cefpirome

Cefpirome is a fourth-generation cephalosporin. Trade names include Cefrom, Keiten, Broact, and Cefir. Cefpirome is considered highly active against Gram-negative bacteria, including Pseudomonas aeruginosa, and Gram-positive bacteria.

In the Vinony graph

Vinony's link graph records 188 inbound references to cefpirome, and connects out to antibiotic, Pseudomonas aeruginosa and ceftolozane/tazobactam.

It sits within the topics Cephalosporin antibiotics, Chemical pages without DrugBank identifier and Drugboxes which contain changes to verified fields.

Vinony links it to 17 Wikipedia language editions.

Chemical data

Formula: C22H22N6O5S2
Molecular weight: 514.6 g/mol
IUPAC name: (6R,7R)-7-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(6,7-dihydro-5H-cyclopenta[b]pyridin-1-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
SMILES: CO/N=C(\C1=CSC(=N1)N)/C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=CC5=C4CCC5)C(=O)[O-]
InChIKey: DKOQGJHPHLTOJR-PUIFZAHNSA-N
XLogP: 0.9
Polar surface area: 207 Å²
H-bond donors: 2
H-bond acceptors: 10
Formal charge: 0

via PubChem

Research

689 papers

Cefpirome clinical pharmacokinetics.Clinical pharmacokinetics · 1993
Cefpirome. A review of its antibacterial activity, pharmacokinetic properties and clinical efficacy in the treatment of severe nosocomial infections and febrile neutropenia.Drugs · 1997
Toxicity of cefpirome: an overview.The Journal of antimicrobial chemotherapy · 1992
A review of the adverse events profile of cefpirome.Drug safety · 1993
[Cefpirome-- a new 4th generation cephalosporin antibiotic].Antibiotiki i khimioterapiia = Antibiotics and chemoterapy [sic] · 1996

via PubMed

Wikidata facts

Mass: 514.1093098040001

Show 6 more facts

chemical formula: C₂₂H₂₂N₆O₅S₂
isomeric SMILES: CO/N=C(/c1csc(n1)N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[n+]4cccc5c4CCC5)C(=O)[O-]
NCI Thesaurus ID: C79563
subject has role: antibiotic
Commons category: Cefpirome
canonical SMILES: CON=C(C(=O)NC1C(=O)N2C(C(=O)[O-])=C(C[n+]3cccc4c3CCC4)CSC12)c1csc(N)n1

Sources (4)

via Wikidata · CC0

~2 min read

Encyclopedic overview

2 sections

Contents

Spectrum of bacterial susceptibility and resistance
References

{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 447915116 | IUPAC_name = 1-{[(6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-5H,6H,7H-cyclopenta[b]pyridin-1-ium | image = Cefpirome.svg | image_class = skin-invert-image

Excerpted from Wikipedia’s “cefpirome” article, available under the CC BY-SA 4.0 licence.