Ceftezole

Base Information

• Chemical Name: Ceftezole
• CAS No.: 26973-24-0
• Molecular Formula: C₁₃H₁₂N₈O₄S₃
• Molecular Weight: 440.487
• Hs Code.: 3003201400
• UNII: 2Z86SYP11W
• DSSTox Substance ID: DTXSID0022771
• Nikkaji Number: J9.795K
• Wikipedia: Ceftezole
• Wikidata: Q5057295
• NCI Thesaurus Code: C76038
• Metabolomics Workbench ID: 154599
• ChEMBL ID: CHEMBL1697829
• Mol file: 26973-24-0.mol

Synonyms:ceftezol;ceftezol, sodium salt;ceftezole;ceftezole sodium;Celoslin;demethylcefazolin;Falomesin

Chemical Property of Ceftezole

Chemical Property:

• Melting Point: 155 °C (dec.)
• Refractive Index: 2.003
• PKA: 2.60±0.50(Predicted)
• PSA: 234.93000
• Density: 2.09 g/cm³
• LogP: -0.61570
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 7
• Exact Mass: 440.01436441
• Heavy Atom Count: 28
• Complexity: 709

Purity/Quality:

99% ^*data from raw suppliers

Ceftezole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+,N
• Hazard Codes: T+,N
• Statements: 21/22-26-50/53
• Safety Statements: 28-36/37-45-61

MSDS Files:

Useful:

• Canonical SMILES: C1C(=C(N2C(S1)C(C2=O)NC(=O)CN3C=NN=N3)C(=O)O)CSC4=NN=CS4
• Isomeric SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CN3C=NN=N3)C(=O)O)CSC4=NN=CS4
• Uses: Ceftezole is a β-lactam, cephem antibiotic. It also exhibits potent α-glucosidase inhibitory activity and antidiabetic effect in streptozotocin-induced mouse. 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.
• Therapeutic Function: Antibiotic

Technology Process of Ceftezole

There total 3 articles about Ceftezole 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: 91.0%

tert-butyl 2-(1H-1,2,3,4-tetrazol-1-yl)acetate (21744-54-7) + 7-amino-3-chloromethyl-3-cephem-4-carboxylic acid + 2-mercapto-1,3,4-thiadiazole (18686-82-3) → ceftezole (26973-24-0)

Guidance literature:

7-amino-3-chloromethyl-3-cephem-4-carboxylic acid; 2-mercapto-1,3,4-thiadiazole; With alumina; N-benzyl-N-decyl-N,N-dimethylammonium chloride; magnesium acetate; potassium hydroxide; calcium hydroxide; In cyclohexanone; at 10 ℃; for 10h;

tert-butyl 2-(1H-1,2,3,4-tetrazol-1-yl)acetate; In cyclohexanone; at 20 ℃; for 1h; Reagent/catalyst; Temperature;

Reference yield:

→ ceftezole (26973-24-0)

Guidance literature:

entspr. Cephalosporansaeure, /BRN= 605939/;

Reference yield:

→ 7-(2-<(1-(1H)-Tetrazolyl)acetylamino>)-3-<(2-methyl-1,3,4-thiadiazol-5-yl)-thiomethyl>-3-cephem-4-carbonsaeure (26973-24-0)

Guidance literature:

entspr.7-Aminoverb., 1-(1H)-Tetrazolylacetylchlorid;

upstream raw materials:

tert-butyl 2-(1H-1,2,3,4-tetrazol-1-yl)acetate

2-mercapto-1,3,4-thiadiazole

Refernces