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2.
Eur J Med Chem ; 42(4): 456-62, 2007 Apr.
Article in English | MEDLINE | ID: mdl-17097771

ABSTRACT

ortho-Acylation attempt of benzenesulfonamide afforded the corresponding hemiaminal as major product. The in situ reduction of the reaction mixture, reported herein, directly provided 2-hydroxyalkyl benzenesulfonamide, an important pharmacophoric element for designing drug-like scaffolds. Its application is demonstrated through designing a novel series of 1,5-diarylpyrazoles for cyclooxygenase-2 (COX-2) inhibition.


Subject(s)
Aldehydes/chemistry , Alkanes/chemistry , Sulfonamides/chemistry , gamma-Aminobutyric Acid , Carbonic Anhydrase Inhibitors/chemistry , Chemistry, Pharmaceutical , Drug Design , Models, Molecular , Molecular Structure , Oxidation-Reduction , Benzenesulfonamides
3.
Tetrahedron Lett ; 33(46): 6955-6958, 1992 Nov 10.
Article in English | MEDLINE | ID: mdl-30310244

ABSTRACT

An investigation of the chemistry of ginkgolides A, B and C (1) has revealed an unusual interaction between the hydroxyl groups at C(1) and C(10) which activates their deprotonation to give 2 and provides a method for the interconversion of 1C and 1B. The ginkgolide 7-enol system 7 is more stable than the corresponding 7-keto form 6, which is easily made by selective Jones oxidation of ginkgolide C.

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