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Benzothiazole derivatives. 48. Synthesis of 3-alkoxycarbonyl-methyl-6-bromo-2-benzothiazolones and 3-alkoxycarbonyl-methyl-6-nitro-2-benzothiazolones as potential plant growth regulators
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DOI：10.3390/40400081.png)
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Abstract
En 中文
3-Alkoxycarbonylmethyl-6-bromo- and 3-alkoxycarbonylmethyl-6-nitro-2-benzothiazolones were synthesized by reaction of alkylesters of halogenoacetic acids with 6-bromo-2-benzothiazolones and 6-nitro-2-benzothiazolones respectively. The compounds were tested for plant growth stimulating activity on wheat (Triticum aestivum). The bromo derivatives manifested 25.4 % average stimulating activity in comparison with the control. The stimulation activity of the nitro derivatives was not significant. Optimal structures of the compounds were obtained by a MMPI method, atomic charges and dipole moments were calculated by a semiempirical AM1 method. On the basis of molecular electrostatic potential it has been found that the biological activity of synthesized compounds depends on charge distribution in the molecules.
Keywords:
3-alkoxycarbonylmethyl-
6-bromo-2-benzothiazolones
3-alkoxycarbonyl-methyl-6-nitro-2-benzothiazolones
plant growth regulators
AM1 calculations
lipophilicity
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