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S5317

Sigma-Aldrich

SKF-95282 dimaleate salt

solid, >98% (HPLC)

Synonym(s):

N-[3-[3-(1-Piperidinylmethyl)phenoxy]propyl]-2-benzothiazolamine, Zolantidine

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About This Item

Empirical Formula (Hill Notation):
C22H27N3OS · 2C4H4O4
CAS Number:
104076-39-3
Molecular Weight:
613.68
MDL number:
MFCD01862676
UNSPSC Code:
12352200
PubChem Substance ID:
24278066

assay

>98% (HPLC)

form

solid

color

white

solubility

H2O: soluble >10 mg/mL

storage temp.

2-8°C

SMILES string

[H]\C(=C(/[H])C(O)=O)C(O)=O.[H]\C(=C(/[H])C(O)=O)C(O)=O.C1CCN(CC1)Cc2cccc(OCCCNc3nc4ccccc4s3)c2

InChI

1S/C22H27N3OS.2C4H4O4/c1-4-13-25(14-5-1)17-18-8-6-9-19(16-18)26-15-7-12-23-22-24-20-10-2-3-11-21(20)27-22;2*5-3(6)1-2-4(7)8/h2-3,6,8-11,16H,1,4-5,7,12-15,17H2,(H,23,24);2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-

InChI key

IECBEVAUEBZJCF-SPIKMXEPSA-N

Gene Information

human ... HRH2(3274)

Application

SKF 95282 dimaleate salt was one of the compounds tested for ability to cross gastrointestinal tract and blood-brain barrier by permeability assays.2

Biochem/physiol Actions

SKF 95282 is a benzthiazole derivative that potently inhibits histamine H2 receptor. It crosses the blood-brain barrier and inhibits the histamine-stimulated activity of adenylate cyclase in guinea pig brain.1
H2 Histamine 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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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C R Calcutt et al.
British journal of pharmacology, 93(1), 69-78 (1988-01-01)
1. The novel benzthiazole derivative zolantidine (SK&F 95282) is a potent antagonist of histamine at H2-receptors in guinea-pig atrium and rat uterus. Only apparent pA2 values of 7.46 and 7.26 respectively could be calculated since the slopes of the Schild
David S Wexler et al.
Journal of biomolecular screening, 10(4), 383-390 (2005-06-21)
Solubility and permeability are intimately linked in drug absorption processes. They have, however, been traditionally assayed separately. To support this linkage, a combined solubility/permeability assay was developed for determining absorption properties of chemical entities. First, solubility is determined at 4
Bassem Sadek et al.
Drug design, development and therapy, 10, 3879-3898 (2016-12-10)
A series of twelve novel non-imidazole-based ligands (
Johannes Kornhuber et al.
PloS one, 6(8), e23852-e23852 (2011-09-13)
We describe a hitherto unknown feature for 27 small drug-like molecules, namely functional inhibition of acid sphingomyelinase (ASM). These entities named FIASMAs (Functional Inhibitors of Acid SphingoMyelinAse), therefore, can be potentially used to treat diseases associated with enhanced activity of

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