53924-03-1

Basic information

• Product Name: N-cyclohexyl-1H-indole-3-methylamine
• Synonyms: N-cyclohexyl-1H-indole-3-methylamine;N-Cyclohexyl-1H-indole-3-methanamine;Einecs 258-864-1;N-(1H-Indol-3-ylmethyl)cyclohexanamine;cyclohexyl-(1H-indol-3-ylmethyl)amine
• CAS NO: 53924-03-1
• Molecular Formula: C₁₅H₂₀N₂
• Molecular Weight: 228.3327
• EINECS: 258-864-1
• Mol File: 53924-03-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 405.3°C at 760 mmHg
• Flash Point: 198.9°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 8.88E-07mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: N-cyclohexyl-1H-indole-3-methylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-cyclohexyl-1H-indole-3-methylamine(53924-03-1)
• EPA Substance Registry System: N-cyclohexyl-1H-indole-3-methylamine(53924-03-1)

Safety Data

• Hazardous Substances Data: 53924-03-1(Hazardous Substances Data)

Usage

General Description

N-cyclohexyl-1H-indole-3-methylamine, also known as cyclohexyltryptamine or CHT, is a chemical compound with a structure similar to that of the neurotransmitter serotonin. It is classified as a tryptamine derivative and is known for its psychoactive effects, including hallucinogenic and psychedelic properties. CHT acts as a partial agonist at serotonin receptors in the brain, leading to alterations in perception, mood, and cognition. It is primarily used for research purposes and has been studied for its potential therapeutic applications in treating mental health disorders such as depression and anxiety. However, due to its psychoactive nature, CHT is also known to have abuse potential and is regulated in many countries.

InChI:InChI=1/C15H20N2/c1-2-6-13(7-3-1)16-10-12-11-17-15-9-5-4-8-14(12)15/h4-5,8-9,11,13,16-17H,1-3,6-7,10H2

Upstream product

• 487-89-8 Indole-3-carboxaldehyde 
• 108-91-8 cyclohexylamine 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 120-72-9 indole 
• 126541-65-9 N-(benzotriazol-1-yl-methyl)-cyclohexylamine 

Downstream Products

• 1383828-24-7 [μ-([η1:η1:η1:eta.1-3-(CyNHCH2)Ind]2Li)Dy[N(SiMe3)2]2] 
• 1370037-01-6 [μ-([η1:η1:η1:eta.1-3-(CyNHCH2)Ind]2Li)Sm[N(SiMe3)2]2] 
• 1383828-23-6 [μ-([η1:η1:η1:eta.1-3-(CyNHCH2)Ind]2Li)Eu[N(SiMe3)2]2] 
• 1370037-02-7 [μ-([η1:η1:η1:eta.1-3-(CyNHCH2)Ind]2Li)Yb[N(SiMe3)2]2] 

Relevant articles and documents

Structure-activity relationships of small molecule inhibitors of RAGE-Aβ binding

The Receptor for Advanced Glycation Endproducts ('RAGE') mediates transport of amyloid-β peptide (Aβ) into the brain, and is therefore an important target for the development of therapeutic agents for Alzheimer's disease. We describe structure-activity relationships for inhibition of RAGE-Aβ binding, derived from the analysis of a library of tertiary amides.

Synthesis and Reactions of N-Indol-3-ylmethylalkylamines and Related Compounds

A series of new N-indol-3-ylmethylalkylamines (1) have been synthesized in excellent yields via transamination between gramine and the appropriate primary alkylamine.The use of tryptamine and propane-1,3-diamine in the exchange reaction afforded N-indol-3-ylmethyltryptamine (2), and N,N'-bis(indol-3-ylmethyl)propane-1,3-diamine (3) respectively, where as the use of methylamine gave N,N-bis(indol-3-ylmethyl)methylamine (4).The exchange reaction has been extended by the use of amino acids to give N,N-bis(indol-3-ylmethyl)tryptophan (6) and N,N-bis-(indol-3-ylmethyl)glycine (8).The secondary amines (1), (2) and the previously known bis(indol-3-ylmethyl)amine proved to be valuable intermediates for the synthesis of some new compounds related to gramine as well as to other indole alkaloids.