Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

SML1882

Sigma-Aldrich

RS 67333 hydrochloride

≥98% (HPLC)

Synonym(s):

1-(4-Amino-5-chloro-2-methoxy-phenyl)-3-[1(n-butyl)-4-piperidinyl]-1-propanone hydrochloride, 1-(4-Amino-5-chloro-2-methoxyphenyl)-3-(1-butyl-4-piperidinyl)-1-propanone hydrochloride, RS-67,333 hydrochloride, RS-67333 hydrochloride, RS67333 hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C19H29ClN2O2 ·HCl
CAS Number:
168986-60-5
Molecular Weight:
389.36
MDL number:
MFCD00938576
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 1 mg/mL, clear (warmed)

storage temp.

room temp

SMILES string

O=C(C1=CC(Cl)=C(N)C=C1OC)CCC2CCN(CCCC)CC2.[H]Cl

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

InChI key

XVBGLZNYWUUAFF-UHFFFAOYSA-N

Biochem/physiol Actions

RS 67333 is a selective, high affinity (pKi = 8.7 for the 5-HT4 binding site in guinea-pig striatum) partial agonist toward 5-HT4 receptor that relaxes carbachol-contracted rat oesphageal muscularis mucosae ex vivo (pEC50/%reversal = 8.7/50 with RS 67333 vs. 8.2/100 with 5-HT) and induces tachycardia (tachyarrhythmia) of anaesthetized micropigs in vivo (ED50 via i.p. in μg/kg over max heart rate increase in beats/min = 4.9/35 with RS 67333 vs. 3.2/95 with 5-HT). RS 67333 is also reported to show high affinity for sigma receptors (pKi = 8.9/σ1 and 8.0/σ2), while exhibiting much reduced affinity toward a panel of other receptors, including 5-HT1A, 5-HT2A, 5-HT2C, 5-HT3 (pKi <6.4), muscarinic receptors (pKi = 5.2/M1 & 5.3/M2), and adrenoceptors (pKi <6.7 for α1A, α1B, α2A, α2B, β1, β2).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

R M Eglen et al.
British journal of pharmacology, 115(8), 1387-1392 (1995-08-01)
1. The pharmacology of two novel 5-HT4 receptor agonists, RS 67333 (1-(4-amino-5-chloro-2-methoxy-phenyl)-3-[1(n-butyl)-4-piperidinyl]-1- propanone HCl) and RS 67506 (1-(4-amino-5-chloro-2-methoxy-phenyl)-3-[1-(2-methyl sulphonylamino)ethyl-4-piperidinyl]-1-propanone HCl) have been assessed in vitro and in vivo. 2. RS 67333 and RS 67506 exhibited affinities (pKi = 8.7 and
E Marchetti et al.
Neuropharmacology, 39(11), 2017-2027 (2000-08-30)
Recent data suggest that activation of 5-HT(4) receptors may modulate cognitive processes such as learning and memory. In the present study, the effects of two potent and selective 5-HT(4) agonists, RS 17017 [1-(4-amino-5-chloro-2-methoxyphenyl)-5- (piperidin-1-yl)-1-pentanone hydrochloride] and RS 67333 [1(4-amino-5-chloro-2-methoxyphenyl)-3- (1-n-butyl-4-piperidinyl)-1-propanone]
Mohammad Nasehi et al.
Behavioural brain research, 317, 272-278 (2016-10-28)
Functional interaction between cannabinoid and serotonin neuronal systems have been reported in different tasks related to memory assessment. The present study investigated the effect of serotonin 5-HT4 agents into the dorsal hippocampus (the CA1 region) on spatial and object novelty

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service