Basic information
- CAS
111900-24-4- Standard SMILES
C/C=C/C1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](N)c3ccc(O)cc3)[C@H]2SC1.O- InChIKey
ALYUMNAHLSSTOU-CIRGZYLNSA-N- Molecular formula
- C18H21N3O6S
- Average molar mass
- 407.4 g/mol
Overview
Cefprozil, (E)- is an E-isomer of a semi-synthetic cephalosporin and a beta-lactam antibiotic with bactericidal activity. Cefprozil's effect is dependent on its binding to penicillin-binding proteins (PBPs) located in the bacterial cytoplasmic membrane. Binding results in the inhibition of the transpeptidase enzymes, thereby preventing cross-linking of the pentaglycine bridge with the fourth residue of the pentapeptide and interrupting consequent synthesis of peptidoglycan chains. As a result, cefprozil inhibits bacterial septum and cell wall synthesis formation.
Names & identifiers
- Preferred name
- Cefprozil hydrate
- IUPAC
- (6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(E)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate
- English name
- Cefprozil (E)-Isomer (50 mg)
- Molecular formula
- C18H21N3O6S
- Molecular weight
- 407.44
Names & synonyms
Cefprozil hydrate121123-17-9Cefprozil, (E)-111900-24-4Cefprozil (monohydrate)UNII-3ADV90MJVU3ADV90MJVUCefprozil (E)-Isomer (50 mg)CEFPROZIL, E-ISOMERCEFPROZIL, (E)-ISOMER(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(E)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrateMFCD00911719
Show more names
CefprozilImpurity15-Isomer)Cefprozil (E)-Isomer monohydrateCefprozil Impurity 15（Cefprozil (E)-Isomer）(6R,7R)-7-((R)-2-Amino-2-(p-hydroxyphenyl)acetamido)-8-oxo-3-(1E)-propenyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monohydrate
(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(E)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrateCefzil (TN)UNII-4W0459ZA4VCefprozil e-formCefprozil (USP)NCGC00159513-02(E)-cefprozil hydrateSCHEMBL718721
Database identifiers
- CAS
111900-24-4、121123-17-9- PubChem CID
- 6436628
- ChEMBL
CHEMBL5314373- UNII
- 3ADV90MJVU
Properties
Computed structural properties
- Topological polar surface area
- 159 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 5
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 699
Physicochemical properties
- FDA UNII
- 3 ADV90MJVU · 3ADV90MJVU
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Danger
- Hazard statements
- 317 · H317-H334
- Precautionary statements
- 261 · P261-P280-P284-P304+P340-P342+P311
- WGK Germany
- 3 · 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- Hazard statements
- H317-H334
- Precautionary statements
- P261-P280-P284-P304+P340-P342+P311
Chemistry & industry
Suppliers9 total
济南百隆化学有限公司[email protected] · [email protected]
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
上海尺水药物研究有限公司[email protected] 13564957716 · [email protected]
湖北扬信医药科技有限公司15347293736 · [email protected]
Standardpharm Co. Ltd.86-714-3992388 · [email protected]
深圳市祥根生物医药有限公司0755-28967200 13631290199 · [email protected]
深圳纽柯尔化学技术有限公司13612807752 · [email protected]
湖北清北云研医药科技有限责任公司18162595016; 18162595016 · [email protected]
Related reactions
5 records
Compound notes
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