Structure via PubChem · Public domain (PubChem)
سیستیمین
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
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1994
- Admin. routes
- oral, topical
- Indications
- Hepatic steatosis, HIV infection, eye disease, pneumonia
via ChEMBL · EBI
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
- Subclass of
- chemical compound
- Has part
- carbon
- Mass
- 77.03
- Has use
- medication
Show 8 more facts
- chemical formula
- C₂H₇NS
- medical condition treated
- cystinosis
- canonical SMILES
- C(CS)N
- World Health Organisation international non-proprietary name
- mercaptamine
- defined daily dose
- 2
- Commons category
- Cysteamine
- different from
- cystamine
- found in taxon
- Homo sapiens
Sources (7)
via Wikidata · CC0