1,2,4-benzothiadiazines Patents (Class 544/12)
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Patent number: 4889851Abstract: A compound of the formula: ##STR1## wherein R' is phenyl, phenyl which is substituted with halogen, lower alkyl, lower alkoxy, halo lower alkyl, lower alkylamino, lower alkylthio, phenoxy, carboxy, lower alkoxycarbonyl, carboxy lower alkyl, lower alkoxycarbonyl, lower alkyl, cyclo lower alkyl; lower alkyl which is substituted with carboxy or lower alkoxyoxycarbonyl; or pyrimidinyl, pyridyl or pyridyl which is substituted with lower alkyl;A is lower alkylene;n is an integer of 0 or 1;R.sup.2 is lower alkyl;R.sup.3 is hydrogen; hydroxy; halogen; halo lower alkyl; lower alkyl; lower alkylamino; lower alkanoyl amino; lower alkanoyl lower alkylamino; lower alkoxy; lower alkoxy which is substituted with phenyl, phthalimido, pyranyl, amino, carboxy, lower alkoxycarbonyl, cyclo lower alkyl or cyclo lower alkyl which is substituted with amino lower alkyl or lower alkoxycarbonylamino lower alkyl; or cyclo lower alkyloxy or cyclo lower alkyloxy which is substituted with carboxy or lower alkoxycarbonyl;R.sup.Type: GrantFiled: November 5, 1987Date of Patent: December 26, 1989Assignee: Fujisawa Pharmaceutical Co, Ltd.Inventors: Teruo Oku, Eishiro Todo, Chiyoshi Kasahara, Katsuya Nakamura, Hiroshi Kayakiri
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Patent number: 4883800Abstract: The invention relates to compounds having aldose reductase-inhibitory activity of the formula: ##STR1## in which R.sup.1 and R.sup.2 are each hydrogen, halogen, lower alkoxy or halo(lower)alkyl,R.sup.3 is phenyl(lower)alkyl which may have one or more substituent(s) selected from the group consisting of halogen, lower alkoxy, halo(lower)alkyl and lower alkyl,R.sup.4 is carboxy or protected carboxy,A is sulfur atom,Y is carbonyl, thiocarbonyl or sulfonyl andZ is lower alkylene,and pharmaceutically acceptable salts thereof, useful in treating diabetic complications.Type: GrantFiled: December 8, 1987Date of Patent: November 28, 1989Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Masashi Hashimoto, Teruo Oku, Yoshikuni Ito, Takayuki Namiki, Kozo Sawada, Chiyoshi Kasahara, Yukihisa Baba
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Patent number: 4818756Abstract: The invention relates to substituted 2-pyrimidinyl-1-piperazine derivatives defined herein by formula (I), processes for their manufacture, compositions containing said substituted 2-pyrimidinyl-1-piperazine derivatives as active materials and the use of said compounds and compositions as agents effecting the central nervous system. Also included in the invention are intermediates of formula (VIII) for making the active formula (I) compounds.Type: GrantFiled: March 10, 1986Date of Patent: April 4, 1989Assignee: Troponwerke GmbH & Co., KGInventors: Peter-Rudolf Seidel, Harald Horstmann, Jorg Traber, Wolfgang Dompert, Thomas Glaser, Teunis Schuurman
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Patent number: 4749698Abstract: Compounds having the general structure ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are defined herein, which exhibit antihypertensive activity.Type: GrantFiled: July 8, 1985Date of Patent: June 7, 1988Assignee: Rorer Pharmaceutical CorporationInventors: Edward S. Neiss, John T. Suh, John R. Regan, Jerry W. Skiles, Jeffrey N. Barton, James J. Mencel, Paul Menard
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Patent number: 4746676Abstract: Compounds having the general structure ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are defined herein, which exhibit antihypertensive activity.Type: GrantFiled: September 12, 1984Date of Patent: May 24, 1988Assignee: Rorer Pharmaceutical CorporationInventors: Edward S. Neiss, John T. Suh, John R. Regan, Jerry W. Skiles, Jeffrey N. Barton, Paul Menard
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Patent number: 4734419Abstract: The invention relates to compounds of the formula: ##STR1## in which R.sup.1 and R.sup.2 are each hydrogen, halogen, lower alkoxy or halo(lower)alkyl,R.sup.3 is dihalophenyl, naphthyl(lower)alkyl, phenyl(lower)alkyl substituted by one or two substituent(s) selected from the group consisting of halogen, lower alkoxy, halo(lower)alkyl and lower alkyl, or thienyl(lower)alkyl,R.sup.4 is carboxy or protected carboxy,Y is carbonyl, thiocarbonyl or sulfonyl andZ is lower alkylene, and pharmaceutically acceptable salts thereof, useful in the treatment of diabetic complications.Type: GrantFiled: September 16, 1986Date of Patent: March 29, 1988Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Masashi Hashimoto, Teruo Oku, Yoshikuni Ito, Takayuki Namiki, Kozo Sawada, Chiyoshi Kasahara, Yukihisa Baba
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Patent number: 4716161Abstract: A phenylpiperazine derivative according to the present invention has the following general formula [I]: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently hydrogen or alkoxy group having 1 to 3 carbon atoms, orR.sup.1 and R.sup.2 or R.sup.2 and R.sup.3 together with carbon atoms to which they are attached form --O(CH.sub.2).sub.m O-- wherein m is an integer of 1 to 3, oreither R.sup.1 or R.sup.2 is amine residue selected from the group consisting of --NH.sub.2 , --NHSO.sub.2 CH.sub.3, --NHCOCH.sub.3 and --NHCONH.sub.2 and the other is hydrogen or alkoxy group of 1 to 3 carbon atoms and R.sup.3 is hydrogen;R.sup.4 and R.sup.5 are independently hydrogen or alkyl group of 1 to 3 carbon atoms;Y is --CO-- or --SO.sub.2 -- provided that at least one of R.sup.1 and R.sup.2 is not hydrogen when Y is --CO--; andn is an integer of 2 to 4.An acid addition salt of the phenylpiperazine derivative having the general formula [I] is included in the present invention.Type: GrantFiled: April 3, 1985Date of Patent: December 29, 1987Assignee: Mitsubishi Chemical Industries LimitedInventors: Harukazu Fukami, Ryoji Kikumoto, Kenichiro Nakao, Issei Nitta, Shinya Inoue
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Patent number: 4696939Abstract: Compounds of the formula ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are as defined herein, having antihypertensive activity.Type: GrantFiled: November 29, 1985Date of Patent: September 29, 1987Assignee: USV Pharmaceutical CorporationInventors: John T. Suh, John J. Piwinski, Howard Jones, Edward S. Neiss
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Patent number: 4681886Abstract: This invention is directed to substituted 4-phenoxy and 4-phenylthio prolines of the formula ##STR1## which possess useful hypotensive activity.Type: GrantFiled: April 25, 1983Date of Patent: July 21, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Rudiger D. Haugwitz, Peter W. Sprague
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Patent number: 4666906Abstract: Compounds of the formula ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are as defined herein, having antihypertensive activity.Type: GrantFiled: July 19, 1985Date of Patent: May 19, 1987Assignee: USV Pharmaceutical CorporationInventors: John J. Piwinski, John T. Suh, Paul Menard, Howard Jones, Edward S. Neiss, John R. Regan
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Patent number: 4634779Abstract: There are described novel dyes of the formulae ##STR1## in which R.sub.1 and R.sub.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl or aryl, and R.sub.1 and R.sub.2 together with the nitrogen atom, and optionally with the inclusion of further hetero atoms, can also form a 5- to 7-membered heterocycle, or one of the radicals R.sub.1 or R.sub.2 can be linked with the carbon atom, in the o-position with respect to the amino group, of the ring A to form a fused-on, saturated, unsubstituted or substituted 5- or 6-membered ring,X is .dbd.NR.sub.3, .dbd.NCOR.sub.4, ##STR2## .dbd.NH or .dbd.O, wherein R.sub.3 is alkyl or unsubstituted or substituted phenyl,R.sub.4 is unsubstituted or substituted alkyl, aralkyl, aryl, vinyl, alkoxy, phenoxy or amino, andR.sub.5 is cyano, carbalkoxy, or unsubstituted or substituted carbonamide, andR.sub.Type: GrantFiled: September 30, 1982Date of Patent: January 6, 1987Assignee: Ciba-Geigy CorporationInventor: Peter Mockli
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Patent number: 4609738Abstract: There are described novel dyes of the formulae ##STR1## in which R.sub.1 and R.sub.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl or aryl, and R.sub.1 and R.sub.2 together with the nitrogen atom, and optionally with the inclusion of further hetero atoms, can also form a 5- to 7-membered heterocycle, or one of the radicals R.sub.1 or R.sub.2 can be linked with the carbon atom, in the o-position with respect to the amino group, of the ring A to form a fused-on, saturated, unsubstituted or substituted 5- or 6-membered ring,X is .dbd.NR.sub.3, .dbd.NCOR.sub.4, ##STR2## .dbd.NH or .dbd.O, wherein R.sub.3 is alkyl or unsubstituted or substituted phenyl,R.sub.4 is unsubstituted or substituted alkyl, aralkyl, aryl, vinyl, alkoxy, phenoxy or amino, andR.sub.5 is cyano, carbalkoxy, or unsubstituted or substituted carbonamide, andR.sub.Type: GrantFiled: September 30, 1982Date of Patent: September 2, 1986Assignee: Ciba-Geigy CorporationInventor: Peter Mockli
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Patent number: 4585793Abstract: Certain novel heterocyclic compounds, aromatic thioesters, their preparation, and their use in inhibiting serine proteases with chymotrypsin-like and elastase-like specificity and in the treatment of diseases such as emphysema which involve tissue proteolysis.Type: GrantFiled: May 9, 1983Date of Patent: April 29, 1986Assignee: Georgia Tech Research InstituteInventor: James C. Powers
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Patent number: 4578459Abstract: Heterocyclic compounds which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A specific compound of this invention is 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-4-pyrimidone.Type: GrantFiled: June 8, 1984Date of Patent: March 25, 1986Assignee: SmithKline & French Laboratories LimitedInventors: Graham J. Durant, John C. Emmett, Charon R. Ganellin
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Patent number: 4576941Abstract: Compounds of the formula ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are as defined herein, having antihypertensive activity.Type: GrantFiled: February 29, 1984Date of Patent: March 18, 1986Assignee: USV Pharmaceutical Corp.Inventors: John T. Suh, John J. Piwinski, Howard Jones, Edward S. Neiss
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Patent number: 4558044Abstract: Disclosed are compounds of the formulaR.sub.1 --Ar--(CH.sub.2).sub.a --X--(CH.sub.2).sub.b --NH--Hetwherein R.sub.1 is guanidino or substituted guanidino, Ar is furandiyl, thiophendiyl, phenylene, pyridinediyl, pyrimidinediyl, thiazolediyl, thiadiazolediyl or imidazolediyl; a is 0, 1 or 2; b is 2, 3, 4 or 5; and Het is a bicyclic heteroary group, and pharmaceutically acceptable salts, quaternized derivatives, N-oxides and solvates thereof. The compounds are useful for the treatment or prophylaxis of disorders relating to excess gastric acid secretion in mammals.Type: GrantFiled: September 29, 1983Date of Patent: December 10, 1985Assignee: Beecham Group p.l.c.Inventor: Francis D. King
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Patent number: 4550171Abstract: There are described novel dyes of the formulae ##STR1## in which R.sub.1 and R.sub.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl or aryl, and R.sub.1 and R.sub.2 together with the nitrogen atom, and optionally with the inclusion of further hetero atoms, can also form a 5- to 7-membered heterocycle, or one of the radicals R.sub.1 or R.sub.2 can be linked with the carbon atom, in the o-position with respect to the amino group, of the ring A to form a fused-on, saturated, unsubstituted or substituted 5- or 6-membered ring,X is .dbd.NR.sub.3, .dbd.NCOR.sub.4, ##STR2## .dbd.NH or .dbd.O, wherein R.sub.3 is alkyl or unsubstituted or substituted phenyl,R.sub.4 is unsubstituted or substituted alkyl, aralkyl, aryl, vinyl, alkoxy, phenoxy or amino, andR.sub.5 is cyano, carbalkoxy, or unsubstituted or substituted carbonamide, andR.sub.Type: GrantFiled: October 10, 1978Date of Patent: October 29, 1985Assignee: Ciba Geigy CorporationInventor: Peter Mockli
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Patent number: 4547579Abstract: There are described novel dyes of the formulae ##STR1## in which R.sub.1 and R.sub.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl or aryl, and R.sub.1 and R.sub.2 together with the nitrogen atom, and optionally with the inclusion of further hetero atoms, can also form a 5- to 7-membered heterocycle, or one of the radicals R.sub.1 or R.sub.2 can be linked with the carbon atoms, in the o-position with respect to the amino group, of the ring A to form a fused-on, saturated, unsubstituted or substituted 5- or 6- membered ring,X is .dbd.NR.sub.3, .dbd.NCOR.sub.4, ##STR2## .dbd.NH or .dbd.O, wherein R.sub.3 is alkyl or unsubstituted or substituted phenyl,R.sub.4 is unsubstituted or substituted alkyl, aralkyl, aryl, vinyl, alkoxy, phenoxy or amino, andR.sub.5 is cyano, carbalkoxy, or unsubstituted or substituted carbonamide, andR.sub.Type: GrantFiled: September 30, 1982Date of Patent: October 15, 1985Assignee: Ciba-Geigy CorporationInventor: Peter Mockli
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Patent number: 4536501Abstract: Compounds of the formula ##STR1## are disclosed. They possess angiotensin converting enzyme inhibition activity and diuretic activity and are therefore useful as antihypertensive agents.Type: GrantFiled: March 30, 1984Date of Patent: August 20, 1985Assignee: E. R. Squibb & Sons, Inc.Inventors: Joseph E. Sundeen, Rudiger D. Haugwitz, Peter W. Sprague
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Patent number: 4442094Abstract: Compounds of the formula Het--O--CH.sub.2 --CHOR--CH.sub.2 --NH-aralkyl where Het is a 10 membered N-containing ring are disclosed. The compounds are useful as pharmaceuticals.Type: GrantFiled: February 22, 1982Date of Patent: April 10, 1984Assignee: Merck & Co., Inc.Inventors: Joseph G. Atkinson, John J. Baldwin, David E. McClure
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Patent number: 4349673Abstract: Compounds of the formula Het--O--CH.sub.2 --CHOR--CH.sub.2 -NHaralkyl where Het is a 10 membered N-containing ring are disclosed. The compounds are useful as pharmaceuticals.Type: GrantFiled: December 23, 1980Date of Patent: September 14, 1982Assignees: Merck & Co., Inc., Merck Sharp & Dohme Corp.Inventors: Joseph G. Atkinson, John J. Baldwin, David E. McClure
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Patent number: 4338435Abstract: Compounds having the formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently hydrogen, halogen, trifluoromethyl, aminosulfonyl, nitro, alkyl or alkoxy;R.sub.3 is hydrogen, alkyl, or phenylmethyl;R.sub.4 is hydrogen, alkyl, or phenyl, and R.sub.15 is alkyl, phenyl or phenylmethyl, or R.sub.4 and R.sub.15 together are --(CH.sub.2).sub.m -- wherein m is 1 or 2;R.sub.5,R.sub.6,R.sub.7,R.sub.8,R.sub.9,R.sub.10,R.sub.11,R.sub.12,R.sub.13 and R.sub.14 are each independently hydrogen, halogen, alkyl or phenyl;n.sub.1,n.sub.2,n.sub.3,n.sub.4 and n.sub.5 are each independently 0 or 1;with the proviso that if R.sub.4 and R.sub.15 together are --(CH.sub.2).sub.m -- the sum of n.sub.1, n.sub.2, n.sub.3, n.sub.4, n.sub.5 and m is 2 or 3;have diuretic activity.Type: GrantFiled: June 1, 1981Date of Patent: July 6, 1982Assignee: E. R. Squibb & Sons, Inc.Inventor: Rudiger D. Haugwitz
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Patent number: 4260744Abstract: Heterocyclic compounds which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A specific compound of this invention is 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-4-pyrimidone.Type: GrantFiled: January 30, 1979Date of Patent: April 7, 1981Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, John C. Emmett, Charon R. Ganellin
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Patent number: 4184039Abstract: Novel Benzothiadiazines which stimulate hair growth when applied intraperitoneally, orally or topically.Type: GrantFiled: December 1, 1977Date of Patent: January 15, 1980Inventors: Gianluigi Soldati, David A. Schlichting, Paul Finkelstein
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Patent number: 4171361Abstract: 1-Substituted-3-amino-6,7-dialkoxy-1H-1,2,4-benzothiadiazine-1-oxides, useful as hypotensive agents.Type: GrantFiled: March 31, 1977Date of Patent: October 16, 1979Assignee: Eli Lilly and CompanyInventors: Robert D. Dillard, Donald E. Pavey
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Patent number: 4104381Abstract: Heterocyclic compounds which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A specific compound of this invention is 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-4-pyrimidone.Type: GrantFiled: October 29, 1976Date of Patent: August 1, 1978Assignee: Smith Kline & French Laboratories LimitedInventors: Graham John Durant, John Colin Emmett, Charon Robin Ganellin
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Patent number: 4100280Abstract: 1,3-Dialkyl-6,7-methoxy-1H-1,2,4-benzothiadiazine-1-oxides, useful as hypotensive agents.Type: GrantFiled: August 8, 1977Date of Patent: July 11, 1978Assignee: Eli Lilly and CompanyInventors: Robert D. Dillard, Donald E. Pavey
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Patent number: 4041028Abstract: Novel 2,3-disubstituted-1,2,4-benzothiadiazine 1,1-dioxides of the formula: ##STR1## wherein X is hydrogen or chlorine. The novel compositions have been obtained by an unexpected side chain chlorination and have been found to be useful in medicinal chemistry as antihypertensives.Type: GrantFiled: April 24, 1975Date of Patent: August 9, 1977Assignee: Carter-Wallace, Inc.Inventor: Gianluigi Soldati