dimetacrine

Also known as 3-(9,9-dimethylacridin-10-yl)-N,N-dimethyl-propan-1-amine

Dimetacrine (also known as dimethacrine and acripramine; brand names Istonil, Istonyl, Linostil, and Miroistonil) is a tricyclic antidepressant (TCA) used in Europe and formerly in Japan for the treatment of depression. It has imipramine-like effects; though, in a double-blind clinical trial against imipramine, dimetacrine was found to have lower efficacy in comparison and produced more weight loss and abnormal liver tests.

Chemical data

Formula: C20H26N2
Molecular weight: 294.4 g/mol
IUPAC name: 3-(9,9-dimethylacridin-10-yl)-N,N-dimethylpropan-1-amine
SMILES: CC1(C2=CC=CC=C2N(C3=CC=CC=C31)CCCN(C)C)C
InChIKey: RYQOGSFEJBUZBX-UHFFFAOYSA-N
XLogP: 5.4
Polar surface area: 6.5 Å²
H-bond donors: 0
H-bond acceptors: 2
Formal charge: 0

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Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: major depressive disorder

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Mass: 294.209599
Has use: medication

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chemical formula: C₂₀H₂₆N₂
World Health Organisation international non-proprietary name: dimetacrine
canonical SMILES: CC1(C2=CC=CC=C2N(C3=CC=CC=C31)CCCN(C)C)C
defined daily dose: 0.15
Commons category: Dimetacrine

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Encyclopedic overview

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References

Little is known about the pharmacology of dimetacrine, but it can be inferred that it acts in a similar manner to other TCAs. If this is indeed the case, dimetacrine may induce severe cardiac toxicity in overdose (a side effect unique to the tricyclic class of antidepressants).

Excerpted from Wikipedia’s “dimetacrine” article, available under the CC BY-SA 4.0 licence.

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