N-Acetyl-5-acetoxytryptamine

Base Information

• Chemical Name: N-Acetyl-5-acetoxytryptamine
• CAS No.: 28026-16-6
• Molecular Formula: C14H16 N2 O3
• Molecular Weight: 260.293
• Hs Code.: 2930901600
• European Community (EC) Number: 829-460-8
• DSSTox Substance ID: DTXSID30370627
• Nikkaji Number: J1.542.345E
• Wikidata: Q82157751
• ChEMBL ID: CHEMBL3230572
• Mol file: 28026-16-6.mol

Synonyms:N-Acetyl-5-acetoxytryptamine;28026-16-6;3-(2-acetamidoethyl)-1H-indol-5-yl acetate;[3-(2-acetamidoethyl)-1H-indol-5-yl] acetate;Acetamide,N-[2-[5-(acetyloxy)-1H-indol-3-yl]ethyl]-;SCHEMBL9326663;CHEMBL3230572;DTXSID30370627;AKOS030240204;3-(n-acetyl-2-aminoethyl)-5-acetoxyindole;A-0400;N-[2-(5-Acetoxy-1H-indole-3-yl)ethyl]acetamide

Chemical Property of N-Acetyl-5-acetoxytryptamine

Chemical Property:

• Boiling Point: 542.8±40.0 °C(Predicted)
• PKA: 16.26±0.46(Predicted)
• PSA: 71.19000
• Density: 1.232±0.06 g/cm3(Predicted)
• LogP: 2.16270
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 260.11609238
• Heavy Atom Count: 19
• Complexity: 346

Purity/Quality:

98%Min ^*data from raw suppliers

3-(2-Acetamidoethyl)-1H-indol-5-yl acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCCC1=CNC2=C1C=C(C=C2)OC(=O)C
• Uses: N-Acetyl-5-acetoxytryptamine can be prodrugs prepared to deliver across the blood-brain barrier. It can also be used to treat neurodegenerative diseases.

Technology Process of N-Acetyl-5-acetoxytryptamine

There total 3 articles about N-Acetyl-5-acetoxytryptamine 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:

serotonin hydrochloride (153-98-0,21591-86-6) + acetyl chloride (75-36-5) → 3-(2-acetamidoethyl)-1H-indol-5-yl acetate (28026-16-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 26 ℃; for 5h;

Reference yield:

serotonin hydrochloride (153-98-0,21591-86-6) + acetic anhydride (108-24-7) → 3-(2-acetamidoethyl)-1H-indol-5-yl acetate (28026-16-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 14h; Inert atmosphere;

Reference yield:

→ 3-(2-acetamidoethyl)-1H-indol-5-yl acetate (28026-16-6)

Guidance literature:

Serotonin-createninsulfat, Essigsaeureanhydrid;

DOI:10.1139/v70-328

upstream raw materials:

serotonin hydrochloride

acetyl chloride

acetic anhydride

Downstream raw materials:

5-methoxy-N-acetyl-tryptamine

N-acetyl-5-hydroxytryptamine

2-(5-methoxyindol-3-yl)ethylamine

Refernces

• 1、 -. "COMPOUNDS DERIVED FROM 3-ALKYLAMINO-1H-INDOLE ACRYLATE, AND THE USE THEREOF IN THE TREATMENT OF NEURODEGENERATIVE DISEASES". Paragraph 0065. . Retrieved 2017/09/04.
• 2、 Flaugh,Crowell,Clemens,Sawyer. "Synthesis and evaluation of the antiovulatory activity of a variety of melatonin analogues". . p. 63 - 69. Retrieved 2007/10/04.