Chemical Research in Chinese Universities ›› 2011, Vol. 27 ›› Issue (4): 595-598.

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Syntheses, Crystal Structures and Bioactivities of Two Novel Isatin Derivatives

SHANG Jian-li, LI Hui-dong, SHANG Jun, SONG Hai-bin, LI Zheng-ming and WANG Jian-guo*   

  1. State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China
  • Received:2010-09-10 Revised:2010-12-10 Online:2011-07-25 Published:2011-06-29
  • Contact: WANG Jian-guo E-mail:nkwjg@nankai.edu.cn
  • Supported by:

    Supported by the China-Australia Linkage Grant form of National Natural Science Foundation, China(No.20911120022) and the National Key Technology Research and Development Program of China(No.2011BAE06B05-3).

Abstract: Two novel compounds 1-(4-fluorobenzyl)-4-chloro-(Z)-3-benzoylhydrazono-2-indolinone(1) and 1-(4-methoxybenzyl)-(Z)-3-benzoylhydrazono-2-indolinone(2) were synthesized and their crystal structures were determined by single-crystal X-ray diffraction. Compound 1(C22H15ClFN3O2) crystallized in the triclinic system, space group P1?? with a=0.94198(19) nm, b=1.4339(3) nm, c=1.5018(3) nm, α=101.58(3)°, β=102.96(3)°, γ=102.73°, V=1.8602(6) nm3, Mr=407.82, Dc=1.456 g/cm3, μ=0.240 mm–1, F(000)=840, Z=4, R1=0.0442 and wR2=0.1064. Compound 2(C23H19N3O3) crystallized in the triclinic system, space group P1?? with a=1.0022(2) nm, b=1.0192(2) nm, c=1.0461(2) nm, α=99.86(3)°, β=117.30(3)°, γ=94.13(3)°, V=0.9215(3) nm3, Mr=385.41, Dc=1.389 g/cm3, μ=0.094 mm–1, F(000)=404, Z=2, R1=0.0403 and wR2=0.1142. The preliminary herbicidal activities of the two compounds were also evaluated.

Key words: Acetohydroxy acid synthase(AHAS), Crystal structure, Isatin derivative, Herbicidal activity