WAY-100135

WAY-100135 is a serotonergic drug of the phenylpiperazine family which is used in scientific research.^[1] It acts as potent 5-HT_1A receptor antagonist,^[2] and was originally believed to be highly selective, but further studies have demonstrated that it also acts as a partial agonist of the 5-HT_1D receptor (pK_i = 7.58; virtually the same affinity for 5-HT_1A), and to a much lesser extent, of the 5-HT_1B receptor (pK_i = 5.82).^[3] These findings may have prompted the development of the related compound WAY-100635, another purportedly selective and even more potent 5-HT_1A antagonist, which was synthesized shortly thereafter.^[4] However, WAY-100635 turned out to be non-selective as well, having been shown to act additionally as a potent D₄ receptor agonist later on.^[5]

WAY-100135

Clinical data
ATC code	None
Identifiers
IUPAC name (S)-N-tert-Butyl-3-(4-(2-methoxyphenyl)-piperazin-1-yl)-2-phenylpropanamide
CAS Number	133025-23-7 Y
PubChem CID	115111
IUPHAR/BPS	79
ChemSpider	103008 N
ChEMBL	ChEMBL38288 N
CompTox Dashboard (EPA)	DTXSID80927903
Chemical and physical data
Formula	C24H33N3O2
Molar mass	395.547 g·mol−1
3D model (JSmol)	Interactive image
SMILES c2ccccc2C(C(=O)NC(C)(C)C)CN(CC3)CCN3c1ccccc1OC
InChI InChI=1S/C24H33N3O2/c1-24(2,3)25-23(28)20(19-10-6-5-7-11-19)18-26-14-16-27(17-15-26)21-12-8-9-13-22(21)29-4/h5-13,20H,14-18H2,1-4H3,(H,25,28) N Key:UMTDAKAAYOXIKU-UHFFFAOYSA-N N
NY (what is this?)  (verify)

See also

• WAY-100635