Basic information
- CAS
27025-49-6- Standard SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)Oc3ccccc3)c3ccccc3)C(=O)N2[C@H]1C(=O)O- InChIKey
NZDASSHFKWDBBU-KVMCETHSSA-N- Molecular formula
- C23H22N2O6S
- Average molar mass
- 454.5 g/mol
- Monoisotopic mass
- 454.1198576
Overview
Carfecillin is a penicillin. It is functionally related to a carbenicillin. It is a conjugate acid of a carfecillin(1-).
Names & identifiers
- Preferred name
- Carfecillin
- IUPAC
- (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(3-oxo-3-phenoxy-2-phenylpropanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- English name
- Carbenicillin phenyl sodium
- Molecular formula
- C23H22N2O6S
- Molecular weight
- 454.5
Names & synonyms
CarfecillinCarbenicillin phenylCarfecilinaCarfecillineCarbenicillin phenyl ester27025-49-6Carfecillinum9UU4XDB74X6-(2-Phenoxycarbonyl-2-phenylacetamido)penicillansaeureBRL 3475CHEBI:3414DTXSID10891704
Show more names
1-phenylestercarbenicillinphenylcarbenicillinphenylesterCarbenicillin phenyl sodiumCARBENICILLIN PHENYL SODIUM USP/EP/BPCarbenicillin Impurity 1 (Carbenicillin Phenyl Ester)6α-[(1,3-Dioxo-3-phenoxy-2-phenylpropyl)amino]penicillanic acidN-[(2S,5β)-2β-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6α-yl]phenylmalonamidic acid 1-phenyl ester6-[(1,3-Dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-[s-(2,5,6)]4-thia-1-azobycyclo[3,2,0]pentane-2-carbonic acid
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-((2-phenoxycarbonyl)-2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptan-2-carbonsaeure4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((1,3-dioxo-3-phenoxy-2-phenylpropyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))-Carphecillin2,2-dimethyl-6beta-[(3-oxo-3-phenoxy-2-phenylpropanoyl)amino]penam-3alpha-carboxylic acidCarfecillin Sodium Salt2,2-dimethyl-6beta-((3-oxo-3-phenoxy-2-phenylpropanoyl)amino)penam-3alpha-carboxylic acid(2S,5R,6R)-3,3-dimethyl-7-oxo-6-((3-oxo-3-(phenoxy)-2-phenylpropanoyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[3-oxo-3-(phenoxy)-2-phenylpropanoyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Database identifiers
- CAS
27025-49-6- PubChem CID
- 33672
- DTXSID
DTXSID10891704- ChEMBL
CHEMBL1095283- ChEBI
CHEBI:3414- UNII
- 9UU4XDB74X
- EC Number
- 248-171-2
- Nikkaji
- J10.419A
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 138 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 7
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 774
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
LogP3.14
Physicochemical properties
- Boiling point
- 770.9 · 770.9±60.0 °C(Predicted)
- Density
- 1.2538 · 1.2538 (rough estimate)
- refractive index
- 1.651 · 1.6510 (estimate)
- pka
- 2.44 · 2.44±0.50(Predicted)
- FDA UNII
- 9 UU4XDB74X · 9UU4XDB74X
- ATC code
- 1 AA08 · G01AA08
Chemistry & industry
Pharmacology
ATC Code
G - Genito urinary system and sex hormones
QG - Genito urinary system and sex hormones
MeSH Pharmacological Classification
Substances capable of killing agents causing urinary tract infections or of preventing them from spreading.
Substances that inhibit the growth or reproduction of BACTERIA.
Applications
UsesAntibacterial.
Suppliers4 total
北京华美互利生物化工010-56205725 · [email protected]
河南誉康卓宁进出口有限公司13393721940 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
Additional notes
DefinitionChEBI: Carfecillin is a penicillin. It is functionally related to a carbenicillin. It is a conjugate acid of a carfecillin(1-).
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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