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Basic information
- CAS
33817-20-8- 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- InChIKey
ZEMIJUDPLILVNQ-ZXFNITATSA-N- Molecular formula
- C22H29N3O6S
- Average molar mass
- 463.5 g/mol
- Monoisotopic mass
- 463.17770683
Names & identifiers
- Preferred name
- Pivampicillin
- 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
- English name
- PIVAMPICILLIN
- Molecular formula
- C22H29N3O6S
- Molecular weight
- 463.55
Names & synonyms
PivampicillinPivaloylampicillin33817-20-8PivampicilinaPivampicillinePivaloyloxymethyl ampicillinatePivampicillinumAmpicillin pivaloyloxymethyl esterAmpicillin Pivaloyl EsterDTXSID10454592,2-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-carboxylateMK-191
Show more names
mk191PIVAPICILLINpivampiclillinPivampicillin CRSPIVAMPICILLIN USP/EP/BPpivaloyloxymethylampicillinatePIVAMPICILLIN EPP(CRM STANDARD)ampicillinpivaloyloxymethylester
0HLM346LL7CHEBI:8255DTXCID90254594-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*)))-pivampicillina(((2S,5R,6R)-6-((2R)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptan-2-yl)carbonyloxy)methyl 2,2-dimethylpropanoate{[(2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-yl]carbonyloxy}methyl 2,2-dimethylpropanoate2,2-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
Properties
Computed structural propertiesFilling in
- XLogP
- 2.9
- Topological polar surface area
- 153 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 9
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 774
Physicochemical properties
- Boiling point
- 679 · 679.0±55.0 °C(Predicted)
- Density
- 1.33 · 1.33±0.1 g/cm3(Predicted)
- solubility
- Practically insoluble in water, freely soluble in methanol, soluble in anhydrous ethanol. It dissolves in dilute acids.
- pka
- 7 · pKa 7.0 (Uncertain)
- FDA UNII
- 0 HLM346LL7 · 0HLM346LL7
- ATC code
- 1 CA02 · J01CA02
Chemistry & industry
Applications
DescriptionPivampicillin caused sensitization in 56 workers at a penicillin factory. Pivampicillin and pivmecillinam were responsible for contact dermatitis in pharmaceutical production workers. Ampicillin, mecillinam, penicillin V and penicillin G were also implicated in cross reactions.
UsesAntibacterial.
Upstream & downstream products
Upstream raw materials
Suppliers19 total
北京华美互利生物化工010-56205725 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
南京世洲生物科技有限公司13675144456 · [email protected]
常州翔龙医药科技有限公司18915873328 18915873328 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
珠海安哲生物科技有限公司13169972583 · [email protected]
天津阿尔塔科技有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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