Details
Stereochemistry | RACEMIC |
Molecular Formula | C17H17N3O3S |
Molecular Weight | 343.4 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)C1=CC2=C(C=C1C)N=C(N2)[S+]([O-])CC3=NC=CC=C3C
InChI
InChIKey=ASSMECARUIRCML-UHFFFAOYSA-N
InChI=1S/C17H17N3O3S/c1-10-5-4-6-18-15(10)9-24(22)17-19-13-7-11(2)12(16(21)23-3)8-14(13)20-17/h4-8H,9H2,1-3H3,(H,19,20)
Picoprazole is substituted benzimidazole. Picoprazole inhibited the gastric (H+ + K+)-ATPase in a concentration-and time-dependent manner, which may explain its inhibitory action on acid secretion in vitro and in vivo. This compound inhibits acid secretion at the level of the parietal cell by its ability to inhibit the gastric proton pump. Picoprazole affects pepsin secretion probably indirectly via its effect on the parietal cell. Studies on the (Na+ + K+)-ATPase indicated that this enzyme was unaffected by picoprazole.
Approval Year
PubMed
Title | Date | PubMed |
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Substituted benzimidazoles inhibit gastric acid secretion by blocking (H+ + K+)ATPase. | 1981 Mar 12 |
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Effects of substituted benzimidazole (H 149/94) on gastric acid secretion in humans. | 1982 Jul |
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Inhibition of gastric (H+ + K+)-ATPase by the substituted benzimidazole, picoprazole. | 1983 Feb 9 |
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Effect of substituted benzimidazoles on acid secretion in isolated and enriched guinea pig parietal cells. | 1983 Jun |
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Parietal cell structure during inhibition of acid secretion. | 1984 |
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Microelectrode measurements of K+ and pH in rabbit gastric glands: effect of histamine. | 1984 Apr |
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Inhibition of partially purified K+/H+-ATPase from guinea-pig isolated and enriched parietal cells by substituted benzimidazoles. | 1984 Jul |
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Ultrastructure of inhibited parietal cells in the rat. | 1984 Nov |
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[Effects of gastric proton pump inhibitors on gastric secretion and peptic ulcers]. | 1986 Apr |
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Disulfide cross-linking of H,K-ATPase opens Cl- conductance, triggering proton uptake in gastric vesicles. Studies with specific inhibitors. | 1986 Feb 25 |
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The potency of substituted benzimidazoles such as E3810, omeprazole, Ro 18-5364 to inhibit gastric H+, K(+)-ATPase is correlatedwith the rate of acid-activation of the inhibitor. | 1990 Feb 15 |
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[Discovery and development of the proton pump inhibitor]. | 1992 Jan |
Patents
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C028887
Created by
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C170317
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S882YC38OJ
Created by
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5119
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SUB09819MIG
Created by
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78090-11-6
Created by
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71223
Created by
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100000081941
Created by
admin on Fri Dec 15 15:39:56 UTC 2023 , Edited by admin on Fri Dec 15 15:39:56 UTC 2023
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CHEMBL2106940
Created by
admin on Fri Dec 15 15:39:56 UTC 2023 , Edited by admin on Fri Dec 15 15:39:56 UTC 2023
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ACTIVE MOIETY