6-METHOXY-2-BENZOXAZOLINONE

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For Research Use Only.

Category

Alkaloids

Cat.No.

NP0077

CAS

532-91-2

Product Name

6-METHOXY-2-BENZOXAZOLINONE

Structure

Product Details

Description

6-Methoxy-2-benzoxazolinone is an alkaloid isolated from the seed of Coix lacryma-jobi L. var. meyuan (Romen.) Stapf. It acts as a central muscle relaxant with an anti-convulsant effect.

Synonyms

Coixol; MBOA; 6-Methoxybenzoxazolinone; 6-MBOA; 6-Methoxy-2(3H)-benzoxazolone; 6-Methoxy-1,3-benzoxazol-2(3H)-one; 6-methoxy-3H-benzooxazol-2-one; 6-methoxy-benzoxazolin-2(3H)-one; 2(3H)-Benzoxazolone, 6-methoxy-

IUPAC Name

6-methoxy-3H-1,3-benzoxazol-2-one

Molecular Weight

165.15

Molecular Formula

C8H7NO3

Canonical SMILES

COC1=CC2=C(C=C1)NC(=O)O2

InChI

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

InChIKey

MKMCJLMBVKHUMS-UHFFFAOYSA-N

Boiling Point

292.97°C (rough estimate)

Melting Point

151-156°C

Purity

≥95%

Density

1.309 g/cm³

Solubility

Soluble in Acetone, Dichloromethane, DMSO, Methanol, Tetrahydrofuran

Appearance

Light Tan Solid

Application

Anti-convulsant effect

Storage

Store at RT

BRN

141041

Form

neat

MDL

MFCD00051726

NACRES

NA.22

pKa

8.73±0.70(Predicted)

Refractive Index

1.5468 (estimate)

RTECS

DM5275200

Safety Statements

22-24/25

Uses

6-Methoxybenzoxazolinone is an intermdiate in the synthesis of DIMBOA-4-O-β-D-glucuronide which is a metabolite of DIMBOA which acts as an antifungal and antialgal agent in crops. The benzoxazinone group within the structure allows for these effects.

WGK Germany

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