2004
DOI: 10.1021/cc049854w
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Solid-Phase Synthesis of Fungitoxic 2-Imino-1,3-thiazolines

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Cited by 72 publications
(42 citation statements)
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“…Recently, a focused library was established based on the 2-imino-1,3-thiazoline template, 2) and many of these compounds were found to have a strong antifungal effect on Pyricularia oryzae, which was associated with a reduction in fungal melanin synthesis.…”
Section: Discussionmentioning
confidence: 99%
See 1 more Smart Citation
“…Recently, a focused library was established based on the 2-imino-1,3-thiazoline template, 2) and many of these compounds were found to have a strong antifungal effect on Pyricularia oryzae, which was associated with a reduction in fungal melanin synthesis.…”
Section: Discussionmentioning
confidence: 99%
“…1) Thus, inhibitors of melanin synthesis could prevent blast disease in rice. Recently, 2-imino-1,3-thiazoline derivatives were found to have antifungal activity against Pyricularia oryzae, 2) and since these compounds have potent melanin-reducing activity in fungi and low toxicity in animal cells, we hypothesized that they may provide the basis for a new class of skin whitening agents.…”
mentioning
confidence: 99%
“…22 Reductive amination of BAL (backbone amide linker) resin gave the resin-bound amines 6 which were acylated with chloroaceoacetyl chloride to give the amides 7. Condensation with various thioureas followed by cleavage from the resin with TFA gave a library of 20 target thiazolines 8, with an average purity of 83% and yield of 25%.…”
Section: Solid-phase Library Synthesismentioning
confidence: 99%
“…An interesting example of a natural product inspired library has been reported by Smith and co-workers in their synthesis of a library of natural product-like bicycle [2,22]octenones 27 (Scheme 11). 38 In the first two steps, they used Diels-Alder chemistry followed by ester hydrolysis to synthesise a diverse set of 13 key acids 26.…”
Section: Libraries Based Upon Natural Products or Privileged Structuresmentioning
confidence: 99%
“…In addition, thiazolines have been found to display acaricidal, insecticidal, and plant growth regulators activities [13] and have also been used for the identification of human cells with positive myeloperoxidase reactivity [14]. 2-Phenylimino-1,3-thiazoline-4-acetanilides have shown significant antifungal activity against rice blast Pyricularia oryzae, thus can be used as agrochemical fungicides [15]. The condensation products of 3-aryl-4-phenyl-2-imino-4-thiazolines with 9-chloro-2,4-(un)substituted acridines exhibited interesting antiinflammatory and analgesic activities [16].…”
Section: Introductionmentioning
confidence: 99%