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Clinical data
Trade namesHypnodine, Pipnodine
Other namesAW-14233; HF-2333; MP-11; PLP 100-127; 6-(4-Methyl-1-piperazinyl)morphanthridine
CAS Number
PubChem CID
CompTox Dashboard (EPA)
ECHA InfoCard100.241.831 Edit this at Wikidata
Chemical and physical data
Molar mass291.398 g/mol g·mol−1
3D model (JSmol)

Perlapine, sold under the brand names Hypnodine and Pipnodine, is a hypnotic and sedative of the tricyclic group which is marketed in Japan.[1] It acts primarily as a potent antihistamine,[2] and also has anticholinergic,[2] antiserotonergic,[3] antiadrenergic, and some antidopaminergic activity.[3][4][5][6] The drug has relatively weak affinity for the dopamine D2 receptor (IC50 = 1,803 nM) and, in accordance, is said to be ineffective as an antipsychotic.[6][7] However, it retains higher affinity for the dopamine D1 receptor (IC50 = 198 nM).[6] Its IC50 values are 19 nM for the α1-adrenergic receptor, 4,945 nM for the α2-adrenergic receptor, and 70 nM for the serotonin 5-HT2A receptor.[6] Perlapine is closely related to clotiapine, clozapine, fluperlapine, loxapine, and tilozepine.[6]


  1. ^ Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 811–. ISBN 978-3-88763-075-1.
  2. ^ a b Abel Lajtha (11 November 2013). Alterations of Metabolites in the Nervous System. Springer Science & Business Media. pp. 352–. ISBN 978-1-4757-6740-7.
  3. ^ a b Progress in Medicinal Chemistry. Elsevier. 24 April 1996. pp. 226–. ISBN 978-0-08-086281-1.
  4. ^ D E Hathway (31 October 2007). Foreign Compound Metabolism in Mammals. Royal Society of Chemistry. pp. 302–. ISBN 978-1-84755-608-0.
  5. ^ Bentham Science Publishers (April 1995). Current Medicinal Chemistry. Bentham Science Publishers. pp. 489–.
  6. ^ a b c d e Thomas R.E. Barnes (22 October 2013). Antipsychotic Drugs and Their Side-Effects. Elsevier Science. pp. 28, 34. ISBN 978-1-4832-8810-9.
  7. ^ American College of Neuropsychopharmacology (1978). Psychopharmacology: a generation of progress. Raven Press. p. 514. ISBN 978-0-89004-191-8.