ChemicalBook >> CAS DataBase List >>5,6-Dimethoxyindole

5,6-Dimethoxyindole

CAS No.
14430-23-0
Chemical Name:
5,6-Dimethoxyindole
Synonyms
5,6-DIMETHOXY-1H-INDOLE;AKOS JY2083477;5,6-DIMETHOXYINDOLE;5,6-Dimethoxyindole,99%;5,6-Dimethoxyindole 99%;1H-Indole, 5,6-dimethoxy-;5,6-Dimethoxy-1H-indole99%;5,6-Dimethoxy-1H-indole 99%;5,6-dimethoxy-1H-indole - [D82930]
CBNumber:
CB1129065
Molecular Formula:
C10H11NO2
Molecular Weight:
177.2
MDL Number:
MFCD00005675
MOL File:
14430-23-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:06:38

5,6-Dimethoxyindole Properties

Melting point 154-157 °C (lit.)
Boiling point 198°C 8mm
Density 1.182±0.06 g/cm3(Predicted)
Flash point 198°C/8mm
storage temp. Sealed in dry,Room Temperature
pka 16.93±0.30(Predicted)
form Powder
color Beige
Water Solubility Insoluble in water.
λmax 306nm(EtOH)(lit.)
BRN 5683
InChI InChI=1S/C10H11NO2/c1-12-9-5-7-3-4-11-8(7)6-10(9)13-2/h3-6,11H,1-2H3
InChIKey QODBZRNBPUPLEZ-UHFFFAOYSA-N
SMILES N1C2=C(C=C(OC)C(OC)=C2)C=C1
CAS DataBase Reference 14430-23-0(CAS DataBase Reference)
FDA UNII SUC7PK4K57
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
Safety Statements  22-24/25
WGK Germany  3
10
HazardClass  IRRITANT
HS Code  29339900
Storage Class 11 - Combustible Solids
NFPA 704
1
2 0

5,6-Dimethoxyindole price More Price(56)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 246255 5,6-Dimethoxyindole 99% 14430-23-0 1g $344 2023-06-20 Buy
TCI Chemical D5148 5,6-Dimethoxyindole >98.0%(GC) 14430-23-0 200mg $58 2026-04-30 Buy
TCI Chemical D5148 5,6-Dimethoxyindole >98.0%(GC) 14430-23-0 1g $229 2026-04-30 Buy
Apolloscientific OR5372 5,6-Dimethoxy-1H-indole 98% 14430-23-0 250mg $35 2026-06-04 Buy
Activate Scientific AS36972 5,6-Dimethoxyindole 98% 14430-23-0 1g $58 2026-06-04 Buy
Product number Packaging Price Buy
246255 1g $344 Buy
D5148 200mg $58 Buy
D5148 1g $229 Buy
OR5372 250mg $35 Buy
AS36972 1g $58 Buy

5,6-Dimethoxyindole Chemical Properties,Uses,Production

Chemical Properties

Beige powder

Uses

5,6-Dimethoxyindole is an indole derivative as analgesic antiinflammatory. It was used in the synthesis of N-benzyl-N-cyclopropyl-5,6-dimethoxyindole-3-glyoxalamide.

Application

5,6-Dimethoxyindole was used in the synthesis of N-benzyl-N-cyclopropyl-5,6-dimethoxyindole-3-glyoxalamide.
Reactant in synthesis of indolylhydroxyoxindoles via enantioselective Friedel-Crafts reaction
Reactant in synthesis of benzyl trimethoxyindoles
Reactant for synthesis of benzoylpiperazinyl-indolyl ethane dione derivatives as HIV-1 inhibitors
Reactant for synthesis of 1-aroylindole 3-aroylindoles combretastatin A-4 analogs as antitumor agents and tubulin polymerization inhibitors
Reactant for preparation of tryptophanol derivatives via the Grignard reaction

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 5887, 1953 DOI: 10.1021/ja01119a030
Synthesis of 5,6-Dimethoxyindoles and 5,6-Dimethoxyoxindoles. A New Synthesis of Indoles DOI: 10.1021/ja01619a049

Synthesis

Benzene, 1-ethenyl-4,5-dimethoxy-2-nitro-

65907-71-3

5,6-Dimethoxyindole

14430-23-0

The general procedure for the synthesis of 5,6-dimethoxyindole from the compound (CAS: 65907-71-3) is as follows (note: use the Biotage Initiator for microwave reactions in a 2-5 mL reaction vessel): in a microwave reactor vial, an appropriate amount of o-nitrostyrene or o-nitrocinnamate (0.3 mmol) was combined with phosphine (2.4 equiv) A suspension was formed by stirring in anhydrous solvent (5 mL) and oxygen was excluded by bubbling argon into the mixture. The vessel was sealed by adding MoO2Cl2(dmf)2 (5 mol%). The reaction mixture was heated to the indicated temperature under microwave radiation and maintained for the corresponding time. Post-reaction treatments vary depending on the phosphine used: when triphenylphosphine is used, the solvent is removed under vacuum and the product is purified by column chromatography (hexane-EtOAc); when polystyrene-loaded triphenylphosphine is used, the reaction mixture is filtered and the solvent is removed under vacuum to obtain a pure indole; when 2-(diphenylphosphino)benzoic acid is used, the reaction mixture is filtered and washed with alkali if necessary. Post-reaction treatments of other phosphines were carried out with reference to the methods described in the literature [14] [15].

References

[1] Tetrahedron Letters, 2011, vol. 52, # 12, p. 1339 - 1342

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View Lastest Price from 5,6-Dimethoxyindole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5,6-Dimethoxyindole pictures 2025-04-04 5,6-Dimethoxyindole
14430-23-0
1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
5,6-Dimethoxyindole pictures 2023-12-04 5,6-Dimethoxyindole
14430-23-0
1kg 99% hplc 1000 kg LY Global chemicals co.,ltd .
5,6-Dimethoxyindole pictures 2022-01-27 5,6-Dimethoxyindole
14430-23-0
1KG 97.4% 100 tons Honest Joy Holdings Limited
5,6-Dimethoxyindole,99% 5,6-Dimethoxy-1H-indole 99% 5,6-Dimethoxy-1H-indole99% AKOS JY2083477 5,6-DIMETHOXYINDOLE 1H-Indole, 5,6-dimethoxy- 5,6-Dimethoxyindole 99% 5,6-dimethoxy-1H-indole - [D82930] 5,6-DIMETHOXY-1H-INDOLE 14430-23-0 14330-23-0 Building Blocks Heterocyclic Building Blocks Indoles Amines Aromatics Heterocyclic Compounds Indole Derivatives Building Blocks Heterocyclic Building Blocks Indoles Indoles and derivatives Indoline & Oxindole