Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C21H26N4O2.CH4O3S |
| Molecular Weight | 462.562 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CS(O)(=O)=O.CC1=C(C)N2C=C(C=C(NCC3=C(C)C=CC=C3C)C2=N1)C(=O)NCCO
InChI
InChIKey=QCHUWMQLRFKFDK-UHFFFAOYSA-N
InChI=1S/C21H26N4O2.CH4O3S/c1-13-6-5-7-14(2)18(13)11-23-19-10-17(21(27)22-8-9-26)12-25-16(4)15(3)24-20(19)25;1-5(2,3)4/h5-7,10,12,23,26H,8-9,11H2,1-4H3,(H,22,27);1H3,(H,2,3,4)
| Molecular Formula | C21H26N4O2 |
| Molecular Weight | 366.4567 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | CH4O3S |
| Molecular Weight | 96.106 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Linaprazan is a member of a new group of acid-suppressing agents, which unlike proton pump inhibitors, act through potassium-competitive inhibition of the H+,K+-ATPase located in the apical membrane of parietal cells. It displayed rapid inhibition of acid production and had a prolonged, dose-dependent duration of effect. Linaprazan reduced porcine renal Na(+),K(+)-ATPase activity by 9+/-2%, demonstrating a high selectivity for H(+),K(+)-ATPase. It provided similar efficacy to esomeprazole in terms of esophagitis healing and heartburn control.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Predictors of either rapid healing or refractory reflux oesophagitis during treatment with potent acid suppression. | 2014-09 |
|
| Impact of regurgitation on health-related quality of life in gastro-oesophageal reflux disease before and after short-term potent acid suppression therapy. | 2014-05 |
|
| Evaluation of the use of Classical Nucleation Theory for predicting intestinal crystalline precipitation of two weakly basic BSC class II drugs. | 2014-03-12 |
|
| H+/K+-ATPase inhibitors: a patent review. | 2013-01 |
|
| An in vitro methodology for forecasting luminal concentrations and precipitation of highly permeable lipophilic weak bases in the fasted upper small intestine. | 2012-12 |
|
| Concomitant symptoms itemized in the Reflux Disease Questionnaire are associated with attenuated heartburn response to acid suppression. | 2012-09 |
|
| Regurgitation is less responsive to acid suppression than heartburn in patients with gastroesophageal reflux disease. | 2012-06 |
|
| Co-administration of a nanosuspension of a poorly soluble basic compound and a solution of a proton pump inhibitor--the importance of gastrointestinal pH and solubility for the in vivo exposure. | 2011-09 |
|
| Predicting intestinal precipitation--a case example for a basic BCS class II drug. | 2010-10 |
|
| A randomized, comparative trial of a potassium-competitive acid blocker (AZD0865) and esomeprazole for the treatment of patients with nonerosive reflux disease. | 2008-01 |
|
| A randomized, comparative study of three doses of AZD0865 and esomeprazole for healing of reflux esophagitis. | 2007-12 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:01:36 GMT 2025
by
admin
on
Mon Mar 31 18:01:36 GMT 2025
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| Record UNII |
5P098C89CG
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| Record Status |
Validated (UNII)
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| Record Version |
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11248232
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300000027093
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855998-67-3
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admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
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