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Details

Stereochemistry RACEMIC
Molecular Formula C19H18N4O2S
Molecular Weight 366.4386
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ILAPRAZOLE

SMILES

Cc1c(CS(=O)c2nc3ccc(cc3[nH]2)-n4cccc4)nccc1OC

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

Molecular Formula C19H18N4O2S
Molecular Weight 366.4386
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Primary
Noltec

Approved Use

Ilaprazole is used for the treatment of gastroesophageal reflux disorders (GERD), dyspepsia and peptic ulcers.

Launch Date

1191110400000
Primary
Noltec

Approved Use

Ilaprazole is used for the treatment of gastroesophageal reflux disorders (GERD), dyspepsia and peptic ulcers.

Launch Date

1191110400000
PubMed

PubMed

TitleDatePubMed
Comparison of IY81149 with omeprazole in rat reflux oesophagitis.
2000 Oct-Dec
Patents

Patents

Sample Use Guides

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.
Route of Administration: Oral
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.
Substance Class Chemical
Created
by admin
on Sat Jun 26 11:40:35 UTC 2021
Edited
by admin
on Sat Jun 26 11:40:35 UTC 2021
Record UNII
776Q6XX45J
Record Status Validated (UNII)
Record Version
  • Download
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 Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
Code System Code Type Description
CAS
172152-36-2
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
INN
8158
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
FDA UNII
776Q6XX45J
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
DRUG CENTRAL
3961
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
MESH
C119615
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
WIKIPEDIA
Ilaprazole
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
DRUG BANK
DB11964
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
ChEMBL
CHEMBL2106370
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
EVMPD
SUB130420
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
PUBCHEM
214351
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
NCI_THESAURUS
C65887
Created by admin on Sat Jun 26 11:40:35 UTC 2021 , Edited by admin on Sat Jun 26 11:40:35 UTC 2021
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
TARGET -> INHIBITOR
METABOLIC ENZYME -> SUBSTRATE
Related Record Type Details
ACTIVE MOIETY