Cefpirome

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Summary

Cefpirome is an antibiotic indicated in the treatment of a wide variety of infections in the body.

Generic Name
Cefpirome
DrugBank Accession Number
DB13682
Background

Not Available

Type
Small Molecule
Groups
Approved
Structure
Weight
Average: 514.577
Monoisotopic: 514.109309224
Chemical Formula
C22H22N6O5S2
Synonyms
  • cefpiroma
  • Cefpirome
  • cefpiromum
External IDs
  • HR 810

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Treatment ofGram-negative infections bacterial infections•••••••••••••••••••••• ••••••• ••• ••••••••
Treatment ofInfections, gram-positive bacterial•••••••••••••••••••••• ••••••• ••• ••••••••
Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
AbacavirCefpirome may decrease the excretion rate of Abacavir which could result in a higher serum level.
AbciximabThe therapeutic efficacy of Abciximab can be decreased when used in combination with Cefpirome.
AceclofenacThe risk or severity of nephrotoxicity can be increased when Aceclofenac is combined with Cefpirome.
AcemetacinThe risk or severity of nephrotoxicity can be increased when Cefpirome is combined with Acemetacin.
AcenocoumarolThe risk or severity of bleeding can be increased when Cefpirome is combined with Acenocoumarol.
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Cefpirome sulfateBA5ALU2ZT998753-19-6RKTNPKZEPLCLSF-QHBKFCFHSA-N

Categories

ATC Codes
J01DE02 — Cefpirome
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as cephalosporins. These are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid moiety or a derivative thereof.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Lactams
Sub Class
Beta lactams
Direct Parent
Cephalosporins
Alternative Parents
N-acyl-alpha amino acids and derivatives / 2,4-disubstituted thiazoles / Pyridinium derivatives / 1,3-thiazines / 2-amino-1,3-thiazoles / Tertiary carboxylic acid amides / Heteroaromatic compounds / Secondary carboxylic acid amides / Amino acids / Azetidines
show 13 more
Substituents
1,3-thiazol-2-amine / 2,4-disubstituted 1,3-thiazole / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Azetidine / Azole
show 28 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
cephalosporin, thiadiazoles, cyclopentapyridine (CHEBI:3503)
Affected organisms
Not Available

Chemical Identifiers

UNII
S72Q2F09HY
CAS number
84957-29-9
InChI Key
DKOQGJHPHLTOJR-WHRDSVKCSA-N
InChI
InChI=1S/C22H22N6O5S2/c1-33-26-15(13-10-35-22(23)24-13)18(29)25-16-19(30)28-17(21(31)32)12(9-34-20(16)28)8-27-7-3-5-11-4-2-6-14(11)27/h3,5,7,10,16,20H,2,4,6,8-9H2,1H3,(H3-,23,24,25,29,31,32)/b26-15-/t16-,20-/m1/s1
IUPAC Name
1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-5H,6H,7H-cyclopenta[b]pyridin-1-ium
SMILES
[H][C@]12SCC(C[N+]3=C4CCCC4=CC=C3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C([O-])=O

References

General References
  1. FDA Thailand: Romecef (Cefpirome) Powder [Link]
Human Metabolome Database
HMDB0041852
KEGG Drug
D07649
KEGG Compound
C11199
ChemSpider
4586396
RxNav
27130
ChEBI
3503
ChEMBL
CHEMBL65794
Wikipedia
Cefpirome

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedNot AvailableAbscesses / Cysts1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Injection, powder, for solution
Injection, powder, for solution1 g
Powder
Powder250 mg/1vial
Powder500 mg/1vial
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00721 mg/mLALOGPS
logP-1ALOGPS
logP-4Chemaxon
logS-4.9ALOGPS
pKa (Strongest Acidic)2.67Chemaxon
pKa (Strongest Basic)3.54Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area153.92 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity141.3 m3·mol-1Chemaxon
Polarizability50.94 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0a59-1932400000-6547b6c109293e8f8d27
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-233.825516
predicted
DarkChem Lite v0.1.0
[M-H]-214.356116
predicted
DarkChem Lite v0.1.0
[M-H]-207.62381
predicted
DeepCCS 1.0 (2019)
[M+H]+232.376516
predicted
DarkChem Lite v0.1.0
[M+H]+212.348816
predicted
DarkChem Lite v0.1.0
[M+H]+209.8311
predicted
DeepCCS 1.0 (2019)
[M+Na]+233.532916
predicted
DarkChem Lite v0.1.0
[M+Na]+212.934716
predicted
DarkChem Lite v0.1.0
[M+Na]+215.66228
predicted
DeepCCS 1.0 (2019)

Drug created at June 23, 2017 20:46 / Updated at May 29, 2021 18:12