2-(4,5-dihydro-1H-imidazol-2-yl)quinoline

Base Information

• Chemical Name: 2-(4,5-dihydro-1H-imidazol-2-yl)quinoline
• CAS No.: 187173-05-3
• Molecular Formula: C₁₂H₁₁N₃
• Molecular Weight: 197.239
• DSSTox Substance ID: DTXSID001272339
• Nikkaji Number: J786.453A
• Wikidata: Q27164701
• Pharos Ligand ID: 9VXYY6R2H877
• ChEMBL ID: CHEMBL13698
• Mol file: 187173-05-3.mol

Synonyms:BU 224;BU-224;BU224

Chemical Property of 2-(4,5-dihydro-1H-imidazol-2-yl)quinoline

Chemical Property:

• Vapor Pressure: 9.33E-06mmHg at 25°C
• Boiling Point: 372.9°Cat760mmHg
• PKA: 9.87±0.40(Predicted)
• Flash Point: 179.3°C
• PSA: 37.28000
• Density: g/cm³
• LogP: 2.15100
• Storage Temp.: Desiccate at RT
• Solubility.: ethanol: 1.2 mg/mL
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 197.095297364
• Heavy Atom Count: 15
• Complexity: 262

Purity/Quality:

98%Min ^*data from raw suppliers

BU 224 Hydrochloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN=C(N1)C2=NC3=CC=CC=C3C=C2
• Uses: BU224 is one of the two most widely studied I2 receptor ligands and have antinociceptive and antidepressant-?like activities in rodents.

Technology Process of 2-(4,5-dihydro-1H-imidazol-2-yl)quinoline

There total 4 articles about 2-(4,5-dihydro-1H-imidazol-2-yl)quinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 56.0%

quinoline 2-carbaldehyde (5470-96-2) + ethylenediamine (107-15-3,85404-18-8) → 2-(2-imidazolin-2-yl)quinoline (187173-05-3)

Guidance literature:

quinoline 2-carbaldehyde; ethylenediamine; In dichloromethane; at 20 ℃; for 1h;

With N-Bromosuccinimide; In dichloromethane; at 0 ℃; for 8h;

DOI:10.1016/j.tetlet.2021.153627

Reference yield:

C12H13N3 → 2-(2-imidazolin-2-yl)quinoline (187173-05-3)

Guidance literature:

With N-Bromosuccinimide; In water; at 65 - 70 ℃; for 0.3h; Ultrasound irradiation;

DOI:10.1016/j.bmcl.2008.03.001

Reference yield:

quinoline 2-carbaldehyde (5470-96-2) → 2-(2-imidazolin-2-yl)quinoline (187173-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: water / 0.03 h / Ultrasound irradiation

2: N-Bromosuccinimide / water / 0.3 h / 65 - 70 °C / Ultrasound irradiation

With N-Bromosuccinimide; In water;

DOI:10.1016/j.bmcl.2008.03.001

upstream raw materials:

quinoline-2-carbonitrile

ethylenediamine

quinoline 2-carbaldehyde

Refernces

• 1、 Chen, Yang,Liu, Changmeng,Xu, Dong,Xu, Jiaxi,Yang, Zhanhui. "Iridium-catalyzed highly chemoselective and efficient reduction of nitroalkenes to nitroalkanes in water". supporting information. p. 6050 - 6058. Retrieved 2021/08/23.
• 2、 Anastassiadou, Maria,Danoun, Sada,Crane, Louis,Baziard-Mouysset, Genevieve,Payard, Marc,Caignard, Daniel-Henri,Rettori, Marie-Claire,Renard, Pierre. "Synthesis and pharmacological evaluation of imidazoline sites I1 and I2 selective ligands". . p. 585 - 592. Retrieved 2007/10/03.