59283-35-1

Basic information

• Product Name: (1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid
• CAS NO: 59283-35-1
• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.3591
• Mol File: 59283-35-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 540.9°C at 760 mmHg
• Flash Point: 280.9°C
• Density: 1.17g/cm³
• Vapor Pressure: 1.57E-12mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: (1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid(59283-35-1)
• EPA Substance Registry System: (1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid(59283-35-1)

Safety Data

• Hazardous Substances Data: 59283-35-1(Hazardous Substances Data)

Usage

Description

(1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid is a complex chemical compound that features a benzyl group, a methoxy group, a methyl group, and an indol-3-yl group attached to an acetic acid molecule. Its intricate structure suggests a range of potential biological activities, possibly including acting as a ligand for various receptors within the body. The presence of lipophilic benzyl and methoxy groups may influence its distribution and metabolism. Further research is required to elucidate its specific biological effects and potential applications.

Uses

Used in Pharmaceutical Industry:
(1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid is used as a potential pharmaceutical agent for its possible receptor-binding capabilities, which could be harnessed for the development of new drugs targeting specific biological pathways.
Used in Chemical Research:
In the field of chemical research, (1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid serves as a subject for studying the effects of its complex structure on biological systems, potentially leading to insights into drug design and the discovery of novel therapeutic agents.

Upstream product

• 624-45-3 levulinic acid methyl ester 
• 5705-10-2 N-benzyl-N-(4-methoxy-phenyl)-hydrazine; hydrochloride 
• 163734-87-0 (1-Benzyl-5-methoxy-2-methyl-1H-indol-3-yl)-acetic acid benzyl ester 
• 3471-32-7 4-Methoxyphenylhydrazine 
• 100-44-7 benzyl chloride 
• 2882-15-7 5-Methoxy-2-methylindole-3-acetic acid 

Downstream Products

• 172595-31-2 8-[[5-Methoxy-1-benzyl-2-methyl-1H-indol-3-yl]-acetylamino]-octanoic acid methyl-butyl-amide 
• 441-91-8 2-(1-benzyl-5-methoxy-2-methyl-indol-3-yl)-ethylamine 
• 185501-86-4 4-(1-Benzyl-3-methoxycarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl ester 
• 164084-38-2 2-[[3-(2-amino-2-oxoethyl)-2-methyl-1-(phenylmethyl)-1H-indol-5-yl]oxy]acetic acid ethyl ester 
• 164083-73-2 5-(carbethoxymethoxy)-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid 
• 163735-05-5 5-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid methyl ester 
• 909390-30-3 ethyl 2-(2-(1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetamido)acetate 
• 163735-06-6 2-(1-benzyl-5-hydroxy-2-methyl-1H-indol-3-yl)acetic acid 
• 57846-28-3 (1-benzyl-5-methoxy-2-methyl-indol-3-yl)-acetic acid methyl ester 
• 110147-46-1 (1-benzyl-5-methoxy-2-methyl-indol-3-yl)-acetic acid dimethylamide 
• 14075-46-8 [2-(1-benzyl-5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine 
• 97077-43-5 3-(amidomethyl)-2-methyl-1-(phenylmethyl)-5-methoxyindole 

Relevant articles and documents

Synthesis of amino acid derivatives of indole-3-acetic acid

Amino acid derivatives of a modified indole-3-acetic acid have been synthesised. Fourteen new dipeptide-like compounds 3-4 were obtained and their structures were elucidated based on the IR, 1H NMR, MS spectra.

1H-INDOLE-3-ACETAMIDE SPLA2 INHIBITORS

A class of novel 1-indole-3-acetamides represented by the formula; is disclosed together with the use of such indole compounds for inhibiting sPLA2 mediated release of fatty acids.

Indole inhibitors of human nonpancreatic secretory phospholipase A2. 1. Indole-3-acetamides

Phospholipases (PLAs) produce rate-limiting precursors in the biosynthesis of various types of biologically active lipids involved in inflammatory processes. Increased levels of human nonpancreatic secretory phospholipase A2 (hnps-PLA2) have been detected in several pathological conditions. An inhibitor of this enzyme could have therapeutic utility. A broad screening program was carried out to identify chemical structures which could inhibit hnps-PLA2. One of the lead compounds generated by the screening program was 5-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid (13a). We describe the syntheses, structure-activity relationships, and pharmacological activities of a series of indole-3-acetamides and related compounds derived from this lead. This SAR was undertaken with the aid of X- ray crystal structures of complexes between the inhibitors and hnps-PLA2 which were of great value in directing the SAR.