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)

Safety Information

Hazard Codes 

T+,N

Risk Statements 

21/22-26-50/53

Safety Statements 

28-36/37-45-61

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 (Cd_1-xZn_xTe 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(26973-24-0)Related Product Information

• Thioacetamide
• 2-Mercapto-5-methyl-1,3,4-thiadiazole
• 2,1,3-Benzothiadiazole
• Betaine
• Sodium thiosulfate
• ALTRENOGEST
• Thioacetic acid
• Glycine
• 2-Thiobarbituric acid
• Cefditoren pivoxil
• Cefazedone
• Cefoxitin
• CEFTEZOLE SODIUM
• Cefazolin sodium salt
• Cefazolin
• TETRAZOLE-1-ACETIC ACID CEFAZOLIN CEFTEZOLE
• 1H-TETRAZOLE
• Ceftezole Sodium Sterile