Ilaprazole CAS 172152-36-2

Introduction:Basic information about Ilaprazole CAS 172152-36-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Ilaprazole Basic information

Product Name:Ilaprazole
Synonyms:2-[(4-methoxy-3-methyl-pyridin-2-yl)methylsulfinyl]-5-pyrrol-1-yl-3H-benzoimidazole;2-[[(4-Methoxy-3-methyl-2-pyridinyl)methyl]sulfinyl]-6-(1H-pyrrol-1-yl)-1H-benzimidazole;IY 81149;Ilaprazole(IY 81149);1H-BenziMidazole,2-[[(4-Methoxy-3-Methyl-2-pyridinyl)Methyl]sulfinyl]-6-(1H-pyrrol-1-yl)-;2-[(4-methoxy-3-methylpyridin-2-yl)methylsulfinyl]-6-pyrrol-1-yl-1H-benzimidazole;IY81149; IY-81149; IY 81149;Ilaprazole USP/EP/BP
CAS:172152-36-2
MF:C19H18N4O2S
MW:366.44
EINECS:1308068-626-2
Product Categories:172152-36-2
Mol File:172152-36-2.mol

Ilaprazole Chemical Properties

Boiling point 651.0±65.0 °C(Predicted)
density 1.39
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility DMF: 10mg/mL; DMSO: 15mg/mL; DMSO:PBS (pH 7.2) (1:7): 0.12mg/mL; Ethanol: 0.3mg/mL
form A solid
pka8.23±0.10(Predicted)
color Off-white to gray
InChIInChI=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)
InChIKeyHRRXCXABAPSOCP-UHFFFAOYSA-N
SMILESC1(S(CC2=NC=CC(OC)=C2C)=O)NC2=CC(N3C=CC=C3)=CC=C2N=1

Safety Information

WGK Germany WGK 3
Storage Class11 - Combustible Solids

Ilaprazole Usage And Synthesis

DescriptionIlaprazole is a substituted benzimidazole prodrug with selective and irreversible proton pump inhibitor activity. A weak base, ilaprazole accumulates in the acidic environment of the secretory canaliculus of the gastric parietal cell where it is converted to an active sulfenamide form that binds to cysteine sulfhydryl groups on the luminal aspect of the proton pump hydrogen-potassium adenosine triphosphatase (H+/K+ ATPase), thereby inhibiting the pump's activity and the parietal cell secretion of H+ ions into the gastric lumen, the final step in gastric acid production.
UsesIlaprazole is a proton pump inhibitor (PPI) used in the treatment of dyspepsia, peptic ulcer disease (PUD), gastroesophageal reflux disease (GORD/GERD) and duodenal ulcer.
DefinitionChEBI: Ilaprazole is a sulfoxide and a member of benzimidazoles.
in vivo

Ilaprazole (3-30 mg/kg; i.d.) dose-dependently inhibits gastric acid secretion[1].
In anesthetized rats, Ilaprazole dose-dependently increased gastric pH which was lowered by histamine infusion. In the case of i.v. injection, the ED50 of Ilaprazole and omeprazole is 1.2 and 1.4 mg/kg and in the case of i.d. administration, the ED50 of Ilaprazole and omeprazole is 3.9 and 4.1 mg/kg, respectively. Ilaprazole also significantly inhibits pentagastrin-stimulated gastric secretion. Its ED50 is 2.1 mg/kg and that of Omeprazole is 3.5 mg/kg with i.d. administration. In the case of i.v. injection, Ilaprazole is equipotent to Omeprazole. Ilaprazole also inhibits gastric acid secretion strongly in fistular rats. The ED50 of Ilaprazole administered intraduodenally is 0.43 mg/kg and that of Omeprazole is 0.68 mg/kg[1].

Animal Model:Male SD rat (after pylorus ligation)[1]
Dosage:3, 10, 30 mg/kg
Administration:Intraduodenally
Result:The acid output and volume significantly inhibited by about 60 % and 46 % at 3 mg/kg were s, respectively. At 30 mg/kg, it showed 93 % and 73 % inhibition on acid output and volume, respectively.

Ilaprazole Preparation Products And Raw materials

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