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Basic information
- Standard SMILES
CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[n+]3cccc4c3CCC4)CS[C@H]12)c1csc(N)n1- InChIKey
DKOQGJHPHLTOJR-WHRDSVKCSA-N- Molecular formula
- C22H22N6O5S2
- Average molar mass
- 514.589 g/mol
- Monoisotopic mass
- 514.1093098
Names & identifiers
- Preferred name
- Cefpirome
- IUPAC
- (6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(6,7-dihydro-5H-cyclopenta[b]pyridin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- English name
- Cefpirome
- Molecular formula
- C22H22N6O5S2
- Molecular weight
- 514.58
Names & synonyms
Database identifiers
- CAS
84957-29-9- PubChem CID
- 5479539
- DTXSID
DTXSID2048244- ChEMBL
CHEMBL65794- ChEBI
CHEBI:3503- UNII
- S72Q2F09HY
- Nikkaji
- J32.848K
Properties
Physicochemical properties
- storage temp.
- 2 · 2-8°C(protect from light)
- FDA UNII
- 72 Q2F09HY · S72Q2F09HY
- ATC code
- 1 DE02 · J01DE02
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38-42/43
- Safety Statements
- 22 · 22-26-36/37/39
- Toxicity
- 50 in · LD50 in mice, rats (g/kg): 1.9-2.4, 1.9-2.15 i.v.; 3.8-4.2, 5.8-6.55 i.p. (Donaubauer, Mayer)
Safety & regulation
Safety data
- Toxicity
- LD50 in mice, rats (g/kg): 1.9-2.4, 1.9-2.15 i.v.; 3.8-4.2, 5.8-6.55 i.p. (Donaubauer, Mayer)
- risk_code
- 36/37/38-42/43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-26-36/37/39
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Chemistry & industry
Applications
DescriptionThis drug is resistant with respect to a broad spectrum of beta-lactamases. Its spectrum of activity is analogous to that of the third-generation cephalosporin cefotaxime (32.1.2.56), although it is more active with respect to some staphylococci, enterococci, and also a few enterobacteria. Synonyms of this drug are cefrom, cedixen, and others.
UsesCephalosporin antibiotic Claforan
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Additional notes
DefinitionChEBI: Cefpirome is a fourth-generation cephalosporin antibiotic having 6,7-dihydro-5H-cyclopenta[b]pyridinium-1-ylmethyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups located at positions 3 and 7 respectively. It is a cyclopentapyridine and a cephalosporin.
Related reactions
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Linked notes
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