Abstract: A novel 2-substituted-6,7-benzomorphan derivative of the formula: ##SPC1##And its acid addition salts, which are useful as non-addicting analgesics and antitussives and can be prepared by reacting a 2-unsubstituted-6,7-benzomorphan derivative of the formula: ##SPC2##With the reactive derivative of an alcohol of the formula:HOA',optionally followed by elimination of the protective group in the resulting product, wherein R.sub.1 is hydrogen, lower alkyl or acyl; R.sub.2 and R.sub.3 are each lower alkyl; A is lower alkyl, cyano(lower)alkyl, benzoyl(lower)alkyl, ar(lower)alkyl, lower alkenyl or cyclo(lower)alkyl(lower)alkyl; and A' is a group as mentioned in A or benzoyl(lower)alkyl of which the carbonyl group is masked with a suitable protective group.
Abstract: The present invention concerns a novel process for the production of known benzocycloheptathiophene derivatives of the formula: ##SPC1##Wherein R.sub.1 is hydrogen, chlorine, bromine or alkoxy, and R.sub.2 is alkyl. The compounds are useful as specific histaminolytics for use in the treatment of allergic conditions.
Type:
Grant
Filed:
July 26, 1974
Date of Patent:
June 1, 1976
Assignee:
Sandoz Ltd.
Inventors:
Jean-Pierre Bourquin, Gustav Schwarb, Erwin Waldvogel
Abstract: Novel substituted 1,3-dihydrospiro[isobenzofuran]s and methods of preparing the same are described. These compounds are useful as antidepressants, tranquilizers, analgetic agents and intermediates therefor.
Type:
Grant
Filed:
September 3, 1974
Date of Patent:
May 25, 1976
Assignee:
American Hoechst Corporation
Inventors:
Victor J. Bauer, Raymond W. Kosley, Jr.
Abstract: Cis or trans 2-(1-acyl-3-vinyl-4-piperidine)acetic acid esters and cis or trans 3-(1-acyl-3-vinyl-4-piperidine)propionic acid esters, antipodes and racemates thereof, are prepared, inter alia, from the corresponding cis or trans 2- or 3-[1-acyl-3-(2-chloroethyl)-4-piperidine]acetic or propionic acid esters, respectively. The cis or trans 2- or 3-(1-acyl-3-vinyl-4-piperidine)acetic or propionic acid esters are useful as intermediates for the synthesis of quinine and quinidine and analogs and stereoisomers thereof.
Abstract: This invention relates to novel 2-Aryl-5,6,7,8-tetrahydroimidazo[1,5a]-pyridine-1,3(2H,8aH)-diones and their use as herbicides. These novel compounds may be used for selective weed control in certain crops or for total vegetation control.
Abstract: A composition comprising an organic material and, as stabiliser, a compound having the formula ##SPC1##And salts thereof, wherein R.sub.1 and R.sub.2 are the same or different and each is an alkyl residue having from 1 to 12 carbon atoms or R.sub.1 and R.sub.2, together with the carbon atom to which they are bound, form a cycloalkyl residue having from 5 to 12 carbon atoms in the ring, Y is O, hydrogen, a straight or branched alkyl residue having from 1 to 20 carbon atoms, an alkenyl or alkynyl residue having from 3 to 12 carbon atoms, an aralkyl residue having from 7 to 12 carbon atoms or a group having the formula ##EQU1## wherein R is hydrogen, or a methyl or phenyl residue and R.sub.3 is hydrogen or a straight- or branched chain alkyl residue having from 1 to 12 carbon atoms.
Abstract: Compounds of the formula ##EQU1## wherein R.sub.1 and R.sub.2 are independently alkyl of 1 to 8 carbon atoms, or alkenyl of 2 to 8 carbon atoms, R.sub.3 is hydrogen or alkyl of 1 to 4 carbon atoms, and R.sub.4 is hydrogen, alkyl of 1 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, aryl of 6 to 15 carbon atoms optionally substituted with halogen atoms or alkyl groups of 1 to 4 carbon atoms or an acyl group of 2 to 4 carbon atoms, with the proviso that R.sub.3 and R.sub.4 may be joined to form an alkylene radical of 2 to 5 carbon atoms. The compounds possess insecticidal and herbicidal activity.
Abstract: A process for the preparation of d,1-lysine wherein 2-cyanopyridine is hydrolyzed to picolinamide, the picolinamide is hydrogenated to pipecolamide, the pipecolamide is converted to 1-acetyl-2-cyanopiperidine, the 1-acetyl-2-cyanopiperidine is then converted to a compound which is hydrolyzed to d,1-lysine.
Abstract: A process for preparing triacetonamine characterized in that acetonine is reacted with water in the presence of at least 12.5 mole % based on acetonine of an acid catalyst.Triacetonamine is used as an intermediate for light stabilizer for synthetic polymers.
Abstract: 2,2,6,6-Tetramethyl-4-oxopiperidine is prepared from acetone and ammonia in the presence of acidic catalysts. Suitable catalysts are Lewis acids, protionic acids and their salts with ammonia or with organic bases, as for example BF.sub.3, NH.sub.4 Cl or H.sub.2 SO.sub.4. The addition of an alcohol such as methanol as well as the use of a cocatalyst may promote the reaction. The process may be carried out in two steps, in the first of which the temperature is held below 35.degree.C. In the second step a further amount of acetone is added and the temperature is rised to about 40.degree. to 65.degree.C.
Type:
Grant
Filed:
June 21, 1974
Date of Patent:
May 25, 1976
Assignee:
Ciba-Geigy Corporation
Inventors:
Ivan Orban, Hanns Lind, Heimo Brunetti, Jean Rody, Michael Rasberger
Abstract: Substituted 3-aminoalkyl-1,3-dihydro-3-phenylspiro[isobenzofurans] possessing tranquilizing properties, and process for the preparation thereof are described.
Abstract: Cis or trans 2-(1-acyl-3-vinyl-4-piperidine)acetic acid esters and cis or trans 3-(1-acyl-3-vinyl-4-piperidine)propionic acid esters, antipodes and racemates thereof, are prepared, inter alia, from the corresponding cis or trans 2- or 3[1-acyl-3-(2-chloroethyl)-4-piperidine]acetic or propionic acid esters, respectively. The cis or trans 2- or 3-(1-acyl-3-vinyl-4-piperidine)acetic or propionic acid esters are useful as intermediates for the synthesis of quinine and quinidine and analogs and stereoisomers thereof.
Abstract: A novel procedure for the preparation of biotin, using cysteine as the starting material is disclosed. This process results in the obtention of pure d-biotin thus obviating the need for a chemical resolution. Novel intermediates are also disclosed.
Type:
Grant
Filed:
May 2, 1975
Date of Patent:
May 18, 1976
Assignee:
Hoffmann-La Roche Inc.
Inventors:
Enrico Baggiolini, Pasquale Nicholas Confalone, Giacomo Pizzolato, Milan Radoje Uskokovic
Abstract: N-Alkylated-8-aminated-2,6-methano-3-benzazocines, useful as strong analgesics, are prepared by one route comprising reduction of 8-nitro intermediates or by another route comprising Birch type reduction of 8-methoxy intermediates followed by dehydration-rearrangement of the oximes of the resulting 8-oxo intermediates.
Abstract: Tri(fluoroaliphatic amines) wherein there is at least one fluorine atom on one carbon alpha to the tertiary nitrogen are reacted with SO.sub.3 to produce tri(fluoroaliphatic) alpha fluosulfato amines which can be hydrolyzed under controlled conditions to produce oxo or hydroxyl derivatives by removal of the fluosulfato group (OSO.sub.2 F), which derivatives can also be further hydrolyzed to useful products.
Type:
Grant
Filed:
March 12, 1971
Date of Patent:
May 11, 1976
Assignee:
Minnesota Mining and Manufacturing Company
Abstract: D-Gluconic-.delta.-lactam is obtained by oxidizing nojirimycin with glucose-oxidizing enzymes or by the action of microorganisms capable of producing glucose-oxidizing enzymes.
Abstract: New aminopropionyl derivatives of 2,3-diphenylcyclopropylamine of the formula ##EQU1## wherein R.sub.1 is H or lower alkyl; R.sub.2 is H, lower alkyl, benzyl or together with R.sub.1 and the nitrogen atom to which they are bound is a heterocyclic ring as well as their non toxic addition salts with organic and inorganic acids. The new compounds are endowed with anticonvulsant and anti-cardiac arrhythmias activity.
Type:
Grant
Filed:
February 26, 1971
Date of Patent:
May 4, 1976
Assignee:
Zambon S.p.A.
Inventors:
Uberto Teotino, Davide Della Bella, Dario Chiarino
Abstract: New aminoacetyl derivatives of 2,3-diphenylcyclopropylamine of the formula ##EQU1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 is hydrogen, lower alkyl or together with R.sub.1 and the nitrogen atom to which they are linked represents a heterocyclic ring,As well as their non toxic addition salts with organic and inorganic acids.The new compounds are endowed with anticonvulsant and anti-cardiac arrhythmias activity.
Type:
Grant
Filed:
February 26, 1971
Date of Patent:
May 4, 1976
Assignee:
Zambon S.p.A.
Inventors:
Uberto Teotino, Davide Della Bella, Dario Chiarino
Abstract: A novel process for preparing 2-benzoylalkylbenzomorphan derivatives and salts thereof, represented by the formula ##SPC1##Wherein n, R, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined in the specification. The process comprises reacting a pyridinium derivative of the formula, ##SPC2##Wherein X is a halogen atom and Y' is an ethylenedioxy group; with a Grignard reagent of the formula, ##SPC3##Wherein R' is a hydrogen atom or a C.sub.1 -C.sub.3 alkoxy group and Z is a halogen atom, to yield a 1,2-dihydropyridine derivative of the formula; ##SPC4##And then reducing the said 1,2-dihydropyridine derivative to give a 1,2,5,6-tetrahydropyridine derivative of the formula, ##SPC5##Wherein Y is an oxygen atom or an ethylenedioxy group, and further cyclizing the obtained 1,2,5,6-tetrahydropyridine derivative.
Abstract: 2,2,6,6-Tetramethyl-4-oxopiperidine is prepared from 2,2,4,4,6-pentamethyl-2,3,4,5-tetrahydropyrimidine by treatment with an acidic catalyst. Suitable catalysts are Lewis acids, protonic acids and their salts with ammonia or organic bases. The reaction may be carried out in organic solvents, preferably in acetone, by gentle heating, for example at 40.degree. to 65.degree.C. Yields of 95% are obtainable after a reaction of several hours.
Type:
Grant
Filed:
June 21, 1974
Date of Patent:
April 27, 1976
Assignee:
Ciba-Geigy Corporation
Inventors:
Ivan Orban, Hanns Lind, Heimo Brunetti, Jean Rody