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Hypnotics
Piromelatine
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    Piromelatine

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    Piromelatine
    Chemical structure of Piromelatine
    Identifiers
    • N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]-4-oxopyran-2-carboxamide
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    ChEMBL
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C17H16N2O4
    Molar mass 312.325 g·mol−1
    3D model (JSmol)
    • COC1=CC2=C(C=C1)NC=C2CCNC(=O)C3=CC(=O)C=CO3
    • InChI=1S/C17H16N2O4/c1-22-13-2-3-15-14(9-13)11(10-19-15)4-6-18-17(21)16-8-12(20)5-7-23-16/h2-3,5,7-10,19H,4,6H2,1H3,(H,18,21)
    • Key:PNTNBIHOAPJYDB-UHFFFAOYSA-N

    Piromelatine (Neu-P11) is a multimodal sleep drug under development by Neurim Pharmaceuticals. It is an agonist at melatonin MT1/MT2 and serotonin 5-HT1A/5-HT1D receptors. Neurim is conducting a phase II randomized, placebo controlled trial of cognitive and sleep effects in Alzheimer's disease.

    Results of a phase II trial on insomnia in 120 adults were announced in 2013, finding piromelatine 20/50 mg improved sleep over 4 weeks vs placebo.Phase 1A/1B studies in 2011, showed safe dose-dependent improvement in sleep. Pre-clinical studies showed antinociceptive antihypertensive and cognitive benefits in rat disease models of pain, hypertension, and Alzheimer's disease.

    Antidepressant and anti-anxiety effects were also demonstrated in animal models.

    See also


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