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EntityQ2662688· pop 13· linked from 4 articles

Also known as 2-Aminoethyl disulfide, beta-Mercaptoethylamine disulfide, Bis(beta-aminoethyl)disulfide, beta,beta'-Diaminodiethyl disulfide, Cysteinamine disulfide, 2,2'-Dithiobis(ethylamine), Decarboxycystine, Mercamine disulfide

Cystamine ('''2,2'-dithiobisethanamine''') is an organic disulfide. It is formed when cystine is heated, the result of decarboxylation. Cystamine is an unstable liquid and is generally handled as the dihydrochloride salt, C4H12N2S2·2HCl, which is stable to 203-214 °C at which point it decomposes. Cystamine is toxic if swallowed or inhaled and potentially harmful by contact.

Wikidata facts

Mass
152.044
Show 3 more facts
chemical formula
C₄H₁₂N₂S₂
canonical SMILES
C(CSSCCN)N
Commons category
Cystamine
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Article

6 sections
Contents
  • Structure and synthesis
  • Uses
  • Interactions
  • Toxicity
  • Metabolism
  • References

Cystamine ('''2,2'-dithiobisethanamine''') is an organic disulfide. It is formed when cystine is heated, the result of decarboxylation. Cystamine is an unstable liquid and is generally handled as the dihydrochloride salt, C4H12N2S2·2HCl, which is stable to 203-214 °C at which point it decomposes. Cystamine is toxic if swallowed or inhaled and potentially harmful by contact.

== Structure and synthesis == Cystamine is an organic disulfide which is formed when Cystine is heated as a result of decarboxylation. It is often used as sulfhydryl reagent, enzyme inhibitor and radiation-protective agent. Thiols can be synthesized to disulfides like cystamine through chemical oxidation with various oxidizing agents (molecular oxygen, metal ion, metal oxide, DMSO, nitric oxide, halogen and sodium perborate), through electrochemical oxidation and through borohydride exchange resin (BER)-transition metal salts systems (like BER-CuSo4).

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