MedKoo Cat#: 412526 | Name: Cefonicid monosodium

Description:

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

Cefonicid monosodium is the salt form of Cefonicid (free base), a second-generation cephalosporin administered intravenously or intramuscularly. Its bactericidal action results from inhibition of cell wall synthesis. It is used for urinary tract infections, lower respiratory tract infections, and soft tissue and bone infections.

Chemical Structure

Cefonicid monosodium
CAS#71420-79-6 (monosodium)

Theoretical Analysis

MedKoo Cat#: 412526

Name: Cefonicid monosodium

CAS#: 71420-79-6 (monosodium)

Chemical Formula: C18H17N6NaO8S3

Exact Mass: 0.0000

Molecular Weight: 564.54

Elemental Analysis: C, 38.30; H, 3.04; N, 14.89; Na, 4.07; O, 22.67; S, 17.04

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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Synonym
Cefonicid monosodium; UNII-QD9G66C5UF
IUPAC/Chemical Name
sodium (5-((((6R,7R)-2-carboxy-7-((R)-2-hydroxy-2-phenylacetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl)thio)-1H-tetrazol-1-yl)methanesulfonate
InChi Key
WZTUULPOBSTZKR-CFOLLTDRSA-M
InChi Code
InChI=1S/C18H18N6O8S3.Na/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;+1/p-1/t11-,13-,16-;/m1./s1
SMILES Code
O=S(CN1N=NN=C1SCC(CS[C@]2([H])[C@@H]3NC([C@H](O)C4=CC=CC=C4)=O)=C(C(O)=O)N2C3=O)([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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 564.54 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.