267-48-1

Basic information

• Product Name: 5,6-METHYLENEDIOXYINDOLE
• Synonyms: 5h-1,3-dioxolo(4,5-f)indole;5,6-METHYLENEDIOXYINDOLE;5-6-methylenedioxyindole tan crystals;5H-[1,3]dioxolo[4,5-f]indol
• CAS NO: 267-48-1
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.16
• EINECS: 205-976-3
• Product Categories: Indoles and derivatives;Building Blocks;Heterocyclic Building Blocks;Indoles
• Mol File: 267-48-1.mol
• Article Data: 18

Chemical Properties

• Melting Point: 110 °C
• Boiling Point: 350.4°Cat760mmHg
• Flash Point: 134.9°C
• Appearance: tan/
• Density: 1.47g/cm³
• Vapor Pressure: 0.000244mmHg at 25°C
• Refractive Index: 1.72
• Storage Temp.: 2-8°C
• PKA: 16.93±0.20(Predicted)
• CAS DataBase Reference: 5,6-METHYLENEDIOXYINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-METHYLENEDIOXYINDOLE(267-48-1)
• EPA Substance Registry System: 5,6-METHYLENEDIOXYINDOLE(267-48-1)

Safety Data

• Statements: 20/21/22
• Safety Statements: 36
• WGK Germany: 3
• RTECS: JI4650000
• Hazardous Substances Data: 267-48-1(Hazardous Substances Data)

Usage

General Description

5,6-METHYLENEDIOXYINDOLE is a chemical compound with the molecular formula C9H9NO2. It is a derivative of indole with a methylenedioxy group (O-CH2-O) attached to the 5 and 6 positions of the ring. 5,6-METHYLENEDIOXYINDOLE is known to have psychoactive properties and is also used as a precursor in the synthesis of various psychoactive substances. It acts as a serotonin receptor agonist and has been studied for its potential therapeutic effects on depression, anxiety, and other mood disorders. Additionally, it has been investigated for its potential use in the treatment of neurodegenerative diseases and as a tool for studying serotonin receptor function. However, its use and distribution are strictly regulated due to its psychoactive properties and potential for abuse.

InChI:InChI=1/C9H7NO2/c1-2-10-7-4-9-8(3-6(1)7)11-5-12-9/h1-4,10H,5H2

Upstream product

• 63375-82-6 2-(6-bromo-benzo[1,3]dioxol-5-yl)-ethylamine 
• 1484-85-1 3,4-methylenedioxyphenylethylamine 
• 80-73-9 1,3-dimethyl-2-imidazolidinone 
• 14268-66-7 benzo[1,3]dioxolo-5-ylamine 
• 100587-74-4 5-(benzenesulfonyl)-[1,3]dioxolo[4,5-f]indole 
• 333441-11-5 N-Benzo[1,3]dioxol-5-yl-benzenesulfonamide 
• 32996-27-3 4,5-methylenedioxy-2-nitrotoluene 
• 86302-43-4 (tert-Butoxycarbonylmethylene)triphenylphosphorane 
• 712-97-0 6-nitro-1,3-benzodioxole-5-carbaldehyde 
• 107-21-1 ethylene glycol 
• 32989-63-2 dimethyl[(E)-2-(6-nitro-2H-1,3-benzodioxol-5-yl)ethenyl]amine 
• 6315-90-8 4',5'-(methylenedioxy)-2-nitrocinnamic acid 
• 93577-94-7 3-(6-amino-benzo[1,3]dioxol-5-yl)-acrylic acid 
• 93578-21-3 6-(Trifluoroacetylamino)safrole 

Downstream Products

• 98862-93-2 7-[1-(2,3-dimethoxy-phenyl)-2-nitro-ethyl]-5H-[1,3]dioxolo[4,5-f]indole 
• 6560-32-3 7-(2-Morpholin-4-yl-ethyl)-5H-[1,3]dioxolo[4,5-f]indole 
• 88048-33-3 Benzyl-[2-(5H-[1,3]dioxolo[4,5-f]indol-7-yl)-ethyl]-methyl-amine 
• 6560-18-5 1-(5H-[1,3]Dioxolo[4,5-f]indol-7-yl)-2-piperidin-1-yl-ethane-1,2-dione 
• 88048-39-9 N-Benzyl-2-(5H-[1,3]dioxolo[4,5-f]indol-7-yl)-N-methyl-2-oxo-acetamide 
• 6437-21-4 7-[2-(4-Benzyl-piperazin-1-yl)-ethyl]-5H-[1,3]dioxolo[4,5-f]indole 
• 88048-42-4 N-Benzyl-N-cyclopropyl-2-(5H-[1,3]dioxolo[4,5-f]indol-7-yl)-2-oxo-acetamide 
• 88048-34-4 7-{2-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-ethyl}-5H-[1,3]dioxolo[4,5-f]indole 
• 6560-24-3 1-(4-Benzyl-piperazin-1-yl)-2-(5H-[1,3]dioxolo[4,5-f]indol-7-yl)-ethane-1,2-dione 
• 88048-41-3 1-(5H-[1,3]Dioxolo[4,5-f]indol-7-yl)-2-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethane-1,2-dione 
• 4293-87-2 7-[2-(4-phenyl-piperazin-1-yl)-ethyl]-5H-[1,3]dioxolo[4,5-f]indole 
• 88048-40-2 1-[(5H-[1,3]dioxolo[4,5-f]indol-7-yl)-oxo-acetyl]-4-phenyl-piperazine 
• 1034895-42-5 9-ING-41 
• 1292799-38-2 1-{[(5H-1,3-dioxolo[4,5-f]indol-7-yl)methyl]methylamino}-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 

Relevant articles and documents

Synthesis of 5,6-carbonyldioxyindole, a melanogenic cyclic carbonate ester of 5,6-dihydroxyindole

5,6-Carbonyldioxyindole (4), a melanogenic derivative of 5,6-dihydroxyindole (1), was synthesized by a procedure starting with 3,4-methylenedioxycinnamic acid. Compound 4 is a stable crystalline solid which is readily hydrolyzed to 1, a key intermediate on the biosynthetic pathway from tyrosine to melanin.

Preparation method of 5, 6-methylenedioxy indole

The invention provides a preparation method of 5, 6-methylenedioxy indole. The preparation method comprises the following steps: reacting 3, 4-methylenedioxy aniline serving as a raw material with benzene sulfonyl chloride to obtain A2, reacting A2 with 2, 2-dimethoxy-1-bromoethane to obtain a precursor A3 of a ring closing reaction, performing ring closing on A3 under the action of Lewis acid toobtain A4, and removing a protecting group of amino by using alkali to obtain the final 5, 6-methylenedioxy indole. according to the invention, 3, 4-methylenedioxy aniline is used as a raw material, nitro is prevented from being reduced into amino, the price of the compound is low, the cyclization reaction can be completed at normal temperature under the action of Lewis acid, and extreme conditions of high temperature or a strong reducing agent are avoided. The whole synthesis operation is simple, the post-treatment is easy, and the generated three wastes are few. The solvent in the reaction process can be reused, so that the cost is reduced, the operation is simple, the yield is higher, and the product with the purity of more than 98% can be obtained. The method is suitable for mass production and has obvious economic benefits.

COMPOUNDS AND METHODS FOR TREATING BACTERIAL INFECTIONS

This invention relates to compounds, pharmaceutical compositions comprising them, and methods of using the compounds and compositions for treating bacterial infections. This invention relates more particularly to compounds and pharmaceutical compositions thereof, methods of inhibiting H2S-producing enzymes with the compounds, and methods of treating bacterial infections with the compounds.

SOLID FORMS OF 3-(5-FLUOROBENZOFURAN-3-YL)-4-(5-METHYL-5H-[1,3]DIOXOLO[4,5-F]INDOL-7-YL)PYRROLE-2,5-DIONE

The present disclosure relates to solid forms of 3-(5-Fluorobenzofuran-3-yl)-4-(5-methyl-5H-[1,3]dioxolo[4,5-f]indol-7-yl) pyrrole-2,5-dione, processes for preparation thereof, pharmaceutical compositions thereof, and uses thereof in treating disease.