3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole

Base Information

• Chemical Name: 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole
• CAS No.: 81226-60-0
• Molecular Formula: C20H21ClN2O
• Molecular Weight: 340.853
• UNII: WTW4A6SW92
• DSSTox Substance ID: DTXSID30230974
• Nikkaji Number: J745.554B
• Wikipedia: L-741,626
• Wikidata: Q6456080
• Pharos Ligand ID: W2AR4HSN5LV7
• ChEMBL ID: CHEMBL445102
• Mol file: 81226-60-0.mol

Synonyms:3-(4-(4-chlorophenyl-4-hydroxypiperidino)methyl)indole;L 741,626;L 741626;L-741,626;L-741626

Chemical Property of 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole

Chemical Property:

• Vapor Pressure: 7.04E-13mmHg at 25°C
• Boiling Point: 548.8°C at 760 mmHg
• Flash Point: 285.7°C
• PSA: 39.26000
• Density: 1.311g/cm³
• LogP: 4.24280
• Storage Temp.: Room temp
• Solubility.: DMSO: ≥20mg/mL
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 340.1342410
• Heavy Atom Count: 24
• Complexity: 416

Purity/Quality:

97% ^*data from raw suppliers

L-741626 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison.
• Hazard Codes: A poison.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CCC1(C2=CC=C(C=C2)Cl)O)CC3=CNC4=CC=CC=C43
• Uses: L-741,626 is a selective D2DR inhibitor. Also, it is a G protein-coupled receptors antagonists and inverse agonists. L-741,626 has been used as selective dopamine (D2) receptor antagonist to study its effects on the uptake of dopamine in human embryonic kidney 293 (HEK293) cells. It has also been used as a D2 receptor antagonist to study its effects on thyrotropin-releasing hormone (TRH) induced prolactin release.

Technology Process of 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole

There total 2 articles about 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole 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: 95.0%

3-(Dimethylaminomethyl)indole (87-52-5) + 4-(4-chlorophenyl)-4-hydroxypiperidine (39512-49-7) → 1-(indol-3-ylmethyl)-4-hydroxy-4-(p-chlorophenyl)piperidine (81226-60-0)

Guidance literature:

In toluene; Heating;

DOI:10.1016/j.bmc.2005.09.008

Reference yield:

indole (120-72-9) + 4-(4-chlorophenyl)-4-hydroxypiperidine (39512-49-7) → 1-(indol-3-ylmethyl)-4-hydroxy-4-(p-chlorophenyl)piperidine (81226-60-0)

Guidance literature:

With formaldehyd; conc. ammonia; In acetic acid;

Reference yield:

1-bromo-hexane (111-25-1) + 1-(indol-3-ylmethyl)-4-hydroxy-4-(p-chlorophenyl)piperidine (81226-60-0) → 4-(4-chloro-phenyl)-1-(1-hexyl-1H-indol-3-ylmethyl)-piperidin-4-ol

Guidance literature:

1-(indol-3-ylmethyl)-4-hydroxy-4-(p-chlorophenyl)piperidine; With sodium hydride; In tetrahydrofuran;

1-bromo-hexane; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2006.10.076

upstream raw materials:

3-(Dimethylaminomethyl)indole

4-(4-chlorophenyl)-4-hydroxypiperidine

indole