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About This Item
Empirical Formula (Hill Notation):
C3H3NO
CAS Number:
Molecular Weight:
69.06
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-020-8
Beilstein/REAXYS Number:
103851
MDL number:
Product Name
Oxazole, 98%
InChI key
ZCQWOFVYLHDMMC-UHFFFAOYSA-N
InChI
1S/C3H3NO/c1-2-5-3-4-1/h1-3H
SMILES string
c1cocn1
assay
98%
refractive index
n20/D 1.425 (lit.)
bp
69-70 °C (lit.)
mp
−87-−84 °C (lit.)
density
1.05 g/mL at 25 °C (lit.)
Quality Level
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Application
Oxazole can be used:
- in the intramolecular Diels–Alder (IMDA) cycloaddition reaction to synthesis natural products
- as a precursor in the ring opening, nucleophilic addition and recyclization as well as [2 + 2], [3 + 2], and [4 + 2] cycloaddition reactions
General description
Oxazole is the parent molecule for a large class of heterocyclic aromatic compounds. It is a weak base that can be used as an electron-deficient diene in the Diels-Alder cycloaddition reaction. It undergoes nitration, sulfonation, halogenation, Friedel-Crafts alkylation, and acylation.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Flam. Liq. 2
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
66.2 °F - closed cup
flash_point_c
19 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Maryna V Kachaeva et al.
Computational biology and chemistry, 74, 294-303 (2018-04-27)
Based on modern literature data about biological activity of E7010 derivatives, a series of new sulfonamides as potential anticancer drugs were rationally designed by QSAR modeling methods Сlassification learning QSAR models to predict the tubulin polymerization inhibition activity of novel
Haseen Ahmad et al.
European journal of medicinal chemistry, 208, 112759-112759 (2020-09-05)
Oxazole derivatives are important medicinal compounds which are inhibitors of various enzymes such as NPP1, NPP2, NPP3, tyrosine kinase, dipeptidyl-peptidase IV, cyclooxygenase-2, and protein tyrosine phosphatase. In this study, an extensive range of new biologically active biphenyl oxazole derivatives was
Bo Pang et al.
Journal of the American Chemical Society, 142(25), 10931-10935 (2020-06-09)
Nonribosomal peptide synthetase (NRPS) oxidase (Ox) domains oxidize protein-bound intermediates to install crucial structural motifs in bioactive natural products. The mechanism of this domain remains elusive. Here, by studying indigoidine synthetase, a single-module NRPS involved in the biosynthesis of indigoidine
Kristjan Bloudoff et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(1), 95-100 (2016-12-21)
Nonribosomal peptide synthetases (NRPSs) are a family of multidomain, multimodule enzymes that synthesize structurally and functionally diverse peptides, many of which are of great therapeutic or commercial value. The central chemical step of peptide synthesis is amide bond formation, which
Oxazole as an Electron-Deficient Diene in the Diels-Alder Reaction
Suarez-Moreno G, et al.
Organic Letters, 13, 6358-6361 (2011)
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