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232270

Sigma-Aldrich

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
Beilstein:
108110
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97%

form

solid

mp

59-61 °C (lit.)

SMILES string

Cc1cc(N)no1

InChI

1S/C4H6N2O/c1-3-2-4(5)6-7-3/h2H,1H3,(H2,5,6)

InChI key

FKPXGNGUVSHWQQ-UHFFFAOYSA-N

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

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
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))
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
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
Mehdi Shafiee et al.
Molecular diversity, 16(4), 727-735 (2012-10-24)
An expeditious, straightforward and efficient synthesis of diversely naphtho[1,2-e][1,3]oxazines via one-pot condensation reaction of β- naphthol, 3-amino-5-methylisoxazole and arylaldehydes catalyzed by bismuth(III) trifluoromethanesulfonate is described. The reaction preferentially afforded 1,3-trans oxazines.

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