Cystamine

Base Information

• Chemical Name: Cystamine
• CAS No.: 51-85-4
• Molecular Formula: C4H12 N2 S2
• Molecular Weight: 152.285
• Hs Code.: 2930909090
• European Community (EC) Number: 200-129-4
• UNII: R110LV8L02
• DSSTox Substance ID: DTXSID60199005
• Nikkaji Number: J4.128I
• Wikipedia: Cystamine
• Wikidata: Q2662688
• NCI Thesaurus Code: C97355
• Metabolomics Workbench ID: 71454
• ChEMBL ID: CHEMBL61350
• Mol file: 51-85-4.mol

Synonyms:2,2' Dithiobisethanamine;2,2'-Dithiobisethanamine;Calcium Salt, Cystamine;Cystamine;Cystamine Calcium Salt;Cystamine Diacetate;Cystamine Dihydrobromide;Cystamine Dihydrochloride;Cystamine Hydrobromide;Cystamine Hydrochloride;Cystamine Sulfate;Cystamine Sulfate (1:1);Cysteinamine Disulfide;Cystinamin;Cystineamine;Decarboxycystine;Diacetate, Cystamine;Diaminodiethyldisulfide;Dihydrobromide, Cystamine;Dihydrochloride, Cystamine;Disulfide, Cysteinamine;Hydrobromide, Cystamine;Hydrochloride, Cystamine;Sulfate, Cystamine

Chemical Property of Cystamine

Chemical Property:

• Melting Point: 135-136 °C
• Refractive Index: 1.5605 (estimate)
• Boiling Point: 106-108 °C(Press: 5 Torr)
• PKA: 8.97±0.10(Predicted)
• Flash Point: 114oC
• PSA: 102.64000
• Density: 1.090 (estimate)
• LogP: 1.68580
• Solubility.: Soluble in Water, DMSO, DMF, Methanol
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 152.04419074
• Heavy Atom Count: 8
• Complexity: 37

Purity/Quality:

97% ^*data from raw suppliers

Aminoethyl-SS-ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C(CSSCCN)N
• General Description: 2,2'-Dithiobis(ethylamine) (cystamine) is a disulfide compound formed through the oxidation of cysteamine, serving as a stable dimerization product in various oxidative reactions. It is produced under acidic conditions by oxidants like iodate, iodine, or molecular oxygen, often catalyzed by copper ions or enzymes such as cysteamine dioxygenase. 2,2'-dithiobis(ethylamine) is also generated during the decomposition of cysteamine-S-nitrosothiol (CANO) in nitrosation reactions. Its formation is a key step in sulfur metabolism and oxidative stress responses, with applications in chemiluminescence assays and biochemical studies.

Technology Process of Cystamine

There total 30 articles about Cystamine 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: 100.0%

Cysteamine (60-23-1) → 2,2'-dithio-bis[ethylamine] (51-85-4)

Guidance literature:

With polystyrene-bound diaryl selenoxide; In dichloromethane; for 1.5h;

DOI:10.1246/bcsj.59.879

Reference yield: 100.0%

S-nitroso-2-aminoethanethiol (67616-42-6) → 2,2'-dithio-bis[ethylamine] (51-85-4)

Guidance literature:

With Cu(II); for 24h;

DOI:10.1139/v2012-051

Reference yield: 90.0%

(Z)-1,4-Bis(2-aminoethyldithio)-2-butene dihydrochloride (111238-66-5) → 2,2'-dithio-bis[ethylamine] (51-85-4)

Guidance literature:

In water-d2; at 68 ℃; for 96h;

DOI:10.1021/je00051a023

upstream raw materials:

cysteine disulfide

L-cystine

2-aminoethylthiosulfonic acid

N,N'-(2,2'-disulfanediylbis(ethane-2,1-diyl))dibenzamide

Downstream raw materials:

bis-{2-[(N,N-phthaloyl-β-alanyl)-amino]-ethyl}-disulfide

bis-(2-{[N-(toluene-4-sulfonyl)-β-alanyl]-amino}-ethyl)-disulfide

4,5-Dihydro-thiazol-2-ylamin

Cysteamine