22027-56-1

Basic information

• Product Name: 6,7-DIMETHOXY-1,3-BENZODIOXOLE-5-CARBOXYLIC ACID
• Synonyms: 6,7-DIMETHOXY-1,3-BENZODIOXOLE-5-CARBOXYLIC ACID;Dill apiolic acid
• CAS NO: 22027-56-1
• Molecular Formula: C₁₀H₁₀O₆
• Molecular Weight: 226.1828
• Mol File: 22027-56-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6,7-DIMETHOXY-1,3-BENZODIOXOLE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-DIMETHOXY-1,3-BENZODIOXOLE-5-CARBOXYLIC ACID(22027-56-1)
• EPA Substance Registry System: 6,7-DIMETHOXY-1,3-BENZODIOXOLE-5-CARBOXYLIC ACID(22027-56-1)

Safety Data

• Hazardous Substances Data: 22027-56-1(Hazardous Substances Data)

Upstream product

• 484-31-1 dillapiole 
• 17672-89-8 4.5-Dimethoxy-6-(1-propenyl)-1,3-benzodioxol 
• 23731-63-7 4,5-dimethoxy-6-(prop-1-en-1-yl)benzo[1,3]dioxole 
• 23731-65-9 2,3-dimethoxy-4,5-methylenedioxybenzaldehyde 

Downstream Products

• 3997-18-0 2-hydroxy-3,4-dimethoxyphenol 
• 463-79-6 carbonic-acid 
• 1221717-34-5 3-(3-hydroxy-4-methoxyphenyl)-5-(2,3-dimethoxy-4,5-methylenedioxyphenyl)-1,2,4-triazole 
• 1293408-38-4 C₂₃H₃₀O₇Si 
• 1293408-43-1 (3-hydroxy-4-methoxyphenyl)(2,3-dimethoxy-4,5-methylenedioxyphenyl)methanone 
• 1240114-31-1 2-(4-methoxyphenyl)-3-oxo-3-(2,3-dimethoxy-4,5-methylenedioxyphenyl)propanenitrile 
• 1301743-23-6 4-(4-methoxyphenyl)-5-(2,3-dimethoxy-4,5-methylenedioxyphenyl)-1H-pyrazol-3-amine 

Relevant articles and documents

Dill and parsley seed extracts in scale up synthesis of aminopolyalkoxybenzenes - Beneficial synthons for fused nitrogen polyalkoxyheterocycles

Ecologically friendly transformation of readily accessible plant allylpolyalkoxybenzenes to hardly available aminotetraalkoxybenzenes has been developed. The efficacy of hydrogenation stage is substantially increased by the application of highly porous ceramic block Pd-catalysts featuring a large surface area, low hydraulic resistance, significant thermal and mechanical stabililty, multiple cycling and easy regeneration.

Application of plant allylpolyalkoxybenzenes in synthesis of antimitotic phenstatin analogues

Phenstatin and its derivatives with the modified ring A have been synthesized, using plant allylpolyalkoxybenzenes as a starting material. The targeted molecules were evaluated in a phenotypic sea urchin embryo assay for antiproliferative activity. It was found that phenstatin ring A modifications yielded antimitotic compounds. The most effective myristicin derivative 7d (combretastatin A-2 analogue) was determined to be ca. 10 times more potent than phenstatin, displaying antimitotic tubulin-destabilizing activity at the same concentration range as combretastatins. In contrast to combretastatins, 7d featured the steric stability with potential for further design as anticancer agent.

Photon-Induced Reactions: Part V - Photochemical and Chemical Oxidation Products of Dillapiole and Isodillapiole

Several photometabolites of dillapiole (1), obtained by irradiating it in methanol have been identified as isodillapiole (2), dihydrodillapiole (3), 1-cyclopropyl-2,3-dimethoxy-4,5-methylenedioxybenzene (4), dillaldehyde (7) and two new methanol adducts (5) and (6).Isodillapiole (2) under the same conditions furnishes 5, 6 and 7.Dye-sensitized photooxidation of 1 gives, besides the aldehydes 7 and 8, dihydroxydillapiole (11).For comparison, KMnO4 oxidation of 1 has also been investigated in detail.