232270
3-Amino-5-methylisoxazole
≥97%
Synonym(s):
5-Methyl-3-isoxazolamine, NSC 159134
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About This Item
Empirical Formula (Hill Notation):
C4H6N2O
CAS Number:
Molecular Weight:
98.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-013-6
Beilstein/REAXYS Number:
108110
MDL number:
Assay:
≥97%
Form:
solid
InChI key
FKPXGNGUVSHWQQ-UHFFFAOYSA-N
InChI
1S/C4H6N2O/c1-3-2-4(5)6-7-3/h2H,1H3,(H2,5,6)
SMILES string
Cc1cc(N)no1
assay
≥97%
form
solid
Quality Level
mp
59-61 °C (lit.)
Related Categories
General description
3-Amino-5-methylisoxazole is the major intermediate formed during sulfamethoxazole biodegradation by Pseudomonas psychrophila strain HA-4. It is the intermediate formed during the photocatalytic degradation of sulfamethoxazole (SMX).
Application
3-Amino-5-methylisoxazole was used in synthesis of:
- naphtho[1,2-e][1,3]oxazines
- series of 1-aryl-4-methyl-3,6-bis-(5-methylisoxazol-3-yl)-2-thioxo-2,3,6,10b-tetrahydro-1H-pyrimido[5,4-c]quinolin-5-ones, having potential mosquito larvicidal activity
- hydroxylamines of sulfadiazine and sulfamethoxazole
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Yan Li et al.
The Science of the total environment, 633, 1217-1226 (2018-05-16)
Sulfamethoxazole (SMX) is a sulfonamide antibiotic, widely used as curative and preventive drug for human, animal, and aquaculture bacterial infections. Its residues have been ubiquitously detected in the surface waters and sediments. In the present study, SMX dissipation and kinetics
Lu Wang et al.
Water research, 88, 322-328 (2015-10-30)
Sulphamethoxazole (SMX) is extensively used in humans and livestock, but its appearance in natural water raises environmental concerns. This study demonstrated that SMX and its degradation product, 3-amino-5-methylisoxazole (3A5MI), could be effectively degraded in microbial fuel cell (MFC) reactors. Approximately
Shiyuan Ding et al.
Journal of hazardous materials, 262, 812-818 (2013-10-22)
Photocatalytic degradation of sulfamethoxazole (SMX) was investigated using Bi2O3/Bi2O2CO3/Sr6Bi2O9 (BSO) photocatalyst under visible light (>420 nm) irradiation. The photochemical degradation of SMX followed pseudo-first-order kinetics. The reaction kinetics was determined as a function of initial SMX concentrations (5-20 mg L(-1))
M J Rieder et al.
The Journal of pharmacology and experimental therapeutics, 244(2), 724-728 (1988-02-01)
Among the most serious side effects of sulfonamides are hypersensitivity reactions, the pathogenesis of which has been suggested to be mediated by reactive metabolites. We have previously demonstrated dose-related covalent binding and toxicity of reactive intermediates of sulfonamides generated by
Benchao Jiang et al.
Applied microbiology and biotechnology, 98(10), 4671-4681 (2014-02-14)
Sulfamethoxazole is a common antibiotic that is frequently detected in wastewater and surface water. This study investigated the biodegradation and metabolic pathway of sulfamethoxazole by Pseudomonas psychrophila HA-4, a cold-adapted bacterium. Strain HA-4, which uses sulfamethoxazole as its sole source
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