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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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

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