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Sigma-Aldrich

2-Benzoxazolinon

98%

Synonym(e):

2-Hydroxy-benzoxazol

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About This Item

Empirische Formel (Hill-System):
C7H5NO2
CAS-Nummer:
59-49-4
Molekulargewicht:
135.12
Beilstein:
119481
EG-Nummer:
200-430-0
MDL-Nummer:
MFCD00005716
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24849654
NACRES:
NA.22

Assay

98%

mp (Schmelzpunkt)

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)

InChIKey

ASSKVPFEZFQQNQ-UHFFFAOYSA-N

Angaben zum Gen

human ... CYP1A2(1544)

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Allgemeine Beschreibung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

320.0 °F - closed cup

Flammpunkt (°C)

160 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Phthalimid ≥99%

Sigma-Aldrich

240230

Phthalimid

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
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)
Alissa A Hare et al.
Bioorganic & medicinal chemistry letters, 20(19), 5811-5814 (2010-08-24)
The cytokine MIF is involved in inflammation and cell proliferation via pathways initiated by its binding to the transmembrane receptor CD74. MIF also exhibits keto-enol tautomerase activity, believed to be vestigial in mammals. Starting from a 1 μM hit from
M Iftikhar Hussain et al.
Journal of experimental botany, 62(13), 4533-4545 (2011-06-11)
In this study, the effect of two allelochemicals, benzoxazolin-2(3H)-one (BOA) and cinnamic acid (CA), on different physiological and morphological characteristics of 1-month-old C(3) plant species (Dactylis glomerata, Lolium perenne, and Rumex acetosa) was analysed. BOA inhibited the shoot length of
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