SB-206553 hydrochloride hydrate

≥98% (HPLC), solid

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:

Quality Level


≥98% (HPLC)






H2O: >10 mg/mL

SMILES string




InChI key


Gene Information

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


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


NONH for all modes of transport

WGK Germany


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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