Both Rings Which Form The Spiro Are Hetero Rings Patents (Class 548/409)
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Patent number: 4927917Abstract: There are provided compounds which give quasi-liquid crystals, which comprise a mesogenic group, which can contain bridging groups, a bridging group and a spiropyran moiety having a 2H pyran ring, a terminal group being attached to the mesogenic group. The mesogenic group contains two aromatic, heterocyclic or cycloaliphatic ring structures. The compounds are prepared by a coupling reaction of mesogenic groups with a spiropyran compound via a suitable bridging group. There is provided a process for producing quasi-liquid crystalline (QLC) films which are useful for producing a wide variety of devices based on the optical non-linearity of generation of second harmonics by such films. Such devices can also be based on ferroelectric, pyroelectric, piezoelectric effects and photoactivity of such oriented QLC films.Type: GrantFiled: December 19, 1988Date of Patent: May 22, 1990Assignee: Yeda Research and Development Co., Ltd.Inventors: Valeri A. Krongauz, Felix P. Shvartsman
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Patent number: 4920127Abstract: Compounds of formula (I), or a pharmaceutically acceptable salt thereof: ##STR1## wherein L is NH or O;R.sub.1 is hydrogen, fluoro or chloro;R.sub.2 and R.sub.5 are independently hydrogen or C.sub.1-6 alkyl or together are a bond; orR.sub.2 and R.sub.3 and/or R.sub.4 and R.sub.5, together are C.sub.2-7 polymethylene or --(CH.sub.2).sub.m --O--(CH.sub.2).sub.x -- where m and x. are 1 to 5 such that m+x is 2 to 6;R.sub.4 is C.sub.1-7 acyl, C.sub.1-6 alkoxycarbonyl, hydroxycarbonyl, aminocarbonyl optionally substituted by one or two C.sub.1-6 alkyl groups, CF.sub.3, C.sub.1-6 alkyl substituted by C.sub.1-6 alkoxy, C.sub.1-6 alkylthio or by C.sub.1-6 alkoxycarbonyl, or R.sub.4 is phenyl or phenyl-C.sub.1-4 alkyl optionally substituted in the phenyl ring by one or two of halogen, C.sub.1-6 alkyl or C.sub.1-6 alkoxy;Z is a group of formula (a), (b) or (c).Type: GrantFiled: February 16, 1988Date of Patent: April 24, 1990Assignee: Beecham Group p.l.c.Inventors: Francis D. King, Karen A. Joiner
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Patent number: 4900830Abstract: The invention thus provides a process for obtaining the preferential replacement by isotopes, of at least one of the hydrogen atoms selected from the group consisting of those attached to the .alpha.- or .alpha.'-carbon atoms in a compound containing the structural moiety (I) ##STR1## which comprises the steps of oxidizing the compound to the corresponding sulfoxide or sulfone which contains the corresponding structural moiety (II) ##STR2## wherein in the sulfoxide n is 1 and in the sulfone n is 2, effecting the isotopic replacement by a known method of said at least one hydrogen atom, and reducing the resultant isotope-labelled sulfoxide or sulfone to the correspondingly labelled compound containing the structural moiety (I).Type: GrantFiled: October 28, 1987Date of Patent: February 13, 1990Assignee: Israel Institute for Biological ResearchInventors: Abraham Fisher, Ishai Karton
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Patent number: 4886863Abstract: Novel 1,6-diaza[4.4]spirodilactams having a hydroxyaryl substitutent on each spiro ring nitrogen atom and at least one alkenyl group located on an aromatic ring carbon atom which is ortho to the hydroxy of the hydroxyaryl substituents are produced by Claisen Rearrangement of an alkenyl ether of the hydroxyaryl-substituted spirodilactam having one fewer ortho-alkenyl substitueunt. The spirodilactam derivatives are precursors of useful cured products.Type: GrantFiled: February 23, 1989Date of Patent: December 12, 1989Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4885351Abstract: Novel unsaturated derivatives of 1,6-diaza [4.4] spirodilactams having a monovalent unsaturated substituent on each spiro ring nitrogen atom react with curing agents to produce cured, crosslinked products having good properties.Type: GrantFiled: February 23, 1989Date of Patent: December 5, 1989Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4877885Abstract: Novel 3-sulfinatomethyl or 3-sulfonatomethyl-4-sulfomethyl-pyrrolidinium betaines are disclosed which have the formula ##STR1## These novel compounds are obtained by reacting diallyl-triallyl ammonium salts or their methallyl derivatives with hydrogen sulfite in the presence of peroxo disulfates alone or in a mixture with other oxidation agents with a pH-value-range from 1.5 to 6.0 in a watery solution, whereby in light of the selection of the amount of hydrogen sulfite in combination with the amount peroxo disulfate different SO.sub.2.sup.- --or SO.sub.3 .sup.- substituted sulfomethyl-pyrralidinium betaines are generated.The novel compounds are effective as specific tensides in a wide pH-range and can be extensively used as intermediary products.Type: GrantFiled: April 2, 1987Date of Patent: October 31, 1989Assignee: Akademie Der Wissenschaften Der DDRInventors: Detlef Ballschuh, Horst Seibt, Roland Ohme, Jochen Rusche, Egon Gruendemann, Elke Krause
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Patent number: 4863918Abstract: Disclosed are novel enamine quaternary compounds of the formula ##STR1## wherein m=1, 2 or 3 and n=1, 2 or 3 with the proviso that m+n=3, 4 or 5; R.sup.1 and R.sup.2 are independently lower alkyl or hydrogen, and R.sup.3 and R.sup.4 are independently selected from the group consisting of lower alkyl, lower cycloalkyl lower alkyl, lower alkenyl, phenyl lower alkyl, thienyl lower alkyl, furyl lower alkyl, lower alkoxy lower alkyl, halogenated lower alkyl, lower alkyloyloxo or lower alkyloyloxy lower alkyl or wherein NR.sup.3 R.sup.4 together comprise a heterocycle ring; and wherein X.sup.- represents a pharmaceutically acceptable anion. Pharmaceutical compositions containing the same when administered to warm-blooded animals exhibit a muscle relaxant effect characterized by excellent onset and recovery times. Also disclosed are methods of making the enamine quaternary compounds.Type: GrantFiled: July 19, 1988Date of Patent: September 5, 1989Assignee: BOC, Inc.Inventors: Kanti J. Gala, Ross C. Terrell
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Patent number: 4847384Abstract: An improved process for preparing certain nitrogen-containing mono- and bicyclic ACE inhibitors comprising reacting an .alpha.-alkyl amino acid with a disulfide compound to form a thioester intermediate, which intermediate is then amidated with a mono- or bicyclic amino acid. The invention also relates to the novel thioester intermediates prepared by the first step of the process.Type: GrantFiled: March 12, 1987Date of Patent: July 11, 1989Assignee: Sandoz Pharm. Corp.Inventors: Prasad K. Kapa, Kau-Ming Chen
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Patent number: 4742067Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.Type: GrantFiled: July 30, 1986Date of Patent: May 3, 1988Assignee: E. R. Squibb & Sons, Inc.Inventors: Sesha I. Natarajan, Eric M. Gordon
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Patent number: 4735944Abstract: Spiro compounds, comprising a five-membered carbocyclic ring interrupted by two heteroatoms in ring positions 1 and 3 chosen from oxygen and sulfur atoms and in which the carbon atom in ring position 4 is common to a 4 to 8-membered carbocyclic ring interrupted by a nitrogen atom, are useful as pharmaceuticals.Type: GrantFiled: January 10, 1986Date of Patent: April 5, 1988Assignee: Sandoz Ltd.Inventor: Georg Bolliger
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Patent number: 4709046Abstract: Spiro compounds of the formula ##STR1## wherein X is oxygen or sulfur. These compounds possess antgiotensin converting enzyme inhibition activity and are thus useful as anti-hypertension agents.Type: GrantFiled: May 9, 1983Date of Patent: November 24, 1987Assignee: E. R. Squibb & Sons, Inc.Inventor: John Krapcho
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Patent number: 4696926Abstract: A compound of formula (I): ##STR1## or a salt thereof; where Z represents a heterocyclic ring and R.sup.2 and R.sup.3 are independently selected from hydrogen, nitrile, CONH.sub.2 and SO.sub.2 R.sup.4 wherein R.sup.4 is optionally substituted aryl, optionally substituted alkyl, aralkyl or cycloalkyl or R.sup.2 and R.sup.3 together form an optionally substituted methylene group or a bond, intermediates, compositions and insecticidal and nematocidal use.Type: GrantFiled: December 12, 1986Date of Patent: September 29, 1987Assignee: Imperial Chemical Industries plcInventors: Michael D. Turnbull, Ian T. Kay
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Patent number: 4642315Abstract: Peptides of the formula ##STR1## wherein X is various amino or imino acids or esters are useful as hypotensive agents.Type: GrantFiled: October 22, 1984Date of Patent: February 10, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Eric M. Gordon, Harold N. Weller, III
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Patent number: 4638010Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.Type: GrantFiled: February 28, 1985Date of Patent: January 20, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Harold N. Weller, III, Eric M. Gordon
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Patent number: 4634767Abstract: Spiro(indoline)-type photochromic compounds are prepared by admixing a solution of the Fischer's Base reactant in non-polar solvent with a mixture of the pyran- or oxazine-forming reactant, e.g., 5-nitroso-6-hydroxy quinoline, in polar solvent and heating the resulting reaction medium at temperatures sufficient to form the corresponding spiro(indoline)-type compound while simultaneously removing co-product water.Type: GrantFiled: September 3, 1985Date of Patent: January 6, 1987Assignee: PPG Industries, Inc.Inventors: Charles H. Hoelscher, Douglas S. McBain
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Patent number: 4623729Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.Type: GrantFiled: July 22, 1982Date of Patent: November 18, 1986Assignee: E. R. Squibb & Sons, Inc.Inventors: Sesha I. Natarajan, Eric M. Gordon
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Patent number: 4621092Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.Type: GrantFiled: July 14, 1983Date of Patent: November 4, 1986Assignee: E. R. Squibb & Sons, Inc.Inventors: Sesha I. Natarajan, Eric M. Gordon
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Patent number: 4604401Abstract: Novel 1-amino-naphthyridine- and quinoline-carboxylic acids as antibacterial agents are described as well as methods for their manufacture, formulation, and use in treating bacterial infections.Type: GrantFiled: July 20, 1984Date of Patent: August 5, 1986Assignee: Warner-Lambert CompanyInventors: Thomas F. Mich, Townley P. Culbertson, John M. Domagala
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Patent number: 4604402Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.Type: GrantFiled: March 30, 1984Date of Patent: August 5, 1986Assignee: E. R. Squibb & Sons, Inc.Inventors: Jollie D. Godfrey, Jr., Eric M. Gordon, Sesha I. Natarajan
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Patent number: 4584285Abstract: (Benzothiadiazine, benzamido and benzenesulfonyl)phenyl-substituted carboxyalkyl dipeptide compounds are disclosed. Compounds of this invention are useful as antihypertensive agents.Type: GrantFiled: September 17, 1984Date of Patent: April 22, 1986Assignee: Schering CorporationInventors: Ronald J. Doll, Bernard R. Neustadt, Elizabeth M. Smith, Charles V. Magatti, Elijah H. Gold
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Patent number: 4578473Abstract: An improved process for the preparation of 7-substituted amino-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids is described where an alkyl ester of a 6,7,8-trifluoro precursor is converted to a trialkylsilyl ester which fluorine at C.sub.7 is directly displaced to the desired product.Type: GrantFiled: April 15, 1985Date of Patent: March 25, 1986Assignee: Warner-Lambert CompanyInventors: John M. Domagala, Mel C. Schroeder
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Patent number: 4555579Abstract: Angiotensin converted enzyme inhibitor activity if exhibited by compounds having the formula ##STR1## and salts thereof wherein R.sub.1 is hydrogen, aryl, or heteroaryl; R.sub.2 is hydrogen, amino, alkanoylamino, arylcarbonylamino, or heteroarylcarbonylamino;R.sub.3 is hydrogen, alkyl, or aminoalkyl;R.sub.4 and R.sub.5 are the same or different and each is hydrogen, alkyl, halogen, aryl, arylalkyl, hydroxy, alkoxy, alkylthio, aryloxy, arylthio, or cycloalkyl, or R.sub.4 and R.sub.5 taken together are oxo, ethylenedithio or propylenedithio;one of R.sub.6 and R.sub.7 is ##STR2## and the other is hydrogen, alkyl or arylalkyl; R.sub.8 is hydrogen, alkl or aryl;R.sub.9 is hydrogen or alkyl;n is 0 or an integer of 1 to 8;m is 0 or 1; andA is --(CH.sub.2).sub.p --wherein p is 0 or 1, --NH--, or --O--.Type: GrantFiled: March 24, 1983Date of Patent: November 26, 1985Assignee: E. R. Squibb & Sons, Inc.Inventor: George C. Rovnyak
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Patent number: 4524212Abstract: Acyloxyketone substituted imino and amino acids of the formula ##STR1## are disclosed. These compounds are useful hypotensive agents due to their angiotensin converting enzyme inhibition activity.Type: GrantFiled: September 27, 1982Date of Patent: June 18, 1985Assignee: E. R. Squibb & Sons, Inc.Inventors: Eric M. Gordon, Jollie D. Godfrey, Jr.
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Patent number: 4524207Abstract: Novel substituted 1,3-dihydrospiro[benzo(c)thiophene]s and methods of preparing the same are described. These compounds are useful as antidepressants and tranquilizers and intermediates therefor.Type: GrantFiled: July 21, 1983Date of Patent: June 18, 1985Assignee: Hoechst-Roussel Pharmaceuticals Inc.Inventors: Helen H. Ong, Vernon B. Anderson, James A. Profitt
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Patent number: 4521537Abstract: Spiro[2H-1,4-benzodioxepin-3(5H)4'-piperidine and -3'-pyrrolidine] compounds of the formula ##STR1## where the substituents are as defined herein, are useful in the treatment of hypertension in mammals. Such compounds, their use as antihypertensive agents, pharmaceutical compositions containing the compounds, intermediates and processes for preparing the compounds are provided.Type: GrantFiled: April 2, 1984Date of Patent: June 4, 1985Assignee: Hoechst-Roussel Pharmaceuticals IncorporatedInventors: Raymond W. Kosley, Jr., Robert J. Cherill
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Patent number: 4482725Abstract: The S-acylation of a mercaptoacyl amino acid having ACE inhibitory action with a diuretic containing a carboxyl group yields a product having both ACE inhibitory action and diuretic activity in vivo.Type: GrantFiled: April 3, 1980Date of Patent: November 13, 1984Assignee: E. R. Squibb & Sons, Inc.Inventors: Miguel A. Ondetti, Denis E. Ryono
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Patent number: 4472580Abstract: Spiro[2H-1,4-benzodioxepin-3(5H)4'-piperidine and -3-pyrrolidine] compounds of the formula ##STR1## where the substituents are as defined herein, are useful in the treatment of hypertension in mammals. Such compounds, their use as antihypertensive agents, pharmaceutical compositions containing the compounds, intermediates and processes for preparing the compounds are provided.Type: GrantFiled: July 25, 1983Date of Patent: September 18, 1984Assignee: Hoechst-Roussel Pharmaceuticals IncorporatedInventors: Raymond W. Kosley, Jr., Robert J. Cherill
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Patent number: 4468519Abstract: Hypotensive activity is exhibited by compounds having the formula ##STR1## and salts thereof wherein R.sub.1 is alkyl, aryl, arylalkyl, cycloalkyl, or cycloalkylalkyl;R.sub.2 is cycloalkyl, 3-cyclohexenyl or 2-alkyl-3-cyclohexenyl;R.sub.3 is alkyl, cycloalkyl, phenyl or alkoxy;R.sub.4 is hydrogen or alkyl;one of R.sub.5 and R.sub.6 is hydrogen and the other is alkyl-X-, phenyl-X-, alkoxy, phenyloxy, phenyl, cycloalkyl, alkyl, or phenylalkyl; or together R.sub.5 and R.sub.6 are --XCH.sub.2 CH.sub.2 X--;R.sub.7 is hydrogen or ##STR2## and n is 0 or 1.Type: GrantFiled: June 14, 1982Date of Patent: August 28, 1984Assignee: E. R. Squibb & Sons, Inc.Inventor: John Krapcho
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Patent number: 4452791Abstract: Compounds of the structure ##STR1## are provided which are inhibitors of angiotensin converting enzyme and are useful in the treatment of hypertension.Type: GrantFiled: March 15, 1982Date of Patent: June 5, 1984Assignee: E. R. Squibb & Sons, Inc.Inventors: Denis E. Ryono, Edward W. Petrillo, Jr.
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Patent number: 4452790Abstract: Phosphonyl hydroxyacyl amino acids of the formula ##STR1## wherein X is a substituted or unsubstituted imino or amino acid or ester. These compounds possess angiotensin converting enzyme activity and are thus useful as hypotensive agents.Type: GrantFiled: June 23, 1982Date of Patent: June 5, 1984Assignee: E. R. Squibb & Sons, Inc.Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
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Patent number: 4448772Abstract: This invention is directed to phosphinylmethylaminocarbonyl imino acid compounds of the formula ##STR1## wherein X represents various unsubstituted or substituted imino acids or esters.Type: GrantFiled: April 22, 1982Date of Patent: May 15, 1984Assignee: E. R. Squibb & Sons, Inc.Inventor: Donald S. Karanewsky
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Patent number: 4444765Abstract: Compounds of the formula ##STR1## wherein X is an amino acid or ester are useful hypotensive agents due to their angiotensin converting enzyme inhibition activity.Type: GrantFiled: July 14, 1982Date of Patent: April 24, 1984Assignee: E. R. Squibb & Sons, Inc.Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
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Patent number: 4434295Abstract: The present specification provides novel analogs of khellin. These analogs are all useful as antiatherosclerotic agents. Particularly, the present specification provides 4-methoxy, 9-methoxy, or 4,9-dimethoxy-6,7-dihydro-7,7-disubstituted-5H-furo[3,2-g][1]benzopyran-5- ones.Type: GrantFiled: May 17, 1982Date of Patent: February 28, 1984Assignee: The Upjohn CompanyInventor: Ronald B. Gammill
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Patent number: 4432971Abstract: Phosphonamidates of the formula ##STR1## wherein X is a substituted or unsubstituted imino or amino acid or ester. These compounds possess angiotensin converting enzyme activity and are thus useful as hypotensive agents.Type: GrantFiled: June 28, 1982Date of Patent: February 21, 1984Assignee: E. R. Squibb & Sons, Inc.Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
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Patent number: 4415741Abstract: Chroman-4-ones are prepared by reacting an o-hydroxyarylcarbonyl compound with a carbonyl compound in the presence of an amine.Type: GrantFiled: January 7, 1982Date of Patent: November 15, 1983Assignee: Bayer AktiengesellschaftInventor: Hans-Joachim Kabbe
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Patent number: 4410709Abstract: The invention relates to new sulfobetaines and a process for the manufacture of cyclic sulfobetaines of a substituted 4-sulfomethyl-pyrrolidinium betaine type.Diallylammonium combinations are converted with salts of sulfurous acid, under good mixing and mild reaction conditions, in the presence of catalytic acting transition metallic ions of the first, fifth, seventh or eighth secondary groups of the Period Table and initiators at pH 2-9. The process is technologically easily carried out, requires only little energy, while the combinations according to this invention can be selectively manufactured with a nearly quantitative yield. The fact that no carcinogenic alkylates are employed, technical chemicals and tap water may be used, and hardly any by-products are formed, may be regarded as further advantages of this process.The substances can be used for multiple purposes, for instance as conductive coating and antistatic materials.Type: GrantFiled: July 8, 1981Date of Patent: October 18, 1983Assignee: Akademie der Wissenschaften der DDRInventors: Roland Ohme, Detlef Ballschuh, Jochen Rusche, Horst Seibt, Kristina Geneis, Gunter Kretzschmar
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Patent number: 4409229Abstract: Novel substituted 1,3-dihydrospiro[benzo(c)thiophene]s and methods of preparing the same are described. These compounds are useful as antidepressants and tranquilizers and intermediates therefor.Type: GrantFiled: October 20, 1981Date of Patent: October 11, 1983Assignee: Hoechst-Roussel Pharmaceuticals, Inc.Inventors: Helen H. Ong, Vernon B. Anderson, James A. Profitt
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Patent number: 4395416Abstract: Derivatives of formula: ##STR1## in which Z< represents: either an amino group of struture >N-R.sub.1 where R.sub.1 represents a linear or branched alkyl group with 1 to 5 carbon atoms or a phenyl group possibly substituted by a chlorine atom, in which case:n=1 or 2,the pair (A, C X) assumes the following values: (S, C.dbd.O), (S, CH.sub.2), (O, CH.sub.2), (O, CH--C.sub.6 H.sub.5), andR represents a hydrogen or halogen atom, one or more methoxy groups or the butadiene-1,3 ylene chain ##STR2## fixed in position 5,6 of the phenyhl nucleus and thus forming with this latter a naphthyl nucleus;or a methylene group (--CH.sub.2 --), in which case:n=1 or 2,A represents the oxygen atom,>C X represents a carbonyl group (>C.dbd.O) or thiocarbonyl group (>C.dbd.S), andR has the same meanings as previously,as well as the mineral or organic acid addition salts thereof. The compounds exhibit anti-convulsion and analgesic activity.Type: GrantFiled: January 21, 1982Date of Patent: July 26, 1983Assignee: Delalande S.A.Inventors: Michel Langlois, Bernard P. Bucher, Philippe L. Dostert, Alain P. Lacour, Gerard H. Moinet
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Patent number: 4384123Abstract: Esters of phosphinylalkanoyl prolines and phosphinylalkanoyl substituted prolines are inhibitors of angiotensin converting enzyme and are useful in the treatment of hypertension.Type: GrantFiled: November 30, 1981Date of Patent: May 17, 1983Assignee: E. R. Squibb & Sons, Inc.Inventor: Edward W. Petrillo, Jr.
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Patent number: 4381297Abstract: Compounds of the formula ##STR1## wherein X is an imino acid or ester are disclosed as useful hypotensive agents due to their angiotensin converting enzyme inhibition activity.Type: GrantFiled: May 4, 1981Date of Patent: April 26, 1983Assignee: E. R. Squibb & Sons, Inc.Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
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Patent number: 4374131Abstract: Compounds of the formula ##STR1## wherein X is an imino acid or ester and R.sub.1 is hydrogen, ##STR2## are useful hypotensive agents due to their angiotensin converting enzyme inhibition activity.Type: GrantFiled: April 27, 1981Date of Patent: February 15, 1983Assignee: E. R. Squibb & Sons, Inc.Inventor: Edward W. Petrillo, Jr.
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Patent number: 4339385Abstract: An indolinospiropyrane compound of the formula ##STR1## wherein R.sub.1 represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkyl-carbonyloxy, or cycloalkyl, phenyl or benzyl or phenyl or benzyl which are substituted by halogen, nitro, lower alkyl or lower alkoxy,R.sub.2 represents hydrogen, alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkyl-carbonyloxy, or cycloalkyl or benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, orR.sub.1 and R.sub.Type: GrantFiled: January 4, 1980Date of Patent: July 13, 1982Assignee: Ciba-Geigy CorporationInventor: Peter Burri
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Patent number: 4329464Abstract: The invention relates to spiro[dihydrobenzofuran-piperidines and -pyrrolidines] of the formula ##STR1## wherein R is the hydrogen atom, alkyl, alkoxycarbonyl, phenoxycarbonyl, cyano, and alkyl, alkanoyl, aralkanoyl, hydroxyalkyl, benzoylalkyl, ##STR2## where p is an integer of 2 or 3 and R.sub.1 and R.sub.2 are the same or different and are hydrogen and alkyl; X is hydrogen and alkyl; Hal is a halogen and q is an integer of 0 or 1; m is an integer of 1 or 2, n is an integer of 1, 2 or 3, where the sum of m and n is 3 or 4; and the pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: May 20, 1981Date of Patent: May 11, 1982Assignee: Hoechst-Roussel Pharmaceuticals Inc.Inventors: Richard C. Effland, Larry Davis, Joseph T. Klein
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Patent number: H531Abstract: Novel anilide derivatives of the formulaZ--ArwhereinZ is a heterocyclic ring system attached to Ar through a ring nitrogen atom in Z, andAr is a substituted phenyl ring, exhibit good control of broadleaf weeds and safety to important crops at low application rates.Type: GrantFiled: June 3, 1986Date of Patent: October 4, 1988Inventors: John A. Ray, Thomas N. Wheeler