Phenyracillin
Grundinformationen
- 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- Summenformel
- C48H54N6O8S2
- Durchschnittliche Molmasse
- 907,1 g/mol
- Monoisotopische Masse
- 906,34445505
Überblick
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.
Namen und Bezeichner
- Bevorzugter 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
- Lokaler Name
- Phenyracillin
- Englischer Name
- phenyracillin
- Summenformel
- C32H36N4O4S
- Molmasse
- 572.72
Namen und Synonyme
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
Weitere Namen anzeigen
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
Datenbank-Bezeichner
- CAS
7009-88-3- PubChem CID
- 71845
- DTXSID
DTXSID80990334- UNII
- 3V721R4XYY
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 248 Ų
- H-Brücken-Donoren
- 6
- H-Brücken-Akzeptoren
- 12
- Frei drehbare Bindungen
- 10
- Schwere Atome
- 64
- Formalladung
- 0
- Komplexität
- 746
Chemie und Industrie
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