Structure via PubChem · Public domain (PubChem)
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 477169275
- Drug.IUPAC_name
- N-Methyl-9,10-ethanoanthracene-9(10H)-propanamine
- Drug.image
- Maprotiline structure.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200px
- Drug.image2
- Maprotiline ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 200px
- Drug.tradename
- Ludiomil, others
- Drug.MedlinePlus
- a682158
- Drug.pregnancy_US_comment
- B3[in US?]
- Drug.legal_AU
- S4
- Drug.legal_BR
- C1
- Drug.legal_US
- Rx-only
- Drug.routes_of_administration
- Oral, intramuscular, intravenous
- Drug.bioavailability
- 66–70%
via Wikipedia infobox
Chemical data
- Formula
- C20H23N
- Molecular weight
- 277.4 g/mol
- IUPAC name
- N-methyl-3-(1-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaenyl)propan-1-amine
- SMILES
- CNCCCC12CCC(C3=CC=CC=C31)C4=CC=CC=C24
- InChIKey
- QSLMDECMDJKHMQ-UHFFFAOYSA-N
- XLogP
- 4.6
- Polar surface area
- 12 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
- 1980
- Admin. routes
- oral
- Indications
- anxiety, Dementia, glioblastoma multiforme, depressive disorder
via ChEMBL · EBI
Research
1,332 papers- Maprotiline.Modern problems of pharmacopsychiatry · 1982
- Maprotiline-induced ataxia.Journal of clinical psychopharmacology · 1986
- Maprotiline Ameliorates High Glucose-Induced Dysfunction in Renal Glomerular Endothelial Cells.Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association · 2022
- Maprotiline: a review of its pharmacological properties and therapeutic efficacy in mental depressive states.Drugs · 1977
- Maprotiline-induced myoclonus.Journal of clinical psychopharmacology · 1983
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 277.18305
- Has use
- medication
Show 6 more facts
- medical condition treated
- major depressive disorder
- chemical formula
- C₂₀H₂₃N
- World Health Organisation international non-proprietary name
- maprotiline
- Commons category
- Maprotiline
- canonical SMILES
- CNCCCC12CCC(C3=CC=CC=C31)C4=CC=CC=C24
- subject has role
- adrenergic uptake inhibitors
Sources (6)
via Wikidata · CC0