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S3313

Sigma-Aldrich

SB-204070 hydrochloride

solid, ≥97% (HPLC)

Synonym(s):

(1-Butyl-4-piperidinyl)methyl-8-amino-7-chloro-1,4-benzodioxane-5-carboxylate hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H27ClN2O4 · HCl
CAS Number:
148702-58-3
Molecular Weight:
419.34
MDL number:
MFCD03453014
UNSPSC Code:
12352200
PubChem Substance ID:
24278704
NACRES:
NA.77

Quality Level

100

assay

≥97% (HPLC)

form

solid

mp

243-245 °C (lit.)

solubility

H2O: 20 mg/mL (with heating)

SMILES string

Cl[H].CCCCN1CCC(CC1)COC(=O)c2cc(Cl)c(N)c3OCCOc23

InChI

1S/C19H27ClN2O4.ClH/c1-2-3-6-22-7-4-13(5-8-22)12-26-19(23)14-11-15(20)16(21)18-17(14)24-9-10-25-18;/h11,13H,2-10,12,21H2,1H3;1H

InChI key

YEQGKAOSYSXEPU-UHFFFAOYSA-N

Gene Information

human ... HTR4(3360)

Application

SB-204070 hydrochloride was used to study the role of 5-HT metabolites in trypsin-induced anion secretion in mouse cecum.

Biochem/physiol Actions

SB-204070 is a highly potent and specific antagonist of 4-HT4 receptor. It inhibits cholinergic and noncholinergic transmission and blocks the contractions of proximal colon in guinea pigs and relaxation of human colon circular smooth muscle.
Selective 5-HT4 serotonin receptor antagonist.

Legal Information

Manufactured and sold under exclusive license from GlaxoSmithKline Pharmaceuticals

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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N H Prins et al.
British journal of pharmacology, 128(4), 849-852 (1999-11-11)
5-HT4 receptors mediate relaxation of human colon circular muscle. However, after 5-HT4 receptor blockade (SB 204070 10 nM), 5-HT still induced a relaxation (pEC50 6.3). 5-HT4 receptors were sufficiently blocked, as the curves to 5-HT obtained in the presence of
(1-Butyl-4-piperidinyl)methyl 8-amino-7-chloro-1,4-benzodioxane-5-carboxylate hydrochloride: a highly potent and selective 5-HT4 receptor antagonist derived from metoclopramide.
L M Gaster et al.
Journal of medicinal chemistry, 36(25), 4121-4123 (1993-12-10)
S S Hegde et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 10(12), 1398-1407 (1996-10-01)
The 5-HT4 receptor is a member of the seven transmembrane spanning G-protein-coupled family of receptors. The receptor is positively coupled to adenylate cyclase and exists in two isoforms (5-HT4S and 5-HT4L) that differ in the length and sequence of their
K A Wardle et al.
British journal of pharmacology, 112(3), 789-794 (1994-07-01)
1. The pharmacology of a novel 5-HT4 receptor antagonist, SB 204070 has been evaluated in the guinea-pig isolated distal colon longitudinal muscle-myenteric plexus (LMMP). 2. SB 204070 is a highly potent antagonist of 5-HT-evoked cholinergically-mediated contractions in the guinea-pig distal
J Mialet et al.
British journal of pharmacology, 131(4), 827-835 (2000-10-13)
The recently identified C-terminal splice variant of the human 5-HT(4) receptor, the h5-HT(4(d)) receptor, was stably expressed in a CHO cell line at 493+/-25 fmol mg(-1) protein. We analysed its pharmacological properties by measuring binding affinities and 5-HT(4) ligand-induced cyclic
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