Synthesis and inhibitory effects on platelet aggregation of 3-(2-thienyl)- and 3-(1-imidazolyl)-1,2-benzisoxazole derivatives

Nuhrich, A.; Varache‐Lembege, Martine; Renard, Pierre; Devaux, G.

doi:10.1016/0223-5234(94)90129-5

Cited by 20 publications

(9 citation statements)

References 16 publications

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“…[3] Benzisoxazole derivatives are associated with various biological activities, such as antipsychotic, [4] antitumor, [5] anticonvulsant, [6] antimicrobial, [7] antithrombotic [8] and antidiabetic effects. [9] Aryne is an important intermediate and synthon in organic synthesis.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Study of Oxadisilole‐Fused Benzisoxazoles or Naphthisoxazoles

Chen

Zhang

et al. 2012

Eur J Org Chem

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Oxadisilole‐fused benzisoxazoles or naphthisoxazoles were obtained through 1,3‐dipolar cycloaddition of arynes with nitrile oxides in good yields at room temperature. Key to the procedure is the simultaneous in situ generation of reactive nitrile oxides from arenecarbohydroximoyl chlorides and aryne reactants from benzobis(oxadisilole) or 2,3‐naphthoxadisilole. One oxadisilole‐fused benzisoxazole is a new precursor of a benzyne formed by a phenyliodination/fluoride‐induced elimination protocol. By using this benzyne, cycloadducts were synthesized in good yields. The de‐oxadisilole reaction of some of the oxadisilole‐fused benzisoxazoles could be easily conducted with a 1.0 M solution of tetrabutylammonium fluoride in THF at room temperature.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Study of Oxadisilole‐Fused Benzisoxazoles or Naphthisoxazoles

Chen

Zhang

et al. 2012

Eur J Org Chem

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“…2 Among the various biologically active isoxazole derivatives, substituted 1,2-benzisoxazoles occupy an extremely important role in the pharmaceutical and medicinal fields. 3, 4 1,2-Benzisoxazoles substituted derivatives were used as anticonvulsant, 5,6 anti-psychotic, 7 anti-cancer, 8,9 antimicrobial, 10 anti-thrombotic, 11 uricosuric, 12 anti-inflammatory, 13 tuberculostatic, 14 sedative, 15 analgesic 16 and neuroleptic agents. 17 In addition, N-benzylpiperidinebenzisoxazole derivatives are selective inhibitors of the enzyme acetyl cholinesterase (AChE), used for the treatment of Alzheimer's disease.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of new thiourea and urea derivatives of 6-fluoro-3-(piperidin-4-yl)benzo[d] isoxazole: In vitro Antimicrobial and Antioxidant activity

et al. 2015

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A new class of antimicrobial and antioxidant agents, based on thiourea and urea derivatives of 6-fluoro-3-(piperidin-4-yl)benzo[d] isoxazole were synthesized by adopting a simple and efficient method. Synthesized compounds were characterized by spectral data of IR, 1 H, 13 C NMR and mass spectra. The compounds were evaluated for their efficacy as antimicrobial and antioxidant agents. A few compounds showed good antibacterial, antifungal and antioxidant activity when compared to standard drugs and thus represent a new class of promising lead compounds.

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“…1 Among them, the benzisoxazole scaffold has evolved as a convenient bioisosteric replacement for the benzoyl functionality of some biologically active molecules. 2 Benzisoxazoles, particularly their 3-alkyl and 3-aryl substituted derivatives, have displayed a broad range of biological activities, such as antipsychotic, 2a,3 antitumor, 4 anticonvulsant, 5 antimicrobial, 6 antibacterial, 7 diuretic, 8 antithrombotic, 2c and acetylcholinesterase-inhibition 2b,9 (Alzheimer’s disease treatment) activities (Figure 1). …”

Section: Introductionmentioning

confidence: 99%

Solution-Phase Synthesis of a Diverse Library of Benzisoxazoles Utilizing the [3 + 2] Cycloaddition of in Situ-Generated Nitrile Oxides and Arynes

et al. 2013

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A library of benzisoxazoles has been synthesized by the [3 + 2] cycloaddition of nitrile oxides with arynes and further diversified by acylation/sulfonylation and palladium-catalyzed coupling processes. The eight key intermediate benzisoxazoles have been prepared by the reaction of o-(trimethylsilyl)aryl triflates and chlorooximes in the presence of CsF in good to excellent yields under mild reaction conditions. These building blocks have been used as the key components of a diverse set of 3,5,6-trisubstituted benzisoxazoles.

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Synthesis and inhibitory effects on platelet aggregation of 3-(2-thienyl)- and 3-(1-imidazolyl)-1,2-benzisoxazole derivatives

Cited by 20 publications

References 16 publications

Synthesis and Study of Oxadisilole‐Fused Benzisoxazoles or Naphthisoxazoles

Synthesis and Study of Oxadisilole‐Fused Benzisoxazoles or Naphthisoxazoles

Synthesis and characterization of new thiourea and urea derivatives of 6-fluoro-3-(piperidin-4-yl)benzo[d] isoxazole: In vitro Antimicrobial and Antioxidant activity

Solution-Phase Synthesis of a Diverse Library of Benzisoxazoles Utilizing the [3 + 2] Cycloaddition of in Situ-Generated Nitrile Oxides and Arynes

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