Trepipam

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.

Trepipam

Identifiers
IUPAC name (5R)-7,8-dimethoxy-3-methyl-5-phenyl-1,2,4,5-tetrahydro-3-benzazepine
CAS Number	56030-50-3
PubChem CID	91277
ChemSpider	4849
UNII	8LMO6J899I
Chemical and physical data
Formula	C19H23NO2
Molar mass	297.398 g·mol^−1
3D model (JSmol)	Interactive image
Specific rotation	+31.8°
Density	1.072 ± 0.06 g/cm^3 (predicted)
Melting point	105–106 °C (221–223 °F) (experimental)
Boiling point	416.8 ± 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

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.