Abstract: Novel interphenylene derivatives of 11,12-secoprostaglandins are prepared by the stepwise alkylation of the ethyl ester or the t-butyl ester of acetoacetic acid. One such method involves treatment of the t-butyl ester of acetoacetic acid with a strong base to form the anion followed by treatment with ethyl p-(3-bromopropyl)benzoate to produce ethyl 4-(4-tert-butoxycarbonyl-5-oxo-hexyl)benzoate, subsequently reacting the anion of the thus-formed benzoate with 1-chloro-4-acetoxynonane to produce ethyl 4-(4-acetyl-4-tert-butoxycarbonyl-8-acetoxytridecyl)benzoate followed by decarboxylation and alkaline hydrolysis to produce the desired product 4-(4-acetyl-8-hydroxytridecyl)benzoic acid which is useful as a pharmaceutical in the treatment of patients with renal failure and in the prevention of transplant rejection.
Abstract: This invention relates to 9-thia-, 9-oxothia, and 9-dioxothia-11,12-seco-prostaglandins and processes for their manufacture. These compounds have prostaglandin-like biological activity and are particularly useful for the treatment of skin diseases such as psoriasis, for the prevention of thrombus formation, in stimulating the production of growth hormone in intact animals, and as regulators of the immune response.
Type:
Grant
Filed:
October 25, 1977
Date of Patent:
December 5, 1978
Assignee:
Merck & Co., Inc.
Inventors:
Edward J. Cragoe, Jr., John B. Bicking, Robert L. Smith
Abstract: 2-R.sup.1 -Substituted-3-amino-R.sup.2 -substituted-1,2,5-thiadiazolium salts have broad spectrum antibacterial and antifungal activity. They are useful for cleansing inanimate surfaces as well as agents for agriculture.
Type:
Grant
Filed:
November 11, 1977
Date of Patent:
November 28, 1978
Assignee:
Merck & Co., Inc.
Inventors:
Joshua Rokach, Edward J. Cragoe, Jr, Clarence S. Rooney, Grant W. Reader
Abstract: This invention relates to aryloxy-, alkoxy-, arylthio-, and alkylthio-11,12-seco-prostaglandins and to processes for their manufacture. These compounds have prostaglandin-like activity and are particularly useful in fertility control such as for estrus synchronization in animals and postcoital contraceptive agents in humans.
Abstract: Controlled porosity supports having a siliceous surface are treated with a silane compound followed by treatment with a quaternizing agent to introduce quaternary ammonium moieties on the beads which are used to perform molecular size separations on cationic polymers.
Type:
Grant
Filed:
October 13, 1976
Date of Patent:
October 3, 1978
Assignee:
Calgon Corporation
Inventors:
Charles P. Talley, Guy M. Bradley, Ronald T. Guliana
Abstract: Interphenylene 8-aza-9-dioxothia-11,12-secoprostaglandins are prepared by the two-stage alkylation of the anion of a lower alkyl sulfonamide, R.sup.1 SO.sub.2 NH.sub.2, using first a compound of the formula: ##STR1## and second, a compound of the formula: ##STR2## The compounds produced have renal vasodilatory activity when administered orally and are therefore useful for treating patients with renal impairment.
Abstract: Ethylcellulose walled microcapsules, obtained from cyclohexane medium are heavily solvated with cyclohexane and tend to form lumps even after drying. Displacements of cyclohexane by pentane, hexane, heptane or octane or mixtures thereof during the isolation of the microcapsules gives a dry product which is essentially all discrete dry microcapsules.
Type:
Grant
Filed:
May 25, 1973
Date of Patent:
August 15, 1978
Assignee:
Merck & Co., Inc.
Inventors:
Lewis D. Morse, Melvin J. Boroshok, Roy W. Grabner
Abstract: Improved process is described for preparing 3.beta.-hydroxy-27-norcholest-5,7-dien-25-one, a useful intermediate in the synthesis of 25-hydroxyvitamin D.sub.3. Novel intermediates and their preparation are disclosed.
Abstract: This invention relates to novel 8-aza-9-oxo-11-thia-, -11-oxothia-, and -11-dioxothia-prostanoic acid compounds, salts, and derivatives thereof and also to processes for the preparation of such compounds. These compounds have prostaglandin-like biological activity and are particularly useful as renal vasodilators, for the treatment of certain autoimmune diseases, and in preventing thrombus formation.
Type:
Grant
Filed:
April 20, 1977
Date of Patent:
July 25, 1978
Assignee:
Merck & Co., Inc.
Inventors:
Robert L. Smith, Ta-Jyh Lee, Edward J. Cragoe, Jr.
Abstract: Acids, particularly dilute acid solutions thickened with copolymers of dimethyl diallyl ammonium chloride and a monomer capable of postreaction after polymerization to provide branching or partial crosslinking, are useful as oil well drilling and fracturing fluids for stimulating well production.
Type:
Grant
Filed:
February 25, 1977
Date of Patent:
July 11, 1978
Assignee:
Calgon Corporation
Inventors:
Gloria DiMarco Sinkovitz, Andrew Jackson Sharpe, Jr.
Abstract: Novel polymers having a linear backbone which is free from both branching and cross-linking, comprising quaternized nitrogen atoms linked to each other through trimethylene groups. By the term "linear backbone" is meant that the polymer has only acyclic groups, i. e. trimethylene, linking the nitrogen atoms in a single continuous chain; the polymer is free from "branching" when it has no repeating monomer units extending from the polymer backbone; and it is free from "cross-linking" when there is no joining of two linear backbones. These polymers are useful as antimicrobials, flocculating agents, antistatic agents, electroconductive agents for coating paper, chelating agents and bile acid binding agents, as well as in similar applications where their high charge to weight ratio and fully accessible nitrogen atoms can be employed. The polymers are obtained by the polymerization of dihydro-oxazine, reductive alkylation of the resulting polymer, followed by quaternization.
Type:
Grant
Filed:
April 1, 1977
Date of Patent:
July 4, 1978
Assignee:
Merck & Co., Inc.
Inventors:
Arthur F. Wagner, Nathaniel Grier, Tsung-Ying Shen
Abstract: This invention relates to 11,12-secoprostaglandins and processes for their manufacture. These compounds have prostaglandin-like biological activity and are particularly useful as renal vasodilators, for the treatment of hypertension, for the prevention of thrombus formation, in preventing gastric secretion, and as regulators of the immune response.
Type:
Grant
Filed:
December 17, 1976
Date of Patent:
June 27, 1978
Assignee:
Merck & Co., Inc.
Inventors:
Edward J. Cragoe, Jr., John B. Bicking, Robert L. Smith
Abstract: The invention disclosed herein relates to a novel process for preparing the monomer, 3-[N-(3-chloropropyl)methylamino]-N,N,N-trimethyl-propan-1-aminium chlorid e, which comprises reacting N,N-bis(3-chloropropyl)methylamine with trimethylamine. The 3,3-ionene monomer thus obtained is a key intermediate for making the linear, unbranched, non-cross-linked polymer, poly-[{methyl-(3-trimethylammoniopropyl)imino}trimethylene dichloride], which is valuable as an oral bile acid sequestrant.
Abstract: This invention relates to 11,12-secoprostaglandins and processes for their manufacture. These compounds have prostaglandin-like biological activity and are particularly useful as renal vasodilators, for the treatment of hypertension, for the prevention of thrombus formation, in preventing gastric secretion, and as regulators of the immune response.
Type:
Grant
Filed:
December 17, 1976
Date of Patent:
May 30, 1978
Assignee:
Merck & Co., Inc.
Inventors:
Edward J. Cragoe, Jr., John B. Bicking, Robert L. Smith
Abstract: Novel cyano substituted (3-loweralkylamino-2-R.sub.1 O-propoxy)pyridines, their pharmaceutically acceptable salts and their preparation are disclosed. The pyridines are vasodilators having antihypertensive activity of rapid onset and extended duration and reduced tendency to cause undesirable tachychardia; they are also .beta.-adrenergic blocking agents.
Abstract: The invention disclosed herein relates to antiandrogenic compositions active, in vivo, as inhibitors of the aggregation of mammalian blood platelets, and to the method of preventing, arresting or reversing blood platelet aggregation by the administration to mammals of such antiandrogenic compositions.
Type:
Grant
Filed:
June 23, 1977
Date of Patent:
May 30, 1978
Assignee:
Merck & Co., Inc.
Inventors:
Glen E. Arth, Sumner Wood, Jr., deceased
Abstract: 3-(1-Piperazinyl)-1,2,4-benzotriazines, N-oxides and pharmaceutically acceptable salts thereof have serotoninmimetic activity. They are prepared by treating 3-halo-1,2,4-benzotriazines or N-oxides thereof with piperazine.
Abstract: This invention relates to 8-aza-9-ozo(and dioxo)-thia-11,12-secoprostaglandins and processes for their manufacture. These compounds have prostaglandin-like biological activity and are particularly useful as renal vasodilators, for the prevention of thrombus formation, to induce growth hormone release, and as regulators of the immune response.