MedKoo Cat#: 317393 | Name: Cefotaxime Sodium
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cefotaxime Sodium is the sodium salt form of cefotaxime, a beta-lactam, third-generation cephalosporin antibiotic with bactericidal activity. Cefotaxime sodium binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linking of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis. Compared to the second and first generation cephalosporins, cefotaxime sodium is more active against gram-negative bacteria and less active against gram-positive bacteria. It is effective against postoperative complications in surgical treatment of pulmonary, tracheal and mediastinal tumors.

Chemical Structure

Cefotaxime Sodium
CAS#64485-93-4 (sodium)

Theoretical Analysis

MedKoo Cat#: 317393

Name: Cefotaxime Sodium

CAS#: 64485-93-4 (sodium)

Chemical Formula: C16H16N5NaO7S2

Exact Mass: 0.0000

Molecular Weight: 477.45

Elemental Analysis: C, 40.25; H, 3.38; N, 14.67; Na, 4.82; O, 23.46; S, 13.43

Price and Availability

Size Price Availability Quantity
1g USD 150.00 2 Weeks
2g USD 250.00 2 Weeks
5g USD 450.00 2 Weeks
10g USD 750.00 2 Weeks
20g USD 1,250.00 2 Weeks
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Synonym
Cefotaxime Sodium; Cefotaxime sodium salt; Cefotaxim sodium salt; Cefotax; CHEBI:3498; Merck Brand of Cefotaxime Sodium; Pisa Brand of Cefotaxime Sodium; Primafen; Ru 24756; Ru-24756; Ru24756; Sodium, Cefotaxime; Taporin; Viken Brand of Cefotaxime Sodium;
IUPAC/Chemical Name
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
InChi Key
AZZMGZXNTDTSME-JUZDKLSSSA-M
InChi Code
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-;/t10-,14-;/m1./s1
SMILES Code
CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)[O-].[Na+]
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 477.45 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Türkeş C, Söyüt H, Beydemir Ş. Human serum paraoxonase-1 (hPON1): in vitro inhibition effects of moxifloxacin hydrochloride, levofloxacin hemihidrate, cefepime hydrochloride, cefotaxime sodium and ceftizoxime sodium. J Enzyme Inhib Med Chem. 2015;30(4):622-8. doi: 10.3109/14756366.2014.959511. Epub 2014 Dec 18. PubMed PMID: 25519764. 2: Sharma R, Choudhary S, Kishore N. Insights into the binding of the drugs diclofenac sodium and cefotaxime sodium to serum albumin: calorimetry and spectroscopy. Eur J Pharm Sci. 2012 Aug 15;46(5):435-45. doi: 10.1016/j.ejps.2012.03.007. Epub 2012 Mar 29. PubMed PMID: 22483968. 3: Chen D, Wang H, Zhang Z, Ci L, Zhang X. Chemiluminescence determination of cefotaxime sodium with flow-injection analysis of cerium (IV)-rhodamine 6G system and its application to the binding study of cefotaxime sodium to protein with on-line microdialysis sampling. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Jan;78(1):553-7. doi: 10.1016/j.saa.2010.10.014. Epub 2010 Nov 3. PubMed PMID: 21050805. 4: Lalitha N, Pai PS. Development and validation of RP-HPLC method for estimation of Cefotaxime sodium in marketed formulations. J Basic Clin Pharm. 2009 Dec;1(1):26-8. Epub 2010 Feb 15. PubMed PMID: 25206249; PubMed Central PMCID: PMC4158899. 5: Gupta VD. Stability of cefotaxime sodium after reconstitution in 0.9% sodium chloride injection and storage in polypropylene syringes for pediatric use. Int J Pharm Compd. 2002 May-Jun;6(3):234-6. PubMed PMID: 23979191. 6: Zajac M, Musiał W, Pawłowski L. Stability of cefotaxime sodium in solid state. Pharmazie. 2000 Dec;55(12):917-8. PubMed PMID: 11189867. 7: Szof C, Walker PC. Incompatibility of cefotaxime sodium and vancomycin sulfate during Y-site administration. Am J Hosp Pharm. 1993 Oct;50(10):2054, 2057. PubMed PMID: 8238042. 8: Rivers TE, McBride HA, Trang JM. Stability of cefotaxime sodium and metronidazole in an i.v. admixture at 8 degrees C. Am J Hosp Pharm. 1991 Dec;48(12):2638-40. PubMed PMID: 1814208. 9: Jones RN. Review of cefotaxime sodium for surgical prophylaxis. A model for the evolution toward single-dose or short-course cost-effective regimens. Diagn Microbiol Infect Dis. 1990 Jul-Aug;13(4):317-27. Review. Erratum in: Diagn Microbiol Infect Dis 1991 Mar-Apr;14(2):190. PubMed PMID: 2076593. 10: Ker CG, Hou MF, Chen JS, Lee KT, Sheen PC, Akbary MA. A comparative study of cefotaxime sodium versus a combination of cefapirin and gentamicin in the prophylactic treatment of patients undergoing cholecystectomy. Methods Find Exp Clin Pharmacol. 1989 Nov;11(11):711-5. PubMed PMID: 2695726. 11: Current status of cefotaxime sodium: a new cephalosporin. A symposium. Phoenix, Arizona, January 12 and 13, 1981. Rev Infect Dis. 1982 Sep-Oct;4 Suppl:S281-488. PubMed PMID: 6294777. 12: Martin S. Claforan (cefotaxime sodium). Lamp. 1982 May-Jun;39(3):47-8. PubMed PMID: 6287132. 13: Cefotaxime sodium (Claforan). Med Lett Drugs Ther. 1981 Jul 10;23(14):61-2. PubMed PMID: 6264279. 14: Zahid MA, Bakhsh R, Dar FS, Akhter N, Malik ZI. Comparison of single dose and three dose antibiotic prophylaxis with cefotaxime sodium in cholecystectomy. J Ayub Med Coll Abbottabad. 2003 Jan-Mar;15(1):38-40. PubMed PMID: 12870316. 15: Morelli B. Derivative spectrophotometry in the analysis of mixtures of cefotaxime sodium and cefadroxil monohydrate. J Pharm Biomed Anal. 2003 Jun 1;32(2):257-67. PubMed PMID: 12763535. 16: Crucq AS, Tilquin B. Method to identify products induced by radiosterilization. A study of cefotaxime sodium. J Pharm Belg. 1996 Nov-Dec;51(6):285-8. PubMed PMID: 9014401. 17: Belliveau PP, Nightingale CH, Quintiliani R. Stability of cefotaxime sodium and metronidazole in 0.9% sodium chloride injection or in ready-to-use metronidazole bags. Am J Health Syst Pharm. 1995 Jul 15;52(14):1561-3. PubMed PMID: 7552904. 18: Bergquist SO, Eriksson I, Eriksson S, Lönnbro N, Runehagen A, Styrud J, Ahlquist G. Retrospective analysis of the efficacy of cefotaxime sodium dosed twice daily. The Swedish experience. Diagn Microbiol Infect Dis. 1995 May-Jun;22(1-2):163-6. PubMed PMID: 7587033. 19: Wetterich U, Mutschler E. Quality of cefotaxime sodium preparations. Arzneimittelforschung. 1995 Jan;45(1):74-80. PubMed PMID: 7893275. 20: Motohiro T, Haruta T. [Reevaluation of current antimicrobials. Cefotaxime sodium]. Jpn J Antibiot. 1994 Aug;47(8):967-74. Japanese. PubMed PMID: 7933540.