3671-00-9

Basic information

• Product Name: 3-(1-Methyl-3-pyrrolidinyl)-1H-indole
• Synonyms: 3-(1-Methyl-3-pyrrolidinyl)-1H-indole
• CAS NO: 3671-00-9
• Molecular Formula: C13H16N2
• Molecular Weight: 200.31
• Mol File: 3671-00-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 328.02°C (rough estimate)
• Flash Point: 172.5°C
• Appearance: /
• Density: 1.0701 (rough estimate)
• Vapor Pressure: 2.05E-05mmHg at 25°C
• Refractive Index: 1.5014 (estimate)
• CAS DataBase Reference: 3-(1-Methyl-3-pyrrolidinyl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1-Methyl-3-pyrrolidinyl)-1H-indole(3671-00-9)
• EPA Substance Registry System: 3-(1-Methyl-3-pyrrolidinyl)-1H-indole(3671-00-9)

Safety Data

• Hazardous Substances Data: 3671-00-9(Hazardous Substances Data)

Usage

General Description

3-(1-Methyl-3-pyrrolidinyl)-1H-indole, also known as MEPED, is a chemical compound with the molecular formula C15H18N2. It is a synthetic psychoactive substance that acts as a potent agonist at the 5-HT2A receptor and is also known to have high affinity for the 5-HT2C and 5-HT2B receptors. MEPED is a derivative of the naturally occurring compound tryptamine and is structurally related to other psychedelic drugs such as LSD and psilocin. It is known for its hallucinogenic and psychedelic effects, and has been associated with causing altered states of consciousness, visual and auditory hallucinations, and sensory distortions. The use and sale of MEPED is illegal in many countries due to its potential for abuse and adverse health effects.

InChI:InChI=1/C13H16N2/c1-15-7-6-10(9-15)12-8-14-13-5-3-2-4-11(12)13/h2-5,8,10,14H,6-7,9H2,1H3

Upstream product

• 10184-94-8 (3-Indolyl)bernsteinsaeure 
• 930-88-1 N-methylmaleimide 
• 120-72-9 indole 
• 3670-94-8 3-(1H-indole-3-yl)-1-methylpyrrolidine-2,5-dione 

Relevant articles and documents

Synthesis and structure activity relationship of rigidized indolyl pyrrolidine derivatives as 5-HT6 receptor ligands

A novel series of rigidized indolyl pyrrolidine derivatives have been designed by constraining the tryptamine nitrogen through a and b carbons. All the synthesized derivatives have shown moderate affinities at 5-HT6R when tested in in vitro binding assay.

Conformationally constrained N1-arylsulfonyltryptamine derivatives as 5-HT6 receptor antagonists

Several series of conformationally constrained N1- arylsulfonyltryptamine derivatives were prepared and tested for 5-HT6 receptor binding affinity and ability to modulate cAMP production in a cyclase assay. The 3-piperidin-3-yl-, 3-(1-methylpyrrolidin-2-ylmethyl)-, and 3-pyrrolidin-3-yl-1H-indole arrays (8-13) appear to be able to adopt a conformation that allows high affinity 5-HT6 receptor binding, while the β-carboline array 14 binds with a significantly weaker (10- to 100-fold) affinity. N1-Benzenesulfonyl-3-piperidin-3-yl-1H-indole 9a is a high affinity full agonist with EC50 = 24 nM. Several of the N1-arylsulfonyl-3-(1-methylpyrrolidin-2-ylmethyl)-1H-indole derivatives behave as very potent antagonists ((S)-11r, (S)-11t; IC50 = 0.8, 1.0 nM).

Heterocyclylindazole and -azaindazole compounds as 5-hydroxytryptamine-6 ligands

The present invention provides a compound of formula I and the use thereof in the therapeutic treatment of disorders related to or affected by the 5-HT6 receptor.