Cysteinamide

Base Information

• Chemical Name: Cysteinamide
• CAS No.: 74401-72-2
• Molecular Formula: C3H8N2OS
• Molecular Weight: 120.175
• UNII: 055X467671
• DSSTox Substance ID: DTXSID40225396
• Metabolomics Workbench ID: 147803
• Mol file: 74401-72-2.mol

Synonyms:Cysteinamide;L-Cysteinamide;74401-72-2;Propanamide, 2-amino-3-mercapto-, (2R)-;(2R)-2-amino-3-sulfanylpropanamide;Propanamide, 2-amino-3-mercapto-, (R)-;UNII-055X467671;055X467671;2-Amino-3-Mercapto-Propionamide;cysteine amide;l-cysteine amide;SCHEMBL358881;DTXSID40225396;AKOS006342485;DB03275;Q27236088

Chemical Property of Cysteinamide

Chemical Property:

• XLogP3: -1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 120.03573406
• Heavy Atom Count: 7
• Complexity: 75.3

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C(C(=O)N)N)S
• Isomeric SMILES: C([C@@H](C(=O)N)N)S

Technology Process of Cysteinamide

There total 4 articles about Cysteinamide 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:

C6H14N4O2S2*ClH (22671-21-2) → L-cysteinamide (74401-72-2)

Guidance literature:

With tris-(2-carboxyethyl)-phosphine hydrochloride; 2-amino-2-hydroxymethyl-1,3-propanediol; sodium hydroxide; In aq. phosphate buffer; at 20 ℃; pH=7;

DOI:10.1021/ja401015p

Reference yield:

(2R,2'R)-3,3'-disulfanediylbis(2-aminopropanamide) (4371-56-6) → L-cysteinamide (74401-72-2)

Guidance literature:

With ammonia; sodium;

DOI:10.1021/jm00318a046

Reference yield:

Cbz-L-Cys-NH2 → L-cysteinamide (74401-72-2)

Guidance literature:

With hydrogen bromide;

DOI:10.1246/bcsj.43.1564

upstream raw materials:

(2R,2'R)-3,3'-disulfanediylbis(2-aminopropanamide)

C₆H₁₄N₄O₂S₂*ClH

Downstream raw materials:

S-(2,4-dinitrophenyl)-L-cysteinamide

(R)-2-acetylamino-3-mercapto-propionamide

Refernces

• 1、 Shah, Neel H.,Eryilmaz, Ertan,Cowburn, David,Muir, Tom W.. "Extein residues play an intimate role in the rate-limiting step of protein trans -splicing". supporting information. p. 5839 - 5847. Retrieved 2013/06/04.