Abstract: A unique process for preparing certain (2R-trans)hexahydroaroquinolizines, especially (2R-trans)-N-[2-(1,3,4,6,7,12b-hexahydro-2'-oxospiro[aro-[2,3-a]-quinolizi ne-2,4'-imidazolidin]-3'-yl)ethyl)-methanesulfonamide from (2R-trans)-N-[2-[(2-cyano-(1,3,4,6,7,12b-hexahydro-aro-[2,3-a]quinolizin-2 -yl)amino]ethyl]methanesulfonamide is described.
Type:
Grant
Filed:
March 16, 1989
Date of Patent:
July 17, 1990
Assignee:
Merck & Co., Inc.
Inventors:
Ann E. DeCamp, Ralph P. Volante, Anthony O. King, Ichiro Shinkai
Abstract: 3-Hydroxybenzo[b]thiophene-2-carboxamide derivatives have been prepared by:(1) treating a substituted 2-halobenzoate with a thioacetamide.(2) treating a substituted thiosalicylate with an appropriately substituted haloacetamide; and(3) further synthetic modification of compounds prepared above.These compounds have been found to be effective inhibitors of both cyclooxygenase and lipoxygenase and thereby useful in the treatment of pain, fever, inflammation, arthritic conditions, asthma, allergic disorders, skin diseases, cardiovascular disorders, psoriasis, inflammatory bowel disease, glaucoma or other prostaglandins and/or leukotriene mediated diseases.
Type:
Grant
Filed:
August 18, 1986
Date of Patent:
January 24, 1989
Assignee:
Merck & Co., Inc.
Inventors:
Allan N. Tischler, Philippe L. Durette, Bruce E. Witzel, Thomas J. Lanza, Jr.
Abstract: Substituted cinnamyl-2,3-dihydrobenzofurans and analogs were prepared from the nucleophlic substitution of a cinnamylhalide with a 2,3-dihydrobenzofuran anion or an analog thereof. These compounds were found to be potent topical anti-inflammatory agents.
Type:
Grant
Filed:
April 17, 1987
Date of Patent:
October 18, 1988
Assignee:
Merck & Co., Inc.
Inventors:
Michael N. Chang, Norman P. Jensen, Milton L. Hammond, Robert A. Zambias, John McDonald, Kathleen M. Rupprecht
Abstract: Compounds having somatostatin-like activity have been found to be useful as local anti-inflammatory agents in the treatment of such conditions as, for example, psoriasis, eczema, seborrhea, and other localized inflammatory and allergic conditions. Particularly useful are cyclic and bridged somatostatin analogs.
Type:
Grant
Filed:
September 2, 1987
Date of Patent:
May 31, 1988
Assignee:
Merck & Co., Inc.
Inventors:
Evan R. Morgan, Daniel F. Veber, Sanford L. Steelman
Abstract: The addition of organolithium to dimethylhydrazones of certain ethers of a-hydroxyaldehydes results in the synthesis of threo- or erythro- intermediates readily convertible to threo- or erythro-2-amino alcohols.
Abstract: Novel substituted 4-heteroaryl-1,4-dihydropyridine compounds useful as calcium channel blockers, pharmaceutical compositions therof, and methods of treatment are disclosed.
Type:
Grant
Filed:
September 13, 1985
Date of Patent:
April 5, 1988
Assignee:
Merck & Co., Inc.
Inventors:
John J. Baldwin, Wasyl Halczenko, George D. Hartman, Brian T. Phillips
Abstract: The invention in its broad aspects relates to caprolactam derivatives which are useful as angiotensin converting enxyme inhibitors and as antihypertensives.
Type:
Grant
Filed:
May 19, 1986
Date of Patent:
July 14, 1987
Assignee:
Merck & Co., Inc.
Inventors:
Elbert E. Harris, Arthur A. Patchett, Eugene D. Thorsett
Abstract: Pharmaceutical compositions of specific substituted pyrimidines and methods of treatment of certain cardiovascular disorders are disclosed. Also disclosed are novel substituted acrylated pyrimidines which are useful as calcium channel blockers.
Type:
Grant
Filed:
February 7, 1986
Date of Patent:
June 23, 1987
Assignee:
Merck & Co., Inc.
Inventors:
John J. Baldwin, Steven M. Pitzenberger, David E. McClure
Abstract: Crystalline salts of (R,S)-pivaloyloxyethyl esters of (S)-3-(3,4-dihydroxyphenyl)-2-methylalanine and processes for their preparation are disclosed.
Abstract: Hydroxyalkyl-phenoxy-propan-2-olamines and novel esters thereof are oculoselective .beta.-blockers useful in the treatment of elevated intraocular pressure with little or no effect on the pulmonary or cardiovascular system.
Abstract: Indene derivatives have been found to have potent and specific PAF (Platelet-Activating-Factor) antagonistic activities and are thereby useful in the treatment of various diseases or disorders mediated by the PAF, for example, inflammation, cardiovascular disorder, asthma, lung edema, and adult respiratory distress syndrome.
Type:
Grant
Filed:
November 14, 1983
Date of Patent:
April 7, 1987
Assignee:
Merck & Co., Inc.
Inventors:
Tsung-Ying Shen, Shu S. Yang, San-Bao Hwang
Abstract: Novel 5-amino or substituted amino 1,2,3-triazoles are disclosed as having anticoccidial activity. The compounds are useful for controlling coccidiosis when administered in minor quantities to animals, in particular to poultry, usually in admixture with animal sustenance.
Type:
Grant
Filed:
February 2, 1984
Date of Patent:
May 20, 1986
Assignee:
Merck & Co., Inc.
Inventors:
Richard J. Bochis, John C. Chabala, Michael H. Fisher
Abstract: There are disclosed novel avermectin 8,9-cyclopropyl compounds (also referred to as 8,9-dihydro-8,9-methano avermectin compounds). The 8,9-cyclopropyl compounds are prepared by treating an avermectin compound with an iodohalomethane compound in the presence of an activated form of zinc. The avermectin 8,9-cyclopropyl compounds have utility as anti-parasitic agents and compositions for that use are also disclosed. The compounds are also highly potent insecticides against agricultural pests.
Abstract: There are disclosed novel avermectin and milbemycin compounds wherein the 13-position is oxidized to a keto function. The 13-keto derivatives are prepared from the 13-hydroxy compounds by oxidizing the 13-position with a suitable oxidizing agent. The avermectin and milbemycin 13-keto derivatives are active in their own right and also serve as intermediates in the preparation of 13-imino and 13-amino derivatives. The 13-keto, imino and amino compounds have utility as anti-parasitic agents and compositions for that use are also disclosed. The compounds are also highly potent insecticides against agricultural pests.
Abstract: Hydroxybenzylamino derivatives have been prepared from an appropriate hydroxybenzaldehyde and an amine followed by reduction. These compounds are found to be active topical anti-inflammatory agents.