Structure via PubChem · Public domain (PubChem)
cefpiramide
Sign in to saveAlso known as WY-44635, Cefpiramido, Cefpiramidum
Cefpiramide is a third-generation cephalosporin antibiotic. ==References==
Chemical data
- Formula
- C25H24N8O7S2
- Molecular weight
- 612.6 g/mol
- IUPAC name
- (6R,7R)-7-[[(2R)-2-(4-hydroxyphenyl)-2-[(6-methyl-4-oxo-1H-pyridine-3-carbonyl)amino]acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- SMILES
- CC1=CC(=O)C(=CN1)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@H]3[C@@H]4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)O
- InChIKey
- PWAUCHMQEXVFJR-PMAPCBKXSA-N
- XLogP
- -0.1
- Polar surface area
- 259 Ų
- H-bond donors
- 5
- H-bond acceptors
- 13
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1989
- Admin. routes
- parenteral
- Indications
- bacterial disease
via ChEMBL · EBI
Research
169 papers- [Cefpiramide].The Japanese journal of antibiotics · 1985
- Quantitation of plasma and biliary cefpiramide concentrations in human samples using high-performance liquid chromatography.Biomedical chromatography : BMC · 2020
- In-vitro antibacterial activities of cefpiramide and other broad-spectrum antibiotics against 440 clinical isolates in China.Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy · 2000
- Pharmacokinetics of cefpiramide (SM-1652) in humans.Antimicrobial agents and chemotherapy · 1984
- Cefpiramide: comparative in-vitro activity and beta-lactamase stability.The Journal of antimicrobial chemotherapy · 1985
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 612.120937
- Has use
- medication
Show 6 more facts
- canonical SMILES
- CC1=CC(=O)C(=CN1)C(=O)NC(C2=CC=C(C=C2)O)C(=O)NC3C4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)O
- chemical formula
- C₂₅H₂₄N₈O₇S₂
- subject has role
- antibiotic
- isomeric SMILES
- CC1=CC(=O)C(=CN1)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@H]3[C@@H]4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)O
- World Health Organisation international non-proprietary name
- cefpiramide
- defined daily dose
- 2
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
{{Drugbox | Verifiedfields = changed | verifiedrevid = 460024380 | IUPAC_name = (6R)-7-{[(2R)-2-(4-hydroxyphenyl)-2-[(6-methyl-4-oxo-1H-pyridine-3-carbonyl)amino]acetyl]amino}-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | image = Cefpiramide.svg | image_class = skin-invert-image
| tradename = | Drugs.com = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_UK = | legal_US = | legal_status = | routes_of_administration = Intravenous, intramuscular
Excerpted from Wikipedia’s “cefpiramide” article, available under the CC BY-SA 4.0 licence.