4,6-Dimethoxyindole

Base Information

• Chemical Name: 4,6-Dimethoxyindole
• CAS No.: 23659-87-2
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.2
• Hs Code.: 2933990090
• European Community (EC) Number: 625-662-3
• DSSTox Substance ID: DTXSID10356686
• Nikkaji Number: J2.558.089C
• Wikidata: Q82136206
• ChEMBL ID: CHEMBL1600679
• Mol file: 23659-87-2.mol

Synonyms:4,6-Dimethoxyindole;23659-87-2;4,6-dimethoxy-1H-indole;MFCD00128213;1H-Indole, 4,6-dimethoxy-;Oprea1_435814;4 pound not6-Dimethoxyindole;MLS000699242;SCHEMBL5925752;CHEMBL1600679;AMY7338;DTXSID10356686;HMS2581G18;STK784027;AKOS004119332;CS-W017367;SB15265;4,6-Dimethoxyindole, >=98.0% (GC);AC-24591;NS-01500;SMR000225209;A4938;BB 0262892;FT-0630248;D-4314

Chemical Property of 4,6-Dimethoxyindole

Chemical Property:

• Vapor Pressure: 0.000137mmHg at 25°C
• Melting Point: 122-124 °C
• Refractive Index: 1.608
• Boiling Point: 343.8 °C at 760 mmHg
• PKA: 17.45±0.30(Predicted)
• Flash Point: 125.7 °C
• PSA: 34.25000
• Density: 1.182 g/cm³
• LogP: 2.18510
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

4,6-Dimethoxyindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=CN2)C(=C1)OC
• Uses: Reactant for preparation of methoxy-substituted (benzyl)indolebutenoic acids and their HIV-1 integrase strand-transfer inhibition 1 Reactant for preparation of benzyl trimethoxyindoles as antimitotic agents 2 Reactant for preparation of antibacterial agents 3 Reactant for preparation of pyridocarbazoles and pyrrolocarbazole analogs as anti-tumor agents 4 Reactant for preparation of methoxy-substituted N1-benzenesulfonylindole analogs as human 5-HT6 serotonin receptor ligands. 4,6-Dimethoxyindole is a useful indole derivative.

Technology Process of 4,6-Dimethoxyindole

There total 2 articles about 4,6-Dimethoxyindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

ethyl 3-hydroxy-4,6-dimethoxylindolin-2-one-3-carboxylate (23659-85-0) → 4,6-dimethoxyindole (23659-87-2) + 3-methyl-4,6-dimethoxyindole (74973-30-1)

Guidance literature:

With lithium aluminium tetrahydride; In 1,4-dioxane;

DOI:10.1016/S0040-4039(00)92806-5

Reference yield: 11.0%

ethylene glycol (107-21-1) + 3.5-dimethoxyaniline (10272-07-8) → 4,6-dimethoxyindole (23659-87-2) + 2-(3,5-dimethoxylphenylamino)ethanol (1021002-43-6)

Guidance literature:

With palladium on activated charcoal; zinc(II) oxide; In water; at 150 ℃; for 24h; Sealed tube;

DOI:10.1016/j.tet.2017.08.006

Reference yield: 83.0%

4,6-dimethoxyindole (23659-87-2) + cinnamoyl chloride (102-92-1,17082-09-6) → 1-(4',6'-dimethoxyindol-1'-yl)-3-phenylprop-2-en-1-one

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 1h; Ambient temperature;

upstream raw materials:

ethyl 3-hydroxy-4,6-dimethoxylindolin-2-one-3-carboxylate

ethylene glycol

3.5-dimethoxyaniline

Downstream raw materials:

1-(3'-benzyloxy-4'-methoxybenzoyl)-4,6-dimethoxyindole

1-benzoyl-4,6-dimethoxyindole

1-(4-methylbenzoyl)-4,6-dimethoxyindole

1-(4-chlorobenzoyl)-4,6-dimethoxyindole

Refernces

• 1、 Black, David St. C.,Rothnie, Neil E.,Wong Laurence C. H.. "Metal Template Reactions. XX. Macrocyclic Metal Complexes Derived from 4,6-Dimethoxy-3-methylindole-2,7-dicarbaldehyde and Some Primary Diamines with Additional Nitrogen Donor Atoms". . p. 2407 - 2412. Retrieved 2007/10/02.