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S180

Sigma-Aldrich

SB-206553 hydrochloride hydrate

≥98% (HPLC), solid

Synonym(s):

5-Methyl-1-(3-pyridylcarbamoyl)-1,2,3,5-tetrahydropyrrolo[2,3-f]indole hydrochloride hydrate, N-3-Pyridinyl-3,5-dihydro-5-methylbenzo(1,2-b:4,5-b′)dipyrrole-1(2H)carboxamide hydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C17H16N4O · HCl · xH2O
CAS Number:
158942-04-2
Molecular Weight:
328.80 (anhydrous basis)
MDL number:
MFCD11045983
UNSPSC Code:
12352200
PubChem Substance ID:
24278132
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

color

yellow

solubility

H2O: >10 mg/mL

SMILES string

O.Cl.Cn1ccc2cc3N(CCc3cc12)C(=O)Nc4cccnc4

InChI

1S/C17H16N4O.ClH.H2O/c1-20-7-4-12-10-16-13(9-15(12)20)5-8-21(16)17(22)19-14-3-2-6-18-11-14;;/h2-4,6-7,9-11H,5,8H2,1H3,(H,19,22);1H;1H2

InChI key

NXGFRKQJHLVHIT-UHFFFAOYSA-N

Gene Information

human ... HTR2B(3357) , HTR2C(3358)

Application

SB-206553 hydrochloride hydrate has been used as a serotonin type 2B/2C receptor (5HT2B/2CR) blocker to study its effects on sheep mitral valves.

Biochem/physiol Actions

SB-206553 is a serotonin type 2B/2C receptor (5HT2B/2CR) antagonist.

Legal Information

Manufactured and sold under exclusive license from GlaxoSmithKline Pharmaceuticals

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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R T Jensen et al.
Pharmacological reviews, 60(1), 1-42 (2007-12-07)
The mammalian bombesin receptor family comprises three G protein-coupled heptahelical receptors: the neuromedin B (NMB) receptor (BB(1)), the gastrin-releasing peptide (GRP) receptor (BB(2)), and the orphan receptor bombesin receptor subtype 3 (BRS-3) (BB(3)). Each receptor is widely distributed, especially in
O Yoshie et al.
Journal of biochemistry, 100(3), 531-541 (1986-09-01)
Highly purified recombinant human tumor necrosis factor (TNF) (molecular mass determined as 17 kilodaltons (kDa) by sodium dodecyl sulfate-polyacrylamide gel electrophoresis and as 36 kDa by Sephadex G-100 gel chromatography) was labeled with 125I to a specific activity of 5
I T Forbes et al.
Journal of medicinal chemistry, 39(25), 4966-4977 (1996-12-06)
The synthesis and biological activity are reported for a series of analogues of the previously published indole urea 2 (SB-206553), designed to probe the 5-HT(2C) receptor binding site. Small molecule modeling studies have been used to define a region in
Michael Hendricks et al.
Neural development, 2, 6-6 (2007-03-16)
Electroporation is a technique for the introduction of nucleic acids and other macromolecules into cells. In chick embryos it has been a particularly powerful technique for the spatial and temporal control of gene expression in developmental studies. Electroporation methods have
G Griebel et al.
Neuropharmacology, 36(6), 793-802 (1997-06-01)
Although there is some evidence that compounds acting at 5-HT2 receptors show anxiolytic activity, little is known about the specific involvement of the different 5-HT2 receptor subtypes in the modulation of anxiety-related responses. In the present study, the behavioural effects
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