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Merck
CN

S174

SDZ-205,557 hydrochloride

solid

Synonym(s):

4-Amino-5-chloro-2-methoxybenzoic acid 2-(diethylamino)ethyl ester hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C14H21ClN2O3 · HCl
CAS Number:
137196-67-9
Molecular Weight:
337.24
NACRES:
NA.77
PubChem Substance ID:
24278128
UNSPSC Code:
12352200
MDL number:
MFCD00671790

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InChI

1S/C14H21ClN2O3.ClH/c1-4-17(5-2)6-7-20-14(18)10-8-11(15)12(16)9-13(10)19-3;/h8-9H,4-7,16H2,1-3H3;1H

SMILES string

Cl[H].CCN(CC)CCOC(=O)c1cc(Cl)c(N)cc1OC

InChI key

JOWUQCJWCRNVMQ-UHFFFAOYSA-N

form

solid

color

off-white

solubility

DMSO: 100 mg/mL, H2O: 65 mg/mL, ethanol: insoluble

originator

Sandoz

Gene Information

human ... HTR4(3360)

Biochem/physiol Actions

Potent, selective 5-HT4 serotonin receptor antagonist.

Features and Benefits

This compound was developed by Sandoz. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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K H Buchheit et al.
Naunyn-Schmiedeberg's archives of pharmacology, 345(4), 387-393 (1992-04-01)
A selective antagonist for the recently characterized 5-HT4 receptor is lacking. The only surmountable antagonist available, ICS 205-930, is a weak antagonist and is far more potent at 5-HT3-than at 5-HT4 receptors. In this paper, SDZ 205-557 (2-methoxy-4-amino-5-chloro-benzoic acid 2-(diethylamino)
Y Nagakura et al.
Naunyn-Schmiedeberg's archives of pharmacology, 353(5), 489-498 (1996-04-01)
We examined the effects of exogenous 5-hydroxytryptamine (5-HT) and selective 5-HT receptor agonists and antagonists on proximal, middle and distal colonic motility in conscious fasted dogs with extraluminal force transducers implanted chronically. 5-HT (0.003-0.1 mg/kg i.v.) dose-dependently enhanced motility along
E F Espejo et al.
Brain research, 788(1-2), 20-24 (1998-05-21)
The role of 5-HT4 receptors on cutaneous and visceral pain remains largely unexplored. The objective of this study was to establish the activity profile of SDZ 205-557, a 5-HT4 antagonist, on cutaneous (hotplate) and visceral (writhing) models of pain, after
J F Kuemmerle et al.
Gastroenterology, 109(6), 1791-1800 (1995-12-01)
The type and function of 5-hydroxytryptamine (5HT) receptors on intestinal muscle cells in humans are not known. 5-HT receptors were characterized pharmacologically and by radioligand binding. Contraction, relaxation, inositol 1,4,5-triphosphate (IP3) and adenosine 3',5'-cyclic monophosphate (cAMP) formation, and 5-HT binding
P Rondé et al.
The Journal of pharmacology and experimental therapeutics, 272(3), 977-983 (1995-03-01)
We have studied agonist-induced desensitization of 5-hydroxytryptamine (5-HT4) receptor-mediated relaxation and 5-HT4 receptor-mediated increases in cAMP in rat esophageal tunica muscularis mucosae. In both cases, the desensitization time course was biphasic. The first phase was very rapid because more than
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