23780-63-4

Basic information

• Product Name: 1,3-Benzodioxole-4,5-diol
• Synonyms: 1,3-Benzodioxole-4,5-diol
• CAS NO: 23780-63-4
• Molecular Formula: C₇H₆O₄
• Molecular Weight: 154.12
• Mol File: 23780-63-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 99 °C(Solv: benzene (71-43-2))
• Boiling Point: 320.6±42.0 °C(Predicted)
• Appearance: /
• Density: 1.581±0.06 g/cm3(Predicted)
• PKA: 9.42±0.20(Predicted)
• CAS DataBase Reference: 1,3-Benzodioxole-4,5-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzodioxole-4,5-diol(23780-63-4)
• EPA Substance Registry System: 1,3-Benzodioxole-4,5-diol(23780-63-4)

Safety Data

• Hazardous Substances Data: 23780-63-4(Hazardous Substances Data)

Usage

Family

Benzodioxole family

Appearance

Colorless to pale yellow solid

Molecular Weight

168.15 g/mol

Solubility

Soluble in water, ethanol, and acetone

Melting Point

84-87°C

Boiling Point

330-335°C

Density

1.406 g/cm3

Uses

Fragrance ingredient in perfumes, soaps, and personal care products
Insecticide and acaricide for controlling household pests like lice and bed bugs
Pharmaceutical industry as a precursor in the synthesis of various drugs

Toxicity

Can be toxic in high concentrations

Safety Measures

Handle and use with proper caution and safety measures

Environmental Impact

Potentially harmful to aquatic life and should be disposed of according to local regulations

Storage

Store in a cool, dry, and well-ventilated area, away from heat and open flames

Regulatory Status

Subject to various regulations depending on the country and its intended use (e.g., as a pesticide or fragrance ingredient)

Upstream product

• 23780-60-1 2'-hydroxy-3',4'-(methylenedioxy)acetophenone 
• 244126-41-8 4-hydroxy-5-(methoxymethoxy)-1,3-benzodioxole 
• 533-31-3 Sesamol 
• 111726-43-3 3,4-(methylenedioxy)phenyl methoxymethyl ether 

Downstream Products

• 244126-39-4 toluene-4-sulfonic acid 4-hydroxy-benzo[1,3]dioxol-5-yl ester 

Relevant articles and documents

Design, synthesis and characterization of potent microtubule inhibitors with dual anti-proliferative and anti-angiogenic activities

Microtubule has been an important target for anticancer drug development. Here we report the discovery and characterization of a series of fused 4-aryl-4H-chromene-based derivatives as highly potent microtubule inhibitors. Among a total of 37 derivatives synthesized, 23 exhibited strong in vitro anti-proliferative activities against A375 human melanoma cells. The relationship between the biological activities of these microtubule inhibitors and their chemical structure variations was analyzed. Studies of compounds 27a, 19a and 9a in parallel with colchicine as the positive control compound in a panel of biological assays revealed that these compounds blocked cell cycle progression, increased apoptosis, and inhibited HUVEC capillary tube formation at low nanomolar concentrations. The most potent compound 27a was also tested in eight additional cancer cell lines besides A375 cells and two non-cancer cells and showed potent and selective activity on these cancer cells. To understand the molecular and structure mechanism of action of these compounds, tubulin polymerization and molecular docking studies were carried out for 27a as the representative. The results were consistent with the mechanism by which 27a interacts with the colchicine binding site on tubulin and disrupts tubulin polymerization. With potent dual actions of microtubule destabilization and vascular disruption described above, this small molecule can serve as a valuable research probe of the function and role of microtubules in human diseases and promising lead for developing new therapeutic agents.

Derivatives of 1,3-Benzdioxoles, 49. Preparation and Reactions of 1,3-Benzdioxole-4,5-quinones

Treatment of the subst. 4,5-Dihydroxy-1,3-benzdioxoles (1a-1m) with silver(I)-carbonate/Celite resp. tetrachloro-1,2-benzoquinone as dehydrogenation agent yields the 1,3-benzdioxol-4,5-quinones (2a-2m).These are darkblue or black coloured compounds with a