MedKoo Cat#: 317392 | Name: Ceforanide
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Description:

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

Ceforanide is a semi-synthetic, broad-spectrum, beta-lactam, second-generation cephalosporin antibiotic with bactericidal activity. Ceforanide causes inhibition of bacterial cell wall synthesis by inactivating penicillin binding proteins (PBPs) thereby interfering with the final transpeptidation step required for cross-linking of peptidoglycan units which are a component of the cell wall. This results in a reduction of cell wall stability and causes cell lysis.

Chemical Structure

Ceforanide
CAS#60925-61-3 (free)

Theoretical Analysis

MedKoo Cat#: 317392

Name: Ceforanide

CAS#: 60925-61-3 (free)

Chemical Formula: C20H21N7O6S2

Exact Mass: 519.0995

Molecular Weight: 519.55

Elemental Analysis: C, 46.23; H, 4.07; N, 18.87; O, 18.48; S, 12.34

Price and Availability

Size Price Availability Quantity
100mg USD 350.00 2 Weeks
250mg USD 650.00 2 Weeks
500mg USD 950.00 2 Weeks
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Synonym
Ceforanide; Precef; Ceforanido; Ceforanidum; Ceforanidum; BL-S 786; BL-S786R;
IUPAC/Chemical Name
(6R,7R)-7-[[2-[2-(aminomethyl)phenyl]acetyl]amino]-3-[[1-(carboxymethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChi Key
SLAYUXIURFNXPG-CRAIPNDOSA-N
InChi Code
InChI=1S/C20H21N7O6S2/c21-6-11-4-2-1-3-10(11)5-13(28)22-15-17(31)27-16(19(32)33)12(8-34-18(15)27)9-35-20-23-24-25-26(20)7-14(29)30/h1-4,15,18H,5-9,21H2,(H,22,28)(H,29,30)(H,32,33)/t15-,18-/m1/s1
SMILES Code
C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3CN)C(=O)O)CSC4=NN=NN4CC(=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 519.55 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: 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. 2: Crowle AJ, Sbarbaro JA, May MH. Effects of isoniazid and of ceforanide against virulent tubercle bacilli in cultured human macrophages. Tubercle. 1988 Mar;69(1):15-25. PubMed PMID: 3140456. 3: Souney PF, Fisher S, Tuomala RE, Polk BF, Simpson C. Plasma and tissue concentrations of ceforanide and cefazolin in women undergoing hysterectomy. Chemotherapy. 1988;34(3):185-90. PubMed PMID: 3416659. 4: Campoli-Richards DM, Lackner TE, Monk JP. Ceforanide. A review of its antibacterial activity, pharmacokinetic properties and clinical efficacy. Drugs. 1987 Oct;34(4):411-37. Review. PubMed PMID: 3315624. 5: Soave R, Hirsch JC, Salvati EA, Brause BD, Roberts RB. Comparison of ceforanide and cephalothin prophylaxis in patients undergoing total joint arthroplasty. Orthopedics. 1986 Dec;9(12):1657-60. PubMed PMID: 3547369. 6: Anderson PO. Comment: Ceforanide half-life. Drug Intell Clin Pharm. 1985 Jul-Aug;19(7-8):588-9. PubMed PMID: 4028969. 7: Tartaglione TA, Polk RE. Review of the new second-generation cephalosporins: cefonicid, ceforanide, and cefuroxime. Drug Intell Clin Pharm. 1985 Mar;19(3):188-98. Review. PubMed PMID: 3884304. 8: Lefrock JL, Holloway W, Carr BB, Schell RF. In vitro and clinical evaluation of ceforanide. Am J Med Sci. 1984 Mar-Apr;287(2):21-5. PubMed PMID: 6711584. 9: Kenady DE, Ram MD. Biliary levels of ceforanide. Antimicrob Agents Chemother. 1983 May;23(5):706-9. PubMed PMID: 6870219; PubMed Central PMCID: PMC184792. 10: Barriere SL, Mills J. Ceforanide: antibacterial activity, pharmacology, and clinical efficacy. Pharmacotherapy. 1982 Nov-Dec;2(6):322-7. Review. PubMed PMID: 6762529. 11: Raab TA, Balderman S, Bhayana J, Bingham K, Mylotte J, Beam TR Jr. A comparison of the safety, efficacy, and distribution of ceforanide and cephalothin in coronary artery bypass graft surgery. Ann Thorac Surg. 1982 Apr;33(4):340-4. PubMed PMID: 7041840. 12: Mullany LD, French MA, Nightingale CH, Low HB, Ellison LH, Quintiliani R. Penetration of ceforanide and cefamandole into the right atrial appendage, pericardial fluid, sternum, and intercostal muscle of patients undergoing open heart surgery. Antimicrob Agents Chemother. 1982 Mar;21(3):416-20. PubMed PMID: 7103445; PubMed Central PMCID: PMC181907. 13: Jovanovich JF, Saravolatz LD, Burch K, Pohlod DJ. Failure of probenecid to alter the pharmacokinetics of ceforanide. Antimicrob Agents Chemother. 1981 Oct;20(4):530-2. PubMed PMID: 7342878; PubMed Central PMCID: PMC181737. 14: Hawkins SS, Alford RH, Stone WJ, Smyth RD, Pfeffer M. Ceforanide kinetics in renal insufficiency. Clin Pharmacol Ther. 1981 Oct;30(4):468-74. PubMed PMID: 7285481. 15: Lee FH, Smyth RD, Van Harken DR. Comparative tissue distribution of ceforanide, cefazolin, and cefamandole in rats. Antimicrob Agents Chemother. 1981 Apr;19(4):625-7. PubMed PMID: 7247385; PubMed Central PMCID: PMC181490. 16: Cooper RH, Savitch CB, Joseph WP, Mills J. Evaluation of ceforanide as treatment for staphylococcal and streptococcal endocarditis. Antimicrob Agents Chemother. 1981 Feb;19(2):256-9. PubMed PMID: 7347561; PubMed Central PMCID: PMC181404. 17: Carrizosa J, Kobasa WD, Kaye D. Comparison of ceforanide, cefazolin, methicillin, and nafcillin in Staphylococcus aureus endocarditis therapy in rabbits. Antimicrob Agents Chemother. 1980 Oct;18(4):562-5. PubMed PMID: 7447418; PubMed Central PMCID: PMC284049. 18: Pfeffer M, Gaver RC, Van Harken DR. Human pharmacokinetics of a new braod-spectrum parenteral cephalosporin antibiotic, ceforanide. J Pharm Sci. 1980 Apr;69(4):398-403. PubMed PMID: 7373533. 19: Musher DM, Fainstein V, Young EJ. Treatment of cellulitis with ceforanide. Antimicrob Agents Chemother. 1980 Feb;17(2):254-7. PubMed PMID: 7387146; PubMed Central PMCID: PMC283767. 20: Counts GW, Turck M. Antibacterial activity of a new parenteral cephalosporin--HR 756: comparison with cefamandole and ceforanide. Antimicrob Agents Chemother. 1979 Jul;16(1):64-8. PubMed PMID: 112919; PubMed Central PMCID: PMC352789.