Phenothiazines (including Hydrogenated) Patents (Class 544/35)
  • Patent number: 5208332
    Abstract: An optical probe enables the study of enzyme activity by absorbance spectroscopy or by sensitive fluorescence methods. In particular, the probe provides the ability to monitor the activity of cytochrome P-450.sub.scc enzyme, the rate limiting enzyme for steroid biosynthesis. Located on the inner mitochondrial membrane, P-450.sub.scc catalyzes the conversion of cholesterol to pregnenolone and isocapraldehyde by sequential oxidations of the cholesterol side chain. The fluorogenic probe includes a cholesterol-like steroid linked to a chromophore through a linking group. The chromophore is selected to have little optical response when linked to the steroid substrate and an enhanced optical response when cleaved from the substrate and linking group. Thus, a fluorescent anion that can be optically detected is generated by the side-chain cleavage reaction during steroidogenesis.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: May 4, 1993
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventors: Babetta L. Marrone, Daniel J. Simpson, Clifford J. Unkefer, Thomas W. Whaley
  • Patent number: 5191078
    Abstract: A process for the direct and regioselective functionalization of phenothiazine which allows one to introduce an SH group in position 2 is described. The thus-obtained 2-mercapto-phenothiazine is easily transformed into 2-methylthio-phenothiazine, an important intermediate for the preparation of pharmacological active compounds. One of the reaction routes (described in detail in the specification) involves the production of an N-aryl-phenothiazine-2-sulfinic acid [compound (III)] which can be isolated as a salt (e.g., an alkaline salt) by treatment with an aqueous alkaline solution. Thus compound (III-A) is produced.
    Type: Grant
    Filed: March 2, 1992
    Date of Patent: March 2, 1993
    Assignee: Zambon Group S.p.A.
    Inventor: Mariano Meneghin
  • Patent number: 5166438
    Abstract: A charge transporting material comprising a 1,3-pentadiene derivative having formula (I):A--CH.dbd.CH--CH.dbd.CH--CH.sub.2 --A (I)wherein A represents a 9-anthryl group which may have a substituent, a N-substituted carbazolyl group which may have a substituent, a N-substituted phenothiazinyl group which may have a substituent or ##STR1## in which Ar represents an arylene group which may have a substituent, R.sup.1 and R.sup.2 each represent an alkyl group which may have a substituent, an aralkyl group which may have a substituent, or an aryl group which may have a substituent; an electrophotographic photoconductor comprising an electroconductive support and a photoconductive layer formed thereon, which comprises as an effective component at least one of the 1,3-pentadiene derivatives of the above formula (I); and novel 1,3-pentadiene derivatives of the formula (I), provided that in the formula (I), R.sup.1 and R.sup.2 cannot be a methyl group at the same time, are disclosed.
    Type: Grant
    Filed: August 23, 1991
    Date of Patent: November 24, 1992
    Assignees: Ricoh Company, Ltd., Hodogaya Chemical Co., Ltd.
    Inventors: Mitsuru Hashimoto, Masaomi Sasaki, Tomoyuki Shimada, Nobuo Suzuki, Takayuki Sakai, Susumu Suzuka
  • Patent number: 5157118
    Abstract: This invention describes phenothiazine derivatives which are N-substituted and which contain an additional sulfur molecule in the N substituent.
    Type: Grant
    Filed: November 8, 1990
    Date of Patent: October 20, 1992
    Assignee: The Lubrizol Corporation
    Inventor: Mary F. Salomon
  • Patent number: 5155148
    Abstract: The present invention relates to polymerizable esters containing derivatives from p-hydroxydiphenylamine which are useful in the stabilization of oxidizable organic materials such as rubber, oils and the like.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: October 13, 1992
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Dane K. Parker, Budd H. Sturm
  • Patent number: 5109134
    Abstract: A process for the direct and regioselective functionalization of phenothiazine which allows to introduce an SH group in position 2 by reaction with sulfur dioxide (SO.sub.2) and aluminum trichloride (AlCl.sub.3) with subsequent reduction is described.The thus obtained 2-mercapto-phenothiazine is easy transformed into 2-methylthio-phenothiazine, an important intermediate for the preparation of pharmacological active compounds.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: April 28, 1992
    Assignee: Zambon Group S.p.A.
    Inventor: Mariano Meneghin
  • Patent number: 5089613
    Abstract: Preparation of 2-alkylthio-phenothiazines by direct functionalization of phenothiazine by reaction of the phenothiazine, N-protected by an acryl group, with a sulfonating agent such as sulfuric acid, sulfuric anhydride, chlorosulfonic acid, or oleum, in order to obtain, after work-up of the reaction mixture, phenothiazine-2-sulfonic acid, followed by the reduction of this or, optionally, of its acyl chloride derivative, to obtain 2-mercapto-phenothiazine which subsequently is subjected to S-alkylation to thereby obtain the desired target compound.
    Type: Grant
    Filed: April 5, 1991
    Date of Patent: February 18, 1992
    Assignee: Zambon Group S.p.A.
    Inventor: Mariano Meneghin
  • Patent number: 5084459
    Abstract: There is provided a pest control composition containing a compound represented by the formula, ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and independently mean a hydrogen atom, a hydrocarbon group which may be substituted or a heterocyclic group which may be substituted and X means an electron attracting group or a salt thereof.The compounds are of minimal toxicity to man, domestic animals and fish and selectively display remarkable control effect on pests.
    Type: Grant
    Filed: October 25, 1989
    Date of Patent: January 28, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hideki Uneme, Isao Minamida, Tetsuo Okauchi, Noriko Higuchi
  • Patent number: 5059643
    Abstract: Polyamides are stabilized by phenothiazines.
    Type: Grant
    Filed: June 12, 1987
    Date of Patent: October 22, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Hans-Georg Gelhaar, Erich Istel, Franz Zimmermann
  • Patent number: 5026846
    Abstract: Diaryl sulphides and diaryl selenides of formula:Ar--X--Arwhere X=S or Se and Ar=aryl are made by the action of sulphur and sulphur dioxide or selenium and selenium dioxide on a compound of formula:Ar--HThe process is especially useful for the preparation of phenothiazines of formula ##STR1## in which X=S or Se and Z and Z.sub.1, which may be identical or different, are each hydrogen, halogen, alkyl or alkoxy.
    Type: Grant
    Filed: August 15, 1989
    Date of Patent: June 25, 1991
    Assignee: Rhone-Poulenc Sante
    Inventor: Jean-Pierre Duchesne
  • Patent number: 4977151
    Abstract: Ethanone oximes represented by the following general formula: ##STR1## wherein R.sup.1 represents a cycloalkyl group, aryl group, aralkyl group, aryloxy group, aralkyloxy group, arylthio group or aryl sulfonyl group, those groups being optionally substituted with a substituent selected from an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms and a halogen atom, piperidino group, piperazino group, 4-alkyl substituted piperazino group, imidazolyl group 4-alkyl substituted imidazolyl group or substituted amino group,R.sup.2 represents a hydrogen atom or an alkoxy group having 1 to 3 carbon atoms, andR.sup.3 represents a piperidino group, piperazino group or 4-alkyl substituted piperazino group, orR.sup.1 and R.sup.2 together with a phenyl group to which they are attached may form a phenothiazin-2-yl group, N-acetyl-phenothiazin-2-yl group, thianthren-2-yl group, dibenzothiophen-3-yl group, dibenzofuran-3-yl group or a group of the formula: ##STR2## wherein R.sup.
    Type: Grant
    Filed: March 29, 1990
    Date of Patent: December 11, 1990
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Shinichiro Fujimori, Satoshi Yamazaki, Mamoru Sugano, Makoto Kawamura, Kunihiro Ninomiya, Akihiro Tobe, Issei Nitta
  • Patent number: 4965369
    Abstract: A method of preparing indole carboxylic acid derivatives from aniline derivatives is described which can be carried out in a single reaction vessel without any isolation of intermediate products. The method involes reacting an aniline derivative with a soluble nitrite in an acid medium, reducing the resulting nitrosamine by treating the acidic nitrosamine containing reaction solution with zinc in the presence of sufficient acid, optionally with addition of additional acid and/or a solvent such as a lower alcohol, reacting the resulting hydrazine derivative containing solution with a lower alkyl ester of pyruvic acid to obtain a corresponding hydrazone which cyclizes to yield an indole carboxylic acid ester, and if desired, hydrolyzing the ester to obtain the corresponding carboxylic acid.
    Type: Grant
    Filed: March 7, 1990
    Date of Patent: October 23, 1990
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Uwe Maetzel, Walter Heitmann
  • Patent number: 4960885
    Abstract: A composition having the formula ##STR1## wherein n has an average value of one to about five, is disclosed for use in reducing or eliminating the formation of reactor scale during the polymerization of vinyl chloride and comonomers. The composition is prepared by reacting phenothiazine with formaldehyde in the presence of a liquid diluent that is a solvent for the phenothiazine, but a non-solvent for the dimer of phenothiazine and formaldehyde. The process of the invention is preferably conducted in the presence of a strong acid catalyst. The formaldehyde is preferably added slowly to the reaction mixture over the course of the reaction. The product can be filtered and dried.
    Type: Grant
    Filed: February 16, 1989
    Date of Patent: October 2, 1990
    Assignee: Occidental Chemical Corporation
    Inventors: Raymond C. DeWald, Paul O. Hong
  • Patent number: 4960886
    Abstract: A charge transfer complex formed between a benzoquinone derivative represented by formula ##STR1## wherein at least one of the rings A and B represents a heterocyclic ring as defined in the specification, and an electron donor, and a salt of an anion or anion radical of the benzoquinone derivative of the above formula are disclosed. The charge transfer complex and the salt are useful as electronic materials.
    Type: Grant
    Filed: December 11, 1987
    Date of Patent: October 2, 1990
    Assignees: Fuji Xerox Co., Ltd., Toshio Mukai
    Inventors: Toshio Mukai, Yoshiro Yamashita, Takanori Suzuki
  • Patent number: 4952707
    Abstract: Chemiluminescent 1,2-dioxetane compounds are disclosed in which the molecule is stabilized at the 3-position on the dioxetane ring against decomposition prior to the molecule's coming in contact with a labile group-removing substance (e.g., an enzyme that will cleave the labile group to cause the molecule to decompose to form at least one light-emitting fluorophore) and substituted at the 4-position on the dioxetane ring with a fused polycyclic ring-containing fluorophore moiety bearing a labile ring substituent whose point of attachment to the fused polycyclic ring, in relation to this ring's point(s) of attachment to the dioxetane ring, is such that the total number of ring atoms separating these points of attachment, including the ring atoms at the points of attachment, is an odd whole number. These odd pattern substituted compounds decompose to emit light of greater intensity and of a different wavelength than that emitted by the corresponding even pattern substituted isomers.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: August 28, 1990
  • Patent number: 4933344
    Abstract: Ethanone oximes represented by the following general formula: ##STR1## wherein R.sup.1 represents a cycloalkyl group, aryl group, aralkyl group, aryloxy group, aralkyloxy group, arylthio group or aryl sulfonyl group, those groups being optionally substituted with a substituent selected from an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms and a halogen atom, piperidino group, piperazino group, 4-alkyl substituted piparazino group, imidazolyl group, 4-alkyl substituted imidazolyl group or substituted amino group,R.sup.2 represents a hydrogen atom or an alkoxy group having 1 to 3 carbon atoms, andR.sup.3 represents a piperidino group, piperazino group or 4-alkyl substituted piperazino group, orR.sup.1 and R.sup.2 together with a phenyl group to which they are attached may form a phenothiazin-2-yl group, N-acetyl-phenothiazin-2-yl group, thianthren-2-yl group, dibenzothiophen-3-yl group, dibenzofuran-3-yl group or a group of the formula: ##STR2## wherein R.sup.
    Type: Grant
    Filed: August 31, 1988
    Date of Patent: June 12, 1990
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Shinichiro Fujimori, Satoshi Yamazaki, Mamoru Sugano, Makoto Kawamura, Kunihiro Ninomiya, Akihiro Tobe, Issei Nitta
  • Patent number: 4912258
    Abstract: Fluorinated aniline derivatives of the general formula I are described ##STR1## in which R.sup.1 represents H or (CH.sub.2).sub.n -X, n is a whole number from 1 to 3, X is H, OH, NH.sub.2, CH.sub.3 CONH, CH.sub.3 SO.sub.2 NH, SO.sub.3 H or ArSO.sub.3 H, Ar is optionally substituted arylene radical, R.sup.1 is alternatively also a --(CH.sub.2).sub.3 -- group, which is bonded to the free o-position next to the N-atom, Y is H, --O--, --NH--, --S-- or a C--C single bond, R.sup.2, in the event that Y=H, is the same as or different from R.sup.1 and means one of the radicals shown for R.sup.1, and in the event that Y is a C--C single bond or --O--, --NH-- or --S--, is an alkylene group having 1 to 3 carbon atoms linked with Y, and R.sup.3 =H, alkyl having 1 to 3 carbon atoms, OCH.sub.3, CH.sub.3 CONH, CO.sub.2 H or SO.sub.3 H.
    Type: Grant
    Filed: February 5, 1988
    Date of Patent: March 27, 1990
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans-Georg Batz, Rupert Herrmann
  • Patent number: 4910195
    Abstract: Dihydropyridine derivatives represented by formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.6, which may be the same or different, each represents an alkyl group, a cycloalkyl group or an alkoxyalkyl group; R.sub.4 and R.sub.5, which may be the same or different, each represents a hydrogen atom, a halogen atom, a nitro group, a halogenated alkyl group, an alkylsulfonyl group, a halogenated alkoxy group, an alkylsulfinyl group, an alkyl group, a cycloalkyl group, an alkxoy group, a cyano group, an alkoxycarbonyl group or an alkylthio group (provided that R.sub.4 and R.sub.5 are not hydrogen atoms at the same time); X represents a vinylene group or an azomethine group; A and B are each an alkylene group or an alkenylene group; R.sub.7 and R.sub.8, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkenyl group, an aralkyl group, an aryl group, or a heterocyclic group (provided that R.sub.7 and R.sub.
    Type: Grant
    Filed: October 29, 1987
    Date of Patent: March 20, 1990
    Assignee: Green Cross Corporation
    Inventors: Atsuyuki Ashimori, Taizo Ono, Yoshihisa Inoue, Chikara Fukaya, Kazumasa Yokoyama
  • Patent number: 4897436
    Abstract: Products prepared by reacting isopropenyl phenols or bisphenols of the bisphenol-A type with diphenyl amine, phenothiazin or derivatives thereof in the presence of acidic catalysts are used as stabilizers for polyamides and rubbery materials.
    Type: Grant
    Filed: January 11, 1988
    Date of Patent: January 30, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Zsolt Szentivanyi, Bert Brassat, Christiane Oppenheimer-Stix
  • Patent number: 4876252
    Abstract: This disclosure describes novel 4,5,6-substituted-N-(substituted-phenyl)-2-pyrimidinamines having antiasthmatic activity.
    Type: Grant
    Filed: May 17, 1988
    Date of Patent: October 24, 1989
    Assignee: American Cyanamid Company
    Inventors: Lawrence W. Torley, Bernard D. Johnson, John P. Dusza
  • Patent number: 4864024
    Abstract: A new leuco dye is capable of developing into a colored dye which has an absorption band in the near infrared region. The new leuco dye has the following formula (I): ##STR1## wherein each of R.sup.1, R.sup.2 and R.sup.3 independently is hydrogen, an alkyl group, an aralkyl group, a cycloalkyl group or an aryl group; each of X.sup.1 and X.sup.2 independently is oxygen, sulfur or --NR.sup.4 -- (R.sup.4 has the same meaning as for R.sup.1, R.sup.2 and R.sup.3); each of the rings A to E independently is benzene ring or naphthalene ring and may have one or more substituent groups; and each of R.sup.1 to R.sup.4 may have one or more substituent groups. A recording material containing the leuco dye is also disclosed.
    Type: Grant
    Filed: February 10, 1988
    Date of Patent: September 5, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kozo Sato, Toru Harada
  • Patent number: 4859667
    Abstract: Phenothiazone derivatives and analogs thereof, pharmaceutical compositions and methods of treatment are disclosed. These compounds are useful as inhibitors of mammalian leukotriene biosynthesis. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders and inflammation.
    Type: Grant
    Filed: January 14, 1987
    Date of Patent: August 22, 1989
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Cheuk K. Lau, Christiane Yoakim, Joshua Rokach, Rejean Fortin, Yvan Guindon
  • Patent number: 4857645
    Abstract: A process for introducing thiocarboxylic ester at ortho-position of phenols or phenylamines which comprises reacting a phenyl compound having group or optionally substituted amino or cyclic amino group, of which at least one ortho-position is vacant, with C.sub.1 -C.sub.5 alkyl thiocyanate, C.sub.7 -C.sub.13 aralkyl thiocyanate or C.sub.6 -C.sub.12 aryl thiocyanate in the presence of a boron trihalide and hydrolyzing the resultant product under acidic conditions is provided, and said process is useful in the synthesis of medicinals, pesticides and dyes.
    Type: Grant
    Filed: November 5, 1987
    Date of Patent: August 15, 1989
    Assignee: Shionogi & Co., Ltd.
    Inventors: Adachi Makoto, Hiromu Matsumura, Tsutomu Sugasawa
  • Patent number: 4855424
    Abstract: A composition having the formula ##STR1## wherein n has an average value of one to about five, is disclosed for use in reducing or eliminating the formation of reactor scale during the polymerization of vinyl chloride and comonomers. The composition is prepared by reacting phenothiazine with formaldehyde in the presence of a liquid diluent that is a solvent for the phenothiazine, but a non-solvent for the dimer of phenothiazine and formaldehyde. The process of the invention is preferably conducted in the presence of a strong acid catalyst. The formaldehyde is preferably added slowly to the reaction mixture over the course of the reaction. The product can be filtered and dried.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: August 8, 1989
    Assignee: Occidental Chemical Corporation
    Inventors: Paul O. Hong, Raymond C. De Wald
  • Patent number: 4853446
    Abstract: A composition having the formula ##STR1## wherein n has an average value of one to about five, is disclosed for use in reducing or eliminating the formation of reactor scale during the polymerization of vinyl chloride and comonomers. The composition is prepared by reacting phenothiazine with formaldehyde in the presence of a liquid diluent that is a solvent for the phenothiazine, but a non-solvent for the dimer of phenothiazine and formaldehyde. The process of the invention is preferably conducted in the presence of a strong acid catalyst. The formaldehyde is preferably added slowly to the reaction mixture over the course of the reaction. The product can be filtered and dried.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: August 1, 1989
    Assignee: Occidental Chemical Corporation
    Inventors: Raymond C. DeWald, Paul O. Hong
  • Patent number: 4788195
    Abstract: This disclosure describes novel 4,5,6-substituted-N-(substituted-phenyl)-2-pyrimidinamines having anti-asthmatic activity.
    Type: Grant
    Filed: November 6, 1986
    Date of Patent: November 29, 1988
    Assignee: American Cyanamid Company
    Inventors: Lawrence W. Torley, Bernard D. Johnson, John P. Dusza
  • Patent number: 4774331
    Abstract: A process for ortho-cyanation of phenols or phenylamines which comprises reacting a phenyl compound having hydroxy or optionally substituted amino or cyclic amino, of which ortho position is vacant, with trichloroacetonitrile, C.sub.1 -C.sub.5 alkyl thiocyanate or C.sub.6 -C.sub.12 aryl thiocyanate in the presence of a boron trihalide and treating the resultant product with an alkali is provided, and said process is useful in the synthesis of intermediates for medicinals or pesticides.
    Type: Grant
    Filed: August 21, 1987
    Date of Patent: September 27, 1988
    Assignee: Shionogi & Co., Ltd.
    Inventors: Makoto Adachi, Hiromu Matsumura, Tsutomu Sugasawa
  • Patent number: 4741765
    Abstract: Benzenesulfonamide compounds such as N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl-4 -oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide and N-[(4-methoxy-6-methyl-pyrimidin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl- 4-oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide, agricultural compositions containing them, and their herbicidal utility are disclosed.
    Type: Grant
    Filed: April 3, 1987
    Date of Patent: May 3, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert J. Pasteris, Ramaurthi Muthukrishnan
  • Patent number: 4710570
    Abstract: Azine redox dyes and their corresponding dyes of the formula: ##STR1## in which: X is O, S, NR.sup.2,Z completes a fused aromatic of heterocyclic ring system,n is 0 or 1 to allow one R.sup.1 ring substituent,Q represents CR.sup.4 R.sup.5 in which at least one of R.sup.4 and R.sup.5 is an electronegative group or R.sup.4 and R.sup.5 may complete a ring, orwhen X is S Q may represent NR.sup.3 in which R.sup.3 is an aromatic or heterocyclic group.The leuco dyes are useful as dye generators in pressure sensitive, thermographic or photothermographic imaging systems.
    Type: Grant
    Filed: September 30, 1985
    Date of Patent: December 1, 1987
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Tran V. Thien
  • Patent number: 4678499
    Abstract: Benzenesulfonamide compounds such as N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl-4 -oxo-1-phenyl-indeno[1,2-C]-pyrazole-5-sulfonamide and N-[(4-methoxy-6-methyl-pyrimidin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl- 4-oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide, agricultural compositions containing them, and their herbicidal utility are disclosed.
    Type: Grant
    Filed: January 30, 1986
    Date of Patent: July 7, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert J. Pasteris, Ramaurthi Muthukrishnan
  • Patent number: 4666907
    Abstract: Phenothiazine derivatives and analogs thereof having the Formula I are useful as inhibitors of the biosynthesis of mammalian leukotrienes. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders and inflammation, and are useful as cytoprotective agents.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: May 19, 1987
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Rejean Fortin, Cheuk K. Lau, Yvan Guindon, Joshua Rokach, Christiane Yoakim
  • Patent number: 4667032
    Abstract: Phenothiazone derivatives and analogs thereof, pharmaceutical compositions and methods of treatment are disclosed. These compounds are useful as inhibitors of mammalian leukotriene biosynthesis. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders and inflammation.
    Type: Grant
    Filed: October 10, 1985
    Date of Patent: May 19, 1987
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Cheuk K. Lau, Christiane Yoakim, Joshua Rokach, Rejean Fortin, Yvan Guindon
  • Patent number: 4634783
    Abstract: Amidine compounds of the formula ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful anti-trypsin, anti-plasmin, anti-kallikrein and anti-thrombin agents. They are also useful as a powerful anti-complement agent.
    Type: Grant
    Filed: January 23, 1984
    Date of Patent: January 6, 1987
    Assignee: Torii & Co. Ltd.
    Inventors: Setsuro Fujii, Toyoo Nakayama, Shigeki Nunomura, Ryoji Matsui, Shin-ichi Watanabe, Kimio Sudo, Toshiyuki Okutome, Masateru Kurumi, Yojiro Sakurai, Takuo Aoyama
  • Patent number: 4608399
    Abstract: The invention relates to stabilizer-containing reactive components for the production of polyurethane foams having little or no tendency towards core discoloration which are characterized by a stabilizing addition of monomeric and/or oligomeric derivatives of the diphenylamine series, including the phenothiazine series. The invention also relates to new stabilizers of the diphenylamine and/or phenothiazine series and to a process for their production, characterized in that aromatic amines of the diphenylamine and/or phenothiazine series are reacted with bifunctional halogen derivatives, diols, bis-ethers or bis-esters or with bis-olefins formed therefrom at elevated temperatures in the presence of strong acids and the amines are optionally further alkylated.
    Type: Grant
    Filed: October 18, 1985
    Date of Patent: August 26, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Hans-Walter Illger, Karl H. Dorner
  • Patent number: 4565834
    Abstract: The invention relates to stabilizer-containing reactive components for the production of polyurethane foams having little or no tendency towards core discoloration which are characterized by a stabilizing addition of monomeric and/or oligomeric derivatives of the diphenylamine series, including the phenothiazine series. The invention also relates to new stabilizers of the diphenylamine and/or phenothiazine series and to a process for their production, characterized in that aromatic amines of the diphenylamine and/or phenothiazine series ae reacted with bifunctional halogen derivatives, diols, bis-ethers or bis-esters or with bis-olefins formed therefrom at elevated temperatures in the presence of strong acids and the amines are optionally further alkylated.
    Type: Grant
    Filed: September 17, 1984
    Date of Patent: January 21, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Hans-Walter Illger, Karl H. Dorner
  • Patent number: 4529500
    Abstract: Hydrocarbon processing equipment is protected against fouling during the processing of hydrocarbons at elevated temperatures by adding to the equipment small amounts of the N,N'-dimer of phenothiazine or a substituted phenothiazine.
    Type: Grant
    Filed: August 10, 1984
    Date of Patent: July 16, 1985
    Assignee: Atlantic Richfield
    Inventors: Richard F. Miller, Michael P. Nicholson
  • Patent number: 4487981
    Abstract: Vinyl aromatic compounds are stabilized against undesired polymerization by adding to the vinyl aromatic compounds small amounts of at least one N,N' dimer of phenothiazine or a substituted phenothiazine and at least one mono- or ditertiary alkyl catechol and/or at least one mono- or ditertiary alkylhydroquinone.
    Type: Grant
    Filed: September 8, 1983
    Date of Patent: December 11, 1984
    Assignee: Atlantic Richfield Company
    Inventors: Richard F. Miller, Michael P. Nicholson
  • Patent number: 4487982
    Abstract: Vinyl aromatic compounds are stabilized against undesired polymerization by adding to the vinyl aromatic compounds small amounts of at least one N,N' dimer of phenothiazine or a substituted phenothiazine and at least one mono- or ditertiary alkylphenol.
    Type: Grant
    Filed: September 8, 1983
    Date of Patent: December 11, 1984
    Assignee: Atlantic Richfield Company
    Inventors: Richard F. Miller, Michael P. Nicholson
  • Patent number: 4465881
    Abstract: Vinyl aromatic compounds are stabilized against undesired polymerization by adding to the vinyl aromatic compounds small amounts of the N,N'-dimer of phenothiazine or a substituted phenothiazine.
    Type: Grant
    Filed: September 8, 1983
    Date of Patent: August 14, 1984
    Assignee: Atlantic Richfield Company
    Inventors: Richard F. Miller, Michael P. Nicholson
  • Patent number: 4465882
    Abstract: Vinyl aromatic compounds are stabilized against undesired polymerization by adding to the vinyl aromatic compounds small amounts of at least one N,N-diarylhydroxylamine and at least one N,N' dimer of phenothiazine or substituted phenothiazine.
    Type: Grant
    Filed: September 8, 1983
    Date of Patent: August 14, 1984
    Assignee: Atlantic Richfield Company
    Inventors: Richard F. Miller, Michael P. Nicholson
  • Patent number: 4430452
    Abstract: The invention relates to stabilizer-containing reactive components for the production of polyurethane foams having little or no tendency towards core discoloration which are characterized by a stabilizing addition of monomeric and/or oligomeric derivatives of the diphenylamine series, including the phenothiazine series. The invention also relates to new stabilizers of the diphenylamine and/or phenothiazine series and to a process for their production, characterized in that aromatic amines of the diphenylamine and/or phenothiazine series are reacted with bifunctional halogen derivatives, diols, bis-ethers or bis-esters or with bis-olefins formed therefrom at elevated temperatures in the presence of strong acids and the amines are optionally further alkylated.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: February 7, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Hans-Walter Illger, Karl H. Dorner
  • Patent number: 4403995
    Abstract: New sulphur dyestuffs are prepared by reacting sulphur with a 4-hydroxydiphenylamine of the formula ##STR1## wherein R and R.sup.1 denote hydrogen or alkyl having 1 to 4 carbon atoms and the nucleus A has at least one free ortho-position in relation to the imino group, in a first stage at an elevated temperature to form a thiazine compound which is then sulphurized in a second stage in a water-soluble solvent at an elevated temperature to produce the sulphur dyestuff, and wherein a molar ratio of first stage reactants of 1:(2 to 2.4) between the 4-hydroxydiphenylamine compound and sulphur is maintained.
    Type: Grant
    Filed: February 18, 1982
    Date of Patent: September 13, 1983
    Assignee: Cassella Aktiengesellschaft
    Inventor: Dieter Cornelius
  • Patent number: 4376767
    Abstract: Novel pharmaceutically useful derivatives of selected known bio-affecting carboxylic acids are disclosed, said derivatives having the structural formula ##STR1## wherein R.sub.1 and R.sub.2, which can be the same or different, are each hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkylthio, phenyl, or substituted phenyl having one or more substituents each of which is selected from the group consisting of C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, chloro and dialkylamino wherein the alkyl portions, which can be the same or different, each have 1 to 5 carbon atoms, with the proviso that when R.sub.1 is alkoxy or alkylthio, then R.sub.2 cannot be alkoxy or alkylthio; X and X', which can be the same or different, are each hydrogen, C.sub.1 -C.sub.5 alkyl, carboxy, C.sub.2 -C.sub.6 alkoxycarbonyl, halo, C.sub.1 -C.sub.
    Type: Grant
    Filed: January 2, 1981
    Date of Patent: March 15, 1983
    Assignee: Merck & Co., Inc.
    Inventor: Kenneth B. Sloan
  • Patent number: 4228075
    Abstract: This invention relates to phenol sulfam(na)phthaleins possessing a ##STR1## group wherein R is selected from lower alkyl and phenyl, unsubstituted or substituted with at least one electron-withdrawing group on the N atom of the sulfam(na)phthalein ring, which compounds find utility as photographic optical filter agents and filter agent precursors.
    Type: Grant
    Filed: September 23, 1977
    Date of Patent: October 14, 1980
    Assignee: Polaroid Corporation
    Inventors: Stanley M. Bloom, Alan L. Borror, James W. Foley
  • Patent number: 4209638
    Abstract: Disclosed is a process for increasing the proportion of a desired enantiomer of a 2-arylpropionic acid which comprises heating at a temperature of at least 80.degree. C. a mixture comprising an inert liquid organic diluent and a salt of the 2-arylpropionic acid with an enantiomer of a chiral organic nitrogenous base, the base and the diluent being such that the salt of the racemic acid has a solubility of 0.1 to 10% w/v in the diluent at the operating temperature and in which process a proportion of the salt is undissolved in the diluent, whereby a proportion of one optical isomer of the acid component of the salt is converted into its enantiomer, and collecting the salt of which the acid component has an increased proportion of that enantiomer.
    Type: Grant
    Filed: September 25, 1978
    Date of Patent: June 24, 1980
    Assignee: The Boots Company Limited
    Inventors: John S. Nicholson, James G. Tantum
  • Patent number: 4175195
    Abstract: Pyridines substituted in the 2-position by an aromatic or heteroaromatic group are prepared by reacting an aliphatic aromatic or aliphatic heteroaromatic ketone with an aliphatic oxo compound having a carbon to carbon ethylenic double bond on the carbon atom adjacent to the oxo group and ammonia in the presence of a dehydrating and dehydrogenating catalyst at a temperature of about 250.degree. to 550.degree. C.
    Type: Grant
    Filed: September 6, 1977
    Date of Patent: November 20, 1979
    Assignee: Deutsche Gold- und Silber-Scheideanstalt vormals Roessler
    Inventors: Helmut Beschke, Heinz Friedrich, Heribert Offermanns
  • Patent number: 4155874
    Abstract: A new group of compounds, generically classed as phenothiazinyl sulfides, are described having the formula: ##STR1## wherein n is 1 or 2, x and/or y and/or z represent 0, 1 or 2; R.sub.1 may be H, alkyl, aryl, alkaryl, acyl, haloacyl and biologically activating aminoalkyl groups known in the medicinal arts, such as --(CH.sub.2).sub.3 --N(CH.sub.3).sub.2, ##STR2## and -[2-(1-methyl-2-piperidyl)ethyl]; and R.sub.2 and/or R.sub.3 and/or R.sub.4 and/or R.sub.5 and/or R.sub.6 and/or R.sub.7 represent H, OH, Cl, Br, F, CF.sub.3, SH, NO.sub.2, CN, COOH, alkyl, alkoxy, sulfamoyl, dimethylsulfamoyl, dimethyl amino, aryl, alkaryl, acyl, aryloxy, methyl sulfonyl, methyl thio, and -S-phenothiazinyl substitutents; and as charge-transfer complexes of iodine therewith in which the number of moles of iodine associated with the molecule equals 1.5 (range 0.75 to 3.0) times the number of phenothiazinyl groups in the molecule.Methods for the preparation of the compounds are described.
    Type: Grant
    Filed: July 28, 1977
    Date of Patent: May 22, 1979
    Assignee: West Laboratories, Inc.
    Inventors: Edward A. Nodiff, Abraham Cantor
  • Patent number: 4131673
    Abstract: N.sup.2 -arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.
    Type: Grant
    Filed: June 7, 1977
    Date of Patent: December 26, 1978
    Assignees: Mitsubishi Chemical Industries, Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
  • Patent number: 4119777
    Abstract: A thiazine derivative, which forms a color on contact with an electron accepting material, represented by the formula (II): ##STR1## wherein A.sub.1 and A.sub.2, which may be the same or different, each represents an aryl group or a heterocyclic group and A.sub.1 and A.sub.2 may combine together to form a heterocyclic ring or a fluorene ring, the ring B represents an aromatic hydrocarbon ring or a heterocyclic ring, and Y represents a hydrogen atom, an aliphatic group, an aryl group, a heterocyclic group, an amino group, an amido group, an oxy group or a thio group, but at least one of A.sub.1 and A.sub.2 or the ring formed by the combination of A.sub.1 and A.sub.2 represents an electron donating aryl group or an electron donating heterocyclic group, and a process for preparing the thiazine derivatives represented by the formula (II) by oxidizing a thioamide derivative represented by the formula (I): ##STR2## wherein A.sub.1, A.sub.2, B and Y are as above described.
    Type: Grant
    Filed: December 17, 1976
    Date of Patent: October 10, 1978
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hideo Usui, Sadao Ishige, Keiso Saeki
  • Patent number: 4117127
    Abstract: N.sup.2 -arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.
    Type: Grant
    Filed: October 21, 1977
    Date of Patent: September 26, 1978
    Assignees: Mitsubishi Chemical Industries Ltd., Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura