Structure via PubChem · Public domain (PubChem)
clemastine
Sign in to saveAlso known as HS-592, meclastin, (+)-(2R)-2-(2-{[(R)-p-chloro-alpha-methyl-alpha-phenylbenzyl]oxy}ethyl)-1-methylpyrrolidine, (+)-(2R)-2-(2-{[(R)-p-chloro-α-methyl-α-phenylbenzyl]oxy}ethyl)-1-methylpyrrolidine
Clemastine, also known as meclastin, is a first-generation H1 histamine antagonist (antihistamine) with anticholinergic properties (drying) and sedative side effects. Like all first-generation antihistamines, it is sedating.
Chemical data
- Formula
- C21H26ClNO
- Molecular weight
- 343.9 g/mol
- IUPAC name
- (2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine
- SMILES
- C[C@@](C1=CC=CC=C1)(C2=CC=C(C=C2)Cl)OCC[C@H]3CCCN3C
- InChIKey
- YNNUSGIPVFPVBX-NHCUHLMSSA-N
- XLogP
- 5
- Polar surface area
- 12.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
614 papers- Clemastine.2012
- Clemastine.2006
- Drug repurposing: Clemastine fumarate and neurodegeneration.Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie · 2023
- Clemastine fumarate as a remyelinating therapy for multiple sclerosis (ReBUILD): a randomised, controlled, double-blind, crossover trial.Lancet (London, England) · 2017
- The potential of repurposing clemastine to promote remyelination.Frontiers in cellular neuroscience · 2025
via PubMed
Wikidata facts
- Mass
- 343.170292
Show 6 more facts
- chemical formula
- C₂₁H₂₆ClNO
- World Health Organisation international non-proprietary name
- clemastine
- isomeric SMILES
- C[C@@](C1=CC=CC=C1)(C2=CC=C(C=C2)Cl)OCC[C@H]3CCCN3C
- canonical SMILES
- CC(C1=CC=CC=C1)(C2=CC=C(C=C2)Cl)OCCC3CCCN3C
- Commons category
- Clemastine
- defined daily dose
- 2
via Wikidata · CC0
~5 min read
Article
8 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Mechanism of action
- Society and culture
- Research
- References
- External links
{{Drugbox | Watchedfields = changed | verifiedrevid = 460041264 | IUPAC_name = (2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine | image = Clemastine.svg | image_class = skin-invert-image | width = 222 | image2 = Clemastine ball-and-stick.png | image_class2 = bg-transparent
| tradename = | Drugs.com = | MedlinePlus = a682542 | pregnancy_US = B | legal_status = otc | routes_of_administration = Oral