Cefotaxime sodiumProduct ingredient for Cefotaxime

Name
Cefotaxime sodium
Drug Entry
Cefotaxime

Cefotaxime is a third-generation cephalosporin antibiotic. Like other third-generation cephalosporins, it has broad spectrum activity against Gram positive and Gram negative bacteria. In most cases, it is considered to be equivalent to ceftriaxone in terms of safety and efficacy. Cefotaxime sodium is marketed under various trade names including Claforan (Sanofi-Aventis).

Accession Number
DBSALT000547
Structure
Synonyms
Not Available
UNII
258J72S7TZ
CAS Number
64485-93-4
Weight
Average: 477.447
Monoisotopic: 477.038883946
Chemical Formula
C16H16N5NaO7S2
InChI Key
AZZMGZXNTDTSME-REMKHYEUSA-M
InChI
InChI=1S/C16H17N5O7S2.Na/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8;/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9-;
IUPAC Name
sodium (2Z)-N-[(6R,7S)-3-[(acetyloxy)methyl]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethanimidate
SMILES
[Na+].[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@]2([H])N=C([O-])C(=N/OC)\C1=CSC(=N)N1)C(O)=O
PubChem Compound
23698758
ChemSpider
10444362
Wikipedia
Cefotaxime
Predicted Properties
PropertyValueSource
Water Solubility0.147 mg/mLALOGPS
logP0.85ALOGPS
logP-1.8Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)2.74Chemaxon
pKa (Strongest Basic)9.84Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count10Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area176.8 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity128.97 m3·mol-1Chemaxon
Polarizability42.96 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon