Ceftezole

Ceftezole
  • CAS No.:26973-24-0

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  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
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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
pka2.60±0.50(Predicted)
λmax273nm(Phosphate buffer sol.)(lit.)
Merck 14,1948
CAS DataBase Reference26973-24-0(CAS DataBase Reference)
Safety Information
Hazard Codes T+,N
Risk Statements 21/22-26-50/53
Safety Statements 28-36/37-45-61
MSDS Information
Ceftezole Usage And Synthesis
OriginatorCeftezole,Arocor Holdings Inc.
UsesCeftezole is a β-lactam, cephem antibiotic. It also exhibits potent α-glucosidase inhibitory activity and antidiabetic effect in streptozotocin-induced mouse.
UsesA 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.
Manufacturing ProcessTo 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 FunctionAntibiotic
General DescriptionCadmium 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
Raw materialsPivaloyl chloride-->1H-Tetrazole-1-acetic acid-->Triethylamine-->2-Mercapto-1,3,4-thiadiazol

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