Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
Abstract: A known effective choleretic, cis-2-hydroxy-2-phenyl-r-1-cyclohexane carboxylic acid is obtained with a novel method wherein 1-phenylcyclohexene is reacted with formaldehyde in formic acid or mixture of formic acid with other solvents. The reaction mixture is hydrolyzed (alkaline hydrolysis) to provide a substituted cyclohexanol concurrently with a substituted dioxan. The substituted diol is separated from the substituted dioxan and finally oxidized to obtain the expected acid.
Abstract: Azol-1-ylmethanes substituted on the methane carbon atom by (a) phenyl or lower alkyl and (b) by a biphenyl-4-yl, 4-phenoxyphenyl, 4-phenylthiophenyl, 4-phenylsulfinylphenyl or 4-phenylsulfonylphenyl group are antimycotic and antibacterial agents. The compounds, of which (biphenyl-4-yl)phenyl-imidazol-1-ylmethane is a typical example, are prepared from the correspondingly substituted carbinol through treatment with thionyl-bis-azole or from the correspondingly substituted methyl halide with the azole or a derivative thereof.
Type:
Grant
Filed:
December 5, 1975
Date of Patent:
October 3, 1978
Assignee:
Bayer Aktiengesellschaft
Inventors:
Erik Regel, Wilfried Draber, Karl Heinz Buchel, Manfred Plempel
Abstract: Prostaglandin analogues of the formula: ##STR1## wherein A represents a grouping of the formula: ##STR2## X represents trans-vinylene or ethylene and Y represents cis-vinylene or ethylene, R represents hydrogen or alkyl of 1 through 12 carbon atoms, R.sup.1, R.sup.2 and R.sup.3 represent hydrogen, or alkyl of 1 through 12 carbon atoms or an aryl group, with the proviso that at least one of the symbols R.sup.1, R.sup.2 and R.sup.3 represents an alkyl or aryl group, are new compounds possessing useful pharmacological properties; they are especially useful for the treatment of gastric ulceration.
Abstract: Estrogenic steroids are synthesized by combining under conditions favoring the formation of a trans-olefin, a .gamma.-arylpropanal with a 5,5,8,8-tetraalkoxy Wittig reagent. After hydrolysis of the gem-diethers, the resulting dioxo is internally condensed to form a cyclopentenone. The ketone is reduced to an oxy group and the resulting 2-(6'-arylhex-3'-enyl-1)cyclopent-2-en-1-ol or derivative thereof is cyclized to the .DELTA..sup.13,17 -estrene, preferably 17-alkyl-.DELTA..sup.13,17 -estrene with the A ring aromatized. After epoxidation, the 17-alkyl derivative is rearranged to form the 13-alkyl-1,3,5(10)-estratien-17-one. New compounds are provided as intermediates and final products.
Type:
Grant
Filed:
September 24, 1976
Date of Patent:
September 26, 1978
Assignee:
The Board of Trustees of the Leland Stanford Junior University
Abstract: Alkyne compounds of the formula ##STR1## wherein R.sup.1 is H, alkyl of up to 4 carbon atoms or phenyl; R.sup.2 is H, aliphatic acyl of up to 6 carbon atoms or aroyl of up to 11 carbon atoms; R.sup.3 and R.sup.4 are H, F, Cl or Br and n is 0 or 1, and physiologicaly acceptable metals salts thereof, have antiinflammatory activity. These compounds can be made from compounds of the formula ##STR2## wherein Q is a functionally-modified hydroxy and R.sup.1, R.sup.3, R.sup.4 and n are as above by treatment with a solvolyzing agent.
Type:
Grant
Filed:
June 18, 1976
Date of Patent:
September 19, 1978
Assignee:
Merck Patent Gesellschaft mit beschrankter Haftung
Inventors:
Joachim Gante, Hans-Adolf Kurmeier, Dieter Orth, Erich Schacht, Albrecht Wild
Abstract: The disclosure relates to novel 15-(3-aryl- or 3-aralkyl-cyclobutyl, -cyclopentyl and -cyclohexyl)-.omega.-pentanor prostaglandin analogues, for example 9.alpha.,11.alpha.,15.alpha.-trihydroxy-15-(trans-3-phenylcyclobutyl)-16,1 7,18,19,20-pentanor-5-cis, 13-trans-prostadienoic acid, to pharmaceutical or veterinary compositions containing such a compound, and to a method of inducing luteolysis in animals by orally administering such a compound.
Abstract: Thermally stable, rigid, aliphatic diols of the formula ##STR1## where R is a substituted or unsubstituted arylene group are useful as intermediates for forming polymers such as thermally stable, rigid polyesters.
Abstract: The novel synthesis of chemical compounds of the structures 1 and 2 is disclosed. ##STR1## Compounds 1 and 2 are shown to be useful intermediates in prostaglandin synthesis.
Abstract: This invention comprises certain analogs PGE or 11-deoxy-PGE compounds in which the carbonyl at C-9 is replaced by methylene. Also provided in this invention, are novel chemical processes and novel chemical intermediates useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
Abstract: Haloloweralkyl ethynylbenzene compounds and their derivatives which are useful for the treatment for the relief of inflammation, pain and fever.
Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
Abstract: The disclosure relates to novel 15-(3-aryl- or 3-aralkyl-cyclobutyl, -cyclopentyl and -cyclohexyl)-.omega.-pentanor prostaglandin analogues, for example 9.alpha.,11.alpha.,15.alpha.-trihydroxy-15-(trans-3-phenylcyclobutyl)-16,1 7,18,19,20-pentanor-5-cis,13-trans-prostadienoic acid, to pharmaceutical or veterinary compositions containing such a compound, and to a method of inducing luteolysis in animals by orally administering such a compound.
Abstract: The compounds are 1-aryl-1-alknyl-1-(t-butyl)-substituted methanols, e.g. 3-(2'-naphthyl)-4,4-dimethyl-pent-1-yn-3-ol, are useful as hypolipidemic agents, and are prepared by reacting a 4-aryl-pivalophenone with a metallo-alkynyl reagent under Grignard reaction conditions.
Abstract: Grignard reagents of halo-substituted conjugated dienes are prepared by reaction of 1- or 2-halo-substituted conjugated diene with magnesium metal employing a metal halide/saturated aliphatic halide catalyst system. The Grignard reagent can be employed in the preparation of hydroxy-substituted conjugated dienes and hydroxy-substituted allenes. Adjustment of the molar ratio of the metal halide to the halo-substituted conjugated diene permits favoring of hydroxy-substituted conjugated dienes or hydroxy-substituted allenes in the diene products.
Abstract: An olefinic hydrocarbon is isomerized utilizing a catalyst system consisting essentially of a mixture of a nickel complex of the formula (R.sub.3 P).sub.2 NiX.sub.2 and an alkali metal borohydride.