Substituted N-methylene derivatives of thienamycin
First Claim
1. The compound of the structure:
- ##STR236## and the pharmaceutically acceptable salts thereof, wherein R1 and R2 are independently selected from the group consisting of hydrogen, alkyl having 1-6 carbon atoms, and alkenyl having 2-6 carbon atoms, and R is hydrogen, alkenyl of 2-6 carbon atoms, alkyl, alkoxyalkyl, mono- or dialkyl aminoalkyl, aminoalkyl, amino, perfluoroalkyl, alkylthioalkyl, 3-pyridyl, 4-thiazolyl, phenyl, benzyl, or phenethyl;
in any of which alkyl chains, alkyl is 1-6 carbon atoms.
0 Assignments
0 Petitions
Accused Products
Abstract
Disclosed are substituted N-methylene derivatives of thienamycin 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 NR1 R2 wherein, inter alia, R is substituted or unsubstituted: alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, heterocyclyl, and heterocyclylalkyl; R1 and R2 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.
77 Citations
14 Claims
-
1. The compound of the structure:
- ##STR236## and the pharmaceutically acceptable salts thereof, wherein R1 and R2 are independently selected from the group consisting of hydrogen, alkyl having 1-6 carbon atoms, and alkenyl having 2-6 carbon atoms, and R is hydrogen, alkenyl of 2-6 carbon atoms, alkyl, alkoxyalkyl, mono- or dialkyl aminoalkyl, aminoalkyl, amino, perfluoroalkyl, alkylthioalkyl, 3-pyridyl, 4-thiazolyl, phenyl, benzyl, or phenethyl;
in any of which alkyl chains, alkyl is 1-6 carbon atoms. - View Dependent Claims (2, 3, 4, 5, 6, 7)
- ##STR236## and the pharmaceutically acceptable salts thereof, wherein R1 and R2 are independently selected from the group consisting of hydrogen, alkyl having 1-6 carbon atoms, and alkenyl having 2-6 carbon atoms, and R is hydrogen, alkenyl of 2-6 carbon atoms, alkyl, alkoxyalkyl, mono- or dialkyl aminoalkyl, aminoalkyl, amino, perfluoroalkyl, alkylthioalkyl, 3-pyridyl, 4-thiazolyl, phenyl, benzyl, or phenethyl;
-
8. The compound of the structure:
- ##STR243## and the pharmaceutically acceptable salts thereof, wherein R1, R2, and R are independently selected from the group consisting of hydrogen, alkyl, aminoalkyl having 1-6 carbon atoms, and alkenyl of 2-6 carbon atoms.
- View Dependent Claims (9, 10, 11, 12, 13, 14)
Specification
-
- Resources
-
Current AssigneeMerck & Co., Inc.
-
Original AssigneeMerck & Co., Inc.
-
InventorsWildonger, Kenneth J., Christensen, Burton G., Leanza, William J.
-
Primary Examiner(s)Lee, Mary C.
-
Application NumberUS05/852,425Time in Patent Office852 DaysField of Search260/326.31, 260/306.8 R, 424/274, 424/263, 424/270, 546/272US Class Current540/302CPC Class CodesC07D 205/08 with one oxygen atom direct...C07D 477/20 Sulfur atomsC07F 7/10 containing nitrogen having ...
