Basic information
- CAS
7009-88-3- Standard SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)O.CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)O.c1ccc(C2CNC(c3ccccc3)CN2)cc1- InChIKey
IAKOCPCZBRUQBM-ANPZCEIESA-N- Molecular formula
- C48H54N6O8S2
- Average molar mass
- 907.1 g/mol
- Monoisotopic mass
- 906.34445505
Overview
Phenyracillin is the 2,5-diphenylpiperazine salt of benzylpenicillin with antibacterial activity. Phenyracillin binds to and inactivates the penicillin binding proteins (PBPs) located inside the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall, eventually causing cell lysis.
Names & identifiers
- Preferred name
- Phenyracillin
- IUPAC
- bis((2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid);2,5-diphenylpiperazine
- English name
- phenyracillin
- Molecular formula
- C32H36N4O4S
- Molecular weight
- 572.72
Names & synonyms
Phenyracillin7009-88-33V721R4XYY2,5-Diphenylpiperazine salt of benzylpenicillinPenirazinePhenyracilline [French](2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;2,5-diphenylpiperazineFeniracillina [DCIT]PhenyracillinumFeniracilinaFeniracillinaPhenyracilline
Show more names
benzylpenicillin, salt with trans-2,5-diphenyl-piperazine
Phenyracillin [INN:DCF]Feniracilina [INN-Spanish]Phenyracilline [INN-French]Phenyracillinum [INN-Latin]EINECS 230-290-6UNII-3V721R4XYYPenicillinate de 2,5-diphenyl piperazine [French]Penicillinate de 2,5-diphenyl piperazine
Database identifiers
- CAS
7009-88-3- PubChem CID
- 71845
- DTXSID
DTXSID80990334- UNII
- 3V721R4XYY
- EC Number
- 230-290-6
Properties
Computed structural properties
- Topological polar surface area
- 248 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 10
- Heavy atoms
- 64
- Formal charge
- 0
- Complexity
- 746
Physicochemical properties
- FDA UNII
- 3 V721R4XYY · 3V721R4XYY
Chemistry & industry
Suppliers3 total
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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