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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

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

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))
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.
Bianca M Souza et al.
Environmental science and pollution research international, 24(7), 6195-6204 (2015-11-12)
The present study aims to assess the removal of 3-amino-5-methylisoxazole (AMI), a recalcitrant by-product resulting from the biological breakdown of some pharmaceuticals, applying a solar photo-Fenton process assisted by ferrioxalate complexes (SPFF) (Fe

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