Halogen Attached Directly Or Indirectly To The Bicyclo Ring System By Nonionic Bonding Patents (Class 549/56)
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Patent number: 8574607Abstract: Compounds of the formula (I) useful as pesticides are disclosed, wherein the substituents are as defined in claim 1.Type: GrantFiled: May 21, 2010Date of Patent: November 5, 2013Assignee: Syngenta Crop Protection, Inc.Inventors: Jürgen Harry Schaetzer, Thomas Pitterna, Long Lu, Yaming Wu, Peter Renold, Francesca Perruccio, Jérome Yves Cassayre, Michel Mueglebach
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Patent number: 8129425Abstract: The present invention makes available methods and reagents for modulating proliferation or differentiation in a cell or tissue comprising contacting the cell with a hedgehog agonist, such as the compounds depicted in FIGS. 32 and 33. In certain embodiments, the methods and reagents may be employed to correct or inhibit an aberrant or unwanted growth state, e.g., by antagonizing a normal ptc pathway or agonizing smoothened or hedgehog activity.Type: GrantFiled: April 27, 2006Date of Patent: March 6, 2012Assignee: Curis, Inc.Inventors: Anthony David Baxter, Edward Andrew Boyd, Maria Frank-Kamenetsky, Oivin Guicherit, Jeffery Porter, Stephen Price, Lee Rubin, John Harry Alexander Stibbard
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Patent number: 7115653Abstract: The present invention makes available methods and reagents for modulating proliferation or differentiation in a cell or tissue comprising contacting the cell with a hedgehog agonist, such as the compounds depicted in FIGS. 32 and 33. In certain embodiments, the methods and reagents may be employed to correct or inhibit an aberrant or unwanted growth state, e.g., by antagonizing a normal ptc pathway or agonizing smoothened or hedgehog activity.Type: GrantFiled: September 17, 2002Date of Patent: October 3, 2006Assignee: Curis, Inc.Inventors: Anthony David Baxter, Edward Andrew Boyd, Maria Frank-Kamenetsky, Oivin Guicherit, Jeffery Porter, Stephen Price, Lee L. Rubin, John Harry Alexander Stibbard
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Patent number: 6399788Abstract: A process for preparing a compound having PGD2 antagonism represented by the formula (I), or a pharmaceutically acceptable salt or hydrate thereof, which process comprises reacting an amino alcohol of the formula (II) or its salt with a compound of the formula (III) or its reactive derivative, oxidizing the product with halo oxoacid in the presence of 2,2,6,6-tetramethylpiperidine-1-oxyls, reacting the product with an ylide under the conditions for Wittig reaction, and optionally deprotecting the product.Type: GrantFiled: September 29, 2000Date of Patent: June 4, 2002Assignee: Shionogi & Co., Ltd.Inventors: Tsunetoshi Honma, Yoshiharu Hiramatsu, Tetsuo Okada, Makoto Kakinuma
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Patent number: 6316487Abstract: The subject invention pertains to novel compounds, and compositions comprising the compounds, for the treatment of cardiac arrhythmias. The subject invention further concerns a method of making the novel compounds. The novel compounds are rapidly metabolized analogs of amiodarone, having the distinct and advantageous characteristic of being metabolized to a less lipophilic compound. The new compounds can have particular utility for treating life-threatening ventricular tachyarrhythmias, especially in patients with congestive heart failure (CHF). The product can also provide effective management for ventricular arrhythmias and supraventricular arrhythmias, including atrial fibrillation and re-entrant tachyarrhythmias involving accessory pathways.Type: GrantFiled: October 6, 2000Date of Patent: November 13, 2001Assignee: Aryx TherapeuticsInventors: Pascal Druzgala, Peter G. Milner
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Patent number: 6130240Abstract: Described is a novel compound and method, useful for treatment of cardiac arrhythmias, especially useful in patients with congestive heart failure (CHF). A process for synthesizing the novel compound is also described.Type: GrantFiled: December 14, 1998Date of Patent: October 10, 2000Assignee: Aryx Therapeutics, Inc.Inventor: Pascal Druzgala
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Patent number: 6063936Abstract: An aromatic carboxylic acid bicyclic sulfur compound of the following formula: ##STR1## wherein X.sup.1 is selected from the group consisting of C.sub.1 to C.sub.4 alkyl, halogen, C.sub.1 to C.sub.4 haloalkyl, C.sub.2 to C.sub.4 alkoxyalkyl, C.sub.1 to C.sub.4 alkoxy and C.sub.1 to C.sub.4 haloalkoxy; each of X.sup.2 and X.sup.3 is independently selected from the group consisting of hydrogen, C.sub.1 to C.sub.4 alkyl and C.sub.1 to C.sub.4 haloalkyl; X.sup.4 is selected from the group consisting of hydrogen, halogen, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 haloalkyl and C.sub.1 to C.sub.4 alkoxy; each of X.sup.5, X.sup.6, X.sup.7 and X.sup.8 is independently hydrogen or C.sub.1 to C.sub.4 alkyl; the bond between X.sup.2 and X.sup.5 is saturated or unsaturated; the bond between X.sup.5 and X.sup.7 is saturated or unsaturated; p is an integer of 0 or 1; and n is an integer of 0, 1 or 2; or a salt thereof.Type: GrantFiled: December 15, 1997Date of Patent: May 16, 2000Assignee: Idemitsu Kosan Co., Ltd.Inventors: Kazufumi Nakamura, Masashi Sakamoto, Ichiro Nasuno
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Patent number: 5989451Abstract: This invention provides chiral thioindigo compounds for doping smectic liquid crystal hosts, wherein the compounds modulate a chiral bulk property of an induced chiral smectic liquid crystal phase upon irradiation at a wavelength in the visible range. Modulation of the chiral bulk property is effected by reversible trans-cis photoisomerization of the compound upon irradiation. The compounds maintain their rod-like shape in both isomeric forms, and hence do not destabilize the chiral smectic liquid crystal phase. Compounds according to the invention are useful in optical devices such as optical switches, displays, and memory.Type: GrantFiled: February 6, 1998Date of Patent: November 23, 1999Assignee: Queen's University at KingstonInventors: Robert P. Lemieux, Liviu Dinescu
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Patent number: 5986109Abstract: A compound of fomula XIV: ##STR1## wherein: R.sup.1a is --H or --OR.sup.7a in which R.sup.7a is a hydoxy protecting group;R.sup.2a is --H, halo, or OR.sup.8a in which R.sup.8a is a hydroxy protecting group; andR.sup.Type: GrantFiled: June 18, 1998Date of Patent: November 16, 1999Assignee: Eli Lilly and CompanyInventors: Alan David Palkowitz, Kenneth Jeff Thrasher
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Patent number: 5981766Abstract: 4,4'-Dimethyl-6,6'-dichlorothioindigo is obtained in the stable crystal modification I, distinguished by the fraction angles (2 theta):lines of high intensity: 25.99; 27.26lines of moderate intensity: 10.27; 12.48; 22.39; 23.91; 24.82; 28.87,by oxidizing 3-hydroxy-4-methyl-6-chlorothionaphthene having a mean particle size of at most 20 .mu.m.Type: GrantFiled: January 20, 1999Date of Patent: November 9, 1999Assignee: Clariant GmbHInventors: Wolfgang Bauer, Uwe Baeumler, Hans Kurz, Hans-Peter Kreutzer
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Patent number: 5981755Abstract: The invention concerns tachykinin antagonists. The compounds are nonpeptides which have utility in treating disorders mediated by tachykinins. Such disorders are respiratory, inflammatory, gastrointestinal, ophthalmic, allergies, pain, vascular, diseases of the central nervous system, and migraine. Methods of preparing compounds and novel intermediates are also included. The compounds are expected to be especially useful in asthma and rheumatoid arthritis.Type: GrantFiled: October 8, 1998Date of Patent: November 9, 1999Assignee: Warner-Lambert CompanyInventors: David Christopher Horwell, William Howson, Martyn Clive Pritchard, Edward Roberts, David Charles Rees
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Patent number: 5977098Abstract: The invention provides a compound of formula I: ##STR1## or a pharmaceutically acceptable salt or solvate thereof; pharmaceutical formulations containing a compound of formula I, and methods of using a compound of formula I for the inhibition of bone loss or bone resorption and for treatment of cardiovascular-related pathological conditions.Type: GrantFiled: June 30, 1998Date of Patent: November 2, 1999Assignee: Eli Lilly and CompanyInventor: Alan David Palkowitz
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Patent number: 5952513Abstract: The instant invention provides novel benzo?b!thiophene compounds, intermediates, compositions, pharmaceutical formulations, and methods of use.Type: GrantFiled: June 30, 1998Date of Patent: September 14, 1999Assignee: Eli Lilly and CompanyInventor: Alan David Palkowitz
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Patent number: 5863936Abstract: Methods and compositions for treating cancer and other diseases in which inhibition of telomerase activity can ameliorate disease symptoms or prevent or treat the disease relate to compounds characterized by the following structure: ##STR1## and their pharmaceutically acceptable salts. Y is selected from the group consisting of oxygen, sulfur, sulfonyl, sulfinyl, and --NR.sub.7 --. R.sub.1 is --TR.sub.8, where T is --C(X.sub.1)-- or --SO.sub.2 --, and R.sub.8 is selected from the group consisting of --OR.sub.9, --NHNHSO.sub.2 R.sub.9, --NHNHC(X.sub.2)OR.sub.9, --NR.sub.9 R.sub.10, --NHNHC(X.sub.2)NR.sub.9 R.sub.10, --NHCR.sub.9 R.sub.10 C(X.sub.2)NR.sub.11 R.sub.12, --NHC(X.sub.2)NR.sub.9 R.sub.10, and the piperazinyl moiety shown below: ##STR2## where n is 0 or 1, and Q.sub.n, for n=1, is --SO.sub.2 --, --C(X.sub.2)-- or --C(X.sub.2)NR.sub.10 --. R.sub.2 -R.sub.Type: GrantFiled: October 27, 1995Date of Patent: January 26, 1999Assignee: Geron CorporationInventors: Federico C.A. Gaeta, Adam A. Galan, Elaine C. Stracker
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Patent number: 5843965Abstract: The instant invention provides novel benzo?b!thiophene compounds, intermediates, compositions, pharmaceutical formulations, and methods of use for the inhibition of bone loss or bone resorption and for treatment of cardiovascular-related pathological conditions.Type: GrantFiled: August 27, 1997Date of Patent: December 1, 1998Assignee: Eli Lilly and CompanyInventor: Alan David Palkowitz
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Patent number: 5663375Abstract: Pharmaceutical compounds of the formula ##STR1## in which n is 0, 1 or 2 and R.sup.1 is attached at any of the positions 7, 8, 9 or 10, and each R.sup.1 is halo, carboxy, trifluoromethyl, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, hydroxy-C.sub.1-4 alkyl, hydroxy-C.sub.1-4 alkoxy, nitrogen-containing heterocyclyl, nitro, trifluoromethoxy, --COOR.sup.5 where R.sup.5 is an ester group, --COR.sup.6, --CONR.sup.6 R.sup.7 or --NR.sup.6 R.sup.7 where R.sup.6 and R.sup.7 are each hydrogen or C.sub.1-4 alkyl;R.sup.2 is phenyl, naphthyl or heteroaryl selected from thienyl, pyridyl, benzothienyl, quinolinyl, benzofuranyl or benzimidazolyl, said phenyl, naphthyl and heteroaryl groups being optionally substituted, or R.sup.2 is furanyl optionally substituted with C.sub.1-4 alkyl;R.sup.3 is nitrile, carboxy, --COOR.sup.8 where R.sup.8 is an ester group, or --CONR.sup.9 R.sup.10 where R.sup.9 and R.sup.10 are each hydrogen or C.sub.1-4 alkyl; andR.sup.4 is --NR.sup.11 R.sup.12, --NR.sup.11 COR.sup.Type: GrantFiled: August 22, 1994Date of Patent: September 2, 1997Assignees: Eli Lilly and Company, Lilly Industries LimitedInventors: Michael Brunavs, Colin Peter Dell, Peter Thaddeus Gallagher, William Martin Owton, Colin William Smith
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Patent number: 5635527Abstract: A novel carboxylic acid compound having a condensed ring, which is represented by the formula (I) ##STR1## wherein each symbol is as defined in the specification, a pharmacologically acceptable salt thereof, a pharmaceutical composition thereof and pharmaceutical use thereof. The novel carboxylic acid compound having a condensed ring and pharmacologically acceptable salt thereof of the present invention have superior GPIIb/IIIa antagonism in mammals inclusive of human; can be administered orally; have long life in blood and low toxicity; and show less side-effects. Accordingly, they are extremely useful for the prophylaxis and treatment of thrombotic diseases and other diseases.Type: GrantFiled: February 6, 1996Date of Patent: June 3, 1997Assignee: The Green Cross CorporationInventors: Shinichiro Ono, Tomohiro Yoshida, Atsuyuki Ashimori, Keigo Kosaka, Takehiro Okada, Kazuhiro Maeda, Masahiro Eda, Fumio Mori, Yoshihisa Inoue, Hajime Ebisu, Teruaki Imada, Ruriko Ikegawa, Feng Wang, Norifumi Nakamura
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Patent number: 5569772Abstract: The present invention is directed to a new process for the synthesis of 2-aryl benzo[b]thiophenes, and to novel intermediates therefor.Type: GrantFiled: June 7, 1995Date of Patent: October 29, 1996Assignee: Eli Lilly and CompanyInventors: David W. Hoard, Wayne D. Luke
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Patent number: 5567827Abstract: The subject of the invention is 4-hydroxyphenylthio derivatives of general formula: ##STR1## in which: R.sub.1 and R.sub.2, which are identical or different, each represent hydrogen, a methyl or ethyl radical or a halogen atom,R represents a (C.sub.1 -C.sub.6) alkyl, (C.sub.3 -C.sub.6) cycloalkyl or phenyl radical,R.sub.3 represents hydrogen or a halogen atom,X represents --O--, --S-- or --NR.sub.4 -- in which R.sub.4 represents hydrogen or a (C.sub.1 -C.sub.4) alkyl group,useful as synthetic intermediates, especially for the preparation of aminoalkoxyphenylsulphonyl derivatives which are pharmaceutically active compounds.Type: GrantFiled: June 7, 1995Date of Patent: October 22, 1996Assignee: Elf SanofiInventors: Jean Gubin, Henri Inion
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Patent number: 5508431Abstract: The subject of the invention is 4-hydroxyphenylthio derivatives of general formula: ##STR1## in which: R.sub.1 and R.sub.2, which are identical or different, each represent hydrogen, a methyl or ethyl radical or a halogen atom,R represents a (C.sub.1 -C.sub.6) alkyl, (C.sub.3 -C.sub.6) cycloalkyl or phenyl radical,R.sub.3 represents hydrogen or a halogen atom,X represents --O--, --S-- or --NR.sub.4 -- in which R.sub.4 represents hydrogen or a (C.sub.1 -C.sub.4) alkyl group, useful as synthetic intermediates, especially for the preparation of aminoalkoxyphenylsulphonyl derivatives which are pharmaceutically active compounds.Type: GrantFiled: September 8, 1994Date of Patent: April 16, 1996Assignee: Elf SanofiInventors: Jean Gubin, Henri Inion
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Patent number: 5426191Abstract: An improved process for the preparation of 3-chlorobenzo[b]thiophene-2-carbonyl chlorides is described where a cinnamic acid is converted in the presence of thionyl chloride and a 4-N,N'-disubstituted aminopyridine in one step to the desired product.Type: GrantFiled: December 3, 1993Date of Patent: June 20, 1995Assignee: Warner-Lambert CompanyInventor: Jonathan Walker
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Patent number: 5378699Abstract: Methods of treating an immune disease, cell proliferation, restenosis and vascular smooth muscle cells using the pharmaceutical compounds of the formula ##STR1## in which R.sup.2 is phenyl, naphthyl or heteroaryl selected from thienyl, pyridyl, benzothienyl, quinolinyl, benzofuranyl or benzimidazolyl, said phenyl, naphthyl and heteroaryl groups being optionally substituted, or R.sup.2 is furanyl optionally substituted with C.sub.1-4 alkyl; and salts thereof.Type: GrantFiled: February 5, 1993Date of Patent: January 3, 1995Assignees: Lilly Industries Limited, Eli Lilly and CompanyInventors: Michael Brunavs, Colin P. Dell, Peter T. Gallagher, William M. Owton, Jai P. Singh, Colin W. Smith
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Patent number: 5328927Abstract: Compounds of formula (I), and salts and prodrugs thereof ##STR1## wherein Q.sup.1 is halo substituted phenyl; naphthyl; indolyl; benzthiophenyl; benzofuranyl; benzyl; or fluorenyl;. . is an optional covalent bond;one of X and Y is H and the other is hydroxy or C.sub.1-6 alkoxy, or X and Y are together .dbd.0 or .dbd.NOR.sup.5 ;R.sup.1 and R.sup.2 are H; C.sub.1-6 alkyl optionally substituted by hydroxy, cyano, COR.sup.c, CO.sub.2 R.sup.c, CONR.sup.c R.sup.d, or NR.sup.c R.sup.d (where R.sup.c and R.sup.d are H, C.sub.1-6 alkyl or phenyl(C.sub.0-4 alkyl) optionally substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, halo and trifluoromethyl); phenyl(C.sub.1-4 alkyl) (optionally substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, halo or trifluoromethyl); COR.sup.c ; CO.sub.2 R.sup.c ; CONR.sup.c R.sup.d ; COC.sub.1-6 alkylNR.sup.c R.sup.d ; CONR.sup.c COOR.sup.d ; or SO.sub.2 R.sup.c ;R.sup.3 is H, C.sub.1-6 alkyl or C.sub.2-6 alkenyl; andR.sup.4 is phenyl optionally substituted by C.sub.1-6 alkyl, C.sub.Type: GrantFiled: February 24, 1993Date of Patent: July 12, 1994Assignee: Merck Sharpe & Dohme, Ltd.Inventors: Richard T. Lewis, Kevin J. Merchant, Angus M. MacLeod
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Patent number: 5252749Abstract: The compounds of the invention having the formula: ##STR1## in which: A, which is a ring condensed with cyclopentane, represents a substituted or unsubstituted thiophene ring, Q represents an alkylene chain, R.sub.1 and R.sub.2 each represent H or an alkyl, or they form, with the nitrogen atom to which they are linked, a saturated nitrogenous heterocyclic ring containing 5 to 7 atoms, R.sub.3 and R.sub.4 each represent H, alkyl, cycloalkyl, trifluoromethyl or an optionally substituted phenyl, thienyl or furyl group or R.sub.3 and R.sub.4 together form a (C.sub.5 -C.sub.8) cycloalkyl, as well as their addition salts with an acid and their quaternary ammonium derivatives.They can be used as medicines.Type: GrantFiled: September 23, 1992Date of Patent: October 12, 1993Assignee: Elf SanofiInventors: Alain Badorc, Jean Courregelongue, Daniel Ducros, Daniel Frehel, Antonina Giudice, Claudine Serradeil-Legal
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Patent number: 5208253Abstract: 3-Alkyloxy-, aryloxy-, or arylalkyloxy-benzo[b]thiophene-2-carboxamides are described as agents which block leukocyte adherence to vascular endothelium and, as such, are effective therapeutic agents for treating inflammatory diseases. Certain of these compounds are novel and methods of preparation are also described.Type: GrantFiled: February 24, 1992Date of Patent: May 4, 1993Assignee: Warner-Lambert CompanyInventors: Diane H. Boschelli, David T. Connor, Clifford D. Wright
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Patent number: 5180735Abstract: The present invention relates to a compound of the formula: ##STR1## wherein A is halogen, N(O)mR.sup.1 R.sup.2, N.sup..sym. R.sup.1 R.sup.2 R.sup.3 .multidot.X.sup..crclbar., S(O)nR.sup.1 or S.sup..sym. (O)mR.sup.1 R.sup.2 .multidot.X.sup..crclbar. where R.sup.1, R.sup.2 and R.sup.3 are each optionally substituted hydrocarbon or heterocyclic group, X.sup..crclbar. is a counter anion; m is an integer of 0 or 1; n is an integer of 0 to 2; R.sup.1 and R.sup.2 may form a nitrogen-containing or a sulfur-containing heterocyclic ring, which may further form a condensed ring, with the adjacent nitrogen atom or sulfur atom, and these nitrogen-containing or sulfur-containing heterocyclic rings may have substituents, Z is O or NR.sup.4 where R.sup.Type: GrantFiled: August 29, 1990Date of Patent: January 19, 1993Assignee: Takeda Chemical Industries, Ltd.Inventors: Shoji Kishimoto, Shogo Marui, Takeshi Fujita
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Patent number: 5147889Abstract: Benzo[b]thiophene derivatives of formula ##STR1## their tautomers and salts, in which the index n is 0, 1 or 2, alk is lower alkylene, Ar is phenyl, naphthyl or a monocyclic, five- or six-membered heteroaryl radical, wherein the aromatic radical is unsubstituted or is mono- or poly-substituted by lower alkyl, halo-lower alkyl, halogen and/or nitro, and the ring A is unsubstituted or is mono- or poly-substituted by lower alkyl, lower alkoxy, lower alkylthio, lower alkanesulfinyl, lower alkanesulfonyl, halo-lower alkyl, halogen and/or by nitro, can be used, for example, as active ingredients in medicaments.Type: GrantFiled: June 27, 1991Date of Patent: September 15, 1992Assignee: Ciba-Geigy CorporationInventor: Pier G. Ferrini
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Patent number: 5125954Abstract: The present invention relates to novel bicyclo ether derivatives, to compositions containing them, and to their method of use especially to control the growth of undesired vegetation in rice.Type: GrantFiled: November 2, 1990Date of Patent: June 30, 1992Assignee: E.I. Du Pont de Nemours and CompanyInventors: James E. Powell, Richard B. Phillips
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Patent number: 5112851Abstract: Compounds of formula I ##STR1## wherein R.sub.1 represents a group of formula ##STR2## and R.sub.2 represents hydrogen or lower alkyl, orR.sub.1 and R.sub.2 together with the carbon atom to which they are attached represent a group of formula IIg ##STR3## R.sub.4 and R.sub.5 represents independently hydrogen or lower alkyl, R.sub.3 represents hydrogen, alkyl, cycloalkyl or halogenalkyl andR.sub.6 represents a group of formula ##STR4## R.sub.1 represents a group of formula IIa to IIf as defined above, R.sub.2 and R.sub.3 together form a --(CH.sub.2)--.sub.u group wherein u stands for a whole number from 1 to 8 and R.sub.4, R.sub.5 and R.sub.6 have the meanings given above,which compounds are indicated for use as pharmaceuticals and agrochemicals.Type: GrantFiled: May 8, 1990Date of Patent: May 12, 1992Assignee: Sandoz Ltd.Inventors: Anton Stutz, Peter Nussbaumer
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Patent number: 5112852Abstract: The present invention relates to allenyl amines, more specifically, .beta.-ethenylidene(substituted) ethanamines, possessing antihypertensive activity, and having the general formula ##STR1## wherein n is the integer 0, 1 or 2; each X independently is a substituent selected from the group consisting of loweralkyl, halo, --O--(loweralkyl), --S--(loweralkyl), --SO--(loweralkyl), --SO.sub.2 --(loweralkyl), CO.sub.2 R and CH.sub.2 OR, wherein R is loweralkyl and each loweralkyl group is from 1 to about 6 carbon atoms, or the pharmaceutically-acceptable addition salts thereof. These compounds are prepared by a novel reaction of a protected N,N-bis(trimethylsilyl)-4-methoxy-2-butynylamine compound with a metallo-organic compound, with subsequent removal of the silyl protecting groups to provide the desired compound.Type: GrantFiled: April 21, 1989Date of Patent: May 12, 1992Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: James R. McCarthy, Thomas M. Bargar, Charlotte L. Barney, Donald P. Matthews, Robert J. Broersma
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Patent number: 5110829Abstract: 2,2'-Thienylbenzothiophenes of the general formula I ##STR1## where R.sup.1 and R.sup.3 independently of one another are each halogen, alkyl, haloalkyl, alkoxy or haloalkoxy, R.sup.2 is hydrogen, halogen, alkyl, haloalkyl, alkoxy or haloalkoxy, n is 0, 1 or 2, and the radicals may be different when n is 2, and m is 0, 1, 2, 3 or 4, and the radicals may be different when m is 2, 3 or 4, processes for their preparation, pesticides containing them and the use thereof.Type: GrantFiled: July 30, 1991Date of Patent: May 5, 1992Assignee: BASF AktiengesellschaftInventors: Reiner Kober, Hans Theobald, Uwe Kardorff, Christoph Kuenast, Peter Hofmeister, Rainer Seele, Gerhard Wagenblast
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Patent number: 5051421Abstract: Benzo[b]thiophene derivatives of formula ##STR1## their tautomers and salts, in which the index n is 0, 1 or 2, alk is lower alkylene, Ar is phenyl, naphthyl or a monocyclic, five- or six-membered heteroaryl radical, wherein the aromatic radical is unsubstituted or is mono- or poly-substituted by lower alkyl, halo-lower alkyl, halogen and/or by nitro, and the ring A is unsubstituted or is mono- or poly-substituted by lower alkyl, lower alkoxy, lower alkylthio, lower alkanesulfinyl, lower alkanesulfonyl, halo-lower alkyl, halogen and/or by nitro, can be used, for example, as active ingredients in medicaments.Type: GrantFiled: January 18, 1990Date of Patent: September 24, 1991Assignee: Ciba-Geigy CorporationInventor: Pier G. Ferrini
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Patent number: 4853149Abstract: Heterocyclic liquid crystal compounds containing the structural element ##STR1## wherein M is H, CN,, NCS, halogen or an alkyl group with 1-5 C atoms,X is CR.sup.4 or N,Y is CHR.sup.4, O, S or NR.sup.5,R.sup.4 is H, alkyl with 1-15 C atoms, halogen or cyano andR.sup.5 is H or alkyl with 1-15 C atoms,with the proviso that in the case where Y=CHR.sup.4, X is N, are suitable as components of liquid crystal phases.Type: GrantFiled: October 26, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Joachim Krause, Andreas Wachtler, Bernhard Scheuble, Georg Weber
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Patent number: 4801702Abstract: A process for the preparation and conditioning of organic pigments, which comprises the use of at least one tricyclodecane alcohol or tricyclodecene alcohol.Type: GrantFiled: October 30, 1986Date of Patent: January 31, 1989Assignee: Ciba-Geigy CorporationInventor: Fridolin Babler
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Patent number: 4791123Abstract: There are provided new alkane and alkoxyalkane derivatives of the general formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and A have the meanings given in the description, processes for their preparation and insecticidal and acaricidal compositions containing these compounds.Type: GrantFiled: January 22, 1987Date of Patent: December 13, 1988Assignee: Schering Akt.Inventors: Helga Franke, Heinrich Franke, Hans-Rudolf Kruger, Hartmut Joppien, Dietrich Baumert, David Giles
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Patent number: 4742077Abstract: Compounds of formula I ##STR1## wherein R.sub.1 represents a group of formula ##STR2## whereby R.sub.4 and R.sub.5 are the same or different and represent hydrogen, halogen, lower alkyl, lower alkoxy or trifluoromethyl and X represents oxygen, sulfur, imino, lower alkylimino, --(CH.sub.2)--, --(S.CH.sub.2)-- or --(O.CH.sub.2)--,R.sub.2 represents hydrogen or lower alkyl,R.sub.3 represents a group of formula ##STR3## whereby R.sub.6, R.sub.7 and R.sub.8 are the same or different and represent hydrogen or alkyl or R.sub.6 together with R.sub.7 or R.sub.7 together with R.sub.8 represent --(CH.sub.2).sub.m -- wherein m is 3 to 6,R.sub.9 represents alkyl, alkenyl, trialkylsilyl or alkyl substituted by hydroxy, lower alkoxy, lower halogenalkyl or aryl andn stands for 1, 2 or 3,which possess pharmaceutical in particular antimycotic activity as well as activity against phytopathogenic fungi.Type: GrantFiled: September 8, 1986Date of Patent: May 3, 1988Assignee: Sandoz Ltd.Inventor: Anton Stutz
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Patent number: 4664693Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: A is selected from CH and N;B is selected from oxygen, sulfur, CH.sub.2 and the group N-Z wherein Z is selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, benzyl and substituted benzyl;X, which may be the same or different, and X.sup.1, which be the same or different, are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, alkanoyloxy, benzyloxy, substituted benzyloxy, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.Type: GrantFiled: April 13, 1984Date of Patent: May 12, 1987Assignee: ICI Australia LimitedInventors: Graham J. Bird, Graeme J. Farquharson, Keith G. Watson, Murray L. Whitelaw
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Patent number: 4663344Abstract: 3-Hydroxybenzo[b]thiophene derivatives, such as 2-aralkyl, 2-alkyl and 2-alkenyl-3-hydroxybenzo[b]-thiophenes, were prepared by, among other methods, ring closure of 2-(2-carboxy-phenylthio)-.alpha.-substituted acetic acids. These compounds are found to be useful in the treatment of pain, fever, inflammation, arthritic conditions, asthma, allergic disorders, skin diseases, cardiovascular disorders, psoriasis, inflammatory diseases and other prostaglandin and/or leukotriene mediated diseases.Type: GrantFiled: March 11, 1985Date of Patent: May 5, 1987Assignee: Merck & Co., Inc.Inventors: Philippe L. Durette, Bruce E. Witzel, Kathleen M. Rupprecht, Allan N. Tischler, Timothy F. Gallagher
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Patent number: 4652660Abstract: Process for preparing thioindigo compounds of the formula ##STR1## in which A and B denote identical or different, optionally substituted benzene rings or benzene rings to which may be joined further carbocyclic and heterocyclic rings,characterized in that compounds of the formulae ##STR2## in which A and B have the abovementioned meaning andX denotes halogen, such as bromine and preferably chlorine,are reacted in a liquid mixture of an aluminium halide, an alkali metal halide and a carboxamide or sulphonamide, and the resulting intermediate product is subsequently, if desired after prior isolation, oxidized in a manner known per se, and the batch is worked up for the compounds of the formula (I).Type: GrantFiled: July 15, 1985Date of Patent: March 24, 1987Assignee: Bayer AktiengesellschaftInventors: Detlef-Ingo Schutze, Klaus Wunderlich
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Patent number: 4617403Abstract: Process for preparing a strong, non-flocking and rheologically excellent 4,4',7,7'-tetrachlorothioindigo pigment in high yields and high purity, which comprises(a) reacting 2,5 -dichlorophenylthioglycoloyl chloride with Friedel-Crafts catalysts in inorganic acyl halides of medium oxidation state as diluent as temperatures of -20.degree. to +50.degree. C. to 4,7-dichloro-3-oxythionaphthene,(b) oxidizing the resulting 4,7-dichloro-3-oxythionaphthene in a conventional manner to crude 4,4',7,7'-tetrachlorothioindigo, and(c) treating the crude 4,4',7,7'-tetrachlorothioindigo obtained in moist form with an aromatic solvent at 80.degree. to 180.degree. C. in the presence of an aqueous alkali solution and a surface-active compound.Type: GrantFiled: July 5, 1984Date of Patent: October 14, 1986Assignee: Hoechst AktiengesellschaftInventors: Ernst Spietschka, Manfred Urban
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Patent number: 4456762Abstract: The invention provides a process for the preparation of 4,7-dichloro-3-hydroxy-thionaphthene by reaction of 2,5-dichlorophenyl-thioglycolic acid chloride in dichloromethane in the presence of Friedel-Crafts catalysts.Type: GrantFiled: June 1, 1982Date of Patent: June 26, 1984Assignee: Hoechst AktiengesellschaftInventors: Ernst Spietschka, Manfred Urban
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Patent number: 4431824Abstract: 4,4',7,7'-Tetrachlorothioindigo pigments of high color strength are prepared by oxidizing 3-hydroxy-4,7-dichlorothionaphthene or a mixture of tetrachlorothioindigo and hydroxydichlorothionaphthene in aqueous alkaline suspension with a salt of a nitro-aromatic sulfonic acid, in the presence of a high-boiling, water-immiscible or only slightly water-miscible aromatic liquid, at from 40.degree. to 100.degree. C., and heating the organic suspension to 110.degree.-180.degree. C. Pigmentary forms of tetrachlorothioindigo are isolated which give deep colorations of high brilliance when reduced with white pigments.Type: GrantFiled: January 6, 1982Date of Patent: February 14, 1984Assignee: BASF AktiengesellschaftInventors: Helmut Hoch, Heinrich Hiller
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Patent number: 4424231Abstract: There are described compounds of formula I, ##STR1## in which Ra, Rb, Rc, Rd, Re, Rf and Rg, which may be the same or different, each represent hydrogen, amino, hydroxy, alkoxy, alkenyloxy, halogen, acyl, alkenyl, alkyl, or alkoxy substituted by phenyl,Rh is hydrogen, alkyl or --COOH.X is a hydrocarbon chain containing from 2 to 10 carbon atoms and optionally substituted by a hydroxy group,A has no significance or represents Y, OY, or SY and Y represents a C 1 to 4 hydrocarbon chain which is optionally substituted by alkyl C 1 to 4,E and G, which may be the same or different, each represent --O--, --S-- or --CH.sub.2 --, provided that at least one of E and G is --O-- or --S--,L, together with the carbon atoms to which it is attached, forms a benzene, furan, thiophene, pyrrole, or pyran-2-one ring,and pharmaceutically acceptable derivatives thereof.Type: GrantFiled: March 19, 1982Date of Patent: January 3, 1984Assignee: Fisons LimitedInventors: John R. Bantick, John Fuher, David N. Hardern, Thomas B. Lee
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Patent number: 4391627Abstract: Novel N-(heterocyclicaminocarbonyl)carbonyl-substituted benzothiophene- and benzofuransulfonamides are useful as herbicides. The invention also includes novel sulfonamides and sulfonyl isocyanates useful in preparing such compounds.Type: GrantFiled: June 22, 1981Date of Patent: July 5, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Levitt
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Patent number: 4362740Abstract: New spiro compounds of the formula: ##STR1## wherein n is an integer of 1 to 4, and X is halogen, lower alkyl, nitro, amino which may be substituted, hydroxyl which may be substituted, acyl, carboxyl, lower alkoxycarbonyl, carbamoyl which may be substituted, sulfamoyl which may be substituted, lower alkylthio or lower alkylsulfonyl, or two of X at the 5- and 6-positions together form --CH.dbd.CH--CH.dbd.CH--, exhibit inhibitory activity to thrombocyte aggregation and are useful for the prophylaxis or treatment of cardiovascular disturbance such as thrombosis.Type: GrantFiled: September 19, 1980Date of Patent: December 7, 1982Assignee: Takeda Chemical Industries, Ltd.Inventors: Isuke Imada, Hirosada Sugihara, Mitsuru Kawada
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Patent number: 4332955Abstract: A transparent pigmentary form of 4,4',7,7'-tetrachlorothioindigo is prepared by oxidizing the leuco compound of tetrachlorothioindigo in aqueous alkaline suspension, in the presence of a dithionite, at from 20.degree. to 100.degree. C., with simultaneous exposure to shearing forces. Preferably, the oxidation is carried out in the presence of a surfactant.The pigment obtained gives brilliant, transparent full-shade colorations, while white reductions have a deep pure reddish hue.Type: GrantFiled: April 7, 1980Date of Patent: June 1, 1982Assignee: BASF AktiengesellschaftInventors: Helmut Hoch, Erwin Hahn, Heinrich Hiller
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Patent number: 4304919Abstract: The invention relates to asymmetrical thioindigo compounds of the formula I ##STR1## wherein at least one substituent R is different from a substituent R' and preferably at most three Rs or R's are different from hydrogen, e.g. the compound (I), wherein theRs and R's in the positions 4, 6, 7, 4', 6' and 7' are hydrogen, the R in position 5 is methyl and the R' in position 5' is --(CH.sub.2) OCOCH.sub.3. These compounds can be obtained by a novel process in simple and economic manner and in high purity by reacting a compound of the formula II ##STR2## (wherein X is halogen) with corresponding thiophenols, and cyclising the unsubstituted or substituted 2-thiophenyl-carboxymethylene-benzothiophen-3-ones thereby obtained. Some of the compounds of the formula I are known per se and they are used, inter alia, as disperse, melt spinning and pigment dyes.Type: GrantFiled: July 14, 1980Date of Patent: December 8, 1981Assignee: Ciba-Geigy CorporationInventors: Niklaus Buhler, Hans Bosshard
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Patent number: 4183842Abstract: A method for clear-coloring of linear aromatic polyesters, which comprises mixing at least one pigment selected from the group consisting of a pigment of the formula ##STR1## and pigments of the formula ##STR2## wherein X.sub.1 and X.sub.2 represent a hydrogen atom, a chlorine atom or a methyl group, and X.sub.3 represents a chlorine atom or a methyl group, with a linear aromatic polyester, and heating the mixture to the melting temperature of the polyester to dissolve or substantially dissolve the pigment in the polyester.Type: GrantFiled: July 18, 1977Date of Patent: January 15, 1980Assignee: Dainippon Ink & Chemicals, Inc.Inventors: Seibei Ono, Kouichi Shibuya, Hiroshi Marikawa
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Patent number: RE37087Abstract: There are provided new alkane and alkoxyalkane derivatives of the general formula I in which R1, R2, R3, R4 and A have the meanings given in the description, processes for their preparation and insecticidal and acaricidal compositions containing these compounds.Type: GrantFiled: June 20, 1991Date of Patent: March 6, 2001Assignee: Schering AktiengesellschaftInventors: Helga Franke, Heinrich Franke, Hans-Rudolf Kruger, Hartmut Joppien, Dietrich Baumert, David Giles