Isoxazole
- CAS NO.:288-14-2
- Empirical Formula: C3H3NO
- Molecular Weight: 69.06
- MDL number: MFCD00003149
- EINECS: 206-018-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-06 15:28:16
What is Isoxazole?
Description
Isoxazole, an important class of heterocycles, is a five membered heterocyclic compound that exhibits various pharmacological actions. It is present in some natural products such as ibotenic acid and is also used as a foundation for several drugs such as the COX-2 inhibitor valdecoxib and anti-inflammatory drugs. Isoxazoles are largely applied in the area of pharmaceuticals and therapeutics, including insecticidal, antibacterial, antibiotic, antitumour, antifungal, antituberculosis, anticancer and ulcerogenic. Besides, it has a great effect on reducing blood glucose, eliminating pain, resisting inflammation, killing harmful bacteria, controlling and reducing the risk of HIV.
Chemical properties
A colorless liquid resembling pyridine. It is soluble in water at room temperature up to six times its volume.
The Uses of Isoxazole
Natural insecticide.
Definition
ChEBI: Isoxazole is a monocyclic heteroarene with a structure consisting of a 5-membered ring containing three carbon atoms and an oxygen and nitrogen atom adjacent to each other. It is the parent of the class of isoxazoles. It is a mancude organic heteromonocyclic parent, a monocyclic heteroarene and a member of isoxazoles.
Preparation
Isoxazoles can be synthesized by various methods, such as the 1,3-dipolar cycloaddition reaction of nitrile oxides with alkynes, the reaction of hydroxylamine with 1,3-diketones or propiolic acid derivatives, etc.
www.organic-chemistry.org
General Description
Isoxazole(288-14-2) are described as inhibitors of acetylcholinesterase (AChE). Isoxazole ligands bind to and inhibit the Sxc- antiporter.
Hazard
Narcotic and psychomimetic effects.
References
https://en.wikipedia.org/wiki/Isoxazole
https://pubchem.ncbi.nlm.nih.gov/compound/9254
Properties of Isoxazole
Melting point: | -67.1°C |
Boiling point: | 93-95 °C(lit.) |
Density | 1.078 g/mL at 25 °C(lit.) |
vapor density | 2.4 (vs air) |
refractive index | n |
Flash point: | 48 °F |
storage temp. | 2-8°C |
solubility | 167g/l |
pka | -2.0(at 25℃) |
form | clear liquid |
color | Colorless to Light yellow |
BRN | 103773 |
CAS DataBase Reference | 288-14-2(CAS DataBase Reference) |
NIST Chemistry Reference | Isoxazole(288-14-2) |
EPA Substance Registry System | Isoxazole (288-14-2) |
Safety information for Isoxazole
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 |
GHS Hazard Statements |
H225:Flammable liquids |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. |
Computed Descriptors for Isoxazole
InChIKey | CTAPFRYPJLPFDF-UHFFFAOYSA-N |
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