Dacisteine

Base Information

• Chemical Name: Dacisteine
• CAS No.: 18725-37-6
• Molecular Formula: C7H11 N O4 S
• Molecular Weight: 205.235
• Hs Code.: 2930909090
• European Community (EC) Number: 242-537-5
• UNII: WF970ATW3T
• DSSTox Substance ID: DTXSID00172034
• Nikkaji Number: J222.285J
• Wikidata: Q27292608
• NCI Thesaurus Code: C74266
• ChEMBL ID: CHEMBL2106099
• Mol file: 18725-37-6.mol

Synonyms:N,S-diacetylcysteine

Chemical Property of Dacisteine

Chemical Property:

• Vapor Pressure: 3.13E-09mmHg at 25°C
• Melting Point: 114-116°C
• Boiling Point: 446.8°C at 760 mmHg
• PKA: 3.15±0.10(Predicted)
• Flash Point: 224°C
• PSA: 108.77000
• Density: 1.314g/cm³
• LogP: 0.24630
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 205.04087901
• Heavy Atom Count: 13
• Complexity: 229

Purity/Quality:

97% ^*data from raw suppliers

N,S-Diacetyl-L-cysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CSC(=O)C)C(=O)O
• Isomeric SMILES: CC(=O)N[C@@H](CSC(=O)C)C(=O)O
• Uses: N,S-Diacetyl-L-cysteine (Acetylcysteine EP Impurity D) is a double-prodrugs of L-cysteine: differential protection against acetaminophen-induced hepatotoxicity in mice (1,2,3). A double-prodrugs of L-cysteine

Technology Process of Dacisteine

There total 5 articles about Dacisteine 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: 83.9%

l-cysteine hydrochloride (52-89-1) + acetic anhydride (108-24-7) → (R)-2-acetylamino-3-(acetylthio)propionic acid (18725-37-6)

Guidance literature:

With sodium hydroxide; In water; at 0 ℃;

Reference yield:

L-Cysteine (52-90-4) + acetic anhydride (108-24-7) → (R)-2-acetylamino-3-(acetylthio)propionic acid (18725-37-6)

Guidance literature:

With sodium hydroxide;

Reference yield:

N,S-diacetyl-cysteine (19538-81-9) → (R)-2-acetylamino-3-(acetylthio)propionic acid (18725-37-6)

Guidance literature:

With brucine;

upstream raw materials:

N,S-diacetyl-cysteine

L-Cysteine

acetic anhydride

l-cysteine hydrochloride

Downstream raw materials:

N,S-Diacetyl-L-Cystein-p-hydroxy-anilid

N_.S-Diacetyl-DL-cystein-p-nitrophenylester

N,S-Diacetyl-L-cystein-p-acetoxyanilid

Acetic acid (1S,2R,3R,4S,5S,6R)-2,3,4,5-tetraacetoxy-6-[(2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-((R)-2-acetylamino-3-acetylsulfanyl-propionylamino)-tetrahydro-pyran-2-yloxy]-cyclohexyl ester