204687-20-7

Basic information

• Product Name: 3-(PIPERIDIN-3-YL)-1H-INDOLE
• Synonyms: 3-(PIPERIDIN-3-YL)-1H-INDOLE
• CAS NO: 204687-20-7
• Molecular Formula: C₁₃H₁₆N₂
• Molecular Weight: 200.28
• Mol File: 204687-20-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 392.234 °C at 760 mmHg
• Flash Point: 191.016 °C
• Appearance: /
• Density: 1.118 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(PIPERIDIN-3-YL)-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(PIPERIDIN-3-YL)-1H-INDOLE(204687-20-7)
• EPA Substance Registry System: 3-(PIPERIDIN-3-YL)-1H-INDOLE(204687-20-7)

Safety Data

• Hazardous Substances Data: 204687-20-7(Hazardous Substances Data)

Usage

General Description

3-(Piperidin-3-yl)-1H-indole, also known as PIP3I, is a synthetic chemical compound that contains a piperidine ring and an indole ring. It is classified as an indole alkaloid and has been studied for its potential as a therapeutic agent. Research has shown that PIP3I exhibits a range of biological activities, including antipsychotic, sedative, and antinociceptive effects. It is also being investigated for its potential as a serotonin receptor modulator. PIP3I has the potential to be used in the development of new pharmaceuticals for the treatment of various neurological and psychiatric disorders.

InChI:InChI=1/C13H16N2/c1-2-6-13-11(5-1)12(9-15-13)10-4-3-7-14-8-10/h1-2,5-6,9-10,14-15H,3-4,7-8H2

Upstream product

• 120-72-9 indole 
• 40114-49-6 1-benzyl-3-piperidone 
• 50606-58-1 N-benzyl-3-piperidinone hydrochloride 
• 178385-88-1 3-(1-benzyl-1,2,5,6-tetrahydropyridin-3-yl)-1H-indole 

Downstream Products

• 1218929-05-5 3-[1-(4-bromo-2-fluorobenzyl)piperidin-3-yl]-1H-indole 
• 1218928-96-1 (E)-3-{4-[3-(1H-indol-3-yl)piperidin-1-ylmethyl]phenyl}acrylic acid methyl ester 
• 695214-41-6 2-(4-dimethylamino-4-phenyl-cyclohexyliden)-1-[3-(1H-indol-3-yl)-piperidin-1-yl]-ethanone 

Relevant articles and documents

Synthesis of new 5,6,7,8-tetrahydropyrido[1,2-c]pyrimidine derivatives with rigidized tryptamine moiety as potential SSRI and 5-HT1A receptor ligands

Extended studies in the 4-aryl-pyrido[1,2-c]pyrimidine group resulted in 27 new compounds (10.1-10.27), 5,6,7,8-tetrahydropyrido[1,2-c]pyrimidine derivatives. In vitro tests (RBA) were carried out for 10.1-10.27 compounds in order to determine their affinity to 5-HT1A receptor and SERT protein. 10.1-10.3, 10.6, 10.7, 10.16 and 10.27 compounds had high binding ability to both molecular targets (5-HT1A Ki = 8–87 nM; SERT Ki = 8–52 nM). For these compounds (10.1-10.3, 10.6, 10.7, 10.16, 10.27) further in vitro, in vivo and metabolic stability tests were performed. In vitro studies in the extended receptor profile (D2, 5-HT2A, 5-HT6 and 5-HT7) showed their selectivity towards 5-HT1A receptor and SERT protein. In vivo tests revealed that compounds 10.7 and 10.16 had the properties of presynaptic antagonists of the 5-HT1A receptor. The redesign of the 2H-pyrido[1,2-c]pyrimidine residue present in the terminal part towards 5,6,7,8-tetrahydropyrido[1,2-c]pyrimidine resulted in the improved metabolic stability and enhanced affinity to both molecular targets (5-HT1A-R and SERT) compared to the precursors.

4-SUBSTITUTED 1-AMINOCYCLOHEXANE DERIVATIVES FOR UTILIZATION AS ORL1-RECEPTOR AND MU-OPIATE RECEPTOR LIGANDS

The invention relates to 4-substituted 1-aminocyclohexane derivatives of general formula (I), to a method for the production thereof, to medicaments containing said compounds and to the utilization of 4-substituted 1-aminocyclohexane derivatives for the production of medicaments.

Synthesis of new bridged tetrahydro-β-carbolines and spiro-fused quinuclidines

Two series of chemically related, conformationally restricted ring systems were synthesized. Bridged tetrahydro-β-carbolines, designed as selective 5-HT receptor ligands, were formed via Pictet-Spengler condensation of cyclic tryptamine precursors. Oxidation of the indole 2-position of the precursors followed by condensation with aldehydes produced spiro-cyclic quinuclidines, containing important muscarine receptor pharmacophores.