Mazapertine

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Mazapertine
Mazapertine.svg
Names
IUPAC name
Piperidin-1-yl[3-({4-[2-(propan-2-yloxy)phenyl]piperazin-1-yl}methyl)phenyl]methanone
Other names
RWJ-37796
Identifiers
134208-17-6 YesY
ChEMBL ChEMBL10085
ChemSpider 54808
Jmol-3D images Image
PubChem 60820
UNII N0X1XW704P
Properties
C26H35N3O2
Molar mass 421.58 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Mazapertine (RWJ-37796) is an antipsychotic agent that was developed by Johnson & Johnson but never marketed. It exerts its pharmacological effect through affinity for dopamine D2, serotonin 5-HT1A, and α1-adrenergic receptors.[1]

Mazapertine is safe and well tolerated when administered orally.[2]

Analogs of mazapertine with conformational restriction have been prepared and have greater affinity for the 5-HT1A receptor.[3]

References[edit]

  1. ^ Reitz, A. B.; Baxter, E. W.; Codd, E. E.; Davis, C. B.; Jordan, A. D.; Maryanoff, B. E.; Maryanoff, C. A.; McDonnell, M. E.; Powell, E. T.; Renzi, M. J.; Schott, M. R.; Scott, M. K.; Shank, R. P.; Vaught, J. L. (1998). "Orally Active Benzamide Antipsychotic Agents with Affinity for Dopamine D2, Serotonin 5-HT1A, and Adrenergic α1Receptors". Journal of Medicinal Chemistry 41 (12): 1997–2009. doi:10.1021/jm970164z. PMID 9622541.  edit
  2. ^ Kleinbloesem, C. H.; Jaquet-Müller, F. O.; Al-Hamdan, Y.; Baldauf, C.; Gisclon, L.; Wesnes, K.; Curtin, C. R.; John Stubbs, R.; Walker, S. A.; Brunner-Ferber, F. O. (1996). "Incremental dosage of the new antipsychotic mazapertine induces tolerance to cardiovascular and cognitive effects in healthy men*". Clinical Pharmacology & Therapeutics 59 (6): 675–685. doi:10.1016/S0009-9236(96)90008-9. PMID 8681493.  edit
  3. ^ Baxter, Ellen W.; Reitz, Allen B. (1997). "Hindered rotation congeners of mazapertine: High affinity ligands for the 5-HT1A receptor". Bioorganic & Medicinal Chemistry Letters 7 (7): 763. doi:10.1016/S0960-894X(97)00074-7.