147557-04-8

Basic information

• Product Name: 1,2,3,4-TETRAHYDRO-3-ISOQUINOLINEMETHANAMINE
• Synonyms: 1,2,3,4-TETRAHYDRO-3-ISOQUINOLINEMETHANAMINE;3-AMINOMETHYL-1,2,3,4-TETRAHYDROISOQUINOLINE;3-Isoquinolinemethanamine, 1,2,3,4-tetrahydro-;(1,2,3,4-tetrahydroisoquinolin-3-yl)MethanaMine
• CAS NO: 147557-04-8
• Molecular Formula: C₁₀H₁₄N₂
• Molecular Weight: 162.23
• Mol File: 147557-04-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 294.8°Cat760mmHg
• Flash Point: 153.7°C
• Appearance: /
• Density: 1.033g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: 1,2,3,4-TETRAHYDRO-3-ISOQUINOLINEMETHANAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-TETRAHYDRO-3-ISOQUINOLINEMETHANAMINE(147557-04-8)
• EPA Substance Registry System: 1,2,3,4-TETRAHYDRO-3-ISOQUINOLINEMETHANAMINE(147557-04-8)

Safety Data

• Hazardous Substances Data: 147557-04-8(Hazardous Substances Data)

Usage

General Description

1,2,3,4-Tetrahydro-3-isoquinolinemethanamine, also known as tetrahydroisoquinolineamine, is a chemical compound with the molecular formula C10H13N. It is a derivative of isoquinoline and is used in the synthesis of pharmaceuticals. This chemical has been shown to have potential medical applications, particularly as a compound with anti-addictive and analgesic properties. Additionally, 1,2,3,4-Tetrahydro-3-isoquinolinemethanamine has been studied for its potential role as a neurotransmitter in the brain, with research suggesting that it may act on various receptors in the central nervous system. Despite its potential medical significance, further research is needed to fully understand the therapeutic and pharmacological properties of 1,2,3,4-Tetrahydro-3-isoquinolinemethanamine.

InChI:InChI=1/C10H14N2/c11-6-10-5-8-3-1-2-4-9(8)7-12-10/h1-4,10,12H,5-7,11H2

Upstream product

• 112794-29-3 3-(aminocarbonyl)-1,2,3,4-tetrahydroisoquinoline 
• 57060-86-3 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 

Relevant articles and documents

Substituent-dependent negative hyperconjugation in 2-aryl-1,3-N,N-heterocycles. Fine-tuned anomeric effect?

The epimerization reactions of conformationally inflexible 2-aryl-1,3-N,N-heterocycles were used as model systems to study the role of the nitrogen lone pair-C2 associated antibonding orbital hyperconjugative interactions in the experimentally observed substituent-dependent generalized anomeric effect. The measured reaction free enthalpies were found to correlate well with the sum of the hyperconjugative stabilization energies of all the vicinal donor - acceptor orbital overlaps around C2, obtained from ab initio NBO analysis, and both quantities correlated linearly with the Hammett-Brown substituent constant. The individual stereoelectronic interactions (nN-σ*C2-N, nN-σ*C2-Ar, nN-σ*C2-H) were also observed to exhibit a substituent dependence, despite their distance from the 2-aryl substituent and their nonperiplanar arrangement. The higher the electron-withdrawing effect of the 2-aryl substituent, the larger was the stabilization for nN-σ*C2-Ar, while the overlaps nN-σ*C2-N and nN-σ*C2-H changed in the opposite sense. The different polarization of the acceptor σ* orbitals, caused by the 2-aryl substituent, accounted for the observed propagation of the substituent effect. These results promote a detailed explanation of the useful tautomeric behavior of the 2-aryl-1,3-X,N-heterocycles, and reveal the nature of the connection between the anomeric effect and the Hammett-type linear free energy relationship.