1-(4-AMINO-5-CHLORO-2-METHOXYPHENYL)-3-[1-BUTYL-4-PIPERIDINYL]-1-PROPANONE HYDROCHLORIDE

• CAT Number: M035486
• CAS Number: 168986-60-5
• Molecular Formula: C19H30Cl2N2O2
• Molecular Weight: 389.361
• Purity: ≥95%
• Target: 5-HT Receptor
• Solubility: Soluble to 25 mM in sterile water
• Storage: Store at RT
• IUPAC Name: 1-(4-amino-5-chloro-2-methoxyphenyl)-3-(1-butylpiperidin-4-yl)propan-1-one;hydrochloride
• InChI: InChI=1S/C19H29ClN2O2.ClH/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;1H
• InChIKey: XVBGLZNYWUUAFF-UHFFFAOYSA-N
• SMILES: CCCCN1CCC(CC1)CCC(=O)C2=CC(=C(C=C2OC)N)Cl.Cl

RS 67333 HCl is a potent and highly selective 5-HT4 partial agonist, with pKi values of 8.7 at 5-HT4 sites in guinea pig striatum and > 6 at various other receptors, including 5-HT1A, 1D, 2A, 2C, D1, D2 and M1-3. RS 67333 HCl is active in vivo, with an intrinsic activity relative to 5-HT of 0.5.

Reference

1: Giannoni P, Gaven F, de Bundel D, Baranger K, Marchetti-Gauthier E, Roman FS, Valjent E, Marin P, Bockaert J, Rivera S, Claeysen S. Early administration of RS 67333, a specific 5-HT4 receptor agonist, prevents amyloidogenesis and behavioral deficits in the 5XFAD mouse model of Alzheimer/’s disease. Front Aging Neurosci. 2013 Dec 24;5:96. doi: 10.3389/fnagi.2013.00096. eCollection 2013. PubMed PMID: 24399967; PubMed Central PMCID: PMC3871961.2: Lelong V, Lhonneur L, Dauphin F, Boulouard M. BIMU 1 and RS 67333, two 5-HT4 receptor agonists, modulate spontaneous alternation deficits induced by scopolamine in the mouse. Naunyn Schmiedebergs Arch Pharmacol. 2003 Jun;367(6):621-8. Epub 2003 May 8. PubMed PMID: 12736770.3: Lamirault L, Guillou C, Thal C, Simon H. Combined treatment with galanthaminium bromide, a new cholinesterase inhibitor, and RS 67333, a partial agonist of 5-HT4 receptors, enhances place and object recognition in young adult and old rats. Prog Neuropsychopharmacol Biol Psychiatry. 2003 Feb;27(1):185-95. PubMed PMID: 12551743.4: Lamirault L, Simon H. Enhancement of place and object recognition memory in young adult and old rats by RS 67333, a partial agonist of 5-HT4 receptors. Neuropharmacology. 2001 Dec;41(7):844-53. PubMed PMID: 11684148.5: Lelong V, Dauphin F, Boulouard M. RS 67333 and D-cycloserine accelerate learning acquisition in the rat. Neuropharmacology. 2001 Sep;41(4):517-22. PubMed PMID: 11543772.6: Eglen RM, Bonhaus DW, Johnson LG, Leung E, Clark RD. Pharmacological characterization of two novel and potent 5-HT4 receptor agonists, RS 67333 and RS 67506, in vitro and in vivo. Br J Pharmacol. 1995 Aug;115(8):1387-92. PubMed PMID: 8564196; PubMed Central PMCID: PMC1908873.