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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
Structure of PICOPRAZOLE

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)

HIDE SMILES / InChI

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

PubMed

TitleDatePubMed
Inhibition of acid secretion in isolated gastric glands by substituted benzimidazoles.
1982 Dec
Inhibition of gastric (H+ + K+)-ATPase by the substituted benzimidazole, picoprazole.
1983 Feb 9
Effect of substituted benzimidazoles on acid secretion in isolated and enriched guinea pig parietal cells.
1983 Jun
Inhibition of gastric acid secretion by omeprazole in the dog and rat.
1983 Oct
Parietal cell structure during inhibition of acid secretion.
1984
Microelectrode measurements of K+ and pH in rabbit gastric glands: effect of histamine.
1984 Apr
[Effects of gastric proton pump inhibitors on gastric secretion and peptic ulcers].
1986 Apr
Disulfide cross-linking of H,K-ATPase opens Cl- conductance, triggering proton uptake in gastric vesicles. Studies with specific inhibitors.
1986 Feb 25
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

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:39:56 UTC 2023
Edited
by admin
on Fri Dec 15 15:39:56 UTC 2023
Record UNII
S882YC38OJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PICOPRAZOLE
INN  
INN  
Official Name English
picoprazole [INN]
Common Name English
METHYL 6-METHYL-2-(((3-METHYL-2-PYRIDYL)METHYL)SULFINYL)-5-BENZIMIDAZOLECARBOXYLATE
Systematic Name English
Code System Code Type Description
MESH
C028887
Created by admin on Fri Dec 15 15:39:56 UTC 2023 , Edited by admin on Fri Dec 15 15:39:56 UTC 2023
PRIMARY
NCI_THESAURUS
C170317
Created by admin on Fri Dec 15 15:39:56 UTC 2023 , Edited by admin on Fri Dec 15 15:39:56 UTC 2023
PRIMARY
FDA UNII
S882YC38OJ
Created by admin on Fri Dec 15 15:39:56 UTC 2023 , Edited by admin on Fri Dec 15 15:39:56 UTC 2023
PRIMARY
INN
5119
Created by admin on Fri Dec 15 15:39:56 UTC 2023 , Edited by admin on Fri Dec 15 15:39:56 UTC 2023
PRIMARY
EVMPD
SUB09819MIG
Created by admin on Fri Dec 15 15:39:56 UTC 2023 , Edited by admin on Fri Dec 15 15:39:56 UTC 2023
PRIMARY
CAS
78090-11-6
Created by admin on Fri Dec 15 15:39:56 UTC 2023 , Edited by admin on Fri Dec 15 15:39:56 UTC 2023
PRIMARY
PUBCHEM
71223
Created by admin on Fri Dec 15 15:39:56 UTC 2023 , Edited by admin on Fri Dec 15 15:39:56 UTC 2023
PRIMARY
SMS_ID
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
PRIMARY
ChEMBL
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
PRIMARY
Related Record Type Details
ACTIVE MOIETY