157058
2-Benzoxazolinone
98%
Synonym(s):
2-Hydroxybenzoxazole
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About This Item
Empirical Formula (Hill Notation):
C7H5NO2
CAS Number:
Molecular Weight:
135.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-430-0
Beilstein/REAXYS Number:
119481
MDL number:
Assay:
98%
InChI key
ASSKVPFEZFQQNQ-UHFFFAOYSA-N
InChI
1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)
SMILES string
O=C1Nc2ccccc2O1
assay
98%
mp
137-139 °C (lit.)
Gene Information
human ... CYP1A2(1544)
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
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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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
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)
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
Takayuki Fukaya et al.
Journal of medicinal chemistry, 56(20), 8191-8195 (2013-09-21)
Optimization of the pharmacokinetic properties for a series of benzoxazolone derivatives led to the identification of 9b, which showed anxiolytic effect in a rat model. However, 9b, like known benzodiazepines, induced motor impairment. Investigation into the cause of this unexpected
Xiaojun Han et al.
Bioorganic & medicinal chemistry letters, 23(6), 1870-1873 (2013-02-14)
Various substituted indazole and benzoxazolone amino acids were investigated as d-tyrosine surrogates in highly potent CGRP receptor antagonists. Compound 3, derived from the 7-methylindazole core, afforded a 30-fold increase in CGRP binding potency compared with its unsubstituted indazole analog 1.
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