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WY-46824

Identifiers
IUPAC name 1-cyclohexan-1-ol
CAS Number	122718-49-4
PubChem CID	10314993
ChemSpider	8490458
UNII	99T4HMN9HV
ChEMBL	ChEMBL511347
CompTox Dashboard (EPA)	DTXSID50438031
Chemical and physical data
Formula	C19H29ClN2O
Molar mass	336.90 g·mol
3D model (JSmol)	Interactive image
SMILES CN1CCN(CC1)CC(C2=CC(=CC=C2)Cl)C3(CCCCC3)O
InChI InChI=1S/C19H29ClN2O/c1-21-10-12-22(13-11-21)15-18(16-6-5-7-17(20)14-16)19(23)8-3-2-4-9-19/h5-7,14,18,23H,2-4,8-13,15H2,1H3 Key:GRUIIAQNNWQJPW-UHFFFAOYSA-N

WY-46824 is a norepinephrine-dopamine reuptake inhibitor related to venlafaxine. It was disclosed by Paige Mahaney and colleagues from Wyeth in 2008. The compound was mentioned in an earlier article from 2007 but was not the main focus of that study.

WY-46824 has binding affinities of 46 nM for the norepinephrine transporter (NET), 58 nM for the dopamine transporter (DAT), and 18795 nM for the serotonin transporter (SERT). The racemic mixture of WY-46824 was resolved into its constituent enantiomers, with the (S)-enantiomer being the more active one. The N-desmethyl derivative of WY-46824 also shows similar activity.

References

1. Mahaney PE, Gavrin LK, Trybulski EJ, Stack GP, Vu TA, Cohn ST, et al. (July 2008). "Structure-activity relationships of the cycloalkanol ethylamine scaffold: discovery of selective norepinephrine reuptake inhibitors". Journal of Medicinal Chemistry. 51 (13): 4038–49. doi:10.1021/jm8002262. PMID 18557608.
2. Mason JN, Deecher DC, Richmond RL, Stack G, Mahaney PE, Trybulski E, et al. (November 2007). "Desvenlafaxine succinate identifies novel antagonist binding determinants in the human norepinephrine transporter". The Journal of Pharmacology and Experimental Therapeutics. 323 (2): 720–9. doi:10.1124/jpet.107.125716. PMID 17673606. S2CID 17713759.

• Cyclohexanols
• Norepinephrine–dopamine reuptake inhibitors
• 3-Chlorophenyl compounds
• Phenethylamines
• 4-Methylpiperazin-1-yl compounds
• Tertiary alcohols