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157058

Sigma-Aldrich

2-Benzoxazolinone

98%

Sinónimos:

2-Hydroxybenzoxazole

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About This Item

Fórmula empírica (notación de Hill):
C7H5NO2
Número de CAS:
59-49-4
Peso molecular:
135.12
Beilstein/REAXYS Number:
119481
EC Number:
200-430-0
MDL number:
MFCD00005716
UNSPSC Code:
12352100
PubChem Substance ID:
24849654
NACRES:
NA.22

assay

98%

mp

137-139 °C (lit.)

SMILES string

O=C1Nc2ccccc2O1

InChI

1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)

InChI key

ASSKVPFEZFQQNQ-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

2-Benzoxazolinone is a phytoanticipin and its biotransformation by endophytic fungi isolated from Aphelandra tetragona was studied. 2-Benzoxazolinone is a natural chemical produced by rye (Secale cereale) and has strong phytotoxic properties.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

320.0 °F - closed cup

flash_point_c

160 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Sungjoon Cho et al.
PloS one, 12(8), e0182977-e0182977 (2017-08-24)
Acetaminophen (APAP) is a commonly used analgesic and antipyretic that can cause hepatotoxicity due to production of toxic metabolites via cytochrome P450 (Cyp) 1a2 and Cyp2e1. Previous studies have shown conflicting effects of fructose (the major component in Western diet)
M Zikmundová et al.
Applied and environmental microbiology, 68(10), 4863-4870 (2002-09-27)
The biotransformation of the phytoanticipins 2-benzoxazolinone (BOA) and 2-hydroxy-1,4-benzoxazin-3-one (HBOA) by four endophytic fungi isolated from Aphelandra tetragona was studied. Using high-performance liquid chromatography-mass spectrometry, several new products of acylation, oxidation, reduction, hydrolysis, and nitration were identified. Fusarium sambucinum detoxified
Geneviève Chiapusio et al.
Journal of experimental botany, 55(402), 1587-1592 (2004-06-08)
The molecular aspects of phytochemical interactions between plants, especially the process of phytochemical translocation by the target plant, remain challenging for those studying allelopathy. 2-Benzoxazolinone (BOA) is a natural chemical produced by rye (Secale cereale) and is known to have
Jiaoyang Jiang et al.
Nature chemical biology, 8(1), 72-77 (2011-11-16)
Glycosyltransferases (Gtfs) catalyze the formation of a diverse array of glycoconjugates. Small-molecule inhibitors to manipulate Gtf activity in cells have long been sought as tools for understanding Gtf function. Success has been limited because of challenges in designing inhibitors that
Takayuki Fukaya et al.
Bioorganic & medicinal chemistry, 20(18), 5568-5582 (2012-08-14)
Selective 18 kDa translocator protein (TSPO) ligands are expected to be therapeutic agents with a wide spectrum of action on psychiatric disorders and fewer side effects. We designed novel benzoxazolone derivatives and examined the structure-activity relationship (SAR) of a series
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