Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (10): 2965-2972.DOI: 10.6023/cjoc201903031 Previous Articles Next Articles
NOTES
张学博, 马航宇, 孙腾达, 雷鹏, 杨新玲, 张晓鸣, 凌云*()
收稿日期:
2019-03-17
修回日期:
2019-04-18
发布日期:
2019-05-21
通讯作者:
凌云
E-mail:lyun@cau.edu.cn
基金资助:
Zhang, Xuebo, Ma, Hangyu, Sun, Tengda, Lei, Peng, Yang, Xinling, Zhang, Xiaoming, Ling, Yun*()
Received:
2019-03-17
Revised:
2019-04-18
Published:
2019-05-21
Contact:
Ling, Yun
E-mail:lyun@cau.edu.cn
Supported by:
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Zhang, Xuebo, Ma, Hangyu, Sun, Tengda, Lei, Peng, Yang, Xinling, Zhang, Xiaoming, Ling, Yun. Design, Synthesis and Fungicidal Activity of Novel Piperidine Containing Cinnamaldehyde Thiosemicarbazide Derivatives[J]. Chinese Journal of Organic Chemistry, 2019, 39(10): 2965-2972.
Compd. | R1 | R2 | 瓜果腐霉病 | 水稻纹枯病 | 苹果腐烂病 | 油菜菌核病 | 水稻恶苗病 |
---|---|---|---|---|---|---|---|
3a | H | 4-Cl | 96 | 100 | 99 | 99 | 68 |
3b | H | 2-CH3 | 46 | 78 | 91 | 47 | 44 |
3c | H | 2-OCH3 | 93 | 100 | 100 | 70 | 63 |
3d | H | 4-OCH3 | 94 | 84 | 95 | 99 | 100 |
3e | H | 4-NO2 | 80 | 85 | 95 | 66 | 53 |
3f | 4-COOC2H5 | 4-Cl | 92 | 100 | 78 | 59 | 49 |
3g | 4-COOC2H5 | 2-CH3 | 30 | 71 | 55 | 54 | 35 |
3h | 4-COOC2H5 | 2-OCH3 | 95 | 100 | 91 | 47 | 51 |
3i | 4-COOC2H5 | 4-OCH3 | 86 | 82 | 85 | 69 | 79 |
3j | 4-COOC2H5 | 4-NO2 | 82 | 88 | 80 | 51 | 73 |
3k | 3-CH3 | 4-Cl | 83 | 100 | 98 | 89 | 60 |
3l | 3-CH3 | 2-CH3 | 31 | 76 | 80 | 42 | 45 |
3m | 3-CH3 | 2-OCH3 | 85 | 100 | 98 | 81 | 54 |
3n | 3-CH3 | 4-OCH3 | 84 | 81 | 95 | 98 | 94 |
3o | 3-CH3 | 4-NO2 | 70 | 81 | 93 | 77 | 75 |
3p | H | H | 100 | 95 | 98 | 100 | 95 |
A | 44 | 100 | 91 | 62 | 49 | ||
P | 35 | 87 | 71 | 49 | 45 | ||
Lead compound | 99 | 93 | 86 | 85 | 64 | ||
吡唑醚菌酯 | 47 | 100 | 100 | 100 | 79 |
Compd. | R1 | R2 | 瓜果腐霉病 | 水稻纹枯病 | 苹果腐烂病 | 油菜菌核病 | 水稻恶苗病 |
---|---|---|---|---|---|---|---|
3a | H | 4-Cl | 96 | 100 | 99 | 99 | 68 |
3b | H | 2-CH3 | 46 | 78 | 91 | 47 | 44 |
3c | H | 2-OCH3 | 93 | 100 | 100 | 70 | 63 |
3d | H | 4-OCH3 | 94 | 84 | 95 | 99 | 100 |
3e | H | 4-NO2 | 80 | 85 | 95 | 66 | 53 |
3f | 4-COOC2H5 | 4-Cl | 92 | 100 | 78 | 59 | 49 |
3g | 4-COOC2H5 | 2-CH3 | 30 | 71 | 55 | 54 | 35 |
3h | 4-COOC2H5 | 2-OCH3 | 95 | 100 | 91 | 47 | 51 |
3i | 4-COOC2H5 | 4-OCH3 | 86 | 82 | 85 | 69 | 79 |
3j | 4-COOC2H5 | 4-NO2 | 82 | 88 | 80 | 51 | 73 |
3k | 3-CH3 | 4-Cl | 83 | 100 | 98 | 89 | 60 |
3l | 3-CH3 | 2-CH3 | 31 | 76 | 80 | 42 | 45 |
3m | 3-CH3 | 2-OCH3 | 85 | 100 | 98 | 81 | 54 |
3n | 3-CH3 | 4-OCH3 | 84 | 81 | 95 | 98 | 94 |
3o | 3-CH3 | 4-NO2 | 70 | 81 | 93 | 77 | 75 |
3p | H | H | 100 | 95 | 98 | 100 | 95 |
A | 44 | 100 | 91 | 62 | 49 | ||
P | 35 | 87 | 71 | 49 | 45 | ||
Lead compound | 99 | 93 | 86 | 85 | 64 | ||
吡唑醚菌酯 | 47 | 100 | 100 | 100 | 79 |
Compd. | EC50/(μg?mL–1) | 线性方程 | R2 |
---|---|---|---|
3a | 5.53 | y=2.2927x+3.2971 | 0.98 |
3b | 15.17 | y=2.2541x+2.3389 | 0.97 |
3c | 8.56 | y=1.7871x+3.3347 | 0.98 |
3d | 6.09 | y=1.6526x+3.7034 | 0.98 |
3e | 17.60 | y=0.9497x+3.8172 | 0.95 |
3f | 16.62 | y=1.3833x+3.3123 | 0.99 |
3h | 14.23 | y=1.3574x+3.4357 | 0.97 |
3i | 51.81 | y=0.8067x+3.6170 | 0.97 |
3j | 24.72 | y=1.2658x+3.2367 | 0.91 |
3k | 5.22 | y=1.8442x+3.6777 | 0.98 |
3l | 8.64 | y=1.8229x+3.2947 | 0.99 |
3m | 6.04 | y=1.4877x+3.8395 | 0.98 |
3n | 33.53 | y=0.9639x+3.5296 | 0.98 |
3o | 19.95 | y=0.9814x+3.7242 | 0.93 |
3p | 5.20 | y=2.0812x+3.5097 | 0.96 |
Lead compound | 6.58 | y=1.8537x+3.4834 | 0.98 |
A | 5.70 | y=1.3559x+3.9746 | 0.99 |
P | 16.70 | y=1.0628x+3.7005 | 0.96 |
嘧菌酯 | 0.01 | y=0.7677x+6.4285 | 0.94 |
吡唑醚菌酯 | 0.01 | y=1.2443x+7.4561 | 0.96 |
Compd. | EC50/(μg?mL–1) | 线性方程 | R2 |
---|---|---|---|
3a | 5.53 | y=2.2927x+3.2971 | 0.98 |
3b | 15.17 | y=2.2541x+2.3389 | 0.97 |
3c | 8.56 | y=1.7871x+3.3347 | 0.98 |
3d | 6.09 | y=1.6526x+3.7034 | 0.98 |
3e | 17.60 | y=0.9497x+3.8172 | 0.95 |
3f | 16.62 | y=1.3833x+3.3123 | 0.99 |
3h | 14.23 | y=1.3574x+3.4357 | 0.97 |
3i | 51.81 | y=0.8067x+3.6170 | 0.97 |
3j | 24.72 | y=1.2658x+3.2367 | 0.91 |
3k | 5.22 | y=1.8442x+3.6777 | 0.98 |
3l | 8.64 | y=1.8229x+3.2947 | 0.99 |
3m | 6.04 | y=1.4877x+3.8395 | 0.98 |
3n | 33.53 | y=0.9639x+3.5296 | 0.98 |
3o | 19.95 | y=0.9814x+3.7242 | 0.93 |
3p | 5.20 | y=2.0812x+3.5097 | 0.96 |
Lead compound | 6.58 | y=1.8537x+3.4834 | 0.98 |
A | 5.70 | y=1.3559x+3.9746 | 0.99 |
P | 16.70 | y=1.0628x+3.7005 | 0.96 |
嘧菌酯 | 0.01 | y=0.7677x+6.4285 | 0.94 |
吡唑醚菌酯 | 0.01 | y=1.2443x+7.4561 | 0.96 |
Compd. | EC50/(μg?mL–1) | 线性方程 | R2 |
---|---|---|---|
3a | 2.35 | y=1.3663x+4.4942 | 0.96 |
3c | 2.20 | y=0.9405x+4.6784 | 0.95 |
3d | 6.17 | y=1.1077x+4.1249 | 0.97 |
3e | 6.80 | y=1.1765x+4.0206 | 0.99 |
3f | 4.04 | y=1.4348x+4.1311 | 0.97 |
3h | 3.66 | y=1.2256x+4.3109 | 0.98 |
3i | 7.77 | y=1.2411x+3.8950 | 0.95 |
3j | 8.60 | y=1.5194x+3.5798 | 0.99 |
3k | 1.22 | y=0.9178x+4.9219 | 0.95 |
3m | 1.46 | y=1.1335x+4.8152 | 0.99 |
3n | 10.49 | y=1.1615x+3.8146 | 0.94 |
3o | 10.22 | y=1.2466x+3.7418 | 0.95 |
3p | 1.02 | y=0.9761x+4.9881 | 0.98 |
Lead compound | 5.60 | y=0.6868x+4.4864 | 0.91 |
A | 3.12 | y=1.3133x+4.3346 | 0.92 |
P | 5.60 | y=0.9895x+4.2629 | 0.91 |
吡唑醚菌酯 | 0.03 | y=0.7435x+6.1470 | 0.99 |
Compd. | EC50/(μg?mL–1) | 线性方程 | R2 |
---|---|---|---|
3a | 2.35 | y=1.3663x+4.4942 | 0.96 |
3c | 2.20 | y=0.9405x+4.6784 | 0.95 |
3d | 6.17 | y=1.1077x+4.1249 | 0.97 |
3e | 6.80 | y=1.1765x+4.0206 | 0.99 |
3f | 4.04 | y=1.4348x+4.1311 | 0.97 |
3h | 3.66 | y=1.2256x+4.3109 | 0.98 |
3i | 7.77 | y=1.2411x+3.8950 | 0.95 |
3j | 8.60 | y=1.5194x+3.5798 | 0.99 |
3k | 1.22 | y=0.9178x+4.9219 | 0.95 |
3m | 1.46 | y=1.1335x+4.8152 | 0.99 |
3n | 10.49 | y=1.1615x+3.8146 | 0.94 |
3o | 10.22 | y=1.2466x+3.7418 | 0.95 |
3p | 1.02 | y=0.9761x+4.9881 | 0.98 |
Lead compound | 5.60 | y=0.6868x+4.4864 | 0.91 |
A | 3.12 | y=1.3133x+4.3346 | 0.92 |
P | 5.60 | y=0.9895x+4.2629 | 0.91 |
吡唑醚菌酯 | 0.03 | y=0.7435x+6.1470 | 0.99 |
Compd. | EC50/(μg?mL–1) | 线性方程 | R2 |
---|---|---|---|
3a | 4.94 | y=0.8204x+4.4318 | 0.91 |
3d | 7.41 | y=2.1292x+3.1484 | 0.91 |
3k | 7.55 | y=1.0553x+4.0749 | 0.99 |
3m | 9.57 | y=1.3686x+3.6580 | 0.94 |
3n | 47.43 | y=1.1461x+3.0791 | 0.91 |
3p | 5.10 | y=2.8944x+2.9508 | 0.94 |
Lead compound | 12.61 | y=0.7568x+4.1669 | 0.94 |
A | 24.21 | y=1.1892x+3.3541 | 0.98 |
P | 60.40 | y=1.0606x+3.1111 | 0.92 |
嘧菌酯 | 5.17 | y=0.5026x+4.6425 | 0.91 |
Compd. | EC50/(μg?mL–1) | 线性方程 | R2 |
---|---|---|---|
3a | 4.94 | y=0.8204x+4.4318 | 0.91 |
3d | 7.41 | y=2.1292x+3.1484 | 0.91 |
3k | 7.55 | y=1.0553x+4.0749 | 0.99 |
3m | 9.57 | y=1.3686x+3.6580 | 0.94 |
3n | 47.43 | y=1.1461x+3.0791 | 0.91 |
3p | 5.10 | y=2.8944x+2.9508 | 0.94 |
Lead compound | 12.61 | y=0.7568x+4.1669 | 0.94 |
A | 24.21 | y=1.1892x+3.3541 | 0.98 |
P | 60.40 | y=1.0606x+3.1111 | 0.92 |
嘧菌酯 | 5.17 | y=0.5026x+4.6425 | 0.91 |
Compd. | EC50/(μg?mL–1) | 线性方程 | R2 |
---|---|---|---|
3a | 9.04 | y=2.1430x+2.9500 | 0.93 |
3c | 35.15 | y=1.3196x+2.9617 | 0.98 |
3d | 4.35 | y=1.2912x+4.1757 | 0.94 |
3e | 23.72 | y=2.1148x+2.0921 | 0.97 |
3f | 26.43 | y=2.9907x+0.7485 | 0.92 |
3h | 22.21 | y=3.0688x+0.8690 | 0.95 |
3i | 10.12 | y=1.0758x+3.9186 | 0.91 |
3j | 18.27 | y=1.5940x+2.9888 | 0.97 |
3k | 21.65 | y=2.6595x+1.4494 | 0.98 |
3m | 17.72 | y=2.2467x+2.1962 | 0.94 |
3n | 10.49 | y=1.5598x+3.1988 | 0.99 |
3p | 8.40 | y=4.9150x+0.4688 | 0.92 |
Lead compound | 5.37 | y=2.3678x+3.2722 | 0.90 |
A | 50.00 | y=1.0501x+3.2140 | 0.92 |
P | 189.60 | y=0.6994x+3.4069 | 0.93 |
嘧菌酯 | 16.88 | y=0.3656x+4.5528 | 0.92 |
Compd. | EC50/(μg?mL–1) | 线性方程 | R2 |
---|---|---|---|
3a | 9.04 | y=2.1430x+2.9500 | 0.93 |
3c | 35.15 | y=1.3196x+2.9617 | 0.98 |
3d | 4.35 | y=1.2912x+4.1757 | 0.94 |
3e | 23.72 | y=2.1148x+2.0921 | 0.97 |
3f | 26.43 | y=2.9907x+0.7485 | 0.92 |
3h | 22.21 | y=3.0688x+0.8690 | 0.95 |
3i | 10.12 | y=1.0758x+3.9186 | 0.91 |
3j | 18.27 | y=1.5940x+2.9888 | 0.97 |
3k | 21.65 | y=2.6595x+1.4494 | 0.98 |
3m | 17.72 | y=2.2467x+2.1962 | 0.94 |
3n | 10.49 | y=1.5598x+3.1988 | 0.99 |
3p | 8.40 | y=4.9150x+0.4688 | 0.92 |
Lead compound | 5.37 | y=2.3678x+3.2722 | 0.90 |
A | 50.00 | y=1.0501x+3.2140 | 0.92 |
P | 189.60 | y=0.6994x+3.4069 | 0.93 |
嘧菌酯 | 16.88 | y=0.3656x+4.5528 | 0.92 |
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