Details
Stereochemistry | ACHIRAL |
Molecular Formula | C21H26N4O2 |
Molecular Weight | 366.4567 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=C(C)N2C=C(C=C(NCC3=C(C)C=CC=C3C)C2=N1)C(=O)NCCO
InChI
InChIKey=GHVIMBCFLRTFHI-UHFFFAOYSA-N
InChI=1S/C21H26N4O2/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/h5-7,10,12,23,26H,8-9,11H2,1-4H3,(H,22,27)
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 |
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
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2095173 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17081503 |
0.13 µM [IC50] |
PubMed
Title | Date | PubMed |
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A randomized, comparative study of three doses of AZD0865 and esomeprazole for healing of reflux esophagitis. | 2007 Dec |
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A randomized, comparative trial of a potassium-competitive acid blocker (AZD0865) and esomeprazole for the treatment of patients with nonerosive reflux disease. | 2008 Jan |
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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 Sep |
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An in vitro methodology for forecasting luminal concentrations and precipitation of highly permeable lipophilic weak bases in the fasted upper small intestine. | 2012 Dec |
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Regurgitation is less responsive to acid suppression than heartburn in patients with gastroesophageal reflux disease. | 2012 Jun |
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Concomitant symptoms itemized in the Reflux Disease Questionnaire are associated with attenuated heartburn response to acid suppression. | 2012 Sep |
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H+/K+-ATPase inhibitors: a patent review. | 2013 Jan |
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Evaluation of the use of Classical Nucleation Theory for predicting intestinal crystalline precipitation of two weakly basic BSC class II drugs. | 2014 Mar 12 |
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Impact of regurgitation on health-related quality of life in gastro-oesophageal reflux disease before and after short-term potent acid suppression therapy. | 2014 May |
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Predictors of either rapid healing or refractory reflux oesophagitis during treatment with potent acid suppression. | 2014 Sep |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18184117
25, 50, 75 mg given once daily for 4 weeks
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:10:46 UTC 2023
by
admin
on
Fri Dec 15 16:10:46 UTC 2023
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Record UNII |
E0OU4SC8DP
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Record Status |
Validated (UNII)
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Record Version |
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Code | English |
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NCI_THESAURUS |
C29723
Created by
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E0OU4SC8DP
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248919-64-4
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300000027092
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CHEMBL497011
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C82307
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9951066
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8552
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
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TARGET -> INHIBITOR |
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Related Record | Type | Details | ||
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PRODRUG -> METABOLITE ACTIVE |
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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