N-[2-(1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-[2-(1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide
• CAS No.: 86658-78-8
• Molecular Formula: C17H18N2O2S
• Molecular Weight: 314.408
• Hs Code.: 2935009090
• European Community (EC) Number: 668-704-6
• DSSTox Substance ID: DTXSID101322412
• Nikkaji Number: J902.937K
• ChEMBL ID: CHEMBL181939
• Mol file: 86658-78-8.mol

Synonyms:86658-78-8;N-[2-(1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide;N-(2-(1H-Indol-3-yl)ethyl)-4-methylbenzenesulfonamide;N-[2-(1H-indol-3-yl)ethyl]-4-methylbenzene-1-sulfonamide;N-tosyl-tryptamine;tryptamine sulfonamide, 6;MLS001195306;(2-Indol-3-ylethyl)((4-methylphenyl)sulfonyl)amine;CHEMBL181939;SCHEMBL2953798;N-(p-Toluenesulfonyl)tryptamine;BDBM22268;N-Tosyl-1H-indole-3-ethanamine;DTXSID101322412;HMS2872B13;MFCD00033471;AKOS005098916;SMR000550583;6R-1027;N-(2-(3-INDOLYL)ETHYL)-P-TOLUENESULFONAMIDE

Chemical Property of N-[2-(1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

Chemical Property:

• PSA: 70.34000
• LogP: 4.46900
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 314.10889899
• Heavy Atom Count: 22
• Complexity: 452

Purity/Quality:

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

N-(2-(3-INDOLYL)ETHYL)-P-TOLUENESULFONAMIDE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NCCC2=CNC3=CC=CC=C32

Technology Process of N-[2-(1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide

There total 22 articles about N-[2-(1H-indol-3-yl)ethyl]-4-methylbenzenesulfonamide 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: 100.0%

tryptamine (61-54-1) + p-toluenesulfonyl chloride (98-59-9) → N-tosyl tryptamine (86658-78-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1021/acs.joc.9b01149

Reference yield: 94.0%

N,N′,N′-tris(p-toluenesulfonyl)tryptamine → N-tosyl tryptamine (86658-78-8)

Guidance literature:

With C₂₂H₃₁N₅; In N,N-dimethyl-formamide; at 100 ℃; for 18h;

DOI:10.1039/c3ob41701h

Reference yield: 78.0%

2-(3-indole)-ethanol (526-55-6,930395-07-6) + toluene-4-sulfonamide (70-55-3) → N-tosyl tryptamine (86658-78-8)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; potassium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In 5,5-dimethyl-1,3-cyclohexadiene; at 20 - 150 ℃; for 24.1667h; Inert atmosphere;

upstream raw materials:

tryptamine

p-toluenesulfonyl chloride

phenylhydrazine

4-aminobutyrylaldehyde diethylacetal

Downstream raw materials:

N-(2-(1H-indol-3-yl)ethyl)-N,4-dimethylbenzenesulfonamide

N-[2-Cyanoethyl]-N-{2-[1-(2-cyanoethyl)-1H-indol-3-yl]}-ethyl-(4-methylphenyl)sulphonamide

tryptamine

ethyl 3-(2-((4-methylphenyl)sulfonamido)ethyl)-1H-indole-1-carboxylate

Refernces

• 1、 Becker, Antonia,Breit, Bernhard,Grugel, Christian P.. "Rhodium-Catalyzed Stereoselective Cyclization of 3-Allenylindoles and N-Allenyltryptamines to Functionalized Vinylic Spiroindolenines". supporting information. p. 3788 - 3792. Retrieved 2021/05/29.
• 2、 Taha, Muhammad,Imran, Syahrul,Salahuddin, Mohammed,Iqbal, Naveed,Rahim, Fazal,Uddin, Nizam,Shehzad, Adeeb,Khalid Farooq, Rai,Alomari, Munther,Mohammed Khan, Khalid. "Evaluation and docking of indole sulfonamide as a potent inhibitor of α-glucosidase enzyme in streptozotocin –induced diabetic albino wistar rats". . . Retrieved 2021/03/26.