Cefmetazole sodium

Base Information

• Chemical Name: Cefmetazole sodium
• CAS No.: 56796-39-5
• Molecular Formula: C₁₅H₁₆N₇O₅S₃*Na
• Molecular Weight: 493.524
• Mol file: 56796-39-5.mol

Synonyms:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[[(cyanomethyl)thio]acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-,monosodium salt, (6R,7S)- (9CI);5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[[(cyanomethyl)thio]acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-,monosodium salt, (6R-cis)-;CS-1170 sodium salt;Cefmetazole sodium;Cefmetazole-Na;Cefmetazon;Cefmetazone;Metafar;Sodium cefmetazole;Zefazone;

Chemical Property of Cefmetazole sodium

Chemical Property:

• Appearance/Colour: White solid
• PSA: 242.06000
• Density: 1.75 g/cm3
• LogP: -1.73422
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: H2O: soluble50mg/mL
• Water Solubility.: Soluble in water

Purity/Quality:

98%min ^*data from raw suppliers

CefmetazoleSodium ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-42/43
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Semi-synthetic antibiotic derived from Cephamycin. Antibacterial Cefmetazole sodium is used clinically in combination with Tanreqing for the treatment of Pulmonary infections like Senile Emphysema and other acute bacterial infections.
• Clinical Use: Cefmetazole (Zefazone) is a semisynthetic, third-generation,parenteral cephalosporin of the cephamycin group. Likeother cephamycins, the presence of the 7α-methoxyl groupconfers resistance to many β-lactamases. Cefmetazoleexhibits significantly higher potency against members ofthe Enterobacteriaceae family but lower activity againstBacteroides spp. than cefoxitin. It is highly active againstN. gonorrhoeae, including -lactamase–producing strains. Incommon with other cephamycins, cefmetazole is ineffectiveagainst indole-positive Proteus, Enterobacter, Providencia,Serratia, and Pseudomonas spp. Cefmetazole has the MTTmoiety associated with increased bleeding in certain highriskpatients. It has a plasma half-life of 1.1 hours.

Technology Process of Cefmetazole sodium

There total 5 articles about Cefmetazole sodium which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.7%

Cefmetazole (56796-20-4,82263-66-9) → cefmetazole sodium (56796-39-5)

Guidance literature:

With sodium 2-ethylhexanoic acid; In acetone; at 5 ℃; for 1h; Temperature;

Reference yield:

C15H16N7O5S3(1-)*C9H13N*Na(1+) → cefmetazole sodium (56796-39-5)

Guidance literature:

C₁₅H₁₆N₇O₅S₃^(1-)*C₉H₁₃N*Na⁽¹⁺⁾; With sulfuric acid; In water; ethyl acetate; at 0 - 10 ℃; pH=1 - 3;

With sodium hydrogencarbonate; In water; at 0 - 5 ℃; pH=4 - 6; Reagent/catalyst;

Reference yield:

C15H16N7O5S3(1-)*Li(1+)*C12H23N → cefmetazole sodium (56796-39-5)

Guidance literature:

C₁₅H₁₆N₇O₅S₃^(1-)*Li⁽¹⁺⁾*C₁₂H₂₃N; With phosphoric acid; In water; ethyl acetate; at 0 - 10 ℃; pH=1 - 3;

With sodium carbonate; In water; at 0 - 5 ℃; pH=4 - 6;

upstream raw materials:

sodium 2-(cyanomethylthio)acetate

7-Aminocephalosporanic acid

Cefmetazole

Downstream raw materials:

(6R)-7t-(2-cyanomethylsulfanyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

Refernces

• 1、 -. "Preparation method of cefmetazole". Paragraph 0026. . Retrieved 2016/10/10.