Pivampicillin Probenate
Grundinformationen
- CAS
42190-91-0- Standard-SMILES
CC(C)(C)C(=O)OCOC(=O)[C@@H]1N2C(=O)[C@@H](NC(=O)[C@H](N)c3ccccc3)[C@H]2SC1(C)C.CCCN(CCC)S(=O)(=O)c1ccc(C(=O)O)cc1- InChIKey
LKZFWYIOFQDUMO-GLCLSGQWSA-N- Summenformel
- C35H48N4O10S2
- Durchschnittliche Molmasse
- 748,9 g/mol
- Monoisotopische Masse
- 748,28118609
Überblick
Pivampicillin Probenate is the probenate salt form of pivampicillin, a semisynthetic, orally active pivalate ester of ampenicillin with antibacterial activity. Upon absorption, pivampicillin is hydrolyzed into its active form ampicillin by esterases. Ampicillin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of 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 and eventually causing cell lysis.
Namen und Bezeichner
- Bevorzugter Name
- Pivampicillin Probenate
- IUPAC
- 2,2-dimethylpropanoyloxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;4-(dipropylsulfamoyl)benzoic acid
Namen und Synonyme
Pivampicillin probenate42190-91-0M3MYK6R22UDTXSID00195021RefChem:174633DTXCID10117512(2S-(2 alpha,5 alpha,6 beta(S*)))-6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, (2,2-dimethyl-1-oxopropoxy)methyl ester, mono(4-((dipropylamino)sulfonyl)benzoate)Pivampicillin probenate [USAN]2,2-dimethylpropanoyloxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;4-(dipropylsulfamoyl)benzoic acidPivampicillin probenate (USAN)UNII-M3MYK6R22USCHEMBL192174
Weitere Namen anzeigen
MK 356Hydroxymethyl D-(-)-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate pivalate (ester) compound with p-(dipropylsulfamoyl)benzoic acid (1:1)D05521Q27283448(2S-(2alpha,5alpha,6beta(S*)))-6-((Aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, (2,2-dimethyl-1-oxopropoxy)methyl ester, mono(4-((dipropylamino)sulfonyl)benzoate)4-(Dipropylsulfamoyl)benzoic acid--[(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (1/1)4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S-(2alpha,5alpha,6beta(S*)))-, mono(4-((dipropylamino)sulfonyl)benzoate) (1:1)
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 236 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 13
- Frei drehbare Bindungen
- 16
- Schwere Atome
- 51
- Formalladung
- 0
- Komplexität
- 1.150
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