Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C15H18N4O4S |
Molecular Weight | 350.393 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12[C@@H](C)C(SC3CN4C=NC=[N+]4C3)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C([O-])=O
InChI
InChIKey=MRMBZHPJVKCOMA-YJFSRANCSA-N
InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/m1/s1
Molecular Formula | C15H18N4O4S |
Molecular Weight | 350.393 |
Charge | 0 |
Count |
|
Stereochemistry | EPIMERIC |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 5 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/12381221
Sources: http://www.ncbi.nlm.nih.gov/pubmed/12381221
Biapenem (INN) is a carbapenem antibiotic. It has in vitro activity against anaerobes. Approved in Japan in 2001. Biapenem is a carbopenems antibiotic which suppresses bacterial growth by inhibiting the enzymes responsible for bacterial cell wall synthesis, and shows broad-spectrum antibacterial activity both against gram-positive bacteria and gram-negative bacteria. Biapenem is stable to dehaloperoxidase-I (DHP-I) and can not be administered together with DHP-I inhibitor. This product is applicable to the treatment of a variety of infections caused by sensitive bacteria: septicemia, pneumonia, lung abscess, secondary infections resulting from chronic respiratory disease, cystitis, pyelonephritis, peritonitis, appendagitis, etc. Biapenem is generally well tolerated. The most common adverse events in clinical trials were skin eruptions/rashes, nausea and diarrhoea.
Approval Year
Sample Use Guides
For adults is 0.6 g/d, given over approximately 30-60 minutes in twice administration per day. Dosage can be adjusted according to the physical condition such as age and symptom of each individual, but should not exceed 1.2 g/d.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/16379156
Curator's Comment: biapenem is clinically effective in the treatment of infection caused with P. aeruginosa.
For the carbapenems, the rank order of activity was meropenem (MIC50, 1 microg/ml)=biapenem (1 microg/ml)>imipenem (2 microg/m)>panipenem (8 microg/ml).
Substance Class |
Chemical
Created
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admin
on
Edited
Fri Dec 15 15:43:09 GMT 2023
by
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on
Fri Dec 15 15:43:09 GMT 2023
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Record UNII |
YR5U3L9ZH1
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Record Status |
Validated (UNII)
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WHO-VATC |
QJ01DH05
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WHO-ATC |
J01DH05
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NCI_THESAURUS |
C260
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71339
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DB13028
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120410-24-4
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3089
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C065257
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m2471
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100000085876
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YR5U3L9ZH1
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BIAPENEM
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C72620
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SUB05813MIG
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EE-66
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DTXSID5046435
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CHEMBL285347
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365
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