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Sigma-Aldrich

3-Amino-5-methylisoxazole

≥97%

Sinonimo/i:

5-Methyl-3-isoxazolamine, NSC 159134

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CHF 222.00

About This Item

Formula empirica (notazione di Hill):
C4H6N2O
Numero CAS:
Peso molecolare:
98.10
Beilstein:
108110
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

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Livello qualitativo

Saggio

≥97%

Stato

solid

Punto di fusione

59-61 °C (lit.)

Stringa SMILE

Cc1cc(N)no1

InChI

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

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Descrizione generale

3-Amino-5-methylisoxazole is the major intermediate formed during sulfamethoxazole biodegradation by Pseudomonas psychrophila strain HA-4[1]. It is the intermediate formed during the photocatalytic degradation of sulfamethoxazole (SMX)[2].

Applicazioni

3-Amino-5-methylisoxazole was used in synthesis of:
  • naphtho[1,2-e][1,3]oxazines[3]
  • 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[4]
  • hydroxylamines of sulfadiazine and sulfamethoxazole[5]

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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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))
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
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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