Luzindole

Base Information

• Chemical Name: Luzindole
• CAS No.: 117946-91-5
• Molecular Formula: C19H20 N2 O
• Molecular Weight: 292.381
• Hs Code.: 29339980
• UNII: B31Y10A9UR
• DSSTox Substance ID: DTXSID40151969
• Nikkaji Number: J228.131G
• Wikipedia: Luzindole
• Wikidata: Q6706607
• Pharos Ligand ID: A7G5Y8YLR2Y6
• ChEMBL ID: CHEMBL286615
• Mol file: 117946-91-5.mol

Synonyms:2-benzyl-N-acetyltryptamine;luzindole;N 0774;N-0774

Chemical Property of Luzindole

Chemical Property:

• Appearance/Colour: Off-White Amorphous Solid
• Vapor Pressure: 1.49E-12mmHg at 25°C
• Melting Point: 44-46°C
• Refractive Index: 1.6140 (estimate)
• Boiling Point: 559.6°Cat760mmHg
• PKA: 16.36±0.46(Predicted)
• Flash Point: 292.2°C
• PSA: 44.89000
• Density: 1.155g/cm³
• LogP: 3.82820
• Storage Temp.: −20°C
• Solubility.: DMSO: 5 mg/mL
• Water Solubility.: Soluble in DMSO (100 mM), ethanol (100 mM), chloroform, methanol, and water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 292.157563266
• Heavy Atom Count: 22
• Complexity: 364

Purity/Quality:

98%,99%, ^*data from raw suppliers

Luzindole ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NCCC1=C(NC2=CC=CC=C21)CC3=CC=CC=C3
• Uses: A melatonin receptor antagonist Luzindole significantly antagonizes melatonin-mediated antinociception, suggesting that MEL-1B-R plays a further role as a mediator of melatonin modulation of pain signaling. It is used both in vitro and in vivo to evaluate the roles of melatonin receptor signaling in diverse pathways, including circadian rhythms, animal behavior, and melanophore response

Technology Process of Luzindole

There total 10 articles about Luzindole 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: 76.0%

N-[2-(2-benzoyl-1H-indol-3-yl)ethyl]acetamide → luzindole (117946-91-5)

Guidance literature:

N-[2-(2-benzoyl-1H-indol-3-yl)ethyl]acetamide; With sodium tetrahydroborate; In ethanol; at 0 ℃; for 2h;

With triethylsilane; trifluoroacetic acid; In ethanol; at 0 - 20 ℃; for 1h;

DOI:10.1002/ejoc.201800879

Reference yield: 74.0%

2-benzylindole (3377-72-8) + N-acetylaminoacetaldehyde dimethyl acetal (62005-48-5) → luzindole (117946-91-5)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo3010028

Reference yield: 51.0%

2-benzylindole (3377-72-8) + 2-acetylaminoethanol (142-26-7) → luzindole (117946-91-5)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl) iridium; caesium carbonate; at 150 ℃; for 48h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.5b00195

upstream raw materials:

tryptamine

2-benzylindole

N-acetylaminoacetaldehyde dimethyl acetal

2-acetylaminoethanol