Abstract
Preparation of the key intermediate carboxydifluoromethanesulfonamide provides direct synthetic access to a wide range of novel difluoromethanesulfonamides, including the acetazolamide analogue (2-ethanoylamino-1,3,4-thiadiazol-5-yl)-difluoromethanesulfonamide. Their water solubility and stability, ether partition coefficient, pK(a) and submicromolar dissociation constants for human carbonic anhydrase isozyme II (HCA II) make them promising candidates for topical glaucoma therapy.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Carbonic Anhydrase II / antagonists & inhibitors
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Carbonic Anhydrase II / chemistry*
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Carbonic Anhydrase Inhibitors / chemical synthesis*
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Carbonic Anhydrase Inhibitors / chemistry*
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Carbonic Anhydrase Inhibitors / pharmacology
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Humans
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Hydrocarbons, Fluorinated / chemistry*
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Isoenzymes / antagonists & inhibitors
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Molecular Structure
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Solubility
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Stereoisomerism
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Sulfonamides / chemical synthesis*
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Sulfonamides / chemistry*
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Sulfonamides / pharmacology
Substances
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Carbonic Anhydrase Inhibitors
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Hydrocarbons, Fluorinated
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Isoenzymes
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Sulfonamides
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Carbonic Anhydrase II