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
Beilstein:
119481
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
320.0 °F - closed cup
Flash Point(C)
160 °C - closed cup
Personal Protective Equipment
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
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
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.
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
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