Abstract: Disclosed are 7.beta.-(D-5-amino-5-carboxyvaleramido)-7-methoxy-3-cephem-4-carboxylic acids which are substituted in the three position of the "cephem" nucleus by a variety of alkyl, haloalkyl or oxygen, sulfur and nitrogen containing substitutents; and the salts, esters and amide derivatives thereof. Certain of the products are obtained by fermentation and others are obtained by synthetic means. The products exhibit activity against gram-negative and gram-positive bacteria.
Abstract: New 7-diacylimido cephalosporins are produced by reacting 7-acylamido cephalosporins with an acylating agent in the presence of a silyl reagent. The 7-diacylimido cephalosporins are cleaved to produce cephalosporins containing a different acylamido moiety. Thus, the aminoadipoyl group of cephalosporins produced by fermentation is replaced by a different acyl group by the process of the present invention. The cephalosporins produced are antibiotics having enhanced activity against gram-negative and gram-positive pathogens.
Type:
Grant
Filed:
November 29, 1974
Date of Patent:
March 29, 1977
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, Lovji D. Cama, Meyer Sletzinger, Sandor Karady
Abstract: This invention relates to compositions containing N-(benzimidazol-2-yl)arylcarboxamides as ultraviolet (UV) light absorbers. The compounds are useful to protect UV sensitive materials, particularly plastic compositions, or ingredients thereof such as dyes, anti-microbial agents, or plasticizers from attack by ultraviolet light. The compositions are suitable for those uses where UV protection is required only for short periods of time, for example in sun tan lotions, as well as for uses which require protection for extended periods of time.
Abstract: The antibiotic thienamycin is active against both gram-positive and gram-negative bacteria. The antibiotic is produced by growing a newly-found and hitherto undescribed species of Streptomyces on suitable fermentation media.
Type:
Grant
Filed:
November 18, 1975
Date of Patent:
February 1, 1977
Assignee:
Merck & Co., Inc.
Inventors:
Jean S. Kahan, Frederick M. Kahan, Edward O. Stapley, Robert T. Goegelman, Sebastian Hernandez
Abstract: Organic amines, amino acids, polyamides and vinylpolymers are fluorinated by the action of fluorine in liquid hydrogen fluoride optionally containing boron trifluoride or antimony pentafluoride at about -80.degree. to 15.degree. C. and optionally under irradiation with light.
Abstract: Novel di-bicyclo[3.1.1] and [2.2.1]heptyl and dibicyclo[3.1.1] and [2.2.1]heptenyl ketones are useful as intermediates for preparing novel polyamines useful as antimicrobial agents, as well as algae inhibitors.
Abstract: Fermentation broths or impure solutions containing thienamycin, a substance having antibiotic activity against gram-negative and gram-positive microorganisms, are purified using ion exchange resins, poly-acrylamide gels or adsorbents such as polyester polymers or polystyrene, hydrophobic crosslinked divinyl benzene polymers.
Type:
Grant
Filed:
September 18, 1975
Date of Patent:
December 28, 1976
Assignee:
Merck & Co., Inc.
Inventors:
Robert T. Goegelman, Frederick M. Kahan
Abstract: Process for preparing an ester of 3-substituted methyl-7-acylamido-7-methoxy(or hydrogen)-2-cephem-4-carboxylic acid and its corresponding sulfoxide by treating an ester of 3-carbamoyloxymethyl(or 3-lower alkanoyloxymethyl)-7-acylamido-7-methoxy(or hydrogen)-2-cephem-4-carboxyli c acid with a hydrohalic acid or another compound containing an active hydrogen and then with an oxidizing agent. The products obtained are useful as intermediates in the preparation of antibiotics.
Type:
Grant
Filed:
December 5, 1974
Date of Patent:
October 19, 1976
Assignee:
Merck & Co., Inc.
Inventors:
Theresa Y. Cheng, Sandor Karady, Seemon H. Pines, Meyer Sletzinger
Abstract: Disclosed are 7.beta.-(D-5-amino-5-carboxyvaleramido)-7-methoxy-3-cephem-4-carboxylic acids which are substituted in the three position of the "cephem" nucleus by a variety of alkyl, haloalkyl or oxygen, sulfur and nitrogen containing substituents; and the salts, esters and amide derivatives thereof. Certain of the products are obtained by fermentation and others are obtained by synthetic means. The products exhibit activity against gram-negative and gram-positive bacteria.
Abstract: Pure isomannide monooleate and pure aluminum monostearate are used singularly or in combination in the preparation of emulsion type adjuvant vaccines to yield an adjuvant superior to prior art adjuvants which employ commercial mannide monooleate and aluminum monostearate. Highly desirable formulations are obtained by the inclusion of pure aluminum monostearate as a stabilizer in combination with the pure isomannide monooleate.
Abstract: This invention relates to novel organic compounds and to methods for preparing them. More particularly, this invention provides new and useful cephalosporin compounds which are active antibiotics against both gram-positive and gram-negative microorganisms and compounds which are useful intermediates in the preparation of other new cephalosporin compounds.
Type:
Grant
Filed:
March 20, 1975
Date of Patent:
September 7, 1976
Assignee:
Merck & Co., Inc.
Inventors:
Raymond A. Firestone, John L. Fahey, Burton G. Christensen
Abstract: Increased yields of the known and useful antibiotic cephamycin C [7-(D-5-amino-5-carboxyvaleramido)-3-(carbamoyloxymethyl)-7-methoxy-3-ceph em-4-carboxylic acid] are obtained by the addition of D- or DL-arginine, D- or DL-ornithine and/or one of several polyamines; or D- or DL-lysine in combination with one of several polyamines to fermentation media composed of complex organic nutrients.
Abstract: Cell growth surfaces having controlled surface topography which permits the optimization of the fit between the cells and the growth surface. These surfaces may be constructed from sintered or sputtered titanium, glass, ceramic, plastic, or stainless steel, or may consist of a substrate having microspheres adhered to the surface thereof.
Type:
Grant
Filed:
November 19, 1974
Date of Patent:
August 24, 1976
Assignee:
Merck & Co., Inc.
Inventors:
William J. McAleer, Raymond E. Spier, Abner J. Schlabach
Abstract: 3-Fluoro-D-alanine and its deutero analogs, which are potent antibacterial agents, are prepared from fluoropyruvic acid by asymmetric synthesis using an optically active amine such as D-.alpha.-methyl-benzylamine.
Abstract: Novel 7-methoxy 3-phosphoranylidene cephem compounds which find utility as intermediates in the preparation of antibiotically active 7-methoxy-3-vinyl cephalosporins.
Type:
Grant
Filed:
June 5, 1973
Date of Patent:
August 10, 1976
Assignee:
Merck & Co., Inc.
Inventors:
Thomas R. Beattie, Burton G. Christensen
Abstract: Single vessel, closed system, anhydrous, process for preparing high purity chloromethyl methyl ether comprising reacting methylal with hydrogen chloride; wherein said hydrogen chloride is generated, in situ, by contacting methanol, a reaction intermediate, with an acid chloride.
Type:
Grant
Filed:
July 15, 1975
Date of Patent:
August 3, 1976
Assignee:
Merck & Co., Inc.
Inventors:
Leonard M. Weinstock, Sandor Karady, Meyer Sletzinger
Abstract: The racemates of 2-deutero-3-fluoro-alanine and its salts are prepared by reductive amination of 3-fluoro-pyruvic acid, its hydrate or salts thereof, via the intermediate 2-imino-3-fluoro propionic acid salt, using alkali metal borodeuterides as reducing agents. The racemates thus obtained are valuable in the production of the corresponding 2-deutero-3-fluoro-D-alanine, and its pharmacologically acceptable salts, and derivatives thereof, which are potent antibacterial agents.
Type:
Grant
Filed:
November 8, 1974
Date of Patent:
August 3, 1976
Assignee:
Merck & Co., Inc.
Inventors:
Ulf-H. Dolling, Edward J. J. Grabowski, Erwin F. Schoenewaldt, Meyer Sletzinger
Abstract: Novel 7-azido-3-cephem compounds are prepared via .alpha.-amino-phosphonoacetate esters. The cephem compounds are intermediates for the preparation of novel and known useful antibiotic cephalosporins.
Type:
Grant
Filed:
March 5, 1973
Date of Patent:
June 8, 1976
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, Ronald W. Ratcliffe
Abstract: A process for the controlled manufacture of cells and vaccines in which reproducable real time quantitative assays are utilized to ascertain the physical and chemical state of the system, in order to more efficiently manage the system, so that cell sheet formation may be determined and the vaccine may be harvested at its maximum titre, thereby resulting in significantly increased yields and decreased production costs.
Type:
Grant
Filed:
December 6, 1974
Date of Patent:
May 25, 1976
Assignee:
Merck & Co., Inc.
Inventors:
William J. Miller, Raymond E. Spier, William J. McAleer