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Chirality (chemistry) Two enantiomers of a generic amino acid that are chiral. (S)-Alanine (left) and (R)-alanine (right) in zwitterionic form at neutral pH. In chemistry, a molecule or ion is called chiral (/ ˈkaɪrəl /) if it cannot be superposed on its mirror image by any combination of rotations, translations, and some conformational changes.
Chiral analysis refers to the quantification of component enantiomers of racemic drug substances or pharmaceutical compounds. Other synonyms commonly used include enantiomer analysis, enantiomeric analysis, and enantioselective analysis. Chiral analysis includes all analytical procedures focused on the characterization of the properties of ...
Chirality(/kaɪˈrælɪti/) is a property of asymmetryimportant in several branches of science. The word chiralityis derived from the Greekχείρ(kheir), "hand", a familiar chiral object. An object or a system is chiralif it is distinguishable from its mirror image; that is, it cannot be superposed(not to be confused with superimposed) onto it.
A chiral switch is a chiral drug that has already approved as racemate but has been re-developed as a single enantiomer. [ 1 ][ 2 ] The term chiral switching was introduced by Agranat and Caner in 1999 [ 3 ] to describe the development of single enantiomers from racemate drugs. For example, levofloxacin is a chiral switch of racemic ofloxacin.
Enantiopure drug. An enantiopure drug is a pharmaceutical that is available in one specific enantiomeric form. Most biological molecules (proteins, sugars, etc.) are present in only one of many chiral forms, so different enantiomers of a chiral drug molecule bind differently (or not at all) to target receptors.
In stereochemistry, a chiral auxiliary is a stereogenic group or unit that is temporarily incorporated into an organic compound in order to control the stereochemical outcome of the synthesis. [1][2] The chirality present in the auxiliary can bias the stereoselectivity of one or more subsequent reactions. The auxiliary can then be typically ...
Omeprazole, sold under the brand names Prilosec and Losec, among others, is a medication used in the treatment of gastroesophageal reflux disease (GERD), peptic ulcer disease, and Zollinger–Ellison syndrome. [ 1 ] It is also used to prevent upper gastrointestinal bleeding in people who are at high risk. [ 1 ]
Moving from a racemic drug to a chiral specific drug may be done for a better safety profile or an improved therapeutic index. This process is called chiral switching and the resulting enantiopure drug is called a chiral switch. [10] As examples, esomeprazole is a chiral switch of (±)-omeprazole and levocetirizine is a chiral switch of (± ...