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Sigma-Aldrich

Cysteamine hydrochloride

BioXtra

Synonym(s):

β-Mercapto­ethylamine hydrochloride, 2-Amino­ethane­thiol hydrochloride, 2-Mercapto­ethyl­amine hydrochloride, Decarboxy­cysteine hydrochloride, Thio­ethanol­amine hydrochloride

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About This Item

Linear Formula:
HSCH2CH2NH2 · HCl
CAS Number:
156-57-0
Molecular Weight:
113.61
Beilstein/REAXYS Number:
3590083
EC Number:
205-858-1
MDL number:
MFCD00012904
UNSPSC Code:
41106305
PubChem Substance ID:
329753424
NACRES:
NA.51

product line

BioXtra

Quality Level

200

pH

3.5-5.0 (25 °C, 1 M in H2O)

mp

67-71 °C

solubility

H2O: 1 m at 20 °C, clear, colorless

anion traces

sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.5 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤50 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

absorption

cut-off at 270 nm in H2O at 1 M

λ

1 M in H2O

UV absorption

λ: 280 nm Amax: ≤0.3

storage temp.

2-8°C

SMILES string

Cl[H].NCCS

InChI

1S/C2H7NS.ClH/c3-1-2-4;/h4H,1-3H2;1H

InChI key

OGMADIBCHLQMIP-UHFFFAOYSA-N

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General description

Cysteamine is an aminothiol that can reduce important oxidized disulfide molecules such as cystine to yield cysteine.

Application

Cysteamine is used in a wide range of applications such as regulation of gene expression, depletion of somatostatin and coating of nanoparticles. It may be used to study the potential value of cystine in metabolism disorders such as cystinosis. Cysteamine may be used as a redox sensitive component in biosensor development.

Other Notes

Aminothiol radioprotector; Inducer of duodenal ulcers in rodents; Depletes somatostatin concentration in rat tissues.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D. Vasilescu et al.
International Journal of Quantum Chemistry, 14, 149-149 (1987)
S Szabo et al.
Endocrinology, 109(6), 2255-2257 (1981-12-01)
Administration of cysteamine (mercaptoethylamine) induces in rats severe perforating duodenal ulcers. Because the ulcerogenic properties of cysteamine are markedly reduced by treatment with somatostatin, we considered the possibility that cysteamine-induced duodenal ulcer might be mediated by depletion of tissue somatostatin
R Widmann et al.
Journal of neurochemistry, 50(6), 1682-1686 (1988-06-01)
Cysteamine and its dimeric form cystamine have been applied to the rat striatum by local injection. Both compounds resulted in a dose-dependent decrease of somatostatin levels. Maximal reduction of somatostatin (by about 50%) was obtained at a dose of 50
Mengxiao Yu et al.
Journal of the American Chemical Society, 133(29), 11014-11017 (2011-07-01)
pH regulates many cellular processes and is also an indicator of disease progression. Therefore, pH-responsive materials often serve as either tools in the fundamental understanding of cell biology or medicine for disease diagnosis and therapy. While gold nanoparticles have broad
S Szabo et al.
Chronobiology international, 4(1), 31-42 (1987-01-01)
Cysteamine is widely used in rodents to induce duodenal ulcer. Herein, the pathogenesis of duodenal ulceration in its earliest stages was reviewed using findings from cysteamine- and propionitrile-induced duodenal ulcer in rodent models, especially taking into account changes in the
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