The Additional Hetero Ring Is Five-membered Patents (Class 544/152)
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Patent number: 4426521Abstract: Novel cyanoguanidine derivatives, and acid addition salts thereof useful as medicines which have pharmacological actions such as anti-secretory effect, local anesthesia action and the like; and process for the preparation thereof.Type: GrantFiled: January 28, 1982Date of Patent: January 17, 1984Assignee: Eisai Co., Ltd.Inventors: Satoru Tanaka, Katsutoshi Shimada, Kazunori Hashimoto, Kiichi Ema, Koichiro Ueda
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Patent number: 4416817Abstract: Novel 3-methoxy-2-oxoazetidine derivatives, which are shown by the following formula ##STR1## wherein R.sub.1 is amino, acylated amino or protected amino, are of value as intermediates for the synthesis of useful compounds represented by the formula ##STR2## wherein R.sub.1 has the same meaning as defined above, as drugs in the treatment of bacterial infections.Type: GrantFiled: November 18, 1981Date of Patent: November 22, 1983Assignee: Takeda Chemical Industries, Ltd.Inventors: Taisuke Matsuo, Michihiko Ochiai
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Patent number: 4410521Abstract: Compounds are described of the formula ##STR1## in which --COR.sup.1 is a complex ester or thioester group,W is alkylene,X is cis or trans --CH.dbd.CH or --CH.sub.2 CH.sub.2 --,n is 1 or 2,Y is a saturated heterocyclic amino group having 5-8 ring members, andR.sup.2 is unsubstituted or substituted phenylalkyl, thienylalkyl, naphthylalkyl or cinnamyl,and their salts and solvates.These compounds inhibit blood platelet aggregation and bronchoconstruction and may be formulated for use as antithrombotic and antiasthmatic agents.Type: GrantFiled: September 16, 1982Date of Patent: October 18, 1983Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, Norman F. Hayes, John Bradshaw, Malcolm Carter
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Patent number: 4364942Abstract: This invention relates to a novel series of 2,3-dihydro-imidazo[2,1-b]benzothiazoles which display monoamine oxidase inhibiting activities.Type: GrantFiled: March 30, 1981Date of Patent: December 21, 1982Assignee: Janssen Pharmaceutica N.V.Inventor: Victor Sipido
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Patent number: 4360519Abstract: Morpholine derivatives of the formula ##STR1## and their pharmaceutically acceptable acid addition salts[wherein R.sup.1 represents lower alkyl. R.sup.2 represents hydrogen, lower alkyl, benzyl, lower alkoxymethyl or an acyl group; R.sup.3 represents hydrogen, lower alkyl or phenyl; R.sup.4, R.sup.5 and R.sup.6 are independently hydrogen or lower alkyl and R.sup.7 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, aryl(lower)alkyl, tetrahydrofurylmethyl or cycloalkylmethyl] possess analgesic and/or opiate antagonistic activity.Type: GrantFiled: October 3, 1980Date of Patent: November 23, 1982Assignee: John Wyeth & Brother LimitedInventors: Alan C. White, Edwin T. Edington
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Patent number: 4344893Abstract: Novel compounds are described which are substituted benzophenone hydrazones. They have pesticidal activity, especially against insects and acarids, and pesticidal compositions and methods are described. Methods of making the compounds, and novel intermediates, are also described.Type: GrantFiled: February 25, 1980Date of Patent: August 17, 1982Assignee: The Boots Company LimitedInventors: Leonard G. Copping, John C. Kerry, Thomas I. Watkins, Robert J. Willis, Bryan H. Palmer
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Patent number: 4331680Abstract: Novel compounds are described which are substituted benzophenone hydrazones. They have pesticidal activity, especially against insects and acarids, and pesticidal compositions and methods are described. Methods of making the compounds, and novel intermediates, are also described.Type: GrantFiled: August 25, 1980Date of Patent: May 25, 1982Assignee: The Boots CompanyInventors: David P. Giles, John C. Kerry, Antonin Kozlik, Bryan H. Palmer, Stephen W. Shutler, Robert J. Willis
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Patent number: 4327092Abstract: Compounds are described of the formula ##STR1## (and their salts and solvates) in which: X is cis or trans --CH.dbd.CH--;R.sup.1 is C.sub.1-7 alkyl terminated by --COOR.sup.3 where R.sup.3 is H, C.sub.1-6 alkyl or C.sub.7-10 aralkyl;Y is a saturated heterocyclic amino group having 5-8 ring members; andR.sup.2 is substituted or unsubstituted thienylalkyl or furanylalkyl.These compounds inhibit blood platelet aggregation and bronchoconstriction and may be formulated for use as antithrombotic and anti-asthmatic agents.Type: GrantFiled: April 29, 1981Date of Patent: April 27, 1982Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis
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Patent number: 4324725Abstract: Preparation of 5-(2,2-dihalovinyl)-4,4-dialkyl-tetrahydro-furan-2-ones of the formula I ##STR1## where R.sup.1 and R.sup.2 are each alkyl of 1 to 4 carbon atoms and X is halogen, by reacting a carboxylic acid amide of the formula II ##STR2## where R.sup.3 and R.sup.4 are each alkyl of 1 to 4 carbon atoms, aralkyl of 7 to 9 carbon atoms or aryl of 6 to 10 carbon atoms, or together with the nitrogen form a 5-membered or 6-membered saturated ring which may contain a second hetero-atom, with a carbon tetrahalide of the formula IIICX.sub.4 (III)to give an iminium salt of the formula IV ##STR3## and then hydrolyzing the iminium salt; and novel iminium salts of the formula IV.Type: GrantFiled: August 14, 1980Date of Patent: April 13, 1982Assignee: BASF AktiengesellschaftInventors: Rudolf Kropp, Martin Fischer, Klaus Halbritter
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Patent number: 4320062Abstract: Preparation of 5-(2,2,2-trihaloethyl)-4,4-dialkyl-tetrahydro-furan-2-ones of the formula I ##STR1## where R.sup.1 and R.sup.2 are each alkyl of 1 to 4 carbon atoms and X is halogen, by reacting a carboxylic acid amide of the formula II ##STR2## where R.sup.3 and R.sup.4 are each alkyl of 1 to 4 carbon atoms, aralkyl of 7 to 9 carbon atoms or aryl of 6 to 10 carbon atoms or together with the nitrogen on which they are present as substituents form a 5-membered or 6-membered saturated ring which may contain a second hetero-atom, with a carbon tetrahalide of the formula IIICX.sub.4 (III)to give an iminium salt of the formula IV ##STR3## and subsequently hydrolyzing this iminium salt; and novel iminium salts of the formula IV.Type: GrantFiled: August 14, 1980Date of Patent: March 16, 1982Assignee: BASF AktiengesellschaftInventors: Rudolf Kropp, Martin Fischer, Klaus Halbritter
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Patent number: 4293462Abstract: The invention concerns a process for the manufacture of 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds by ring closure of esters of 2-[4-(substituted-thio)-3-acylamino-2-oxoazetidin-1-yl]-3-substituted-amin o-crotonic acids and solvolyzing the enamino group in the resulting 7.beta.-acylamino-3-substituted-amino-cephem-4-carboxylic acid esters.Type: GrantFiled: December 10, 1979Date of Patent: October 6, 1981Assignee: Ciba-Geigy CorporationInventors: Robert B. Woodward, Hans Bickel
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Patent number: 4288443Abstract: The invention relates to compounds of the general formula ##STR1## and physiologically acceptable salts and N-oxides, hydrates and bioprecursors thereof, in which R.sub.1 and R.sub.2 which may be the same or different each represent hydrogen, C.sub.1-8 alkyl, C.sub.4-8 cycloalkyl, C.sub.3-6 alkenyl, aralkyl with 1 to 4 carbon atoms in the alkyl residue or C.sub.1-8 alkyl interrupted by an oxygen atom or a group ##STR2## in which R.sub.5 represents hydrogen or C.sub.1-8 alkyl, or R.sub.1 and R.sub.2 may together with the nitrogen atom to which they are attached, form a saturated monocyclic 5 to 7 membered heterocyclic ring which may additionally contain the heterofunction O or ##STR3## R.sub.3 represents straight or branched chain C.sub.1-8 alkyl, alkoxyalkyl with 1 to 8 carbon atoms in each alkyl residue, C.sub.1-8 hydroxyalkyl, C.sub.1-8 alkoxycarbonyl, alkyl thioalkyl with 1 to 8 carbon atoms in each alkyl residue, halogen or aryl;R.sub.4 represents hydrogen, C.sub.1-8 alkyl, C.sub.Type: GrantFiled: February 25, 1980Date of Patent: September 8, 1981Assignee: Glaxo Group LimitedInventors: Duncan B. Judd, John W. Clitherow, Barry J. Price, John Bradshaw
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Patent number: 4279819Abstract: Compounds of the general formula I: ##STR1## and physiologically acceptable salts thereof and N-oxides and hydrates, in which R.sub.1 and R.sub.2 which may be the same or different represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group ##STR2## in which R.sub.4 represents hydrogen or lower alkyl or R.sub.1 and R.sub.2 may, together with the nitrogen atom to which they are attached, form a heterocyclic ring which may contain other heteroatoms selected from O and ##STR3## R.sub.3 is hydrogen, lower alkyl, lower alkenyl or alkoxyalkyl; X is --CH.sub.2 --, O or S;Y represents .dbd.S, .dbd.O, .dbd.NR.sub.5 or .dbd.CHR.sub.6 ;Alk denotes a straight or branched alkylene chain of 1 to 6 carbon atoms;R.sub.5 is H, nitro, cyano, lower alkyl, aryl, alkylsulphonyl, or arylsulphonyl;R.sub.6 represents nitro, arylsulphonyl or alkylsulphonyl;m is an integer from 2 to 4; andn is 1 or 2; or when X.dbd.S, or --CH.sub.2 --, n is zero, 1 or 2.Type: GrantFiled: October 13, 1978Date of Patent: July 21, 1981Assignee: Allen & Hanburys Ltd.Inventors: Barry J. Price, John W. Clitherow, John Bradshaw
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Patent number: 4279902Abstract: Acetamide derivatives are provided having the structure ##STR1## wherein X is a single bond, --CH.sub.2 -- or --O--, R.sup.1 and R.sup.2 may be the same or different and are lower alkyl, phenyl-lower alkoxy-lower alkyl, lower alkenyl, phenyl-lower alkyl or lower alkoxy, or ##STR2## may be taken together to form a 5- to 7-membered heterocyclic ring optionally containing one other hetero atom, such as nitrogen, sulfur or oxygen; Y is hydroxyl, OR wherein R is lower alkyl, lower alkenyl or lower alkanoyl, or ##STR3## wherein R.sup.1 and R.sup.2, and R.sup.1 and R.sup.2 taken together with the nitrogen to which they are attached are as defined above, and n is 1 to 6.These compounds are useful as anti-arrhythmia agents and have been found to be effective in the treatment of acute myocardial infarction.Type: GrantFiled: August 6, 1980Date of Patent: July 21, 1981Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Glenn A. Jacobs
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Patent number: 4269837Abstract: Novel guanylamidines and the pharmaceutically acceptable acid addition salts thereof having activity as hypoglycemic agents are disclosed.Type: GrantFiled: February 19, 1980Date of Patent: May 26, 1981Assignee: Pfizer Inc.Inventors: David S. Watt, Jeffrey L. Ives
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Patent number: 4258181Abstract: This disclosure describes anthracene-9,10-bis-carbonyl-hydrazones and derivatives thereof useful as antibacterial agents, for inhibiting the growth of transplanted mouse tumors, and for inducing the regression and/or palliation of leukemia and related cancers.Type: GrantFiled: May 7, 1979Date of Patent: March 24, 1981Assignee: American Cyanamid CompanyInventors: Keith C. Murdock, Frederick E. Durr
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Patent number: 4255440Abstract: Compounds of the general formula I: ##STR1## and physiologically acceptable salts thereof and N-oxides and hydrates, in which R.sub.1 and R.sub.2 which may be the same or different represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group ##STR2## in which R.sub.4 represents hydrogen or lower alkyl or R.sub.1 and R.sub.2 may, together with the nitrogen atom to which they are attached, form a heterocyclic ring which may contain other heteroatoms selected from O and ##STR3## R.sub.3 is hydrogen, lower alkyl, lower alkenyl or alkoxyalkyl; X is --CH.sub.2 --, O-- or --S--;Y represents .dbd.S, .dbd.O, .dbd.NR.sub.5 or .dbd.CHR.sub.6 ;Alk denotes a straight or branched alkylene chain of 1 to 6 carbon atoms;R.sub.5 is H, nitro, cyano, lower alkyl, aryl, alkylsulphonyl, or arylsulphonyl;R.sub.6 represents nitro, arylsulphonyl or alkylsulphonyl;m is an integer from 2 to 4; andn is 1 or 2; or when X is --S-- or --CH.sub.2 --, n is zero, 1 or 2.Type: GrantFiled: October 13, 1978Date of Patent: March 10, 1981Assignee: Allen & Hanburys LimitedInventors: Barry J. Price, John W. Clitherow, John Bradshaw
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Patent number: 4252804Abstract: Compounds of the formula I ##STR1## wherein m and n are 0, 1 or 2, X represents oxygen, imino, benzylimino, or morpholinoethylimino, Y represents CO, CONH, COO or SO.sub.2, and NR.sub.1 R.sub.2 represents a dimethylamino, diethylamino, dipropylamino, dibutylamino, allylamino, isobutenylamino, cyclopentylamino, cyclohexylamino, cycloheptylamino, cyclooctylamino, N-methyl N-cyclopentylamino, N-methyl N-cyclohexylamino, N-allyl N-cyclohexylamino, adamantylamino, diethoxyethylamino, dimethylaminoethylamino, dimethylaminopropylamino, N-methyl N-dimethylaminopropyl-amino, benzylamino, 3,4,5-trimethoxybenzylamino, phenethylamino, p-chlorophenethylamino, tetrahydrofurfurylamino, tetrahydropyranylmethylamino, pyrrolidino, isoxazolidinyl, piperidino, 4-hydroxypiperidino, 4-m-chlorophenyl-4-hydroxypiperidino, homopiperidino, 1,2,3,6-tetrahydropyridyl, morpholino, 2-methylmorpholino, 2,6-dimethylmorpholino, 2-morpholinoethylamino, thiamorpholino, piperazino, 4-methylpiperazino, 4-(.alpha.Type: GrantFiled: January 13, 1978Date of Patent: February 24, 1981Assignee: Metabio-JoullieInventors: Maurice Joullie, Gabriel Maillard, Lucien Lakah, Christian J. M. Warolin
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Patent number: 4252801Abstract: Morpholinyl acetamide derivatives are provided having the structure ##STR1## wherein R is hydrogen, lower alkyl, lower alkenyl or lower alkanoyl, R.sup.1 and R.sup.2 may be the same or different and are lower alkyl, lower alkenyl, phenyl-lower alkyl or lower alkoxy, or ##STR2## may be taken together to form a 5- to 7-membered heterocyclic ring optionally containing one other hetero atom, such as nitrogen, sulfur or oxygen; Y is hydroxyl, OR wherein R is as defined above, or ##STR3## wherein R.sup.1 and R.sup.2 and R.sup.1 and R.sup.2 taken together with the nitrogen to which they are attached are as defined above, and n is 1 to 6.These compounds are useful as anti-arrhythmia agents and have been found to be effective in the treatment of acute myocardial infarction.Type: GrantFiled: January 4, 1980Date of Patent: February 24, 1981Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Glenn A. Jacobs
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Patent number: 4233308Abstract: Acylated phenylaminotetrahydro-2-furanones of the formula I disclosed herein, which have a systemic action, are suggested as novel microbicides. They can be used in the form of pesticidal compositions in particular for combating phytopathogenic fungi, or for preventing fungus infections on cultivated plants.Type: GrantFiled: January 25, 1979Date of Patent: November 11, 1980Assignee: Ciba-Geigy CorporationInventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele
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Patent number: 4220650Abstract: A series of organic diamine base compounds derived from either an aromatic, alicyclic or heterocyclic ring and possessing, for the most part, an intervening methylene group between the ring and the aforesaid basic moiety have been prepared, including their pharmaceutically acceptable acid addition salts as well as oral pharmaceutical compositions containing same. These particular compounds are found to be useful in therapy as oral hypoglycemic agents. Preferred member compounds include 1,1'-[1,2-phenylenebis(methylene)]bispiperidine, 2,3-dihydro-2-[2-(1-piperidinomethyl)phenylmethyl]-1H-isoindole and 2,3-dihydro-2-[2-(4-morpholinomethyl)phenylmethyl]-1H-isoindole. Alternate methods of preparation are provided and the two principal synthetic routes leading to these compounds are described in some detail.Type: GrantFiled: October 18, 1978Date of Patent: September 2, 1980Assignee: Pfizer Inc.Inventor: John L. Belletire
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Patent number: 4207319Abstract: Aromatic compounds having the following formula are disclosed: ##STR1## in which, A in the heterocyclic group is selected from the group of O and S;R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, are selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy;R.sub.5 is selected from the group consisting of hydrogen, lower alkyl and nitro;n is an integer from 1 to 3 andR.sub.6 and R.sub.7 together with the nitrogen atom to which they are attached form a 5- to 7-membered N-heterocyclic saturated group which optionally contain a second hetero atom, which may be O or N and pharmaceutically acceptable acid addition salts of the amino group thereof, said compound being in the form of the E isomer of the oximino group, the Z isomer or mixtures thereof.These novel compounds exhibit a coronary vasodilatory activity and may be used in the treatment of cardiopathies.A method of treating such disorders and a composition useful for treating same are also disclosed.Type: GrantFiled: April 14, 1978Date of Patent: June 10, 1980Assignee: Albert Rolland S.A.Inventors: Germaine Thuillier, Jacqueline Laforest, Pierre Bessin
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Patent number: 4196204Abstract: Steroids of the formula ##STR1## wherein R.sub.1 and R.sub.2 are identical or different and each is hydrogen or the residue of an organic or inorganic acid,and for the esters (R.sub.1 or R.sub.2 is not H) capable of salt formation, the salts thereof, possess valuable pharmacological properties, e.g., good antiandrogenic activity with low progestational activity.Type: GrantFiled: March 13, 1978Date of Patent: April 1, 1980Assignee: Schering AktiengesellschaftInventors: Karl Petzoldt, Hermann Steinbeck, Walter Elger
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Patent number: 4163784Abstract: Heterocyclylcarbonyl derivatives of urea having the formula ##STR1## wherein R is a heterocyclyl group; R.sub.1 is hydrogen, alkyl having up to ten carbon atoms or phenyl; R.sub.2 is R.sub.1, 1-naphthyl and phenylalkyl having 1 to 4 carbon atoms in the alkyl group; and R.sub.1 and R.sub.2 when taken together with the nitrogen to which they are attached are morpholino, thiomorpholino or a 6-8 membered nitrogen containing heterocyclic ring; methods for their preparation and use as agents for dissolving gallstones.Type: GrantFiled: March 9, 1978Date of Patent: August 7, 1979Assignee: Pfizer Inc.Inventor: Gerald F. Holland
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Patent number: 4144394Abstract: Compounds of the formulas ##STR1## WHEREIN: X represents oxygen or sulfur;Z represents the residue of a hydroxyl-containing moiety;R.sub.1 and R.sub.2 in formula (1) may be the same or different and individually represent alkyl, cycloalkyl or aryl and, together with the common nitrogen atom, represent a 5 or 6-member ring containing oxygen, sulfur or nitrogen or combination thereof;Nr.sub.1 r.sub.2 in formula (2) represent a 5 or 6-member ring containing oxygen, sulfur or nitrogen or combination thereof;N represents an integer having a value of 2 or greater and is equal to the number of hydroxyl groups on the original hydroxyl-containing moiety,Are prepared by reacting a phosphorohalidate with an amine in an organic solvent containing aqueous alkali metal or ammonium hydroxide.The compounds are useful as flame retardants for natural and synthetic materials.Type: GrantFiled: December 19, 1977Date of Patent: March 13, 1979Assignee: Monsanto CompanyInventors: Albert W. Morgan, Ignatius Schumacher, William Vanderlinde
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Patent number: 4139631Abstract: Pharmacologically valuable esters of isobutyric acid have the general formula ##STR1## in which R is biphenylyl, norbornyl or para-cyclohexylphenyl and R.sup.1 and R.sup.2 are each lower alkyl groups or R.sup.1 and R.sup.2 together with the nitrogen atom to which they are linked is a saturated heterocyclic group which may contain an additional hetero atom. The esters may be used in the form of their salts with pharmaceutically acceptable acids.The esters and their salts possess spasmolytic and vasodilatory activity and are useful in the treatment of arterial disorders.Type: GrantFiled: November 11, 1977Date of Patent: February 13, 1979Assignee: BottuInventors: Isaac Karadavidoff, Milorad Stjepanovic, Michele Moreau, Philippe Rohrbach
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Patent number: 4128658Abstract: Compounds of the general formula I: ##STR1## and physiologically acceptable salts thereof and N-oxides and hydrates, in which R.sub.1 and R.sub.2 which may be the same or different represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group ##STR2## in which R.sub.4 represents hydrogen or lower alkyl or R.sub.1 and R.sub.2 may, together with the nitrogen atom to which they are attached, form a heterocyclic ring which may contain other heteroatoms selected from O and ##STR3## R.sub.3 is hydrogen, lower alkyl, lower alkenyl or alkoxyalkyl; X is --CH.sub.2 --, O or S;Y represents .dbd. S, .dbd. O, .dbd. NR.sub.5 or .dbd. CHR.sub.6 ;Alk denotes a straight or branched alkylene chain of 1 to 6 carbon atoms;R.sub.5 is H, nitro, cyano, lower alkyl, aryl, alkylsulphonyl, or arylsulphonyl;R.sub.6 represents nitro, arylsulphonyl or alkylsulphonyl;M is an integer from 2 to 4; andN is 1 or 2; or when X .dbd. S, or --CH.sub.2 --, n is zero, 1 or 2.Type: GrantFiled: July 25, 1977Date of Patent: December 5, 1978Assignee: Allen & Hanburys LimitedInventors: Barry J. Price, John W. Clitherow, John Bradshaw
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Patent number: 4113948Abstract: The invention comprises 1-amino-1-phthalidyl alkanes of the formula: ##STR1## where X = H, or CH.sub.3 O;R = ch.sub.3, c.sub.6 h.sub.5, p--CH.sub.3 OC.sub.6 H.sub.4, or p--ClC.sub.6 H.sub.4 ;R' = h, or C.sub.2 H.sub.5 ;R" = h, ch.sub.3, c.sub.2 h.sub.5, c.sub.6 h.sub.5 ch.sub.2, c.sub.6 h.sub.5, or p--CH.sub.3 OC.sub.6 H.sub.4 ;R' and R", when taken together form the radical --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 --, --(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 --, --(CH.sub.2).sub.2 --N(C.sub.6 H.sub.5)--(CH.sub.2).sub.2 --, --(CH.sub.2).sub.2 --N(p--CH.sub.3 OC.sub.6 H.sub.4)--(CH.sub.2).sub.2 --, or --(CH.sub.2).sub.2 --N(--o-CH.sub.3 OC.sub.6 H.sub.4)--(CH.sub.2).sub.2 --,and a method for producing same which comprises dissolving .alpha.Type: GrantFiled: April 23, 1976Date of Patent: September 12, 1978Inventors: Avgust Karlovich Aren, Irma Arnoldovna Berzinya, Ivars Petrovich Lentsbergs
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Patent number: 4110351Abstract: Substituted furoic acids and esters and pharmaceutically acceptable salts thereof of the following general structure are useful as hypolipidemic agents: ##STR1## wherein Y represents oxygen or divalent sulfur; R represents a straight or branched alkyl chain containing from 10 to 20 carbon atoms and may be saturated or may be unsaturated containing from 1 to 4 double bonds; R.sup.1 represents hydrogen, straight or branched lower alkyl of from 1 to 6 carbon atoms, benzyl, phenethyl, pyridylmethyl, alkane-poly-yl containing from 3 to 6 carbon atoms, 1,2,3,4,5,6-cyclohexanehexayl, or Z; Z represents(A) the group ##STR2## wherein n is an integer of 2 or 3; R.sup.2 represents straight or branched lower alkyl of from 1 to 4 carbon atoms, or acyl; R.sup.3 represents hydrogen or straight or branched lower alkyl of from 1 to 4 carbon atoms with the proviso that when R.sup.3 is hydrogen, R.sup.2 is acyl; or when R.sup.2 is other than acyl, R.sup.2 and R.sup.Type: GrantFiled: April 2, 1973Date of Patent: August 29, 1978Assignee: Richardson-Merrell Inc.Inventor: Roger A. Parker
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Patent number: 4088764Abstract: The present invention relates to new pharmacologically valuable derivatives of 1-phenoxy-3-amino-propan-2-ol having the formula ##STR1## Wherein A denotes -CH.sub.2 -alkoxy, -O-alkoxyalkyl, -O-hydroxyalkyl, or ##STR2## R.sub.1 denotes hydrogen or methyl, Het denotes the radical of a pyrrole, pyrazole, imidazole, furane, thiophene, thiazole, pyridine, pyridazine, pyrimidine or pyrazine, which can additionally be substituted by one or more methyl groups, said radical is linked through a C atom, and R.sub.2 and R.sub.3 denote hydrogen, alkyl, alkenyl or cycloalkyl or conjointly with the N atom to which they are linked, and optionally with a further oxygen or sulfur hetero-atom, denote a saturated, 5-membered or 6-membered, monocyclic, heterocyclic structure, and alkyl radicals contain 1 to 4 carbon atoms, alkoxy radicals contain 1 to 4 carbon atoms, alkenyl radicals contain 3 or 4 carbon atoms and cycloalkyl radicals contain 5 to 7 carbon atoms; and aldehyde condensation products and acid addition salts thereof.Type: GrantFiled: December 10, 1974Date of Patent: May 9, 1978Assignee: Cassella Farbwerke Mainkur AktiengesellschaftInventors: Thomas Raabe, Otto Grawinger, Josef Scholtholt, Rolf-Eberhard Nitz, Eckhard Schraven
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Patent number: 4078141Abstract: 5-(2-Nitrophenyl)-2-furancarboximidoyl morpholine or pyrrolidine hydrochloride are useful as antidepressants.Type: GrantFiled: January 25, 1977Date of Patent: March 7, 1978Assignee: Morton-Norwich Products, Inc.Inventors: Stanford S. Pelosi, Jr., Ronald E. White, George C. Wright, Chia Nien Yu
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Patent number: 4072675Abstract: N-Phenyl amidines which have diuretic, antithrombogenic, smooth muscle relaxant, anti-inflammatory and antiarrhythmic properties have been discovered. They are prepared by reacting a substituted aniline with a carboxamide selected from the group consisting of amides and lactams in the presence of phosphorus oxychloride. Typical examples of substituted N-phenyl amidines thus obtained are 5-methyl-2-(N-phenylbenzylamino)-1-pyrroline, 2-(N-phenylbenzylamino)-1-pyrroline, 3-[(N-1-pyrrolin-2-yl-p-anisidino)methyl]indole and 4,5,6,7,8,9-hexahydro-2-(N-phenylphenethylamino)-3H-azonine. Indole substituted N-phenyl amidines can be rearranged to provide iminopyrrolidinylindoles which are useful as diuretic, antithrombogenic and smooth muscle relaxant agents. In the case of 3-[(N-1-pyrrolin-2-yl-p-anisidino)methyl]indole, the rearranged product is 3-[[2-(p-methoxyphenylimino)-1-pyrrolidinyl]methyl]indole.Type: GrantFiled: October 24, 1975Date of Patent: February 7, 1978Assignee: Mead Johnson & CompanyInventors: Yao Hua Wu, Walter G. Lobeck, Jr.
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Patent number: 4067726Abstract: New 3-amino-phenylacetic acid compounds of the formula: ##STR1## wherein X is hydrocarbyloxy or hydrocarbylthio optionally substituted by halogen, alkoxy, aryloxy, alkylmercapto or arylmercapto, or X is mono- or disubstituted amino, or represent a 5- to 8-membered heterocyclic ring;Y is oxygen or sulfur;Z is optionally substituted hydrocarbyl or hydrocarbyloxy or -thio, or Z can represent mono- or disubstituted amino, or a closed heterocyclic ring;Possess outstanding herbicidal activity, both pre-emergence and post-emergence.Type: GrantFiled: April 30, 1975Date of Patent: January 10, 1978Assignee: Bayer AktiengesellschaftInventors: Klaus Sasse, Ludwig Eue
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Patent number: 4064239Abstract: Novel substituted benzenedisulfonamides are disclosed which compounds are active anthelmintic agents being particularly useful against fascioliasis in sheep and cattle. Specifically the active compounds are 4-amino-1,3-benzenedisulfonamide with an unsaturated substituted alkyl group. Compositions and methods containing the novel substituted benzenedisulfonamides for use in anthelmintic therapy particularly against liver fluke are also disclosed.Type: GrantFiled: September 26, 1975Date of Patent: December 20, 1977Assignee: Merck & Co., Inc.Inventor: Helmut H. Mrozik
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Patent number: 4054585Abstract: A broad class of furan-3-Carboxamide derivatives, including many novel compounds, can be made reliably and in good yields by a novel one step reaction between an .alpha.-hydroxyketone and an acetamide in the presence of a Friedel-Crafts agent in an inert solvent. The broad class of derivatives has fungicidal and insecticidal utility.Type: GrantFiled: June 9, 1976Date of Patent: October 18, 1977Assignee: Uniroyal, Inc.Inventors: Ethel E. Felauer, Marshall Kulka, Bogislav Von Schmeling, Robert A. Davis
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Patent number: 4054439Abstract: Novel compounds identified as acetal derivatives of 4-(substituted amino)-3,5-dinitrobenzaldehydes, effective as herbicides, and intermediates for their preparation.Type: GrantFiled: July 21, 1976Date of Patent: October 18, 1977Assignee: Eli Lilly and CompanyInventor: Quentin F. Soper