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Sigma-Aldrich

2-Benzoxazolinone

98%

Synonym(s):

2-Hydroxybenzoxazole

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About This Item

Empirical Formula (Hill Notation):
C7H5NO2
CAS Number:
59-49-4
Molecular Weight:
135.12
Beilstein:
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

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

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

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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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
Adela M Sánchez-Moreiras et al.
Phytochemistry, 69(11), 2172-2179 (2008-07-04)
Benzoxazolin-2(3H)-one (BOA) is a natural plant product that is phytotoxic to target plant species, inhibiting germination and growth and causing oxidative damage. We investigated its effects on the root meristems of seedlings of lettuce (Lactuca sativa) by means of light
Megan Saunders et al.
The New phytologist, 182(1), 229-238 (2009-01-28)
* Plant defense compounds are common stressors encountered by endophytes. Fungi readily evolve tolerance to these compounds, yet few studies have addressed the influence of intraspecific variation in defense compound production on endophyte colonization. We compared the influence of defense
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