N-Acetyl-5-hydroxytryptamine

Base Information

• Chemical Name: N-Acetyl-5-hydroxytryptamine
• CAS No.: 1210-83-9
• Molecular Formula: C12H14N2O2
• Molecular Weight: 218.255
• Hs Code.: 29339900
• European Community (EC) Number: 214-916-5
• UNII: P4TO3C82WV
• DSSTox Substance ID: DTXSID00153106
• Nikkaji Number: J125.886I
• Wikipedia: N-Acetylserotonin
• Wikidata: Q4847704
• Metabolomics Workbench ID: 37676
• ChEMBL ID: CHEMBL33103
• Mol file: 1210-83-9.mol

Synonyms:N-acetyl-5-hydroxytryptamine;N-acetylhydroxytryptamine;N-acetylserotonin

Chemical Property of N-Acetyl-5-hydroxytryptamine

Chemical Property:

• Appearance/Colour: White to off-white or slightly pink powder
• Vapor Pressure: 5.25E-13mmHg at 25°C
• Melting Point: 120-122 °C(lit.)
• Refractive Index: 1.651
• Boiling Point: 556.8 °C at 760 mmHg
• PKA: 10.09±0.40(Predicted)
• Flash Point: 214-916-5
• PSA: 65.12000
• Density: 1.268 g/cm³
• LogP: 1.94300
• Storage Temp.: 2-8°C
• Solubility.: ethanol: 50 mg/mL
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 218.105527694
• Heavy Atom Count: 16
• Complexity: 257

Purity/Quality:

97% ^*data from raw suppliers

N-Acetyl-5-hydroxytryptamine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCCC1=CNC2=C1C=C(C=C2)O
• Uses: A metabolite of Melatonin (M215000). N-Acetyl-5-hydroxytryptamine has been used to treat neuron cells and to analyze its effects on?Krüppel-like factor 15 (KLF15) expression.

Technology Process of N-Acetyl-5-hydroxytryptamine

There total 22 articles about N-Acetyl-5-hydroxytryptamine 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: 98.8%

serotonin hydrochloride (153-98-0,21591-86-6) + acetyl chloride (75-36-5) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Guidance literature:

With sodium hydrogencarbonate; triethylamine; In dichloromethane; at 0 - 20 ℃; for 3.5h; Reagent/catalyst; Temperature;

Reference yield: 95.0%

N‐{2‐[5‐(benzyloxy)‐1H‐indol‐3‐yl]ethyl}acetamide (68062-88-4) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Guidance literature:

With hydrogen; nickel; In ethanol; under 2068.6 Torr;

DOI:10.1021/jm950498t

Reference yield: 85.0%

vinyl acetate (108-05-4,9003-20-7) + 3-(2-aminoethyl)-1H-indol-5-ol (50-67-9) → N-acetyl-5-hydroxytryptamine (1210-83-9)

Guidance literature:

With agarose immobilized acetyltransferase from Mycobacterium smegmatis (MsAcT); In aq. phosphate buffer; dimethyl sulfoxide; at 25 ℃; for 0.0833333h; under 760.051 Torr; pH=8.0; chemoselective reaction; Flow reactor; Enzymatic reaction;

DOI:10.1039/c9gc01374a

upstream raw materials:

formic acid

Nb-acetyl-1-hydroxytryptamine

N‐{2‐[5‐(benzyloxy)‐1H‐indol‐3‐yl]ethyl}acetamide

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

Downstream raw materials:

C₂₀H₂₂N₂O₂

C₂₀H₂₂N₂O₃

C₂₁H₂₄N₂O₃

5-methoxy-N-acetyl-tryptamine

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