Download Drug stereochemistry: analytical methods and pharmacology by Irving W Wainer PDF

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By Irving W Wainer

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New York: Wiley-Interscience/Royal Society of Chemistry, 2002. 3. Carrey FA, Sundberg RJ. Advanced Organic Chemistry. Part A: Structure and Mechanism. New York: Springer, 2007. 4. Wainer IW, Marcotte AA. Stereochemical terms and concepts, an overview. In: Wainer IW, ed. Drug Stereochemistry: Analytical Methods and Pharmacology. 2nd ed. , 1993. 5. Vargek M, Freedman TB, Lee E, et al. Experimental observation of resonance Raman optical activity. Chem Phys Lett 1998; 287:359–364. 6. Kunz H. Emil Fischer—unequalled classicist, master of organic chemistry research, and inspired trailblazer of biological chemistry.

A molecule that is not superimposable on its mirror image. A molecule having at least one pair of enantiomers. Stereoisomers that are related as nonsuperimposable mirror images. Stereoisomers that are not related as an object and its mirror image. A property of a chiral molecule—the ability to rotate a beam of planepolarized light. The angle that a beam of plane-polarized light is rotated by a chiral molecule. A clockwise rotation of a beam of plane-polarized light by a stereoisomer, usually used to denote a specific enantiomer of a chiral molecule, that is, the (þ)-enantiomer.

Very interesting thermodynamic behavior was recently observed for stereoisomers of fenoterol, a b2-adrenergic receptor agonist. The compound 2-(3,5-dihydroxyphenyl)-2-hydroxy-20 -(4-hydroxyphenyl)-10 -methyldiethylamine possesses two stereocenters at positions 2 and 10 and exists as four stereoisomers. The clinically used drug is a racemic mixture of (R,R)- and (S,S)- forms but the (R,R)-enantiomer is demonstrated to be the significantly more active form in either affinity binding and functional studies (28,29).

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