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MedKoo Cat#: 534584 | Name: Cefamandole sodium
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Description:

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

Cefamandole sodium is a semisynthetic wide-spectrum cephalosporin with prolonged action, probably due to beta-lactamase resistance. It is used also as the nafate.

Chemical Structure

Cefamandole sodium
Cefamandole sodium
CAS#30034-03-8 (sodium)

Theoretical Analysis

MedKoo Cat#: 534584

Name: Cefamandole sodium

CAS#: 30034-03-8 (sodium)

Chemical Formula: C18H17N6NaO5S2

Exact Mass: 0.0000

Molecular Weight: 484.48

Elemental Analysis: C, 44.62; H, 3.54; N, 17.35; Na, 4.75; O, 16.51; S, 13.23

Price and Availability

Size Price Availability Quantity
50mg USD 300.00 2 Weeks
100mg USD 550.00 2 Weeks
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Related CAS #
34444-01-4 (free acid) 58648-57-0 (lithium) 30034-03-8 (sodium)
Synonym
Cefamandole sodium; Cephamandole sodium
IUPAC/Chemical Name
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((hydroxyphenylacetyl)amino)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-(6alpha,7beta(R*)))-, monosodium salt
InChi Key
OJMNTWPPFNMOCJ-CFOLLTDRSA-M
InChi Code
InChI=1S/C18H18N6O5S2.Na/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9;/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29);/q;+1/p-1/t11-,13-,16-;/m1./s1
SMILES Code
O=C(C(N12)=C(CSC3=NN=NN3C)CS[C@]2([H])[C@H](NC([C@H](O)C4=CC=CC=C4)=O)C1=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
Shelf Life
>3 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 484.48 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: Sanders CV, Greenberg RN, Marier RL. Cefamandole and cefoxitin. Ann Intern Med. 1985 Jul;103(1):70-8. doi: 10.7326/0003-4819-103-1-70. PMID: 3890658. 2: Csányi P, Hormay M, Radó J. Cefamandol okozta akut veseelégtelenség [Cefamandole-induced acute kidney failure]. Orv Hetil. 1988 Nov 20;129(47):2531-3. Hungarian. PMID: 3057418. 3: Cefamandole and cefoxitin. Med Lett Drugs Ther. 1979 Feb 9;21(3):13-5. PMID: 310945. 4: Greenberg RN, Scalcini MC, Sanders CV, Lewis AC. Cefamandole therapy in anaerobic infections. Antimicrob Agents Chemother. 1979 Mar;15(3):337-41. doi: 10.1128/AAC.15.3.337. PMID: 380458; PMCID: PMC352661. 5: Neu HC, Srinivasan S. Pharmacology of ceftizoxime compared with that of cefamandole. Antimicrob Agents Chemother. 1981 Sep;20(3):366-9. doi: 10.1128/AAC.20.3.366. PMID: 6272631; PMCID: PMC181702. 6: Neu HC. Comparison of the pharmacokinetics of cefamandole and other cephalosporin compounds. J Infect Dis. 1978 May;137 Suppl:S80-S87. doi: 10.1093/infdis/137.supplement.s80. PMID: 650006. 7: Coppens L, Hanson B, Klastersky J. Therapy of staphylococcal infections with cefamandole or vancomycin alone or with a combination of cefamandole and tobramycin. Antimicrob Agents Chemother. 1983 Jan;23(1):36-41. doi: 10.1128/AAC.23.1.36. PMID: 6550482; PMCID: PMC184612. 8: Keeton GR, Kehoe B, Phillips SW, Daya H. Ceftazidime and cefamandole in the treatment of pneumonia. J Antimicrob Chemother. 1983 Jul;12 Suppl A:27-30. doi: 10.1093/jac/12.suppl_a.27. PMID: 6352631. 9: Daschner F, Blume E, Langmaack H, Wolfart W. Cefamandole concentrations in pulmonary and subcutaneous tissue. J Antimicrob Chemother. 1979 Jul;5(4):474-5. doi: 10.1093/jac/5.4.474. PMID: 489496. 10: Li Z, Hao J, Chen K, Jiang Q, Wang P, Xing X, Wang J, Zhang Y, Xiao Y, Zhang L. Identification of key pathways and genes in carotid atherosclerosis through bioinformatics analysis of RNA-seq data. Aging (Albany NY). 2021 May 11;13(9):12733-12747. doi: 10.18632/aging.202943. Epub 2021 May 11. PMID: 33973530; PMCID: PMC8148499. 11: Das Gupta V, Stewart KR. Stability of cefamandole nafate and cefoxitin sodium solutions. Am J Hosp Pharm. 1981 Jun;38(6):875-9. PMID: 7246563. 12: Selwyn S. Cefamandole and beta-lactamases. Br Med J. 1978 Jun 10;1(6126):1548-9. doi: 10.1136/bmj.1.6126.1548-a. PMID: 656791; PMCID: PMC1605049. 13: Glatt AE. Second-generation cephalosporins. Hosp Pract (Off Ed). 1986 Mar 15;21(3):158A-158B, 158E, 158H-158L. doi: 10.1080/21548331.1986.11704945. PMID: 3081544. 14: Srinivasan S, Francke EL, Neu HC. Comparative pharmacokinetics of cefoperazone and cefamandole. Antimicrob Agents Chemother. 1981 Feb;19(2):298-301. doi: 10.1128/AAC.19.2.298. PMID: 6214988; PMCID: PMC181413. 15: Wold JS, Turnipseed SA, Broddle WD, Owen NV. Effect of cefamandole nafate on the toxicity of tobramycin. Antimicrob Agents Chemother. 1977 Oct;12(4):465-9. doi: 10.1128/AAC.12.4.465. PMID: 921240; PMCID: PMC429947. 16: Neu HC. Cefamandole, a cephalosporin antibiotic with an unusually wide spectrum of activity. Antimicrob Agents Chemother. 1974 Aug;6(2):177-82. doi: 10.1128/AAC.6.2.177. PMID: 15828189; PMCID: PMC444624. 17: Rocca B, Mallet MN, Cohade F, Scemama F, Bidet PF, Chevalier A. Antibioprophylaxie par céfamandole en neurochirurgie [Antibioprophylaxis with cefamandole in neurosurgery]. Presse Med. 1989 Jun 10;18(23):1165. French. PMID: 2525749. 18: Conraads VM, Demey HE, Heytens LG, Bossaert LL. Hypoprothrombinemia due to cefamandole. Klin Wochenschr. 1988 Dec 1;66(23):1190-2. doi: 10.1007/BF01727668. PMID: 3062269. 19: Miller WA. Prophylactic cefamandole in orthopaedic surgery. J Bone Joint Surg Am. 1986 Feb;68(2):313. PMID: 3944171. 20: Brogard JM, Kopferschmitt J, Spach MO, Grudet O, Lavillaureix J. Cefamandole pharmacokinetics and dosage adjustments in relation to renal function. J Clin Pharmacol. 1979 Jul;19(7):366-77. doi: 10.1002/j.1552-4604.1979.tb02493.x. PMID: 479381.