File:Proton pump inhibitors structure.svg

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Summary

Description
English: Common structure of proton pump inhibitors. Asterisk indicates stereocenter. Dots indicate lone pair.
Date
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Author Anypodetos
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Public domain This image of a simple structural formula is ineligible for copyright and therefore in the public domain, because it consists entirely of information that is common property and contains no original authorship.
Compound Substituents Form Cysteine binding pKa First approval
X R1 R2 R3 R4 pKaa1 pKaa1 year
Omeprazole CH OCH3 CH3 CH3 CH3 Racemic mixture 813 and 892 4.06 0.79 1989 in USA
Esomeprazole CH OCH3 CH3 CH3 CH3 (S)-(−)-enantiomer of lansoprazole 813 and 892 4.06 0.79 2001 in USA
Lansoprazole CH H CH3 CH2CF3 H Racemic mixture 813 and 321 3.83 0.62 1991 in Europe
Dexlansoprazole CH H CH3 CH2CF3 H (R)-(+)-enantiomer of lansoprazole 813 and 321 3.83 0.62 2009 in USA
Pantoprazole CH OCHF2 OCH3 CH3 H Racemic mixture 813 and 822 3.83 0.11 1994 in Germany
Rabeprazole CH H CH3 (CH2)3OCH3 H Racemic mixture 813, 892 and 321 4.53 0.62 1999 in USA
Tenatoprazole N OCH3 CH3 CH3 CH3 Racemic mixture 813 and 822 4.04 –0.12 —
 
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inception

7 February 2012

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Date/TimeThumbnailDimensionsUserComment
current12:11, 7 December 2015Thumbnail for version as of 12:11, 7 December 2015512 × 227 (10 KB)Vaccinationistfacelifting
19:05, 8 February 2012Thumbnail for version as of 19:05, 8 February 2012275 × 135 (35 KB)AnypodetosMark stereocenter
14:31, 7 February 2012Thumbnail for version as of 14:31, 7 February 2012275 × 135 (34 KB)Anypodetos{{Information |Description ={{en|1=Common structure of {{w|proton pump inhibitor}}s}} |Source ={{own}} |Author =Anypodetos |Date =2012-02-07 |Permission = |other_versions = }} {{BKchem}}{{Inkscape}} [[C
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