(6R-trans)-7-Amino-8-oxo-3-((1,3,4-thiadiazol-2-ylthio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
Basic information
- CAS
24209-43-6- Standard SMILES
NC1C(=O)N2C(C(=O)O)=C(CSc3nncs3)CSC12- InChIKey
OBZPELDGSNYFTD-UHFFFAOYSA-N- Molecular formula
- C10H10N4O3S3
- Average molar mass
- 330.4 g/mol
- Monoisotopic mass
- 329.99150371
Names & identifiers
- Preferred name
- (6R-trans)-7-Amino-8-oxo-3-((1,3,4-thiadiazol-2-ylthio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
- IUPAC
- 7-amino-8-oxo-3-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- English name
- (6R-trans)-7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- Molecular formula
- C10H10N4O3S3
- Molecular weight
- 330.41
Names & synonyms
EINECS 246-079-7SCHEMBL11536176(6R-trans)-7-Amino-8-oxo-3-((1,3,4-thiadiazol-2-ylthio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidCeftezole ImpurityCeftezole Impurity 3Ceftezole Sodium Impurity 3(7R)-7-AMINO-3-[2-(1,3,4-THIADIAZOL-2-YLSULFANYL)ETHYL]-3,4-DIDEHYDROCEPHAM-4-CARBOXYLIC ACID(6R)-7α-Amino-8-oxo-3-[[(1,3,4-thiadiazol-2-yl)thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-, (6R,7R)-(6R)-7t-amino-8-oxo-3-[1,3,4]thiadiazol-2-ylsulfanylmethyl-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid(6R,7R)-3-(((1,3,4-Thiadiazol-2-yl)thio)methyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Ceftezole Impurity)
Database identifiers
- CAS
24209-43-6- PubChem CID
- 91137
- Nikkaji
Properties
Computed structural properties
- XLogP
- -2.7
- Topological polar surface area
- 188 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 4
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 486
Physicochemical properties
- Boiling point
- 669.9 · 669.9±65.0 °C(Predicted)
- Density
- 1.79 · 1.79±0.1 g/cm3(Predicted)
- pka
- 2.52 · 2.52±0.50(Predicted)
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Danger
- Hazard statements
- 334 · H334-H317
- Precautionary statements
- 261 · P261-P285-P304+P341-P342+P311-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- Hazard statements
- H334-H317
- Precautionary statements
- P261-P285-P304+P341-P342+P311-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
Chemistry & industry
Applications
UsesThe cefotiazole impurity, 7-ACT, is an intermediate in the production of cefotiazole acid. Cefotiazole acid, chemically known as (6R)-8-oxo-7-[(1H-1-tetraazolylacetyl)amino]-3-[[2-(1,3,4-thiadiazolyl)thio]methyl]-5-thia-1-azabicyclo[4,2,0]oct-2-en-2-carboxylic acid, is a semi-synthetic cephalosporin antibiotic synthesized and developed by Fujisawa Pharmaceutical Co., Ltd. of Japan. Cefotiazole acid is the main raw material for the preparation of cefotiazole sodium, and its quality directly affects the quality of cefotiazole sodium.
Related reactions
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Compound notes
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