Abstract: Asymmetric synthesis of optically active 3,7,11-trimethyl-dodecan-1-ol, an intermediate for producing optically active vitamin E, from isovaleraldehyde or prenal including intermediates in this synthesis.
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is lower alkyl or phenyl lower alkyl; R.sub.2 is phenyl or substituted phenyl; and R.sub.3 is substituted or unsubstituted phenyl, naphthyl or indolyl;Are fluorogenic reagents which react with primary amino groups to form fluorophors. The above compounds are useful for fluorescent labeling of materials of biological importance.
Type:
Grant
Filed:
March 18, 1976
Date of Patent:
August 30, 1977
Assignee:
Hoffmann-La Roche Inc.
Inventors:
Roy Cleeland, Jr., Emanuel Grunberg, Willy Leimgruber, Manfred Weigele
Abstract: A multi-step, stereospecific total synthesis of steroids utilizing intermediates having a cyanoalkyl A-ring precursor is disclosed. The initial starting materials for this process are the relatively inexpensive and commercially available reagents .gamma.-butyrolactone and sodium cyanide. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly 19-norsteroids. It is a feature of this process that conditions employed during the multiple step synthesis are selected so as to retain the normally labile nitrile group even during hydrogenation and hydrolysis steps. In this manner, it is possible to employ the nitrile group as an A-ring precursor without resorting to protective groups as wasl heretofore found necessary in previous steroid total synthesis processes.
Type:
Grant
Filed:
December 22, 1975
Date of Patent:
August 30, 1977
Assignee:
Hoffmann-La Roche Inc.
Inventors:
Noal Cohen, Michael Rosenberger, Gabriel Saucy
Abstract: 9-[2-(1-alkoxy-ethyl)-5,5-dimethyl-cyclopent-1-en-1-yl]-3,7-dimethyl-nona-2 ,4,6,8-tetraen acid compounds are disclosed which are useful for the topical or systemic treatment of dermatological disorders.
Type:
Grant
Filed:
July 16, 1975
Date of Patent:
August 23, 1977
Assignee:
Hoffmann-La Roche Inc.
Inventors:
Werner Bollag, Norbert Rigassi, Ulrich Schwieter
Abstract: The novel intermediates and processes of this invention provide a new synthetic route for the preparation of pharmaceutically valuable 19-norsteroids. Further, the intermediates and processes of the invention provide a novel route for the preparation of pharmaceutically valuable estrones. The present invention provides a facile total synthesis of 19.beta.-alkyl-C/D-trans-steroidal materials. This desirable result is obtained via a unique asymmetric induction followed by subsequent stereospecific reaction steps. As a precursor to the steroidal Ring A, a 3,5-disubstituted-4-isoxazolylmethylene group is employed in this synthesis.
Abstract: The compounds 3,3,4,5,6,6-hexahydro-4-(3-esterified or etherified-1-octenyl)-2-oxo-2H-cyclopenta[b]furan-5-oyl peroxides useful as intermediates in the preparation of prostaglandins F.sub.2 .alpha. and E.sub.2 which are known agents for inducing labor and terminating pregnancy.
Abstract: Novel preparations of triazolobenzodiazepines are disclosed. Novel 6-pyridyl-4H-triazolo[4,3-a]-1,4-benzodiazepines and novel intermediates are also disclosed which are useful as anticonvulsants, muscle relaxants and sedative agents.
Abstract: The halogen derivatives of ascorbic acid and D-araboascorbic acid useful as antioxidants as well as a method for stabilizing oxidation-sensitive organic materials by incorporating said derivatives in oxidation sensitive materials.
Abstract: This invention is directed toward pharmacologically active compounds of the formula ##STR1## wherein A represents a nitrogen atom which may be substituted by a methyl, cyclopropylmethyl, di(C.sub.1-4 alkyl)aminoethyl, methoxymethyl or hydroxyethyl group and B represents a carbonyl group or A and B together represent a grouping of the formula ##STR2## in which R.sup.a represents a hydrogen atom or a lower alkyl or hydroxymethyl group and X represents a nitrogen atom or C-R.sup.b wherein R.sup.b represents a hydrogen atom or a lower alkyl or hydroxymethyl group; R represents a halogen atom or a nitro or trifluoromethyl group; R.sup.1 represents a hydrogen atom or a lower alkyl group; R.sup.2 represents an acyl group derived from a naturally occurring amino acid (all such groups which contain an asymmetric carbon atom having the L- or D,L-configuration) and R.sup.3 represents a phenyl, halophenyl or 2-pyridyl groupAnd acid addition salts thereof.
Type:
Grant
Filed:
November 11, 1976
Date of Patent:
August 23, 1977
Assignee:
Hoffmann-La Roche Inc.
Inventors:
Cedric Herbert Hassall, William Henry Johnson, Antonin Krohn, Carey Ernest Smithen, William Anthony Thomas
Abstract: Compounds of the formfulas ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, m and n and X are as hereinafter set forth,Are described. The compounds of formulas I and Ia are useful as neuroleptic agents.
Type:
Grant
Filed:
February 4, 1976
Date of Patent:
August 23, 1977
Assignee:
Hoffmann-La Roche Inc.
Inventors:
Max Gerecke, Jean-Pierre Kaplan, Emilio Kyburz
Abstract: Homologation of .alpha.,.beta.-polyene unsaturated aldehydes and ketones to form .alpha.,.beta.-unsaturated aldehydes via epoxidation of the ketone or aldehyde and intermediates in this process such as .beta.,.gamma.-unsaturated polyene aldehydes.
Abstract: A multiplexed electrical control circuit is provided for use with optical display devices of the type wherein electrical intelligence is translated into optical images of letters or numbers or other patterns through the use of a liquid crystal shutter device fully described in a copending application Ser. No. 136,441, filed Apr. 22, 1971. The shutter device comprises a layer of liquid crystal material sandwiched between opposing parallel plates coated with transparent conducting films. The shutter device, or liquid crystal cell, is disposed between a pair of polarizers such that the application of electrical potential across a character, digit, or other image-defining segment and an opposing position-designating film will cause light to be transmitted or to be cut off, depending upon the orientation of the two polarizers.
Abstract: A morphine-like compound (MLC) can be extracted from the brain of various species by utilizing morphine specific antibodies. MLC shows great similarities to morphine in immunological, chemical and chromatographic tests. The compound has biological activity as it inhibits the electrically induced contractions both of the guinea pig ileum and mouse vas deferens but the inhibition is not reversed by naloxone or naltrexone.
Abstract: A method for preparing 2-(2-hydroxy-2-propyl-1-methyl-5-nitroimidazole by the autoxidation of 1-methyl-2-isopropyl-5-nitroimidazole is disclosed.
Abstract: A synthesis of 2,6,10-trimethyl-undecan-1-ol, an intermediate for producing vitamin E, from methacrolein, crotonaldehyde, .beta.-hydroxy-isobutyric acid including intermediates in this synthesis.
Abstract: New hapten compositions useful in preparing antigens which may be employed in eliciting antibodies useful in an improved radioimmunoassay for pharmacologically active phenethylamines are disclosed. Particular phenethylamins which are preferably detected by the present radioimmunoassay include the catecholamines such as norepinephrine, dopamine and epinephrine, and the amphetamines.
Type:
Grant
Filed:
March 9, 1976
Date of Patent:
August 9, 1977
Assignee:
Hoffmann-La Roche Inc.
Inventors:
Richard William Avenia, James Gordon Christenson, Benjamin Pecherer
Abstract: A novel derivative of ecgonine is described. This compound, 4-hyroxy-benzoyl ecgonine, is useful as a substrate for iodination with a radioactive isotope of iodine such as .sup.125 I. The resulting radiolabeled compound is useful in a radioimmunoassay for benzoyl ecgonine.
Type:
Grant
Filed:
September 22, 1976
Date of Patent:
August 9, 1977
Assignee:
Hoffmann-La Roche Inc.
Inventors:
James Gordon Christenson, Harvey Gurien, Sidney Teitel
Abstract: Radiolabelled and isotopically labelled peptides are prepared in a convenient and efficient manner by catalytically tritiating or deuterating an analog of the desired peptide containing one or more amino acid residues having an ethylenic type unsaturated bond therein. Preferred amino acid residues for this purpose include 3,4-dehydroproline (.DELTA..sup.3 -proline) and trans-4,5-dehydrolysine (.DELTA..sup.4 -lysine).
Type:
Grant
Filed:
April 14, 1976
Date of Patent:
August 9, 1977
Assignee:
Hoffmann-La Roche Inc.
Inventors:
Arthur Martin Felix, Arnold Alvin Liebman