N-Methylserotonin

Base Information

• Chemical Name: N-Methylserotonin
• CAS No.: 1134-01-6
• Molecular Formula: C11H14 N2 O
• Molecular Weight: 190.245
• Hs Code.: 2933990090
• UNII: MZ25L5SJ6Z
• DSSTox Substance ID: DTXSID40150396
• Nikkaji Number: J357.102E
• Wikipedia: N-Methylserotonin
• Wikidata: Q855403
• Metabolomics Workbench ID: 38520
• ChEMBL ID: CHEMBL277362
• Mol file: 1134-01-6.mol

Synonyms:N-methylserotonin;N-methylserotonin oxalate salt

Chemical Property of N-Methylserotonin

Chemical Property:

• Vapor Pressure: 4.66E-07mmHg at 25°C
• Boiling Point: 402.6°Cat760mmHg
• Flash Point: 197.3°C
• PSA: 48.05000
• Density: 1.2g/cm³
• LogP: 2.02630
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 190.110613074
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

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

N-Methyl Serotonin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCCC1=CNC2=C1C=C(C=C2)O
• Uses: N-Methylserotonin is the N-methylated derivative of serotonin with similar activity. Studies have identified N-Methylserotonin as a potential active constituent that contributes to the serotonergic activity of black cohosh.

Technology Process of N-Methylserotonin

There total 10 articles about N-Methylserotonin 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: 65.0%

5-hydroxy-Nb-methoxycarbonyltryptamine (77549-09-8) → N-methylserotonin (1134-01-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; Heating;

Reference yield: 57.0%

N-methylserotonin 5-O-β-glucoside (1261074-26-3) → N-methylserotonin (1134-01-6)

Guidance literature:

With hydrogenchloride; water; at 70 ℃; for 1h;

DOI:10.1271/bbb.100261

Reference yield: 39.1%

N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)formamide → N-methylserotonin (1134-01-6)

Guidance literature:

N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)formamide; With lithium aluminium tetrahydride; In tetrahydrofuran; at 25 ℃; for 4.66h; Inert atmosphere; Reflux;

With sodium hydroxide; In water; at 0 - 10 ℃; for 0.25h; Inert atmosphere;

upstream raw materials:

benzyl-[2-(5-benzyloxy-indol-3-yl)-ethyl]-methyl-amine

[2-(5-benzyloxy-indol-3-yl)-ethyl]-methyl-amine; hydrogenoxalate

5-hydroxy-Nb-methoxycarbonyltryptamine

3-(2-aminoethyl)-1H-indol-5-ol

Refernces

• 1、 -. "Method for preparing N-methyl-5-hydroxytryptamine by taking 5-hydroxytryptamine hydrochloride as raw material". Paragraph 0030; 0033-0036; 0039-0042; 0045-0047. . Retrieved 2021/02/10.
• 2、 Somei, Masanori,Yamada, Fumio,Morikawa, Harunobu. "Syntheses of Serotonin, N-Methylserotonin, Bufotenine, and Melatonin, and the First Total Synthesis of N-(Indol-3-yl)methyl-N-methyl-5-methoxytryptamine from Tryptamine through a Common Intermediate, 1-Hydroxytryptamine". . p. 91 - 94. Retrieved 2007/10/03.