Cefalothin | CAS#58-71-9 | antibiotic

Cefalothin (salt)
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 584648

CAS#: 58-71-9

Description: Cefalothin is a β-lactam cephalosporin antibiotic. It inhibits the growth of various Gram-positive and Gram-negative bacteria, including several strains of S. pyogenes, S. aureus, C. tetani, N. gonorrhoeae, Salmonella, and Shigella,

Chemical Structure

Cefalothin (salt)

CAS# 58-71-9

Instruction

Theoretical Analysis

MedKoo Cat#: 584648
Name: Cefalothin (salt)
CAS#: 58-71-9
Chemical Formula: C16H15N2NaO6S2
Exact Mass: 418.03
Molecular Weight: 418.414
Elemental Analysis: C, 45.93; H, 3.61; N, 6.70; Na, 5.49; O, 22.94; S, 15.32

Price and Availability

Size	Price	Availability	Quantity
250mg	USD 220
500mg	USD 355
1g	USD 550
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: 38253; Keflin; Lilly 38253

IUPAC/Chemical Name: (6R)-3-[(acetyloxy)methyl]-8-oxo-7R-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, monosodium salt

InChi Key: VUFGUVLLDPOSBC-XRZFDKQNSA-M

InChi Code: InChI=1S/C16H16N2O6S2.Na/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);/q;+1/p-1/t12-,15-;/m1./s1

SMILES Code: O=C(C(N12)=C(COC(C)=O)CS[C@]2([H])[C@H](NC(CC3=CC=CS3)=O)C1=O)[O-].[Na+]

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:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 418.41 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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Roberts DM, Ranganathan D, Wallis SC, Varghese JM, Kark A, Lipman J, Roberts JA. Pharmacokinetics of Intraperitoneal Cefalothin and Cefazolin in Patients Being Treated for Peritoneal Dialysis-Associated Peritonitis. Perit Dial Int. 2016 Jul-Aug;36(4):415-20. doi: 10.3747/pdi.2015.00008. Epub 2016 Jan 13. PMID: 26764340; PMCID: PMC4934436.

2: Parker SL, Guerra Valero YC, Roberts DM, Lipman J, Roberts JA, Wallis SC. Determination of Cefalothin and Cefazolin in Human Plasma, Urine and Peritoneal Dialysate by UHPLC-MS/MS: application to a pilot pharmacokinetic study in humans. Biomed Chromatogr. 2016 Jun;30(6):872-9. doi: 10.1002/bmc.3622. Epub 2015 Oct 28. PMID: 26394804.

3: Cephalosporins. Can Med Assoc J. 1971 Jul 10;105(1):9-10. PMID: 5092516; PMCID: PMC1931068.

4: Wang Y, Song C, Duan G, Zhu J, Yang H, Xi Y, Fan Q. Transposition of ISEcp1 modulates blaCTX-M-55-mediated Shigella flexneri resistance to cefalothin. Int J Antimicrob Agents. 2013 Dec;42(6):507-12. doi: 10.1016/j.ijantimicag.2013.08.009. Epub 2013 Sep 20. PMID: 24207017.

5: van Asbeck BS, Marcelis JH, van Kats JH, Jaarsma EY, Verhoef J. Synergy between the iron chelator deferoxamine and the antimicrobial agents gentamicin, chloramphenicol, cefalothin, cefotiam and cefsulodin. Eur J Clin Microbiol. 1983 Oct;2(5):432-8. doi: 10.1007/BF02013900. PMID: 6315421.

6: Lord JW Jr. Antibiotic prophylaxis. Arch Surg. 1991 May;126(5):656-7. doi: 10.1001/archsurg.1991.01410290134030. PMID: 2021351.

7: Hinrichs JH. Cephalosporin nephrotoxicity. Lancet. 1979 Jun 30;1(8131):1408. doi: 10.1016/s0140-6736(79)92043-9. PMID: 87868.

8: Madsen ST. Cephaloridin-cephalotin [Cephaloridine--cephalothin]. Tidsskr Nor Laegeforen. 1965 Apr 15;85(8):728-9. Norwegian. PMID: 5833801.

9: DiCato MA, Ellman L. Letter: Cephalothin-induced granulocytopenia. Ann Intern Med. 1975 Nov;83(5):671-2. doi: 10.7326/0003-4819-83-5-671. PMID: 1200502.

10: Tenebaum MJ, Warner JF. Lactobacillus casei endocarditis. Ann Intern Med. 1975 Apr;82(4):539. doi: 10.7326/0003-4819-82-4-539. PMID: 804288.

11: Elmore MF, Rink LD, Rissing JP. Clindamycin, endocarditis, hepatotoxicity. Ann Intern Med. 1973 May;78(5):779-80. doi: 10.7326/0003-4819-78-5-779_3. PMID: 4711784.

12: Cephalothin v. cephaloridine. Drug Ther Bull. 1969 Dec 19;7(26):101-2. PMID: 5359967.

13: Siebert WT, Moreland N, Williams TW Jr. Methicillin-resistant Staphylococcus epidermidis. South Med J. 1978 Nov;71(11):1353-5. doi: 10.1097/00007611-197811000-00011. PMID: 251348.

14: Rugani KS, Kogawa AC, Salgado HRN. Review for Analytical Methods for the Determination of Sodium Cephalothin. Crit Rev Anal Chem. 2019;49(2):187-194. doi: 10.1080/10408347.2018.1506697. Epub 2018 Dec 5. PMID: 30518240.

15: Cephalothin (Keflin). Med Lett Drugs Ther. 1965 Jan 15;7(2):6-7. PMID: 5831346.

16: Halasz NA. Wound infection and topical antibiotics: the surgeon's dilemma. Arch Surg. 1977 Oct;112(10):1240-4. doi: 10.1001/archsurg.1977.01370100094021. PMID: 334116.

17: Neu HC. Comparative studies of cefoxitin and cephalothin: an overview. Rev Infect Dis. 1979 Jan-Feb;1(1):144-51. doi: 10.1093/clinids/1.1.144. PMID: 400931.

18: MacAulay MA, Charles D. Placental transfer of cephalothin. Am J Obstet Gynecol. 1968 Apr;100(7):940-6. doi: 10.1016/s0002-9378(15)33753-4. PMID: 5644307.

19: Staphylokokken-Pneumonie [Staphylococcal pneumonia]. MMW Munch Med Wochenschr. 1979 Dec 7;121(49):54. German. PMID: 118369.

20: Nicolis G, Loucopoulos A. Cephalothin in the treatment of syphilis. Br J Vener Dis. 1974 Aug;50(4):270-1. doi: 10.1136/sti.50.4.270. PMID: 4213625; PMCID: PMC1045039.

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