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
Empirical Formula (Hill Notation):
C17H16N4O · HCl · xH2O
Molecular Weight:
328.80 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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)

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Potent 5-HT2B/5-HT2C serotonin receptor antagonist.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

Manufactured and sold under exclusive license from GlaxoSmithKline Pharmaceuticals
LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
M J Millan et al.
Neuropharmacology, 36(4-5), 743-745 (1997-04-01)
The 5-HT1A receptor agonist, 8-OH-DPAT ((+/-)-8-dihydroxy-2-(di-n-propylamino) tetralin), (0.63 mg/kg, s.c.) elicited spontaneous tail-flicks (STFs) in rats. This response was potentiated by the selective 5-HT2C receptor agonist, RO 60-0175 ((S)-2-(6-chloro-5-fluoroindol-1-yl)-1-methylethylamine) fumarate) (0.16 mg/kg, s.c.), the action of which was abolished by...
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...
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...
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...
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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