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MedKoo Cat#: 317381 | Name: Cefalotin
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Description:

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

Cefalotin is a first generation cephem antibiotic with a wide range antibacterial activity. The compound is active against gram-positive and gram-negative bacteria, and has been tested in respiratory disease and neuromuscular junction studies.

Chemical Structure

Cefalotin
Cefalotin
CAS#153-61-7 (free acid)

Theoretical Analysis

MedKoo Cat#: 317381

Name: Cefalotin

CAS#: 153-61-7 (free acid)

Chemical Formula: C16H16N2O6S2

Exact Mass: 396.0450

Molecular Weight: 396.44

Elemental Analysis: C, 48.47; H, 4.07; N, 7.07; O, 24.21; S, 16.18

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
25g USD 550.00 2 Weeks
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Related CAS #
153-61-7 (free acid) 58-71-9 (sodium)
Synonym
Cefalotin; Cephalothin; Cephalotin; Cefalothin; Cefalotina; Monosodium Salt, Cephalothin; Normon Brand of Cephalothin Sodium; Salt, Cephalothin Monosodium; Seffin; Sodium Cephalothin; Spaly Brand of Cephalothin Sodium;
IUPAC/Chemical Name
(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChi Key
XIURVHNZVLADCM-IUODEOHRSA-N
InChi Code
InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1
SMILES Code
CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)O
Appearance
Solid powder
Purity
>98% (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 396.44 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: Mitchell SM, Ullman JL, Teel AL, Watts RJ. pH and temperature effects on the hydrolysis of three β-lactam antibiotics: ampicillin, cefalotin and cefoxitin. Sci Total Environ. 2014 Jan 1;466-467:547-55. doi: 10.1016/j.scitotenv.2013.06.027. Epub 2013 Aug 13. PubMed PMID: 23948499. 2: Kang MK, Lee SB, Moon SK, Kim KM, Kim KN. The biomimetic apatite-cefalotin coatings on modified titanium. Dent Mater J. 2012 Feb 3;31(1):98-105. Epub 2012 Jan 21. PubMed PMID: 22277612. 3: Vasconcellos AG, Leal RD, Silvany-Neto A, Nascimento-Carvalho CM. Oxacillin or cefalotin treatment of hospitalized children with cellulitis. Jpn J Infect Dis. 2012;65(1):7-12. PubMed PMID: 22274151. 4: Reina J, Borrell N, Muñoz C, Santos A. [Usefulness of studies of susceptibility of ampicillin, carbenicillin, cefalotin and colistin as a presumptive identification system for the Aeromonas sp. group]. Enferm Infecc Microbiol Clin. 1992 Apr;10(4):224-6. Spanish. PubMed PMID: 1606227. 5: Decroix MO, Chaumeil JC, Flouvat B. Binding of cefalotin to human serum albumin. Eur J Drug Metab Pharmacokinet. 1984 Jul-Sep;9(3):191-4. PubMed PMID: 6519120. 6: Reynaud A, Drugeon HB, Chung SS, Courtieu AL. [Expression of staphylococci resistance to oxacillin and cefalotin ]. Pathol Biol (Paris). 1982 Jun;30(6 Pt 2):489-94. French. PubMed PMID: 6750519. 7: Carbon C, Rehfeld P, Lamotte-Barrillon S. [The nephrotoxic potential of cefalotin-aminoside antibiotic combinations (author's transl)]. Nouv Presse Med. 1977 Sep 17;6(30):2677-80. French. PubMed PMID: 909755. 8: Une T, Mitsuhashi S. Antimicrobial evaluation of cefoxitin: a new semisynthetic cephamycin. Comparative studies with cefazolin and cefalotin. Arzneimittelforschung. 1977;27(1):89-93. PubMed PMID: 576821. 9: Shidou T. [Penetration of cefalotin into bone marrow (author's transl)]. Jpn J Antibiot. 1976 Nov;29(11):999-1002. Japanese. PubMed PMID: 1003686. 10: Dzúriková V, Fetkovská N, Gattnar O, Miko L, Dzúrik R. [Cefalotin SPOFA in the treatment of urinary infections]. Bratisl Lek Listy. 1983 Jun;79(6):718-23. Polish. PubMed PMID: 6883138. 11: Mascellino MT, Prignano G, Iegri F, Lorenzi A. [Minimal inhibitory and bactericidal concentrations of cefoperazone, cefotaxime, cefuroxime and cefalotin against 90 bacterial strains]. Boll Ist Sieroter Milan. 1982;61(4):309-19. Italian. PubMed PMID: 6100234. 12: Schröder S, Nöschel H, Bonow A. [Photometric determination of cefalotin in biological fluids (author's transl)]. Pharmazie. 1980;35(9):544-5. German. PubMed PMID: 7433505. 13: Thabaut A, Durosoir JL, Saliou P. ["In vitro" activity of cefamandole, cefalotin, cefoxitin and cefuroxim against enterobacteria and Staphylococcus aureus isolated in hospital (author's transl)]. Pathol Biol (Paris). 1979 Dec;27(10):649-54. French. PubMed PMID: 395496. 14: Papazova P, Bontchev PR, Kacarova M. Photometric extraction method for determination of cefalotin. Pharmazie. 1977 Aug-Sep;32(8-9):486-8. PubMed PMID: 594112. 15: Lightbown JW, De Rossi P, Isaacson P. International standards and international reference preparations: amphotericin B, vancomycin, capreomycin, cefalotin, demethylchlortetracycline, gentamycin, gramicidin S, kanamycin and kanamycin B, lincomycin, lymecycline, methacycline, paromomycin, rifamycin SV, ristocetin and ristocetin B, spiramycin, and triacetyloleandomycin. Bull World Health Organ. 1972;47(3):343-56. PubMed PMID: 4119514; PubMed Central PMCID: PMC2480736.