Cefoxitin Sodium | CAS#33564-30-6 | Antibiotic

MedKoo Cat#: 317396 | Name: Cefoxitin Sodium

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Description:

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

Cefoxitin Sodium is a semisynthetic cephamycin antibiotic resistant to beta-lactamase. It is derived from Cephamycin C and is highly resistance to β-lactamase inactivation. Also an antibacterial, cefoxitin sodium acts by adhering to bacterial penicillin-binding proteins, thereby inhibiting cell wall synthesis.

Chemical Structure

Cefoxitin Sodium

CAS#33564-30-6 (sodium)

Theoretical Analysis

MedKoo Cat#: 317396

Name: Cefoxitin Sodium

CAS#: 33564-30-6 (sodium)

Chemical Formula: C16H16N3NaO7S2

Exact Mass: 0.0000

Molecular Weight: 449.43

Elemental Analysis: C, 42.76; H, 3.59; N, 9.35; Na, 5.12; O, 24.92; S, 14.27

Price and Availability

Size	Price	Availability
1g	USD 250.00	2 Weeks
2g	USD 350.00	2 Weeks
5g	USD 650.00	2 Weeks

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Related CAS #

35607-66-0 (free) 33564-30-6 (sodium)

Synonym

Cefoxitin Sodium; Cefoxitin sodium salt; Cenomycin; Betacef; Merxin; MK306; MSD Brand of Cefoxitin Sodium; Sodium, Cefoxitin; Merck Brand of Cefoxitin Sodium; Merck Frosst Brand of Cefoxitin Sodium; Merck Sharp and Dohme Brand of Cefoxitin Sodium; MK 306; MK-306;

IUPAC/Chemical Name

sodium;(6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

InChi Key

GNWUOVJNSFPWDD-XMZRARIVSA-M

InChi Code

InChI=1S/C16H17N3O7S2.Na/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19;/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22);/q;+1/p-1/t14-,16+;/m1./s1

SMILES Code

CO[C@@]1([C@@H]2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)[O-])NC(=O)CC3=CC=CS3.[Na+]

Appearance

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 449.43 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.

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: Li G, Liu BS, Zhang Q, Han R. Investigation on the effect of fluorescence quenching of bovine serum albumin by cefoxitin sodium using fluorescence spectroscopy and synchronous fluorescence spectroscopy. Luminescence. 2015 Dec 17. doi: 10.1002/bio.3071. [Epub ahead of print] PubMed PMID: 26678839. 2: van Hoogdalem EJ, Hardens MA, de Boer AG, Breimer DD. Absorption enhancement of rectally infused cefoxitin sodium by medium-chain fatty acids in conscious rats: concentration-effect relationship. Pharm Res. 1988 Jul;5(7):453-6. PubMed PMID: 3247317. 3: Briggs GG, Moore BR, Bahado-Singh R, Lange S, Bogh P, Garite TJ. Cost-effectiveness of cefonicid sodium versus cefoxitin sodium for the prevention of postoperative infections after nonelective cesarean section. Clin Pharm. 1987 Sep;6(9):718-21. PubMed PMID: 3119278. 4: Rockney R. A variant of Hoigne's syndrome following intramuscular cefoxitin sodium? Am J Dis Child. 1987 May;141(5):475-6. PubMed PMID: 3578148. 5: Bosso JA, Townsend RJ. Stability of clindamycin phosphate and ceftizoxime sodium, cefoxitin sodium, cefamandole nafate, or cefazolin sodium in two intravenous solutions. Am J Hosp Pharm. 1985 Oct;42(10):2211-4. PubMed PMID: 3864367. 6: Stiles ML. Effect of microwave radiation on the stability of frozen cefoxitin sodium solution in plastic bags. Am J Hosp Pharm. 1981 Nov;38(11):1743-5. PubMed PMID: 7304629. 7: Das Gupta V, Stewart KR. Stability of cefamandole nafate and cefoxitin sodium solutions. Am J Hosp Pharm. 1981 Jun;38(6):875-9. PubMed PMID: 7246563. 8: Mickal A, Curole D, Lewis C. Cefoxitin sodium: double-blind vaginal hysterectomy prophylaxis in premenopausal patients. Obstet Gynecol. 1980 Aug;56(2):222-5. PubMed PMID: 7393512. 9: Fillastre JP, Leroy A, Godin M, Oksenhendler G, Humbert G. Pharmacokinetics of cefoxitin sodium in normal subjects and in uraemic patients. J Antimicrob Chemother. 1978 Jul;4(B):79-83. PubMed PMID: 690027. 10: Sutter VL, Oberhammer I, Kwok YY, Finegold SM. Susceptibility of anaerobes to cefoxitin sodium and cephalothin. J Antimicrob Chemother. 1978 Jul;4(B):41-6. PubMed PMID: 690025. 11: Schurman DJ, Dillingham M. A clinical evaluation of cefoxitin sodium on an orthopaedic service. J Antimicrob Chemother. 1978 Jul;4(B):227-9. PubMed PMID: 690023. 12: Perkins RL. Surgical considerations in skin and soft-tissue infections and osteomyelitis treated with cefoxitin sodium. J Antimicrob Chemother. 1978 Jul;4(B):183-7. PubMed PMID: 690021. 13: Little PJ, Peddie BA, Pearson S. Cefoxitin sodium in complicated urinary tract infection. J Antimicrob Chemother. 1978 Jul;4(B):255-6. PubMed PMID: 357399. 14: Sweet RL, Hadley KW, Mills J, Robbie M. Experience with intravenous cefoxitin sodium in obstetrics and gynaecology. J Antimicrob Chemother. 1978 Jul;4(B):249-50. PubMed PMID: 357397. 15: White JS, Gee C, Ledger WJ. The use of intravenous cefoxitin sodium in patients with obstetric/gynaecologic infections. J Antimicrob Chemother. 1978 Jul;4(B):239-40. PubMed PMID: 357395. 16: Schumer W, Nicholas RL, Acharya A. Use of cefoxitin sodium in moderate to severe surgical infections. J Antimicrob Chemother. 1978 Jul;4(B):231-3. PubMed PMID: 357393. 17: Laplante L, Bastien E, Giroux Y, Girard R. Intravenous treatment of systemic infections in 20 patients with cefoxitin sodium. J Antimicrob Chemother. 1978 Jul;4(B):219-22. PubMed PMID: 357391. 18: Gurwith M, Albritton W, Lank B, Harding G, Ronald A. Comparison of cefoxitin sodium and cefazolin. J Antimicrob Chemother. 1978 Jul;4(B):211-3. PubMed PMID: 357389. 19: Thadepalli H, Webb D, Roy I, Bach V. Evaluation of cefoxitin sodium therapy in anaerobic infections. J Antimicrob Chemother. 1978 Jul;4(B):203-8. PubMed PMID: 357387. 20: Cox CE. Intravenous cefoxitin sodium in the treatment of urinary tract infections. J Antimicrob Chemother. 1978 Jul;4(B):193-5. PubMed PMID: 357385.