Plural Chalcogens Bonded Directly To The Hetero Ring Patents (Class 549/417)
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Patent number: 4812584Abstract: This invention relates to substituted aralkoxy and aryloxyalkoxy kojic acid derivatives, which are useful as leukotriene D.sub.4 (LTD.sub.4) inhibitors and therefore useful in the treatment of allergies, inflammatory conditions, and coronary vasoconstriction.Type: GrantFiled: July 24, 1987Date of Patent: March 14, 1989Assignee: G. D. Searle & Co.Inventors: Miyano Masateru, Robert L. Shone
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Patent number: 4812160Abstract: Cyclohexenone derivative of the formula ##STR1## where A is oxygen or NOR.sup.8, where R.sup.8 is alkyl, alkenyl, alkynyl, haloalkyl or haloalkenyl, chlorothienyl or alkoxyalkylB is O, S, SO or SO.sub.2,X is hydrogen or methoxycarbonyl,R.sup.1 is hydrogen, carbonylalkyl, benzoyl or a cation,R.sup.2 is alkyl,R.sup.3 and R.sup.4 are hydroxyl, chlorine, bromine, thioalkylcarboxyl, thiocarbonylalkyl, alkylcarbonyloxy, alkoxy, or alkylthio, or R.sup.3 and R.sup.4 together epoxy,R.sup.5 and R.sup.6 are hydrogen or methyl or R.sup.5 and R.sup.6 are together methyleneoxyethylene, andR.sup.7 is hydrogen or methyl,and herbicides containing these compounds.Type: GrantFiled: December 24, 1986Date of Patent: March 14, 1989Assignee: BASF AktiengesellschaftInventors: Dieter Jahn, Michael Keil, Dieter Kolassa, Ulrich Schirmer, Bruno Wuerzer, Norbert Meyer, Johann Jung, Wilhelm Rademacher
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Patent number: 4812474Abstract: Kojic acid ether-ester derivatives of formula I ##STR1## are useful pharmacological agents for the prevention, management or alleviation of elastase mediated diseases or conditions.Type: GrantFiled: January 12, 1988Date of Patent: March 14, 1989Assignee: G. D. Searle & Co.Inventors: Arthur L. Campbell, Masateru Miyano
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Patent number: 4777272Abstract: Compounds of the formula ##STR1## wherein X is oxygen, sulfur or sulfonyl;R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; or R.sup.a SO.sub.m - wherein m is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.3 and R.sup.4 together are alkylene having 2 to 5 carbon atoms;R.sup.5 and R.sup.6 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.Type: GrantFiled: November 13, 1987Date of Patent: October 11, 1988Assignee: Stauffer Chemical CompanyInventors: Charles G. Carter, Jeff K. Curtis
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Patent number: 4742078Abstract: A pyran derivative represented by a general formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, cycloalkyl or phenyl, R.sub.2 is alkyl having 8 to 20 carbon atoms, R.sub.3 is hydrogen, halogen, ##STR2## R.sub.4 and R.sub.5 being each lower alkyl or cycloalkyl, A being --CH.sub.2 --, oxygen or nitrogen atom, ##STR3## forms five or six-member ring (the ring may have no substituent or have at least one substituent selected from lower alkyl, lower alkoxy and halogen atom), or an acid salt thereof, are useful as agricultural miticides.Type: GrantFiled: October 20, 1986Date of Patent: May 3, 1988Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Hisashi Takao, Norio Osaki, Norio Yasudomi
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Patent number: 4736058Abstract: A novel prostacyclins expressed by the following formula (1) ##STR1## wherein a symbol between the 2-position and 3-position indicates single bond or double bond; G indicates --CO.sub.2 R.sup.5 or --CONR.sup.6 R.sup.7 in which R.sup.5 is a hydrogen atom, C.sub.1 -C.sub.10 alkyl group, substituted or unsubstituted alicyclic group, substituted or unsubstituted phenyl (C.sub.1 -C.sub.2) alkyl group, tri (C.sub.1 -C.sub.7) hydrocarbon-silyl group, or one equivalent cation, R.sup.6 and R.sup.7 are identical or different and each representing a hydrogen atom, or C.sub.1 -C.sub.10 alkyl group, or R.sup.6 and R.sup.7 are substituted or unsubstituted five to six-membered ring which may join together with a nitrogen atom to which they are linked and further contain a hetero atom; R.sup.1 indicates a hydrogen atom, or methyl group; R.sup.2 indicates an unsubstituted C.sub.3 -C.sub.8 alkyl group substituted or unsubstituted alicyclic group, or substituted C.sub.1 -C.sub.Type: GrantFiled: September 27, 1984Date of Patent: April 5, 1988Assignee: Teijin LimitedInventors: Shiro Ikegami, Seizi Kurozumi
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Patent number: 4735964Abstract: Kojic acid ether-ester derivatives of formula I ##STR1## are useful pharmacological agents for the prevention, management or alleviation of elastase mediated diseases or conditions.Type: GrantFiled: May 12, 1986Date of Patent: April 5, 1988Assignee: G. D. Searle & Co.Inventors: Arthur L. Campbell, Masateru Miyano
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Patent number: 4730058Abstract: This invention provides a novel compound expressed by the following formula (1): ##STR1## [wherein R.sup.1 denotes a hydrogen atom or CH.sub.3 CO--, R.sup.2 denotes --COOR.sup.4 (R.sup.4 denotes Na or a methyl group) or ##STR2## (R.sup.5 denotes a hydrogen atom, --COC.sub.6 H.sub.5 or --Si(C.sub.6 H.sub.5).sub.2 C(CH.sub.3).sub.3 and R.sup.3 denotes ##STR3## (R.sup.5 denotes a hydrogen atom, --COC.sub.6 H.sub.5 or --Si(C.sub.6 H.sub.5).sub.2 C(CH.sub.3).sub.3) when R.sup.2 is --COOR.sup.4 (R.sup.4 denotes Na or a methyl group) or denotes --COOR.sup.4 when R.sup.2 is ##STR4## and a method of preparation thereof. The above novel compounds of present invention are useful as a tumor maker, a molecular marker for cells having the ability of differential induction, or an intermediate of the synthesis thereof.Type: GrantFiled: April 9, 1987Date of Patent: March 8, 1988Assignee: Mect CorporationInventors: Tomoya Ogawa, Mamoru Sugimoto, Masaaki Numata, Yoshiyasu Shitori, Masayoshi Ito
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Patent number: 4728745Abstract: Compounds of the formula ##STR1## wherein X is oxygen, sulfur or sulfonyl;R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; or R.sup.a SO.sub.m -- wherein m is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.3 and R.sup.4 together are alkylene having 2 to 5 carbon atoms;R.sup.5 and R.sup.6 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.Type: GrantFiled: June 9, 1986Date of Patent: March 1, 1988Assignee: Stauffer Chemical CompanyInventors: Charles G. Carter, Jeff K. Curtis
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Patent number: 4705871Abstract: This invention relates to substituted aralkoxy and aryloxyalkoxy kojic acid derivatives, which are useful as leukotriene D.sub.4 (LTD.sub.4) inhibitors and therefore useful in the treatment of allergies, inflammatory conditions, and coronary vasoconstriction.Type: GrantFiled: August 8, 1986Date of Patent: November 10, 1987Assignee: G. D. Searle & Co.Inventors: Miyano Masateru, Robert L. Shone
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Patent number: 4684728Abstract: A biologically active compound can be solubilized by reaction in different sequences to form a derivative carrying the active moiety, a linking group such as an optionally substituted diisocyanate radical, a polyether moiety such as a polyoxyethylene radical, and a terminal group such as a butyl radical, e.g. ##STR1## n=1 to 400. The active materials can be agricultural chemicals, pharmaceuticals, and the like.Type: GrantFiled: December 28, 1979Date of Patent: August 4, 1987Assignee: Bayer AktiengesellschaftInventors: Edgar Mohring, Hanns P. Muller, Peter Roessler, Kuno Wagner, Helmut Tietz
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Patent number: 4683314Abstract: Totally synthetic analogs of the known inhibitors of 3-hydroxy-3-methylglutaryl coenzyme A reductase, compactin and mevinolin, are prepared from a chiral synthon derived from D-glucose which has the same chirality as the natural products.Type: GrantFiled: April 28, 1986Date of Patent: July 28, 1987Assignee: Merck & Co., Inc.Inventor: John D. Prugh
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Patent number: 4681951Abstract: There are disclosed bicyclo[3.3.0]octene derivatives having the following formula: ##STR1## wherein R.sup.1 is a straight, branched or cyclic alkyl group or alkenyl group each having 5 to 10 carbon atoms; andR.sup.2 and R.sup.3 are each separately a hydrogen atom or a protective group of a hydroxy group,and process for producing the same. These compounds and the process for producing them are available for producing a 9(0)-methano-.DELTA.6(9.alpha.)-PGI.sub.1.Type: GrantFiled: August 17, 1984Date of Patent: July 21, 1987Assignee: Sagami Chemical Research CenterInventors: Masakatsu Shibasaki, Toshiaki Mase, Mikiko Sodeoka, Yuji Ogawa
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Patent number: 4677211Abstract: 7-Substituted lower alkyl hept-6-enoates and 4-hydroxytetrahydropyran-2-ones bearing 6-olefinic substituents (e.g.,) ethyl erythro-3,5-dihydroxy-7-phenyl-hept-6-enoates are prepared by a multi-step process. The process involves 3-protected-lower alkyl 3,5-dihydroxy-hept-6-enoates, which are obtained by cleaving corresponding 6.alpha.-vinyl-4.beta.-protected hydroxy-tetrahydro 2H-pyran-2-ones. The final products are useful as anti hypercholesteremic agents.Type: GrantFiled: July 26, 1985Date of Patent: June 30, 1987Assignee: Sandoz Pharmaceuticals Corp.Inventors: Charles F. Jewell, Jr., James R. Wareing
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Patent number: 4659844Abstract: The invention relates to new cyclic ethers which are substituted in the .alpha.-position by an isocyanide-dichloride group, of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and n have the meaning indicated in the description, and to a process for their preparation.Type: GrantFiled: July 25, 1985Date of Patent: April 21, 1987Assignee: Bayer AktiengesellschaftInventors: Tillmann Hassel, Hanns P. Muller, Horst Boshagen
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Patent number: 4644068Abstract: Bicyclo[3.3.0]octenylaldehyde derivatives represented by the formula: ##STR1## wherein R.sup.1 is a substituent selected from the group consisting of a hydrogen atom and a protective group of a hydroxy group;R.sup.2 is a substituent selected from the group consisting of --CH.sub.2 OR.sup.5, ##STR2## where R.sup.5 is a substituent selected from the group consisting of a hydrogen atom and a protective group of a hydroxy group,R.sup.6 is a substituent selected from the group consisting of an alkyl group, an alkenyl group and an alkynyl group, said substituent being straight, branched or cyclic and having 5 to 10 carbon atoms,X is a substituent selected from the group consisting of a vinylene group and an acetylene group, andR.sup.7 is a substituent selected from the group consisting of an alkyl, an alkenyl group, and an alkynyl group, said substituent being straight, branched or cyclic and having 5 to 10 carbon atoms; andR.sup.Type: GrantFiled: August 17, 1984Date of Patent: February 17, 1987Assignee: Sagami Chemical Research CenterInventors: Masakatsu Shibasaki, Mikiko Sodeoka, Yuji Ogawa
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Patent number: 4644071Abstract: This invention relates to substituted aralkoxy and aryloxyalkoxy kojic acid derivatives, which are useful as leukotriene D.sub.4 (LTD.sub.4) inhibitors and therefore useful in the treatment of allergies, inflammatory conditions, and coronary vasoconstriction.Type: GrantFiled: July 11, 1984Date of Patent: February 17, 1987Assignee: G. D. Searle & Co.Inventors: Miyano Masateru, Robert L. Shone
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Patent number: 4623378Abstract: The invention relates to novel pyridazinylcarboxylic acid derivatives of the formula ##STR1## wherein R.sub.1 is hydrogen, a cation or C.sub.1 -C.sub.6 alkyl,Y and Y' are each independently an oxygen or a sulfur atom or a sulfinyl or sulfonyl group,R.sub.2 and R.sub.3 are each independently a C.sub.1 -C.sub.12 alkyl or C.sub.1 -C.sub.12 alkenyl group which is substituted by one or more halogen atoms,R.sub.4 and R.sub.5 are each independently hydrogen, halogen, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, or C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by one or more halogen atoms, andn is 0 or 1.These compounds have gametocidal properties and can be used for influencing generative plant growth and for producing male-sterile plants.Type: GrantFiled: August 2, 1984Date of Patent: November 18, 1986Assignee: Ciba-Geigy CorporationInventors: Dieter Durrr, Hans Tobler
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Patent number: 4618679Abstract: Compounds of the formula ##STR1## wherein x is NH and wherein R.sub.1 is selected from branched-chain lower alkyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl, and cycloalkanylalkyl radicals, R.sub.2 is a C.sub.1-4 alkyl radical and R.sub.3 represents a C.sub.1-4 fluoroalkyl radical are disclosed as herbicides.Type: GrantFiled: April 24, 1984Date of Patent: October 21, 1986Assignee: Monsanto CompanyInventor: Len F. Lee
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Patent number: 4603144Abstract: Kojic acid ether-ester derivatives of formula I ##STR1## are useful pharmacological agents for the prevention, management or alleviation of elastase mediated diseases or conditions.Type: GrantFiled: August 16, 1984Date of Patent: July 29, 1986Assignee: G. D. Searle & Co.Inventors: Arthur L. Campbell, Masateru Miyano
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Patent number: 4588831Abstract: The invention relates to platinum complexes of the following general formula: ##STR1## wherein R.sub.1 and R.sub.2 represent alkyl radicals with 1 to 18 carbon atoms, or R.sub.1 or R.sub.2 represent a hydrogen atom and R.sub.2 or R.sub.1 can represent an alkyl radical or a ##STR2## in which R.sub.3 is a hydrogen atom or the ##STR3## radical or an acyl radical, and x=1 or 2. These compounds can be produced by reaction of an alcohol solution of a 5,8-dihydroxyl-1,4-naphthoquinone of the following formula: ##STR4## in which the substituents R.sub.1 and R.sub.2 have the aforementioned meanings, in the presence of a concentrated aqueous ammonia solution, which adjusts the pH over 7, with K.sub.2 PtCl.sub.4 at room temperature. These platinum complex compounds are characterized by a good antitumor effect with low toxicity.Type: GrantFiled: November 9, 1984Date of Patent: May 13, 1986Assignee: NATECInventors: Angelos N. Sagredos, Vassilios P. Papageorgiou, Antonius S. Mellidis
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Patent number: 4588822Abstract: Disclosed are novel physiologically active substance SS 12538, process for its preparation and a novel microorganism producing the same.The novel physiologically active substance SS 12538 is represented by the following formula (I): ##STR1## in which R represents a hydrogen atom, a methyl group or an ethyl group. SS 12538 is obtained by inoculating a novel strain S 12538 in a nutrient-containing medium and cultivating aerobically.SS 12538 has excellent vasodilating action and antibiotic action against a certain gram positive bacteria and dermatophytes.Type: GrantFiled: April 6, 1983Date of Patent: May 13, 1986Assignee: SS Pharmaceutical Co., Ltd.Inventors: Junji Oono, Kenichi Yano, Junichi Sato, Tadayuki Kouda, Yoichiro Ogawa, Kouichi Yokoi, Toshiaki Nakashima
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Patent number: 4584368Abstract: Hyperacidified tumors having high .beta.-glucuronidase activity can be treated with glucuronides with aglycones toxic to the tumor cells with great safety toward the rest of the body by first administering an alkalinizing agent in an amount sufficient to maintain the pH level of non-tumor tissues at approximately 7.4 during the glucuronide treatment. This will cause inactivation of .beta.-glucuronidase activity in the rest of the body. Novel glucuronides are disclosed the aglycones of which exert a higher toxic effect in an acid environment or is water-soluble only in an alkaline environment. Such compounds have particular utility with the above process. By substituting radioisotopes into the aglycone, diagnosis and in situ radiation therapy may be accomplished. Bacterial cells having .beta.-glucuronidase activity may also be diagnosed and treated in accordance with the present invention.Type: GrantFiled: October 13, 1978Date of Patent: April 22, 1986Assignees: Adolf W. Schwimmer, Irwin S. Schwartz, David RubinInventor: David Rubin
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Patent number: 4554363Abstract: Process for the preparation of bicyclic ketones containing blocked hydroxy groups, of general Formula I ##STR1## wherein R.sub.1 is the residues --CH.sub.2 OR.sub.2 wherein R.sub.2 means benzyl, dimethyl-tert-butylsilyl, diphenyl-tert-butylsilyl, dimethylphenylsilyl, tribenzylsilyl, or tetrahydropyranyl, ##STR2## with R.sub.2 having the meanings given above, R.sub.4 meaning hydrogen or methyl, and R.sub.5 meaning a straight-chain or branched-chain, saturated or unsaturated alkyl residue which can contain fluorine, chlorine, 1,2-methylene, 1,1-trimethylene, or methoxy substitutents, or a CH.sub.2 --X-Aryl residue with X meaning CH.sub.2 or O and Aryl meaning phenyl or a heterocyclic residue, which residues can be substituted by methyl, methoxy, fluorine, chlorine, bromine, or trifluoromethyl, or ##STR3## with the meanings for R.sub.2, R.sub.4, and R.sub.5 as indicated above, and R.sub.3 having the meanings set forth for R.sub.2, it being possible for R.sub.3 to be identical to R.sub.2 or different from R.sub.Type: GrantFiled: June 23, 1983Date of Patent: November 19, 1985Assignee: Schering AktiengesellschaftInventor: Helmut Vorbrueggen
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Patent number: 4545982Abstract: Novel acyl compounds 3-acyloxy-4(H)-pyran-4-ones were obtained by reacting 3-hydroxy-4(H)-pyran-4-one with acyl halides. The acyl compounds and their starting compound exhibit a skin-lightening effect on the skin and are preferably used as an active constituent in skin-lightening cosmetic preparations or local demelanizing agents.Type: GrantFiled: March 17, 1982Date of Patent: October 8, 1985Assignee: Yakurigaku Chuo KenkyushoInventor: Hidehiko Takahashi
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Patent number: 4526989Abstract: This disclosure describes symmetrical 1,4-bis (substituted-amino)-5,8-dihydroxyanthraquinones useful as chelating agents and for inhibiting the growth of transplanted mouse tumors.Type: GrantFiled: October 23, 1979Date of Patent: July 2, 1985Assignee: American Cyanamid CompanyInventors: Keith C. Murdock, Frederick E. Durr
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Patent number: 4505738Abstract: There are described novel cyclopropanecarboxylic acid derivatives of the formula I ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen; halogen; C.sub.1 -C.sub.8 -alkyl which is unsubstituted or substituted by one or more substituents from the group: thiocyanogen, hydroxyl, halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, acyloxy or R.sub.4 ; or they are each C.sub.3 -C.sub.6 -alkenyl which is unsubstituted or substituted by R.sub.5 ; or they are C.sub.3 -C.sub.6 -alkynyl which is unsubstituted or substituted by R.sub.6 ; or they are R.sub.7, whereby R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are phenyl which is unsubstituted or substituted by a maximum of three identical or different substituents from the group: halogen, nitro, cyano, carboxylic acid, carboxylic acid alkyl ester, alkyl, alkenyl, alkynyl, haloalkyl, alkoxy or alkylthio; and X and Z are fluorine, chlorine, bromine or trifluoromethyl; and also the production of these novel derivatives.Type: GrantFiled: May 4, 1983Date of Patent: March 19, 1985Assignee: Ciba-Geigy CorporationInventor: Laurenz Gsell
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Patent number: 4489205Abstract: Described herein is a process for the preparation of a novel essentially nonaqueous glutaraldehyde precursor which is capable of rapidly generating glutaraldehyde upon addition to water. The precursor is prepared by the hydration of 2-alkoxy-3, 4-dihydropyran in the presence of an acid catalyst.Type: GrantFiled: June 28, 1983Date of Patent: December 18, 1984Assignee: Union Carbide CorporationInventor: Nan S. Chu
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Patent number: 4489093Abstract: Novel esters in all possible isomeric forms of the formula ##STR1## wherein R is selected from the group consisting of (a) optionally unsaturated alkyl of 1 to 8 carbon atoms and optionally unsaturated cycloalkyl or cycloalkyl-alkyl of 3 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen, ##STR2## aryl optionally substituted with at least one member of the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, ##STR3## R' is alkyl of 1 to 8 carbon atoms, R" and R"' are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, AlK.sub.1, AlK.sub.2 and AlK.sub.3 are individually alkyl of 1 to 18 carbon atoms (b) aryl of 6 to 14 carbon atoms optionally substituted with at least one substituent selected from the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, --OCF.sub.3, --CF.sub.3 and --SCF.sub.Type: GrantFiled: May 17, 1983Date of Patent: December 18, 1984Assignee: Roussel UclafInventors: Jacques Martel, Jean Tessier, Andre Teche
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Patent number: 4486446Abstract: Heterocyclicaminoethanols of the formulaHet--CHOH--CH.sub.2 --NH--aralkylwhere Het is a pyrone ring are disclosed. The compounds are useful as pharmaceuticals.Type: GrantFiled: December 23, 1980Date of Patent: December 4, 1984Assignee: Merck & Co., Inc.Inventors: John J. Baldwin, David E. McClure
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Patent number: 4474971Abstract: Single enanitiomers of 6-(2-hydrocarbyl-substituted ethenyl)-bearing, 4-hydroxy tetrahydro-2H-pyran-2-ones, e.g., 6.alpha.-[2-(2-methyl-1-naphthyl)ethenyl]-3,4,5,6-tetrahydro-4.beta.-hydro xy-2H-pyran-2-one (4R,6S) are obtained by a multi-step process which includes protecting and deprotecting hydroxy groups at various stages.Type: GrantFiled: September 29, 1982Date of Patent: October 2, 1984Assignee: Sandoz, Inc.Inventor: James R. Wareing
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Patent number: 4465848Abstract: The present specification provides novel antimicrobial analogs of spectinomycin and intermediates and processes for their preparation. Particularly described are novel 3'-diazo-secospectinomycin derivatives useful in the preparation of a variety of 3'-substituted spectinomycin analogs.Type: GrantFiled: September 13, 1982Date of Patent: August 14, 1984Assignee: The Upjohn CompanyInventors: Richard C. Thomas, Edward L. Fritzen
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Patent number: 4456565Abstract: Acyl cyanides of the general formula ##STR1## in which R represents alkyl or substituted alkyl of from 1 to 8 carbon atoms; cycloalkyl or substituted cycloalkyl with 3 to 12 carbon atoms; aryl or substituted aryl; or an optionally substituted 5-membered or 6-membered heterocyclic radical which can additionally also be fused with a benzene ring, are prepared by reacting the corresponding carboxylic acid anhydride in the liquid phase with anhydrous hydrocyanic acid, at a temperature of between 50.degree. to 250.degree. C.Type: GrantFiled: July 14, 1983Date of Patent: June 26, 1984Assignee: Bayer AktiengesellschaftInventors: Kurt Findeisen, Herbert Schwarz
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Patent number: 4451659Abstract: A method is disclosed for preparing pyrylium and thiapyrylium salts having the formula represented below (where X is O,S or Se): ##STR1## and where R.sup.1 and R.sup.2 represents a branched or unbranched alkyl radical having up to about 15 carbon atoms, an aromatic group having as substituents alkyl radicals with 1 to about 15 carbon atoms, alkoxy radicals having 1 to about 4 carbon atoms, substituted amino radicals have 1 to 2 carbon radicals containing 1 to about 4 carbon atoms, a heterocyclic group having as substitute alkyl radicals with 1 to about 15 carbon atoms, alkoxy radicals having 1 to about 4 carbon atoms and amino radicals having 1 or 2 carbon radicals containing 1 to about 4 carbons, thiophene radicals and furan radical containing a variety of substituents; R.sup.3 represents a thioalkyl radical having 1 to about 4 carbon atoms thiobenzyl, thioaryl and thiocycloalkyl, as well as thiohetaryl radicals such as thiohydridyl and related 5-and 6-membered systems; and Z.sup.- is an anionic function.Type: GrantFiled: April 2, 1982Date of Patent: May 29, 1984Assignee: Rensselaer Polytechnic InstituteInventor: Kevin T. Potts
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Patent number: 4451661Abstract: A process for preparing a compound of the formula: ##STR1## wherein R is hydrogen, lower alkyl of 1 to 6 carbon atoms, lower alkenyl of 2 to 6 carbon atoms, phenyl or benzyl; and R' is lower alkyl of 1 to 6 carbon atoms which comprises contacting a compound of the formula ##STR2## wherein R and R' are defined as above at -10.degree. to 50.degree. C. with an essentially anhydrous acid selected from the group consisting of formic acid, trifluoroacetic acid, p-toluenesulfonic acid, methanesulfonic acid, citric acid, oxalic acid, chloroacetic acid, sulfuric acid, hydrochloric acid, phosphoric acid and hydrofluoric acid.Type: GrantFiled: March 24, 1983Date of Patent: May 29, 1984Assignee: Pfizer Inc.Inventors: Paul D. Weeks, Robert P. Allingham
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Patent number: 4440927Abstract: Totally synthetic analogs of the known inhibitors of 3-hydroxy-3-methylglutaryl coenzyme A reductase, compactin and mevinolin, are prepared from a chiral synthon derived from D-glucose which has the same chirality as the natural products.Type: GrantFiled: May 3, 1982Date of Patent: April 3, 1984Assignee: Merck & Co., Inc.Inventor: John D. Prugh
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Patent number: 4405795Abstract: 2-Benzylideneglutaraldehydes of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 independently are hydrogen or a substituent selected from the group consisting of halo, lower-alkyl, phenyl, carboxy, lower-alkoxycarbonyl, phenoxycarbonyl, aminocarbonyl, hydroxysulfonyl, nitro, cyano, hydroxy, loweralkoxy and phenoxy, a method of use thereof as disinfectants, disinfectant compositions comprising them, and 2,6-dialkoxy-3-(.alpha.-alkoxybenzyl)tetrahydropyrans of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are as defined above and R.sup.4 and R.sup.5 independently are alkyl of one to four carbon atoms, which are intermediates for their preparation are disclosed.Type: GrantFiled: June 7, 1982Date of Patent: September 20, 1983Assignee: Sterling Drug Inc.Inventors: Wolfgang Munzenmaier, Heinz Eggensperger, Helmut H. Ehlers, Wolfgang Beilfuss, Lothar Bucklers, Hans-Peter Harke
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Patent number: 4389410Abstract: Compounds of formula (II): ##STR1## wherein R is C.sub.1-20 alkyl; C.sub.3-8 cycloalkyl; C.sub.3-20 alkenyl; aralkyl; cycloalkylalkyl; heterocyclyl or heterocyclylalkyl; each being substituted with formyl; ##STR2## have activity against human and veterinary bacteria and mycoplasma. They may be produced by conventional methods and are used in conventional formulations.Type: GrantFiled: July 21, 1981Date of Patent: June 21, 1983Assignee: Beecham Group LimitedInventors: Peter J. O'Hanlon, Norman H. Rogers
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Patent number: 4387235Abstract: 2-methyl-3-hydroxy-4H-pyran-4-one is prepared by contacting 1(2-furyl)-1-ethanol in aqueous solution with two equivalents of a halogen oxidant at room temperature and then heating until the hydrolysis of the formed 4-halo-dihydropyran intermediate is substantially complete. Other valuable related gammapyrones are prepared in analogous manner from appropriate alcohols.Type: GrantFiled: October 14, 1981Date of Patent: June 7, 1983Assignee: Pfizer Inc.Inventors: Thomas M. Brennan, Daniel P. Brannegan, Paul D. Weeks, Donald E. Kuhla
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Patent number: 4376207Abstract: A simple and economic chiral synthesis of optically active methyl L-acosaminide and methyl L-daunosaminide from propenyl acetate, said methyl L-acosaminide and methyl L-daunosaminide being coupling agents for the production of known antitumor agents.Type: GrantFiled: December 2, 1981Date of Patent: March 8, 1983Assignee: Hoffmann-La Roche Inc.Inventors: Milan R. Uskokovic, Peter M. Wovkulich
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Patent number: 4371547Abstract: 2-Benzylideneglutaraldehydes of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 independently are hydrogen or a substituent selected from the group consisting of halo, lower-alkyl, phenyl, carboxy, lower-alkoxycarbonyl, phenoxycarbonyl, aminocarbonyl, hydroxysulfonyl, nitro, cyano, hydroxy, lower-alkoxy and phenoxy, a method of use thereof as disinfectants, disinfectant compositions comprising them, and 2,6-dialkoxy-3-(.alpha.-alkoxybenzyl)tetrahydropyrans of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are as defined above and R.sup.4 and R.sup.5 independently are alkyl of one to four carbon atoms, which are intermediates for their preparation are disclosed.Type: GrantFiled: August 21, 1981Date of Patent: February 1, 1983Assignee: Sterling Drug Inc.Inventors: Wolfgang Munzenmaier, Heinz Eggensperger, Helmut H. Ehlers, Wolfgang Beilfuss, Lothar Bucklers, Hans-Peter Harke
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Patent number: 4368331Abstract: (2-methyl-3-hydroxy-4h-pyran-4-one is prepared by contacting 1(2-furyl)-1-ethanol in aqueous solution with two equivalents of a halogen oxidant at room temperature and then heating until the hydrolysis of the formed 4-halo-dihydro-pyran intermediate is substantially complete. Other valuable related gamma-pyrones are prepared in analogous manner from appropriate alcohols.Type: GrantFiled: November 13, 1979Date of Patent: January 11, 1983Assignee: Pfizer Inc.Inventors: Thomas M. Brennan, Daniel P. Brannegan, Donald E. Kuhla, Paul D. Weeks
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Patent number: 4362743Abstract: Compounds of formula (II): ##STR1## in which Y represents ##STR2## and R.sub.0 represents a C.sub.2-20 alkyl, C.sub.3-8 cycloalkyl, C.sub.4-20 alkenyl, arakyl, cycloalkylalkyl, heterocyclyl or heterocyclylalkyl group, which is substituted by a hydroxyiminohydrazono- or semicarbazono group, have activity against human and veterinary bacteria and mycoplasma. They may be produced by conventional methods and are used in conventional formulations.Type: GrantFiled: July 31, 1981Date of Patent: December 7, 1982Assignee: Beecham Group LimitedInventors: Norman H. Rogers, Peter J. O'Hanlon, Graham Walker
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Patent number: 4347372Abstract: A process for protecting cultivated plants against aggressive agricultural chemicals is described in which oxime derivatives of the formula ##STR1## are used as antidotes. Either the cultivated area for the cultivated plants or the cultivated plants themselves or parts of the plant (seeds, tubers, stem parts and the like), as desired, can be treated with these oxime derivatives, which are used as a dressing.Type: GrantFiled: August 28, 1979Date of Patent: August 31, 1982Assignee: Ciba-Geigy CorporationInventors: Alfons Lukaszczyk, Henry Martin, Peter J. Diel, Werner Fory, Karl Gatzi, Haukur Kristinsson, Beat Muller, Rene Muntwyler, Johannes P. Pachlatko, Hermann Rempfler, Rolf Schurter, Henry Szczepanski
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Patent number: 4342875Abstract: Compounds of the formula ##STR1## are prepared and are used as ultraviolet light and weathering stabilizers for polymers, preferably polypropylene. In the formula R is alkoxyphenyl, dialkoxyphenyl or alkylene dioxyphenyl, the alkoxy groups have 1 to 8 carbon atoms and the alkylene group has 1 to 4 carbon atoms, q is 1 to 6, and Z is ##STR2## where R' is H or a 1 to 4 carbon alkyl, R.sup.7 is hydrogen or ##STR3## where R.sup.8 is hydrocarbyl, m is 1 to 4, n is 0 or 1 and m+n is 1 to 4; ##STR4## where R.sup.12 is lower alkyl and G is H or ##STR5## and where at least one of the n's is zero. ##STR6## where s is 1 to 3 and t is from 0 to 2, the total of s and t being not over 3; ##STR7## where u is 2 to 4; ##STR8## where v and w are each 1 to 4 and p is 2 to 4; ##STR9## where R" and R"' are 1 to 8 carbon atom alkyl or where R.sup.11 and R.sup.111 together with the oxygen atoms attached thereto and the adjacent carbon atoms of the benzene ring form a 5 or 6 membered heterocyclic ring and R.sup.Type: GrantFiled: January 9, 1974Date of Patent: August 3, 1982Assignee: Cincinnati-Milacron, Inc.Inventor: Robert G. Gough