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Merck
CN

02712

Cystamine dihydrochloride

Synonym(s):

2,2′-Diaminodiethyl disulfide dihydrochloride, 2,2′-Dithiobis(ethylamine) dihydrochloride, Decarboxycystine dihydrochloride

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About This Item

Linear Formula:
NH2CH2CH2SSCH2CH2NH2 · 2HCl
CAS Number:
56-17-7
Molecular Weight:
225.20
EC Number:
200-260-7
UNSPSC Code:
12352100
NACRES:
NA.21
Beilstein/REAXYS Number:
3616850
MDL number:
MFCD00012905

Key Documents

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InChI

1S/C4H12N2S2.2ClH/c5-1-3-7-8-4-2-6;;/h1-6H2;2*1H

InChI key

YUFRRMZSSPQMOS-UHFFFAOYSA-N

SMILES string

Cl[H].Cl[H].NCCSSCCN

biological source

synthetic

assay

≥98.0% (TLC)

concentration

≥98 % (w/w) (T)

impurities

≤100 mg/kg 2,6-Di-tert-butyl-4-methylphenol (BHT) (HPLC), ≤100 ppm 1,2-dimethoxyethan, ≤5000 ppm tert-butyl methyl ether, ≤5000 ppm ethanol

mp

215-225 °C (dec.), 217-220 °C (dec.) (lit.)

solubility

H2O: 1.0 g/10 mL, clear to almost clear, colorless to almost colorless (<5.5 NTU)

suitability

corresponds for H-NMR

Quality Level

500

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCB2795
BCCB2794
BCBZ6822
BCBZ5212
BCBZ4055

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Liang Gao et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(11), 3185-3192 (2012-02-22)
Autofluorescent microcapsules were assembled by covalent cross-linking of polysaccharide alginate dialdehyde (ADA) derivative and cystamine dihydrochloride (CM) through a layer-by-layer (LBL) technique. The formulated Schiff base and disulfide bonds render capsules with pH- and redox-responsive properties for pinpointed intracellular delivery
Shosuke Ito et al.
Biochemical pharmacology, 84(5), 646-653 (2012-06-26)
Metastatic melanoma is resistant to conventional therapies. N-propionyl-4-S-cysteaminylphenol (NPrCAP), an N-protected sulfur-amine analog of tyrosine, is a good substrate for tyrosinase and is selectively incorporated into melanoma cells, causing cytotoxicity in vitro and in vivo. We have recently shown that
Yasue Ishii-Osai et al.
Journal of dermatological science, 67(1), 51-60 (2012-05-25)
N-propionyl-4-S-cysteaminylphenol (NPr-4-S-CAP) is selectively incorporated into melanoma cells and degrades them. However, it remains unclear whether NPr-4-S-CAP can induce cell death associated with the induction of host immune responses and tumor suppression in vivo. To examine the molecular mechanism of
Thorsten Overath et al.
Molecular & cellular proteomics : MCP, 11(8), 467-477 (2012-05-05)
The post-translational modification of proteins with O-GlcNAc is involved in various cellular processes including signal transduction, transcription, translation, and nuclear transport. This transient protein modification enables cells or tissues to adapt to nutrient conditions or stress. O-Glycosylation of the 26
Jie Gao et al.
Langmuir : the ACS journal of surfaces and colloids, 28(9), 4464-4471 (2012-01-27)
Gold nanoparticles (GNPs) are attractive alternative optical probes and good biocompatible materials due to their special physical and chemical properties. However, GNPs have a tendency to aggregate particularly in the presence of high salts and certain biological molecules such as
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