Structure via PubChem · Public domain (PubChem)
cysteamine
Sign in to saveAlso known as CI-9148, cysteamine hydrochloride, L-1573, beta-aminoethylthiol, 2-amino-1-ethanethiol, MEA, beta-MEA, Cisteamina
Cysteamine is an organosulfur compound with the formula . A white, water-soluble solid, it contains both an amine and a thiol functional group. It is often used as the salt of the ammonium derivative [HSCH2CH2NH3]+, including the hydrochloride, and the bitartrate. Another derivative is phosphocysteamine, . The intermediate pantetheine is broken down into cysteamine and pantothenic acid.
Key facts
- Drug.INN
- mercaptamine
- Drug.IUPAC_name
- 2-Aminoethane-1-thiol
- Drug.image
- Cysteamine-2D-skeletal.png
- Drug.image_class
- skin-invert-image
- Drug.image2
- Cysteamine 3D ball.png
- Drug.image_class2
- bg-transparent
- Drug.caption
- Skeletal formula (top)Ball-and-stick model of the cysteamine
- Drug.INN_EMA
- mercaptamine
- Drug.USAN
- cysteamine
- Drug.tradename
- Cystagon, Procysbi, Cystaran, others
- Drug.DailyMedID
- Cysteamine
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth, eye drops
- Drug.ATC_prefix
- A16
- Drug.ATC_suffix
- AA04
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C2H7NS
- Molecular weight
- 77.15 g/mol
- IUPAC name
- 2-azaniumylethanethiolate
- SMILES
- C(C[S-])[NH3+]
- InChIKey
- UFULAYFCSOUIOV-UHFFFAOYSA-N
- XLogP
- -0.4
- Polar surface area
- 28.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
5,250 papers- Unveiling thiol biomarkers: Glutathione and cysteamine.Clinica chimica acta; international journal of clinical chemistry · 2024
- Cystamine and cysteamine as inhibitors of transglutaminase activity in vivo.Bioscience reports · 2018
- Cysteamine as a novel disease-modifying compound for Parkinson's disease: Over a decade of research supporting a clinical trial.Neurobiology of disease · 2019
- Cysteamine: an old drug with new potential.Drug discovery today · 2013
- Cysteamine Protects Neurons from Mutant Huntingtin Toxicity.Journal of Huntington's disease · 2019
via PubMed
Wikidata facts
- Mass
- 77.03
Show 5 more facts
- chemical formula
- C₂H₇NS
- canonical SMILES
- C(CS)N
- World Health Organisation international non-proprietary name
- mercaptamine
- defined daily dose
- 2
- Commons category
- Cysteamine
Sources (7)
via Wikidata · CC0
~3 min read
Article
6 sectionsContents
- Medical uses
- Adverse effects
- Interactions
- Pharmacology
- History
- References
Cysteamine is an organosulfur compound with the formula . A white, water-soluble solid, it contains both an amine and a thiol functional group. It is often used as the salt of the ammonium derivative [HSCH2CH2NH3]+, including the hydrochloride, and the bitartrate. Another derivative is phosphocysteamine, . The intermediate pantetheine is broken down into cysteamine and pantothenic acid.
It is biosynthesized in mammals, including humans, by the degradation of coenzyme A. It is the biosynthetic precursor to the neurotransmitter hypotaurine.