1,3-Benzodioxole-5-acetic acid methyl ester Chemical Properties

Boiling point:

278.3℃

Density 

1.265

refractive index 

1.5430 (estimate)

Flash point:

120.0℃

InChI

InChI=1S/C10H10O4/c1-12-10(11)5-7-2-3-8-9(4-7)14-6-13-8/h2-4H,5-6H2,1H3

InChIKey

HEMYXNDMAAOTCK-UHFFFAOYSA-N

SMILES

O1C2=CC=C(CC(OC)=O)C=C2OC1

Safety Information

HazardClass 

IRRITANT

1,3-Benzodioxole-5-acetic acid methyl ester Usage And Synthesis

Uses

Methyl 1,3-benzodioxol-5-ylacetate is a reagent used to prepare pharmaceutically active Benzodioxole derivatives.

Preparation

1,3-Benzodioxole-5-acetic acid methyl ester is a lignan synthesized by the condensation of podophyllotoxin with acetone in the presence of an acid catalyst.

Mode of action

1,3-Benzodioxole-5-acetic acid methyl ester is a regioselective inhibitor of 5α→5β conversion. This inhibition leads to a decrease in the production of diene metabolites that may be carcinogenic, as well as a decrease in the production of podophyllotoxin and its derivatives (podophyllum alkaloids). It has been shown to have anti-inflammatory properties and to inhibit prostaglandin synthesis.

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