Trepipam

Trepipam
Identifiers
IUPAC name
  • (5R)-7,8-dimethoxy-3-methyl-5-phenyl-1,2,4,5-tetrahydro-3-benzazepine
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC19H23NO2
Molar mass297.398 g·mol−1
3D model (JSmol)
Specific rotation+31.8°
Density1.072 ± 0.06 g/cm3 (predicted)
Melting point105–106 °C (221–223 °F) (experimental)
Boiling point416.8 ± 45.0 °C (782.2 ± 81.0 °F) (predicted)
SMILES
  • CN1CCC2=CC(=C(C=C2C(C1)C3=CC=CC=C3)OC)OC
InChI
  • InChI=1S/C19H23NO2/c1-20-10-9-15-11-18(21-2)19(22-3)12-16(15)17(13-20)14-7-5-4-6-8-14/h4-8,11-12,17H,9-10,13H2,1-3H3/t17-/m1/s1
  • Key:ICPHJSKVAZMKIV-QGZVFWFLSA-N

Trepipam (INN) is a dopamine receptor agonist of the benzazepine group that was never marketed.[1] It acts specifically as an agonist of the dopamine D1 receptor.[2] It is closed related structurally to fenoldopam, a peripherally acting selective D1 receptor partial agonist which is used as an antihypertensive agent.

References

  1. ↑ Lednicer D (4 March 2009). Strategies for Organic Drug Synthesis and Design. John Wiley & Sons. pp. 495–. ISBN 978-0-470-39959-0.
  2. ↑ Goode-Romero G, Winnberg U, Domínguez L, Ibarra IA, Vargas R, Winnberg E, Martínez A (December 2020). "New information of dopaminergic agents based on quantum chemistry calculations". Sci Rep. 10 (1): 21581. Bibcode:2020NatSR..1021581G. doi:10.1038/s41598-020-78446-4. PMC 7725812. PMID 33299000.
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