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Cefonicid

Cefonicid Structure
CAS No.
61270-58-4
Chemical Name:
Cefonicid
Synonyms
Monocid;Cefodie;Pratled;Monocidur;CEFONICID;SKF-75073;7-beta(r*)))-;Cefonicid USP/EP/BP;Cefonicid (free base);amino)-8-oxo-3-(((1-sulfomethyl)-1h-tetrazol-5-yl)thio)methyl)-,(6r-(6-alpha,
CBNumber:
CB5283109
Molecular Formula:
C18H18N6O8S3
Molecular Weight:
542.57
MOL File:
61270-58-4.mol
MSDS File:
SDS
Modify Date:
2022/12/21 16:56:50

Cefonicid Properties

Density 1.92±0.1 g/cm3(Predicted)
pka -1.23±0.50(Predicted)

Cefonicid Chemical Properties,Uses,Production

Description

Cefonicid has an unesterified D-mandelic acid moiety at C-7 and a methylsulfothiotetrazole group at C-3. The latter is related to the MTT moiety mentioned above under cefamandole nafate; however, the clotting problems and Antabuse-like side effects associated with MTT have not been reported with cefonicid. The extra acid group in the C-3 side chain leads to this molecule being sold as an injectable disodium salt. Pain and discomfort at IM sites is experienced by some patients, as is a burning sensation and phlebitis. Cefonicid has a longer half-life than the other members of its group but achieves this at the price of somewhat lower potency against Gram-positive bacteria and aerobes. The drug is somewhat unstable, needs to be protected from light and heat, and may yellow or darken. If modest, however, this does not necessarily mean that the potency has decreased significantly, but overt precipitation does. Kirby-Bauer disk testing may overestimate the sensitivity of β-lactamase–producing bacteria to this agent, so some extra caution in interpretation of laboratory results is required.

Uses

A semi-synthetic cephalosporin antibiotic related to Cefamandole. Antibacterial

Definition

ChEBI: A cephalosporin bearing {[1-(sulfomethyl)-1H-tetrazol-5-yl]sulfanyl}methyl and (R)-2-hydroxy-2-phenylacetamido groups at positions 3 and 7, respectively, of the cephem skeleton.

Antimicrobial activity

Activity against Gram-positive and Gram-negative organisms in vitro is depressed by the presence of 50% serum. It is highly bound to plasma protein (98%) and has an extended plasma half-life of 4.5–5 h. A 1 g intramuscular dose achieves a mean peak plasma concentration of around 83 mg/L. Following a 1 g intravenous bolus dose, mean peak plasma concentrations of 130–300 mg/L have been reported. In patients treated for community-acquired pneumonia, concentrations of 2–4 mg/L have been found in sputum.
It is predominantly excreted by renal secretion, 83–89% being recovered unchanged in the urine over 24 h. Plasma half-life is linearly related to creatinine clearance. As a result of its high protein binding it is not removed by hemodialysis.
It is generally well tolerated; pain on injection, rash and positive Coombs’ test are reported in some patients. It has been used to treat respiratory, soft tissue and urinary infections. Available in Italy.

Cefonicid Suppliers

Global( 68)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Hangzhou FandaChem Co.,Ltd. 008657128800458; +8615858145714 China 9338 55 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49391 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29826 58 Inquiry
Hefei TNJ Chemical Industry Co.,Ltd. 0551-65418671 China 34571 58 Inquiry
Shaanxi Dideu Medichem Co. Ltd +86-029-89586680 +86-18192503167 China 9030 58 Inquiry
BOC Sciences 16314854226; +16314854226 United States 19743 58 Inquiry
Hebei Duling International Trade Co. LTD +8617333973358 China 15437 58 Inquiry
CEFONICID (7r)-7-(2-hydroxy-2-phenylacetylamino)-6-oxo-3-{[1-(sulfomethyl)(1,2,3,4-tetraazol-5-ylthio)]methyl}-2h,7h,7ah-azetidino[2,1-b]1,3-thiazine-4-carboxylic acid (6R,7R)-7-[[(2R)-2-Hydroxy-2-phenylacetyl]amino]-8-oxo-3-[[[1-(sulfomethyl)-1H-tetrazol-5-yl]thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid [6R-[6α,7β(R^<*>^)]]-7- [(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-sulfomethyl-1H-tetrazol-5-y1)tlfiomethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-enr2-carboxylic acid (6R,7R)-7α-[[(R)-Hydroxyphenylacetyl]amino]-8-oxo-3-[[[1-(sulfomethyl)-1H-tetrazol-5-yl]thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Cefodie Monocid Monocidur Pratled SKF-75073 7-beta(r*)))- amino)-8-oxo-3-(((1-sulfomethyl)-1h-tetrazol-5-yl)thio)methyl)-,(6r-(6-alpha, (6R,7R)-7-[[(2R)-2-hydroxy-1-oxo-2-phenylethyl]amino]-8-oxo-3-[[[1-(sulfomethyl)-5-tetrazolyl]thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-8-oxo-3-[[[1-(sulfomethyl)-1H-tetrazol-5-yl]thio]methyl]-, (6R,7R)- Cefonicid USP/EP/BP Cefonicid (free base) 61270-58-4 61260-58-4 C18H16N6O8S3Na2 C18H18N6O8S3 API Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds Pharmaceutical