Details
Stereochemistry | EPIMERIC |
Molecular Formula | C20H31N3O6S |
Molecular Weight | 441.542 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 4 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2\N=C\N3CCCCCC3)C(=O)OC(C)OC(=O)OCC
InChI
InChIKey=XHKFBADIZIDYBU-MLFVOLAISA-N
InChI=1S/C20H31N3O6S/c1-5-27-19(26)29-13(2)28-18(25)15-20(3,4)30-17-14(16(24)23(15)17)21-12-22-10-8-6-7-9-11-22/h12-15,17H,5-11H2,1-4H3/b21-12+/t13?,14-,15+,17-/m1/s1
Bacmecillinam is the orally active 1’-ethoxycarbonyloxyethyl ester of macillinam. It is rapidly absorbed and hydrolyzed, liberating the antibacterially active drug mecillinam. Protective effects of bacmecillinam was tested in experimental mouse intraperitoneal infection model. Drug demonstrated the potent protective effects against E. coli GN 2411-5, E. coli 2848, K. pneumoniae 8045, E. cloacae F-1510 and P. mirabilis F-783 infection.
Approval Year
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NCI_THESAURUS |
C1500
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SUB05668MIG
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100000086088
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C021145
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942B99D5UK
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DTXSID801023645
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50846-45-2
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C72619
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CHEMBL2106658
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4245
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ACTIVE MOIETY