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MedKoo Cat#: 317390 | Name: Cefonicid disodium
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Description:

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

Cefonicid Sodium is the sodium salt form of cefonicid, a semisynthetic second-generation broadspectrum cephalosporin with antibacterial activity that inhibits the formation of the bacterial cell wall. Cefonicid binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.

Chemical Structure

Cefonicid disodium
CAS#61270-78-8 (disodium)

Theoretical Analysis

MedKoo Cat#: 317390

Name: Cefonicid disodium

CAS#: 61270-78-8 (disodium)

Chemical Formula: C18H16N6Na2O8S3

Exact Mass: 0.0000

Molecular Weight: 586.53

Elemental Analysis: C, 36.86; H, 2.75; N, 14.33; Na, 7.84; O, 21.82; S, 16.40

Price and Availability

Size Price Availability Quantity
100mg USD 250.00 2 Weeks
500mg USD 650.00 2 Weeks
1g USD 1,050.00 2 Weeks
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Related CAS #
61270-58-4 (free acid) 71420-79-6 (monosodium) 61270-78-8 (disodium)
Synonym
Cefonicid Sodium; Monocid; Cefonicid disodium salt; SK&F D-75073-Z2; UNII-F74MFL78A1; CHEBI:3492; SKF-75073-2; SKF750732; Cefonicid, Sodium; Monocid;
IUPAC/Chemical Name
disodium;(6R,7R)-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-8-oxo-3-[[1-(sulfonatomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
InChi Key
NAXFZVGOZUWLEP-RFXDPDBWSA-L
InChi Code
InChI=1S/C18H18N6O8S3.2Na/c25-13(9-4-2-1-3-5-9)14(26)19-11-15(27)24-12(17(28)29)10(6-33-16(11)24)7-34-18-20-21-22-23(18)8-35(30,31)32;;/h1-5,11,13,16,25H,6-8H2,(H,19,26)(H,28,29)(H,30,31,32);;/q;2*+1/p-2/t11-,13-,16-;;/m1../s1
SMILES Code
C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)O)C(=O)[O-])CSC4=NN=NN4CS(=O)(=O)[O-].[Na+].[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, 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 586.53 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: Saltiel E, Brogden RN. Cefonicid. A review of its antibacterial activity, pharmacological properties and therapeutic use. Drugs. 1986 Sep;32(3):222-59. doi: 10.2165/00003495-198632030-00002. PMID: 3530703. 2: LiverTox: Clinical and Research Information on Drug-Induced Liver Injury [Internet]. Bethesda (MD): National Institute of Diabetes and Digestive and Kidney Diseases; 2012–. Cephalosporins. 2021 Dec 20. PMID: 31643977. 3: Pontzer RE, Kaye D. Cefonicid: a long-acting, second-generation cephalosporin. Antimicrobial activity, pharmacokinetics, clinical efficacy and adverse effects. Pharmacotherapy. 1984 Nov-Dec;4(6):325-33. doi: 10.1002/j.1875-9114.1984.tb03392.x. PMID: 6393074. 4: Dudley MN, Quintiliani R, Nightingale CH. Review of cefonicid, a long-acting cephalosporin. Clin Pharm. 1984 Jan-Feb;3(1):23-32. PMID: 6365414. 5: Comito M, Monguzzi R, Tagliapietra S, Palmisano G, Cravotto G. Cefonicid Benzathine Salt: A Convenient, Lean, and High-Performance Protocol to Make an Old Cephalosporin Shine. Antibiotics (Basel). 2022 Aug 12;11(8):1095. doi: 10.3390/antibiotics11081095. PMID: 36009964; PMCID: PMC9404797. 6: Jacob LS, Layne P. Cefonicid: an overview of clinical studies in the United States. Rev Infect Dis. 1984 Nov-Dec;6 Suppl 4:S791-802. doi: 10.1093/clinids/6.supplement_4.s791. PMID: 6395272. 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. doi: 10.1177/106002808501900304. PMID: 3884304. 8: Wallace RJ Jr, Niefield SL, Waters S, Waters B, Awe RJ, Wiss K, Martin RR, Greenberg SB. Comparative trial of cefonicid and cefamandole in the therapy of community-acquired pneumonia. Antimicrob Agents Chemother. 1982 Feb;21(2):231-5. doi: 10.1128/AAC.21.2.231. PMID: 7041813; PMCID: PMC181864. 9: Badillo E, Escudero E, Hernandis V, Galecio JS, Marín P. Pharmacokinetics of cefonicid in lactating goats after intravenous, intramuscular and subcutaneous administration, and after a long-acting formulation for subcutaneous administration. J Vet Pharmacol Ther. 2020 Jan;43(1):50-56. doi: 10.1111/jvp.12825. Epub 2019 Nov 14. PMID: 31724779. 10: Swanson D, Maxwell RA, Johnson JT, Wagner RL, Yu VL. Cefonicid versus clindamycin prophylaxis for head and neck surgery in a randomized, double-blind trial, with pharmacokinetic implications. Antimicrob Agents Chemother. 1991 Jul;35(7):1360-4. doi: 10.1128/AAC.35.7.1360. PMID: 1929293; PMCID: PMC245172. 11: Slutkin G, Marzouk J, Dall L, Mills J. Comparison of cefonicid and cefazolin for treatment of soft-tissue infections. Rev Infect Dis. 1984 Nov-Dec;6 Suppl 4:S853-6. doi: 10.1093/clinids/6.supplement_4.s853. PMID: 6395276. 12: Scaglione F, Falchi M, Ferrara F, Signorelli S, Aimini R, D'Orsi S, Pintucci GP, Fraschini F. Cefonicid distribution into tonsillar tissue. Int J Clin Pharmacol Res. 1990;10(5):265-70. PMID: 2127771. 13: Lo SK. Failure of cefonicid prophylaxis for infectious complications related to endoscopic retrograde cholangiopancreatography. Clin Infect Dis. 1996 Aug;23(2):380-4. doi: 10.1093/clinids/23.2.380. PMID: 8842278. 14: Higbee M, Ramsey R, Swenson E. Cefonicid-induced seizure. Clin Pharm. 1987 Apr;6(4):271-2. PMID: 3665381. 15: Furlanut M, D'Elia R, Riva E, Pasinelli F. Pharmacokinetics of cefonicid in children. Eur J Clin Pharmacol. 1989;36(1):79-82. doi: 10.1007/BF00561029. PMID: 2917594. 16: Cruciani M, Savio S, Concia E. Cefonicid concentration in lung tissue after intramuscular administration. Int J Clin Pharmacol Res. 1987;7(6):481-4. PMID: 3440639. 17: Tse CS, Madura AJ, Vera FH. Suspected cefonicid-induced seizure. Clin Pharm. 1986 Aug;5(8):629. PMID: 3742951. 18: Cefonicid sodium (Monocid). Med Lett Drugs Ther. 1984 Aug 3;26(667):71-2. PMID: 6379400. 19: 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. 20: Axelrod JL, Kochman RS. Cefonicid concentrations in human aqueous humor. Arch Ophthalmol. 1984 Mar;102(3):433-4. doi: 10.1001/archopht.1984.01040030347035. PMID: 6608343.