Cefmenoxime Chemical Properties

Density 

1.96±0.1 g/cm3(Predicted)

pka

2.61±0.50(Predicted)

CAS DataBase Reference

65085-01-0(CAS DataBase Reference)

Cefmenoxime Usage And Synthesis

Originator

Tacef,Takeda,W. Germany,1983

Uses

Cefmenoxime (cas# 65085-01-0) is a compound useful in organic synthesis.

Uses

Antibacterial.

Definition

ChEBI: A third-generation cephalosporin antibiotic, bearing a 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino group at the 7beta-position and a [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl group at the 3-position.

Manufacturing Process

7β-[α-Methoxyimino-α-(2-aminothiazol-4-yl)acetamido]cephalosporanicacid trifluoroacetic acid salt is dissolved in a solution of 272 mg of 1-methyl-5- mercapto-1H-tetrazole, 555 mg of sodium bicarbonate and 68 mg of triethylbenzylammonium bromide in 10 ml of water. The solution is heated at 60°C in nitrogen atmosphere for 6 hours. After cooling, the reaction solution is passed through a column of Amberlite XAD-2 and eluted with water and then with 2.5% ethanol. The procedure yields sodium 7β-[α-methoxyimino-α- (2-aminothiazol-4-yl)acetamido]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3- cephem-4-carboxylate, MP 174°C to 175°C (decomposition).

brand name

Cefmax (TAP).

Therapeutic Function

Antibacterial

Antimicrobial activity

A semisynthetic cephalosporin supplied as the hydrochloride. Its activity is very similar to that of cefotaxime. A 500 mg intramuscular injection achieves a plasma concentration of 15 mg/L after 40 min. A concentration of 200 mg/L is attained after intravenous administration of 1 g. The plasma half-life is c. 1 h. Around 77% is protein bound. Probenecid increases peak plasma levels and extends the plasma half-life to 1.8 h. Therapeutic concentrations are achieved in CSF. There is a degradation product with a long half-life (around 40 h), but 80–92% of the drug is recovered unchanged from the urine. In patients with renal insufficiency, no significant relation was found between creatinine clearance and peak serum concentrations but there was a linear relationship with plasma half-life and total body clearance. About 10% of the dose appears in the feces, mostly extensively degraded, possibly by the fecal flora.
Toxicity, side effects and clinical use are those common to group 4 cephalosporins.

Cefmenoxime(65085-01-0)Related Product Information

• 7-(5-amino-5-carboxyvaleramido)cephalosporanic acid
• 2-Methyl-4-isothiazolin-3-one
• Cephalexin
• PENICILLINASE
• Ceftizoxime sodium
• Methylchloroisothiazolinone/methylisothiazolinone mixture (MCIT/MIT)
• 2-Mercapto-5-methyl-1,3,4-thiadiazole
• 2-(2-Aminothiazol-4-yl)glyoxylic acid
• Cefotaxime sodium
• 2,2'-Dithiobis(benzothiazole)
• Cefotaxime
• Benzothiazole
• Ceftizoxime
• Fosthiazate
• 2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid
• 2Cefmenoxime·Hydrochloride,CEFMENOXIME HCL,CEFMENOXIME HYDROCHLORIDE
• 7-TMCA
• Cefetamet hydrochloride