Ceftezole
Basic information
- CAS
26973-24-0- Standard SMILES
O=C(Cn1cnnn1)N[C@@H]1C(=O)N2C(C(=O)O)=C(CSc3nncs3)CS[C@H]12- InChIKey
DZMVCVMFETWNIU-LDYMZIIASA-N- Molecular formula
- C13H12N8O4S3
- Average molar mass
- 440.5 g/mol
- Monoisotopic mass
- 440.01436441
Overview
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.
Names & identifiers
- Preferred name
- Ceftezole
- IUPAC
- (6R,7R)-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-3-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- English name
- Ceftezole
- Molecular formula
- C13H12N8O4S3
- Molecular weight
- 440.48
Names & synonyms
Ceftezole26973-24-0CeftezolCeftezolumDemethylcefazolinCG-B 3 Q2Z86SYP11W(6R,7R)-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-3-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidJ01DB12DTXSID0022771CHEBI:135716(6R,7R)-8-Oxo-7-(2-(1H-tetrazol-1-yl)acetamido)-3-((1,3,4-thiadiazol-2-ylthio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
Show more names
CTZCG-B 3QFR 10123CeloslinCeftzoleCEPHTEZOLCeftazoleNSC 102805
Ceftezolo(6R,7R)-8-oxo-7-((2-(tetrazol-1-yl)acetyl)amino)-3-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidRefChem:124262DTXCID102771J01DA36(6R,7R)-8-oxo-7-(2-(1H-1,2,3,4-tetrazol-1-yl)acetamido)-3-((1,3,4-thiadiazol-2-ylsulfanyl)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid608-028-0Ceftezole [INN]
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 235 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 7
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 709
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
Physicochemical properties
- Melting point
- 155 °C · 155°C (dec.)
- Density
- 2.09 · 2.09
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 88 mg/mL · DMSO: 88 mg/mL (199.78 mM);;
- pka
- 2.6 · 2.60±0.50(Predicted)
- form
- crystals
- λmax
- 273 nm · 273nm(Phosphate buffer sol.)(lit.)
- Merck
- 14 · 14,1948
- CAS DataBase Reference
- 26973 · 26973-24-0(CAS DataBase Reference)
- FDA UNII
- 2 Z86SYP11W · 2Z86SYP11W
- ATC code
- 1 DB12 · J01DB12
- UNSPSC Code
- 26111700 · 26111700
- NACRES
- 23 · NA.23
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Sens. 1 (100%)
Safety data
- risk_code
- 21/22-26-50/53
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- hazard_code
- T+,N
- safety_code
- 28-36/37-45-61
- Hazard statements
- H302+H312+H332-H410
- Precautionary statements
- P261-P273-P280-P301+P312-P302+P352+P312-P304+P340+P312
Chemistry & industry
Pharmacology
ATC Code
J - Antiinfectives for systemic use
QJ - Antiinfectives for systemic use
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Applications
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.
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.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: 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.
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