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543551

Sigma-Aldrich

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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CHF 155.00

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1 G
CHF 155.00

About This Item

Empirical Formula (Hill Notation):
C8H7NO3
CAS Number:
532-91-2
Molecular Weight:
165.15
MDL number:
MFCD00051726
UNSPSC Code:
12352100
PubChem Substance ID:
24878693
NACRES:
NA.22

CHF 155.00

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Assay

97%

mp

151-156 °C (lit.)

SMILES string

COc1ccc2NC(=O)Oc2c1

InChI

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

InChI key

MKMCJLMBVKHUMS-UHFFFAOYSA-N

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General description

6-Methoxy-2-benzoxazolinone (MBOA) is obtained by reacting 2-amino-5-methoxyphenol hydrochloride with urea.[1] MOBA is a naturally occurring auxin-inhibiting substance present in maize shoots.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000238170
0000269342
0000177591
MKCS0800
MKCQ0913

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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)
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
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
Hisashi Kato-Noguchi et al.
Journal of chemical ecology, 32(5), 1101-1109 (2006-06-02)
6-Methoxy-benzoxazolin-2(3H)-one (MBOA) inhibited the germination of cress (Lepidium sativum L.) seeds at concentrations greater than 0.03 mM. Inhibition was overcome by sucrose, suggesting that MBOA may inhibit sugar metabolism in cress seeds. Induction of alpha-amylase activity in seeds was also
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
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