Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C18H19N3O5S |
Molecular Weight | 389.426 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C\C=C\C1=C(N2[C@H](SC1)[C@H](NC(=O)[C@H](N)C3=CC=C(O)C=C3)C2=O)C(O)=O
InChI
InChIKey=WDLWHQDACQUCJR-ZAMMOSSLSA-N
InChI=1S/C18H19N3O5S/c1-2-3-10-8-27-17-13(16(24)21(17)14(10)18(25)26)20-15(23)12(19)9-4-6-11(22)7-5-9/h2-7,12-13,17,22H,8,19H2,1H3,(H,20,23)(H,25,26)/b3-2+/t12-,13-,17-/m1/s1
Cefprozil, an oral cephalosporin antibiotic, is a mixture of antibiotic BMY-28100 (Z- or cis-isomer) and antibiotic BMY-28167 (E- or trans -isomer), the mixture having a Z- to E- isomer ratio in the range of 89:11 to 94:6. BMY-28167 (E- or trans -isomer) is less active when compared with BMY-28100 or isomeric mixture. There were no remarkable differences in the toxicity of the cis isomer, the trans isomer, or cefprozil (the isomeric mixture).
Originator
Approval Year
Sample Use Guides
In rats given either cefprozil (cis/trans isomers in a 9:1 ratio), the cis isomer or the trans isomer at 1500 mg/kg/day by oral gavage for one month, alopecia, salivation, reduced body weight in males, decreased litter weight and increased kidney weight were observed. No clinical pathology or gross or microscopic pathology was observed. There were no remarkable differences in the toxicity of the cis isomer, the trans isomer, or cefprozil (the isomeric mixture) in rats given 1500 mg/kg/day by oral gavage for one month.
Route of Administration:
Oral
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Code System | Code | Type | Description | ||
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92676-86-3
Created by
admin on Tue Oct 22 19:46:39 UTC 2019 , Edited by admin on Tue Oct 22 19:46:39 UTC 2019
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PRIMARY | |||
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M3213
Created by
admin on Tue Oct 22 19:46:39 UTC 2019 , Edited by admin on Tue Oct 22 19:46:39 UTC 2019
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PRIMARY | Merck Index | ||
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5281006
Created by
admin on Tue Oct 22 19:46:39 UTC 2019 , Edited by admin on Tue Oct 22 19:46:39 UTC 2019
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PRIMARY | |||
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C77188
Created by
admin on Tue Oct 22 19:46:39 UTC 2019 , Edited by admin on Tue Oct 22 19:46:39 UTC 2019
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PRIMARY |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)