Cefotaxime Sodium
Basic information
- CAS
64485-93-4- Standard SMILES
CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(COC(C)=O)CS[C@H]12)c1csc(N)n1.[Na+]- InChIKey
AZZMGZXNTDTSME-JUZDKLSSSA-M- Molecular formula
- C16H16N5NaO7S2
- Average molar mass
- 477.5 g/mol
- Monoisotopic mass
- 477.03888413
Overview
Cefotaxime sodium is a cephalosporin organic sodium salt having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups. It contains a cefotaxime(1-).
Names & identifiers
- Preferred name
- Cefotaxime Sodium
- IUPAC
- sodium (6R,7R)-3-(acetyloxymethyl)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- English name
- Cefotaxime sodium
- Molecular formula
- C16H18N5NaO7S2
- Molecular weight
- 479.46
Names & synonyms
CEFOTAXIME SODIUMCEFOTAXIME SODIUM SALT64485-93-4Sodium cefotaximePretor(+)-Cefotaxime sodium saltHR 756DTXSID4046991RU 24756HR-756258J72S7TZHR756
Show more names
ctxCEFOTAXIME SODIUM STERILECLAFORANCEFOTAXIME NA-SALTCefotaxime free acidCEFOTAXIM SODIUM SALTCefotaxime Sodium (350 mg)Cefotaxime for peak identification
Ru-24756NSC-756666Sodium 7-(2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido)cephalosporanateCHEBI:3498DTXCID201476109Cefotaxime and dextrose 2.4% in plastic containerCefotaxime and dextrose 3.9% in plastic containerCLAFORAN IN DEXTROSE 5% IN PLASTIC CONTAINER
Database identifiers
- CAS
64485-93-4- PubChem CID
- 10695961
- DTXSID
Properties
Computed structural properties
- Topological polar surface area
- 230 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 8
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 839
Experimental & physicochemical properties
Solubility68.2 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- Melting point
- 162 · 162-163 C
- alpha
- 20 · D20 +55±2° (c = 0.8 in water)
- refractive index
- 61 ° · 61 ° (C=1, H2O)
- storage temp.
- 2 · Keep in dark place,Inert atmosphere,2-8°C
- solubility
- 2 O: · H2O: aqueous solutions of pH 4.3-6.2 are stable up to 3 weeks at 2-8 °C.soluble
- form
- powder
- color
- white to yellow
- PH
- pH(100g/l, 25℃) : 4.5～6.5
- optical activity
- 58 to · [α]/D +58 to +64°, c =1 in H2O
- Water Solubility
- Soluble in water.
- Merck
- 14 · 14,1933
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H317 (99.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 132 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationCefotaxime sodium: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Sens. 1 (99.2%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Cefotaxime sodium
vLess-DILI-concern
5
Adverse reactions
DOI:10.1016/j.drudis.2016.02.015
Safety data
- wgk
- 2
- rtecs
- XI0250000
- hs_code
- 29419000
- risk_code
- 42/43
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- hazard_code
- Xn,Xi
- safety_code
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
CEFOTAXIME INJECTION
Cephalosporin Antibacterial [EPC]; Cephalosporins [CS]
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Applications
DescriptionCefotaxime was synthesized by Hoechst and Roussel-Uclaf in 1977. It was the first derivative of cephalosporin to introduce the methoxyimino and aminothiazole groups at the 7 position of the cephem nucleus. Although it shows unexpectedly low oral absorption, its excellent activity against a wide range of gram-positive and gram-negative organisms, including Serratia, Enterobacter, Citrobacter, and anaerobes, guided research and development of the newer synthetic cephems, the so-called thirdgeneration cephalosporins.
UsesBroad spectrum third generation cephalosporin antibiotic. The name Cefotaxime applies to the isomer having a syn-methoxy imino group
UsesCephalosporin antibacterial
UsesCefotaxime sodium salt acts as a beta-lactamase resistant antibiotic. It is used as an effective antibacterial against gram-negative bacteria, with the notable exception of pseudomonas and penicillin-resistant strains of streptococcus pneumoniae. It is used to treat infections of the bones, joints, skin, respiratory tract and blood stream.
General DescriptionPharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
Upstream & downstream products
Upstream raw materials
Related reactions
6 records
Compound notes
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