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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:
Molecular Weight:
328.80 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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

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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Hadas Shatz-Azoulay et al.
Scientific reports, 10(1), 7375-7375 (2020-05-02)
Secreted animal lectins of the galectin family are key players in cancer growth and metastasis. Here we show that galectin-8 (gal-8) induces the expression and secretion of cytokines and chemokines such as SDF-1 and MCP-1 in a number of cell
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
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
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

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