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Details

Stereochemistry RACEMIC
Molecular Formula C19H18N4O2S
Molecular Weight 366.437
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ILAPRAZOLE

SMILES

COC1=CC=NC(C[S+]([O-])C2=NC3=C(N2)C=CC(=C3)N4C=CC=C4)=C1C

InChI

InChIKey=HRRXCXABAPSOCP-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Description

Ilaprazole or IY-81149 (2-[(4-methoxy-3-methyl)-2-pyridinyl]methylsulfinyl -5-(1H-pyrrol-1-yl)-1H-benzimidazole, CAS 172152-36-2) is a proton pump inhibitor. Ilaprazole revealed the characteristics as a strong proton pump inhibitor, and its potency against gastric acid secretion was superior to that of the reference drug, omeprazole. Ilaprazole is approved in China and South Korea for the treatment of gastroesophageal reflux disorders (GERD), dyspepsia and peptic ulcers. Recently it was discovered that ilaprazole inhibited the cancer growth by targeting T-cell-originated protein kinase (TOPK) both in vitro and in vivo.

Approval Year

Targets

Targets

Conditions
PubMed

PubMed

TitleDatePubMed
Comparison of IY81149 with omeprazole in rat reflux oesophagitis.
2000 Oct-Dec
The pharmacokinetics, pharmacodynamics and safety of oral doses of ilaprazole 10, 20 and 40 mg and esomeprazole 40 mg in healthy subjects: a randomised, open-label crossover study.
2014 Sep
Proton pump inhibitor ilaprazole suppresses cancer growth by targeting T-cell-originated protein kinase.
2017 Jun 13
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Short-term treatment of duodenal ulcer: Normally, 10 mg of adult is administered orally once a day. It is usually administered for up to 4 weeks. Short-term treatment of gastric ulcer: Normally, an adult dose of 10 mg is orally administered once a day. It is usually administered for 4 to 6 weeks. This medicine should be swallowed with water 1 hour before meals and should not be chewed or crushed. The recommended adult dosage of Ilaprazole is 5-20 mg/day.
Route of Administration: Oral
In Vitro Use Guide
Ilaprazole exhibited potent inhibitory activities against the growth of HCT116 cells (IC50 = 40 uM) and ES-2 cells (IC50 = 33.2 uM). Ilaprazole (100 and 50 uM) induces apoptosis in ES-2 and HCT116 cells.
Name Type Language
ILAPRAZOLE
INN   MART.   WHO-DD  
INN  
Official Name English
NOLTEC
Brand Name English
IY-81149
Systematic Name English
ILAPRAZOLE [INN]
Common Name English
ILAPRAZOLE [WHO-DD]
Common Name English
2-((RS)-((4-METHOXY-3-METHYLPYRIDIN-2-YL)METHYL)SULFINYL)-5-(1H-PYRROL-1-YL)-1H-BENZIMIDAZOLE
Systematic Name English
ILAPRAZOLE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29723
Created by admin on Mon Oct 21 23:48:59 UTC 2019 , Edited by admin on Mon Oct 21 23:48:59 UTC 2019
Code System Code Type Description
CAS
172152-36-2
Created by admin on Mon Oct 21 23:48:59 UTC 2019 , Edited by admin on Mon Oct 21 23:48:59 UTC 2019
PRIMARY
INN
8158
Created by admin on Mon Oct 21 23:48:59 UTC 2019 , Edited by admin on Mon Oct 21 23:48:59 UTC 2019
PRIMARY
MESH
C119615
Created by admin on Mon Oct 21 23:48:59 UTC 2019 , Edited by admin on Mon Oct 21 23:48:59 UTC 2019
PRIMARY
WIKIPEDIA
Ilaprazole
Created by admin on Mon Oct 21 23:48:59 UTC 2019 , Edited by admin on Mon Oct 21 23:48:59 UTC 2019
PRIMARY
ChEMBL
CHEMBL2106370
Created by admin on Mon Oct 21 23:48:59 UTC 2019 , Edited by admin on Mon Oct 21 23:48:59 UTC 2019
PRIMARY
EVMPD
SUB130420
Created by admin on Mon Oct 21 23:48:59 UTC 2019 , Edited by admin on Mon Oct 21 23:48:59 UTC 2019
PRIMARY
PUBCHEM
214351
Created by admin on Mon Oct 21 23:48:59 UTC 2019 , Edited by admin on Mon Oct 21 23:48:59 UTC 2019
PRIMARY
NCI_THESAURUS
C65887
Created by admin on Mon Oct 21 23:48:59 UTC 2019 , Edited by admin on Mon Oct 21 23:48:59 UTC 2019
PRIMARY