Basic information
- CAS
58665-96-6- Standard SMILES
Cn1nnnc1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CSC(F)(F)F)[C@H]2SC1- InChIKey
HGXLJRWXCXSEJO-GMSGAONNSA-N- Molecular formula
- C13H13F3N6O4S3
- Average molar mass
- 470.5 g/mol
- Monoisotopic mass
- 470.01125092
Overview
Cefazaflur is a semisynthetic first-generation cephalosporin with antibacterial activity. Cefazaflur binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.
Names & identifiers
- Preferred name
- Cefazaflur
- IUPAC
- (6R,7R)-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-7-[[2-(trifluoromethylsulfanyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- English name
- Cefazaflur
- Molecular formula
- C13H13F3N6O4S3
- Molecular weight
- 470.47
Names & synonyms
Cefazaflur58665-96-697I0692RNT(6R,7R)-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-7-[[2-(trifluoromethylsulfanyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidDTXSID30207368(6R,7R)-3-(((1-Methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-7-(2-((trifluormethyl)thio)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure(6R,7R)-3-((1-methyltetrazol-5-yl)sulfanylmethyl)-8-oxo-7-((2-(trifluoromethylsulfanyl)acetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid7-Trifluoromethylthioacetamido-3-(1-methyl-lH-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acidRefChem:124201DTXCID30129859CefazaflurumCefazaflur [INN]
Show more names
Cefazaflur USP/EP/BP(6R,7R)-3-[[(1-Methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-7-[[[(trifluoromethyl)thio]acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(6R,7R)-3-[[(1-Methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-7-[[2-[(trifluoromethyl)thio]acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 206 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 13
- Rotatable bonds
- 7
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 739
Physicochemical properties
- FDA UNII
- 97 I0692RNT · 97I0692RNT
Chemistry & industry
Applications
UsesAntibacterial.
Suppliers7 total
北京华美互利生物化工010-56205725 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
上海立崎生物医学研究中心18014399201 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]
Related reactions
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Compound notes
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