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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.[1]

Biochem/physiol Actions

SB-206553 is a serotonin type 2B/2C receptor (5HT2B/2CR) antagonist.[1]

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)

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Certificates of Analysis (COA)

Lot/Batch Number
0000078765
098K46141
098K4614
115K4603
071K4600

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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
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
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
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
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
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