3920-83-0

Basic information

• Product Name: n-Amino-3-methylindole
• Synonyms: n-Amino-3-methylindole
• CAS NO: 3920-83-0
• Molecular Formula: C₉H₁₀N₂
• Molecular Weight: 146.1891
• Mol File: 3920-83-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: n-Amino-3-methylindole(CAS DataBase Reference)
• NIST Chemistry Reference: n-Amino-3-methylindole(3920-83-0)
• EPA Substance Registry System: n-Amino-3-methylindole(3920-83-0)

Safety Data

• Hazardous Substances Data: 3920-83-0(Hazardous Substances Data)

Usage

General Description

N-Amino-3-methylindole, also known as 3-methylindoleamine, is a chemical compound with the molecular formula C9H10N2. N-Amino-3-methylindole is a derivative of indole, a heterocyclic aromatic organic compound. N-Amino-3-methylindole is commonly used in organic synthesis and pharmaceutical research, particularly in the development of new drugs and therapeutic compounds. It possesses unique chemical properties, such as its ability to undergo various chemical reactions and form complex molecular structures. N-Amino-3-methylindole has attracted interest in the scientific and medical communities due to its potential applications in drug discovery and development.

Upstream product

• 83-34-1 3-Methylindole 
• 2950-43-8 hydroxylamine-O-sulfonic acid 

Downstream Products

• 866461-72-5 1-[N-methyl-2'-(phenylsulfanyl)acetamido]-3-methylindole 

Relevant articles and documents

N-amination of indoles on pilot-plant scale via simultaneous and proportional metering of reagents

The N-amination of indoles on large scale, utilizing a portable Coriolis mass flow metering and pumping system that provides precise dispensing of two reagent streams simultaneously and proportionally, is described.

Synthesis and structure-activity relationships of N-propyl-N-(4- pyridinyl)-1H-indol-1-amine (besipirdine) and related analogs as potential therapeutic agents for Alzheimer's disease

A series of novel N-(4-pyridinyl)-1H-indol-1-amines and other heteroaryl analogs was synthesized and evaluated in tests to determine potential utility for the treatment of Alzheimer's disease. From these compounds, N-propyl-N- (4-pyridinyl)-1H-indol-1-amine (besipirdine, 4c) was selected for clinical development based on in-depth biological evaluation. In addition to cholinomimetic properties based initially on in vitro inhibition of [3H]quinuclidinyl benzilate binding, in vivo reversal of scopolamine- induced behavioral deficits, and subsequently on other results, 4c also displayed enhancement of adrenergic mechanisms as evidenced in vitro by inhibition of [3H]clonidine binding and synaptosomal biogenic amine uptake, and in vivo by reversal of tetrabenazine-induced ptosis. The synthesis, structure-activity relationships for this series, and the biological profile of 4c are reported.

N-heteroaryl-purin-6-amines useful as analgesic and anticonvulsant agents

This invention relates to a N-heteroaryl-purin-6-amine of the formula STR1 where R1 is hydrogen, lower alkyl, and arylloweralkyl; R2 and R3 are independently hydrogen, lower alkyl or R2 and R3 taken together are aryl; R4 and R5 are independently hydrogen, lower alkyl, or R4 and R5 taken together are aryl; R6 is hydrogen, lower alkyl, aryl, arylloweralkyl, STR2 where R2, R3, R4 and R5 are as defined above, and the pharmaceutically acceptable acid addition salts thereof and where applicable the geometric and optical isomers and racemic mixtures thereof. The compounds of this invention display utility as analgesic and anticonvulsant agents.