|
| | Ceftezole Basic information |
| Product Name: | Ceftezole | | Synonyms: | ceftezol;CEPHTEZOL;CEFTEZOLE;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-, (6R,7R)-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-, (6R-trans)-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[2-(1H-tetrazol-1-yl)acetamido]-3-[(1,3,4-thiadiazol-2-ylthio)methyl]- (8CI);Celoslin;CG-B 3Q | | CAS: | 26973-24-0 | | MF: | C13H12N8O4S3 | | MW: | 440.48 | | EINECS: | | | Product Categories: | | | Mol File: | 26973-24-0.mol |  |
| | Ceftezole Chemical Properties |
| Melting point | 155°C (dec.) | | density | 2.09 | | storage temp. | Store at -20°C | | solubility | DMSO: 88 mg/mL (199.78 mM);; | | pka | 2.60±0.50(Predicted) | | λmax | 273nm(Phosphate buffer sol.)(lit.) | | Merck | 14,1948 | | CAS DataBase Reference | 26973-24-0(CAS DataBase Reference) |
| | Ceftezole Usage And Synthesis |
| Originator | Ceftezole,Arocor Holdings Inc. | | Uses | Ceftezole is a β-lactam, cephem antibiotic. It also exhibits potent α-glucosidase inhibitory activity and antidiabetic effect in streptozotocin-induced mouse. | | Uses | A direct bandgap semiconductor, it is used in a variety of applications, including radiation detectors, photorefractive gratings, electro-optic modulators, solar cells, and terahertz generation and detection. The band gap varies from approximately 1.4 to 2.2 eV, depending on composition. | | Definition | ChEBI: Ceftezole is a first-generation cephalosporin antibiotic having (1,3,4-thiadiazol-2-ylsulfanyl)methyl and [2-(1H-tetrazol-1-yl)acetamido side groups located at positions 3 and 7 respectively. It is a cephalosporin and a member of thiadiazoles. | | Manufacturing Process | To a solution of 1 equivalent (eq.) of 1H-tetrazole-1-acetic acid and 1 eq. of
triethylamine in 20 ml of tetrahydrofuran cooled to -20°C was added 1 eq. of
pivaloyl chloride. After thirty-minute stirring of the mixture 20 ml of a
chloroform solution containing 1 eq. of and 1 eq. of triethylamine was poured
into the solution cooled at -10°C during a period of 30 minutes. The resulting
mixed solution was stirred for 30 minutes at the same temperature, for 1 hour
in an ice-water mixture and for 3 hours at room temperature. Removal of a
solvent from the reaction mixture afforded an oily residue, which was
dissolved into 15 ml of 10% sodium bicarbonate aqueous solution. The
resulting aqueous layer was adjusted to pH 1.0-2.0 with 10% hydrochloric
acid, washed with ether and extracted with ethyl acetate. The extract was
washed with water, dried over sodium sulfate and concentrated under reduced
pressure leaving a residue which was triturated with ethyl acetate to obtain 3-
acetoxymethyl-8-oxo-7-(2-tetrazol-1-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid.
A solution of 1 eq. of sodium salt of 3-acetoxymethyl-8-oxo-7-(2-tetrazol-1-
acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (it may be
prepared with equivalent of sodium bicarbonate and above named acid) and 1
eq. of [1.3.4]-thiadiazole-2-thiol in 20 ml of phosphate buffer (pH 6.4) was
stirred for 5.5 hours at 60°C. The reaction mixture was adjusted to pH 2.0
with 5% hydrochloric acid and treated with ethyl acetate to form a title
compound - ceftezole. | | Therapeutic Function | Antibiotic | | General Description | Cadmium zinc telluride (Cd1-xZnxTe or CZT) can detect nuclear radiation hence, CZT with Zn concentrations between 0.1-0.2 may be used in the making of radiation detectors of X-ray and gamma-ray spectrometers. |
| | Ceftezole Preparation Products And Raw materials |
|
