S-Acetyl-Cysteine

Base Information

• Chemical Name: S-Acetyl-Cysteine
• CAS No.: 15312-11-5
• Molecular Formula: C5H9NO3S
• Molecular Weight: 163.19486
• UNII: SSR768695G
• Wikidata: Q76415163
• Metabolomics Workbench ID: 146651
• Mol file: 15312-11-5.mol

Synonyms:S-acetylcysteine;S-Acetyl-Cysteine;s-acetyl-l-cysteine;Cysteine, S-acetate;Cysteine, acetate (ester), L-;(2R)-3-(Acetylsulfanyl)-2-aminopropanoic acid;SSR768695G;15312-11-5;SCHEMBL360990;UNII-SSR768695G;XCIRMLHOFVDUDP-BYPYZUCNSA-N;DB02039;(R)-3-(Acetylthio)-2-aminopropanoicacid;(R)-3-(Acetylthio)-2-aminopropanoic acid

Chemical Property of S-Acetyl-Cysteine

Chemical Property:

• Boiling Point: 297.8±35.0 °C(Predicted)
• PKA: 1.94±0.10(Predicted)
• Density: 1.350±0.06 g/cm3(Predicted)
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 163.03031432
• Heavy Atom Count: 10
• Complexity: 148

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)SCC(C(=O)O)N
• Isomeric SMILES: CC(=O)SC[C@@H](C(=O)O)N

Technology Process of S-Acetyl-Cysteine

There total 3 articles about S-Acetyl-Cysteine 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: 90.0%

L-Cysteine (52-90-4) + acetyl chloride (75-36-5) → S-acetylcysteine (15312-11-5,25988-61-8)

Guidance literature:

With trifluoroacetic acid; at 20 - 40 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1021/ja5048285

Reference yield:

L-Cysteine (52-90-4) + 4-nitrophenol acetate (830-03-5) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + S-acetylcysteine (15312-11-5,25988-61-8)

Guidance literature:

With Carbonate buffer; cetyltrimethylammonim bromide; sodium bromide; at 25 ℃; pH=10.60; Kinetics;

DOI:10.1139/v00-113

Reference yield:

L-Cysteine (52-90-4) + acetylhydroxamic acid (546-88-3) → S-acetylcysteine (15312-11-5,25988-61-8)

Guidance literature:

With 3-(N-morpholino)propanesulfonic acid; potassium chloride; In water; pH=7.3; pH-value; Kinetics;

DOI:10.1021/acs.jpca.8b06672

upstream raw materials:

L-Cysteine

4-nitrophenol acetate

acetyl chloride

acetylhydroxamic acid

Refernces

• 1、 Li, Jun,Sun, Chun-Lin,Shen, Rong,Cao, Xiao-Yan,Zhou, Bo,Bai, De-Cheng,Zhang, Hao-Li. "An electrochemically switched smart surface for peptide immobilization and conformation control". supporting information. p. 11050 - 11056. Retrieved 2014/08/18.