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Merck
CN

SML2322

Ilaprazole

≥98% (HPLC)

Synonym(s):

2-[[(4-Methoxy-3-methyl-2-pyridinyl)methyl]sulfinyl]-6-(1H-pyrrol-1-yl)-1H-benzimidazole, IY 81149, IY-81149

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About This Item

Empirical Formula (Hill Notation):
C19H18N4O2S
CAS Number:
Molecular Weight:
366.44
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
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Product Name

Ilaprazole, ≥98% (HPLC)

SMILES string

[S](=O)(Cc4nccc(c4C)OC)c1[nH]c2c(n1)cc(cc2)[n]3cccc3

InChI

1S/C19H18N4O2S/c1-13-17(20-8-7-18(13)25-2)12-26(24)19-21-15-6-5-14(11-16(15)22-19)23-9-3-4-10-23/h3-11H,12H2,1-2H3,(H,21,22)

InChI key

HRRXCXABAPSOCP-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Biochem/physiol Actions

Ilaprazole is a proton pump inhibitor (H+/K+ ATPase inhibitor) that suppresses acids secretion. Ilaprazole is a potent and selective inhibitor of T-cell-originated protein kinase (TOPK) that suppresses cancer growth.
proton pump inhibitor (H+/K+ ATPase inhibitor)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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J S Shin et al.
Alimentary pharmacology & therapeutics, 40(5), 548-561 (2014-07-22)
Ilaprazole, a proton pump inhibitor (PPI) currently in clinical use, may provide improved acid suppression vs. other PPIs. To compare the pharmacodynamic and pharmacokinetic profiles of ilaprazole and esomeprazole. A phase 1, randomised, open-label, single-centre, 4-period crossover study was conducted
D Kwon et al.
Arzneimittel-Forschung, 51(3), 204-213 (2001-04-18)
The inhibitory effects of IY-81149 (2-[[(4-methoxy-3-methyl)-2- pyridinyl]methyl-sulfinyl]-5-(1H-pyrol-1-yl)-1H-benzimidazole, CAS 172152-36-2), a newly developed proton pump inhibitor (PPI) on gastric acid secretion were investigated in vitro and in vivo. In rabbit parietal cell preparation, IY-81149 irreversibly inhibited H+/K(+)-ATPase in dose-dependent manner with
Mengzhu Zheng et al.
Oncotarget, 8(24), 39143-39153 (2017-04-08)
T-cell-originated protein kinase (TOPK) is highly and frequently expressed in various cancer tissues and plays an indispensable role in the mitosis of cancer cells, and therefore, it is an important target for drug treatment of tumor. Ilaprazole was identified to

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