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MedKoo Cat#: 597501 | Name: Cefalexin lysine

Description:

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

Cefalexin lysine is a derivative of Cefalexin, an antibiotic.

Chemical Structure

Cefalexin lysine
CAS#53950-14-4

Theoretical Analysis

MedKoo Cat#: 597501

Name: Cefalexin lysine

CAS#: 53950-14-4

Chemical Formula: C22H31N5O6S

Exact Mass: 493.1995

Molecular Weight: 493.57

Elemental Analysis: C, 53.54; H, 6.33; N, 14.19; O, 19.45; S, 6.50

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Cefalexin lysine;
IUPAC/Chemical Name
L-lysine compound with (6R,7R)-7-(2-amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (1:1)
InChi Key
CSXICSKZWGBACI-ZMZYGIGZSA-N
InChi Code
InChI=1S/C16H17N3O4S.C6H14N2O2/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;7-4-2-1-3-5(8)6(9)10/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);5H,1-4,7-8H2,(H,9,10)/t10?,11-,15-;5-/m10/s1
SMILES Code
N[C@@H](CCCCN)C(O)=O.O=C(C(N12)=C(C)CS[C@]2([H])[C@H](NC(C(N)C3=CC=CC=C3)=O)C1=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
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 493.57 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: Cadórniga R, Barrios S, Segura J, Roberts DJ. Penetration of antibiotic into interstitial tissue fluid following parenteral administration of lysine cephalexin. Arzneimittelforschung. 1979;29(10):1547-9. PubMed PMID: 583220. 2: Barrios S, Sorensen JH, Spickett RG. Bioavailability of cephalexin after intramuscular injection of its lysine salt. J Pharm Pharmacol. 1975 Sep;27(9):711-2. PubMed PMID: 241820. 3: Kale SN, Jadhav AD, Verma S, Koppikar SJ, Kaul-Ghanekar R, Dhole SD, Ogale SB. Characterization of biocompatible NiCo2O4 nanoparticles for applications in hyperthermia and drug delivery. Nanomedicine. 2012 May;8(4):452-9. doi: 10.1016/j.nano.2011.07.010. Epub 2011 Aug 10. PubMed PMID: 21839056. 4: Nathan A, Zalipsky S, Ertel SI, Agathos SN, Yarmush ML, Kohn J. Copolymers of lysine and polyethylene glycol: a new family of functionalized drug carriers. Bioconjug Chem. 1993 Jan-Feb;4(1):54-62. Erratum in: Bioconjug Chem 1993 Sep-Oct;4(5):410. PubMed PMID: 8431513. 5: Fabregas JL, Beneyto JE. Direct spectrofluorimetric determination of the free amino group of cephalexin in its lysine salt. Analyst. 1980 Aug;105(1253):813-6. PubMed PMID: 6774629. 6: Fabregas JL, Beneyto JE. Simultaneous determination of cephalexin and lysine in their salt using high-performance liquid chromatography of derivatives. J Pharm Sci. 1980 Dec;69(12):1378-80. PubMed PMID: 6780683. 7: Wang S, Arellano-Santoyo H, Combs PA, Shaevitz JW. Measuring the bending stiffness of bacterial cells using an optical trap. J Vis Exp. 2010 Apr 26;(38). pii: 2012. doi: 10.3791/2012. PubMed PMID: 20421864; PubMed Central PMCID: PMC3164081. 8: Bundgaard H. Chemical studies related to cephalosporin allergy. II. Competitive amine-catalyzed intra- and intermolecular aminolysis of cephalexin and cephaloglycin in aqueous solution. Acta Pharm Suec. 1976;13(4):299-312. PubMed PMID: 11639. 9: Albarellos GA, Montoya L, Quaine PC, Landoni MF. Pharmacokinetics and bioavailability of a long-acting formulation of cephalexin after intramuscular administration to cats. Res Vet Sci. 2011 Aug;91(1):129-31. doi: 10.1016/j.rvsc.2010.08.001. Epub 2010 Aug 25. PubMed PMID: 20800248. 10: Addison JM, Burston D, Dalrymple JA, Matthews DM, Payne JW, Sleisenger MH, Wilkinson S. A common mechanism for transport of di- and tri-peptides by hamster jejunum in vitro. Clin Sci Mol Med. 1975 Oct;49(4):313-22. PubMed PMID: 1192691. 11: Carli S, Perretta G, Brusa T, Invernizzi A, Faustini R. Comparison of pharmacokinetics of sodium and lysine cephalexin in calves. J Vet Pharmacol Ther. 1983 Sep;6(3):181-5. PubMed PMID: 6632075. 12: Restivo O, Caruso R. [Clinical trial in patients with infectious diseases of a new injectable cephalosporin derivative: lysine salt of cephalexin]. Arch Maragliano Patol Clin. 1976;32:37-45. Italian. PubMed PMID: 1053292. 13: Dellamonica P, Garraffo R, Etesse-Carsenti H, Bernard E, Mondain V. Pharmacokinetic and bacteriological study of cefadroxil-salicylate and josamycin-salicylate drug regimens. Int J Clin Pharmacol Res. 1993;13(1):11-20. PubMed PMID: 8509232. 14: Issopoulos PB. Spectrophotometric determination of certain cephalosporins using molybdophosphoric acid. Part II. Determination of cefadroxil, cefapirin, ceforanide and cefuroxime. Analyst. 1989 Feb;114(2):237-9. PubMed PMID: 2712321. 15: Usui H, Takao A, Nakayama A, Nagashima H, Sasaki F, Maeda N, Ishibashi K. Detection of penicillin-binding protein 2b gene alteration in Streptococcus mitis by polymerase chain reaction. J Infect Chemother. 2004 Feb;10(1):19-24. PubMed PMID: 14991513. 16: Nerli B, Romanini D, Picó G. Structural specificity requirements in the binding of beta lactam antibiotics to human serum albumin. Chem Biol Interact. 1997 May 2;104(2-3):179-202. PubMed PMID: 9212783. 17: Issopoulos PB, Salta SE. Analytical investigation of beta-lactam antibiotics in pharmaceutical preparations. IX. Colorimetric determination of six cephalosporins of second and third generation in the range of micromolar concentrations. Acta Pharm Hung. 1996 Mar;66(2):89-94. PubMed PMID: 8669283. 18: Tilborg A, Norberg B, Wouters J. Pharmaceutical salts and cocrystals involving amino acids: a brief structural overview of the state-of-art. Eur J Med Chem. 2014 Mar 3;74:411-26. doi: 10.1016/j.ejmech.2013.11.045. Epub 2014 Jan 18. Review. PubMed PMID: 24487190. 19: Nishino T. An electron microscopic study of antagonism between cephalexin and erythromycin in Staphylococcus aureus. Jpn J Microbiol. 1975 Feb;19(1):53-63. PubMed PMID: 1160202. 20: Zhang W, Miyakawa T, Uchida T, Goto S. [Preparation of stable W/O/W type multiple emulsion containing water-soluble drugs and in vitro evaluation of its drug-releasing properties]. Yakugaku Zasshi. 1992 Jan;112(1):73-80. Japanese. PubMed PMID: 1578347.

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