Dimetacrine

Title: Dimetacrine
CAS Registry Number: 4757-55-5
CAS Name: N,N,9,9-Tetramethyl-10(9H)-acridinepropanamine
Additional Names: 10-[3-(dimethylamino)propyl]-9,9-dimethylacridan; 5,5-dimethyl-10-dimethylaminopropylacridan; dimethacrine
Molecular Formula: C20H26N2
Molecular Weight: 294.43
Percent Composition: C 81.59%, H 8.90%, N 9.51%
Literature References: Prepn: Holm, GB 933875 (1963 to Kefalas), C.A. 60, 510a (1964); Molnar, Wagner-Jauregg, Helv. Chim. Acta 48, 1782 (1965); FR 1438357 (1966 to Siegfried), C.A. 66, 10856k (1967). Pharmacology and metabolism: Schatz et al., Arzneim.-Forsch. 18, 862 (1968); Ishitani et al., Jpn. J. Pharmacol. 20, 432 (1970).
Properties: Free base, bp1 200°.
Boiling point: bp1 200°
Derivative Type: Hydrochloride
Molecular Formula: C20H26N2.HCl
Molecular Weight: 330.89
Percent Composition: C 72.60%, H 8.22%, N 8.47%, Cl 10.71%
Properties: Crystals from abs alc + acetone, mp 151-154°.
Melting point: mp 151-154°
Derivative Type: Tartrate
CAS Registry Number: 3759-07-7
Manufacturers' Codes: SD-709
Trademarks: Istonil (Siegfried)
Therap-Cat: Antidepressant.
Keywords: Antidepressant; Tricyclics.
Dimetan? Dimethadione Dimethazan Dimethenamid Dimethicone

Dimetacrine
Dimetacrine.svg
Systematic (IUPAC) name
3-(9,9-dimethylacridin-10-yl)-N,N-dimethyl-propan-1-amine
Clinical data
Legal status Prescription only
Routes Oral
Identifiers
CAS number 4757-55-5
ATC code N06AA18
PubChem CID 94280
ChemSpider 85085
UNII O341NY501N YesY
KEGG D02565
Chemical data
Formula C20H26N2 
Mol. mass 294.43 g/mol

Dimetacrine (Istonil, Istonyl, Linostil, Miroistonil), also known as dimethacrine and acripramine, is a tricyclic antidepressant (TCA) used in Europe and formerly in Japan for the treatment of depression.[1][2][3][4][5] 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.[6][7] 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).