Cefotetan disodium

Base Information

• Chemical Name: Cefotetan disodium
• CAS No.: 69712-56-7
• Molecular Formula: C₁₇H₁₇N₇O₈S₄
• Molecular Weight: 575.628
• Hs Code.: 2941906000
• Mol file: 69712-56-7.mol

Synonyms:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-,[6R-(6a,7a)]-;Apacef;

Chemical Property of Cefotetan disodium

Chemical Property:

• Appearance/Colour: Off-white solid
• Melting Point: 173-178°C (dec.)
• Refractive Index: 1.921
• PKA: 1.69±0.41(Predicted)
• PSA: 321.13000
• Density: 2.07 g/cm³
• LogP: -0.36840
• Storage Temp.: Store at 0-5°C
• Solubility.: DMSO (Slightly), Methanol (Very Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

Cefotetan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Cefotetan is comparatively stable, lasting for approximately 24 hours at room temperature when reconstituted. Slight yellowing and slight darkening produce materials that are still acceptable for therapy. Cefotetan is chemically incompatible with tetracycline, aminoglycosides, and with heparin, often forming precipitates with them. With respect to its molecular mode of action, it has a special affinity for PBP-3 of Gram-negative bacteria, consequently producing filamentous forms. It also binds well with PBP-1A and -1B,therefore leading to cell lysis and death. Whereas it is stable to a wide range of β-lactamases, it also is a potent inducer in some bacteria.
• Uses: antibacterial Cefotetan disodium is an antibiotic related to Cephalosporin, used in the treatment of bacterial infections.

Technology Process of Cefotetan disodium

There total 13 articles about Cefotetan disodium 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:

C13H14ClN6O5S2(1-)*Na(1+) + 4-carboxy-5-mercapto-3-hydroxy-isothiazolium trisodium (76857-14-2) → cefotetan (69712-56-7,89495-45-4,89495-46-5)

Guidance literature:

With carbon dioxide; edetate disodium; sodium hydrogencarbonate; In water; at 0 - 5 ℃; for 8h; pH=5.7 - 8.5;

Reference yield:

cefotetan disodium salt (79072-74-5) → cefotetan (69712-56-7,89495-45-4,89495-46-5)

Guidance literature:

cefotetan disodium salt; With aluminum oxide; carbon dioxide; sodium hydrogencarbonate; In water; at 0 - 4 ℃; for 1h; pH=6.4 - 7.2;

With hydrogenchloride; In water; at 0 - 4 ℃; for 2h; pH=1.3 - 5.5; Purification / work up;

Reference yield:

C18H19N7O8S4 → cefotetan (69712-56-7,89495-45-4,89495-46-5)

Guidance literature:

With hydrogenchloride; In water; butanone; at 0 ℃; for 49h;

DOI:10.1021/op049914m

upstream raw materials:

7β-bromoacetamido-7α-methoxy-3-(1-methyltetrazol-5-yl)thiomethyl-Δ³-cephem-4-carboxylic acid

4-carboxy-5-mercapto-3-hydroxy-isothiazolium trisodium

7β-(4-carboxy-3-hydroxyisothiazol-5-yl)thioacetamido-7α-methoxy-3-(1-methyltetrazol-5-yl)thiomethyl-Δ³-cephem-4-carboxylic acid

cefotetan disodium salt

Refernces

• 1、 -. "New crystal of cefotetan acid and preparation method thereof". Page/Page column 5. . Retrieved 2017/08/28.
• 2、 -. "Acid cefotetan totally solvent free and method for obtaining same". Page/Page column 1-2. . Retrieved 2008/06/13.