RS-67,333

RS-67,333
Identifiers
	IUPAC name 1-(4-amino-5-chloro-2-methoxyphenyl)-3-(1-butyl-4-piperidinyl)-1-propanone;
CAS Number	160845-95-4 ;
PubChem CID	183782;
ChemSpider	159808 ;
Chemical and physical data
Formula	C19H29ClN2O2
Molar mass	352.9 g/mol
3D model (Jmol)	Interactive image;
	SMILES C(CCC1CCN(CC1)CCCC)(=O)c1c(cc(c(c1)Cl)N)OC ;
	InChI InChI=1S/C19H29ClN2O2/c1-3-4-9-22-10-7-14(8-11-22)5-6-18(23)15-12-16(20)17(21)13-19(15)24-2/h12-14H,3-11,21H2,1-2H3 ; Key:JBHLYIVFFLNISJ-UHFFFAOYSA-N ;
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RS-67,333 is a drug which has been investigated as a potential rapid-acting antidepressant,^[1] nootropic,^[2] and treatment for Alzheimer's disease.^[3] It is a high-affinity 5-HT₄ receptor partial agonist, as well as a sigma receptor ligand of both subtypes to a lesser extent.^[4]

References[edit]

^ Lucas G, Rymar VV, Du J, Mnie-Filali O, Bisgaard C, Manta S, Lambas-Senas L, Wiborg O, Haddjeri N, Piñeyro G, Sadikot AF, Debonnel G (2007). "Serotonin(4) (5-HT(4)) Receptor Agonists Are Putative Antidepressants with a Rapid Onset of Action.". Neuron. 55 (5): 712–25. doi:10.1016/j.neuron.2007.07.041. PMID 17785179.
^ Lamirault L, Simon H (2001). "Enhancement of place and object recognition memory in young adult and old rats by RS 67333, a partial agonist of 5-HT4 receptors.". Neuropharmacology. 41 (7): 844–53. doi:10.1016/S0028-3908(01)00123-X. PMID 11684148.
^ Cho S, Hu Y (2007). "Activation of 5-HT4 receptors inhibits secretion of beta-amyloid peptides and increases neuronal survival.". Experimental Neurology. 203 (1): 274–8. doi:10.1016/j.expneurol.2006.07.021. PMID 16978609.
^ Eglen RM, Bonhaus DW, Johnson LG, Leung E, Clark RD (August 1995). "Pharmacological characterization of two novel and potent 5-HT4 receptor agonists, RS 67333 and RS 67506, in vitro and in vivo". Br. J. Pharmacol. 115 (8): 1387–92. doi:10.1111/j.1476-5381.1995.tb16628.x. PMC 1908873. PMID 8564196.

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v t e Sigma receptor modulators

Agonists	3-MeO-PCE 3-MeO-PCP 3-PPP 4-MeO-PCP 4-IBP 4-PPBP Afobazole Alazocine Amantadine Amitriptyline Arketamine BD-1008 BD1031 BD1052 Berberine Buprenorphine Captodiame Citalopram Clorgiline Cocaine Cutamesine Cyclazocine DHEA DHEA-S Desipramine Dextrallorphan Dextromethorphan Dextrorphan Dimemorfan DMT Donepezil DTG Escitalopram Fluoxetine Fluvoxamine Heroin Ibogaine Igmesine Imipramine JO-1784 Ketamine L-687,384 Lamotrigine Lu 28-179 MDMA Memantine Metaphit Methamphetamine Methoxetamine Methylphenidate Morphine Naluzotan Noscapine OPC-14523 Opipramol PB-28 PD-144,415 Pentazocine Pentoxyverine Phencyclidine PRE-084 Pregnenolone Pregnenolone sulfate Quetiapine RTI-55 SA-4503 Siramesine Tapentadol Tenocyclidine Tramadol UMB23 UMB82 Venlafaxine

Antagonists	AC927 AHD1 AZ66 BD1008 BD1047 BD1060 BD1063 BD1067 BMY-14802 CM156 E-5842 Haloperidol Lamotrigine LR132 LR172 MIN-101 MS-377 Naloxone Naltrexone NE-100 Panamesine PD-144418 Progesterone Quingestrone Rimcazole S1RA (E-52862) Sertraline SM-21 SR-31742A UMB100 UMB101 UMB103 UMB116 YZ-011 YZ-069 YZ-185

Unknown / unsorted	4C-T-2 5-MeO-DiPT 18-MC β-Endopsychosin Chlorpromazine Clemastine Clocapramine Cloperastine D-Deprenyl DiPT DPT Gevotroline Nepinalone Selegiline TMA; Allosteric modulators: SKF-83959

Identifiers

IUPAC name 1-(4-amino-5-chloro-2-methoxyphenyl)-3-(1-butyl-4-piperidinyl)-1-propanone
CAS Number	160845-95-4^Y
PubChem CID	183782
ChemSpider	159808^N
Chemical and physical data
Formula	C₁₉H₂₉ClN₂O₂
Molar mass	352.9 g/mol
3D model (Jmol)	Interactive image
SMILES C(CCC1CCN(CC1)CCCC)(=O)c1c(cc(c(c1)Cl)N)OC
InChI InChI=1S/C19H29ClN2O2/c1-3-4-9-22-10-7-14(8-11-22)5-6-18(23)15-12-16(20)17(21)13-19(15)24-2/h12-14H,3-11,21H2,1-2H3^N Key:JBHLYIVFFLNISJ-UHFFFAOYSA-N^N
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