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2,2'-dithiobis(ethylamine)

Product Name
2,2'-dithiobis(ethylamine)
CAS No.
51-85-4
Chemical Name
2,2'-dithiobis(ethylamine)
Synonyms
L-1591;Cystinamine;Decarboxycystine;Mercamine disulfide;2,2'-Dithiobisethanamine;2,2'-dithiobis(ethylamine);Ethanamine, 2,2'-dithiobis-;2,2-DIAMINODIETHYLDISULPHIDE;2,2'-disulfanediyldiethanamine;2-(2-aminoethyldisulfanyl)ethanamine
CBNumber
CB6920175
Molecular Formula
C4H12N2S2
Formula Weight
152.28
MOL File
51-85-4.mol
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2,2'-dithiobis(ethylamine) Property

Melting point:
135-136 °C
Boiling point:
106-108 °C(Press: 5 Torr)
Density 
1.090 (estimate)
refractive index 
1.5605 (estimate)
storage temp. 
Storage temp. -20°C
solubility 
Soluble in Water, DMSO, DMF, Methanol
form 
Liquid
pka
8.97±0.10(Predicted)
color 
Light yellow to brown
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
A765248
Product name
Aminoethyl-SS-ethylamine
Packaging
50mg
Price
$90
Updated
2021/12/16
BroadPharm
Product number
BP-22847
Product name
Aminoethyl-SS-ethylamine
Purity
98%
Packaging
5G
Price
$295
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0157970
Product name
CYSTAMINE
Purity
95.00%
Packaging
5MG
Price
$504.24
Updated
2021/12/16
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2,2'-dithiobis(ethylamine) Chemical Properties,Usage,Production

Description

Aminoethyl-SS-ethylamine contains two primary amine terminal groups and a cleavable disulfide bond. The terminal amines can participate in chemical reactions with carboxylic acids, activated NHS esters and other carbonyl compounds. The disulfide bond can be cleaved by Dithiothreitol (DTT) reagent.

Chemical Properties

Cystamine is an unstable liquid, and its dihydrochloride C4H12N2S2·2HCl is generally used. The latter is stable to 203-214°C and decomposes above this temperature.

Uses

Cystamine is the disulfide form of the free thiol, cysteamine. Cystamine is an orally active transglutaminase (Tgase) inhibitor. Cystamine also has inhibition activity for caspase-3 with an IC50 value of 23.6 μM. Cystamine can be used for the research of severals diseases including Huntington's disease (HD) [1][2][3].

Definition

ChEBI: An organic disulfide obtgained by oxidative dimerisation of cysteamine.

in vivo

Cystamine (oral, i.p.; 112, 225 mg/kg) reduces Tgase activity and GGEL levels, lessens the behavioral and neuropathological severity, and extends survival in R6/2 transgenic HD mice[2].

Animal Model:R6/2 transgenic HD mice[2]
Dosage:112, 225 mg/kg
Administration:Intraperitoneal or oral, daily
Result:Significantly extended survival, improved body weight and motor performance, delayed the neuropathological sequela and significantly altered the levels of Tgase activity and N(Sigma)-(gamma-L-glutamyl)-L-lysine (GGEL) levels.

IC 50

Caspase 3: 23.6 μM (IC50)

References

[1] Mathieu Lesort, et al. Cystamine inhibits caspase activity. Implications for the treatment of polyglutamine disorders. J Biol Chem. 2003 Feb 7;278(6):3825-30. DOI:10.1074/jbc.M205812200
[2] Alpaslan Dedeoglu, et al. Therapeutic effects of cystamine in a murine model of Huntington's disease. J Neurosci. 2002 Oct 15;22(20):8942-50. DOI:10.1523/JNEUROSCI.22-20-08942.2002
[3] Thomas M Jeitner, et al. Cystamine and cysteamine as inhibitors of transglutaminase activity in vivo. Biosci Rep. 2018 Sep 5;38(5):BSR20180691. DOI:10.1042/BSR20180691

2,2'-dithiobis(ethylamine) Preparation Products And Raw materials

Raw materials

Preparation Products

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2,2'-dithiobis(ethylamine) Suppliers

China 48 Finland 1 United States 3 Global 52
Energy Chemical
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51-85-4, 2,2'-dithiobis(ethylamine)Related Search:

N,N'-BIS(ACRYLOYL)CYSTAMINE (BOC-CYS-OH)2 N,N'-Bis(benzyloxycarbonyl)-L-cystine (H-CYS-BETANA)2 D-PENICILLAMINE DISULFIDE Cystamine dihydrochloride D-Cystine Dimethyl L-cystinate dihydrochloride (H-CYS-ALA-OH)2 (H-CYS-GLY-OH)2 L-CYSTINE, DISODIUM SALT N,N'-DIDANSYL-L-CYSTINE (H-CYS-BETANA)2 2 HCL (H-CYS-VAL-OH)2 (H-CYS-LEU-OH)2 (H-CYS-TYR-OH)2 (H-CYS-PHE-OH)2 (H-CYS-PNA)2

  • 2,2'-dithiobis(ethylamine)
  • 2,2-DIAMINODIETHYLDISULPHIDE
  • 2,2'-Dithiobisethanamine
  • Cystinamine
  • Decarboxycystine
  • L-1591
  • Mercamine disulfide
  • 2,2'-disulfanediyldiethanamine
  • Ethanamine, 2,2'-dithiobis-
  • 2-(2-aminoethyldisulfanyl)ethanamine
  • 51-85-4