N<sup>1</sup>-Silver<sup>1</sup> Derivatives of Sulfanilamide and Some Related Compounds

Braun, Charles E.; Towle, Jack L.

doi:10.1021/ja01857a501

Cited by 17 publications

(5 citation statements)

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“…Metal-based sulfonamide complexes have been reported previously, wherein various metal ions are coordinated to the sulfur or nitrogen of the heterocyclic sulfonamide scaffolds such as acetazolamide [42,43]. Inhibitor complexes of this nature were observed to be 10-to 100-fold more potent than the parent sulfonamide, a remarkable potency enhancement that makes this class of CA inhibitor among the most potent known to date.…”

Section: Click Tailing To Generate Metallocenes Targeting Tumorassocimentioning

confidence: 94%

Carbonic Anhydrase Inhibitors Developed Through ‘Click Tailing’

Lopez¹,

Salmon²,

Supuran³

et al. 2010

CPD

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In recent years there has been renewed activity in the literature concerning the 1,3-dipolar cycloaddition reaction (1,3-DCR) of organic azides (R-N₃) with alkynes (R'-C≡CH) to form 1,2,3-triazoles, i.e. the Huisgen synthesis. The use of catalytic Cu(I) leads to a dramatic rate enhancement (up to 10(7)-fold) and exclusive synthesis of the 1,4-disubstituted 1,2,3-triazole product. The reaction, now referred to as the copper-catalyzed azide-alkyne cycloaddition (CuAAC), meets the stringent criteria of a click-reaction in that it is modular, wide in scope, high yielding, has no byproducts, operates in water at ambient temperature, product purification is simple and the starting materials are readily available. The 1,3-DCR reaction has rapidly become the premier click chemistry reaction with applications spanning modern chemistry disciplines, including medicinal chemistry. Recently the 'tail' approach initiative for the development of carbonic anhydrase inhibitors (CAIs) has been combined with the synthetic versatility of click chemistry. This has proven a powerful combination leading to the synthesis of CAIs with useful biopharmaceutical properties and activities. This review will discuss complementary and contrasting applications that have utilized 'click tailing' for the development of CAIs. Applications encompass i) medicinal chemistry and drug discovery; ii) radiopharmaceutical development of positron emission topography (PET) chemical probes; and iii) in situ click chemistry.

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Section: Click Tailing To Generate Metallocenes Targeting Tumorassocimentioning

confidence: 94%

Carbonic Anhydrase Inhibitors Developed Through ‘Click Tailing’

Lopez¹,

Salmon²,

Supuran³

et al. 2010

CPD

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“…The various silver sulfonamide complexes were prepared by reacting silver nitrate with sodium salts of sulfonamides [6][7][8][9] .…”

Section: Experimental Workmentioning

confidence: 99%

Synthesis, Characterization and Antimicrobial Screening of Benzene Sulfonamide, 4-Amino-N- (5-Methyl-3-Isoxazolyl) Monosilver Salt and Related Compounds

Herole¹,

Velingkar²

2012

Int J Pharmceut Chem

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ABSTRACT:The synthesis of sulfa drug-metal complexes has received much attention due to their effective application as chemotherapeutic agents to be employed for the prevention and cure of bacterial infection in human being. Further more, sulfa drugs and their metal complexes, posses many applications as diuretic, antiglaucoma, antiepileptic etc 1-2 .The present work report the synthesis, characterization and antimicrobial screening of synthesized silver-sulfa drug complexes.

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“…Due to their significant pharmacology applications and widespread use in medicine, these compounds have gained attention in bio-inorganic and metal-based drug chemistry. Metal-based pharmacological properties of sulfonamides were surprisingly observed when they were administered as metal chelates initially coming to light when the silver (I) complex of sulfanilamide was prepared [16] and tested for biological activity. Then other metal complexes of substituted sulfanilamides were subsequently synthesized and investigated for enhanced biological activities in detail [17].…”

Section: Introductionmentioning

confidence: 99%

Metal-based sulfonamides: Their preparation, characterization andin-vitroantibacterial, antifungal & cytotoxic properties. X-ray structure of 4-[(2-hydroxybenzylidene) amino] benzenesulfonamide

Chohan

2008

Journal of Enzyme Inhibition and Medicinal Chemistry

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N¹-Silver¹ Derivatives of Sulfanilamide and Some Related Compounds

Cited by 17 publications

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Carbonic Anhydrase Inhibitors Developed Through ‘Click Tailing’

Carbonic Anhydrase Inhibitors Developed Through ‘Click Tailing’

Synthesis, Characterization and Antimicrobial Screening of Benzene Sulfonamide, 4-Amino-N- (5-Methyl-3-Isoxazolyl) Monosilver Salt and Related Compounds

Metal-based sulfonamides: Their preparation, characterization andin-vitroantibacterial, antifungal & cytotoxic properties. X-ray structure of 4-[(2-hydroxybenzylidene) amino] benzenesulfonamide

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N1-Silver1 Derivatives of Sulfanilamide and Some Related Compounds

Cited by 17 publications

References 0 publications

Carbonic Anhydrase Inhibitors Developed Through &#x2018;Click Tailing&#x2019;

Carbonic Anhydrase Inhibitors Developed Through &#x2018;Click Tailing&#x2019;

Synthesis, Characterization and Antimicrobial Screening of Benzene Sulfonamide, 4-Amino-N- (5-Methyl-3-Isoxazolyl) Monosilver Salt and Related Compounds

Metal-based sulfonamides: Their preparation, characterization andin-vitroantibacterial, antifungal & cytotoxic properties. X-ray structure of 4-[(2-hydroxybenzylidene) amino] benzenesulfonamide

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N¹-Silver¹ Derivatives of Sulfanilamide and Some Related Compounds

Carbonic Anhydrase Inhibitors Developed Through ‘Click Tailing’

Carbonic Anhydrase Inhibitors Developed Through ‘Click Tailing’