3-Substituted-(5-arylfuran-2-ylcarbonyl)guanidines as NHE-1 inhibitors

Lee, Jimin; Kim, Taemi; Lee, Byung Ho; Yoo, Sung‐Eun; Lee, Kyung‐Hee; Yi, Kyu Yang

doi:10.1016/j.bmcl.2006.12.012

Cited by 30 publications

(5 citation statements)

References 18 publications

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“…To the solution of 3-oxo-3-phenylpropanenitrile 10 { 1 } (87 mg, 0.60 mmol), 4 H -chromene 6 { 1 } (126 mg, 0.50 mmol) and aq. hydrazine hydrate (80%) 11 (0.1 g, 1.00 mmol) in EtOH (14 mL) catalytic amount of acetic acid (10 mol %, 12 mg) in EtOH (1 mL) was added.…”

Section: Methodsmentioning

confidence: 99%

One-Pot Synthesis of Densely Substituted Pyrazolo[3,4-b]-4,7-dihydropyridines

2017

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We have achieved a facile synthesis of a combinatorial library of densely substituted pyrazolo[3,4-b]-4,7-dihydropyridines- the mimics of antigenital wart drug podophyllotoxin-from 5-aminopyrazoles and 4-(methylthio) 4H-chromenes. The C(4) pyrazolyl 4H-chromenes, which also possess structural features of podophyllotoxin, were isolable intermediates in the two-step, one-pot condensation. The condensation took place in a one-pot, multicomponent manner when 3-oxo-3-phenylpropanenitriles, hydrazine (precursors for 5-aminopyrazoles) and 4-(methylthio)-4H-chromenes were heated in refluxing ethanol. The condensation, however, stops at 4H-chromene stage when methyl hydrazine or phenylhydrazine were employed. Our findings offer an opportunity for synthesis of a combinatorial library of podophyllotoxin mimics, thus paving the way for discovery of lead candidates for cancer treatment.

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Section: Methodsmentioning

confidence: 99%

One-Pot Synthesis of Densely Substituted Pyrazolo[3,4-b]-4,7-dihydropyridines

2017

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“…Preparation of the starting materials including 3-oxo-3-phenylpropanenitriles (2a, b) [27,28], and arylglyoxal monohydrates (3ad) [26], along with reaction conditions are shown in (Scheme 1).…”

Section: Preparation Of Starting Materialsmentioning

confidence: 99%

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Arlan

Javahershenas

Khalafy

2020

Asian J. Nanosci. Mater.

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In this research study, one-pot, four-component reaction of 3-aryl-3oxopropanenitriles, 1-aryl-3-methyl-1H-pyrazol-5 (4H) one, arylglyoxals and ammonium acetate using green solvent systems and different catalysts under the reflux conditions afforded a series of the corresponding 4-aroyl-3methyl-1,6-diaryl-1H-pyrazolo [3,4-b] pyridine-5-carbonitrile derivatives. The best yields (70-85%) were obtained using the metal oxide silica basedmatal bifunctional LDH (layered double hydroxide) as a magnet nanocatalyst in EtOH/H2O (1:1) under the reflux conditions. This protocol provided mild reaction conditions, good yields, simple workup procedure, easy preparation of nanocatalyst and, products to structurally diverse bicyclic pyrazolo [3,4-b] pyridines, demonstrating biological and pharmacological activities.

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“…[ 12 , 13 , 14 ]. Other applications have demonstrated their utility as key synthetic intermediates for pharmaceutical blockbuster compounds ( Figure 1 ) [ 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 ].…”

Section: Introductionmentioning

confidence: 99%

Synthetic Access to Aromatic α-Haloketones

et al. 2022

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α-Haloketones play an essential role in the synthesis of complex N-, S-, O-heterocycles; of which some exhibit a remarkable biological activity. Research further illustrated that α-bromo-, α-chloro-, and α-iodoketones are key precursors for blockbuster pharmacological compounds. Over the past twenty years, substantial advances have been made in the synthesis of these industrially relevant building blocks. Efforts have focused on rendering the synthetic protocols greener, more effective and versatile. In this survey, we summarised and thoroughly evaluated the progress of the field, established in the past two decades, in terms of generality, efficacy and sustainability.

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3-Substituted-(5-arylfuran-2-ylcarbonyl)guanidines as NHE-1 inhibitors

Cited by 30 publications

References 18 publications

One-Pot Synthesis of Densely Substituted Pyrazolo[3,4-b]-4,7-dihydropyridines

One-Pot Synthesis of Densely Substituted Pyrazolo[3,4-b]-4,7-dihydropyridines

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Synthetic Access to Aromatic α-Haloketones

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