2-aminoethane-1-thiol

• ChemBase ID: 725
• Molecular Formular: C2H7NS
• Molecular Mass: 77.14868
• Monoisotopic Mass: 77.02992023
• SMILES: SCCN
• Canonical SMILES: NCCS
• InChI: InChI=1S/C2H7NS/c3-1-2-4/h4H,1-3H2
• InChIKey: UFULAYFCSOUIOV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-aminoethane-1-thiol
• IUPAC Traditional name: cysteamine
• Brand Name: Becaptan; Lambraten; Lambratene; Mecramine; Mercamin; Merkamin; Riacon; Cystavision
• Synonyms: β-Mercaptoethylamine; β-MEA; Cysteamine; β-mercaptoethylamine; 2-mercaptoethylamine; mercaptamine; (2-Mercaptoethyl)amine; 2-Amino-1-ethanethiol; 2-Aminoethanethiol; 2-Aminoethyl mercaptan; 2-Mercaptoethanamine; Aminoethyl mercaptan; beta-Aminoethanethiol; beta-MEA; beta-Mercaptoethylamine; Cisteamina; Cysteamide; Cysteamin; Cysteamine bitartrate; Cysteinamine; Decarboxycysteine; Ethanethiolamine; MEA; Mercaptamin; Mercamine; Thioethanolamine; Cysteamine hydrochloride; Cysteamine; β-巯基乙胺; 2-巯基乙胺; 2-氨基乙硫醇; 巯基乙胺; 硫化乙醇胺; 半胱胺

Database IDs

• CAS Number: 60-23-1
• EC Number: 200-463-0
• MDL Number: MFCD00008196
• Beilstein Number: 635649
• PubChem SID: 46507730; 24897366; 24857934; 160964188
• PubChem CID: 6058
• CHEBI ID: 17141
• ATC CODE: A16AA04
• CHEMBL: 602
• Chemspider ID: 5834
• DrugBank ID: DB00847
• KEGG ID: D03634
• Unique Ingredient Identifier: 5UX2SD1KE2
• Wikipedia Title: Cysteamine

CALCULATED PROPERTIES

JChem

• 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
• 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

ALOGPS 2.1

• Solubility (Water): 2.35e+01 g/l
• Log P: 0.01
• LOG S: -0.52

PROPERTIES

Physical Property

• Melting Point: 95-97 °C
• Hydrophobicity(logP): 0.1

Safety Information

• RTECS: KJ0175000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36; S26 S36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ~95%; ≥98.0% (RT)
• Linear Formula: NH2CH2CH2SH

DETAILS

DrugBank - DB00847

• Drug Groups: approved; investigational
• Description: 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. [PubChem]
• Indication: Given intravenously or orally to treat radiation sickness. The bitartrate has been used for the oral treatment of nephropathic cystinosis and cystinurea.
• Pharmacology: People born without the ability to metabolize the amino acid cystine suffer from cystinosis, a rare inherited disorder characterized by the deposition and accumulation of cystine crystals throughout the body. These crystals cause considerable damage, particularly in the kidney. Kidney failure can occur by the age of 10 in untreated patients. Cysteamine prevents the accumulation of cystine crystals and is prescribed to prevent further kidney damage. Cysteamine helps to convert cystine into less harmful chemical forms that can be removed from cells.
• Toxicity: Symptoms of overdose may include convulsions (seizures), increased thirst and unusual tiredness or weakness.
• Affected Organisms: Humans and other mammals
• Distribution: * 156 L
• Clearance: * apparent plasma cl=1.2 L/min
• References: Lukashin BP, Grebeniuk AN: [Comparative study of the radiation-protective effectiveness of low doses of cysteamine, heparin, and naphtizine in experiments on mice] Radiats Biol Radioecol. 2001 May-Jun;41(3):310-2. [Pubmed]
• External Links: Wikipedia; Drugs.com

Sigma Aldrich - M9768

包装
5, 25, 50 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M9768.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES

• Lukashin BP, Grebeniuk AN: [Comparative study of the radiation-protective effectiveness of low doses of cysteamine, heparin, and naphtizine in experiments on mice] Radiats Biol Radioecol. 2001 May-Jun;41(3):310-2. Pubmed