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S1194

Sigma-Aldrich

SB-258585 dihydrochloride

≥98% (HPLC), powder

Synonym(s):

4-Iodo-N-[4-methoxy-3-(4-methylpiperazin-1-yl)phenyl]benzene-sulfonamide

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About This Item

Empirical Formula (Hill Notation):
C18H22N3O3SI · 2HCl
Molecular Weight:
560.28
MDL number:
MFCD06201856
UNSPSC Code:
12352200
PubChem Substance ID:
329824464
NACRES:
NA.77

description

Store under nitrogen; package with desiccants at 4°C

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

Cl[H].Cl[H].COc1ccc(NS(=O)(=O)c2ccc(I)cc2)cc1N3CCN(C)CC3

InChI

1S/C18H22IN3O3S.2ClH/c1-21-9-11-22(12-10-21)17-13-15(5-8-18(17)25-2)20-26(23,24)16-6-3-14(19)4-7-16;;/h3-8,13,20H,9-12H2,1-2H3;2*1H

InChI key

QDYGVTFRTVLFCD-UHFFFAOYSA-N

Biochem/physiol Actions

5-HT6 serotonin receptor antagonist.

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold for research purposes under agreement from Glaxo­Smith­Kline

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H319,H334,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - 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

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Certificates of Analysis (COA)

Lot/Batch Number
122M4610V
123K4619

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C Routledge et al.
British journal of pharmacology, 130(7), 1606-1612 (2000-08-06)
SB-271046, potently displaced [(3)H]-LSD and [(125)I]-SB-258585 from human 5-HT(6) receptors recombinantly expressed in HeLa cells in vitro (pK(i) 8.92 and 9.09 respectively). SB-271046 also displaced [(125)I]-SB-258585 from human caudate putamen and rat and pig striatum membranes (pK(i) 8.81, 9.02 and
Jennifer C Roberts et al.
Brain research, 934(1), 49-57 (2002-04-09)
We used the highly selective 5-HT(6) receptor radioligand [(125)I]SB-258585 (4-iodo-N-[4-methoxy-3-(4-methylpiperazin-1-yl)phenyl]benzene-sulfonamide) to perform autoradiographic binding studies on the rat brain. High levels of specific binding occurred in the corpus striatum, nucleus accumbens, Islands of Calleja and the olfactory tubercle. A high
W D Hirst et al.
British journal of pharmacology, 130(7), 1597-1605 (2000-08-06)
SB-258585 (4-Iodo-N-[4-methoxy-3-(4-methyl-piperazin-1-yl)-phenyl]-benzen esulphonamide) is a high affinity ligand at 5-HT(6) receptors. It displays over 100 fold selectivity for the 5-HT(6) receptor over all other 5-HT receptors tested so far. SB-258585 has been radiolabelled, to high specific activity, for its characterization
Wei Zhang et al.
Scientific reports, 8(1), 15753-15753 (2018-10-27)
Epidemiological observations have shown that schizophrenia patients after long-term drug treatment exhibited reduced tumor incidences. The potential anticancer effects of antipsychotic drugs are subsequently demonstrated. These drugs are of great interest as agents against untreatable brain metastases because of their

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