30933-67-6

Basic information

• Product Name: 4,5-DIMETHOXY-1H-INDOLE
• Synonyms: 4,5-DIMETHOXY-1H-INDOLE;1H-Indole, 4,5-diMethoxy-
• CAS NO: 30933-67-6
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.19984
• Mol File: 30933-67-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 160-161 °C
• Boiling Point: 320.3±22.0 °C(Predicted)
• Appearance: /
• Density: 1.182±0.06 g/cm3(Predicted)
• PKA: 16.93±0.30(Predicted)
• CAS DataBase Reference: 4,5-DIMETHOXY-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIMETHOXY-1H-INDOLE(30933-67-6)
• EPA Substance Registry System: 4,5-DIMETHOXY-1H-INDOLE(30933-67-6)

Safety Data

• Hazardous Substances Data: 30933-67-6(Hazardous Substances Data)

Usage

General Description

4,5-DIMETHOXY-1H-INDOLE is a chemical compound with the molecular formula C10H11NO2. It belongs to the family of indole alkaloids and is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It is a pale yellow crystalline solid that is sparingly soluble in water and soluble in organic solvents. 4,5-DIMETHOXY-1H-INDOLE has been studied for its potential pharmacological properties, including its anti-inflammatory, antioxidant, and antitumor activities. It is also used in the research and development of new drugs and therapeutics. However, it is important to handle this chemical with care as it can be harmful if ingested, inhaled, or in contact with the skin or eyes.

Upstream product

• 86-51-1 2,3-dimethyoxybenzaldehyde 
• 2531-63-7 5,6-dimethoxy-2-nitrobenzaldehyde 
• 90916-24-8 2,3-dimethoxy-6,β-dinitrostyrene 
• 748717-43-3 1-Amino-o-homo-veratryl-alkohol 
• 24677-78-9 2,3-dihydroxybenzaldehyde 
• 812652-84-9 4,5-dimethoxy-1H-indole-2-carboxylic acid methyl ester 
• 50536-49-7 4,5-dimethoxy-1H-indole-2-carboxylic acid 

Downstream Products

• 1269920-09-3 3-acetyl-4,5-dimethoxy-1-(4-fluorobenzyl)-1H-indole 
• 1269920-14-0 ethyl 4-[1-(4-fluorobenzyl)-4,5-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate 
• 1269920-19-5 4-[1-(4-fluorobenzyl)-4,5-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid 
• 1421942-27-9 ethyl 4-[1-(2,4-dichlorobenzyl)-4,5-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate 
• 1421942-23-5 3-acetyl-4,5-dimethoxy-1-(2,4-dichlorobenzyl)-1H-indole 
• 1421942-31-5 4-[1-(2,4-dichlorobenzyl)-4,5-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid 
• 812653-11-5 18-[4,5-dimethoxy-1-(4-methoxy-benzenesulfonyl)-1H-indol-3-yl]-octadecan-1-ol 
• 812653-10-4 16-[4,5-dimethoxy-1-(4-methoxybenzenesulfonyl)-1H-indol-3-yl]hexadecan-1-ol 
• 812652-86-1 4,5-dimethoxy-1-(4-methoxybenzenesulfonyl)-1H-indole-3-carbaldehyde 

Relevant articles and documents

3-INDOLYL FURANOIDS AS INHIBITORS OF MATRIX METALLOPROTEINASE-9 FOR PREVENTION OF GASTRIC ULCER AND OTHER INFLAMMATORY DISEASES

Disclosed are 3-indolyl furanoid compounds which are useful as potent anti-inflammatory agents and prevent gastric ulcer by inhibiting matrix metalloproteinase-9 (MMP-9) expression in gastric mucosal layer. For example, disclosed is a compound of formula 1, wherein: R1 to R6 is selected from H, OH, CH3, OCH3, Br, Cl, Ph or o-OHC6H4, OCH2—CH═CH2, or OCH2CH2CH3, and R1 to R6 is having at least one substituent with alkyl, aryl and heteroaryl groups other than H, wherein the carbon in alkyl, aryl and heteroaryl is in the range of C1 to C8. Various embodiments relate to representative compounds of Formula 1 and method of preparation thereof. Further embodiments relates to the use of representative compounds of Formula 1 in treating diseases associated with gastric ulcer and other inflammatory diseases. A noted feature of an embodiment is the IC50 value of 50 μM of one of the 3-indolyl furanoids.

HIV-1 integrase strand-transfer inhibitors: Design, synthesis and molecular modeling investigation

This study is focused on a new series of benzylindole derivatives with various substituents at the benzene-fused ring, suggested by our 3D pharmacophore model developed for HIV-1 integrase inhibitors (INIs). All synthesized compounds proved to be active in the nanomolar range (6-35 nM) on the strand-transfer step (ST). In particular, derivative 4-[1-(4-fluorobenzyl)- 5,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid (8e), presenting the highest best-fit value on pharmacophore model, showed a potency comparable to that of clinical INSTIs GS 9137 (1) and MK-0518 (2). The binding mode of our molecules has been investigated using the recently published crystal structure of the complex of full-length integrase from the prototype foamy virus in complex with its cognate DNA (PFV-IN/DNA). The results highlighted the ability of derivative 8e to assume the same binding mode of MK-0518 and GS 9137.