N,S-Diacetylcysteamine

Base Information

• Chemical Name: N,S-Diacetylcysteamine
• CAS No.: 1420-88-8
• Molecular Formula: C6H11NO2S
• Molecular Weight: 161.225
• Hs Code.: 2930909090
• European Community (EC) Number: 215-821-1
• UNII: 243854U11M
• DSSTox Substance ID: DTXSID40161922
• Nikkaji Number: J113.043I
• Wikidata: Q27253804
• Mol file: 1420-88-8.mol

Synonyms:N,S-diacetylcysteamine

Chemical Property of N,S-Diacetylcysteamine

Chemical Property:

• Appearance/Colour: white solid, powder crystals and/or chunks
• Vapor Pressure: 0.00042mmHg at 25°C
• Melting Point: 29-31 °C(lit.)
• Refractive Index: 1.485
• Boiling Point: 181-182 °C15 mm Hg(lit.)，316.1 °C at 760 mmHg
• Flash Point: 152.4 °C
• PSA: 71.47000
• Density: 1.114 g/cm³
• LogP: 0.79310
• Storage Temp.: −20°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 161.05104977
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

98% ^*data from raw suppliers

N-(S)-DIACETYLCYSTEAMINE 98.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCCSC(=O)C

Technology Process of N,S-Diacetylcysteamine

There total 7 articles about N,S-Diacetylcysteamine 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: 99.0%

acetic anhydride (108-24-7) + Cysteamine (60-23-1) → S-[2-(acetylamino)ethyl] ethanethioate (1420-88-8)

Guidance literature:

With silica gel; for 0.0666667h; Microwave irradiation; neat (no solvent);

DOI:10.1080/10426507.2010.496277

Reference yield: 97.0%

→ S-[2-(acetylamino)ethyl] ethanethioate (1420-88-8)

Guidance literature:

Reference yield: 96.0%

2-mercaptoethylamine hydrochloride (156-57-0) + acetic anhydride (108-24-7) → S-[2-(acetylamino)ethyl] ethanethioate (1420-88-8)

Guidance literature:

With potassium hydroxide; at 0 ℃; for 1.5h;

DOI:10.1021/ja00198a039

upstream raw materials:

Ketene

2-(acetylamino)ethanethiol

acetic anhydride

Cysteamine

Downstream raw materials:

2-(acetylamino)ethanethiol

3-oxobutanoyl-N-acetylcysteamine thioester

acetic acid

ethanol

Refernces

• 1、 Alrashdi, Saad,Deng, Hai,Kyeremeh, Kwaku,Maglangit, Fleurdeliz,Renault, Justine,Tong, Ming Him,Trembleau, Laurent,Victoria, Catherine,Wang, Shan. "Characterization of the promiscuous: N-Acyl CoA transferase, LgoC, in legonoxamine biosynthesis". . p. 2219 - 2222. Retrieved 2020.
• 2、 Wang, Yiben,Lazor, Klare M.,DeMeester, Kristen E.,Liang, Hai,Heiss, Tyler K.,Grimes, Catherine L.. "Postsynthetic modification of bacterial peptidoglycan using bioorthogonal n-acetylcysteamine analogs and peptidoglycan o-acetyltransferase B". . p. 13596 - 13599. Retrieved 2017.