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SML1909

Sigma-Aldrich

RS 23597-190

≥98% (HPLC)

Synonym(s):

3-(Piperidin-1-yl)propyl 4-amino-5-chloro-2-methoxybenzoate hydrochloride, RS 23597, RS-23,597-190, RS-23597, RS-23597-190, RS23597, RS23597-190

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About This Item

Empirical Formula (Hill Notation):
C16H23ClN2O3 · HCl
CAS Number:
149719-06-2
Molecular Weight:
363.28
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

InChI

1S/C16H23ClN2O3.ClH/c1-21-15-11-14(18)13(17)10-12(15)16(20)22-9-5-8-19-6-3-2-4-7-19;/h10-11H,2-9,18H2,1H3;1H

InChI key

QLZLBYYNMGQIAR-UHFFFAOYSA-N

Biochem/physiol Actions

RS 23597-190 is a high affinity 5-HT4-selective antagonist with in vitro and in vivo efficacy. RS 23597-190 is a 4-amino-5-chloro-2-methoxybenzoate that antagonizes 5-HT-mediated relaxation of carbachol-contracted rat oesphageal muscularis mucosae ex vivo (pA2 = 7.5) and prevents 5-HT-induced tachycardia (tachyarrhythmia) of anaesthetized micropigs in vivo (6 mg/kg RS 23597-190 and 3-10 μ/kg 5-HT via i.v.) by targeting 5-HT4 with high affinity (pKB = 7.8) and selectivity, while exhibiting no efficacy against 5-methoxytryptamine-mediated 5-HT3 activation in guinea-pig ileum and displaying much reduced or little affinity toward 5-HT3 (pKi = 5.7/mouse NG108-15 cells and pKB <5/guinea-pig ileum), dopamine receptors (pKi <4/D1 & <3/D2), muscarinic receptors (pKi <4.5 toward M1/2/3/4), 5-HT1A & 5-HT2 (pKi <5.2).

Storage Class

11 - Combustible Solids

wgk_germany

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’.

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R M Eglen et al.
British journal of pharmacology, 110(1), 119-126 (1993-09-01)
1. The pharmacological properties of RS 23597-190 (3-(piperdine-1-yl)-propyl-4-amino-5-chloro-2-methoxy benzoate hydrochloride) have been studied in vitro and in vivo. 2. RS 23597-190 competitively antagonized 5-HT4 receptor-mediated relaxations of rat, carbachol precontracted oesophageal muscularis mucosae, (pA2 = 7.8 +/- 0.1; Schild slope
Qingyi Wang et al.
Scientific reports, 6, 37336-37336 (2016-11-23)
5-HT has been reported to possess significant effects on cardiac activities, but activation of 5-HTR on the cell membrane failed to illustrate the controversial cardiac reaction. Because 5-HT constantly comes across the cell membrane via 5-HT transporter (5-HTT) into the
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

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