the phenyl ring by one or two halo, CF.sub.3, C.sub.1-4 alkyl, C.sub.
    Type: Grant
    Filed: April 20, 1989
    Date of Patent: January 22, 1991
    Assignee: Beecham Wuelfing GmbH & Co., KG
    Inventors: Dagmar Hoeltje, Dietrich Thielke
  • Patent number: 4977148
    Abstract: The invention concerns novel phenoxyacetic acid amide derivatives of the formula I (and pharmaceutically acceptable salts thereof) in which R.sup.1 is hydrogen or fluoro, R.sup.2 is phenyl, cycloalkyl, alkyl or alkenyl as defined herein, and R.sup.3 is hydrogen, methyl or ethyl, or R.sup.2 and R.sup.3 together form polymethylene as defined herein. The invention also includes pharmaceutical compositions containing the amide derivatives, means for the manufacture of the said derivatives and for their use in the treatment of obesity and related conditions and/or in the manufacture of novel medicaments.
    Type: Grant
    Filed: March 8, 1990
    Date of Patent: December 11, 1990
    Assignee: Imperial Chemical Industries
    Inventors: Brian R. Holloway, Ralph Howe, Balbir S. Rao, Donald Stribling
  • Patent number: 4977141
    Abstract: Non-peptidyl compounds characterized generally as aminoacyl aminodiol carbamates are useful as renin inhibitors for the treatment of hypertension.
    Type: Grant
    Filed: October 1, 1987
    Date of Patent: December 11, 1990
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran
  • Patent number: 4957941
    Abstract: A new class of anti-spasmodic compounds having two branch chains is provided. The compounds have the general formula: ##STR1## where Y is H or OH;j is an integer from 0 to 4;k is an integer from 0 to 4, and whereinm is an integer from 1 to 4;n is an integer from 1 to 4;p is an integer from 1 to 4; andX may be nonexistent or may be O, S, NH or CH.sub.2 or salts thereof, but when X is nonexistent the terminal group in which both the n-chain and the p-chain is a methyl group. ##STR2## The reaction was performed under reflux condensation. Following the reaction, which was usually complete within a few hours, the acid chlorides were vacuum distilled and reacted with a thiol compound as described above.The compounds of this invention are anti-muscarinic agents (cholinergic-muscarinic receptor antagonists) which inhibit the actions of acetylcholine on autonomic effectors innervated by postganglionic cholinergic nerves as well as on smooth muscle that lacks cholinergic innervation.
    Type: Grant
    Filed: January 9, 1990
    Date of Patent: September 18, 1990
    Assignee: United Pharmaceuticals, Inc.
    Inventor: William M. Davis
  • Patent number: 4927836
    Abstract: The invention concerns novel phenoxyacetic acid amide derivatives of the formula I (and pharmaceutically acceptable salts thereof) in which R.sup.1 is hydrogen or fluoro, R.sup.2 is phenyl, cycloalkyl, alkyl or alkenyl as defined herein, and R.sup.3 is hydrogen, methyl or ethyl, or R.sup.2 and R.sup.3 together form polymethylene as defined herein. The invention also includes pharmaceutical compositions containing the amide derivatives, means for the manufacture of the said derivatives and for their use in the treatment of obesity and related conditions and/or in the manufacture of novel medicaments.
    Type: Grant
    Filed: June 29, 1988
    Date of Patent: May 22, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: Brian R. Holloway, Ralph Howe, Balbir S. Rao, Donald Stribling
  • Patent number: 4925480
    Abstract: Compounds of the formula I or their salts ##STR1## wherein R.sup.1 and R.sup.2 denote H, halogen, alkyl, alkenyl, alkynyl or alkoxy, which can be substituted, or denote --(CH.sub.2).sub.n --COOR.sup.11 ;R.sup.3 denotes H, alkyl, alkenyl or alkynyl;R.sup.4 denotes a heterocyclic radical of the formulae ##STR2## where E is CH or N; X is O or S nd a, b, c, d, e in each case denote 0, 1 or 2, with the proviso that c+d+e.gtoreq.2, possess excellent herbicidal and plant growth-regulating properties.
    Type: Grant
    Filed: October 28, 1988
    Date of Patent: May 15, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Lothar Willms, Klaus Bauer, Hermann Bieringer, Helmut Burstell
  • Patent number: 4910304
    Abstract: N-substituted cyclic amines of the general formula I ##STR1## where A is an alkylene group or a --(CH.sub.2).sub.n --[--O--(CH.sub.2).sub.m ].sub.r group which may be monosubstituted or polysubstituted by radicals R without the radicals R in a defined compound having to be identical, R is alkyl, alkoxyalkyl, unsubstituted or alkyl-substituted or alkoxy-substituted cycloalkyl, cycloalkylalkyl, aryl or arylalkyl, n and m independently of one another are each from 2 to 8 and r is from 1 to 3, the --(CH.sub.2).sub.n --[O--(CH.sub.2).sub.m ].sub.r group consisting of from 5 to 12 members, are prepared by reacting a primary amine of the general formula IIR--NH.sub.
    Type: Grant
    Filed: March 31, 1989
    Date of Patent: March 20, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Roman Fischer, Herbert Mueller, Dieter Voges
  • Patent number: 4906281
    Abstract: Disclosed are herbicidal compounds of the formula ##STR1## wherein W is sulfur or oxygen;X is Br, Cl, F, alkyl, or haloalkyl; Y is Br, Cl, F, methyl, haloalkyl, haloalkoxy, nitro, or a radical of the formula --CH.sub.2 QR.sup.8 in which Q is O, S, S(O), or S(O).sub.2 and R.sup.8 is alkyl, alkenyl, alkynyl, optionally substituted phenyl; R is alkyl, haloalkyl, dialkylamino, carboxymethyl, hydroxy, or optionally substituted phenyl; R.sup.1 is hydrogen, alkyl, benzyl, haloalkyl, alkoxy, alkynyl, alkenyl, alkoxymethyl, cyanomethyl, hydroxycarbonylmethyl, alkoxycarbonylmethyl, or a group of the formula --SO.sub.2 R or --alkylene--SO.sub.2 R in which R is as defined above; or R and R.sup.1 together are a divalent alkylene radical; or a base addition salt of a compound as defined above in which R or R.sup.1 is or contains an acidic proton.
    Type: Grant
    Filed: July 1, 1988
    Date of Patent: March 6, 1990
    Assignee: FMC Corporation
    Inventor: Jun H. Chang
  • Patent number: 4886792
    Abstract: 10-dihydro-10-deoxo-11-azaerythronolide A compounds and pharmaceutically acceptable acid addition salts of said compounds; methods and intermediates for the manufacture thereof; their use as antiinflammatory agents and processes for their preparation.
    Type: Grant
    Filed: April 12, 1988
    Date of Patent: December 12, 1989
    Assignee: Sour Pliva
    Inventors: Slobodan Djokic, Nevenka Lopotar, Gabrijela Kobrehel, Hrvoje Krnjevic, Olga Carevic
  • Patent number: 4885363
    Abstract: Metal-chelating liquids having the formula ##STR1## wherein Y is oxygen or ##STR2## R.sub.
    Type: Grant
    Filed: December 23, 1987
    Date of Patent: December 5, 1989
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Michael F. Tweedle, Glen T. Gaughan, James T. Hagan
  • Patent number: 4870063
    Abstract: Novel compounds of the formula I ##STR1## in which R.sub.1 -R.sub.11 can be the same or different and stand for hydrogen, a straight or branced aliphatic or alicyclic C.sub.1 -C.sub.10 hydrocarbon radical, an aryl or an aryl-C.sub.1 -C.sub.4 -alkyl radical; n is zero or one, and m is zero, one or two; or R.sub.2 and R.sub.4 when taken together form a saturated aliphatic 5-, 6- or 7-membered ring which may be substituted with one or more C.sub.1 -C.sub.4 alkyl radicals; and pharmaceutically acceptable salts and easily hydroyzable esters thereof, methods for producing said new compounds, pharmaceutical compositions containing the new compounds, dosage units of the compositions, and methods of treating patients using said compositions and dosage units.The present compounds are valuable in the human and veterinary practice by reducing bone resorption and surprisingly also stimulating bone alkaline phosphatase. A substantial increase in bone mass is actually observed during treatment with the present compounds.
    Type: Grant
    Filed: August 10, 1987
    Date of Patent: September 26, 1989
    Assignee: Leo Pharmaceutical Products Ltd. A/S
    Inventors: Ernst T. Binderup, Sven Liisberg
  • Patent number: 4851524
    Abstract: Thio-bis-(hydrocarbyl substituted diacid materials), such as thio-bis-(polyalkyl lactone acid) and/or their precursors, the adducts of sulfur chloride and unsaturated diacid materials, e.g., 4,8-bis-polyalkyl-4, 8-dichloro-6-thiaundecane-1,2,10,11-tetracarboxylic acid bis-anhydride and especially their dehydrochlorinated analogs, when treated with an amine preferably polyalkylene polyamines such as tetraethylene pentamine, directly or in the presence of a metal template reagent, yield aminated thio-bis-(alkyl lactone acid) and thio-bis-(hydrocarbyl diacid) materials or their metal complexes which can be characterized in part, as macrocyclic and/or macrocyclic-like amide and/or imide structures, are useful as stable additives in lubricating compositions, e.g., as varnish inhibiting dispersants and/or inhibitors for lubricating oils and fuels.
    Type: Grant
    Filed: November 27, 1985
    Date of Patent: July 25, 1989
    Assignee: Exxon Research and Engineering Company
    Inventors: Stanley J. Brois, Antonio Gutierrez
  • Patent number: 4835271
    Abstract: A compound of the formula (I) or a pharmaceutically acceptable salt thereof: ##STR1## wherein: R.sub.1 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or halogen;R.sub.2 and R.sub.3 are both hydrogen or together represent a bond;R.sub.4 is hydrogen and R.sub.5 is hydrogen or R.sub.4 and R.sub.5 together represent an oxo group;R.sub.6 is C.sub.1-7 alkyl substituted by NR.sub.8 R.sub.9 where R.sub.8 and R.sub.9 are independently hydrogen or C.sub.1-4 alkyl or together are C.sub.3-7 polymethylene optionally containing a further hetereoatom which is oxygen, sulphur or nitrogen substituted by R.sub.10 where R.sub.10 is hydrogen, C.sub.1-4 alkyl or benzyl, and optionally substituted by one or two C.sub.1-4 alkyl, C.sub.2-5 alkanoyl, C.sub.1-4 alkoxycarbonyl, aminocarbonyl optionally substituted by one or two C.sub.1-6 alkyl groups or by a benzyl group, cyano, phenyl or benzyl and wherein any phenyl or benzyl group is optionally substituted in the phenyl ring by one or two halo, CF.sub.3, C.sub.1-4 alkyl, C.sub.
    Type: Grant
    Filed: June 26, 1986
    Date of Patent: May 30, 1989
    Assignee: Beecham-Wuelfing GmbH & Co., KG
    Inventors: Dagmar Hoeltje, Dietrich Thielke
  • Patent number: 4818754
    Abstract: A compound of the formula (1) or a salt or solvate thereof: ##STR1## in which: R.sub.0 is hydrogen or C.sub.1-6 alkyl;R.sub.1 and R.sub.2 are both hydrogen; orR.sub.1 is hydrogen, C.sub.1-6 alkyl; and R.sub.2 is CN; CR.sub.5 R.sub.6 Y where R.sub.5 and R.sub.6 are independently selected from hydrogen and C.sub.1-4 alkyl and Y is selected from hydrogen, OR.sub.7 or SR.sub.7 where R.sub.7 is hydrogen, C.sub.1-4 alkyl or C.sub.2-4 alkanoyl, and NR.sub.8 R.sub.9 where R.sub.8 and R.sub.9 are independently hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl or C.sub.2-4 alkanoyl or together are C.sub.4-6 polymethylene; or COR.sub.10 is OH or C.sub.1-4 alkyl, or COR.sub.10 is a pharmaceutically acceptable ester or amide; orR.sub.2 is hydrogen, C.sub.1-6 alkyl, or phenyl optionally substituted by halogen, CF.sub.3, C.sub.1-4 alkoxy or C.sub.1-4 alkyl; and R.sub.1 is CN, CR.sub.5 R.sub.6 Y or COR.sub.10 as defined for R.sub.2 above; orR.sub.1 and R.sub.2 together form C.sub.3 -C.sub.
    Type: Grant
    Filed: April 16, 1987
    Date of Patent: April 4, 1989
    Assignee: Beecham Group p.l.c. of Beecham House
    Inventors: Robert W. Ward, Roger E. Markwell, Ian Hughes
  • Patent number: 4804658
    Abstract: This invention relates to novel imidazopyridine derivatives useful in the treatment of diseases or disorders mediated by platelet-activating factor. This invention further relates to pharmaceutical compositions of such imidazopyridine derivatives.
    Type: Grant
    Filed: September 15, 1986
    Date of Patent: February 14, 1989
    Assignee: G. D. Searle & Co.
    Inventors: Paul W. Manley, Roderick A. Porter
  • Patent number: 4775406
    Abstract: The salts of 1-phenylimidazole-5-carboxylic acids substituted in the phenyl ring, of the general formula (I) ##STR1## exhibit a good plant growth-regulating activity. In the general formula the symbols have the following meaning:Y is an ammonium ion substituted up to fourfold by (substituted) alkyl, (substituted) alkenyl, alkynyl, (substituted) cycloalkyl, cycloalkenyl, and (substituted) phenyl, wherein the charged N may be part of a heterocyclic radial (NH.sub.4.sup.+ is excepted); phosphonium ion substituted fourfold by alkyl, (substituted) phenyl or (substituted) benzyl; sulfonium- or sulfoxonium ion substituted threefold by alkyl, (substituted) phenyl or (substituted) benzyl; the guanidinium ion or an O-alkylisourea cation;R.sup.1, R.sup.2 independently of each other are alkyl;R.sup.3 is alkyl, alkoxy or halogen; andn is 0, 1, 2 or 3.
    Type: Grant
    Filed: November 21, 1985
    Date of Patent: October 4, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Roland Schmierer, Ernst-Friedrich Schulze, Helmut Bustell, Erwin Hacker
  • Patent number: 4772695
    Abstract: A process for the preparation of vinyl carbamates of formula I ##STR1## is described which comprises heating an .alpha.-halogeno-carbamate of formula II ##STR2## in which X is a halogen atom at a temperature between 70.degree. and 250.degree. C. for a period of time between several minutes up to several hours. R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are the same or different. The process is applicable to a great variety of products in which R.sub.1, R.sub.2, R.sub.3, and R.sub.4 have different meanings. The process permits to prepare in a simple and economical fashion, vinyl carbamates, which have industrial value and novel vinyl carbamates.
    Type: Grant
    Filed: September 19, 1983
    Date of Patent: September 20, 1988
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Roy A. Olofson, Gary P. Wooden, Jonathan T. Martz
  • Patent number: 4742055
    Abstract: A class of 3- and 5-amino thiatriazine compounds exhibiting pharmacological activity, including anti-ulcerogenic and gastrointestinal cytoprotective activity, pharmaceutical compositions comprising these compounds, and methods for the treatment of gastrointestinal hyperacidity and ulcerogenic disorders in mammals using said compositions.
    Type: Grant
    Filed: April 27, 1984
    Date of Patent: May 3, 1988
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: William L. Studt, Donald E. Kuhla, Henry F. Campbell, Stuart A. Dodson
  • Patent number: 4734406
    Abstract: Compounds of the formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and Y have the indicated meanings, their physiologically tolerated acid addition salts, and a process for the preparation of these compounds, are described. The compounds inhibit thromboxane synthetase and can thus be used as medicaments.
    Type: Grant
    Filed: March 11, 1986
    Date of Patent: March 29, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Hermann Lau, Wilhelm Bartmann, Gerhard Beck, Gunther Wess
  • Patent number: 4729995
    Abstract: Novel pyrimidine compounds of the formula: ##STR1## wherein R.sub.1 and R.sub.1 ' are each hydrogen atom, a lower alkyl, benzyl, an alkali metal, or ammonium; R.sub.2 is hydrogen atom, a halogen atom, a lower alkyl, a lower alkoxy, an aryl, a group of the formula: ##STR2## (wherein R.sub.3 and R.sub.4 are each hydrogen atom, a lower alkyl, or an aryl), or a group of the formula: ##STR3## [wherein R.sub.5 and R.sub.6 are each an alkylene having 1 to 3 carbon atoms, and X is oxygen atom, methylene, or a group of the formula: >N-Y (wherein Y is hydrogen atom, a lower alkyl, benzyl, or an aryl)], which have excellent antiallergic activities and are useful for the prophylaxis and treatment of various allergic diseases, and a pharmaceutical composition containing said pyrimidine compound as an active ingredient.
    Type: Grant
    Filed: April 3, 1987
    Date of Patent: March 8, 1988
    Assignee: Toyo Boseki Kabushiki Kaisha
    Inventors: Hiroaki Taguchi, Takeo Katsushima, Masakazu Ban, Shoichi Aoki, Akihiko Watanabe
  • Patent number: 4713187
    Abstract: Disclosed herein are additives which are useful as dispersants and detergents in lubricating oils and fuels. In particular, this invention is directed toward polyamino alkenyl or alkyl succinimides wherein one or more of the amino nitrogens of the succinimide is substituted with ##STR1## wherein R.sub.4 is hydrocarbyl of from 1 to 30 carbon atoms; R.sub.5 is hydrocarbyl of from 2 to 30 carbon atoms or --R.sub.6 --(OR.sub.6).sub.p -- wherein R.sub.6 is alkylene of 2 to 5 carbon atoms and p is an integer from 1 to 100; and m is an integer of from 0 to 1.
    Type: Grant
    Filed: March 2, 1987
    Date of Patent: December 15, 1987
    Assignee: Chevron Research Company
    Inventors: Thomas F. Buckley, III, Robert H. Wollenberg
  • Patent number: 4702851
    Abstract: Disclosed are additives which are useful as dispersants in lubricating oils, gasolines, marine crankcase oils and hydraulic oils. In particular, disclosed are additives prepared by (a) first reacting a polyamine with a cyclic carbonate; (b) reaction of this intermediate with an alkenyl or alkyl succinic anhydride; and (c) reaction of the product of (b) with a boron compound.
    Type: Grant
    Filed: October 8, 1986
    Date of Patent: October 27, 1987
    Assignee: Chevron Research Company
    Inventor: Robert H. Wollenberg
  • Patent number: 4695391
    Abstract: Disclosed are additives which are useful as dispersants in marine crankcase oils, hydraulic oils, and lubricating oils. In particular, disclosed are polyamino alkenyl or alkyl succinimides modified by reaction with a compound of the formula: ##STR1## wherein R.sub.4 is selected from the group consisting of a divalent hydrocarbyl group of from 2 to 30 carbon atoms with the proviso that the hydrocarbyl carbon atom bound to one ##STR2## group is not also bound to the other ##STR3## group and --R.sub.5 --OR.sub.5 --.sub.p wherein R.sub.5 is alkylene of from 2 to 5 carbon atoms and p is an integer of from 1 to 100; X is selected from the group consisting of bromo, chloro and --OR.sub.6 wherein R.sub.6 is selected from the group consisting of alkyl of from 1 to 6 carbon atoms, phenyl and phenyl substituted with 1 to 2 substituents selected from the group consisting of chloro, bromo, nitro, alkyl of from 1 to 6 carbon atoms and trifluoromethyl; and m is independently an integer of from 0 to 1.
    Type: Grant
    Filed: September 4, 1986
    Date of Patent: September 22, 1987
    Assignee: Chevron Research Company
    Inventor: Thomas F. Buckley
  • Patent number: 4687844
    Abstract: A process for the direct preparation of N,N-di-substituted derivatives of 4,13-diaza-18-crown-6 in which the substituents on both nitrogen atoms are identical and derive originally from an amine, by reacting a 1,8-diiodo-3,6-dioxooctane or derivatives thereof in which the substituents are located on positions 1, 2, 4, 5, 7 or 8 or combinations thereof, with a molar equivalent of a primary amine in the presence of a base and solvent.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: August 18, 1987
    Assignee: University of Maryland
    Inventors: George W. Gokel, Vincent J. Gatto
  • Patent number: 4659815
    Abstract: Chromogenic aza-12-crown-4 ethers which can be used for the spectrophotometric determination of lithium ion in aqueous solutions are disclosed. The compounds of the invention are particularly useful for the analysis of Li.sup.30 in the presence of Na.sup.+, a situation common in biological and geological systems. The compounds [e.g., 1-(2-oxy-5-nitrobenzyl)-1-hydro-1-aza-4,7,10-trioxacylclododecane], their methods of manufacture, and methods of utilizing the compounds for the analysis of lithium are disclosed and claimed.
    Type: Grant
    Filed: February 4, 1985
    Date of Patent: April 21, 1987
    Assignee: The President and Trustees of the Miami University
    Inventors: Gilbert E. Pacey, Ken-ichi Sasaki
  • Patent number: 4656295
    Abstract: A process for isolating macrocyclic polyethers from open-chained polyglycols in a mixture by extraction with saturated hydrocarbons in the presence of at least 10 percent by weight ethylene glycol based on the weight of the mixture of macrocyclic polyethers and open-chained polyglycols.
    Type: Grant
    Filed: June 6, 1985
    Date of Patent: April 7, 1987
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventor: Norbert Gamon
  • Patent number: 4654339
    Abstract: Novel 3-amino-tetrahydro-1,3-thiazine-2,4-diones as well as skin treating compositions on the basis of a physiologically compatible carrier and customary additions containing these novel 3-amino-tetrahydro-1,3-thiazin-2,4-dione derivatives as active ingredients for thickening the epidermis. The skin treating compositions are applied 1-2 times daily on the skin for about 3 to 4 weeks. Due to the thickening of the epidermis they cause a strengthening of the skin protection, in particular against sun rays, cold and the contact with harmful environmental substances of all kinds. Moreover, the skin treating compositions are suitable for prophylactically fighting the so-called ageing of skin.
    Type: Grant
    Filed: October 9, 1984
    Date of Patent: March 31, 1987
    Assignee: Wella Aktiengesellschaft
    Inventors: Wolfgang Hanefeld, Rudi Rothlisberger, Friedrich Noser