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)
Molecular Formula | C17H17N3O3S |
Molecular Weight | 343.4 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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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Inhibition of acid secretion in isolated gastric glands by substituted benzimidazoles. | 1982 Dec |
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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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Inhibition of gastric acid secretion by omeprazole in the dog and rat. | 1983 Oct |
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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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[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 |
|
[Discovery and development of the proton pump inhibitor]. | 1992 Jan |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:39:56 UTC 2023
by
admin
on
Fri Dec 15 15:39:56 UTC 2023
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Record UNII |
S882YC38OJ
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Record Status |
Validated (UNII)
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Record Version |
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-
Download
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Common Name | English | ||
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Systematic Name | English |
Code System | Code | Type | Description | ||
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C028887
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C170317
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S882YC38OJ
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5119
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SUB09819MIG
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78090-11-6
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71223
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100000081941
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CHEMBL2106940
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Related Record | Type | Details | ||
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