Abstract: Disclosed are compounds of the formula: ##STR1## and the pharmaceutically acceptable salts thereof wherein R.sup.1 and R.sup.2 are independently alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl or haloalkynyl, each having 1 to 19 carbon atoms, or R.sup.2 is hydrogen; R.sup.3 is hydrogen, alkyl having 1 to 6 carbon atoms or hydroxyalkyl having 1 to 6 carbon atoms; R.sup.4 is hydrogen, halogen, amino or alkyl having 1 to 4 carbon atoms; R.sup.5, R.sup.6 and R.sup.7 are independently selected from hydrogen, hydroxy, alkyl having 1 to 6 carbon atoms, acyloxy having 1 to 8 carbon atoms, alkoxy having 1 to 6 carbon atoms, hydroxyalkyl having 1 to 6 carbon atoms, acyloxyalkyl having 1 to 12 carbon atoms, amino, alkylamino of 1 to 6 carbon atoms and --PO.sub.3.sup.=, or two of R.sup.5, R.sup.6 and R.sup.7 taken together form a group --OPO.sub.2 O.sup.- --, --CH.sub.2 OPO.sub.2 O.sup.- --, --CH.sub.2 OPO.sub.2 OPO.sub.2 O.sup.= --, or --OPO.sub.2 OPO.sub.2 O.sup.= --; A is O, S or CH.sub.
Type:
Grant
Filed:
April 6, 1984
Date of Patent:
April 1, 1986
Assignee:
Merck & Co., Inc.
Inventors:
Malcolm MacCoss, Richard L. Tolman, Robert A. Strelitz
Abstract: Novel dibenzo[b,f]thiepin-3-carboxaldehydes and derivatives are prepared and employed in the treatment and control of allergic conditions such as allergic asthma.
Abstract: Chiral N-protected, N-substituted .alpha.-amino acids are described. These compounds are prepared by condensation of an N-protected .alpha.-amino acid with an aldehyde followed by the selective reductive cleavage of an oxazolidinone intermediate.
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## attached to the 6-amino nitrogen moiety of the penicillin (or ring analogue thereof) nucleus represents a mono- or polycyclic N-containing heterocyclic group;X is S, SO, CH.sub.2, or O; m is 0, 1 or 2;R is, inter alia, hydrogen, substituted and unsubstituted: alkyl, aryl, alkenyl, heterocyclylalkyl, heterocyclylalkenyl, aralkenyl, aralkyl, --NR.sub.2, COOR, CONR.sub.2, --OR, or CN;R.sup.2 is H, or lower alkoxyl.
Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: ##STR1## wherein R.sup.5 and R.sup.6 are removable protecting groups.
Abstract: Novel 6H-dibenz[b,e][1,4]oxathiepin derivatives of the formulae I and IA are employed in the treatment and control of allergic conditions such as allergic asthma.
Abstract: Disclosed is a process for the stereocontrolled total synthesis of thienamycin via intermediates II and IIa: ##STR1## wherein R is a readily removable carboxyl protecting group.
Type:
Grant
Filed:
June 7, 1982
Date of Patent:
August 21, 1984
Assignee:
Merck & Co., Inc.
Inventors:
Thomas M. H. Liu, David G. Melillo, Kenneth M. Ryan, Ichiro Shinkai, 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: Disclosed are 6-amido-3-substituted-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylic acids (I): ##STR1## wherein R.sup.1 is hydrogen or acyl; andX is halo, oxygen (the 2-3 bond is saturated and the species I exists as a carboxylate salt or ester), or --OR wherein R is, inter alia, acyl, alkyl, or aralkyl. Such compounds and 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:
July 11, 1980
Date of Patent:
November 3, 1981
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, Ravindra N. Guthikonda, Ronald W. Ratcliffe
Abstract: Process and intermediate products useful in the preparation of cephalosporin compounds having a substituent at the 7-position in place of hydrogen are provided. The new cephalosporin compounds are active against various gram-negative and gram-positive organisms.
Type:
Grant
Filed:
June 2, 1971
Date of Patent:
October 27, 1981
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, Lovji D. Cama, Sandor Karady, Meyer Sletzinger
Abstract: Disclosed are 6- and 6,6-disubstituted-2-substituted-oxapen-2-em-3-carboxylic acids of the following structure: ##STR1## wherein: R.sup.1 and R.sup.2 are independently selected from hydrogen, alkyl, alkoxyl, aralkyl, aryl, heterocyclyl and heterocyclylalkyl; R is selected from hydrogen, --OR, --SR, --NR.sub.2, alkyl, aryl, aralkyl, heterocyclyl, or heterocyclylalkyl. Such compounds and their pharmaceutically acceptable salt, and ester 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:
October 10, 1979
Date of Patent:
October 6, 1981
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, Frank P. DiNinno
Abstract: Cationic or certain anionic dyes are rendered compatible with normally incompatible anionic and nonanionic polymers by the addition of certain surface active agents.
Abstract: A process for producing heteropolysaccharide S-119 by bacterial fermentation of an organism deposited with the American Type Culture Collection under Accession No. ATCC 31643.
Type:
Grant
Filed:
June 20, 1980
Date of Patent:
May 26, 1981
Assignee:
Merck & Co., Inc.
Inventors:
Kenneth S. Kang, George T. Veeder, Peter J. Mirrasoul
Abstract: A novel form of xanthan gum and preparation therefor are disclosed. This gum is characterized in that when homogenized with oil and water, the resulting emulsion is smooth flowing (clabber-free).
Abstract: Disclosed are 1-carba-pen-2-em-3-carboxylic acids of the following structure: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are, inter alia, independently selected from the group consisting of hydrogen (R.sup.4 is not hydrogen), alkyl, 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 MSD 890A.sub.10 and pharmaceutically acceptable salts thereof (hereinafter referred to as antibiotic 890A.sub.10) is active against both gram-positive and gram-negative bacteria. The antibiotic is produced by growing species of Streptomyces on suitable fermentation media.
Type:
Grant
Filed:
September 26, 1979
Date of Patent:
April 28, 1981
Assignee:
Merck & Co., Inc.
Inventors:
Patrick J. Cassidy, Sheldon B. Zimmerman, Josefino B. Tunac, Sebastian Hernandez
Abstract: There is disclosed a new antibiotic agent, A40A, produced by Streptomyces lavedulae MA-4758 (ATCC 31312) under suitable conditions. Said antibiotic shows antibacterial and growth-permittant activity.
Type:
Grant
Filed:
September 13, 1979
Date of Patent:
April 28, 1981
Assignee:
Merck & Co., Inc.
Inventors:
Ray S. Dewey, Vincent P. Gulla, Sheldon B. Zimmerman, Satoshi Omura, Ruiko Oiwa
Abstract: A high molecular weight capsular polysaccharide from H. influenza type b is an effective immunogenic agent against infection caused by the H. influenza type b bacterium.
Type:
Grant
Filed:
September 24, 1979
Date of Patent:
April 28, 1981
Assignee:
Merck & Co., Inc.
Inventors:
Peter J. Kniskern, Arpi Hagopian, Dennis J. Carlo