2-aminoethane-1-thiol hydrochloride

• ChemBase ID: 92986
• Molecular Formular: C2H8ClNS
• Molecular Mass: 113.60962
• Monoisotopic Mass: 113.00659794
• SMILES: SCCN.Cl
• Canonical SMILES: NCCS.Cl
• InChI: InChI=1S/C2H7NS.ClH/c3-1-2-4;/h4H,1-3H2;1H
• InChIKey: OGMADIBCHLQMIP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-aminoethane-1-thiol hydrochloride
• IUPAC Traditional name: cysteamine hydrochloride
• Synonyms: Cysteamine hydrochloride; 2-Mercaptoethylamine hydrochloride; 2-Aminoethane-1-thiol hydrochloride; 2-Mercaptoethylamine HCl; 2-Amino-ethane-thiol hydrochloride; 2-Mercapto-ethyl-amine hydrochloride; Decarboxy-cysteine hydrochloride; Thio-ethanol-amine hydrochloride; β-MERCAPTOETHYLAMINE HYDROCHLORIDE; Cysteamine hydrochloride; 2-Aminoethanethiol hydrochloride; Cysteamine HCl; Cysteamine, Hydrochloride; β-Mercapto-ethylamine hydrochloride; Aminoethanethiol hydrochloride; 2-Mercaptoethylamine hydrochloride; β-巯基乙胺 盐酸盐; 2-巯基乙胺 盐酸盐; 2-氨基乙硫醇 盐酸盐; 巯乙胺 盐酸盐; 硫化乙醇胺 盐酸盐; 半胱胺 盐酸盐; 半胱胺 盐酸盐; 2-氨基乙硫醇 盐酸盐; 2-巯基乙胺 盐酸盐

Database IDs

• CAS Number: 156-57-0
• EC Number: 205-858-1
• MDL Number: MFCD00012904
• Beilstein Number: 3590083
• Merck Index: 142779
• PubChem SID: 162079684; 24278088
• PubChem CID: 9082

CALCULATED PROPERTIES

• Acid pKa: 9.42294
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): -3.1991591
• LogD (pH = 7.4): -2.195107
• Log P: -0.41661316
• Molar Refractivity: 22.3937 cm^3
• Polarizability: 8.998495 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Soluble in water and alcohol
• Apperance: White Solid
• Melting Point: 64-70 °C; 65-69°C; 66-68 °C(lit.); 66-68°C; 67-71 °C; 70°C; 70-72°C
• Density: 0.750

Safety Information

• Storage Condition: -20°C Freezer; 2-8°C, Desiccate
• Storage Warning: Harmful/Irritant/Hygroscopic/Store under Argon; Hygroscopic
• RTECS: KJ0200000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22; 22-36/37/38
• Safety Statements: 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302; H302-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥97.0% (RT); ≥98% (titration); 98%; 98+%
• Salt Data: HCl
• Linear Formula: HSCH2CH2NH2 · HCl

DETAILS

MP Biomedicals - 02100995

Hydrochloride
Useful antioxidant

Apollo Scientific Ltd - OR9920T

Used as an antioxidant & in radiation therapy.

Sigma Aldrich - M6500

包装
25, 100 g in glass bottle
Application
Cysteamine derived from cysteine degradation is the simplest stable aminothiol. Cysteamine is used in the biosynthesis of coenzyme A (CoA). Cysteamine may be useful in studies on oxidative stress and glycation (transglycating agent). Cysteamine is a substrate useful to study the specificity and kinetics of cysteamine (2-aminoethanethiol) dioxygenase(s) (ADO).

Sigma Aldrich - 30080

Application
Cysteamine is an aminothiol that can reduce important oxidized disulfide molecules such as cystine to yield cysteine. Cysteamine is used in a wide range of applications from regulation of gene expression, to depletion of somatostatin, to coating of nanoparticles.

Toronto Research Chemicals - C992000

Used as an antioxidant and in radiation therapy.

REFERENCES

• For selective protection of nitrogen by silylation, see: Synthesis, 924 (1980).