N-Acetyl-DL-cysteine

Base Information

• Chemical Name: N-Acetyl-DL-cysteine
• CAS No.: 7218-04-4
• Molecular Formula: C₅H₉NO₃S
• Molecular Weight: 163.197
• European Community (EC) Number: 230-609-9
• NSC Number: 111180
• UNII: 2SPH1IMO2V
• DSSTox Substance ID: DTXSID8048105
• Nikkaji Number: J629.132E
• ChEMBL ID: CHEMBL145615
• Mol file: 7218-04-4.mol

Synonyms:N-Acetyl-DL-cysteine;7218-04-4;2-acetamido-3-sulfanylpropanoic acid;2-Acetamido-3-mercaptopropanoic acid;DL-Cysteine, N-acetyl-;2SPH1IMO2V;MFCD00151956;2-Acetylamino-3-mercapto-propionic acid;C5H9NO3S;DTXSID8048105;Flumicil;MFCD00004880;DL-Acetylcysteine;L-Cysteine,;Sodium 2-acetamido-3-mercaptopropionate;2-acetamido-3-sulfanyl-propanoic acid;Ac-D-Cys-OH;Ac-DL-Cys-OH;UNII-2SPH1IMO2V;SCHEMBL5291;WLN: SH1YVQMV1 -L;HSCH2CH(NHCOCH3)CO2H;CHEMBL145615;CYSTEINE, N-ACETYL-, DL-;2-Acetamido-3-mercaptopropanoicacid;EINECS 230-609-9;STL135991;STL454996;(Z)-N-(1-hydroxyethylidene)cysteine;AKOS002434507;AKOS017342892;2-Acetylamino-3-mercaptopropanoic acid;2-acetylamino-3-mercapto propionic acid;NCGC00015086-03;AS-57272;NCI60_000255;SY009511;CS-0071230;FT-0629832;FT-0661198;2-chloro-3-methoxythiophene-4-carboxylic acid;EN300-136669;F2173-0391;45F1315B-9604-4E8C-8048-902731179704

Chemical Property of N-Acetyl-DL-cysteine

Chemical Property:

• Vapor Pressure: 8.68E-08mmHg at 25°C
• Refractive Index: 1.518
• Boiling Point: 407.678 °C at 760 mmHg
• PKA: 3.25±0.10(Predicted)
• Flash Point: 200.357 °C
• PSA: 108.69000
• Density: 1.295 g/cm³
• LogP: 0.34580
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Aqueous Base (Slightly), Chloroform (Slightly, Heated, Sonicated), DMSO (Slightl
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 163.03031432
• Heavy Atom Count: 10
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-DL-cysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CS)C(=O)O
• Recent EU Clinical Trials: NACOS - The effect of N-acetylcystein for depressive symptoms in patients with bipolar depression - A double blind randomized placebo-controlled trial with follow up
• Uses: N-Acetyl-cysteine is a reagent that is used in the synthesis of phenylalkyl isoselenocyanates which has anticancer activity.

Technology Process of N-Acetyl-DL-cysteine

There total 8 articles about N-Acetyl-DL-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:

2-Acetylamino-3-(2,2,2-trichloro-ethoxycarbonylsulfanyl)-propionic acid → N-Acetylcysteine (7218-04-4,26117-28-2,616-91-1,7696-05-1)

Guidance literature:

With lithium perchlorate; In methanol; (electrolysis);

DOI:10.1021/ja00769a087

Reference yield:

N-acetyl-S-benzyl-D,L-cysteine (19538-71-7) → N-Acetylcysteine (7218-04-4,26117-28-2,616-91-1,7696-05-1)

Guidance literature:

With ammonia; sodium;

DOI:10.1021/jm00309a057

Reference yield:

ethyl N-acetyl-S-benzyl-D,L-cysteinate (118456-64-7) → N-Acetylcysteine (7218-04-4,26117-28-2,616-91-1,7696-05-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 N aq. sodium hydroxide / 0.03 h / 65 °C

2: sodium / liquid ammonia / 0.75 h

With sodium hydroxide; sodium; In ammonia;

DOI:10.1021/jo00266a018

upstream raw materials:

N-acetyl-S-benzyl-D,L-cysteine

2-hydroxyethanethiol

ethyl N-acetyl-S-benzyl-D,L-cysteinate

Downstream raw materials:

2-acetylamino-3-mercapto-propionic acid methyl ester

5-thio-2-nitrobenzoic acid

4-acetaminophenol

2-acetamido-3-(5′-acetamido-2′-hydroxyphenylthio) propanoic acid

Refernces

• 1、 -. "Pharmaceutically acceprable salts of aporphine compounds of carboxyl group-containing agents and methods for preparing the same". . . Retrieved 2009/12/28.
• 2、 -. "Homogeneous polyoxime compositions and their preparation by parallel assembly". . . Retrieved 2008/06/13.