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Merck
CN

543551

6-Methoxy-2-benzoxazolinone

97%

Synonym(s):

6-MBOA, 6-Methoxy-2(3H)-benzoxazolone, 6-Methoxy-3H-benzoxazol-2-one, 6-Methoxybenzo[d]oxazol-2(3H)-one, 6-Methoxybenzoxazolin-2(3H)-one, 6-Methoxybenzoxazolinone

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About This Item

Empirical Formula (Hill Notation):
C8H7NO3
CAS Number:
Molecular Weight:
165.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
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InChI

1S/C8H7NO3/c1-11-5-2-3-6-7(4-5)12-8(10)9-6/h2-4H,1H3,(H,9,10)

SMILES string

COc1ccc2NC(=O)Oc2c1

InChI key

MKMCJLMBVKHUMS-UHFFFAOYSA-N

assay

97%

mp

151-156 °C (lit.)

Quality Level

General description

6-Methoxy-2-benzoxazolinone (MBOA) is obtained by reacting 2-amino-5-methoxyphenol hydrochloride with urea. MOBA is a naturally occurring auxin-inhibiting substance present in maize shoots.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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On the Synthesis of 6-Methoxy-2-benzoxazolinone.
John DR, et al.
Agricultural and Biological Chemistry, 39(3), 683-685 (1975)
Hwa Yeon Kim et al.
BMC complementary and alternative medicine, 18(1), 100-100 (2018-03-21)
It is well known that endoplasmic reticulum (ER) stress plays a huge role in development of metabolic diseases. Specially, ER stress-induced cellular dysfunction has a significant involvement in the pathogenesis of human chronic disorders. This study was designed to study
J Acharya et al.
Plant disease, 105(4), 752-757 (2020-10-14)
Corn yield reduction following a cereal rye cover crop has been attributed to, among other factors, allelochemicals released from decomposing cereal rye residue. The allelopathic effect of 6-methoxy-2-benzoxazolinone (MBOA) was evaluated on corn seedling growth, mycelial growth of seven pathogenic
Solvejg K Mathiassen et al.
Journal of agricultural and food chemistry, 54(4), 1058-1063 (2006-02-16)
The hydroxamic acid 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) and the benzoxazolinones benzoxazolin-2-one (BOA) and 6-methoxybenzoxazolin-2-one (MBOA) have been identified as important allelochemicals in wheat. This study examines the possibility of exploiting the allelopathic properties of wheat as a weed control strategy by cultivating
Tamara Coja et al.
Journal of agricultural and food chemistry, 54(4), 1093-1098 (2006-02-16)
Seven selected benzoxazinoid allelochemicals and synthetic reference compounds were tested for their lethal and sublethal effects in different field soils and standard soil on Folsomia candida and Poecilus cupreus by applying standard laboratory test procedures. The higher microbial activity in

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