Cysteamine Hydrochloride
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Basic information
- CAS
156-57-0- Standard SMILES
Cl.NCCS- InChIKey
OGMADIBCHLQMIP-UHFFFAOYSA-N- Molecular formula
- C2H7NS.ClH
- Average molar mass
- 113.61 g/mol
- Monoisotopic mass
- 113.00659794
Overview
Cysteamine hydrochloride is an alkanethiol.
Names & identifiers
- Preferred name
- Cysteamine Hydrochloride
- IUPAC
- 2-aminoethanethiol;hydrochloride
- English name
- Cysteamine hydrochloride
- Molecular formula
- C2H8ClNS
- Molecular weight
- 113.61
Names & synonyms
Cysteamine hydrochloride156-57-02-Aminoethanethiol hydrochlorideCysteamine HClMercaptamine hydrochlorideCysteaminium chlorideBekaptanETHANETHIOL, 2-AMINO-, HYDROCHLORIDEMercaptoethylamine hydrochlorideMerkamin hydrochlorideMercamine hydrochlorideCysteamine chlorohydrate
Show more names
2-MERCAPTOETHYLAMINE HYDROCHLORIDE2-AMINOETHANE-1-THIOL HYDROCHLORIDEAminoethanethiol hydrochloridemercaptoethylammonium chloride2-Mercaptoethylammonium chlorideL-Cysteamine hydrochloride2-AMINOETHANETHIOL HCL
CysteaminhydrochloridCystaranDTXSID8045779IF1B771SVBNSC-758692CI-9148CYSTADROPSNSC-21116
Database identifiers
- CAS
156-57-0、16904-32-8- PubChem CID
- 9082
- DTXSID
DTXSID8045779- ChEMBL
CHEMBL1256137- ChEBI
CHEBI:201814- UNII
- IF1B771SVB
- EC Number
- 205-858-1
Properties
Computed structural propertiesFilling in
- Topological polar surface area
- 27 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 5
- Formal charge
- 0
- Complexity
- 10
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Amino Acids and Derivatives
CosmeticsReducing; Antioxidant
Solubility>17 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs
FDA approved drugs -> Active ingredient
EMA approved medicines: Human medicine (Orphan designations)
FDA approved drugs -> Active ingredient
Physical DescriptionSolid; [Merck Index] White hygroscopic crystals; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 67 · 67-71 °C
- Boiling point
- 238.5 ℃[at · 238.5℃[at 101 325 Pa]
- Density
- 0.75 · 0.75
- vapor pressure
- 5.333 Pa · 5.333Pa at 25℃
- refractive index
- 1.61 · 1.6100 (estimate)
- storage temp.
- 2 · 2-8°C
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 6.1% (17 of 278) of reports.
Warning
H302 (92.1%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 278 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Ethanethiol, 2-amino-, hydrochloride
Status: Active Update: 28-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/25700
Ethanethiol, 2-amino-, hydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes burns to skin and eyes; A respiratory tract irritant; [ECHA REACH Registrations] Teratogenicity observed in oral study of rats in the absence of maternal toxicity; Developmental toxicity observed in intraperitoneal study of mice; [Shepard's Catalog of Teratogenic Agents] A skin and strong eye irritant; Harmful by ingestion; [Alfa Aesar MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (92.1%)
Toxicology
Adverse EffectsDermatotoxin - Skin burns.
Safety data
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
CYSTEAMINE HYDROCHLORIDE
Cystine Disulfide Reduction [MoA]; Cystine Depleting Agent [EPC]
MeSH Pharmacological ClassificationCompounds and drugs that react with CYSTINE and convert it into a compound that can be more easily metabolized or intracellularly transported. Drugs in this class have been used to treat CYSTINOSIS.
Uses & manufacturing
Uses
Cysteamine is a natural antioxidant, precursor in taurine biosynthesis, and component of coenzyme A; Used in medical research (potent ulcerogen), as a drug (nephropathic cystinosis), and antidote (acetaminophen poisoning); [Merck Index] A radiation-protective agent that oxidizes in air to form CYSTAMINE. It can be given intravenously or orally to treat radiation sickness. The bitartrate has been used for the oral treatment of nephropathic cystinosis. [ChemIDplus] Used as an intermediate; [ECHA REACH Registrations]
Use ClassificationCosmetics -> Reducing; Antioxidant
General Manufacturing InformationEthanethiol, 2-amino-, hydrochloride (1:1): ACTIVE
Applications
DescriptionCysteamine is a stable aminothiol with radioprotective activities. It reduces ionizing radiation-induced death and chromosomal damage in mice in a dose-dependent manner. Cysteamine binds rapidly and temporarily to plasma proteins upon administration and this activity is directly correlated to its radioprotective effects. In vitro, 0.1 mM cysteamine depletes 90% of free cystine from cystinotic fibroblasts. Formulations containing cysteamine have been used to treat nephropathic cystinosis and reduce glomerular deterioration in humans.
Related reactions
610 records
Compound notes
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