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An example of such an enantiomer is the sedative thalidomide, which was sold in a number of countries around the world from 1957 until 1961. It was withdrawn from the market when it was found to cause birth defects. One enantiomer caused the desirable sedative effects, while the other, unavoidably [23] present in equal quantities, caused birth ...
One enantiomer of a drug may have a desired beneficial effect while the other may cause serious and undesired side effects, or sometimes even beneficial but entirely different effects. [1] The desired enantiomer is known as an eutomer while the undesired enantiomer is known as the distomer. [ 2 ]
The eutomer is the enantiomer having the desired pharmacological activity, [4] e.g., as an active ingredient in a drug. The distomer , on the other hand, is the enantiomer of the eutomer which may have undesired bioactivity or may be bio-inert.
Chiral purity is a measure of the purity of a chiral drug. Other synonyms employed include enantiomeric excess, enantiomer purity, enantiomeric purity, and optical purity. Optical purity is an obsolete term since today most of the chiral purity measurements are done using chromatographic techniques (not based on optical principles).
In chemistry, racemization is a conversion, by heat or by chemical reaction, of an optically active compound into a racemic (optically inactive) form. This creates a 1:1 molar ratio of enantiomers and is referred to as a racemic mixture (i.e. contain equal amount of (+) and (−) forms).
Levofloxacin as an example of a chiral switch. 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.
The (R)-enantiomer is -1-aminoindan, which has pharmacological activity and is an active metabolite of the antiparkinsonian agent rasagiline. [2] [4] [5] A number of notable 1-aminoindane derivatives exist. These include the following: 1-Aminoindan-1,5-dicarboxylic acid (AIDA) – selective mGlu 1 receptor antagonist [3] [7]
Arketamine (developmental code names PCN-101, HR-071603), also known as (R)-ketamine or (R)-(−)-ketamine, is the (R)-(−) enantiomer of ketamine. [1] [2] [3] Similarly to racemic ketamine and esketamine, the S(+) enantiomer of ketamine, arketamine is biologically active; however, it is less potent as an NMDA receptor antagonist and anesthetic and thus has never been approved or marketed for ...