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Revaprazan (hydrochloride)

CAT: 0804-HY-N7067-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N7067-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Revaprazan hydrochloride is reversible proton pump inhibitor. Revaprazan hydrochloride can inhibit gastric acid secretion and protect gastric mucosa. Revaprazan hydrochloride can inhibit IkappaB-alpha degradation as well as Akt inactivation, resulting in attenuation of H. pylori-induced COX-2 expression. Revaprazan hydrochloride can be used for the researches of infection and inflammmation, such as H. pylori-infected gastric inflammation and gastric ulcer[1][2].
CAS Number
178307-42-1
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Akt; Bacterial; COX; ERK; NF-κB; Proton Pump
Type
Reference compound
Related Pathways
Anti-infection; Immunology/Inflammation; MAPK/ERK Pathway; Membrane Transporter/Ion Channel; NF-κB; PI3K/Akt/mTOR; Stem Cell/Wnt
Applications
Neuroscience-Neuromodulation
Field of Research
Infection; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/revaprazan-hydrochloride.html
Concentration
10mM
Purity
99.98
Solubility
DMSO : 8.33 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
CC1=C(C)C(N2C(C)C3=C(C=CC=C3)CC2)=NC(NC4=CC=C(F)C=C4)=N1.[H]Cl
Molecular Formula
C22H24ClFN4
Molecular Weight
398.90
Precautions
H302, H315, H319, H335
References & Citations
[1]Lee JS, et al. Revaprazan, a novel acid pump antagonist, exerts anti-inflammatory action against Helicobacter pylori-induced COX-2 expression by inactivating Akt signaling. J Clin Biochem Nutr. 2012 Sep;51 (2) :77-83.|[2]Kim HK, et al. Clinical trial: inhibitory effect of revaprazan on gastric acid secretion in healthy male subjects. J Gastroenterol Hepatol. 2010 Oct;25 (10) :1618-25.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
COX-2
Citation 01
BMC Microbiol. 2025 Nov 5;25 (1) :715.|Pharmaceuticals (Basel) . 2022 Sep 25;15 (10) :1186.

Chemical Information

Revaprazan Hydrochloride

Revaprazan Hydrochloride is the hydrochloride salt form of a lipophilic, weak base with potassium-competitive acid blocking (P-CAB) activity. Revaprazan concentrates highly in the gastric parietal cell canaliculus and on entering this acidic environment is instantly protonated and binds competitively and reversibly to the potassium binding site 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.

CAS Number178307-42-1
PubChem CID204103
IUPAC NameN-(4-fluorophenyl)-4,5-dimethyl-6-(1-methyl-3,4-dihydro-1H-isoquinolin-2-yl)pyrimidin-2-amine;hydrochloride
Molecular FormulaC22H24ClFN4
Molecular Weight398.9
Topological Polar Surface Area41.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Heavy Atom Count28
Formal Charge0
Complexity481
SMILES
CC1C2=CC=CC=C2CCN1C3=NC(=NC(=C3C)C)NC4=CC=C(C=C4)F.Cl
InChI
InChI=1S/C22H23FN4.ClH/c1-14-15(2)24-22(25-19-10-8-18(23)9-11-19)26-21(14)27-13-12-17-6-4-5-7-20(17)16(27)3;/h4-11,16H,12-13H2,1-3H3,(H,24,25,26);1H
InChIKey
MALPZYQJEDBIAK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Revaprazan Hydrochloride
CAS: 178307-42-1
CID: 204103
Formula: C22H24ClFN4
MW: 398.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight398.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass398.1673526
Monoisotopic Mass398.1673526
Topological Polar Surface Area41.1 Ų
Heavy Atom Count28
Formal Charge0
Complexity481
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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