Abstract: This invention relates to a new class of penicillins (I) and their pharmaceutically acceptable salts and esters which are useful as antibiotics: ##STR1## wherein the stylized radical (hereafter referred to as R'): ##STR2## represents a mono- or polycyclic N-containing heterocyclic group; R.sup.2 is H or OH; and R is, inter alia, hydrogen, substituted and unsubstituted: alkyl, aryl, alkenyl, heterocyclylalkyl, heterocyclylalkenyl, aralkyl, aralkenyl, --NR.sub.2, --COOR, CONR.sub.2, --OR or CN.
Abstract: Heteropolysaccharide S-7, either in the regular or low-calcium form, is used at levels from about 0.1 to 10%, preferably 0.1 to 3%, most preferably 0.2 to 2%, in aqueous ammonium nitrate solutions to provide explosive compositions which rapidly develop viscosity and can be easily adapted to field use.
Abstract: A method is provided for pretreatment of microcarrier beads to make them suitable for use in mass culture of vertebrate anchorage dependent cells such as primary and diploid cells. The beads are soaked and heated in fetal calf serum (FCS) at from about 65.degree. to about 95.degree. C. for about 3 minutes to about 1 hour.
Abstract: Disclosed are N-alkylated derivatives of the antibiotic thienamycin, which has the following structure: ##STR1## Such compounds and their pharmaceutically acceptable salt, ester and amide derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such derivatives, pharmaceutical compositions comprising such derivatives, and methods of treatment comprising administering such derivatives and compositions when an antibiotic effect is indicated.
Type:
Grant
Filed:
December 16, 1977
Date of Patent:
November 25, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, Raymond A. Firestone, William J. Leanza
Abstract: Disclosed are N-alkyl- N-acyl derivatives of the antibiotic thienamycin having the following structural formula: ##STR1## wherein R.sup.1 is, inter alia, alkyl, alkenyl, aryl or aralkyl; and R.sup.2 is acyl. Such compounds, including their O- and carboxyl derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds, and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.
Type:
Grant
Filed:
May 5, 1977
Date of Patent:
November 25, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, William J. Leanza
Abstract: Subunit viral or bacterial antigens are incorporated into liposomes containing a positively charged amino-containing surfactant. The resulting complex is antigenically more active than the free antigen.
Abstract: The antibiotic 3-(2-Aminoethylthio)-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxy lic acid(I) and processes for its preparation are disclosed: ##STR1## Also disclosed are pharmaceutical compositions comprising I and methods of treatment comprising administering I when an antibiotic effect is indicated.
Type:
Grant
Filed:
June 15, 1979
Date of Patent:
November 25, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Ronald W. Ratcliffe, Linda J. Ruswinkle
Abstract: The antibiotics MSD 890A.sub.1 and MSD 890A.sub.3 and pharmaceutically acceptable salts thereof (hereinafter referred to as antibiotics 890A.sub.1 and 890A.sub.3) are active against both gram-positive and gram-negative bacteria. The antibiotics are produced by growing species of Streptomyces on suitable fermentation media.
Type:
Grant
Filed:
April 6, 1979
Date of Patent:
November 25, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Patrick J. Cassidy, Robert T. Goegelman, Edward O. Stapley, Sebastian Hernandez
Abstract: Isomeric forms of 3-(2-aminoethylthio)-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-en e-2-carboxylic acid (I) ##STR1## are disclosed; also disclosed is a process for their total synthesis; such isomers individually, and as mixtures, are useful as antibiotics.
Type:
Grant
Filed:
March 5, 1979
Date of Patent:
November 18, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, David B. R. Johnston, Susan M. Schmitt
Abstract: Disclosed are substituted N-methylene derivatives of thienamycin sulfoxide (I, n=1) and sulfone (I, n=2) which may be represented by the following structural formula: ##STR1## wherein X and Y are selected from the group consisting of hydrogen, R, OR, SR, and NR.sup.1 R.sup.2 wherein, inter alia, R is substituted or unsubstituted: alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, heterocyclyl, and heterocyclylalkyl; R.sup.1 and R.sup.2 are hydrogen or R. Such compounds and their pharmaceutically acceptable salt, ether, ester and amide derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds; pharmaceutical compositions comprising such compounds; and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.
Type:
Grant
Filed:
September 15, 1977
Date of Patent:
November 4, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, William J. Leanza, Kenneth J. Wildonger
Abstract: Disclosed are 6-, 1- and 2-substituted-1-carbadethiapen-2-em-3-carboxylic acids having the structure: ##STR1## wherein: R.sup.1, R.sup.6, R.sup.7 and R.sup.8 are, inter alia, independently selected from the group consisting of hydrogen, alkyl, alkenyl, aryl and aralkyl. Such compounds as well as their pharmaceutically acceptable salt, ester and amide derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.
Abstract: The antibiotic N-acetyl thienamycin and its non-toxic pharmaceutically acceptable salts are active against both gram-positive and gram-negative bacteria. The antiobiotic is produced by growing a species of Streptomyces on suitable fermentation media or alternatively by acetylation of thienamycin.
Type:
Grant
Filed:
April 5, 1979
Date of Patent:
October 21, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Jean S. Kahan, Frederick M. Kahan, Robert T. Goegelman, Edward O. Stapley, Sebastian Hernandez
Abstract: Disclosed are O-, N- and substituted carboxyl derivatives of the antibiotic thienamycin, which has the following structure: ##STR1## Such derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such derivatives, pharmaceutical compositions comprising such derivatives, and methods of treatment comprising administering such derivatives and compositions when an antibiotic effect is indicated.
Type:
Grant
Filed:
December 16, 1977
Date of Patent:
October 7, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, John Hannah, William J. Leanza, Ronald W. Ratcliffe, David H. Shih
Abstract: Novel antibiotics of the formula: ##STR1## and its salts, esters and amides wherein R is acyl;B is H, OMe, Me or SR wherein R is lower alkyl or aryl;A.sup.1 is hydrogen, hydroxy, or an organic group; and,X is a divalent radical selected from --O--, --CH.sub.2 --, or --NY-- where Y is hydrogen or lower alkyl of from 1 to 6 carbon atoms such as methyl, ethyl, i-propyl, n-butyl, n-pentyl, n-hexyl and the like, formyl or benzyl.This invention is directed to novel antibiotics, novel intermediates useful in their preparation, and processes for preparing the novel antibiotics. The novel antibiotics are effective against gram-negative bacteria including Proteus vulgaris, E. coli and Salmonella schottmulleri, and gram-positive bacteria including Staphylococcus aureus and Bacillus subtilis and are useful in combatting bacterial infections in animals or humans in addition to various industrial applications.
Type:
Grant
Filed:
June 8, 1979
Date of Patent:
October 7, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, Ronald W. Ratcliffe
Abstract: Disclosed are 3-(2-aminoethylthio)-6-amido-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxy lic acids having the structure: ##STR1## wherein R.sup.1 is hydrogen or acyl. Such compounds as well as their pharmaceutically acceptable salt, ester and amide derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.
Type:
Grant
Filed:
April 17, 1979
Date of Patent:
September 23, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, Ravindra N. Guthikonda, David B. R. Johnston, Susan M. Schmitt
Abstract: The present invention provides a valve operator whereby movement of linkage arms connected to a spring loaded movable pressure plate and to a valve stem support opens and closes the valve diaphragm. A manual override clutch assembly disengages the drive means and permits manual operation of the valve.
Abstract: An improved process for preparing the antibiotic compound 7.beta.-(2-thienylacetamido)-7-methoxy-3-carbamoyloxymethyl-3-cephem-4-car boxylic acid, from the N-blocked esters of the compound 7.beta.-(D-5-amino-5-carboxyvaleramido)-3-carbamoyloxymethyl-7-methoxy-3-c ephem-4-carboxylic acid (Cephamycin C), by conducting the transacylation of the latter in a homogeneous solution containing a trimethylsilyl enol ether.
Abstract: A process for increasing the viscosity of cold milk under agitation is provided, which comprises of adding a blend of a phosphate such as sodium hexametaphosphate, sodium tripolyphosphate, or tetrasodiumpolyphosphate (TSPP) and a gum such as guar gum, carboxymethyl cellulose, or xanthan gum to milk. Preferably, approximately equal weights of the TSPP and xanthan gum are used, and about 0.05-1% of xanthan gum is in the final cold milk mix.