Tepirindole

Tepirindole
Clinical data
Other names	RU-27592; HR-592
Drug class	Atypical antipsychotic; Major tranquilizer
Identifiers
	IUPAC name 5-chloro-3-(1-propyl-3,6-dihydro-2H-pyridin-4-yl)-1H-indole;
CAS Number	72808-81-2;
PubChem CID	68915;
ChemSpider	62142;
UNII	X235XX30GK;
ChEMBL	ChEMBL2105413;
CompTox Dashboard (EPA)	DTXSID30868175 ;
Chemical and physical data
Formula	C16H19ClN2
Molar mass	274.79 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCN1CCC(=CC1)C2=CNC3=C2C=C(C=C3)Cl;
	InChI InChI=1S/C16H19ClN2/c1-2-7-19-8-5-12(6-9-19)15-11-18-16-4-3-13(17)10-14(15)16/h3-5,10-11,18H,2,6-9H2,1H3; Key:ZRCUMOBNOPSLKM-UHFFFAOYSA-N;

Tepirindole (INNTooltip International Nonproprietary Name; developmental code names RU-27592, HR-592) is a tryptamine-related atypical antipsychotic and major tranquilizer which was never marketed.^[1]^[2]^[3]^[4]^[5] It is similar in structure to tryptamines but is not technically a tryptamine itself and is instead a dihydropyridinylindole.^[1]^[6] The drug is said to act on dopamine D₂, serotonin 5-HT₂, and α₁-adrenergic receptors.^[3]^[4] It is a potent dopamine receptor antagonist but reportedly has little propensity to cause catalepsy and has been said to potentially be useful in treating the negative symptoms of schizophrenia.^[4]^[5] The drug may also act as a potent serotonin receptor agonist.^[6] Tepirindole was first described in the literature by 1979.^[1]^[6]