6266-41-7

Basic information

• Product Name: 2-[2-(octahydroisoquinolin-2(1H)-yl)ethyl]-1,2-dihydroisoquinoline
• CAS NO: 6266-41-7
• Molecular Formula: C₂₀H₂₈N₂
• Molecular Weight: 296.4497
• Mol File: 6266-41-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 453°C at 760 mmHg
• Flash Point: 205.4°C
• Density: 1.044g/cm³
• Vapor Pressure: 2.14E-08mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 2-[2-(octahydroisoquinolin-2(1H)-yl)ethyl]-1,2-dihydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(octahydroisoquinolin-2(1H)-yl)ethyl]-1,2-dihydroisoquinoline(6266-41-7)
• EPA Substance Registry System: 2-[2-(octahydroisoquinolin-2(1H)-yl)ethyl]-1,2-dihydroisoquinoline(6266-41-7)

Safety Data

• Hazardous Substances Data: 6266-41-7(Hazardous Substances Data)

Usage

Chemical compound

2-[2-(octahydroisoquinolin-2(1H)-yl)ethyl]-1,2-dihydroisoquinoline

Class

Isoquinoline derivatives

Functional groups

Ethyl group
Dihydroisoquinoline group

Potential applications

Pharmaceutical research
Drug development

Structural features

Octahydroisoquinolin-2(1H)-yl group: Indicates a six-membered ring structure
Dihydroisoquinoline moiety: Suggests a bicyclic ring system

Biological activities

Possibly exhibited due to its structural features
Promising candidate for further investigation in various scientific fields

Upstream product

• 119-65-3 isoquinoline 
• 106-93-4 ethylene dibromide 

Relevant articles and documents

A new [2]pseudorotaxane from 1,2-bis(isoquinolinium)ethane salt/dibenzo-24-crown-8 ether

A new [2]pseudorotaxane from the 1,2-bis(isoquinolinium)ethane axle and the dibenzo-24-crown-8 ether wheel and its self-assembly were investigated by 1H NMR spectroscopy and single crystal X-ray diffraction technique. The results demonstrated that the supramolecular adduct was held together by three noncovalent interaction such as N+ ... O ion-dipole interactions, C-H ... O hydrogen bonding, and π-stacking between electron-poor isoquinolinium rings of the axle and electron-rich catechol rings of the wheel. They, furthermore, showed that the phenyl ring as a substituent or a fused ring on pyridinium has a similar effect on the association ability. Copyright Taylor & Francis Group, LLC.

Cucurbit[7]uril complexations of bis(isoquinolinium)alkane dications in aqueous solution

The 1:1 and 2:1 host-guest complexation of a series of 1,n- bis(isoquinolinium)alkane dications (Iq(CH2)nIq 2+, n = 2, 4, 5, 6, 8, 9, 10 and 12, and Iq(p-xylene)Iq2+) by cucurbit[7]uril (CB[7]) in aqueous solution has been investigated by 1H NMR spectroscopy and ESI mass spectrometry. The site of binding of the first CB[7] is dependent on the nature of the central linker group, with encapsulation of the p-xylene group or the polymethylene chain when n = 6-10.With shorter (n = 2-5) or longer (n = 12) chains, the first CB[7] binds over an isoquinolinium group. With a second CB[7], the binding of the central group is abandoned in favour of the CB[7] hosts encapsulating the two cationic isoquinolinium termini. The 1:1 and 2:1 host-guest stability constants are related to modes of binding and the nature of the central linkers, and are compared with dicationic guests bearing different terminal groups.

New bisquaternary isoquinolinium inhibitors of brain cholinesterases - Synthesis and anticholinesterase activity

Alzheimer's disease (AD) is one of the most discussed diseases of present time. Because of the aging of our population it is high threat for future. Due to this, new drugs combating AD are still developed. In this study, twelve bisquaternary isoquinolinium derivatives differing in the linker between two heteroarenium rings were synthesized and tested for their potency to inhibit brain cholinesterases. According to the obtained in vitro results, the anticholinesterase activity grew up with the length of the connection chain. Possible binding to the enzyme cavity was described using software Autodock. Moreover, LogP and molecular volume of prepared compounds were predicted. As resulted, the highest probability of synthesized compounds to penetrate blood-brain barrier could be expected for the compound with linker having eight methylenes.