2-[1-(benzenesulfonyl)-5-methoxyindol-3-yl]-N,N-dimethylethanamine

Base Information

• Chemical Name: 2-[1-(benzenesulfonyl)-5-methoxyindol-3-yl]-N,N-dimethylethanamine
• CAS No.: 263384-65-2
• Molecular Formula: C19H22N2O3S
• Molecular Weight: 358.461
• UNII: L7TKH887Y7
• DSSTox Substance ID: DTXSID501027131
• Nikkaji Number: J1.419.488F
• Wikipedia: MS-245
• Wikidata: Q855371
• Pharos Ligand ID: 988VBZ3QKFCQ
• ChEMBL ID: CHEMBL76237
• Mol file: 263384-65-2.mol

Synonyms:BS-5-OMe DMT;MS-245;N1-benzenesulfonyl-5-methoxy-N,N-dimethyltryptamine

Chemical Property of 2-[1-(benzenesulfonyl)-5-methoxyindol-3-yl]-N,N-dimethylethanamine

Chemical Property:

• PSA: 59.92000
• LogP: 4.07180
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 358.13511374
• Heavy Atom Count: 25
• Complexity: 525

Purity/Quality:

99% ^*data from raw suppliers

MS 245 oxalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCC1=CN(C2=C1C=C(C=C2)OC)S(=O)(=O)C3=CC=CC=C3
• Uses: MS 245 Oxalate, is a 5-HT6 antagonist with high affinity. It also increases the hypolocomotor actions of (-)-nicotine in mice.

Technology Process of 2-[1-(benzenesulfonyl)-5-methoxyindol-3-yl]-N,N-dimethylethanamine

There total 2 articles about 2-[1-(benzenesulfonyl)-5-methoxyindol-3-yl]-N,N-dimethylethanamine 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: 96.0%

N,N-dimethyl-5-methoxytryptamine (1019-45-0) + benzenesulfonyl chloride (98-09-9) → N,N-dimethyl-2-[1-(benzenesulphonyl)-5-methoxy-1H-indol-3-yl]ethylamine (263384-65-2)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1021/jm010943m

Reference yield:

→ N,N-dimethyl-2-[1-(benzenesulphonyl)-5-methoxy-1H-indol-3-yl]ethylamine (263384-65-2)

Guidance literature:

Reference yield: 25.0%

ethyl iodide (75-03-6) + N,N-dimethyl-2-[1-(benzenesulphonyl)-5-methoxy-1H-indol-3-yl]ethylamine (263384-65-2) → 1-benzenesulfonyl-3-(dimethylaminoethyl)-2-ethyl-5-methoxyindole

Guidance literature:

In 1,2-dimethoxyethane; at -10 ℃; for 1h;

upstream raw materials:

N,N-dimethyl-5-methoxytryptamine

benzenesulfonyl chloride

Downstream raw materials:

1-benzenesulfonyl-3-(dimethylaminoethyl)-2-n-propyl-5-methoxyindole

Refernces

• 1、 -. "Use". . . Retrieved 2008/06/13.
• 2、 -. "Indole and indoline derivatives as 5-HT6 selective ligands". . . Retrieved 2008/06/13.