除草的3-(亚磺酰亚氨基/磺酰亚氨基)-苯甲酰胺
本发明涉及除草剂的技术领域,尤其涉及用于选择性防治有用植物作物中的阔叶杂草和禾本科杂草(weed grass)的除草剂的技术领域。
WO 2011/035874 A1公开了具有除草活性的N-(1,2,5-噁二唑-3-基)苯甲酰胺。某些N-(四唑-5基)-和N-(三唑-5-基)苯甲酰胺和N-(四唑-5基)-和N-(三唑-5-基)烟酰胺作为除草剂已知于欧洲专利申请EP10174893,其比本发明具有更早的优先权日,但在本发明的优先权日之前尚未公开。然而,这些出版物中所提及的化合物的除草活性或/和作物相容性往往是不够的。
本发明的目的是提供与现有技术已知的化合物相比具有改善的特性的除草活性化合物。
现已发现某些亚磺酰亚氨基苯甲酰胺(sulfinimidoylbenzamide)和磺酰亚氨基苯甲酰胺(sulfonimidoylbenzamide)特别适于作为除草剂。因此,本发明提供了式(I)的亚磺酰亚氨基苯甲酰胺和磺酰亚氨基苯甲酰胺及其盐
其中,符号和下标定义如下:
Q为基团Q1、Q2、Q3或Q4,
X为硝基、卤素、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、卤代-(C2-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基、(C3-C6)-环烷基、卤代-(C3-C6)-环烷基、(C3-C6)-环烯基、卤代-(C3-C6)-环烯基、(C3-C6)-环烷基-(C1-C6)-烷基、卤代-(C3-C6)-环烷基-(C1-C6)-烷基、(C3-C6)-环烯基-(C1-C6)-烷基、卤代-(C3-C6)-环烯基-(C1-C6)-烷基、R1(O)C、R1(R1ON=)C、R1O(O)C、(R1)2N(O)C、R1(R1O)N(O)C、(R1)2N(R1)N(O)C、R1(O)C(R1)N(O)C、R2O(O)C(R1)N(O)C、(R1)2N(O)C(R1)N(O)C、R2(O)2S(R1)N(O)C、R1O(O)2S(R1)N(O)C、(R1)2N(O)2S(R1)N(O)C、R1O、R1(O)CO、R2(O)2SO、R2O(O)CO、(R1)2N(O)CO、(R1)2N、R1(O)C(R1)N、R2(O)2S(R1)N、R2O(O)C(R1)N、(R1)2N(O)C(R1)N、R1O(O)2S(R1)N、(R1)2N(O)2S(R1)N、R2(O)nS、R1O(O)2S、(R1)2N(O)2S、R1(O)C(R1)N(O)2S、R2O(O)C(R1)N(O)2S、(R1)2N(O)C(R1)N(O)2S、(R5O)2(O)P、R1(O)C-(C1-C6)-烷基、R1O(O)C-(C1-C6)-烷基、(R1)2N(O)C-(C1-C6)-烷基、(R1O)(R1)N(O)C-(C1-C6)-烷基、(R1)2N(R1)N(O)C-(C1-C6)-烷基、R1(O)C(R1)N(O)C-(C1-C6)-烷基、R2O(O)C(R1)N(O)C-(C1-C6)-烷基、(R1)2N(O)C(R1)N(O)C-(C1-C6)-烷基、R2(O)2S(R1)N(O)C-(C1-C6)-烷基、R1O(O)2S(R1)N(O)C-(C1-C6)-烷基、(R1)2N(O)2S(R1)N(O)C-(C1-C6)-烷基、NC-(C1-C6)-烷基、R1O-(C1-C6)-烷基、R1(O)CO-(C1-C6)-烷基、R2(O)2SO-(C1-C6)-烷基、R2O(O)CO-(C1-C6)-烷基、(R1)2N(O)CO-(C1-C6)-烷基、(R1)2N-(C1-C6)-烷基、R1(O)C(R1)N-(C1-C6)-烷基、R2(O)2S(R1)N-(C1-C6)-烷基、R2O(O)C(R1)N-(C1-C6)-烷基、(R1)2N(O)C(R1)N-(C1-C6)-烷基、R1O(O)2S(R1)N-(C1-C6)-烷基、(R1)2N(O)2S(R1)N-(C1-C6)-烷基、R2(O)nS-(C1-C6)-烷基、R1O(O)2S-(C1-C6)-烷基、(R1)2N(O)2S-(C1-C6)-烷基、R1(O)C(R1)N(O)2S-(C1-C6)-烷基、R2O(O)C(R1)N(O)2S-(C1-C6)-烷基、(R1)2N(O)C(R1)N(O)2S-(C1-C6)-烷基、(R5O)2(O)P-(C1-C6)-烷基、苯基、杂芳基、杂环基、苯基-(C1-C6)-烷基、杂芳基-(C1-C6)-烷基、杂环基-(C1-C6)-烷基,其中所提及的最后六个基团各自被s个选自下列的基团取代:硝基、卤素、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、R1O(O)C、(R1)2N(O)C、R1O、(R1)2N、R2(O)nS、R1O(O)2S、(R1)2N(O)2S和R1O-(C1-C6)-烷基,且其中杂环基带有n个氧代基团。
Z为氢、硝基、卤素、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、卤代-(C2-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基、(C3-C6)-环烷基、卤代-(C3-C6)-环烷基、(C3-C6)-环烯基、卤代-(C3-C6)-环烯基、(C3-C6)-环烷基-(C1-C6)-烷基、卤代-(C3-C6)-环烷基-(C1-C6)-烷基、(C3-C6)-环烯基-(C1-C6)-烷基、卤代-(C3-C6)-环烯基-(C1-C6)-烷基、R1(O)C、R1(R1ON=)C、R1O(O)C、(R1)2N(O)C、R1(R1O)N(O)C、(R1)2N(R1)N(O)C、R1(O)C(R1)N(O)C、R2O(O)C(R1)N(O)C、(R1)2N(O)C(R1)N(O)C、R2(O)2S(R1)N(O)C、R1O(O)2S(R1)N(O)C、(R1)2N(O)2S(R1)N(O)C、R1O、R1(O)CO、R2(O)2SO、R2O(O)CO、(R1)2N(O)CO、(R1)2N、R1(O)C(R1)N、R2(O)2S(R1)N、R2O(O)C(R1)N、(R1)2N(O)C(R1)N、R1O(O)2S(R1)N、(R1)2N(O)2S(R1)N、R2(O)nS、R1O(O)2S、(R1)2N(O)2S、R1(O)C(R1)N(O)2S、R2O(O)C(R1)N(O)2S、(R1)2N(O)C(R1)N(O)2S、(R5O)2(O)P、R1(O)C-(C1-C6)-烷基、R1O(O)C-(C1-C6)-烷基、(R1)2N(O)C-(C1-C6)-烷基、(R1O)(R1)N(O)C-(C1-C6)-烷基、(R1)2N(R1)N(O)C-(C1-C6)-烷基、R1(O)C(R1)N(O)C-(C1-C6)-烷基、R2O(O)C(R1)N(O)C-(C1-C6)-烷基、(R1)2N(O)C(R1)N(O)C-(C1-C6)-烷基、R2(O)2S(R1)N(O)C-(C1-C6)-烷基、R1O(O)2S(R1)N(O)C-(C1-C6)-烷基、(R1)2N(O)2S(R1)N(O)C-(C1-C6)-烷基、NC-(C1-C6)-烷基、R1O-(C1-C6)-烷基、R1(O)CO-(C1-C6)-烷基、R2(O)2SO-(C1-C6)-烷基、R2O(O)CO-(C1-C6)-烷基、(R1)2N(O)CO-(C1-C6)-烷基、(R1)2N-(C1-C6)-烷基、R1(O)C(R1)N-(C1-C6)-烷基、R2(O)2S(R1)N-(C1-C6)-烷基、R2O(O)C(R1)N-(C1-C6)-烷基、(R1)2N(O)C(R1)N-(C1-C6)-烷基、R1O(O)2S(R1)N-(C1-C6)-烷基、(R1)2N(O)2S(R1)N-(C1-C6)-烷基、R2(O)nS-(C1-C6)-烷基、R1O(O)2S-(C1-C6)-烷基、(R1)2N(O)2S-(C1-C6)-烷基、R1(O)C(R1)N(O)2S-(C1-C6)-烷基、R2O(O)C(R1)N(O)2S-(C1-C6)-烷基、(R1)2N(O)C(R1)N(O)2S-(C1-C6)-烷基、(R5O)2(O)P-(C1-C6)-烷基、苯基、杂芳基、杂环基、苯基-(C1-C6)-烷基、杂芳基-(C1-C6)-烷基、杂环基-(C1-C6)-烷基,其中所提及的最后六个基团各自被s个选自如下的基团取代:硝基、卤素、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、R1O(O)C、(R1)2N(O)C、R1O、(R1)2N、R2(O)nS、R1O(O)2S、(R1)2N(O)2S和R1O-(C1-C6)-烷基,其中杂环基带有n个氧代基团,
W为氢、卤素、硝基、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、卤代-(C2-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基、(C3-C7)-环烷基、卤代-(C3-C6)-环烷基、(C1-C6)-烷氧基、卤代-(C1-C6)-烷氧基、(C1-C6)-烷基-(O)nS-、(C1-C6)-卤代烷基-(O)nS-、(C1-C6)-烷氧基-(C1-C4)-烷基、(C1-C6)-烷氧基-(C1-C4)-卤代烷基、R1(O)C、R1(R1ON=)C、R1O(O)C、(R1)2N、R1(O)C(R1)N或R2(O)2S(R1)N,
R为(C1-C6)-烷基、(C2-C6)-烯基或(C2-C6)-炔基,其各自被s个选自如下的基团取代:硝基、卤素、氰基、氰硫基、(C3-C6)-环烷基、R1(O)C、R1(R1ON=)C、R1O(O)C、(R1)2N(O)C、R1(R1O)N(O)C、R2(O)2S(R1)N(O)C、R1O(O)2S(R1)N(O)C、(R1)2N(O)2S(R1)N(O)C、R1S(O)C、R1O、R1(O)CO、R2(O)2SO、R2O(O)CO、(R1)2N(O)CO、(R1)2N、R1O(R1)N、R1(O)C(R1)N、R2(O)2S(R1)N、R2O(O)C(R1)N、(R1)2N(O)C(R1)N、R1O(O)2S(R1)N、(R1)2N(O)2S(R1)N、R2(O)nS、R1C(O)S、R1O(O)2S、(R1)2N(O)2S、R1(O)C(R1)N(O)2S、R2O(O)C(R1)N(O)2S、(R1)2N(O)C(R1)N(O)2S和(R5O)2(O)P,或
为(C3-C6)-环烷基、(C3-C6)-环烯基、苯基、苯基-(C1-C6)-烷基、杂芳基、杂芳基-(C1-C6)-烷基、杂环基、杂环基-(C1-C6)-烷基、苯基-O-(C1-C6)-烷基、杂芳基-O-(C1-C6)-烷基、杂环基-O-(C1-C6)-烷基、苯基-N(R1)-(C1-C6)-烷基、杂芳基-N(R1)-(C1-C6)-烷基、杂环基-N(R1)-(C1-C6)-烷基、苯基-S(O)n-(C1-C6)-烷基、杂芳基-S(O)n-(C1-C6)-烷基或杂环基-S(O)n-(C1-C6)-烷基,其各自在环状部分被s个选自如下的基团取代:硝基、卤素、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、R1(O)C、R1(R1ON=)C、R1O(O)C、(R1)2N(O)C、R1(R1O)N(O)C、R2(O)2S(R1)N(O)C、R1O(O)2S(R1)N(O)C、(R1)2N(O)2S(R1)N(O)C、R1S(O)C、R1O、R1(O)CO、R2(O)2SO、R2O(O)CO、(R1)2N(O)CO、(R1)2N、R1O(R1)N、R1(O)C(R1)N、R2(O)2S(R1)N、R2O(O)C(R1)N、(R1)2N(O)C(R1)N、R1O(O)2S(R1)N、(R1)2N(O)2S(R1)N、R2(O)nS、R1C(O)S、R1O(O)2S、(R1)2N(O)2S、R1(O)C(R1)N(O)2S、R2O(O)C(R1)N(O)2S、(R1)2N(O)C(R1)N(O)2S、(R5O)2(O)P和R1O-(C1-C6)-烷基,其中杂环基带有n个氧代基团。
R’为氢、硝基、卤素、氰基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-烯基、卤代-(C3-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基、(C3-C6)-环烷基、卤代-(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基、卤代-(C3-C6)-环烷基-(C1-C6)-烷基、R1(O)C、R2O(O)C、(R1)2N(O)C、R2S(O)C、(R1)2N(S)C、R1(R1O)N(O)C、R2(O)2S(R1)N(O)C、(R1)2N(O)2S(R1)N(O)C、R1O、(R1)2N、R2(O)nS、(R2)3Si-(C1-C6)-烷基-(O)nS、R1O(O)2S、(R1)2N(O)2S、R1(O)C(R1)N(O)2S、R2O(O)C(R1)N(O)2S、(R1)2N(O)C(R1)N(O)2S、R2(O)2S(R1)N(O)2S、(R5O)2(O)P、(R2)3Si、R1(O)C-(C1-C6)-烷基、R1O(O)C-(C1-C6)-烷基、(R1)2N(O)C-(C1-C6)-烷基、(R1O)(R1)N(O)C-(C1-C6)-烷基、R2(O)2S(R1)N(O)C-(C1-C6)-烷基、R1O(O)2S(R1)N(O)C-(C1-C6)-烷基、(R1)2N(O)2S(R1)N(O)C-(C1-C6)-烷基、R1O-(C1-C6)-烷基、R1(O)CO-(C1-C6)-烷基、R2(O)2SO-(C1-C6)-烷基、R2O(O)CO-(C1-C6)-烷基、(R1)2N(O)CO-(C1-C6)-烷基、(R1)2N-(C1-C6)-烷基、R1(O)C(R1)N-(C1-C6)-烷基、R2(O)2S(R1)N-(C1-C6)-烷基、R2O(O)C(R1)N-(C1-C6)-烷基、(R1)2N(O)C(R1)N-(C1-C6)-烷基、R1O(O)2S(R1)N-(C1-C6)-烷基、(R1)2N(O)2S(R1)N-(C1-C6)-烷基、R2(O)nS-(C1-C6)-烷基、R1O(O)2S-(C1-C6)-烷基、(R1)2N(O)2S-(C1-C6)-烷基、R1(O)C(R1)N(O)2S-(C1-C6)-烷基、R2O(O)C(R1)N(O)2S-(C1-C6)-烷基、(R1)2N(O)C(R1)N(O)2S-(C1-C6)-烷基、(R5O)2(O)P-(C1-C6)-烷基、(R2)3Si-(C1-C6)-烷基,或
为苯基、杂芳基、杂环基、苯基-(C1-C6)-烷基、杂芳基-(C1-C6)-烷基或杂环基-(C1-C6)-烷基,其各自在环状部分被s个选自如下的基团取代:硝基、卤素、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、R1O(O)C、(R1)2N(O)C、R1O、(R1)2N、R2(O)nS、R1O(O)2S、(R1)2N(O)2S和R1O-(C1-C6)-烷基,且其中杂环基带有n个氧代基团。
R”为氢、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、卤代-(C2-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基、(C3-C6)-环烷基、卤代-(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基、卤代-(C3-C6)-环烷基-(C1-C6)-烷基、R1(O)C-(C1-C6)-烷基、R1O(O)C-(C1-C6)-烷基、(R1)2N(O)C-(C1-C6)-烷基、NC-(C1-C6)-烷基、R1O-(C1-C6)-烷基、R1(O)CO-(C1-C6)-烷基、R2(O)2SO-(C1-C6)-烷基、(R1)2N-(C1-C6)-烷基、R1(O)C(R1)N-(C1-C6)-烷基、R2(O)2S(R1)N-(C1-C6)-烷基、R2(O)nS-(C1-C6)-烷基、R1O(O)2S-(C1-C6)-烷基、(R1)2N(O)2S-(C1-C6)-烷基、R1(O)C、R1O(O)C、(R1)2N(O)C、R1O、(R1)2N、R2O(O)C(R1)N、(R1)2N(O)C(R1)N、R2(O)2S,或
为苄基,其在每种情况下被s个选自如下的基团取代:甲基、乙基、甲氧基、硝基、三氟甲基和卤代苄基。
RX为(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、卤代-(C2-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基,其中上述六个基团各自被s个选自如下的基团取代:硝基、氰基、(R6)3Si、(R5O)2(O)P、R2(O)nS、(R1)2N、R1O、R1(O)C、R1O(O)C、R1(O)CO、R2O(O)CO、R1(O)C(R1)N、R2(O)2S(R1)N、(C3-C6)-环烷基、杂芳基、杂环基和苯基,其中所提及的最后四个基团被s个选自如下的基团取代:(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C1-C6)-烷氧基、卤代-(C1-C6)-烷氧基和卤素,其中杂环基带有n个氧代基团,或
RX为(C3-C7)-环烷基、杂芳基、杂环基或苯基,其中上述四个基团各自被s个选自如下的基团取代:卤素、硝基、氰基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、(C1-C6)-烷基-S(O)n、(C1-C6)-烷氧基、卤代-(C1-C6)-烷氧基和(C1-C6)-烷氧基-(C1-C4)-烷基,
RY为氢、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、卤代-(C2-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基、(C3-C7)-环烷基、(C1-C6)-烷氧基、卤代-(C1-C6)-烷氧基、(C2-C6)-烯氧基、(C2-C6)-炔氧基、氰基、硝基、甲硫基(methyl sulfenyl)、甲基亚磺酰基、甲基磺酰基、乙酰基氨基、苯甲酰基氨基、甲氧基羰基、乙氧基羰基、甲氧羰基甲基、乙氧羰基甲基、苯甲酰基、甲基羰基、哌啶基羰基、三氟甲基羰基、卤素、氨基、氨基羰基、甲基氨基羰基、二甲基氨基羰基、甲氧基甲基,或
为杂芳基、杂环基或苯基,其各自被s个选自如下的基团取代:(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C1-C6)-烷氧基、卤代-(C1-C6)-烷氧基和卤素,且其中杂环基带有n个氧代基团,
RZ为氢、(C1-C6)-烷基、R1O-(C1-C6)-烷基、R7CH2、(C3-C7)-环烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、卤代-(C2-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基、R1O、R1(H)N、甲氧基羰基、乙氧基羰基、甲基羰基、二甲基氨基、三氟甲基羰基、乙酰基氨基、甲硫基、甲基亚磺酰基、甲基磺酰基,或
为杂芳基、杂环基、苄基或苯基,其各自被s个选自如下的基团取代:卤素、硝基、氰基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、(C1-C6)-烷基-S(O)n、(C1-C6)-烷氧基、卤代-(C1-C6)-烷氧基和(C1-C6)-烷氧基-(C1-C4)-烷基,其中杂环基带有n个氧代基团,
R1为氢、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、卤代-(C2-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基、(C3-C6)-环烷基、(C3-C6)-环烯基、卤代-(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基、(C1-C6)-烷基-O-(C1-C6)-烷基、环烷基-(C1-C6)-烷基-O-(C1-C6)-烷基、苯基、苯基-(C1-C6)-烷基、杂芳基、杂芳基-(C1-C6)-烷基、杂环基、杂环基-(C1-C6)-烷基、苯基-O-(C1-C6)-烷基、杂芳基-O-(C1-C6)-烷基、杂环基-O-(C1-C6)-烷基、苯基-N(R3)-(C1-C6)-烷基、杂芳基-N(R3)-(C1-C6)-烷基、杂环基-N(R3)-(C1-C6)-烷基、苯基-S(O)n-(C1-C6)-烷基、杂芳基-S(O)n-(C1-C6)-烷基、杂环基-S(O)n-(C1-C6)-烷基,其中所提及的最后十五个基团各自被s个选自如下的基团取代:硝基、卤素、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、R3O(O)C、(R3)2N(O)C、R3O、(R3)2N、R4(O)nS、R3O(O)2S、(R3)2N(O)2S和R3O-(C1-C6)-烷基,其中杂环基带有n个氧代基团,
R2为(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、卤代-(C2-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基、(C3-C6)-环烷基、(C3-C6)-环烯基、卤代-(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基、(C1-C6)-烷基-O-(C1-C6)-烷基、环烷基-(C1-C6)-烷基-O-(C1-C6)-烷基、苯基、苯基-(C1-C6)-烷基、杂芳基、杂芳基-(C1-C6)-烷基、杂环基、杂环基-(C1-C6)-烷基、苯基-O-(C1-C6)-烷基、杂芳基-O-(C1-C6)-烷基、杂环基-O-(C1-C6)-烷基、苯基-N(R3)-(C1-C6)-烷基、杂芳基-N(R3)-(C1-C6)-烷基、杂环基-N(R3)-(C1-C6)-烷基、苯基-S(O)n-(C1-C6)-烷基、杂芳基-S(O)n-(C1-C6)-烷基、杂环基-S(O)n-(C1-C6)-烷基,其中所提及的最后十五个基团各自被s个选自如下的基团取代:硝基、卤素、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、R3O(O)C、(R3)2N(O)C、R3O、(R3)2N、R4(O)nS、R3O(O)2S、(R3)2N(O)2S和R3O-(C1-C6)-烷基,其中杂环基带有n个氧代基团,
R3为氢、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、(C2-C6)-炔基、(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基或苯基,
R4为(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、(C2-C6)-炔基、(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基或苯基,
R5为氢或(C1-C4)-烷基,
R6为(C1-C4)-烷基,
R7为乙酰氧基、乙酰氨基、N-甲基乙酰氨基、苯甲酰氧基、苯甲酰氨基、N-甲基苯甲酰氨基、甲氧基羰基、乙氧基碳基、苯甲酰基、甲基羰基、哌啶基羰基、吗啉基羰基、三氟甲基羰基、氨基羰基、甲基氨基羰基、二甲基氨基羰基、(C3-C6)-环烷基,或
为杂芳基或杂环基,其各自被s个选自如下的基团取代:甲基、乙基、甲氧基、三氟甲基和卤素,
n为0、1或2,
s为0、1、2或3,
t为0或1。
在下面给出的式(I)和所有式中,具有两个以上碳原子的烷基基团可以是直链或支链的。烷基基团为例如甲基、乙基、正丙基或异丙基、正丁基、异丁基、叔丁基或2-丁基、戊基、己基如正己基、异己基和1,3-二甲基丁基。类似地,烯基为,例如,烯丙基、1-甲基丙-2-烯-1-基、2-甲基丙-2-烯-1-基、丁-2-烯-1-基、丁-3-烯-1-基、1-甲基丁-3-烯-1-基和1-甲基丁-2-烯-1-基。炔基为,例如,炔丙基、丁-2-炔-1-基、丁-3-炔-1-基、1-甲基丁-3-炔-1-基。在每种情况下,多重键可以位于不饱和基团的任意位置。环烷基为具有三至六个碳原子的饱和碳环体系,例如,环丙基、环丁基、环戊基或环己基。类似地,环烯基为具有三至六个碳环单元的单环烯基,例如,环丙烯基、环丁烯基、环戊烯基和环己烯基,其中双键可以位于任意位置。
卤素为氟、氯、溴或碘。
杂环基为含有3至6个环原子的饱和的、部分饱和或完全不饱和的环状基团,其中1至4个环原子选自氧、氮和硫,且其还可以另外与苯并环稠合。杂环基为,例如,哌啶基、吡咯烷基、四氢呋喃基、二氢呋喃基和氧杂环丁烷基(oxetanyl)。
杂芳基为含有3至6个环原子的芳族环状基团,其中1至4个环原子选自氧、氮和硫,且其还可另外与苯并环稠合。杂芳基为,例如,苯并咪唑-2-基、呋喃基、咪唑基、异唑基、异噻唑基、唑基、吡嗪基、嘧啶基、哒嗪基、吡啶基、苯并异唑基、噻唑基、吡咯基、吡唑基、噻吩基、1,2,3-二唑基、1,2,4-二唑基、1,2,5-二唑基、1,3,4-二唑基、1,2,4-三唑基、1,2,3-三唑基、1,2,5-三唑基、1,3,4-三唑基、1,2,4-三唑基、1,2,4-噻二唑基、1,3,4-噻二唑基、1,2,3-噻二唑基、1,2,5-噻二唑基、2H-1,2,3,4-四唑基、1H-1,2,3,4-四唑基、1,2,3,4-三唑基、1,2,3,5-三唑基、1,2,3,4-噻三唑基和1,2,3,5-噻三唑基。
如果一个基团被多个基团取代,这表示这个基团被一个或多个相同或不同的所提及的那些基团取代。这类似地适用于由不同的原子和元素构建的环体系。此处,本领域技术人员已知的在标准温度和压力条件下化学不稳定的化合物排除在权利要求的范围外。
根据取代基的性质和连接方式,式(I)的化合物可作为立体异构体存在。例如,如果存在一个或多个不对称取代的碳原子,则可能出现对映异构体和非对映异构体。当基团S(O)n中的n为1时(亚砜),也出现立体异构体。另外,亚砜亚胺(sulfoximino)和硫亚胺(sulfilimino)中的硫原子是手性中心。立体异构体可由在制备过程中获得的混合物通过常规的分离方法例如通过色谱分离步骤获得。还可使用光学活性的起始物质和/或助剂通过立体选择性反应选择性地制备立体异构体。本发明还涉及式(I)所涵盖的但没有示出其具体立体结构的所有立体异构体,及其混合物。本发明还涉及式(I)所涵盖的但未具体限定的所有E/Z异构体,及其混合物。
式(I)的化合物能够形成盐。可通过使碱作用于带有酸性氢原子的式(I)的化合物而形成盐,例如,在R″的情况下。合适的碱为,例如,有机胺,如三烷基胺、吗啉、哌啶或吡啶,以及铵、碱金属或碱土金属氢氧化物、碳酸盐和碳酸氢盐,尤其是氢氧化钠和氢氧化钾、碳酸钠、碳酸钾和碳酸氢钠和碳酸氢钾。这些盐为酸性氢被农业上合适的阳离子替代的化合物,例如金属盐,尤其是碱金属盐或碱土金属盐,特别是钠盐和钾盐,或铵盐,与有机胺的盐或季铵盐,例如具有式[NRR*R**R***]+阳离子的盐,其中R、R*、R**和R***各自独立地表示有机基团,尤其是烷基、芳基、芳烷基或烷基芳基。合适的还有烷基锍盐(methyl sulfonium)和烷基氧化锍盐(alkylsulfoxonium),如(C1-C4)-三烷基锍盐和(C1-C4)-三烷基氧化锍盐。
通过与合适的无机酸或有机酸在碱性基团处形成加成物,式(I)的化合物能够形成盐,所述无机酸为例如HCl、HBr、H2SO4、H3PO4或HNO3,或所述有机酸为例如羧酸如甲酸、乙酸、丙酸、草酸、乳酸或水杨酸,或磺酸如对甲基苯磺酸,所述碱性基团为例如氨基、烷基氨基、二烷基氨基、哌啶基、吗啉基或吡啶基。在这种情况下,盐含有酸的共轭碱作为阴离子。
优选如下式(I)的化合物,其中
Q为基团Q1、Q2、Q3或Q4,
X为硝基、卤素、氰基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、(C2-C6)-炔基、(C3-C6)-环烷基、卤代-(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基、卤代-(C3-C6)-环烷基-(C1-C6)-烷基、R1(O)C、R1(R1ON=)C、R1O(O)C、(R1)2N(O)C、R1O、(R1)2N、R1(O)C(R1)N、R2(O)2S(R1)N、R2O(O)C(R1)N、(R1)2N(O)C(R1)N、R2(O)nS、R1O(O)2S、(R1)2N(O)2S、(R5O)2(O)P、R1(O)C-(C1-C6)-烷基、R1O(O)C-(C1-C6)-烷基、(R1)2N(O)C-(C1-C6)-烷基、NC-(C1-C6)-烷基、R1O-(C1-C6)-烷基、(R1)2N-(C1-C6)-烷基、R1(O)C(R1)N-(C1-C6)-烷基、R2(O)2S(R1)N-(C1-C6)-烷基、R2O(O)C(R1)N-(C1-C6)-烷基、(R1)2N(O)C(R1)N-(C1-C6)-烷基、R2(O)nS-(C1-C6)-烷基、R1O(O)2S-(C1-C6)-烷基、(R1)2N(O)2S-(C1-C6)-烷基、(R5O)2(O)P-(C1-C6)-烷基、苯基、杂芳基、杂环基、苯基-(C1-C6)-烷基、杂芳基-(C1-C6)-烷基、杂环基-(C1-C6)-烷基,其中最后提及的六个基团各自被s个选自如下的基团取代:硝基、卤素、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、R1O、(R1)2N、R2(O)nS、R1O(O)2S、(R1)2N(O)2S和R1O-(C1-C6)-烷基,且其中杂环基带有n个氧代基团,
Z为氢、硝基、卤素、氰基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、(C2-C6)-炔基、(C3-C6)-环烷基、卤代-(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基、卤代-(C3-C6)-环烷基-(C1-C6)-烷基、R1(O)C、R1(R1ON=)C、R1O(O)C、(R1)2N(O)C、R1O、(R1)2N、R1(O)C(R1)N、R2(O)2S(R1)N、R2O(O)C(R1)N、(R1)2N(O)C(R1)N、R2(O)nS、R1O(O)2S、(R1)2N(O)2S、(R5O)2(O)P、R1(O)C-(C1-C6)-烷基、R1O(O)C-(C1-C6)-烷基、(R1)2N(O)C-(C1-C6)-烷基、NC-(C1-C6)-烷基、R1O-(C1-C6)-烷基、(R1)2N-(C1-C6)-烷基、R1(O)C(R1)N-(C1-C6)-烷基、R2(O)2S(R1)N-(C1-C6)-烷基、R2O(O)C(R1)N-(C1-C6)-烷基、(R1)2N(O)C(R1)N-(C1-C6)-烷基、R2(O)nS-(C1-C6)-烷基、R1O(O)2S-(C1-C6)-烷基、(R1)2N(O)2S-(C1-C6)-烷基、(R5O)2(O)P-(C1-C6)-烷基、苯基、杂芳基、杂环基、苯基-(C1-C6)-烷基、杂芳基-(C1-C6)-烷基、杂环基-(C1-C6)-烷基,其中最后提及的六个基团各自被s个选自如下的基团取代:硝基、卤素、氰基、氰硫基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、R1O、(R1)2N、R2(O)nS、R1O(O)2S、(R1)2N(O)2S和R1O-(C1-C6)-烷基,且其中杂环基带有n个氧代基团,
W为氢、卤素、硝基、氰基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C7)-环烷基、(C1-C6)-烷氧基、(C1-C6)-烷基-(O)nS-、R1O(O)C、(R1)2N、R1(O)C(R1)N或R2(O)2S(R1)N,
R为(C1-C6)-烷基,其在各种情况下被s个选自如下的基团取代:卤素、氰基、(C3-C6)-环烷基、R1(O)C、R1(R1ON=)C、R1O(O)C、(R1)2N(O)C、R2(O)2S(R1)N(O)C、R1O、(R1)2N、R1(O)C(R1)N、R2(O)2S(R1)N、R2O(O)C(R1)N、(R1)2N(O)C(R1)N、R2(O)nS、R1O(O)2S、(R1)2N(O)2S、R1(O)C(R1)N(O)2S、R2O(O)C(R1)N(O)2S和(R1)2N(O)C(R1)N(O)2S,或
为(C3-C6)-环烷基,其在各种情况下被s个选自如下的基团取代:卤素、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、R1O(O)C和(R1)2N(O)C,
R’为氢、硝基、氰基、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、卤代-(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基、卤代-(C3-C6)-环烷基-(C1-C6)-烷基、R1(O)C、R2O(O)C、(R1)2N(O)C、R2(O)2S、R1(O)C-(C1-C6)-烷基、R1O(O)C-(C1-C6)-烷基、(R1)2N(O)C-(C1-C6)-烷基、R1O-(C1-C6)-烷基、(R1)2N-(C1-C6)-烷基、R2(O)nS-(C1-C6)-烷基,
R”为氢,
Rx为(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C2-C6)-烯基、卤代-(C2-C6)-烯基、(C2-C6)-炔基、卤代-(C3-C6)-炔基,其中上述六个基团各自被s个选自如下的基团取代:R2(O)nS、(R1)2N、R1O、R1(O)C、R1O(O)C、R1(O)CO、R2O(O)CO、R1(O)C(R1)N、R2(O)2S(R1)N、(C3-C6)-环烷基、杂芳基、杂环基和苯基,其中最后提及的四个基团各自被s个选自如下的基团取代:(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C1-C6)-烷氧基和卤素,且其中杂环基带有n个氧代基团,或
RX为(C3-C7)-环烷基,其中该基团在每种情况下被s个选自如下的基团取代:卤素、(C1-C6)-烷基和卤代-(C1-C6)-烷基,
RY为氢、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C7)-环烷基、(C1-C6)-烷氧基、甲氧基羰基、甲氧基羰基甲基、卤素、氨基、氨基羰基或甲氧基甲基,
RZ为氢、(C1-C6)-烷基、R1O-(C1-C6)-烷基、R7CH2、(C3-C7)-环烷基、卤代-(C1-C6)-烷基、R1O、R1(H)N、甲氧基羰基、乙酰基氨基或甲基磺酰基,
R1为氢、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、卤代-(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基、(C1-C6)-烷基-O-(C1-C6)-烷基、环烷基-(C1-C6)-烷基-O-(C1-C6)-烷基、苯基、苯基-(C1-C6)-烷基、杂芳基、杂芳基-(C1-C6)-烷基、杂环基、杂环基-(C1-C6)-烷基、苯基-O-(C1-C6)-烷基、杂芳基-O-(C1-C6)-烷基、杂环基-O-(C1-C6)-烷基,其中最后提及的九个基团各自被s个选自如下的基团取代:硝基、卤素、(C1-C6)-烷基、卤代-(C1-C6)-烷基、R3O(O)C、(R3)2N(O)C、R3O、(R3)2N、R4(O)nS和R3O-(C1-C6)-烷基,且其中杂环基带有n个氧代基团,
R2为(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、卤代-(C3-C6)-环烷基、(C3-C6)-环烷基-(C1-C6)-烷基、(C1-C6)-烷基-O-(C1-C6)-烷基、环烷基-(C1-C6)-烷基-O-(C1-C6)-烷基、苯基、苯基-(C1-C6)-烷基、杂芳基、杂芳基-(C1-C6)-烷基、杂环基、杂环基-(C1-C6)-烷基、苯基-O-(C1-C6)-烷基、杂芳基-O-(C1-C6)-烷基、杂环基-O-(C1-C6)-烷基,其中最后提及的九个基团各自被s个选自如下的基团取代:硝基、卤素、(C1-C6)-烷基、卤代-(C1-C6)-烷基、R3O(O)C、(R3)2N(O)C、R3O、(R3)2N、R4(O)nS和R3O-(C1-C6)-烷基,且其中杂环基带有n个氧代基团,
R3为氢或(C1-C6)-烷基,
R4为(C1-C6)-烷基,
R5为氢或(C1-C4)-烷基,
R7为乙酰氧基、乙酰氨基、甲氧基羰基或(C3-C6)-环烷基,
n为0、1或2,
s为0、1、2或3,
t为0或1。
特别优选如下式(I)的化合物,其中
Q为基团Q1、Q2、Q3或Q4,
X为硝基、卤素、甲基、乙基、正丙基、异丙基、三氟甲基、二氟甲基、一氯二氟甲基、二氯一氟甲基、三氯甲基、五氟乙基、七氟异丙基、环丙基、甲氧基、乙氧基、甲硫基、甲基亚磺酰基、甲基磺酰基、甲氧基甲基、乙氧基甲基、甲氧基乙基、甲氧基乙氧基甲基、甲硫基甲基、甲基亚磺酰基甲基或甲基磺酰基甲基,
Z为氢、硝基、氰基、卤素、甲基、乙基、正丙基、异丙基、三氟甲基、二氟甲基、一氯二氟甲基、二氯一氟甲基、三氯甲基、五氟乙基、七氟异丙基、环丙基、甲氧基、乙氧基、甲硫基、甲基亚磺酰基或甲基磺酰基,
W为氢、氯或甲基,
R为甲基、乙基或正丙基,
R’为氢、氰基或三氟乙酰基,
R”为氢,
RX为甲基、乙基、正丙基、丙-2-烯-1-基、甲氧基乙基、乙氧基乙基或甲氧基乙氧基乙基、
RY为甲基、乙基、正丙基、氯或氨基,
RZ为甲基、乙基、正丙基或甲氧基甲基,
t为0或1。
根据本发明其中Q为Q1或Q2的化合物可通过例如方案1所示的方法逐步制备,首先在式(I-硫醚)的硫醚阶段中使苯甲酰氯(II)与5-氨基-1-H-1-1,2,4-三唑或5-氨基-1H-四唑(III)进行碱催化反应制得式(I-硫醚)。随后硫醚中间体可根据方案13转化为本发明式(I)的亚磺酰亚氨基苯甲酰胺和磺酰亚氨基苯甲酰胺。
方案1
此处,B为CH或N。
根据本发明其中Q为Q1或Q2的化合物也可通过例如方案2所示的方法逐步制备,首先在式(I-硫醚)的硫醚阶段使式(IV)的苯甲酸与5-氨基-1-H-1-1,2,4-三唑或5-氨基-1H-四唑(III)反应制得式(I-硫醚)。随后硫醚中间体可根据方案13转化为本发明式(I)的亚磺酰亚氨基苯甲酰胺和磺酰亚氨基苯甲酰胺。
方案2
对于活化反应,可使用常规用于酰胺化反应的试剂,例如,1,1`-羰基二咪唑(CDI)、二环己基碳二亚胺(DCC)、2,4,6-三丙基-1,3,5,2,4,6-三氧杂三磷杂环己烷(trioxatriphosphinane)2,4,6-三氧化物(T3P)。
式(II)的苯甲酰氯和式(IV)的苯甲酸(苯甲酰氯的基础)原则上为已知的,并可例如根据WO 03/014071 A1、WO 2008/125214 A1、WO2011/12246 A1和WO 2011/012247 A1描述的方法制备。
根据本发明其中Q为Q1或Q2的化合物还可根据方案3所示的方法通过N-(1H-1,2,4-三唑-5-基)苯甲酰胺或N-(1H-四唑-5-基)苯甲酰胺的反应制备:
方案3
对于方案3所示的反应,在碱的存在下,可使用例如烷基化试剂,如烷基卤化物、烷基磺酸盐或二烷基硫酸盐。
式(III)的5-氨基-1H-四唑为市售可得的或可以与文献中已知方法类似的方法制备。取代的5-氨基四唑例如可以通过Journal of the AmericanChemical Society(1954),76,923-924中描述的方法由氨基四唑制备:
在上述反应中,X为离去基团,如碘。取代的5-氨基四唑也可通过如Journal of the American Chemical Society(1954)76,88-89中描述的方法合成:
式(III)的5-氨基-1H-三唑为市售可得的或可以与文献中已知方法类似的方法制备。取代的5-氨基三唑例如可通过Zeitschrift fürChemie(1990),30(12),436–437中的描述方法由氨基三唑制备。
取代的5-氨基三唑还可如Chemische Berichte(1964),97(2),396-404所述合成:
取代的5-氨基三唑还可如Angewandte Chemie(1963),75,918所述合成:
根据本发明其中Q为Q3的化合物可例如根据方案4所示的方法逐步制备,首先在式(I-硫醚)的硫醚阶段使苯甲酰氯(II)与4-氨基-1,2,5-噁二唑(VI)进行碱催化反应制得式(I-硫醚)。随后硫醚中间体可根据方案13转化为本发明式(I)的亚磺酰亚氨基苯甲酰胺和磺酰亚氨基苯甲酰胺。
方案4
本发明的化合物还可以根据方案5所示的方法逐步制备,首先在式(I-硫醚)的硫醚阶段使式(IV)的苯甲酸与4-氨基-1,2,5-二唑(VI)反应制得式(I-硫醚)。随后硫醚中间体可根据方案13转化为本发明式(I)的亚磺酰亚氨基苯甲酰胺和磺酰亚氨基苯甲酰胺。
方案5
对于活化反应,可使用常规用于酰胺化反应的试剂,例如1,1`-羰基二咪唑(CDI)、二环己基碳二亚胺(DCC)、2,4,6-三丙基-1,3,5,2,4,6-三氧杂三磷杂环己烷2,4,6-三氧化物(T3P)。
式(VI)的4-氨基-1,2,5-噁二唑是市售可得的或可以与文献中已知方法类似的方法制备。3-烷基-4-氨基-1,2,5-噁二唑例如可通过RussianChemical Bulletin,Int.Ed.,Vol.54,No.4,S.1032-1037(2005)中描述的方法由β-酮酸酯制备:
3-芳基-4-氨基-1,2,5-噁二唑可如Russian Chemical Bulletin,54(4),1057-1059,(2005)或Indian Journal of Chemistry,Section B:OrganicChemistry Including Medicinal Chemistry,26B(7),690-2,(1987)中描述的方法合成:
3-氨基-4-卤代-1,2,5-噁二唑可通过Heteroatom Chemistry 15(3),199-207(2004)中描述的方法由市售可得的3,4-二氨基-1,2,5-噁二唑通过Sandmeyer反应制备:
亲核基团RY可如Journal of Chemical Research,Synopses,(6),190,1985或Izvestiya Akademii Nauk SSSR,Seriya Khimicheskaya,(9),2086-8,1986或Russian Chemical Bulletin(译自Izvestiya AkademiiNauk,Seriya Khimicheskaya),53(3),596-614,2004中描述的方法通过取代3-氨基-1,2,5-噁二唑中的离去基团L而引入。L为离去基团,如氯、溴、碘、甲磺酰氧基、对甲苯磺酰氧基(tosyloxy)、三氟磺酰氧基等。
根据本发明其中Q为Q4的化合物可例如根据方案6所示的方法逐步制备,首先在式(I-硫醚)的硫醚阶段使苯甲酰氯(II)和2-氨基-1,3,4-噁二唑(VII)进行碱催化反应制得式(I-硫醚)。随后硫醚中间体可根据方案13转化为本发明式(I)的亚磺酰亚氨基苯甲酰胺和磺酰亚氨基苯甲酰胺。
方案6
本发明的化合物还可根据方案7所示的方法逐步制备,首先在式(I-硫醚)的硫醚阶段使式(IV)的苯甲酸与2-氨基-1,3,4-噁二唑(VII)反应制得式(I-硫醚)。随后硫醚中间体可根据方案13转化为本发明式(I)的亚磺酰亚氨基苯甲酰胺和磺酰亚氨基苯甲酰胺。
方案7
对于活化反应,可使用常规用于酰胺化反应的试剂,例如1,1`-羰基二咪唑(CDI)、二环己基碳二亚胺(DCC)、2,4,6-三丙基-1,3,5,2,4,6-三氧杂三磷杂环己烷-2,4,6-三氧化物(T3P)。
根据本发明其中取代基R”不是氢的化合物可例如根据方案8所示的方法制备,所述方法使N-(1,2,5-噁二唑-3-基)-、N-(1,3,4-噁二唑-2-基)-、N-(四唑-5-基)-或N-(三唑-5-基)-芳基甲酰胺(I)与式(VIII)的化合物反应,其中L为离去基团,如氯、溴、碘、甲磺酰氧基、对甲苯磺酰氧基、三氟磺酰氧基等:
方案8
式(VIII)的化合物为市售可得的或可通过记载于文献中的已知方法制备。
本发明的化合物还可根据方案9所示的方法逐步制备,首先在式(I-硫醚)的硫醚阶段使式(IX)的胺与酰氯(II)如J.Het:Chem.(1972),9(1),107-109所述进行反应制得式(I-硫醚)。随后硫醚中间体可根据方案13转化为本发明式(I)的亚磺酰亚氨基苯甲酰胺和磺酰亚氨基苯甲酰胺。
方案9
本发明的化合物还可根据方案10所示的方法逐步制备,首先在式(I-硫醚)的硫醚阶段使式(IX)的胺与式(IV)的酸反应制得式(I-硫醚)。随后硫醚中间体可根据方案13转化为本发明式(I)的亚磺酰亚氨基苯甲酰胺和磺酰亚氨基苯甲酰胺。
方案10
对于活化反应,可使用常规用于酰胺化反应的试剂,例如1,1`-羰基二咪唑(CDI)、二环己基碳二亚胺(DCC)、2,4,6-三丙基-1,3,5,2,4,6-三氧杂三磷杂环己烷2,4,6-三氧化物(T3P)。
式(IX)的胺为市售可得的或已知于文献,或可例如通过方案11所示的方法通过碱催化的烷基化反应制备,或通过还原胺化制备,或根据方案12所示的方法通过用胺R”-NH2亲核取代离去基团L制备,其中L为离去基团,如氯、溴、碘、甲磺酰氧基、对甲苯磺酰氧基、三氟磺酰氧基等。
方案11
方案12
对于Q=Q1,式(IX)的胺还可通过如J.Org.Chem.73(10),3738-3744(2008)所述的环化反应制备,或对于Q=Q4,式(IX)的胺还可通过如Buletinul Institutului Politehnic din lasi(1974),20(1-2),95-99或J.Org.Chem.67(21),7361-7364(2002)所述的环化反应制备。
本发明的式(I)的化合物可由相应的式(I-硫醚)的硫醚制备(方案13)。为此,使用例如氨腈和氧化剂(二乙酸亚碘酰苯、次氯酸钠、N-溴代琥珀酰亚胺)将硫醚转化为相应的硫亚胺(sulfilimine),其可以被进一步氧化为亚砜亚胺。适用于氧化成亚砜亚胺的氧化剂为,例如,间氯过氧苯甲酸、高锰酸钠,或高碘酸钠与三氯化钌的混合物。NH-亚砜亚胺可例如使用叠氮化钠和硫酸由亚砜获得,并可在氮原子上用如下试剂官能化:例如溴化氰、酰基氯、酸酐、氯甲酸酯、硝酸或其他化合物。N-磺化硫亚胺(sulfonatedsulfilimines)向相应的亚砜亚胺的氧化可例如用氢完成。或者,亚砜可转化成N-酰化的或N-磺化的亚砜亚胺。随后甲酰胺或磺酰胺可各自分解得到NH-亚砜亚胺。这些由硫醚产生硫亚胺和亚砜亚胺的合成方法,或由亚砜产生亚砜亚胺的合成方法,或衍生硫亚胺和亚砜亚胺以及NH-亚砜亚胺的方法尤其记载于Bolm,C.Org.Lett.2004,6,1305;Bolm,C.Org.Lett.2007,9,3809;Bolm,C.Synthesis 2010,17,2922;Bolm,C.Adv.Synth.Catal.2010,352,309;WO 2007/095229,WO 2008/141843,US2008/0207910,US 2008/0194634和US 2010/0056534。
方案13
如果需要,这些合成步骤必须使用保护基团以达到足够的选择性。特别地,NH-亚砜亚胺的官能化原则上与酰胺氮原子的类似官能化相竞争。
改变反应步骤的顺序可能是有利的。因此,带有亚砜的苯甲酸不能直接转化为其酰基氯。在此,首先在硫醚阶段形成酰胺,随后氧化硫醚形成亚砜是有利的。在某些条件下,亚砜亚胺、尤其是硫亚胺是不稳定的(Bolm,C.Adv.Synth.Catal.2010,352,309),所以,如上述方案所示,在硫醚阶段首先合成苯甲酰胺并仅在合成步骤后期由硫醚产生硫亚胺或亚砜亚胺可能是有利的。然而,在足够稳定的情况下,根据取代类型,首先在苯甲酸阶段(或是更早阶段)产生由硫醚形成的亚砜亚胺的硫亚胺,随后仅将苯甲酸转化成其酰胺是有利的。
在某些情况下,反应不使用游离的苯甲酸而使用其衍生物可能是有利的。有时,官能团仅在酸性介质或仅在碱性介质中操作的稳定性是足够的,即仅与游离的苯甲酸或仅与其盐一起操作。在很多情况下,酯如甲基酯或乙基酯是合适的。通常,叔丁基酯在空间上能有效屏蔽羧基以抵御亲核试剂,且其在酸性介质中易于分解(T.W.Greene,P.G.M.Wuts,ProtectiveGroups in Organic Synthesis,第2版,John Wiley&Sons,Inc.1991,第227页起)。另外合适的是比羧基更稳定但同时还可易于重新转化为游离羧酸的基团。这些基团包括,例如,噁唑啉(T.W.Greene,P.G.M.Wuts,Protective Groups in Organic Synthesis,第2版,John Wiley&Sons,Inc.1991,第265页起;Z.Hell等,Tetrahedron Letters 43(2002),3985-3987)。
各反应混合物的后处理通常通过已知方法进行,例如,通过重结晶,水提取后处理,通过色谱方法或通过这些方法的结合。
可根据上述反应合成的式(I)的化合物或/和其盐的集合还可以平行方式制备,其可手动实现或以部分或全部自动化的方式实现。此处,可例如使反应过程、产物或中间体的后处理或纯化自动化。大体上,应理解为意指例如D.Tiebes在Combinatorial Chemistry–Synthesis,Analysis,Screening(Editor Günther Jung),Wiley 1999,第1至34页中描述的过程。
很多市售可得的设备可用于平行反应过程和后处理,如购自Barnstead International,Dubuque,Iowa 52004-0797,USA的Calpso反应模块,或购自Radleys,Shirehill,Saffron Walden,Essex,CB 11 3AZ,England的反应站,或购自Perkin Elmar,Waltham,Massachusetts 02451,USA的MultiPROBE自动工作站。色谱设备,例如购自ISCO,Inc.,4700Superior Street,Lincoln,NE 68504,USA的色谱设备尤其可用于式(I)的化合物和其盐或在制备过程中产生的中间体的平行纯化。
上述设备形成一种模块过程,其中各个单独的方法步骤自动进行,但是在各步骤之间必须进行手动操作。这可通过使用半集成或全集成自动化系统而避免,其中所述各自动化模块由例如机器人操控。这类自动化系统可购自例如Caliper,Hopkinton,MA 01748,USA。
一个或多个合成步骤的执行可以通过使用聚合物负载试剂/清除树脂(scavenger resin)来支持。专业文献描述了一系列实验方案,例如在ChemFiles,第4卷,No.1,Polymer-Supported Scavengers and Reagentsfor Solution-Phase Synthesis(Sigma-Aldrich)中。
除了本文所述的方法之外,通式(I)的化合物及其盐的制备可以全部或部分地通过固相负载法进行。为此目的,将所述合成过程中的或适用于所述方法的合成过程中的各个单独的中间体或全部中间体结合至合成树脂上。固相负载合成法在专业文献中有充分的描述,例如Barry A.Bunin,“The Combinatorial Index”,Verlag Academic Press,1998和Combinatorial Chemistry–Synthesis,Analysis,Screening(GüntherJung编),Verlag Wiley,1999。使用固相负载合成法可以进行多种文献中已知的方案,这些方案也可以通过手动或自动的方法实施。反应可以使用例如IRORI技术,在购自Nexus Biosystems,12140 Community Road,Poway,CA92064,USA的微反应器中进行。
通过使用微波技术,在固相和液相上都可以实施单独的或多个合成步骤的方法。专业文献中描述了一系列实验方案,例如在Microwaves inOrganic and Medicinal Chemistry(C.O.Kappe和A.Stadler编),VerlagWiley,2005中。
根据本文所述的方法的制备可以获得物质集合形式的通式(I)化合物和它的盐,称为库(library)。本发明也提供了包括至少两种通式(I)化合物及其盐的库。
本发明的式(I)的化合物(和/或其盐)在下文中也被统称为“本发明的化合物”,其对宽范围的经济上重要的单子叶和双子叶一年生有害植物具有优异的除草活性。所述活性物质还有效地作用于从根茎、根状茎和其他多年生器官中发芽的难以防治的多年生有害植物。
本发明也涉及防治不需要的植物或调节植物的生长的方法,优选用于作物植物中,其中将本发明的一种或多种化合物施用在植物上(例如有害植物,例如单子叶或双子叶杂草或不需要的作物植物)、施用于种子(例如谷物、种子或无性繁殖体,例如块茎或带有萌芽的幼枝)或施用于植物生长区域(例如耕种区域)。在这一方面,本发明化合物可以例如在播种前施用(如果合适的话,也可以通过混入土壤而施用)、发芽前或发芽后施用。可以提及一些可以通过本发明的化合物防治的单子叶和双子叶杂草的有代表性的实例,而以下的列举并不限定于特定种类。
以下属的单子叶有害植物:山羊草属(Aegilops)、冰草属(Agropyron)、剪股颖属(Agrostis)、看麦娘属(Alopecurus)、Apera属、燕麦属(Avena)、臂形草属(Brachiaria)、雀麦属(Bromus)、蒺藜草属(Cenchrus)、鸭跖草属(Commelina)、狗牙根属(Cynodon)、莎草属(Cyperus)、龙爪茅属(Dactyloctenium)、马唐属(Digitaria)、稗属(Echinochloa)、荸荠属(Eleocharis)、蟋蟀草属(Eleusine)、画眉草属(Eragrostis)、野黍属(Eriochloa)、羊茅属(Festuca)、飘拂草属(Fimbristylis)、异蕊花属(Heteranthera)、白茅属(Imperata)、鸭嘴草属(Ischaemum)、千金子属(Leptochloa)、黑麦草属(Lolium)、雨久花属(Monochoria)、黍属(Panicum)、雀稗属(Paspalum)、虉草属(Phalaris)、梯牧草属(Phleum)、早熟禾属(Poa)、筒轴茅属(Rottboellia)、慈姑属(Sagittaria)、莞草属(Scirpus)、狗尾草属(Setaria)、高粱属(Sorghum)。
以下属的双子叶杂草:苘麻属(Abutilon)、苋属(Amaranthus)、豚草属(Ambrosia)、Anoda属、春黄菊属(Anthemis)、Aphanes属、艾属(Artemisia)、滨藜属(Atriplex)、雏菊属(Bellis)、鬼针属(Bidens)、荠属(Capsella)、飞廉属(Carduus)、决明属(Cassia)、矢车菊属(Centaurea)、藜属(Chenopodium)、蓟属(Cirsium)、旋花属(Convolvulus)、曼陀罗属(Datura)、山蚂蝗属(Desmodium)、刺酸模属(Emex)、糖芥属(Erysimum)、大戟属(Euphorbia)、鼬瓣花属(Galeopsis)、牛膝菊属(Galinsoga)、拉拉藤属(Galium)、芙蓉属(Hibiscus)、番薯属(Ipomoea)、地肤属(Kochia)、野芝麻属(Lamium)、独行菜属(Lepidium)、母草属(Lindernia)、母菊属(Matricaria)、薄荷属(Mentha)、山靛属(Mercurialis)、Mullugo属、勿忘我属(Myosotis)、罂粟属(Papaver)、牵牛属(Pharbitis)、车前属(Plantago)、蓼属(Polygonum)、马齿苋属(Portulaca)、毛茛属(Ranunculus)、萝卜属(Raphanus)、蔊菜属(Rorippa)、节节菜属(Rotala)、酸模属(Rumex)、猪毛菜属(Salsola)、千里光属(Senecio)、田菁属(Sesbania)、黄花稔属(Sida)、白芥属(Sinapis)、茄属(Solanum)、苦苣菜属(Sonchus)、尖瓣花属(Sphenoclea)、繁缕属(Stellaria)、蒲公英属(Taraxacum)、菥蓂属(Thlaspi)、车轴草属(Trifolium)、荨麻属(Urtica)、婆婆纳属(Veronica)、堇菜属(Viola)、苍耳属(Xanthium)。
如果在发芽前将本发明的化合物施用至土壤,则完全阻止杂草的发芽,或者使得杂草生长直至达到子叶期,但之后它们就停止生长,并最终在三至四周后完全死亡。
如果在发芽后将所述活性化合物施用至植物的绿色部分,则在处理后生长停止,并且有害植物停留在施用时间点的发育阶段,或者在一段时间后完全死亡,从而以这种方式在非常早的时期并持续地消除对作物植物有害的杂草的竞争。
虽然本发明的化合物对单子叶和双子叶杂草显示出优异的除草活性,但是具有重要经济意义的作物植物,例如以下属的双子叶作物:花生属(Arachis)、甜菜属(Beta)、芸苔属(Brassica)、黄瓜属(Cucumis)、南瓜属(Cucurbita)、向日葵属(Helianthus)、胡萝卜属(Daucus)、大豆属(Glycine)、棉属(Gossypium)、番薯属(Ipomoea)、莴苣属(Lactuca)、亚麻属(Linum)、番茄属(Lycopersicon)、烟草属(Nicotiana)、菜豆属(Phaseolus)、豌豆属(Pisum)、茄属(Solanum)、蚕豆属(Vicia),或以下属的单子叶作物:葱属(Allium)、凤梨属(Ananas)、天门冬属(Asparagus)、燕麦属(Avena)、大麦属(Hordeum)、稻属(Oryza)、黍属(Panicum)、甘蔗属(Saccharum)、黑麦属(Secale)、高粱属(Sorghum)、小黑麦属(Triticale)、小麦属(Triticum)、玉蜀黍属(Zea),特别是玉蜀黍属和小麦属的受损伤程度可以忽略不计,或者完全不会受到损伤,这取决于本发明各个化合物的结构和其施用率。这就是为什么本发明化合物极适用于选择性地在作物植物中,例如农业有用植物或观赏植物中防治不想要的植物的生长。
而且,本发明的化合物(取决于它们各自的结构和施用率)在作物植物中具有突出的生长调节性能。它们以调节的方式参与植物的新陈代谢,并且因此可以用于以靶向方式影响植物的组成,以及有助于收成,例如引发脱水和使植株矮小生长。而且,它们也适用于一般地防治和抑制不想要的营养生长而在这个过程中不破坏植物。抑制营养生长在许多单子叶和双子叶作物中起到了非常重要的作用,因为例如可以减少或完全防止倒伏。
由于它们的除草活性和植物生长调节活性,所述活性化合物也可用于在转基因植物中或通过常规突变修饰的植物中防治有害植物。一般地,转基因植物特征在于具有一些特别有利的性质,例如对某些农药的抗性,主要是对于某些除草剂的抗性,对于植物疾病或植物疾病的致病生物的抗性,所述生物例如某些昆虫或微生物,例如真菌、细菌或病毒。其他具体性质涉及到例如收获物的产量、质量、储存性、组成,和特定成分。因此,已知具有提高的淀粉含量或改变的淀粉品质的转基因植物,或者在收获物中具有不同的脂肪酸组成的转基因植物。
优选在有用植物和观赏性植物的具有重要经济价值的转基因作物上使用本发明的化合物或其盐,所述作物例如谷物,如小麦、大麦、黑麦、燕麦、高粱和粟、稻、木薯和玉米,或者甜菜、棉花、大豆、油菜、马铃薯、番茄、豌豆以及其他蔬菜的作物。优选在对除草剂的植物毒性效果具有抗性或已通过重组方式产生抗性的有用植物作物中使用本发明的化合物作为除草剂。
制备与已知的植物相比具有改进特性的新植物的常规方法包括例如常规育种方法和突变体产生法。或者,具有改进特性的新植物可借助重组方法产生(参见例如,EP-A-0221044,EP-A-0131624)。例如,在多个案例中已描述以下情况:
-通过重组技术修饰作物植物,使植物中合成的淀粉改性(例如WO92/11376、WO 92/14827、WO 91/19806),
-对某些草铵磷(glufosinate)类除草剂(参见例如EP-A-0242236、EP–A-0242246)或草甘膦(gluphosate)类除草剂(WO 92/00377)或磺酰脲类除草剂(EP-A-0257993、US-A-5013659)具有抗性的转基因作物植物,
-能产生苏云金杆菌毒素(Bt毒素)从而对某些植物害虫具有抗性的转基因作物植物,例如棉花(EP-A-0142924、EP-A-0193259),
-具有改变的脂肪酸组成的转基因作物植物(WO 91/13972),
-具有新成分或次级代谢产物,例如能够带来增强的抗病能力的新的植物抗毒素的基因修饰作物植物(EPA 309862,EPA 0464461),
-具有减少的光呼吸的基因修饰植物,其具有较高的产量和较高的胁迫耐受性(EPA 0305398),
-生产药用或诊断用的重要蛋白质的转基因作物植物(“分子农场”)
-具有更高产量或更好品质的转基因作物,
-特征在于具有例如上述新性能的组合(“基因叠加”)的转基因作物。
许多能够制备具有改进性质的新转基因植物的分子生物技术原则上是已知的,参见例如I.Potrykus and G.Spangenberg(编)Gene Transferto Plants,Springer Lab Manual(1995),Springer Verlag Berlin,Heidelberg。或者Christou,"Trends in Plant Science"1(1996)423-431。
为了进行这类重组操作,可以将能够产生突变或通过重组DNA序列产生序列改变的核酸分子引入质粒。借助于标准方法,可以例如进行碱基取代、可以移除部分序列或加入天然的或合成的序列。为了将DNA片段彼此连接,可以在片段上添加接头(adapter)或连接体(linker)。参见例如,Sambrook等人,1989,Molecular Cloning,A Laboratory Manual,第二版,Cold Spring Harbor Laboratory Press,Cold Spring Harbor,NY;或Winnacker"Gene und Klone",VCH Weinheim第二版,1996。
例如,基因产物活性降低的植物细胞的产生可以通过下列方法实现:通过表达至少一种相应的反义RNA、用于实现共抑制效应的正义RNA,或者通过表达至少一种能够特异性切割上述基因产物的转录物并具有合适结构的核酶。为此目的,可以使用包括基因产物的完整编码序列——包括所有可能存在的侧翼序列——的DNA分子,也可以使用仅含有部分编码序列的DNA分子,但是所述部分编码序列必须足够长,以便在细胞中产生反义效果。也可以使用与所述基因产物的编码序列具有高度同源性但并不完全相同的DNA序列。
当在植物中表达核酸分子时,所合成的蛋白可被定位至植物细胞的任何所需的区室中。然而,为了将其定位于某一区室,可以例如将编码区与确保在某一区室中定位的DNA序列相连接。这种序列是本领域中技术人员已知的(参见例如Braun等人,EMBO J.11(1992),3219-3227;Wolter等人,Proc.Natl.Acad.Sci.USA 85(1988),846-850;Sonnewald等人,Plant J.1(1991),95-106)。核酸分子也可以在植物细胞中的细胞器中表达。
可以使用已知的技术使转基因植物细胞再生为完整的植物。原则上,所述转基因植物可为任何所需的植物品种,即既可为单子叶植物,也可为双子叶植物。
因此,可以通过对同源(即天然)基因或基因序列的过表达、阻遏或抑制,或者通过异源(即外源)基因或基因序列的表达而获得性质改变的转基因植物。
优选将本发明的化合物用于转基因作物中,所述转基因作物对生长调节剂例如麦草畏具有抗性,或者对抑制重要的植物酶(例如乙酰乳酸合成酶(ALS)、5-烯醇式丙酮酰莽草酸-3-磷酸(EPSP)合成酶、谷氨酰胺合成酶(GS)或羟基苯丙酮酸双加氧酶(HPPD))的除草剂具有抗性,或者对选自磺酰脲、草甘膦、草铵磷或苯甲酰基异噁唑以及类似的活性化合物的除草剂具有抗性。
当将本发明的活性化合物用于转基因作物时,除了可在其他作物中观察到的对于有害植物的效果之外,还经常发现施用于所述的转基因作物的特殊的效果,例如改变或特别是增宽的可以防治的杂草谱、改进的施用时可以使用的施用率、与转基因作物对其有抗性的除草剂的更良好的相容性,以及对转基因作物植物的生长和产量的影响。
因此本发明还涉及本发明的化合物作为除草剂用于防治转基因作物中的有害植物的用途。
本发明的化合物可以以常规剂型施用,所述常规剂型的形式有可湿性粉剂、乳油、可喷洒溶液剂、粉剂或颗粒剂,因此,本发明还涉及含有本发明的化合物的除草和植物生长调节组合物。
根据所需的生物学和/或物理化学参数,可通过多种方式将本发明的化合物配制为制剂。合适的制剂的实例包括,例如:可湿性粉剂(WP)、水溶性粉剂(SP)、水溶性浓缩剂、乳油(EC)、乳剂(EW)例如水包油乳剂和油包水乳剂、可喷洒性溶液剂、悬浮浓缩剂(SC)、油基分散剂或水基分散剂、油混溶性溶液剂、胶囊悬浮剂(CS)、粉剂(DP)、拌种产品、用于撒播和土壤施用的颗粒剂、微颗粒形式的颗粒剂(GR)、喷洒颗粒剂、包衣颗粒剂和吸附颗粒剂、水分散性颗粒剂(WG)、水溶性颗粒剂(SG)、ULV制剂、微胶囊剂和蜡剂。
这些制剂的各个类型原则上都是已知的,并在下列文献中有所描述,例如:Winnacker-Küchler,“Chemische Technologie”[ChemicalTechnology],Volume 7,C.Hauser Verlag Munich,第4版,1986;Wadevan Valkenburg,“Pesticide Formulations”,Marcel Dekker,N.Y.,1973;K.Martens,“Spray Drying”Handbook,第3版.1979,G.Goodwin Ltd.London。
必需的制剂助剂,例如惰性物质、表面活性剂、溶剂和其他添加剂同样也是已知的,并在下列文献中有所描述,例如:Watkins,"Handbook ofInsecticide Dust Diluents and Carriers",第二版,Darland Books,CaldwellN.J.;H.v.Olphen,"Introduction to Clay Colloid Chemistry";第二版,J.Wiley&Sons,N.Y.;C.Marsden,"Solvents Guide";第二版,Interscience,N.Y.1963;McCutcheon's"Detergents and Emulsifiers Annual",MCPubl.Corp.,Ridgewood N.J.;Sisley and Wood,"Encyclopedia of SurfaceActive Agents",Chem.Publ.Co.Inc.,N.Y.1964;""[Interface-active ethyleneoxide adducts],Wiss.Verlagsgesell.,Stuttgart 1976;Winnacker-Küchler,"Chemische Technologie",第7卷,C.Hanser Verlag Munich,第四版,1986。
基于上述制剂,可以生产与其它农药活性物质——例如杀昆虫剂、杀螨剂、除草剂和杀菌剂——以及与安全剂、肥料和/或生长调节剂的结合物,例如以成品制剂或桶混形式。合适的安全剂是例如吡唑解草酯(mefenpyr-diethyl)、环丙磺酰胺(cyprosulfamide)、双苯噁唑酸(isoxadifen-ethyl)、解草酯(cloquintocet-mexyl)和二氯丙烯胺(dichlormid)。
可湿性粉剂为可均匀分散于水中的制剂,其除了含有活性化合物和稀释剂或惰性物质之外,还含有离子型表面活性剂和/或非离子型表面活性剂(湿润剂、分散剂),例如聚乙氧基化烷基酚、聚乙氧基化脂肪醇、聚乙氧基化脂肪胺、脂肪醇聚乙二醇醚硫酸盐、烷基磺酸盐、烷基苯磺酸盐、木素磺酸钠、2,2’-二萘基甲烷-6,6’-二磺酸钠、二丁基萘磺酸钠或油酰基甲基牛磺酸钠。为了制备可湿性粉剂,例如在常规设备例如锤磨机、鼓风磨机和喷气磨机中精细研磨具有除草活性的化合物,并同时或随后与制剂助剂相混合。
悬乳浓缩剂通过下述过程制备:将活性化合物溶于有机溶剂(例如丁醇、环己酮、二甲基甲酰胺、二甲苯或更高沸点的芳香族化合物或烃类)或有机溶剂混合物中,并加入一种或多种离子型和/或非离子型表面活性剂(乳化剂)。可使用的乳化剂的实例为例如烷基芳基磺酸钙盐,例如十二烷基苯磺酸钙;或非离子型乳化剂,例如脂肪酸聚乙二醇酯、烷基芳基聚乙二醇醚、脂肪醇聚乙二醇醚、环氧丙烷-环氧乙烷缩合物、烷基聚醚、山梨聚糖酯,例如山梨聚糖脂肪酸酯或聚氧乙烯山梨聚糖酯例如聚氧乙烯山梨聚糖脂肪酸酯。
粉剂可通过将活性化合物与细分散的固体物质一起研磨而制备,所述固体物质例如滑石、天然粘土(例如高岭土、膨润土和叶蜡石)或硅藻土。
悬浮浓缩剂可为水基或油基的。它们可以通过例如使用市售的球磨机湿法研磨而制备,如合适,可以任选地加入上文在例如其他剂型中所述的表面活性剂。
乳剂例如水包油乳剂(EW),可以使用例如搅拌器、胶体磨机和/或静态混合器制备,使用水性有机溶剂以及如合适例如在上文其他剂型中所述的表面活性剂。
颗粒剂可以通过将所述活性化合物喷洒在能够吸附的颗粒状惰性物质上、或通过使用粘合剂将活性化合物浓缩物施用到载体表面而制备,所述载体例如砂、高岭土或颗粒状惰性材料,所述粘合剂例如聚乙烯醇、聚丙烯酸钠或矿物油。合适的活性化合物也可以以制备肥料颗粒的常规方式制备成颗粒——如果需要,可以制备为与肥料的混合物。
水分散性颗粒剂通常可以通过常规方法制备,所述常规方法例如喷雾干燥法、流化床制粒法、盘式制粒法、使用高速混合器的混合法以及不使用固体惰性物质的挤出法。
关于盘式、流化床、挤出法和喷雾法颗粒的制备,参见例如:"Spray-Drying Handbook"第三版,1979,G.Goodwin Ltd.,London;J.E.Browning,"Agglomeration",Chemical and Engineering 1967,第147页及后文;"Perry's Chemical Engineer's Handbook",第5版,McGraw-Hill,New York 1973,第8-57页中的方法。
关于作物保护组合物制剂的更多细节,参见例如G.C.Klingman,“Weed Control as a Science”,John Wiley and Sons.,Inc.,New York,1961,81-96页;和J.D.Freyer,S.A.Evans,“Weed Control Handbook”,第5版,Blackwell Scientific Publications,Oxford,1968,第101-103页。
所述农业化学制剂通常含有0.1至99重量%、特别地为0.1至95重量%的本发明的化合物。
在可湿性粉剂中,活性化合物的浓度例如为约10至90重量%,100重量%的剩余部分由常规制剂成分组成。在悬乳浓缩剂中,活性化合物的浓度可为约1至90重量%,优选地为5至80重量%。粉剂形式的制剂中含有1至30重量%的活性化合物,优选地通常含有5至20重量%的活性化合物;可喷洒性溶液剂中含有约0.05至80重量%、优选地为2至50重量%的活性化合物。对于水分散性颗粒剂而言,活性化合物的含量部分地取决于所述活性化合物以液体形式还是固体形式存在,以及所使用的粒化助剂和填料等。在水分散性颗粒剂中,活性化合物的含量例如为1至95重量%,优选地为10至80重量%。
此外,所述活性化合物的制剂中任选含有各自常用的辅助剂,例如粘合剂、润湿剂、分散剂、乳化剂、渗透剂、防腐剂、抗冻剂、溶剂、填料、载体、着色剂、消泡剂、蒸发抑制剂、pH值和粘度调节剂。
基于上述制剂,可以生产与其它农药活性物质——例如杀昆虫剂、杀螨剂、除草剂和杀真菌剂——以及与安全剂、肥料和/或生长调节剂的结合物,例如以成品制剂或桶混物的形式。
可以与本发明的化合物以混合制剂或桶混形式结合的活性化合物为,例如,已知的基于抑制以下物质的活性化合物,所述物质是例如乙酰乳酸合成酶、乙酰辅酶A羧化酶、纤维素合成酶、烯醇式丙酮酰莽草酸-3-磷酸合成酶、谷氨酰胺合成酶、对羟基苯基丙酮酸双加氧酶、八氢番茄红素去饱和酶、光系统I、光系统II、原卟啉原氧化酶,例如记载于WeedResearch 26(1986)441-445页或"The Pesticide Manual",第14版,TheBritish Crop Protection Council and the Royal Soc.of Chemistry,2003和其中引用的文献中。
为了使用,如果合适,将以市售形式存在的制剂以常规方式稀释,如在可湿性粉剂、乳油、分散剂、水分散性颗粒剂的情况下用水稀释。粉剂、土壤颗粒剂、用于播撒的颗粒剂和可喷洒性溶液剂形式的制剂在使用前通常不用其他惰性物质进一步稀释。
式(I)的化合物所需的施用率随外界条件变化,如温度、湿度和所使用的除草剂的性质等。其可在较宽的范围内变化,例如在0.001和1.0kg/ha之间和更多的活性物质,然而,优选在0.005和750g/ha之间。
下列实施例用于说明本发明。
A.化学实施例
3-(N-氰基-S-甲基亚磺酰亚氨基)-2-甲氧基-N-(1-甲基-1H-四唑-5-基)-4-(三氟甲基)苯甲酰胺(表中第10-160号实施例)和3-(N-氰基-S-甲基磺酰亚氨基)-2-甲氧基-N-(1-甲基-1H-四唑-5-基)-4-(三氟甲基)苯甲酰胺(表中第1-160号实施例)的合成
步骤1:2-甲氧基-3-(甲硫基)-N-(1-甲基-1H-四唑-5-基)-4-(三氟甲基)苯甲酰胺的合成
将1.45g(98重量%;14.3mmol)的5-氨基-1-甲基-1H-四唑加入到溶于30ml干燥吡啶的3.00g(11.3mmol)的2-甲氧基-3-(甲硫基)-4-(三氟甲基)苯甲酸中。随后加入2.00g(15.8mmol)草酰氯,随后将混合物在室温(RT)下搅拌三天。随后再加入500mg(3.94mmol)的草酰氯,混合物接着在常温下搅拌16个小时。对于后处理,用旋转蒸发仪基本上除去混合物中的溶剂。剩余物用二氯甲烷和饱和的碳酸氢钠溶液搅拌。随后分离有机相,并用旋转蒸发仪除去有机相中的溶剂。剩余物通过色谱法纯化,得到1.83g的纯净产物。
步骤2:3-(N-氰基-S-甲基亚磺酰亚氨基)-2-甲氧基-N-(1-甲基-1H-四唑-5-基)-4-(三氟甲基)苯甲酰胺和3-(N-氰基-S-甲基磺酰亚氨基)-2-甲氧基-N-(1-甲基-1H-四唑-5-基)-4-(三氟甲基)苯甲酰胺的合成
室温下,将234mg(5.56mmol)氰胺和1.06g(5.96mmol)N-溴代琥珀酰亚胺依次加入到1.14g(3.27mmol)的2-甲氧基-3-(甲硫基)-N-(1-甲基-1H-四唑-5-基)-4-(三氟甲基)苯甲酰胺和440mg(3.92mmol)的叔丁醇钾在70ml甲醇中的溶液中。随后将混合物在室温下搅拌16小时。对于后处理,在至多30℃的温度下用旋转蒸发仪除去混合物中的溶剂。剩余物在150ml冰冷的二氯甲烷和50ml冰冷的10重量%的硫酸氢钠水溶液的混合物中搅拌约两分钟。分相后,水相用50ml二氯甲烷萃取。在旋转蒸发仪上除去合并的有机相中的溶剂。将剩余物溶于60ml乙腈和60ml水中。随后加入1.57g(9.80mmol)的高锰酸钠一水合物。反应混合物在室温下搅拌四天。对于后处理,加入10重量%的硫酸氢钠水溶液。然后加入水,混合物用二氯甲烷萃取三次。在至多30℃的温度下,用旋转蒸发仪除去合并的有机相中的溶剂。剩余物通过色谱法纯化,得到40mg的3-(N-氰基-S-甲基亚磺酰亚氨基)-2-甲氧基-N-(1-甲基-1H-四唑-5-基)-4-(三氟甲基)苯甲酰胺和650mg的3-(N-氰基-S-甲基磺酰亚氨基)-2-甲氧基-N-(1-甲基-1H-四唑-5-基)-4-(三氟甲基)苯甲酰胺。
2-甲氧基-N-(1-甲基-1H-四唑-5-基)-3-[S-甲基-N-(三氟乙酰基)磺酰亚氨基]-4-(三氟甲基)苯甲酰胺(表中第1-292号实施例)的合成
将100mg(0.248mmol)的3-(N-氰基-S-甲基亚磺酰亚氨基)-2-甲氧基-N-(1-甲基-1H-四唑-5-基)-4-(三氟甲基)苯甲酰胺首先溶于10ml干燥的二氯甲烷中,并在冰浴中冷却。加入156mg(0.744mmol)的三氟乙酸酐,在1.5小时后,混合物回升至室温。混合物在室温下搅拌16个小时,随后倒入水中进行后处理。混合物用二氯甲烷萃取两次,随后混合物在分相之后在至多30℃的温度下用旋转蒸发仪除去溶剂。剩余物通过色谱法纯化,得到17mg的产物。
2-甲氧基-3-(S-甲基磺酰亚氨基)-N-(1-甲基-1H-四唑-5-基)-4-(三氟甲基)苯甲酰胺(表中第1-28号实施例)的合成
将31.5mg(0.228mmol)的碳酸钾加入到36.0mg(0.076mmol)的2-甲氧基-N-(1-甲基-1H-四唑-5-基)-3-[S-甲基-N-(三氟乙酰基)磺酰亚氨基]-4-(三氟甲基)苯甲酰胺在5ml甲醇中的溶液中。混合物在室温下搅拌30分钟。对于后处理,在至多30℃的温度下,用旋转蒸发仪除去溶剂。剩余物溶于水中,并用二氯甲烷萃取。随后向水相中加入一滴冰醋酸,并用二氯甲烷萃取两次。在至多30℃的温度下,用旋转蒸发仪除去水相中的溶剂。剩余物用二氯甲烷搅拌,然后与上述分离的有机相结合。用旋转蒸发仪除去溶剂,分离出作为剩余物的20mg的产物。
3-(N-氰基-S-甲基磺酰亚氨基)-2-甲氧基-N-(5-甲基-1,3,4-噁二唑-2-基)-4-(三氟甲基)苯甲酰胺(表中第7-160号实施例)的合成
步骤1:3-(N-氰基-S-甲基磺酰亚氨基)-2-甲氧基-4-(三氟甲基)苯甲酸的合成
将3.71g(33.1mmol)的叔丁醇钾加入到4.00g(15.0mmol)的2-甲氧基-3-(甲硫基)-4-(三氟甲基)苯甲酸在250ml甲醇中的溶液中。将混合物搅拌10分钟,随后依次加入1.07g(25.5mmol)的氰胺和4.81g(27.0mmol)N-溴代琥珀酰亚胺。混合物在室温下搅拌2小时。用旋转蒸发仪除去混合物中的溶剂,并将剩余物溶解在120ml乙腈和120ml水的混合物中。加入7.21g(45.1mmol)的高锰酸钠一水合物,混合物在室温下搅拌一个星期。在这一个星期的过程中,间隔一天或几天,各加入3.6g(22.5mmol)的高锰酸钠一水合物。对于后处理,加入10重量%的硫酸氢钠溶液。在至多30℃的温度下,用旋转蒸发仪基本上除去溶剂。剩余物在冰浴中冷却,随后用1M的盐酸酸化。混合物用冰冷的二氯甲烷萃取三次。用旋转蒸发仪除去合并的有机相中的溶剂,并且通过色谱法纯化剩余物,得到产物1.30g的纯度为80重量%的产物。
步骤2:3-(N-氰基-S-甲基磺酰亚氨基)-2-甲氧基-N-(5-甲基-1,3,4-噁二唑-2-基)-4-(三氟甲基)苯甲酰胺的合成
将350mg(80重量%;0.869mmol)的3-(N-氰基-S-甲基磺酰亚氨基)-2-甲氧基-4-(三氟甲基)苯甲酸和151mg(1.52mmol)的2-氨基-5-甲基-1,3,4-噁二唑首先投入到10ml的干燥吡啶中,并在冰浴中冷却。加入207mg(1.63mmol)草酰氯,在30分钟后使混合物回升到室温。混合物在室温下搅拌2小时,随后另加51.8mg(0.408mmol)的草酰氯。随后混合物在室温下搅拌16小时。对于后处理,用旋转蒸发仪除去混合物中的溶剂,并将剩余物溶于水和二氯甲烷中。分相后,用旋转蒸发仪除去有机相中的溶剂,剩余物在中性条件下通过色谱法纯化,得到9.80mg的产物。
下表中所列的实例用与上述方法类似的方法制备或用与上述方法类似的方法得到。
这些化合物是非常优选的。
使用的缩写是:
Et=乙基 Me=甲基 n-Pr=正丙基 i-Pr=异丙基
c-Pr=环丙基 Ph=苯基
表1:本发明式(I)的化合物,其中Q为Q1,且Rx为甲基,R”和W各自为氢,且t=1
表2:本发明式(I)的化合物,其中Q为Q1,且Rx为乙基,R”和W各自为氢,且t=1
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
2-1 |
Me |
Me |
Me |
H |
|
2-2 |
Me |
F |
Me |
H |
|
2-3 |
Me |
Cl |
Me |
H |
|
2-4 |
Me |
Br |
Me |
H |
|
2-5 |
Me |
I |
Me |
H |
|
2-6 |
Me |
CF3 |
Me |
H |
|
2-7 |
Me |
CHF2 |
Me |
H |
|
2-8 |
Me |
CF2Cl |
Me |
H |
|
2-9 |
Me |
OMe |
Me |
H |
|
2-10 |
Me |
NO2 |
Me |
H |
|
2-11 |
Me |
SO2Me |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
2-12 |
Cl |
Me |
Me |
H |
|
2-13 |
Cl |
F |
Me |
H |
|
2-14 |
Cl |
Cl |
Me |
H |
|
2-15 |
Cl |
Br |
Me |
H |
|
2-16 |
Cl |
I |
Me |
H |
|
2-17 |
Cl |
CF3 |
Me |
H |
|
2-18 |
Cl |
CHF2 |
Me |
H |
|
2-19 |
Cl |
CF2Cl |
Me |
H |
|
2-20 |
Cl |
OMe |
Me |
H |
|
2-21 |
Cl |
NO2 |
Me |
H |
|
2-22 |
Cl |
SO2Me |
Me |
H |
|
2-23 |
OMe |
Me |
Me |
H |
|
2-24 |
OMe |
F |
Me |
H |
|
2-25 |
OMe |
Cl |
Me |
H |
|
2-26 |
OMe |
Br |
Me |
H |
|
2-27 |
OMe |
I |
Me |
H |
|
2-28 |
OMe |
CF3 |
Me |
H |
|
2-29 |
OMe |
CHF2 |
Me |
H |
|
2-30 |
OMe |
CF2Cl |
Me |
H |
|
2-31 |
OMe |
OMe |
Me |
H |
|
2-32 |
OMe |
NO2 |
Me |
H |
|
2-33 |
OMe |
SO2Me |
Me |
H |
|
2-34 |
SO2Me |
Me |
Me |
H |
|
2-35 |
SO2Me |
F |
Me |
H |
|
2-36 |
SO2Me |
Cl |
Me |
H |
|
2-37 |
SO2Me |
Br |
Me |
H |
|
2-38 |
SO2Me |
I |
Me |
H |
|
2-39 |
SO2Me |
CF3 |
Me |
H |
|
2-40 |
SO2Me |
CHF2 |
Me |
H |
|
2-41 |
SO2Me |
CF2Cl |
Me |
H |
|
2-42 |
SO2Me |
OMe |
Me |
H |
|
2-43 |
SO2Me |
NO2 |
Me |
H |
|
2-44 |
SO2Me |
SO2Me |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
2-45 |
Me |
Me |
Et |
H |
|
2-46 |
Me |
F |
Et |
H |
|
2-47 |
Me |
Cl |
Et |
H |
|
2-48 |
Me |
Br |
Et |
H |
|
2-49 |
Me |
I |
Et |
H |
|
2-50 |
Me |
CF3 |
Et |
H |
|
2-51 |
Me |
CHF2 |
Et |
H |
|
2-52 |
Me |
CF2Cl |
Et |
H |
|
2-53 |
Me |
OMe |
Et |
H |
|
2-54 |
Me |
NO2 |
Et |
H |
|
2-55 |
Me |
SO2Me |
Et |
H |
|
2-56 |
Cl |
Me |
Et |
H |
|
2-57 |
Cl |
F |
Et |
H |
|
2-58 |
Cl |
Cl |
Et |
H |
|
2-59 |
Cl |
Br |
Et |
H |
|
2-60 |
Cl |
I |
Et |
H |
|
2-61 |
Cl |
CF3 |
Et |
H |
|
2-62 |
Cl |
CHF2 |
Et |
H |
|
2-63 |
Cl |
CF2Cl |
Et |
H |
|
2-64 |
Cl |
OMe |
Et |
H |
|
2-65 |
Cl |
NO2 |
Et |
H |
|
2-66 |
Cl |
SO2Me |
Et |
H |
|
2-67 |
OMe |
Me |
Et |
H |
|
2-68 |
OMe |
F |
Et |
H |
|
2-69 |
OMe |
Cl |
Et |
H |
|
2-70 |
OMe |
Br |
Et |
H |
|
2-71 |
OMe |
I |
Et |
H |
|
2-72 |
OMe |
CF3 |
Et |
H |
|
2-73 |
OMe |
CHF2 |
Et |
H |
|
2-74 |
OMe |
CF2Cl |
Et |
H |
|
2-75 |
OMe |
OMe |
Et |
H |
|
2-76 |
OMe |
NO2 |
Et |
H |
|
2-77 |
OMe |
SO2Me |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
2-78 |
SO2Me |
Me |
Et |
H |
|
2-79 |
SO2Me |
F |
Et |
H |
|
2-80 |
SO2Me |
Cl |
Et |
H |
|
2-81 |
SO2Me |
Br |
Et |
H |
|
2-82 |
SO2Me |
I |
Et |
H |
|
2-83 |
SO2Me |
CF3 |
Et |
H |
|
2-84 |
SO2Me |
CHF2 |
Et |
H |
|
2-85 |
SO2Me |
CF2Cl |
Et |
H |
|
2-86 |
SO2Me |
OMe |
Et |
H |
|
2-87 |
SO2Me |
NO2 |
Et |
H |
|
2-88 |
SO2Me |
SO2Me |
Et |
H |
|
2-89 |
Me |
Me |
CH2CH2OMe |
H |
|
2-90 |
Me |
F |
CH2CH2OMe |
H |
|
2-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
2-92 |
Me |
Br |
CH2CH2OMe |
H |
|
2-93 |
Me |
I |
CH2CH2OMe |
H |
|
2-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
2-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
2-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
2-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
2-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
2-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
2-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
2-101 |
Cl |
F |
CH2CH2OMe |
H |
|
2-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
2-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
2-104 |
Cl |
I |
CH2CH2OMe |
H |
|
2-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
2-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
2-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
2-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
2-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
2-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
2-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
2-112 |
OMe |
F |
CH2CH2OMe |
H |
|
2-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
2-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
2-115 |
OMe |
I |
CH2CH2OMe |
H |
|
2-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
2-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
2-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
2-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
2-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
2-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
2-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
2-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
2-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
2-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
2-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
2-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
2-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
2-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
2-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
2-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
2-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
2-133 |
Me |
Me |
Me |
CN |
|
2-134 |
Me |
F |
Me |
CN |
|
2-135 |
Me |
Cl |
Me |
CN |
|
2-136 |
Me |
Br |
Me |
CN |
|
2-137 |
Me |
I |
Me |
CN |
|
2-138 |
Me |
CF3 |
Me |
CN |
|
2-139 |
Me |
CHF2 |
Me |
CN |
|
2-140 |
Me |
CF2Cl |
Me |
CN |
|
2-141 |
Me |
OMe |
Me |
CN |
|
2-142 |
Me |
NO2 |
Me |
CN |
|
2-143 |
Me |
SO2Me |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
2-144 |
Cl |
Me |
Me |
CN |
|
2-145 |
Cl |
F |
Me |
CN |
|
2-146 |
Cl |
Cl |
Me |
CN |
|
2-147 |
Cl |
Br |
Me |
CN |
|
2-148 |
Cl |
I |
Me |
CN |
|
2-149 |
Cl |
CF3 |
Me |
CN |
|
2-150 |
Cl |
CHF2 |
Me |
CN |
|
2-151 |
Cl |
CF2Cl |
Me |
CN |
|
2-152 |
Cl |
OMe |
Me |
CN |
|
2-153 |
Cl |
NO2 |
Me |
CN |
|
2-154 |
Cl |
SO2Me |
Me |
CN |
|
2-155 |
OMe |
Me |
Me |
CN |
|
2-156 |
OMe |
F |
Me |
CN |
|
2-157 |
OMe |
Cl |
Me |
CN |
|
2-158 |
OMe |
Br |
Me |
CN |
|
2-159 |
OMe |
I |
Me |
CN |
|
2-160 |
OMe |
CF3 |
Me |
CN |
|
2-161 |
OMe |
CHF2 |
Me |
CN |
|
2-162 |
OMe |
CF2Cl |
Me |
CN |
|
2-163 |
OMe |
OMe |
Me |
CN |
|
2-164 |
OMe |
NO2 |
Me |
CN |
|
2-165 |
OMe |
SO2Me |
Me |
CN |
|
2-166 |
SO2Me |
Me |
Me |
CN |
|
2-167 |
SO2Me |
F |
Me |
CN |
|
2-168 |
SO2Me |
Cl |
Me |
CN |
|
2-169 |
SO2Me |
Br |
Me |
CN |
|
2-170 |
SO2Me |
I |
Me |
CN |
|
2-171 |
SO2Me |
CF3 |
Me |
CN |
|
2-172 |
SO2Me |
CHF2 |
Me |
CN |
|
2-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
2-174 |
SO2Me |
OMe |
Me |
CN |
|
2-175 |
SO2Me |
NO2 |
Me |
CN |
|
2-176 |
SO2Me |
SO2Me |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
2-177 |
Me |
Me |
Et |
CN |
|
2-178 |
Me |
F |
Et |
CN |
|
2-179 |
Me |
Cl |
Et |
CN |
|
2-180 |
Me |
Br |
Et |
CN |
|
2-181 |
Me |
I |
Et |
CN |
|
2-182 |
Me |
CF3 |
Et |
CN |
|
2-183 |
Me |
CHF2 |
Et |
CN |
|
2-184 |
Me |
CF2Cl |
Et |
CN |
|
2-185 |
Me |
OMe |
Et |
CN |
|
2-186 |
Me |
NO2 |
Et |
CN |
|
2-187 |
Me |
SO2Me |
Et |
CN |
|
2-188 |
Cl |
Me |
Et |
CN |
|
2-189 |
Cl |
F |
Et |
CN |
|
2-190 |
Cl |
Cl |
Et |
CN |
|
2-191 |
Cl |
Br |
Et |
CN |
|
2-192 |
Cl |
I |
Et |
CN |
|
2-193 |
Cl |
CF3 |
Et |
CN |
|
2-194 |
Cl |
CHF2 |
Et |
CN |
|
2-195 |
Cl |
CF2Cl |
Et |
CN |
|
2-196 |
Cl |
OMe |
Et |
CN |
|
2-197 |
Cl |
NO2 |
Et |
CN |
|
2-198 |
Cl |
SO2Me |
Et |
CN |
|
2-199 |
OMe |
Me |
Et |
CN |
|
2-200 |
OMe |
F |
Et |
CN |
|
2-201 |
OMe |
Cl |
Et |
CN |
|
2-202 |
OMe |
Br |
Et |
CN |
|
2-203 |
OMe |
I |
Et |
CN |
|
2-204 |
OMe |
CF3 |
Et |
CN |
|
2-205 |
OMe |
CHF2 |
Et |
CN |
|
2-206 |
OMe |
CF2Cl |
Et |
CN |
|
2-207 |
OMe |
OMe |
Et |
CN |
|
2-208 |
OMe |
NO2 |
Et |
CN |
|
2-209 |
OMe |
SO2Me |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
2-210 |
SO2Me |
Me |
Et |
CN |
|
2-211 |
SO2Me |
F |
Et |
CN |
|
2-212 |
SO2Me |
Cl |
Et |
CN |
|
2-213 |
SO2Me |
Br |
Et |
CN |
|
2-214 |
SO2Me |
I |
Et |
CN |
|
2-215 |
SO2Me |
CF3 |
Et |
CN |
|
2-216 |
SO2Me |
CHF2 |
Et |
CN |
|
2-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
2-218 |
SO2Me |
OMe |
Et |
CN |
|
2-219 |
SO2Me |
NO2 |
Et |
CN |
|
2-220 |
SO2Me |
SO2Me |
Et |
CN |
|
2-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
2-222 |
Me |
F |
CH2CH2OMe |
CN |
|
2-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
2-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
2-225 |
Me |
I |
CH2CH2OMe |
CN |
|
2-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
2-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
2-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
2-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
2-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
2-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
2-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
2-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
2-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
2-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
2-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
2-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
2-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
2-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
2-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
2-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
2-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
2-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
2-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
2-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
2-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
2-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
2-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
2-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
2-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
2-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
2-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
2-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
2-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
2-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
2-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
2-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
2-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
2-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
2-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
2-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
2-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
2-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
2-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表3:本发明式(I)的化合物,其中Q为Q1,且Rx为正丙基,R”和W各自为氢,且t=1
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-1 |
Me |
Me |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-2 |
Me |
F |
Me |
H |
|
3-3 |
Me |
Cl |
Me |
H |
|
3-4 |
Me |
Br |
Me |
H |
|
3-5 |
Me |
I |
Me |
H |
|
3-6 |
Me |
CF3 |
Me |
H |
|
3-7 |
Me |
CHF2 |
Me |
H |
|
3-8 |
Me |
CF2Cl |
Me |
H |
|
3-9 |
Me |
OMe |
Me |
H |
|
3-10 |
Me |
NO2 |
Me |
H |
|
3-11 |
Me |
SO2Me |
Me |
H |
|
3-12 |
Cl |
Me |
Me |
H |
|
3-13 |
Cl |
F |
Me |
H |
|
3-14 |
Cl |
Cl |
Me |
H |
|
3-15 |
Cl |
Br |
Me |
H |
|
3-16 |
Cl |
I |
Me |
H |
|
3-17 |
Cl |
CF3 |
Me |
H |
|
3-18 |
Cl |
CHF2 |
Me |
H |
|
3-19 |
Cl |
CF2Cl |
Me |
H |
|
3-20 |
Cl |
OMe |
Me |
H |
|
3-21 |
Cl |
NO2 |
Me |
H |
|
3-22 |
Cl |
SO2Me |
Me |
H |
|
3-23 |
OMe |
Me |
Me |
H |
|
3-24 |
OMe |
F |
Me |
H |
|
3-25 |
OMe |
Cl |
Me |
H |
|
3-26 |
OMe |
Br |
Me |
H |
|
3-27 |
OMe |
I |
Me |
H |
|
3-28 |
OMe |
CF3 |
Me |
H |
|
3-29 |
OMe |
CHF2 |
Me |
H |
|
3-30 |
OMe |
CF2Cl |
Me |
H |
|
3-31 |
OMe |
OMe |
Me |
H |
|
3-32 |
OMe |
NO2 |
Me |
H |
|
3-33 |
OMe |
SO2Me |
Me |
H |
|
3-34 |
SO2Me |
Me |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-35 |
SO2Me |
F |
Me |
H |
|
3-36 |
SO2Me |
Cl |
Me |
H |
|
3-37 |
SO2Me |
Br |
Me |
H |
|
3-38 |
SO2Me |
I |
Me |
H |
|
3-39 |
SO2Me |
CF3 |
Me |
H |
|
3-40 |
SO2Me |
CHF2 |
Me |
H |
|
3-41 |
SO2Me |
CF2Cl |
Me |
H |
|
3-42 |
SO2Me |
OMe |
Me |
H |
|
3-43 |
SO2Me |
NO2 |
Me |
H |
|
3-44 |
SO2Me |
SO2Me |
Me |
H |
|
3-45 |
Me |
Me |
Et |
H |
|
3-46 |
Me |
F |
Et |
H |
|
3-47 |
Me |
Cl |
Et |
H |
|
3-48 |
Me |
Br |
Et |
H |
|
3-49 |
Me |
I |
Et |
H |
|
3-50 |
Me |
CF3 |
Et |
H |
|
3-51 |
Me |
CHF2 |
Et |
H |
|
3-52 |
Me |
CF2Cl |
Et |
H |
|
3-53 |
Me |
OMe |
Et |
H |
|
3-54 |
Me |
NO2 |
Et |
H |
|
3-55 |
Me |
SO2Me |
Et |
H |
|
3-56 |
Cl |
Me |
Et |
H |
|
3-57 |
Cl |
F |
Et |
H |
|
3-58 |
Cl |
Cl |
Et |
H |
|
3-59 |
Cl |
Br |
Et |
H |
|
3-60 |
Cl |
I |
Et |
H |
|
3-61 |
Cl |
CF3 |
Et |
H |
|
3-62 |
Cl |
CHF2 |
Et |
H |
|
3-63 |
Cl |
CF2Cl |
Et |
H |
|
3-64 |
Cl |
OMe |
Et |
H |
|
3-65 |
Cl |
NO2 |
Et |
H |
|
3-66 |
Cl |
SO2Me |
Et |
H |
|
3-67 |
OMe |
Me |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-68 |
OMe |
F |
Et |
H |
|
3-69 |
OMe |
Cl |
Et |
H |
|
3-70 |
OMe |
Br |
Et |
H |
|
3-71 |
OMe |
I |
Et |
H |
|
3-72 |
OMe |
CF3 |
Et |
H |
|
3-73 |
OMe |
CHF2 |
Et |
H |
|
3-74 |
OMe |
CF2Cl |
Et |
H |
|
3-75 |
OMe |
OMe |
Et |
H |
|
3-76 |
OMe |
NO2 |
Et |
H |
|
3-77 |
OMe |
SO2Me |
Et |
H |
|
3-78 |
SO2Me |
Me |
Et |
H |
|
3-79 |
SO2Me |
F |
Et |
H |
|
3-80 |
SO2Me |
Cl |
Et |
H |
|
3-81 |
SO2Me |
Br |
Et |
H |
|
3-82 |
SO2Me |
I |
Et |
H |
|
3-83 |
SO2Me |
CF3 |
Et |
H |
|
3-84 |
SO2Me |
CHF2 |
Et |
H |
|
3-85 |
SO2Me |
CF2Cl |
Et |
H |
|
3-86 |
SO2Me |
OMe |
Et |
H |
|
3-87 |
SO2Me |
NO2 |
Et |
H |
|
3-88 |
SO2Me |
SO2Me |
Et |
H |
|
3-89 |
Me |
Me |
CH2CH2OMe |
H |
|
3-90 |
Me |
F |
CH2CH2OMe |
H |
|
3-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
3-92 |
Me |
Br |
CH2CH2OMe |
H |
|
3-93 |
Me |
I |
CH2CH2OMe |
H |
|
3-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
3-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
3-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
3-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
3-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
3-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
3-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-101 |
Cl |
F |
CH2CH2OMe |
H |
|
3-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
3-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
3-104 |
Cl |
I |
CH2CH2OMe |
H |
|
3-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
3-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
3-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
3-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
3-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
3-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
3-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
3-112 |
OMe |
F |
CH2CH2OMe |
H |
|
3-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
3-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
3-115 |
OMe |
I |
CH2CH2OMe |
H |
|
3-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
3-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
3-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
3-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
3-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
3-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
3-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
3-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
3-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
3-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
3-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
3-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
3-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
3-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
3-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
3-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
3-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
3-133 |
Me |
Me |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-134 |
Me |
F |
Me |
CN |
|
3-135 |
Me |
Cl |
Me |
CN |
|
3-136 |
Me |
Br |
Me |
CN |
|
3-137 |
Me |
I |
Me |
CN |
|
3-138 |
Me |
CF3 |
Me |
CN |
|
3-139 |
Me |
CHF2 |
Me |
CN |
|
3-140 |
Me |
CF2Cl |
Me |
CN |
|
3-141 |
Me |
OMe |
Me |
CN |
|
3-142 |
Me |
NO2 |
Me |
CN |
|
3-143 |
Me |
SO2Me |
Me |
CN |
|
3-144 |
Cl |
Me |
Me |
CN |
|
3-145 |
Cl |
F |
Me |
CN |
|
3-146 |
Cl |
Cl |
Me |
CN |
|
3-147 |
Cl |
Br |
Me |
CN |
|
3-148 |
Cl |
I |
Me |
CN |
|
3-149 |
Cl |
CF3 |
Me |
CN |
|
3-150 |
Cl |
CHF2 |
Me |
CN |
|
3-151 |
Cl |
CF2Cl |
Me |
CN |
|
3-152 |
Cl |
OMe |
Me |
CN |
|
3-153 |
Cl |
NO2 |
Me |
CN |
|
3-154 |
Cl |
SO2Me |
Me |
CN |
|
3-155 |
OMe |
Me |
Me |
CN |
|
3-156 |
OMe |
F |
Me |
CN |
|
3-157 |
OMe |
Cl |
Me |
CN |
|
3-158 |
OMe |
Br |
Me |
CN |
|
3-159 |
OMe |
I |
Me |
CN |
|
3-160 |
OMe |
CF3 |
Me |
CN |
|
3-161 |
OMe |
CHF2 |
Me |
CN |
|
3-162 |
OMe |
CF2Cl |
Me |
CN |
|
3-163 |
OMe |
OMe |
Me |
CN |
|
3-164 |
OMe |
NO2 |
Me |
CN |
|
3-165 |
OMe |
SO2Me |
Me |
CN |
|
3-166 |
SO2Me |
Me |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-167 |
SO2Me |
F |
Me |
CN |
|
3-168 |
SO2Me |
Cl |
Me |
CN |
|
3-169 |
SO2Me |
Br |
Me |
CN |
|
3-170 |
SO2Me |
I |
Me |
CN |
|
3-171 |
SO2Me |
CF3 |
Me |
CN |
|
3-172 |
SO2Me |
CHF2 |
Me |
CN |
|
3-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
3-174 |
SO2Me |
OMe |
Me |
CN |
|
3-175 |
SO2Me |
NO2 |
Me |
CN |
|
3-176 |
SO2Me |
SO2Me |
Me |
CN |
|
3-177 |
Me |
Me |
Et |
CN |
|
3-178 |
Me |
F |
Et |
CN |
|
3-179 |
Me |
Cl |
Et |
CN |
|
3-180 |
Me |
Br |
Et |
CN |
|
3-181 |
Me |
I |
Et |
CN |
|
3-182 |
Me |
CF3 |
Et |
CN |
|
3-183 |
Me |
CHF2 |
Et |
CN |
|
3-184 |
Me |
CF2Cl |
Et |
CN |
|
3-185 |
Me |
OMe |
Et |
CN |
|
3-186 |
Me |
NO2 |
Et |
CN |
|
3-187 |
Me |
SO2Me |
Et |
CN |
|
3-188 |
Cl |
Me |
Et |
CN |
|
3-189 |
Cl |
F |
Et |
CN |
|
3-190 |
Cl |
Cl |
Et |
CN |
|
3-191 |
Cl |
Br |
Et |
CN |
|
3-192 |
Cl |
I |
Et |
CN |
|
3-193 |
Cl |
CF3 |
Et |
CN |
|
3-194 |
Cl |
CHF2 |
Et |
CN |
|
3-195 |
Cl |
CF2Cl |
Et |
CN |
|
3-196 |
Cl |
OMe |
Et |
CN |
|
3-197 |
Cl |
NO2 |
Et |
CN |
|
3-198 |
Cl |
SO2Me |
Et |
CN |
|
3-199 |
OMe |
Me |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-200 |
OMe |
F |
Et |
CN |
|
3-201 |
OMe |
Cl |
Et |
CN |
|
3-202 |
OMe |
Br |
Et |
CN |
|
3-203 |
OMe |
I |
Et |
CN |
|
3-204 |
OMe |
CF3 |
Et |
CN |
|
3-205 |
OMe |
CHF2 |
Et |
CN |
|
3-206 |
OMe |
CF2Cl |
Et |
CN |
|
3-207 |
OMe |
OMe |
Et |
CN |
|
3-208 |
OMe |
NO2 |
Et |
CN |
|
3-209 |
OMe |
SO2Me |
Et |
CN |
|
3-210 |
SO2Me |
Me |
Et |
CN |
|
3-211 |
SO2Me |
F |
Et |
CN |
|
3-212 |
SO2Me |
Cl |
Et |
CN |
|
3-213 |
SO2Me |
Br |
Et |
CN |
|
3-214 |
SO2Me |
I |
Et |
CN |
|
3-215 |
SO2Me |
CF3 |
Et |
CN |
|
3-216 |
SO2Me |
CHF2 |
Et |
CN |
|
3-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
3-218 |
SO2Me |
OMe |
Et |
CN |
|
3-219 |
SO2Me |
NO2 |
Et |
CN |
|
3-220 |
SO2Me |
SO2Me |
Et |
CN |
|
3-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
3-222 |
Me |
F |
CH2CH2OMe |
CN |
|
3-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
3-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
3-225 |
Me |
I |
CH2CH2OMe |
CN |
|
3-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
3-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
3-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
3-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
3-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
3-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
3-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
3-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
3-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
3-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
3-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
3-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
3-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
3-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
3-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
3-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
3-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
3-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
3-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
3-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
3-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
3-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
3-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
3-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
3-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
3-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
3-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
3-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
3-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
3-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
3-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
3-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
3-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
3-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
3-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
3-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
3-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
3-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表4:本发明式(I)的化合物,其中Q为Q1,且Rx为2-甲氧基乙基,R”和W各自为氢,且t=1
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
4-1 |
Me |
Me |
Me |
H |
|
4-2 |
Me |
F |
Me |
H |
|
4-3 |
Me |
Cl |
Me |
H |
|
4-4 |
Me |
Br |
Me |
H |
|
4-5 |
Me |
I |
Me |
H |
|
4-6 |
Me |
CF3 |
Me |
H |
|
4-7 |
Me |
CHF2 |
Me |
H |
|
4-8 |
Me |
CF2Cl |
Me |
H |
|
4-9 |
Me |
OMe |
Me |
H |
|
4-10 |
Me |
NO2 |
Me |
H |
|
4-11 |
Me |
SO2Me |
Me |
H |
|
4-12 |
Cl |
Me |
Me |
H |
|
4-13 |
Cl |
F |
Me |
H |
|
4-14 |
Cl |
Cl |
Me |
H |
|
4-15 |
Cl |
Br |
Me |
H |
|
4-16 |
Cl |
I |
Me |
H |
|
4-17 |
Cl |
CF3 |
Me |
H |
|
4-18 |
Cl |
CHF2 |
Me |
H |
|
4-19 |
Cl |
CF2Cl |
Me |
H |
|
4-20 |
Cl |
OMe |
Me |
H |
|
4-21 |
Cl |
NO2 |
Me |
H |
|
4-22 |
Cl |
SO2Me |
Me |
H |
|
4-23 |
OMe |
Me |
Me |
H |
|
4-24 |
OMe |
F |
Me |
H |
|
4-25 |
OMe |
Cl |
Me |
H |
|
4-26 |
OMe |
Br |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
4-27 |
OMe |
I |
Me |
H |
|
4-28 |
OMe |
CF3 |
Me |
H |
|
4-29 |
OMe |
CHF2 |
Me |
H |
|
4-30 |
OMe |
CF2Cl |
Me |
H |
|
4-31 |
OMe |
OMe |
Me |
H |
|
4-32 |
OMe |
NO2 |
Me |
H |
|
4-33 |
OMe |
SO2Me |
Me |
H |
|
4-34 |
SO2Me |
Me |
Me |
H |
|
4-35 |
SO2Me |
F |
Me |
H |
|
4-36 |
SO2Me |
Cl |
Me |
H |
|
4-37 |
SO2Me |
Br |
Me |
H |
|
4-38 |
SO2Me |
I |
Me |
H |
|
4-39 |
SO2Me |
CF3 |
Me |
H |
|
4-40 |
SO2Me |
CHF2 |
Me |
H |
|
4-41 |
SO2Me |
CF2Cl |
Me |
H |
|
4-42 |
SO2Me |
OMe |
Me |
H |
|
4-43 |
SO2Me |
NO2 |
Me |
H |
|
4-44 |
SO2Me |
SO2Me |
Me |
H |
|
4-45 |
Me |
Me |
Et |
H |
|
4-46 |
Me |
F |
Et |
H |
|
4-47 |
Me |
Cl |
Et |
H |
|
4-48 |
Me |
Br |
Et |
H |
|
4-49 |
Me |
I |
Et |
H |
|
4-50 |
Me |
CF3 |
Et |
H |
|
4-51 |
Me |
CHF2 |
Et |
H |
|
4-52 |
Me |
CF2Cl |
Et |
H |
|
4-53 |
Me |
OMe |
Et |
H |
|
4-54 |
Me |
NO2 |
Et |
H |
|
4-55 |
Me |
SO2Me |
Et |
H |
|
4-56 |
Cl |
Me |
Et |
H |
|
4-57 |
Cl |
F |
Et |
H |
|
4-58 |
Cl |
Cl |
Et |
H |
|
4-59 |
Cl |
Br |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
4-60 |
Cl |
I |
Et |
H |
|
4-61 |
Cl |
CF3 |
Et |
H |
|
4-62 |
Cl |
CHF2 |
Et |
H |
|
4-63 |
Cl |
CF2Cl |
Et |
H |
|
4-64 |
Cl |
OMe |
Et |
H |
|
4-65 |
Cl |
NO2 |
Et |
H |
|
4-66 |
Cl |
SO2Me |
Et |
H |
|
4-67 |
OMe |
Me |
Et |
H |
|
4-68 |
OMe |
F |
Et |
H |
|
4-69 |
OMe |
Cl |
Et |
H |
|
4-70 |
OMe |
Br |
Et |
H |
|
4-71 |
OMe |
I |
Et |
H |
|
4-72 |
OMe |
CF3 |
Et |
H |
|
4-73 |
OMe |
CHF2 |
Et |
H |
|
4-74 |
OMe |
CF2Cl |
Et |
H |
|
4-75 |
OMe |
OMe |
Et |
H |
|
4-76 |
OMe |
NO2 |
Et |
H |
|
4-77 |
OMe |
SO2Me |
Et |
H |
|
4-78 |
SO2Me |
Me |
Et |
H |
|
4-79 |
SO2Me |
F |
Et |
H |
|
4-80 |
SO2Me |
Cl |
Et |
H |
|
4-81 |
SO2Me |
Br |
Et |
H |
|
4-82 |
SO2Me |
I |
Et |
H |
|
4-83 |
SO2Me |
CF3 |
Et |
H |
|
4-84 |
SO2Me |
CHF2 |
Et |
H |
|
4-85 |
SO2Me |
CF2Cl |
Et |
H |
|
4-86 |
SO2Me |
OMe |
Et |
H |
|
4-87 |
SO2Me |
NO2 |
Et |
H |
|
4-88 |
SO2Me |
SO2Me |
Et |
H |
|
4-89 |
Me |
Me |
CH2CH2OMe |
H |
|
4-90 |
Me |
F |
CH2CH2OMe |
H |
|
4-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
4-92 |
Me |
Br |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
4-93 |
Me |
I |
CH2CH2OMe |
H |
|
4-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
4-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
4-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
4-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
4-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
4-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
4-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
4-101 |
Cl |
F |
CH2CH2OMe |
H |
|
4-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
4-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
4-104 |
Cl |
I |
CH2CH2OMe |
H |
|
4-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
4-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
4-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
4-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
4-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
4-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
4-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
4-112 |
OMe |
F |
CH2CH2OMe |
H |
|
4-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
4-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
4-115 |
OMe |
I |
CH2CH2OMe |
H |
|
4-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
4-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
4-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
4-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
4-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
4-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
4-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
4-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
4-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
4-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
4-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
4-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
4-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
4-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
4-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
4-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
4-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
4-133 |
Me |
Me |
Me |
CN |
|
4-134 |
Me |
F |
Me |
CN |
|
4-135 |
Me |
Cl |
Me |
CN |
|
4-136 |
Me |
Br |
Me |
CN |
|
4-137 |
Me |
I |
Me |
CN |
|
4-138 |
Me |
CF3 |
Me |
CN |
|
4-139 |
Me |
CHF2 |
Me |
CN |
|
4-140 |
Me |
CF2Cl |
Me |
CN |
|
4-141 |
Me |
OMe |
Me |
CN |
|
4-142 |
Me |
NO2 |
Me |
CN |
|
4-143 |
Me |
SO2Me |
Me |
CN |
|
4-144 |
Cl |
Me |
Me |
CN |
|
4-145 |
Cl |
F |
Me |
CN |
|
4-146 |
Cl |
Cl |
Me |
CN |
|
4-147 |
Cl |
Br |
Me |
CN |
|
4-148 |
Cl |
I |
Me |
CN |
|
4-149 |
Cl |
CF3 |
Me |
CN |
|
4-150 |
Cl |
CHF2 |
Me |
CN |
|
4-151 |
Cl |
CF2Cl |
Me |
CN |
|
4-152 |
Cl |
OMe |
Me |
CN |
|
4-153 |
Cl |
NO2 |
Me |
CN |
|
4-154 |
Cl |
SO2Me |
Me |
CN |
|
4-155 |
OMe |
Me |
Me |
CN |
|
4-156 |
OMe |
F |
Me |
CN |
|
4-157 |
OMe |
Cl |
Me |
CN |
|
4-158 |
OMe |
Br |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
4-159 |
OMe |
I |
Me |
CN |
|
4-160 |
OMe |
CF3 |
Me |
CN |
|
4-161 |
OMe |
CHF2 |
Me |
CN |
|
4-162 |
OMe |
CF2Cl |
Me |
CN |
|
4-163 |
OMe |
OMe |
Me |
CN |
|
4-164 |
OMe |
NO2 |
Me |
CN |
|
4-165 |
OMe |
SO2Me |
Me |
CN |
|
4-166 |
SO2Me |
Me |
Me |
CN |
|
4-167 |
SO2Me |
F |
Me |
CN |
|
4-168 |
SO2Me |
Cl |
Me |
CN |
|
4-169 |
SO2Me |
Br |
Me |
CN |
|
4-170 |
SO2Me |
I |
Me |
CN |
|
4-171 |
SO2Me |
CF3 |
Me |
CN |
|
4-172 |
SO2Me |
CHF2 |
Me |
CN |
|
4-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
4-174 |
SO2Me |
OMe |
Me |
CN |
|
4-175 |
SO2Me |
NO2 |
Me |
CN |
|
4-176 |
SO2Me |
SO2Me |
Me |
CN |
|
4-177 |
Me |
Me |
Et |
CN |
|
4-178 |
Me |
F |
Et |
CN |
|
4-179 |
Me |
Cl |
Et |
CN |
|
4-180 |
Me |
Br |
Et |
CN |
|
4-181 |
Me |
I |
Et |
CN |
|
4-182 |
Me |
CF3 |
Et |
CN |
|
4-183 |
Me |
CHF2 |
Et |
CN |
|
4-184 |
Me |
CF2Cl |
Et |
CN |
|
4-185 |
Me |
OMe |
Et |
CN |
|
4-186 |
Me |
NO2 |
Et |
CN |
|
4-187 |
Me |
SO2Me |
Et |
CN |
|
4-188 |
Cl |
Me |
Et |
CN |
|
4-189 |
Cl |
F |
Et |
CN |
|
4-190 |
Cl |
Cl |
Et |
CN |
|
4-191 |
Cl |
Br |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
4-192 |
Cl |
I |
Et |
CN |
|
4-193 |
Cl |
CF3 |
Et |
CN |
|
4-194 |
Cl |
CHF2 |
Et |
CN |
|
4-195 |
Cl |
CF2Cl |
Et |
CN |
|
4-196 |
Cl |
OMe |
Et |
CN |
|
4-197 |
Cl |
NO2 |
Et |
CN |
|
4-198 |
Cl |
SO2Me |
Et |
CN |
|
4-199 |
OMe |
Me |
Et |
CN |
|
4-200 |
OMe |
F |
Et |
CN |
|
4-201 |
OMe |
Cl |
Et |
CN |
|
4-202 |
OMe |
Br |
Et |
CN |
|
4-203 |
OMe |
I |
Et |
CN |
|
4-204 |
OMe |
CF3 |
Et |
CN |
|
4-205 |
OMe |
CHF2 |
Et |
CN |
|
4-206 |
OMe |
CF2Cl |
Et |
CN |
|
4-207 |
OMe |
OMe |
Et |
CN |
|
4-208 |
OMe |
NO2 |
Et |
CN |
|
4-209 |
OMe |
SO2Me |
Et |
CN |
|
4-210 |
SO2Me |
Me |
Et |
CN |
|
4-211 |
SO2Me |
F |
Et |
CN |
|
4-212 |
SO2Me |
Cl |
Et |
CN |
|
4-213 |
SO2Me |
Br |
Et |
CN |
|
4-214 |
SO2Me |
I |
Et |
CN |
|
4-215 |
SO2Me |
CF3 |
Et |
CN |
|
4-216 |
SO2Me |
CHF2 |
Et |
CN |
|
4-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
4-218 |
SO2Me |
OMe |
Et |
CN |
|
4-219 |
SO2Me |
NO2 |
Et |
CN |
|
4-220 |
SO2Me |
SO2Me |
Et |
CN |
|
4-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
4-222 |
Me |
F |
CH2CH2OMe |
CN |
|
4-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
4-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
4-225 |
Me |
I |
CH2CH2OMe |
CN |
|
4-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
4-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
4-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
4-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
4-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
4-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
4-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
4-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
4-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
4-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
4-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
4-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
4-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
4-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
4-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
4-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
4-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
4-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
4-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
4-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
4-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
4-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
4-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
4-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
4-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
4-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
4-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
4-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
4-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
4-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
4-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
4-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
4-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
4-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
4-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
4-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
4-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
4-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
4-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表5:本发明式(I)的化合物,其中Q为Q2,且Rx为甲基,R”和W各自为氢,且t=1
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
5-1 |
Me |
Me |
Me |
H |
|
5-2 |
Me |
F |
Me |
H |
|
5-3 |
Me |
Cl |
Me |
H |
|
5-4 |
Me |
Br |
Me |
H |
|
5-5 |
Me |
I |
Me |
H |
|
5-6 |
Me |
CF3 |
Me |
H |
|
5-7 |
Me |
CHF2 |
Me |
H |
|
5-8 |
Me |
CF2Cl |
Me |
H |
|
5-9 |
Me |
OMe |
Me |
H |
|
5-10 |
Me |
NO2 |
Me |
H |
|
5-11 |
Me |
SO2Me |
Me |
H |
|
5-12 |
Cl |
Me |
Me |
H |
|
5-13 |
Cl |
F |
Me |
H |
|
5-14 |
Cl |
Cl |
Me |
H |
|
5-15 |
Cl |
Br |
Me |
H |
|
5-16 |
Cl |
I |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
5-17 |
Cl |
CF3 |
Me |
H |
|
5-18 |
Cl |
CHF2 |
Me |
H |
|
5-19 |
Cl |
CF2Cl |
Me |
H |
|
5-20 |
Cl |
OMe |
Me |
H |
|
5-21 |
Cl |
NO2 |
Me |
H |
|
5-22 |
Cl |
SO2Me |
Me |
H |
|
5-23 |
OMe |
Me |
Me |
H |
|
5-24 |
OMe |
F |
Me |
H |
|
5-25 |
OMe |
Cl |
Me |
H |
|
5-26 |
OMe |
Br |
Me |
H |
|
5-27 |
OMe |
I |
Me |
H |
|
5-28 |
OMe |
CF3 |
Me |
H |
|
5-29 |
OMe |
CHF2 |
Me |
H |
|
5-30 |
OMe |
CF2Cl |
Me |
H |
|
5-31 |
OMe |
OMe |
Me |
H |
|
5-32 |
OMe |
NO2 |
Me |
H |
|
5-33 |
OMe |
SO2Me |
Me |
H |
|
5-34 |
SO2Me |
Me |
Me |
H |
|
5-35 |
SO2Me |
F |
Me |
H |
|
5-36 |
SO2Me |
Cl |
Me |
H |
|
5-37 |
SO2Me |
Br |
Me |
H |
|
5-38 |
SO2Me |
I |
Me |
H |
|
5-39 |
SO2Me |
CF3 |
Me |
H |
|
5-40 |
SO2Me |
CHF2 |
Me |
H |
|
5-41 |
SO2Me |
CF2Cl |
Me |
H |
|
5-42 |
SO2Me |
OMe |
Me |
H |
|
5-43 |
SO2Me |
NO2 |
Me |
H |
|
5-44 |
SO2Me |
SO2Me |
Me |
H |
|
5-45 |
Me |
Me |
Et |
H |
|
5-46 |
Me |
F |
Et |
H |
|
5-47 |
Me |
Cl |
Et |
H |
|
5-48 |
Me |
Br |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
5-49 |
Me |
I |
Et |
H |
|
5-50 |
Me |
CF3 |
Et |
H |
|
5-51 |
Me |
CHF2 |
Et |
H |
|
5-52 |
Me |
CF2Cl |
Et |
H |
|
5-53 |
Me |
OMe |
Et |
H |
|
5-54 |
Me |
NO2 |
Et |
H |
|
5-55 |
Me |
SO2Me |
Et |
H |
|
5-56 |
Cl |
Me |
Et |
H |
|
5-57 |
Cl |
F |
Et |
H |
|
5-58 |
Cl |
Cl |
Et |
H |
|
5-59 |
Cl |
Br |
Et |
H |
|
5-60 |
Cl |
I |
Et |
H |
|
5-61 |
Cl |
CF3 |
Et |
H |
|
5-62 |
Cl |
CHF2 |
Et |
H |
|
5-63 |
Cl |
CF2Cl |
Et |
H |
|
5-64 |
Cl |
OMe |
Et |
H |
|
5-65 |
Cl |
NO2 |
Et |
H |
|
5-66 |
Cl |
SO2Me |
Et |
H |
|
5-67 |
OMe |
Me |
Et |
H |
|
5-68 |
OMe |
F |
Et |
H |
|
5-69 |
OMe |
Cl |
Et |
H |
|
5-70 |
OMe |
Br |
Et |
H |
|
5-71 |
OMe |
I |
Et |
H |
|
5-72 |
OMe |
CF3 |
Et |
H |
|
5-73 |
OMe |
CHF2 |
Et |
H |
|
5-74 |
OMe |
CF2Cl |
Et |
H |
|
5-75 |
OMe |
OMe |
Et |
H |
|
5-76 |
OMe |
NO2 |
Et |
H |
|
5-77 |
OMe |
SO2Me |
Et |
H |
|
5-78 |
SO2Me |
Me |
Et |
H |
|
5-79 |
SO2Me |
F |
Et |
H |
|
5-80 |
SO2Me |
Cl |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
5-81 |
SO2Me |
Br |
Et |
H |
|
5-82 |
SO2Me |
I |
Et |
H |
|
5-83 |
SO2Me |
CF3 |
Et |
H |
|
5-84 |
SO2Me |
CHF2 |
Et |
H |
|
5-85 |
SO2Me |
CF2Cl |
Et |
H |
|
5-86 |
SO2Me |
OMe |
Et |
H |
|
5-87 |
SO2Me |
NO2 |
Et |
H |
|
5-88 |
SO2Me |
SO2Me |
Et |
H |
|
5-89 |
Me |
Me |
CH2CH2OMe |
H |
|
5-90 |
Me |
F |
CH2CH2OMe |
H |
|
5-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
5-92 |
Me |
Br |
CH2CH2OMe |
H |
|
5-93 |
Me |
I |
CH2CH2OMe |
H |
|
5-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
5-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
5-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
5-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
5-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
5-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
5-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
5-101 |
Cl |
F |
CH2CH2OMe |
H |
|
5-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
5-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
5-104 |
Cl |
I |
CH2CH2OMe |
H |
|
5-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
5-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
5-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
5-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
5-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
5-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
5-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
5-112 |
OMe |
F |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
5-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
5-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
5-115 |
OMe |
I |
CH2CH2OMe |
H |
|
5-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
5-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
5-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
5-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
5-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
5-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
5-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
5-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
5-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
5-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
5-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
5-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
5-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
5-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
5-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
5-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
5-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
5-133 |
Me |
Me |
Me |
CN |
|
5-134 |
Me |
F |
Me |
CN |
|
5-135 |
Me |
Cl |
Me |
CN |
|
5-136 |
Me |
Br |
Me |
CN |
|
5-137 |
Me |
I |
Me |
CN |
|
5-138 |
Me |
CF3 |
Me |
CN |
|
5-139 |
Me |
CHF2 |
Me |
CN |
|
5-140 |
Me |
CF2Cl |
Me |
CN |
|
5-141 |
Me |
OMe |
Me |
CN |
|
5-142 |
Me |
NO2 |
Me |
CN |
|
5-143 |
Me |
SO2Me |
Me |
CN |
|
5-144 |
Cl |
Me |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
5-145 |
Cl |
F |
Me |
CN |
|
5-146 |
Cl |
Cl |
Me |
CN |
|
5-147 |
Cl |
Br |
Me |
CN |
|
5-148 |
Cl |
I |
Me |
CN |
|
5-149 |
Cl |
CF3 |
Me |
CN |
|
5-150 |
Cl |
CHF2 |
Me |
CN |
|
5-151 |
Cl |
CF2Cl |
Me |
CN |
|
5-152 |
Cl |
OMe |
Me |
CN |
|
5-153 |
Cl |
NO2 |
Me |
CN |
|
5-154 |
Cl |
SO2Me |
Me |
CN |
|
5-155 |
OMe |
Me |
Me |
CN |
|
5-156 |
OMe |
F |
Me |
CN |
|
5-157 |
OMe |
Cl |
Me |
CN |
|
5-158 |
OMe |
Br |
Me |
CN |
|
5-159 |
OMe |
I |
Me |
CN |
|
5-160 |
OMe |
CF3 |
Me |
CN |
|
5-161 |
OMe |
CHF2 |
Me |
CN |
|
5-162 |
OMe |
CF2Cl |
Me |
CN |
|
5-163 |
OMe |
OMe |
Me |
CN |
|
5-164 |
OMe |
NO2 |
Me |
CN |
|
5-165 |
OMe |
SO2Me |
Me |
CN |
|
5-166 |
SO2Me |
Me |
Me |
CN |
|
5-167 |
SO2Me |
F |
Me |
CN |
|
5-168 |
SO2Me |
Cl |
Me |
CN |
|
5-169 |
SO2Me |
Br |
Me |
CN |
|
5-170 |
SO2Me |
I |
Me |
CN |
|
5-171 |
SO2Me |
CF3 |
Me |
CN |
|
5-172 |
SO2Me |
CHF2 |
Me |
CN |
|
5-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
5-174 |
SO2Me |
OMe |
Me |
CN |
|
5-175 |
SO2Me |
NO2 |
Me |
CN |
|
5-176 |
SO2Me |
SO2Me |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
5-177 |
Me |
Me |
Et |
CN |
|
5-178 |
Me |
F |
Et |
CN |
|
5-179 |
Me |
Cl |
Et |
CN |
|
5-180 |
Me |
Br |
Et |
CN |
|
5-181 |
Me |
I |
Et |
CN |
|
5-182 |
Me |
CF3 |
Et |
CN |
|
5-183 |
Me |
CHF2 |
Et |
CN |
|
5-184 |
Me |
CF2Cl |
Et |
CN |
|
5-185 |
Me |
OMe |
Et |
CN |
|
5-186 |
Me |
NO2 |
Et |
CN |
|
5-187 |
Me |
SO2Me |
Et |
CN |
|
5-188 |
Cl |
Me |
Et |
CN |
|
5-189 |
Cl |
F |
Et |
CN |
|
5-190 |
Cl |
Cl |
Et |
CN |
|
5-191 |
Cl |
Br |
Et |
CN |
|
5-192 |
Cl |
I |
Et |
CN |
|
5-193 |
Cl |
CF3 |
Et |
CN |
|
5-194 |
Cl |
CHF2 |
Et |
CN |
|
5-195 |
Cl |
CF2Cl |
Et |
CN |
|
5-196 |
Cl |
OMe |
Et |
CN |
|
5-197 |
Cl |
NO2 |
Et |
CN |
|
5-198 |
Cl |
SO2Me |
Et |
CN |
|
5-199 |
OMe |
Me |
Et |
CN |
|
5-200 |
OMe |
F |
Et |
CN |
|
5-201 |
OMe |
Cl |
Et |
CN |
|
5-202 |
OMe |
Br |
Et |
CN |
|
5-203 |
OMe |
I |
Et |
CN |
|
5-204 |
OMe |
CF3 |
Et |
CN |
|
5-205 |
OMe |
CHF2 |
Et |
CN |
|
5-206 |
OMe |
CF2Cl |
Et |
CN |
|
5-207 |
OMe |
OMe |
Et |
CN |
|
5-208 |
OMe |
NO2 |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
5-209 |
OMe |
SO2Me |
Et |
CN |
|
5-210 |
SO2Me |
Me |
Et |
CN |
|
5-211 |
SO2Me |
F |
Et |
CN |
|
5-212 |
SO2Me |
Cl |
Et |
CN |
|
5-213 |
SO2Me |
Br |
Et |
CN |
|
5-214 |
SO2Me |
I |
Et |
CN |
|
5-215 |
SO2Me |
CF3 |
Et |
CN |
|
5-216 |
SO2Me |
CHF2 |
Et |
CN |
|
5-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
5-218 |
SO2Me |
OMe |
Et |
CN |
|
5-219 |
SO2Me |
NO2 |
Et |
CN |
|
5-220 |
SO2Me |
SO2Me |
Et |
CN |
|
5-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
5-222 |
Me |
F |
CH2CH2OMe |
CN |
|
5-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
5-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
5-225 |
Me |
I |
CH2CH2OMe |
CN |
|
5-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
5-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
5-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
5-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
5-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
5-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
5-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
5-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
5-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
5-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
5-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
5-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
5-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
5-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
5-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
5-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
5-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
5-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
5-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
5-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
5-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
5-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
5-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
5-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
5-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
5-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
5-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
5-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
5-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
5-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
5-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
5-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
5-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
5-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
5-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
5-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
5-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
5-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
5-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表6:本发明式(I)的化合物,其中Q为Q3,且RY为甲基,R”和W各自为氢,且t=1
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
6-1 |
Me |
Me |
Me |
H |
|
6-2 |
Me |
F |
Me |
H |
|
6-3 |
Me |
Cl |
Me |
H |
|
6-4 |
Me |
Br |
Me |
H |
|
6-5 |
Me |
I |
Me |
H |
|
6-6 |
Me |
CF3 |
Me |
H |
|
6-7 |
Me |
CHF2 |
Me |
H |
|
6-8 |
Me |
CF2Cl |
Me |
H |
|
6-9 |
Me |
OMe |
Me |
H |
|
6-10 |
Me |
NO2 |
Me |
H |
|
6-11 |
Me |
SO2Me |
Me |
H |
|
6-12 |
Cl |
Me |
Me |
H |
|
6-13 |
Cl |
F |
Me |
H |
|
6-14 |
Cl |
Cl |
Me |
H |
|
6-15 |
Cl |
Br |
Me |
H |
|
6-16 |
Cl |
I |
Me |
H |
|
6-17 |
Cl |
CF3 |
Me |
H |
|
6-18 |
Cl |
CHF2 |
Me |
H |
|
6-19 |
Cl |
CF2Cl |
Me |
H |
|
6-20 |
Cl |
OMe |
Me |
H |
|
6-21 |
Cl |
NO2 |
Me |
H |
|
6-22 |
Cl |
SO2Me |
Me |
H |
|
6-23 |
OMe |
Me |
Me |
H |
|
6-24 |
OMe |
F |
Me |
H |
|
6-25 |
OMe |
Cl |
Me |
H |
|
6-26 |
OMe |
Br |
Me |
H |
|
6-27 |
OMe |
I |
Me |
H |
|
6-28 |
OMe |
CF3 |
Me |
H |
|
6-29 |
OMe |
CHF2 |
Me |
H |
|
6-30 |
OMe |
CF2Cl |
Me |
H |
|
6-31 |
OMe |
OMe |
Me |
H |
|
6-32 |
OMe |
NO2 |
Me |
H |
|
6-33 |
OMe |
SO2Me |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
6-34 |
SO2Me |
Me |
Me |
H |
|
6-35 |
SO2Me |
F |
Me |
H |
|
6-36 |
SO2Me |
Cl |
Me |
H |
|
6-37 |
SO2Me |
Br |
Me |
H |
|
6-38 |
SO2Me |
I |
Me |
H |
|
6-39 |
SO2Me |
CF3 |
Me |
H |
|
6-40 |
SO2Me |
CHF2 |
Me |
H |
|
6-41 |
SO2Me |
CF2Cl |
Me |
H |
|
6-42 |
SO2Me |
OMe |
Me |
H |
|
6-43 |
SO2Me |
NO2 |
Me |
H |
|
6-44 |
SO2Me |
SO2Me |
Me |
H |
|
6-45 |
Me |
Me |
Et |
H |
|
6-46 |
Me |
F |
Et |
H |
|
6-47 |
Me |
Cl |
Et |
H |
|
6-48 |
Me |
Br |
Et |
H |
|
6-49 |
Me |
I |
Et |
H |
|
6-50 |
Me |
CF3 |
Et |
H |
|
6-51 |
Me |
CHF2 |
Et |
H |
|
6-52 |
Me |
CF2Cl |
Et |
H |
|
6-53 |
Me |
OMe |
Et |
H |
|
6-54 |
Me |
NO2 |
Et |
H |
|
6-55 |
Me |
SO2Me |
Et |
H |
|
6-56 |
Cl |
Me |
Et |
H |
|
6-57 |
Cl |
F |
Et |
H |
|
6-58 |
Cl |
Cl |
Et |
H |
|
6-59 |
Cl |
Br |
Et |
H |
|
6-60 |
Cl |
I |
Et |
H |
|
6-61 |
Cl |
CF3 |
Et |
H |
|
6-62 |
Cl |
CHF2 |
Et |
H |
|
6-63 |
Cl |
CF2Cl |
Et |
H |
|
6-64 |
Cl |
OMe |
Et |
H |
|
6-65 |
Cl |
NO2 |
Et |
H |
|
6-66 |
Cl |
SO2Me |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
6-67 |
OMe |
Me |
Et |
H |
|
6-68 |
OMe |
F |
Et |
H |
|
6-69 |
OMe |
Cl |
Et |
H |
|
6-70 |
OMe |
Br |
Et |
H |
|
6-71 |
OMe |
I |
Et |
H |
|
6-72 |
OMe |
CF3 |
Et |
H |
|
6-73 |
OMe |
CHF2 |
Et |
H |
|
6-74 |
OMe |
CF2Cl |
Et |
H |
|
6-75 |
OMe |
OMe |
Et |
H |
|
6-76 |
OMe |
NO2 |
Et |
H |
|
6-77 |
OMe |
SO2Me |
Et |
H |
|
6-78 |
SO2Me |
Me |
Et |
H |
|
6-79 |
SO2Me |
F |
Et |
H |
|
6-80 |
SO2Me |
Cl |
Et |
H |
|
6-81 |
SO2Me |
Br |
Et |
H |
|
6-82 |
SO2Me |
I |
Et |
H |
|
6-83 |
SO2Me |
CF3 |
Et |
H |
|
6-84 |
SO2Me |
CHF2 |
Et |
H |
|
6-85 |
SO2Me |
CF2Cl |
Et |
H |
|
6-86 |
SO2Me |
OMe |
Et |
H |
|
6-87 |
SO2Me |
NO2 |
Et |
H |
|
6-88 |
SO2Me |
SO2Me |
Et |
H |
|
6-89 |
Me |
Me |
CH2CH2OMe |
H |
|
6-90 |
Me |
F |
CH2CH2OMe |
H |
|
6-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
6-92 |
Me |
Br |
CH2CH2OMe |
H |
|
6-93 |
Me |
I |
CH2CH2OMe |
H |
|
6-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
6-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
6-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
6-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
6-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
6-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
6-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
6-101 |
Cl |
F |
CH2CH2OMe |
H |
|
6-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
6-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
6-104 |
Cl |
I |
CH2CH2OMe |
H |
|
6-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
6-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
6-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
6-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
6-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
6-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
6-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
6-112 |
OMe |
F |
CH2CH2OMe |
H |
|
6-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
6-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
6-115 |
OMe |
I |
CH2CH2OMe |
H |
|
6-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
6-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
6-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
6-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
6-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
6-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
6-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
6-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
6-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
6-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
6-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
6-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
6-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
6-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
6-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
6-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
6-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
6-133 |
Me |
Me |
Me |
CN |
|
6-134 |
Me |
F |
Me |
CN |
|
6-135 |
Me |
Cl |
Me |
CN |
|
6-136 |
Me |
Br |
Me |
CN |
|
6-137 |
Me |
I |
Me |
CN |
|
6-138 |
Me |
CF3 |
Me |
CN |
|
6-139 |
Me |
CHF2 |
Me |
CN |
|
6-140 |
Me |
CF2Cl |
Me |
CN |
|
6-141 |
Me |
OMe |
Me |
CN |
|
6-142 |
Me |
NO2 |
Me |
CN |
|
6-143 |
Me |
SO2Me |
Me |
CN |
|
6-144 |
Cl |
Me |
Me |
CN |
|
6-145 |
Cl |
F |
Me |
CN |
|
6-146 |
Cl |
Cl |
Me |
CN |
|
6-147 |
Cl |
Br |
Me |
CN |
|
6-148 |
Cl |
I |
Me |
CN |
|
6-149 |
Cl |
CF3 |
Me |
CN |
|
6-150 |
Cl |
CHF2 |
Me |
CN |
|
6-151 |
Cl |
CF2Cl |
Me |
CN |
|
6-152 |
Cl |
OMe |
Me |
CN |
|
6-153 |
Cl |
NO2 |
Me |
CN |
|
6-154 |
Cl |
SO2Me |
Me |
CN |
|
6-155 |
OMe |
Me |
Me |
CN |
|
6-156 |
OMe |
F |
Me |
CN |
|
6-157 |
OMe |
Cl |
Me |
CN |
|
6-158 |
OMe |
Br |
Me |
CN |
|
6-159 |
OMe |
I |
Me |
CN |
|
6-160 |
OMe |
CF3 |
Me |
CN |
|
6-161 |
OMe |
CHF2 |
Me |
CN |
|
6-162 |
OMe |
CF2Cl |
Me |
CN |
|
6-163 |
OMe |
OMe |
Me |
CN |
|
6-164 |
OMe |
NO2 |
Me |
CN |
|
6-165 |
OMe |
SO2Me |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
6-166 |
SO2Me |
Me |
Me |
CN |
|
6-167 |
SO2Me |
F |
Me |
CN |
|
6-168 |
SO2Me |
Cl |
Me |
CN |
|
6-169 |
SO2Me |
Br |
Me |
CN |
|
6-170 |
SO2Me |
I |
Me |
CN |
|
6-171 |
SO2Me |
CF3 |
Me |
CN |
|
6-172 |
SO2Me |
CHF2 |
Me |
CN |
|
6-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
6-174 |
SO2Me |
OMe |
Me |
CN |
|
6-175 |
SO2Me |
NO2 |
Me |
CN |
|
6-176 |
SO2Me |
SO2Me |
Me |
CN |
|
6-177 |
Me |
Me |
Et |
CN |
|
6-178 |
Me |
F |
Et |
CN |
|
6-179 |
Me |
Cl |
Et |
CN |
|
6-180 |
Me |
Br |
Et |
CN |
|
6-181 |
Me |
I |
Et |
CN |
|
6-182 |
Me |
CF3 |
Et |
CN |
|
6-183 |
Me |
CHF2 |
Et |
CN |
|
6-184 |
Me |
CF2Cl |
Et |
CN |
|
6-185 |
Me |
OMe |
Et |
CN |
|
6-186 |
Me |
NO2 |
Et |
CN |
|
6-187 |
Me |
SO2Me |
Et |
CN |
|
6-188 |
Cl |
Me |
Et |
CN |
|
6-189 |
Cl |
F |
Et |
CN |
|
6-190 |
Cl |
Cl |
Et |
CN |
|
6-191 |
Cl |
Br |
Et |
CN |
|
6-192 |
Cl |
I |
Et |
CN |
|
6-193 |
Cl |
CF3 |
Et |
CN |
|
6-194 |
Cl |
CHF2 |
Et |
CN |
|
6-195 |
Cl |
CF2Cl |
Et |
CN |
|
6-196 |
Cl |
OMe |
Et |
CN |
|
6-197 |
Cl |
NO2 |
Et |
CN |
|
6-198 |
Cl |
SO2Me |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
6-199 |
OMe |
Me |
Et |
CN |
|
6-200 |
OMe |
F |
Et |
CN |
|
6-201 |
OMe |
Cl |
Et |
CN |
|
6-202 |
OMe |
Br |
Et |
CN |
|
6-203 |
OMe |
I |
Et |
CN |
|
6-204 |
OMe |
CF3 |
Et |
CN |
|
6-205 |
OMe |
CHF2 |
Et |
CN |
|
6-206 |
OMe |
CF2Cl |
Et |
CN |
|
6-207 |
OMe |
OMe |
Et |
CN |
|
6-208 |
OMe |
NO2 |
Et |
CN |
|
6-209 |
OMe |
SO2Me |
Et |
CN |
|
6-210 |
SO2Me |
Me |
Et |
CN |
|
6-211 |
SO2Me |
F |
Et |
CN |
|
6-212 |
SO2Me |
Cl |
Et |
CN |
|
6-213 |
SO2Me |
Br |
Et |
CN |
|
6-214 |
SO2Me |
I |
Et |
CN |
|
6-215 |
SO2Me |
CF3 |
Et |
CN |
|
6-216 |
SO2Me |
CHF2 |
Et |
CN |
|
6-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
6-218 |
SO2Me |
OMe |
Et |
CN |
|
6-219 |
SO2Me |
NO2 |
Et |
CN |
|
6-220 |
SO2Me |
SO2Me |
Et |
CN |
|
6-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
6-222 |
Me |
F |
CH2CH2OMe |
CN |
|
6-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
6-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
6-225 |
Me |
I |
CH2CH2OMe |
CN |
|
6-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
6-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
6-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
6-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
6-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
6-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
6-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
6-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
6-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
6-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
6-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
6-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
6-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
6-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
6-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
6-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
6-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
6-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
6-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
6-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
6-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
6-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
6-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
6-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
6-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
6-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
6-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
6-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
6-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
6-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
6-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
6-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
6-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
6-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
6-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
6-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
6-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
6-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
6-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表7:本发明式(I)的化合物,其中Q为Q4,且Rz为甲基,R”和W各自为氢,且t=1
表8:本发明式(I)化合物的钠盐形式,其中Q为Q1,且Rx为甲基,W为氢,且t=1
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-1 |
Me |
Me |
Me |
H |
|
8-2 |
Me |
Cl |
Me |
H |
|
8-3 |
Me |
CF3 |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-4 |
Me |
CHF2 |
Me |
H |
|
8-5 |
Cl |
Me |
Me |
H |
|
8-6 |
Cl |
Cl |
Me |
H |
|
8-7 |
Cl |
CF3 |
Me |
H |
|
8-8 |
Cl |
CHF2 |
Me |
H |
|
8-9 |
OMe |
Me |
Me |
H |
|
8-10 |
OMe |
Cl |
Me |
H |
|
8-11 |
OMe |
CF3 |
Me |
H |
|
8-12 |
OMe |
CHF2 |
Me |
H |
|
8-13 |
SO2Me |
Me |
Me |
H |
|
8-14 |
SO2Me |
Cl |
Me |
H |
|
8-15 |
SO2Me |
CF3 |
Me |
H |
|
8-16 |
SO2Me |
CHF2 |
Me |
H |
|
8-17 |
Me |
Me |
Et |
H |
|
8-18 |
Me |
Cl |
Et |
H |
|
8-19 |
Me |
CF3 |
Et |
H |
|
8-20 |
Me |
CHF2 |
Et |
H |
|
8-21 |
Cl |
Me |
Et |
H |
|
8-22 |
Cl |
Cl |
Et |
H |
|
8-23 |
Cl |
CF3 |
Et |
H |
|
8-24 |
Cl |
CHF2 |
Et |
H |
|
8-25 |
OMe |
Me |
Et |
H |
|
8-26 |
OMe |
Cl |
Et |
H |
|
8-27 |
OMe |
CF3 |
Et |
H |
|
8-28 |
OMe |
CHF2 |
Et |
H |
|
8-29 |
SO2Me |
Me |
Et |
H |
|
8-30 |
SO2Me |
Cl |
Et |
H |
|
8-31 |
SO2Me |
CF3 |
Et |
H |
|
8-32 |
SO2Me |
CHF2 |
Et |
H |
|
8-33 |
Me |
Me |
CH2CH2OMe |
H |
|
8-34 |
Me |
Cl |
CH2CH2OMe |
H |
|
8-35 |
Me |
CF3 |
CH2CH2OMe |
H |
|
8-36 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-37 |
Cl |
Me |
CH2CH2OMe |
H |
|
8-38 |
Cl |
Cl |
CH2CH2OMe |
H |
|
8-39 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
8-40 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
8-41 |
OMe |
Me |
CH2CH2OMe |
H |
|
8-42 |
OMe |
Cl |
CH2CH2OMe |
H |
|
8-43 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
8-44 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
8-45 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
8-46 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
8-47 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
8-48 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
8-49 |
Me |
Me |
Me |
CN |
|
8-50 |
Me |
Cl |
Me |
CN |
|
8-51 |
Me |
CF3 |
Me |
CN |
|
8-52 |
Me |
CHF2 |
Me |
CN |
|
8-53 |
Cl |
Me |
Me |
CN |
|
8-54 |
Cl |
Cl |
Me |
CN |
|
8-55 |
Cl |
CF3 |
Me |
CN |
|
8-56 |
Cl |
CHF2 |
Me |
CN |
|
8-57 |
OMe |
Me |
Me |
CN |
|
8-58 |
OMe |
Cl |
Me |
CN |
|
8-59 |
OMe |
CF3 |
Me |
CN |
|
8-60 |
OMe |
CHF2 |
Me |
CN |
|
8-61 |
SO2Me |
Me |
Me |
CN |
|
8-62 |
SO2Me |
Cl |
Me |
CN |
|
8-63 |
SO2Me |
CF3 |
Me |
CN |
|
8-64 |
SO2Me |
CHF2 |
Me |
CN |
|
8-65 |
Me |
Me |
Et |
CN |
|
8-66 |
Me |
Cl |
Et |
CN |
|
8-67 |
Me |
CF3 |
Et |
CN |
|
8-68 |
Me |
CHF2 |
Et |
CN |
|
8-69 |
Cl |
Me |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-70 |
Cl |
Cl |
Et |
CN |
|
8-71 |
Cl |
CF3 |
Et |
CN |
|
8-72 |
Cl |
CHF2 |
Et |
CN |
|
8-73 |
OMe |
Me |
Et |
CN |
|
8-74 |
OMe |
Cl |
Et |
CN |
|
8-75 |
OMe |
CF3 |
Et |
CN |
|
8-76 |
OMe |
CHF2 |
Et |
CN |
|
8-77 |
SO2Me |
Me |
Et |
CN |
|
8-78 |
SO2Me |
Cl |
Et |
CN |
|
8-79 |
SO2Me |
CF3 |
Et |
CN |
|
8-80 |
SO2Me |
CHF2 |
Et |
CN |
|
8-81 |
Me |
Me |
CH2CH2OMe |
CN |
|
8-82 |
Me |
Cl |
CH2CH2OMe |
CN |
|
8-83 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
8-84 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
8-85 |
Cl |
Me |
CH2CH2OMe |
CN |
|
8-86 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
8-87 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
8-88 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
8-89 |
OMe |
Me |
CH2CH2OMe |
CN |
|
8-90 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
8-91 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
8-92 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
8-93 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
8-94 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
8-95 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
8-96 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
表9:本发明式(I)的化合物,其中Q为Q3,且RY为氯,R”和W各自为氢,且t=1
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
9-1 |
Me |
Me |
Me |
H |
|
9-2 |
Me |
F |
Me |
H |
|
9-3 |
Me |
Cl |
Me |
H |
|
9-4 |
Me |
Br |
Me |
H |
|
9-5 |
Me |
I |
Me |
H |
|
9-6 |
Me |
CF3 |
Me |
H |
|
9-7 |
Me |
CHF2 |
Me |
H |
|
9-8 |
Me |
CF2Cl |
Me |
H |
|
9-9 |
Me |
OMe |
Me |
H |
|
9-10 |
Me |
NO2 |
Me |
H |
|
9-11 |
Me |
SO2Me |
Me |
H |
|
9-12 |
Cl |
Me |
Me |
H |
|
9-13 |
Cl |
F |
Me |
H |
|
9-14 |
Cl |
Cl |
Me |
H |
|
9-15 |
Cl |
Br |
Me |
H |
|
9-16 |
Cl |
I |
Me |
H |
|
9-17 |
Cl |
CF3 |
Me |
H |
|
9-18 |
Cl |
CHF2 |
Me |
H |
|
9-19 |
Cl |
CF2Cl |
Me |
H |
|
9-20 |
Cl |
OMe |
Me |
H |
|
9-21 |
Cl |
NO2 |
Me |
H |
|
9-22 |
Cl |
SO2Me |
Me |
H |
|
9-23 |
OMe |
Me |
Me |
H |
|
9-24 |
OMe |
F |
Me |
H |
|
9-25 |
OMe |
Cl |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
9-26 |
OMe |
Br |
Me |
H |
|
9-27 |
OMe |
I |
Me |
H |
|
9-28 |
OMe |
CF3 |
Me |
H |
|
9-29 |
OMe |
CHF2 |
Me |
H |
|
9-30 |
OMe |
CF2Cl |
Me |
H |
|
9-31 |
OMe |
OMe |
Me |
H |
|
9-32 |
OMe |
NO2 |
Me |
H |
|
9-33 |
OMe |
SO2Me |
Me |
H |
|
9-34 |
SO2Me |
Me |
Me |
H |
|
9-35 |
SO2Me |
F |
Me |
H |
|
9-36 |
SO2Me |
Cl |
Me |
H |
|
9-37 |
SO2Me |
Br |
Me |
H |
|
9-38 |
SO2Me |
I |
Me |
H |
|
9-39 |
SO2Me |
CF3 |
Me |
H |
|
9-40 |
SO2Me |
CHF2 |
Me |
H |
|
9-41 |
SO2Me |
CF2Cl |
Me |
H |
|
9-42 |
SO2Me |
OMe |
Me |
H |
|
9-43 |
SO2Me |
NO2 |
Me |
H |
|
9-44 |
SO2Me |
SO2Me |
Me |
H |
|
9-45 |
Me |
Me |
Et |
H |
|
9-46 |
Me |
F |
Et |
H |
|
9-47 |
Me |
Cl |
Et |
H |
|
9-48 |
Me |
Br |
Et |
H |
|
9-49 |
Me |
I |
Et |
H |
|
9-50 |
Me |
CF3 |
Et |
H |
|
9-51 |
Me |
CHF2 |
Et |
H |
|
9-52 |
Me |
CF2Cl |
Et |
H |
|
9-53 |
Me |
OMe |
Et |
H |
|
9-54 |
Me |
NO2 |
Et |
H |
|
9-55 |
Me |
SO2Me |
Et |
H |
|
9-56 |
Cl |
Me |
Et |
H |
|
9-57 |
Cl |
F |
Et |
H |
|
9-58 |
Cl |
Cl |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
9-59 |
Cl |
Br |
Et |
H |
|
9-60 |
Cl |
I |
Et |
H |
|
9-61 |
Cl |
CF3 |
Et |
H |
|
9-62 |
Cl |
CHF2 |
Et |
H |
|
9-63 |
Cl |
CF2Cl |
Et |
H |
|
9-64 |
Cl |
OMe |
Et |
H |
|
9-65 |
Cl |
NO2 |
Et |
H |
|
9-66 |
Cl |
SO2Me |
Et |
H |
|
9-67 |
OMe |
Me |
Et |
H |
|
9-68 |
OMe |
F |
Et |
H |
|
9-69 |
OMe |
Cl |
Et |
H |
|
9-70 |
OMe |
Br |
Et |
H |
|
9-71 |
OMe |
I |
Et |
H |
|
9-72 |
OMe |
CF3 |
Et |
H |
|
9-73 |
OMe |
CHF2 |
Et |
H |
|
9-74 |
OMe |
CF2Cl |
Et |
H |
|
9-75 |
OMe |
OMe |
Et |
H |
|
9-76 |
OMe |
NO2 |
Et |
H |
|
9-77 |
OMe |
SO2Me |
Et |
H |
|
9-78 |
SO2Me |
Me |
Et |
H |
|
9-79 |
SO2Me |
F |
Et |
H |
|
9-80 |
SO2Me |
Cl |
Et |
H |
|
9-81 |
SO2Me |
Br |
Et |
H |
|
9-82 |
SO2Me |
I |
Et |
H |
|
9-83 |
SO2Me |
CF3 |
Et |
H |
|
9-84 |
SO2Me |
CHF2 |
Et |
H |
|
9-85 |
SO2Me |
CF2Cl |
Et |
H |
|
9-86 |
SO2Me |
OMe |
Et |
H |
|
9-87 |
SO2Me |
NO2 |
Et |
H |
|
9-88 |
SO2Me |
SO2Me |
Et |
H |
|
9-89 |
Me |
Me |
CH2CH2OMe |
H |
|
9-90 |
Me |
F |
CH2CH2OMe |
H |
|
9-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
9-92 |
Me |
Br |
CH2CH2OMe |
H |
|
9-93 |
Me |
I |
CH2CH2OMe |
H |
|
9-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
9-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
9-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
9-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
9-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
9-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
9-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
9-101 |
Cl |
F |
CH2CH2OMe |
H |
|
9-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
9-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
9-104 |
Cl |
I |
CH2CH2OMe |
H |
|
9-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
9-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
9-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
9-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
9-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
9-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
9-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
9-112 |
OMe |
F |
CH2CH2OMe |
H |
|
9-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
9-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
9-115 |
OMe |
I |
CH2CH2OMe |
H |
|
9-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
9-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
9-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
9-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
9-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
9-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
9-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
9-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
9-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
9-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
9-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
9-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
9-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
9-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
9-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
9-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
9-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
9-133 |
Me |
Me |
Me |
CN |
|
9-134 |
Me |
F |
Me |
CN |
|
9-135 |
Me |
Cl |
Me |
CN |
|
9-136 |
Me |
Br |
Me |
CN |
|
9-137 |
Me |
I |
Me |
CN |
|
9-138 |
Me |
CF3 |
Me |
CN |
|
9-139 |
Me |
CHF2 |
Me |
CN |
|
9-140 |
Me |
CF2Cl |
Me |
CN |
|
9-141 |
Me |
OMe |
Me |
CN |
|
9-142 |
Me |
NO2 |
Me |
CN |
|
9-143 |
Me |
SO2Me |
Me |
CN |
|
9-144 |
Cl |
Me |
Me |
CN |
|
9-145 |
Cl |
F |
Me |
CN |
|
9-146 |
Cl |
Cl |
Me |
CN |
|
9-147 |
Cl |
Br |
Me |
CN |
|
9-148 |
Cl |
I |
Me |
CN |
|
9-149 |
Cl |
CF3 |
Me |
CN |
|
9-150 |
Cl |
CHF2 |
Me |
CN |
|
9-151 |
Cl |
CF2Cl |
Me |
CN |
|
9-152 |
Cl |
OMe |
Me |
CN |
|
9-153 |
Cl |
NO2 |
Me |
CN |
|
9-154 |
Cl |
SO2Me |
Me |
CN |
|
9-155 |
OMe |
Me |
Me |
CN |
|
9-156 |
OMe |
F |
Me |
CN |
|
9-157 |
OMe |
Cl |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
9-158 |
OMe |
Br |
Me |
CN |
|
9-159 |
OMe |
I |
Me |
CN |
|
9-160 |
OMe |
CF3 |
Me |
CN |
|
9-161 |
OMe |
CHF2 |
Me |
CN |
|
9-162 |
OMe |
CF2Cl |
Me |
CN |
|
9-163 |
OMe |
OMe |
Me |
CN |
|
9-164 |
OMe |
NO2 |
Me |
CN |
|
9-165 |
OMe |
SO2Me |
Me |
CN |
|
9-166 |
SO2Me |
Me |
Me |
CN |
|
9-167 |
SO2Me |
F |
Me |
CN |
|
9-168 |
SO2Me |
Cl |
Me |
CN |
|
9-169 |
SO2Me |
Br |
Me |
CN |
|
9-170 |
SO2Me |
I |
Me |
CN |
|
9-171 |
SO2Me |
CF3 |
Me |
CN |
|
9-172 |
SO2Me |
CHF2 |
Me |
CN |
|
9-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
9-174 |
SO2Me |
OMe |
Me |
CN |
|
9-175 |
SO2Me |
NO2 |
Me |
CN |
|
9-176 |
SO2Me |
SO2Me |
Me |
CN |
|
9-177 |
Me |
Me |
Et |
CN |
|
9-178 |
Me |
F |
Et |
CN |
|
9-179 |
Me |
Cl |
Et |
CN |
|
9-180 |
Me |
Br |
Et |
CN |
|
9-181 |
Me |
I |
Et |
CN |
|
9-182 |
Me |
CF3 |
Et |
CN |
|
9-183 |
Me |
CHF2 |
Et |
CN |
|
9-184 |
Me |
CF2Cl |
Et |
CN |
|
9-185 |
Me |
OMe |
Et |
CN |
|
9-186 |
Me |
NO2 |
Et |
CN |
|
9-187 |
Me |
SO2Me |
Et |
CN |
|
9-188 |
Cl |
Me |
Et |
CN |
|
9-189 |
Cl |
F |
Et |
CN |
|
9-190 |
Cl |
Cl |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
9-191 |
Cl |
Br |
Et |
CN |
|
9-192 |
Cl |
I |
Et |
CN |
|
9-193 |
Cl |
CF3 |
Et |
CN |
|
9-194 |
Cl |
CHF2 |
Et |
CN |
|
9-195 |
Cl |
CF2Cl |
Et |
CN |
|
9-196 |
Cl |
OMe |
Et |
CN |
|
9-197 |
Cl |
NO2 |
Et |
CN |
|
9-198 |
Cl |
SO2Me |
Et |
CN |
|
9-199 |
OMe |
Me |
Et |
CN |
|
9-200 |
OMe |
F |
Et |
CN |
|
9-201 |
OMe |
Cl |
Et |
CN |
|
9-202 |
OMe |
Br |
Et |
CN |
|
9-203 |
OMe |
I |
Et |
CN |
|
9-204 |
OMe |
CF3 |
Et |
CN |
|
9-205 |
OMe |
CHF2 |
Et |
CN |
|
9-206 |
OMe |
CF2Cl |
Et |
CN |
|
9-207 |
OMe |
OMe |
Et |
CN |
|
9-208 |
OMe |
NO2 |
Et |
CN |
|
9-209 |
OMe |
SO2Me |
Et |
CN |
|
9-210 |
SO2Me |
Me |
Et |
CN |
|
9-211 |
SO2Me |
F |
Et |
CN |
|
9-212 |
SO2Me |
Cl |
Et |
CN |
|
9-213 |
SO2Me |
Br |
Et |
CN |
|
9-214 |
SO2Me |
I |
Et |
CN |
|
9-215 |
SO2Me |
CF3 |
Et |
CN |
|
9-216 |
SO2Me |
CHF2 |
Et |
CN |
|
9-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
9-218 |
SO2Me |
OMe |
Et |
CN |
|
9-219 |
SO2Me |
NO2 |
Et |
CN |
|
9-220 |
SO2Me |
SO2Me |
Et |
CN |
|
9-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
9-222 |
Me |
F |
CH2CH2OMe |
CN |
|
9-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
9-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
9-225 |
Me |
I |
CH2CH2OMe |
CN |
|
9-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
9-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
9-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
9-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
9-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
9-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
9-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
9-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
9-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
9-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
9-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
9-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
9-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
9-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
9-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
9-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
9-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
9-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
9-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
9-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
9-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
9-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
9-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
9-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
9-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
9-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
9-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
9-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
9-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
9-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
9-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
9-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
9-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
9-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
9-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
9-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
9-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
9-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
9-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表10:本发明式(I)的化合物,其中Q为Q1,且Rx为甲基,R”和W各自为氢,且t=0
表11:本发明式(I)的化合物,其中Q为Q1,且Rx为乙基,R”和W各自为氢,且t=0
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
11-1 |
Me |
Me |
Me |
H |
|
11-2 |
Me |
F |
Me |
H |
|
11-3 |
Me |
Cl |
Me |
H |
|
11-4 |
Me |
Br |
Me |
H |
|
11-5 |
Me |
I |
Me |
H |
|
11-6 |
Me |
CF3 |
Me |
H |
|
11-7 |
Me |
CHF2 |
Me |
H |
|
11-8 |
Me |
CF2Cl |
Me |
H |
|
11-9 |
Me |
OMe |
Me |
H |
|
11-10 |
Me |
NO2 |
Me |
H |
|
11-11 |
Me |
SO2Me |
Me |
H |
|
11-12 |
Cl |
Me |
Me |
H |
|
11-13 |
Cl |
F |
Me |
H |
|
11-14 |
Cl |
Cl |
Me |
H |
|
11-15 |
Cl |
Br |
Me |
H |
|
11-16 |
Cl |
I |
Me |
H |
|
11-17 |
Cl |
CF3 |
Me |
H |
|
11-18 |
Cl |
CHF2 |
Me |
H |
|
11-19 |
Cl |
CF2Cl |
Me |
H |
|
11-20 |
Cl |
OMe |
Me |
H |
|
11-21 |
Cl |
NO2 |
Me |
H |
|
11-22 |
Cl |
SO2Me |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
11-23 |
OMe |
Me |
Me |
H |
|
11-24 |
OMe |
F |
Me |
H |
|
11-25 |
OMe |
Cl |
Me |
H |
|
11-26 |
OMe |
Br |
Me |
H |
|
11-27 |
OMe |
I |
Me |
H |
|
11-28 |
OMe |
CF3 |
Me |
H |
|
11-29 |
OMe |
CHF2 |
Me |
H |
|
11-30 |
OMe |
CF2Cl |
Me |
H |
|
11-31 |
OMe |
OMe |
Me |
H |
|
11-32 |
OMe |
NO2 |
Me |
H |
|
11-33 |
OMe |
SO2Me |
Me |
H |
|
11-34 |
SO2Me |
Me |
Me |
H |
|
11-35 |
SO2Me |
F |
Me |
H |
|
11-36 |
SO2Me |
Cl |
Me |
H |
|
11-37 |
SO2Me |
Br |
Me |
H |
|
11-38 |
SO2Me |
I |
Me |
H |
|
11-39 |
SO2Me |
CF3 |
Me |
H |
|
11-40 |
SO2Me |
CHF2 |
Me |
H |
|
11-41 |
SO2Me |
CF2Cl |
Me |
H |
|
11-42 |
SO2Me |
OMe |
Me |
H |
|
11-43 |
SO2Me |
NO2 |
Me |
H |
|
11-44 |
SO2Me |
SO2Me |
Me |
H |
|
11-45 |
Me |
Me |
Et |
H |
|
11-46 |
Me |
F |
Et |
H |
|
11-47 |
Me |
Cl |
Et |
H |
|
11-48 |
Me |
Br |
Et |
H |
|
11-49 |
Me |
I |
Et |
H |
|
11-50 |
Me |
CF3 |
Et |
H |
|
11-51 |
Me |
CHF2 |
Et |
H |
|
11-52 |
Me |
CF2Cl |
Et |
H |
|
11-53 |
Me |
OMe |
Et |
H |
|
11-54 |
Me |
NO2 |
Et |
H |
|
11-55 |
Me |
SO2Me |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
11-56 |
Cl |
Me |
Et |
H |
|
11-57 |
Cl |
F |
Et |
H |
|
11-58 |
Cl |
Cl |
Et |
H |
|
11-59 |
Cl |
Br |
Et |
H |
|
11-60 |
Cl |
I |
Et |
H |
|
11-61 |
Cl |
CF3 |
Et |
H |
|
11-62 |
Cl |
CHF2 |
Et |
H |
|
11-63 |
Cl |
CF2Cl |
Et |
H |
|
11-64 |
Cl |
OMe |
Et |
H |
|
11-65 |
Cl |
NO2 |
Et |
H |
|
11-66 |
Cl |
SO2Me |
Et |
H |
|
11-67 |
OMe |
Me |
Et |
H |
|
11-68 |
OMe |
F |
Et |
H |
|
11-69 |
OMe |
Cl |
Et |
H |
|
11-70 |
OMe |
Br |
Et |
H |
|
11-71 |
OMe |
I |
Et |
H |
|
11-72 |
OMe |
CF3 |
Et |
H |
|
11-73 |
OMe |
CHF2 |
Et |
H |
|
11-74 |
OMe |
CF2Cl |
Et |
H |
|
11-75 |
OMe |
OMe |
Et |
H |
|
11-76 |
OMe |
NO2 |
Et |
H |
|
11-77 |
OMe |
SO2Me |
Et |
H |
|
11-78 |
SO2Me |
Me |
Et |
H |
|
11-79 |
SO2Me |
F |
Et |
H |
|
11-80 |
SO2Me |
Cl |
Et |
H |
|
11-81 |
SO2Me |
Br |
Et |
H |
|
11-82 |
SO2Me |
I |
Et |
H |
|
11-83 |
SO2Me |
CF3 |
Et |
H |
|
11-84 |
SO2Me |
CHF2 |
Et |
H |
|
11-85 |
SO2Me |
CF2Cl |
Et |
H |
|
11-86 |
SO2Me |
OMe |
Et |
H |
|
11-87 |
SO2Me |
NO2 |
Et |
H |
|
11-88 |
SO2Me |
SO2Me |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
11-89 |
Me |
Me |
CH2CH2OMe |
H |
|
11-90 |
Me |
F |
CH2CH2OMe |
H |
|
11-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
11-92 |
Me |
Br |
CH2CH2OMe |
H |
|
11-93 |
Me |
I |
CH2CH2OMe |
H |
|
11-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
11-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
11-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
11-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
11-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
11-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
11-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
11-101 |
Cl |
F |
CH2CH2OMe |
H |
|
11-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
11-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
11-104 |
Cl |
I |
CH2CH2OMe |
H |
|
11-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
11-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
11-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
11-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
11-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
11-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
11-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
11-112 |
OMe |
F |
CH2CH2OMe |
H |
|
11-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
11-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
11-115 |
OMe |
I |
CH2CH2OMe |
H |
|
11-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
11-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
11-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
11-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
11-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
11-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
11-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
11-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
11-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
11-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
11-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
11-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
11-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
11-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
11-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
11-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
11-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
11-133 |
Me |
Me |
Me |
CN |
|
11-134 |
Me |
F |
Me |
CN |
|
11-135 |
Me |
Cl |
Me |
CN |
|
11-136 |
Me |
Br |
Me |
CN |
|
11-137 |
Me |
I |
Me |
CN |
|
11-138 |
Me |
CF3 |
Me |
CN |
|
11-139 |
Me |
CHF2 |
Me |
CN |
|
11-140 |
Me |
CF2Cl |
Me |
CN |
|
11-141 |
Me |
OMe |
Me |
CN |
|
11-142 |
Me |
NO2 |
Me |
CN |
|
11-143 |
Me |
SO2Me |
Me |
CN |
|
11-144 |
Cl |
Me |
Me |
CN |
|
11-145 |
Cl |
F |
Me |
CN |
|
11-146 |
Cl |
Cl |
Me |
CN |
|
11-147 |
Cl |
Br |
Me |
CN |
|
11-148 |
Cl |
I |
Me |
CN |
|
11-149 |
Cl |
CF3 |
Me |
CN |
|
11-150 |
Cl |
CHF2 |
Me |
CN |
|
11-151 |
Cl |
CF2Cl |
Me |
CN |
|
11-152 |
Cl |
OMe |
Me |
CN |
|
11-153 |
Cl |
NO2 |
Me |
CN |
|
11-154 |
Cl |
SO2Me |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
11-155 |
OMe |
Me |
Me |
CN |
|
11-156 |
OMe |
F |
Me |
CN |
|
11-157 |
OMe |
Cl |
Me |
CN |
|
11-158 |
OMe |
Br |
Me |
CN |
|
11-159 |
OMe |
I |
Me |
CN |
|
11-160 |
OMe |
CF3 |
Me |
CN |
|
11-161 |
OMe |
CHF2 |
Me |
CN |
|
11-162 |
OMe |
CF2Cl |
Me |
CN |
|
11-163 |
OMe |
OMe |
Me |
CN |
|
11-164 |
OMe |
NO2 |
Me |
CN |
|
11-165 |
OMe |
SO2Me |
Me |
CN |
|
11-166 |
SO2Me |
Me |
Me |
CN |
|
11-167 |
SO2Me |
F |
Me |
CN |
|
11-168 |
SO2Me |
Cl |
Me |
CN |
|
11-169 |
SO2Me |
Br |
Me |
CN |
|
11-170 |
SO2Me |
I |
Me |
CN |
|
11-171 |
SO2Me |
CF3 |
Me |
CN |
|
11-172 |
SO2Me |
CHF2 |
Me |
CN |
|
11-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
11-174 |
SO2Me |
OMe |
Me |
CN |
|
11-175 |
SO2Me |
NO2 |
Me |
CN |
|
11-176 |
SO2Me |
SO2Me |
Me |
CN |
|
11-177 |
Me |
Me |
Et |
CN |
|
11-178 |
Me |
F |
Et |
CN |
|
11-179 |
Me |
Cl |
Et |
CN |
|
11-180 |
Me |
Br |
Et |
CN |
|
11-181 |
Me |
I |
Et |
CN |
|
11-182 |
Me |
CF3 |
Et |
CN |
|
11-183 |
Me |
CHF2 |
Et |
CN |
|
11-184 |
Me |
CF2Cl |
Et |
CN |
|
11-185 |
Me |
OMe |
Et |
CN |
|
11-186 |
Me |
NO2 |
Et |
CN |
|
11-187 |
Me |
SO2Me |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
11-188 |
Cl |
Me |
Et |
CN |
|
11-189 |
Cl |
F |
Et |
CN |
|
11-190 |
Cl |
Cl |
Et |
CN |
|
11-191 |
Cl |
Br |
Et |
CN |
|
11-192 |
Cl |
I |
Et |
CN |
|
11-193 |
Cl |
CF3 |
Et |
CN |
|
11-194 |
Cl |
CHF2 |
Et |
CN |
|
11-195 |
Cl |
CF2Cl |
Et |
CN |
|
11-196 |
Cl |
OMe |
Et |
CN |
|
11-197 |
Cl |
NO2 |
Et |
CN |
|
11-198 |
Cl |
SO2Me |
Et |
CN |
|
11-199 |
OMe |
Me |
Et |
CN |
|
11-200 |
OMe |
F |
Et |
CN |
|
11-201 |
OMe |
Cl |
Et |
CN |
|
11-202 |
OMe |
Br |
Et |
CN |
|
11-203 |
OMe |
I |
Et |
CN |
|
11-204 |
OMe |
CF3 |
Et |
CN |
|
11-205 |
OMe |
CHF2 |
Et |
CN |
|
11-206 |
OMe |
CF2Cl |
Et |
CN |
|
11-207 |
OMe |
OMe |
Et |
CN |
|
11-208 |
OMe |
NO2 |
Et |
CN |
|
11-209 |
OMe |
SO2Me |
Et |
CN |
|
11-210 |
SO2Me |
Me |
Et |
CN |
|
11-211 |
SO2Me |
F |
Et |
CN |
|
11-212 |
SO2Me |
Cl |
Et |
CN |
|
11-213 |
SO2Me |
Br |
Et |
CN |
|
11-214 |
SO2Me |
I |
Et |
CN |
|
11-215 |
SO2Me |
CF3 |
Et |
CN |
|
11-216 |
SO2Me |
CHF2 |
Et |
CN |
|
11-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
11-218 |
SO2Me |
OMe |
Et |
CN |
|
11-219 |
SO2Me |
NO2 |
Et |
CN |
|
11-220 |
SO2Me |
SO2Me |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
11-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
11-222 |
Me |
F |
CH2CH2OMe |
CN |
|
11-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
11-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
11-225 |
Me |
I |
CH2CH2OMe |
CN |
|
11-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
11-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
11-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
11-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
11-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
11-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
11-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
11-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
11-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
11-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
11-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
11-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
11-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
11-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
11-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
11-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
11-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
11-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
11-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
11-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
11-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
11-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
11-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
11-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
11-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
11-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
11-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
11-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
11-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
11-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
11-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
11-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
11-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
11-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
11-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
11-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
11-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
11-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
11-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表12:本发明式(I)的化合物,其中Q为Q1,且Rx为正丙基,R”和W各自为氢,且t=0
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
12-1 |
Me |
Me |
Me |
H |
|
12-2 |
Me |
F |
Me |
H |
|
12-3 |
Me |
Cl |
Me |
H |
|
12-4 |
Me |
Br |
Me |
H |
|
12-5 |
Me |
I |
Me |
H |
|
12-6 |
Me |
CF3 |
Me |
H |
|
12-7 |
Me |
CHF2 |
Me |
H |
|
12-8 |
Me |
CF2Cl |
Me |
H |
|
12-9 |
Me |
OMe |
Me |
H |
|
12-10 |
Me |
NO2 |
Me |
H |
|
12-11 |
Me |
SO2Me |
Me |
H |
|
12-12 |
Cl |
Me |
Me |
H |
|
12-13 |
Cl |
F |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
12-14 |
Cl |
Cl |
Me |
H |
|
12-15 |
Cl |
Br |
Me |
H |
|
12-16 |
Cl |
I |
Me |
H |
|
12-17 |
Cl |
CF3 |
Me |
H |
|
12-18 |
Cl |
CHF2 |
Me |
H |
|
12-19 |
Cl |
CF2Cl |
Me |
H |
|
12-20 |
Cl |
OMe |
Me |
H |
|
12-21 |
Cl |
NO2 |
Me |
H |
|
12-22 |
Cl |
SO2Me |
Me |
H |
|
12-23 |
OMe |
Me |
Me |
H |
|
12-24 |
OMe |
F |
Me |
H |
|
12-25 |
OMe |
Cl |
Me |
H |
|
12-26 |
OMe |
Br |
Me |
H |
|
12-27 |
OMe |
I |
Me |
H |
|
12-28 |
OMe |
CF3 |
Me |
H |
|
12-29 |
OMe |
CHF2 |
Me |
H |
|
12-30 |
OMe |
CF2Cl |
Me |
H |
|
12-31 |
OMe |
OMe |
Me |
H |
|
12-32 |
OMe |
NO2 |
Me |
H |
|
12-33 |
OMe |
SO2Me |
Me |
H |
|
12-34 |
SO2Me |
Me |
Me |
H |
|
12-35 |
SO2Me |
F |
Me |
H |
|
12-36 |
SO2Me |
Cl |
Me |
H |
|
12-37 |
SO2Me |
Br |
Me |
H |
|
12-38 |
SO2Me |
I |
Me |
H |
|
12-39 |
SO2Me |
CF3 |
Me |
H |
|
12-40 |
SO2Me |
CHF2 |
Me |
H |
|
12-41 |
SO2Me |
CF2Cl |
Me |
H |
|
12-42 |
SO2Me |
OMe |
Me |
H |
|
12-43 |
SO2Me |
NO2 |
Me |
H |
|
12-44 |
SO2Me |
SO2Me |
Me |
H |
|
12-45 |
Me |
Me |
Et |
H |
|
12-46 |
Me |
F |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
12-47 |
Me |
Cl |
Et |
H |
|
12-48 |
Me |
Br |
Et |
H |
|
12-49 |
Me |
I |
Et |
H |
|
12-50 |
Me |
CF3 |
Et |
H |
|
12-51 |
Me |
CHF2 |
Et |
H |
|
12-52 |
Me |
CF2Cl |
Et |
H |
|
12-53 |
Me |
OMe |
Et |
H |
|
12-54 |
Me |
NO2 |
Et |
H |
|
12-55 |
Me |
SO2Me |
Et |
H |
|
12-56 |
Cl |
Me |
Et |
H |
|
12-57 |
Cl |
F |
Et |
H |
|
12-58 |
Cl |
Cl |
Et |
H |
|
12-59 |
Cl |
Br |
Et |
H |
|
12-60 |
Cl |
I |
Et |
H |
|
12-61 |
Cl |
CF3 |
Et |
H |
|
12-62 |
Cl |
CHF2 |
Et |
H |
|
12-63 |
Cl |
CF2Cl |
Et |
H |
|
12-64 |
Cl |
OMe |
Et |
H |
|
12-65 |
Cl |
NO2 |
Et |
H |
|
12-66 |
Cl |
SO2Me |
Et |
H |
|
12-67 |
OMe |
Me |
Et |
H |
|
12-68 |
OMe |
F |
Et |
H |
|
12-69 |
OMe |
Cl |
Et |
H |
|
12-70 |
OMe |
Br |
Et |
H |
|
12-71 |
OMe |
I |
Et |
H |
|
12-72 |
OMe |
CF3 |
Et |
H |
|
12-73 |
OMe |
CHF2 |
Et |
H |
|
12-74 |
OMe |
CF2Cl |
Et |
H |
|
12-75 |
OMe |
OMe |
Et |
H |
|
12-76 |
OMe |
NO2 |
Et |
H |
|
12-77 |
OMe |
SO2Me |
Et |
H |
|
12-78 |
SO2Me |
Me |
Et |
H |
|
12-79 |
SO2Me |
F |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
12-80 |
SO2Me |
Cl |
Et |
H |
|
12-81 |
SO2Me |
Br |
Et |
H |
|
12-82 |
SO2Me |
I |
Et |
H |
|
12-83 |
SO2Me |
CF3 |
Et |
H |
|
12-84 |
SO2Me |
CHF2 |
Et |
H |
|
12-85 |
SO2Me |
CF2Cl |
Et |
H |
|
12-86 |
SO2Me |
OMe |
Et |
H |
|
12-87 |
SO2Me |
NO2 |
Et |
H |
|
12-88 |
SO2Me |
SO2Me |
Et |
H |
|
12-89 |
Me |
Me |
CH2CH2OMe |
H |
|
12-90 |
Me |
F |
CH2CH2OMe |
H |
|
12-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
12-92 |
Me |
Br |
CH2CH2OMe |
H |
|
12-93 |
Me |
I |
CH2CH2OMe |
H |
|
12-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
12-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
12-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
12-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
12-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
12-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
12-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
12-101 |
Cl |
F |
CH2CH2OMe |
H |
|
12-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
12-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
12-104 |
Cl |
I |
CH2CH2OMe |
H |
|
12-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
12-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
12-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
12-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
12-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
12-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
12-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
12-112 |
OMe |
F |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
12-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
12-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
12-115 |
OMe |
I |
CH2CH2OMe |
H |
|
12-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
12-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
12-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
12-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
12-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
12-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
12-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
12-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
12-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
12-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
12-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
12-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
12-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
12-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
12-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
12-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
12-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
12-133 |
Me |
Me |
Me |
CN |
|
12-134 |
Me |
F |
Me |
CN |
|
12-135 |
Me |
Cl |
Me |
CN |
|
12-136 |
Me |
Br |
Me |
CN |
|
12-137 |
Me |
I |
Me |
CN |
|
12-138 |
Me |
CF3 |
Me |
CN |
|
12-139 |
Me |
CHF2 |
Me |
CN |
|
12-140 |
Me |
CF2Cl |
Me |
CN |
|
12-141 |
Me |
OMe |
Me |
CN |
|
12-142 |
Me |
NO2 |
Me |
CN |
|
12-143 |
Me |
SO2Me |
Me |
CN |
|
12-144 |
Cl |
Me |
Me |
CN |
|
12-145 |
Cl |
F |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
12-146 |
Cl |
Cl |
Me |
CN |
|
12-147 |
Cl |
Br |
Me |
CN |
|
12-148 |
Cl |
I |
Me |
CN |
|
12-149 |
Cl |
CF3 |
Me |
CN |
|
12-150 |
Cl |
CHF2 |
Me |
CN |
|
12-151 |
Cl |
CF2Cl |
Me |
CN |
|
12-152 |
Cl |
OMe |
Me |
CN |
|
12-153 |
Cl |
NO2 |
Me |
CN |
|
12-154 |
Cl |
SO2Me |
Me |
CN |
|
12-155 |
OMe |
Me |
Me |
CN |
|
12-156 |
OMe |
F |
Me |
CN |
|
12-157 |
OMe |
Cl |
Me |
CN |
|
12-158 |
OMe |
Br |
Me |
CN |
|
12-159 |
OMe |
I |
Me |
CN |
|
12-160 |
OMe |
CF3 |
Me |
CN |
|
12-161 |
OMe |
CHF2 |
Me |
CN |
|
12-162 |
OMe |
CF2Cl |
Me |
CN |
|
12-163 |
OMe |
OMe |
Me |
CN |
|
12-164 |
OMe |
NO2 |
Me |
CN |
|
12-165 |
OMe |
SO2Me |
Me |
CN |
|
12-166 |
SO2Me |
Me |
Me |
CN |
|
12-167 |
SO2Me |
F |
Me |
CN |
|
12-168 |
SO2Me |
Cl |
Me |
CN |
|
12-169 |
SO2Me |
Br |
Me |
CN |
|
12-170 |
SO2Me |
I |
Me |
CN |
|
12-171 |
SO2Me |
CF3 |
Me |
CN |
|
12-172 |
SO2Me |
CHF2 |
Me |
CN |
|
12-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
12-174 |
SO2Me |
OMe |
Me |
CN |
|
12-175 |
SO2Me |
NO2 |
Me |
CN |
|
12-176 |
SO2Me |
SO2Me |
Me |
CN |
|
12-177 |
Me |
Me |
Et |
CN |
|
12-178 |
Me |
F |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
12-179 |
Me |
Cl |
Et |
CN |
|
12-180 |
Me |
Br |
Et |
CN |
|
12-181 |
Me |
I |
Et |
CN |
|
12-182 |
Me |
CF3 |
Et |
CN |
|
12-183 |
Me |
CHF2 |
Et |
CN |
|
12-184 |
Me |
CF2Cl |
Et |
CN |
|
12-185 |
Me |
OMe |
Et |
CN |
|
12-186 |
Me |
NO2 |
Et |
CN |
|
12-187 |
Me |
SO2Me |
Et |
CN |
|
12-188 |
Cl |
Me |
Et |
CN |
|
12-189 |
Cl |
F |
Et |
CN |
|
12-190 |
Cl |
Cl |
Et |
CN |
|
12-191 |
Cl |
Br |
Et |
CN |
|
12-192 |
Cl |
I |
Et |
CN |
|
12-193 |
Cl |
CF3 |
Et |
CN |
|
12-194 |
Cl |
CHF2 |
Et |
CN |
|
12-195 |
Cl |
CF2Cl |
Et |
CN |
|
12-196 |
Cl |
OMe |
Et |
CN |
|
12-197 |
Cl |
NO2 |
Et |
CN |
|
12-198 |
Cl |
SO2Me |
Et |
CN |
|
12-199 |
OMe |
Me |
Et |
CN |
|
12-200 |
OMe |
F |
Et |
CN |
|
12-201 |
OMe |
Cl |
Et |
CN |
|
12-202 |
OMe |
Br |
Et |
CN |
|
12-203 |
OMe |
I |
Et |
CN |
|
12-204 |
OMe |
CF3 |
Et |
CN |
|
12-205 |
OMe |
CHF2 |
Et |
CN |
|
12-206 |
OMe |
CF2Cl |
Et |
CN |
|
12-207 |
OMe |
OMe |
Et |
CN |
|
12-208 |
OMe |
NO2 |
Et |
CN |
|
12-209 |
OMe |
SO2Me |
Et |
CN |
|
12-210 |
SO2Me |
Me |
Et |
CN |
|
12-211 |
SO2Me |
F |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
12-212 |
SO2Me |
Cl |
Et |
CN |
|
12-213 |
SO2Me |
Br |
Et |
CN |
|
12-214 |
SO2Me |
I |
Et |
CN |
|
12-215 |
SO2Me |
CF3 |
Et |
CN |
|
12-216 |
SO2Me |
CHF2 |
Et |
CN |
|
12-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
12-218 |
SO2Me |
OMe |
Et |
CN |
|
12-219 |
SO2Me |
NO2 |
Et |
CN |
|
12-220 |
SO2Me |
SO2Me |
Et |
CN |
|
12-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
12-222 |
Me |
F |
CH2CH2OMe |
CN |
|
12-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
12-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
12-225 |
Me |
I |
CH2CH2OMe |
CN |
|
12-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
12-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
12-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
12-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
12-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
12-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
12-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
12-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
12-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
12-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
12-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
12-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
12-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
12-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
12-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
12-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
12-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
12-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
12-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
12-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
12-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
12-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
12-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
12-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
12-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
12-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
12-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
12-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
12-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
12-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
12-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
12-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
12-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
12-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
12-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
12-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
12-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
12-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
12-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表13:本发明式(I)的化合物,其中Q代表Q1,且Rx为2-甲氧基乙基基团,R”和W各自为氢,且t=0
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
13-1 |
Me |
Me |
Me |
H |
|
13-2 |
Me |
F |
Me |
H |
|
13-3 |
Me |
Cl |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
13-4 |
Me |
Br |
Me |
H |
|
13-5 |
Me |
I |
Me |
H |
|
13-6 |
Me |
CF3 |
Me |
H |
|
13-7 |
Me |
CHF2 |
Me |
H |
|
13-8 |
Me |
CF2Cl |
Me |
H |
|
13-9 |
Me |
OMe |
Me |
H |
|
13-10 |
Me |
NO2 |
Me |
H |
|
13-11 |
Me |
SO2Me |
Me |
H |
|
13-12 |
Cl |
Me |
Me |
H |
|
13-13 |
Cl |
F |
Me |
H |
|
13-14 |
Cl |
Cl |
Me |
H |
|
13-15 |
Cl |
Br |
Me |
H |
|
13-16 |
Cl |
I |
Me |
H |
|
13-17 |
Cl |
CF3 |
Me |
H |
|
13-18 |
Cl |
CHF2 |
Me |
H |
|
13-19 |
Cl |
CF2Cl |
Me |
H |
|
13-20 |
Cl |
OMe |
Me |
H |
|
13-21 |
Cl |
NO2 |
Me |
H |
|
13-22 |
Cl |
SO2Me |
Me |
H |
|
13-23 |
OMe |
Me |
Me |
H |
|
13-24 |
OMe |
F |
Me |
H |
|
13-25 |
OMe |
Cl |
Me |
H |
|
13-26 |
OMe |
Br |
Me |
H |
|
13-27 |
OMe |
I |
Me |
H |
|
13-28 |
OMe |
CF3 |
Me |
H |
|
13-29 |
OMe |
CHF2 |
Me |
H |
|
13-30 |
OMe |
CF2Cl |
Me |
H |
|
13-31 |
OMe |
OMe |
Me |
H |
|
13-32 |
OMe |
NO2 |
Me |
H |
|
13-33 |
OMe |
SO2Me |
Me |
H |
|
13-34 |
SO2Me |
Me |
Me |
H |
|
13-35 |
SO2Me |
F |
Me |
H |
|
13-36 |
SO2Me |
Cl |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
13-37 |
SO2Me |
Br |
Me |
H |
|
13-38 |
SO2Me |
I |
Me |
H |
|
13-39 |
SO2Me |
CF3 |
Me |
H |
|
13-40 |
SO2Me |
CHF2 |
Me |
H |
|
13-41 |
SO2Me |
CF2Cl |
Me |
H |
|
13-42 |
SO2Me |
OMe |
Me |
H |
|
13-43 |
SO2Me |
NO2 |
Me |
H |
|
13-44 |
SO2Me |
SO2Me |
Me |
H |
|
13-45 |
Me |
Me |
Et |
H |
|
13-46 |
Me |
F |
Et |
H |
|
13-47 |
Me |
Cl |
Et |
H |
|
13-48 |
Me |
Br |
Et |
H |
|
13-49 |
Me |
I |
Et |
H |
|
13-50 |
Me |
CF3 |
Et |
H |
|
13-51 |
Me |
CHF2 |
Et |
H |
|
13-52 |
Me |
CF2Cl |
Et |
H |
|
13-53 |
Me |
OMe |
Et |
H |
|
13-54 |
Me |
NO2 |
Et |
H |
|
13-55 |
Me |
SO2Me |
Et |
H |
|
13-56 |
Cl |
Me |
Et |
H |
|
13-57 |
Cl |
F |
Et |
H |
|
13-58 |
Cl |
Cl |
Et |
H |
|
13-59 |
Cl |
Br |
Et |
H |
|
13-60 |
Cl |
I |
Et |
H |
|
13-61 |
Cl |
CF3 |
Et |
H |
|
13-62 |
Cl |
CHF2 |
Et |
H |
|
13-63 |
Cl |
CF2Cl |
Et |
H |
|
13-64 |
Cl |
OMe |
Et |
H |
|
13-65 |
Cl |
NO2 |
Et |
H |
|
13-66 |
Cl |
SO2Me |
Et |
H |
|
13-67 |
OMe |
Me |
Et |
H |
|
13-68 |
OMe |
F |
Et |
H |
|
13-69 |
OMe |
Cl |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
13-70 |
OMe |
Br |
Et |
H |
|
13-71 |
OMe |
I |
Et |
H |
|
13-72 |
OMe |
CF3 |
Et |
H |
|
13-73 |
OMe |
CHF2 |
Et |
H |
|
13-74 |
OMe |
CF2Cl |
Et |
H |
|
13-75 |
OMe |
OMe |
Et |
H |
|
13-76 |
OMe |
NO2 |
Et |
H |
|
13-77 |
OMe |
SO2Me |
Et |
H |
|
13-78 |
SO2Me |
Me |
Et |
H |
|
13-79 |
SO2Me |
F |
Et |
H |
|
13-80 |
SO2Me |
Cl |
Et |
H |
|
13-81 |
SO2Me |
Br |
Et |
H |
|
13-82 |
SO2Me |
I |
Et |
H |
|
13-83 |
SO2Me |
CF3 |
Et |
H |
|
13-84 |
SO2Me |
CHF2 |
Et |
H |
|
13-85 |
SO2Me |
CF2Cl |
Et |
H |
|
13-86 |
SO2Me |
OMe |
Et |
H |
|
13-87 |
SO2Me |
NO2 |
Et |
H |
|
13-88 |
SO2Me |
SO2Me |
Et |
H |
|
13-89 |
Me |
Me |
CH2CH2OMe |
H |
|
13-90 |
Me |
F |
CH2CH2OMe |
H |
|
13-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
13-92 |
Me |
Br |
CH2CH2OMe |
H |
|
13-93 |
Me |
I |
CH2CH2OMe |
H |
|
13-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
13-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
13-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
13-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
13-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
13-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
13-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
13-101 |
Cl |
F |
CH2CH2OMe |
H |
|
13-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
13-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
13-104 |
Cl |
I |
CH2CH2OMe |
H |
|
13-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
13-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
13-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
13-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
13-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
13-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
13-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
13-112 |
OMe |
F |
CH2CH2OMe |
H |
|
13-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
13-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
13-115 |
OMe |
I |
CH2CH2OMe |
H |
|
13-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
13-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
13-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
13-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
13-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
13-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
13-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
13-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
13-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
13-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
13-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
13-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
13-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
13-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
13-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
13-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
13-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
13-133 |
Me |
Me |
Me |
CN |
|
13-134 |
Me |
F |
Me |
CN |
|
13-135 |
Me |
Cl |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
13-136 |
Me |
Br |
Me |
CN |
|
13-137 |
Me |
I |
Me |
CN |
|
13-138 |
Me |
CF3 |
Me |
CN |
|
13-139 |
Me |
CHF2 |
Me |
CN |
|
13-140 |
Me |
CF2Cl |
Me |
CN |
|
13-141 |
Me |
OMe |
Me |
CN |
|
13-142 |
Me |
NO2 |
Me |
CN |
|
13-143 |
Me |
SO2Me |
Me |
CN |
|
13-144 |
Cl |
Me |
Me |
CN |
|
13-145 |
Cl |
F |
Me |
CN |
|
13-146 |
Cl |
Cl |
Me |
CN |
|
13-147 |
Cl |
Br |
Me |
CN |
|
13-148 |
Cl |
I |
Me |
CN |
|
13-149 |
Cl |
CF3 |
Me |
CN |
|
13-150 |
Cl |
CHF2 |
Me |
CN |
|
13-151 |
Cl |
CF2Cl |
Me |
CN |
|
13-152 |
Cl |
OMe |
Me |
CN |
|
13-153 |
Cl |
NO2 |
Me |
CN |
|
13-154 |
Cl |
SO2Me |
Me |
CN |
|
13-155 |
OMe |
Me |
Me |
CN |
|
13-156 |
OMe |
F |
Me |
CN |
|
13-157 |
OMe |
Cl |
Me |
CN |
|
13-158 |
OMe |
Br |
Me |
CN |
|
13-159 |
OMe |
I |
Me |
CN |
|
13-160 |
OMe |
CF3 |
Me |
CN |
|
13-161 |
OMe |
CHF2 |
Me |
CN |
|
13-162 |
OMe |
CF2Cl |
Me |
CN |
|
13-163 |
OMe |
OMe |
Me |
CN |
|
13-164 |
OMe |
NO2 |
Me |
CN |
|
13-165 |
OMe |
SO2Me |
Me |
CN |
|
13-166 |
SO2Me |
Me |
Me |
CN |
|
13-167 |
SO2Me |
F |
Me |
CN |
|
13-168 |
SO2Me |
Cl |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
13-169 |
SO2Me |
Br |
Me |
CN |
|
13-170 |
SO2Me |
I |
Me |
CN |
|
13-171 |
SO2Me |
CF3 |
Me |
CN |
|
13-172 |
SO2Me |
CHF2 |
Me |
CN |
|
13-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
13-174 |
SO2Me |
OMe |
Me |
CN |
|
13-175 |
SO2Me |
NO2 |
Me |
CN |
|
13-176 |
SO2Me |
SO2Me |
Me |
CN |
|
13-177 |
Me |
Me |
Et |
CN |
|
13-178 |
Me |
F |
Et |
CN |
|
13-179 |
Me |
Cl |
Et |
CN |
|
13-180 |
Me |
Br |
Et |
CN |
|
13-181 |
Me |
I |
Et |
CN |
|
13-182 |
Me |
CF3 |
Et |
CN |
|
13-183 |
Me |
CHF2 |
Et |
CN |
|
13-184 |
Me |
CF2Cl |
Et |
CN |
|
13-185 |
Me |
OMe |
Et |
CN |
|
13-186 |
Me |
NO2 |
Et |
CN |
|
13-187 |
Me |
SO2Me |
Et |
CN |
|
13-188 |
Cl |
Me |
Et |
CN |
|
13-189 |
Cl |
F |
Et |
CN |
|
13-190 |
Cl |
Cl |
Et |
CN |
|
13-191 |
Cl |
Br |
Et |
CN |
|
13-192 |
Cl |
I |
Et |
CN |
|
13-193 |
Cl |
CF3 |
Et |
CN |
|
13-194 |
Cl |
CHF2 |
Et |
CN |
|
13-195 |
Cl |
CF2Cl |
Et |
CN |
|
13-196 |
Cl |
OMe |
Et |
CN |
|
13-197 |
Cl |
NO2 |
Et |
CN |
|
13-198 |
Cl |
SO2Me |
Et |
CN |
|
13-199 |
OMe |
Me |
Et |
CN |
|
13-200 |
OMe |
F |
Et |
CN |
|
13-201 |
OMe |
Cl |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
13-202 |
OMe |
Br |
Et |
CN |
|
13-203 |
OMe |
I |
Et |
CN |
|
13-204 |
OMe |
CF3 |
Et |
CN |
|
13-205 |
OMe |
CHF2 |
Et |
CN |
|
13-206 |
OMe |
CF2Cl |
Et |
CN |
|
13-207 |
OMe |
OMe |
Et |
CN |
|
13-208 |
OMe |
NO2 |
Et |
CN |
|
13-209 |
OMe |
SO2Me |
Et |
CN |
|
13-210 |
SO2Me |
Me |
Et |
CN |
|
13-211 |
SO2Me |
F |
Et |
CN |
|
13-212 |
SO2Me |
Cl |
Et |
CN |
|
13-213 |
SO2Me |
Br |
Et |
CN |
|
13-214 |
SO2Me |
I |
Et |
CN |
|
13-215 |
SO2Me |
CF3 |
Et |
CN |
|
13-216 |
SO2Me |
CHF2 |
Et |
CN |
|
13-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
13-218 |
SO2Me |
OMe |
Et |
CN |
|
13-219 |
SO2Me |
NO2 |
Et |
CN |
|
13-220 |
SO2Me |
SO2Me |
Et |
CN |
|
13-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
13-222 |
Me |
F |
CH2CH2OMe |
CN |
|
13-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
13-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
13-225 |
Me |
I |
CH2CH2OMe |
CN |
|
13-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
13-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
13-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
13-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
13-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
13-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
13-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
13-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
13-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
13-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
13-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
13-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
13-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
13-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
13-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
13-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
13-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
13-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
13-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
13-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
13-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
13-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
13-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
13-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
13-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
13-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
13-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
13-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
13-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
13-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
13-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
13-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
13-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
13-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
13-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
13-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
13-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
13-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
13-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表14:本发明式(I)的化合物,其中Q为Q2,且Rx为甲基,R”和W各自为氢,且t=0
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-1 |
Me |
Me |
Me |
H |
|
14-2 |
Me |
F |
Me |
H |
|
14-3 |
Me |
Cl |
Me |
H |
|
14-4 |
Me |
Br |
Me |
H |
|
14-5 |
Me |
I |
Me |
H |
|
14-6 |
Me |
CF3 |
Me |
H |
|
14-7 |
Me |
CHF2 |
Me |
H |
|
14-8 |
Me |
CF2Cl |
Me |
H |
|
14-9 |
Me |
OMe |
Me |
H |
|
14-10 |
Me |
NO2 |
Me |
H |
|
14-11 |
Me |
SO2Me |
Me |
H |
|
14-12 |
Cl |
Me |
Me |
H |
|
14-13 |
Cl |
F |
Me |
H |
|
14-14 |
Cl |
Cl |
Me |
H |
|
14-15 |
Cl |
Br |
Me |
H |
|
14-16 |
Cl |
I |
Me |
H |
|
14-17 |
Cl |
CF3 |
Me |
H |
|
14-18 |
Cl |
CHF2 |
Me |
H |
|
14-19 |
Cl |
CF2Cl |
Me |
H |
|
14-20 |
Cl |
OMe |
Me |
H |
|
14-21 |
Cl |
NO2 |
Me |
H |
|
14-22 |
Cl |
SO2Me |
Me |
H |
|
14-23 |
OMe |
Me |
Me |
H |
|
14-24 |
OMe |
F |
Me |
H |
|
14-25 |
OMe |
Cl |
Me |
H |
|
14-26 |
OMe |
Br |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-27 |
OMe |
I |
Me |
H |
|
14-28 |
OMe |
CF3 |
Me |
H |
|
14-29 |
OMe |
CHF2 |
Me |
H |
|
14-30 |
OMe |
CF2Cl |
Me |
H |
|
14-31 |
OMe |
OMe |
Me |
H |
|
14-32 |
OMe |
NO2 |
Me |
H |
|
14-33 |
OMe |
SO2Me |
Me |
H |
|
14-34 |
SO2Me |
Me |
Me |
H |
|
14-35 |
SO2Me |
F |
Me |
H |
|
14-36 |
SO2Me |
Cl |
Me |
H |
|
14-37 |
SO2Me |
Br |
Me |
H |
|
14-38 |
SO2Me |
I |
Me |
H |
|
14-39 |
SO2Me |
CF3 |
Me |
H |
|
14-40 |
SO2Me |
CHF2 |
Me |
H |
|
14-41 |
SO2Me |
CF2Cl |
Me |
H |
|
14-42 |
SO2Me |
OMe |
Me |
H |
|
14-43 |
SO2Me |
NO2 |
Me |
H |
|
14-44 |
SO2Me |
SO2Me |
Me |
H |
|
14-45 |
Me |
Me |
Et |
H |
|
14-46 |
Me |
F |
Et |
H |
|
14-47 |
Me |
Cl |
Et |
H |
|
14-48 |
Me |
Br |
Et |
H |
|
14-49 |
Me |
I |
Et |
H |
|
14-50 |
Me |
CF3 |
Et |
H |
|
14-51 |
Me |
CHF2 |
Et |
H |
|
14-52 |
Me |
CF2Cl |
Et |
H |
|
14-53 |
Me |
OMe |
Et |
H |
|
14-54 |
Me |
NO2 |
Et |
H |
|
14-55 |
Me |
SO2Me |
Et |
H |
|
14-56 |
Cl |
Me |
Et |
H |
|
14-57 |
Cl |
F |
Et |
H |
|
14-58 |
Cl |
Cl |
Et |
H |
|
14-59 |
Cl |
Br |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-60 |
Cl |
I |
Et |
H |
|
14-61 |
Cl |
CF3 |
Et |
H |
|
14-62 |
Cl |
CHF2 |
Et |
H |
|
14-63 |
Cl |
CF2Cl |
Et |
H |
|
14-64 |
Cl |
OMe |
Et |
H |
|
14-65 |
Cl |
NO2 |
Et |
H |
|
14-66 |
Cl |
SO2Me |
Et |
H |
|
14-67 |
OMe |
Me |
Et |
H |
|
14-68 |
OMe |
F |
Et |
H |
|
14-69 |
OMe |
Cl |
Et |
H |
|
14-70 |
OMe |
Br |
Et |
H |
|
14-71 |
OMe |
I |
Et |
H |
|
14-72 |
OMe |
CF3 |
Et |
H |
|
14-73 |
OMe |
CHF2 |
Et |
H |
|
14-74 |
OMe |
CF2Cl |
Et |
H |
|
14-75 |
OMe |
OMe |
Et |
H |
|
14-76 |
OMe |
NO2 |
Et |
H |
|
14-77 |
OMe |
SO2Me |
Et |
H |
|
14-78 |
SO2Me |
Me |
Et |
H |
|
14-79 |
SO2Me |
F |
Et |
H |
|
14-80 |
SO2Me |
Cl |
Et |
H |
|
14-81 |
SO2Me |
Br |
Et |
H |
|
14-82 |
SO2Me |
I |
Et |
H |
|
14-83 |
SO2Me |
CF3 |
Et |
H |
|
14-84 |
SO2Me |
CHF2 |
Et |
H |
|
14-85 |
SO2Me |
CF2Cl |
Et |
H |
|
14-86 |
SO2Me |
OMe |
Et |
H |
|
14-87 |
SO2Me |
NO2 |
Et |
H |
|
14-88 |
SO2Me |
SO2Me |
Et |
H |
|
14-89 |
Me |
Me |
CH2CH2OMe |
H |
|
14-90 |
Me |
F |
CH2CH2OMe |
H |
|
14-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
14-92 |
Me |
Br |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-93 |
Me |
I |
CH2CH2OMe |
H |
|
14-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
14-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
14-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
14-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
14-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
14-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
14-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
14-101 |
Cl |
F |
CH2CH2OMe |
H |
|
14-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
14-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
14-104 |
Cl |
I |
CH2CH2OMe |
H |
|
14-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
14-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
14-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
14-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
14-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
14-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
14-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
14-112 |
OMe |
F |
CH2CH2OMe |
H |
|
14-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
14-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
14-115 |
OMe |
I |
CH2CH2OMe |
H |
|
14-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
14-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
14-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
14-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
14-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
14-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
14-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
14-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
14-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
14-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
14-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
14-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
14-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
14-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
14-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
14-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
14-133 |
Me |
Me |
Me |
CN |
|
14-134 |
Me |
F |
Me |
CN |
|
14-135 |
Me |
Cl |
Me |
CN |
|
14-136 |
Me |
Br |
Me |
CN |
|
14-137 |
Me |
I |
Me |
CN |
|
14-138 |
Me |
CF3 |
Me |
CN |
|
14-139 |
Me |
CHF2 |
Me |
CN |
|
14-140 |
Me |
CF2Cl |
Me |
CN |
|
14-141 |
Me |
OMe |
Me |
CN |
|
14-142 |
Me |
NO2 |
Me |
CN |
|
14-143 |
Me |
SO2Me |
Me |
CN |
|
14-144 |
Cl |
Me |
Me |
CN |
|
14-145 |
Cl |
F |
Me |
CN |
|
14-146 |
Cl |
Cl |
Me |
CN |
|
14-147 |
Cl |
Br |
Me |
CN |
|
14-148 |
Cl |
I |
Me |
CN |
|
14-149 |
Cl |
CF3 |
Me |
CN |
|
14-150 |
Cl |
CHF2 |
Me |
CN |
|
14-151 |
Cl |
CF2Cl |
Me |
CN |
|
14-152 |
Cl |
OMe |
Me |
CN |
|
14-153 |
Cl |
NO2 |
Me |
CN |
|
14-154 |
Cl |
SO2Me |
Me |
CN |
|
14-155 |
OMe |
Me |
Me |
CN |
|
14-156 |
OMe |
F |
Me |
CN |
|
14-157 |
OMe |
Cl |
Me |
CN |
|
14-158 |
OMe |
Br |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-159 |
OMe |
I |
Me |
CN |
|
14-160 |
OMe |
CF3 |
Me |
CN |
|
14-161 |
OMe |
CHF2 |
Me |
CN |
|
14-162 |
OMe |
CF2Cl |
Me |
CN |
|
14-163 |
OMe |
OMe |
Me |
CN |
|
14-164 |
OMe |
NO2 |
Me |
CN |
|
14-165 |
OMe |
SO2Me |
Me |
CN |
|
14-166 |
SO2Me |
Me |
Me |
CN |
|
14-167 |
SO2Me |
F |
Me |
CN |
|
14-168 |
SO2Me |
Cl |
Me |
CN |
|
14-169 |
SO2Me |
Br |
Me |
CN |
|
14-170 |
SO2Me |
I |
Me |
CN |
|
14-171 |
SO2Me |
CF3 |
Me |
CN |
|
14-172 |
SO2Me |
CHF2 |
Me |
CN |
|
14-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
14-174 |
SO2Me |
OMe |
Me |
CN |
|
14-175 |
SO2Me |
NO2 |
Me |
CN |
|
14-176 |
SO2Me |
SO2Me |
Me |
CN |
|
14-177 |
Me |
Me |
Et |
CN |
|
14-178 |
Me |
F |
Et |
CN |
|
14-179 |
Me |
Cl |
Et |
CN |
|
14-180 |
Me |
Br |
Et |
CN |
|
14-181 |
Me |
I |
Et |
CN |
|
14-182 |
Me |
CF3 |
Et |
CN |
|
14-183 |
Me |
CHF2 |
Et |
CN |
|
14-184 |
Me |
CF2Cl |
Et |
CN |
|
14-185 |
Me |
OMe |
Et |
CN |
|
14-186 |
Me |
NO2 |
Et |
CN |
|
14-187 |
Me |
SO2Me |
Et |
CN |
|
14-188 |
Cl |
Me |
Et |
CN |
|
14-189 |
Cl |
F |
Et |
CN |
|
14-190 |
Cl |
Cl |
Et |
CN |
|
14-191 |
Cl |
Br |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-192 |
Cl |
I |
Et |
CN |
|
14-193 |
Cl |
CF3 |
Et |
CN |
|
14-194 |
Cl |
CHF2 |
Et |
CN |
|
14-195 |
Cl |
CF2Cl |
Et |
CN |
|
14-196 |
Cl |
OMe |
Et |
CN |
|
14-197 |
Cl |
NO2 |
Et |
CN |
|
14-198 |
Cl |
SO2Me |
Et |
CN |
|
14-199 |
OMe |
Me |
Et |
CN |
|
14-200 |
OMe |
F |
Et |
CN |
|
14-201 |
OMe |
Cl |
Et |
CN |
|
14-202 |
OMe |
Br |
Et |
CN |
|
14-203 |
OMe |
I |
Et |
CN |
|
14-204 |
OMe |
CF3 |
Et |
CN |
|
14-205 |
OMe |
CHF2 |
Et |
CN |
|
14-206 |
OMe |
CF2Cl |
Et |
CN |
|
14-207 |
OMe |
OMe |
Et |
CN |
|
14-208 |
OMe |
NO2 |
Et |
CN |
|
14-209 |
OMe |
SO2Me |
Et |
CN |
|
14-210 |
SO2Me |
Me |
Et |
CN |
|
14-211 |
SO2Me |
F |
Et |
CN |
|
14-212 |
SO2Me |
Cl |
Et |
CN |
|
14-213 |
SO2Me |
Br |
Et |
CN |
|
14-214 |
SO2Me |
I |
Et |
CN |
|
14-215 |
SO2Me |
CF3 |
Et |
CN |
|
14-216 |
SO2Me |
CHF2 |
Et |
CN |
|
14-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
14-218 |
SO2Me |
OMe |
Et |
CN |
|
14-219 |
SO2Me |
NO2 |
Et |
CN |
|
14-220 |
SO2Me |
SO2Me |
Et |
CN |
|
14-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
14-222 |
Me |
F |
CH2CH2OMe |
CN |
|
14-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
14-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-225 |
Me |
I |
CH2CH2OMe |
CN |
|
14-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
14-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
14-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
14-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
14-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
14-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
14-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
14-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
14-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
14-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
14-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
14-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
14-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
14-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
14-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
14-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
14-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
14-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
14-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
14-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
14-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
14-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
14-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
14-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
14-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
14-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
14-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
14-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
14-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
14-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
14-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
14-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
14-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
14-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
14-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
14-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
14-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
14-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表15:本发明式(I)的化合物,其中Q为Q3,且RY为甲基,R”和W各自为氢,且t=0
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
15-1 |
Me |
Me |
Me |
H |
|
15-2 |
Me |
F |
Me |
H |
|
15-3 |
Me |
Cl |
Me |
H |
|
15-4 |
Me |
Br |
Me |
H |
|
15-5 |
Me |
I |
Me |
H |
|
15-6 |
Me |
CF3 |
Me |
H |
|
15-7 |
Me |
CHF2 |
Me |
H |
|
15-8 |
Me |
CF2Cl |
Me |
H |
|
15-9 |
Me |
OMe |
Me |
H |
|
15-10 |
Me |
NO2 |
Me |
H |
|
15-11 |
Me |
SO2Me |
Me |
H |
|
15-12 |
Cl |
Me |
Me |
H |
|
15-13 |
Cl |
F |
Me |
H |
|
15-14 |
Cl |
Cl |
Me |
H |
|
15-15 |
Cl |
Br |
Me |
H |
|
15-16 |
Cl |
I |
Me |
H |
|
15-17 |
Cl |
CF3 |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
15-18 |
Cl |
CHF2 |
Me |
H |
|
15-19 |
Cl |
CF2Cl |
Me |
H |
|
15-20 |
Cl |
OMe |
Me |
H |
|
15-21 |
Cl |
NO2 |
Me |
H |
|
15-22 |
Cl |
SO2Me |
Me |
H |
|
15-23 |
OMe |
Me |
Me |
H |
|
15-24 |
OMe |
F |
Me |
H |
|
15-25 |
OMe |
Cl |
Me |
H |
|
15-26 |
OMe |
Br |
Me |
H |
|
15-27 |
OMe |
I |
Me |
H |
|
15-28 |
OMe |
CF3 |
Me |
H |
|
15-29 |
OMe |
CHF2 |
Me |
H |
|
15-30 |
OMe |
CF2Cl |
Me |
H |
|
15-31 |
OMe |
OMe |
Me |
H |
|
15-32 |
OMe |
NO2 |
Me |
H |
|
15-33 |
OMe |
SO2Me |
Me |
H |
|
15-34 |
SO2Me |
Me |
Me |
H |
|
15-35 |
SO2Me |
F |
Me |
H |
|
15-36 |
SO2Me |
Cl |
Me |
H |
|
15-37 |
SO2Me |
Br |
Me |
H |
|
15-38 |
SO2Me |
I |
Me |
H |
|
15-39 |
SO2Me |
CF3 |
Me |
H |
|
15-40 |
SO2Me |
CHF2 |
Me |
H |
|
15-41 |
SO2Me |
CF2Cl |
Me |
H |
|
15-42 |
SO2Me |
OMe |
Me |
H |
|
15-43 |
SO2Me |
NO2 |
Me |
H |
|
15-44 |
SO2Me |
SO2Me |
Me |
H |
|
15-45 |
Me |
Me |
Et |
H |
|
15-46 |
Me |
F |
Et |
H |
|
15-47 |
Me |
Cl |
Et |
H |
|
15-48 |
Me |
Br |
Et |
H |
|
15-49 |
Me |
I |
Et |
H |
|
15-50 |
Me |
CF3 |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
15-51 |
Me |
CHF2 |
Et |
H |
|
15-52 |
Me |
CF2Cl |
Et |
H |
|
15-53 |
Me |
OMe |
Et |
H |
|
15-54 |
Me |
NO2 |
Et |
H |
|
15-55 |
Me |
SO2Me |
Et |
H |
|
15-56 |
Cl |
Me |
Et |
H |
|
15-57 |
Cl |
F |
Et |
H |
|
15-58 |
Cl |
Cl |
Et |
H |
|
15-59 |
Cl |
Br |
Et |
H |
|
15-60 |
Cl |
I |
Et |
H |
|
15-61 |
Cl |
CF3 |
Et |
H |
|
15-62 |
Cl |
CHF2 |
Et |
H |
|
15-63 |
Cl |
CF2Cl |
Et |
H |
|
15-64 |
Cl |
OMe |
Et |
H |
|
15-65 |
Cl |
NO2 |
Et |
H |
|
15-66 |
Cl |
SO2Me |
Et |
H |
|
15-67 |
OMe |
Me |
Et |
H |
|
15-68 |
OMe |
F |
Et |
H |
|
15-69 |
OMe |
Cl |
Et |
H |
|
15-70 |
OMe |
Br |
Et |
H |
|
15-71 |
OMe |
I |
Et |
H |
|
15-72 |
OMe |
CF3 |
Et |
H |
|
15-73 |
OMe |
CHF2 |
Et |
H |
|
15-74 |
OMe |
CF2Cl |
Et |
H |
|
15-75 |
OMe |
OMe |
Et |
H |
|
15-76 |
OMe |
NO2 |
Et |
H |
|
15-77 |
OMe |
SO2Me |
Et |
H |
|
15-78 |
SO2Me |
Me |
Et |
H |
|
15-79 |
SO2Me |
F |
Et |
H |
|
15-80 |
SO2Me |
Cl |
Et |
H |
|
15-81 |
SO2Me |
Br |
Et |
H |
|
15-82 |
SO2Me |
I |
Et |
H |
|
15-83 |
SO2Me |
CF3 |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
15-84 |
SO2Me |
CHF2 |
Et |
H |
|
15-85 |
SO2Me |
CF2Cl |
Et |
H |
|
15-86 |
SO2Me |
OMe |
Et |
H |
|
15-87 |
SO2Me |
NO2 |
Et |
H |
|
15-88 |
SO2Me |
SO2Me |
Et |
H |
|
15-89 |
Me |
Me |
CH2CH2OMe |
H |
|
15-90 |
Me |
F |
CH2CH2OMe |
H |
|
15-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
15-92 |
Me |
Br |
CH2CH2OMe |
H |
|
15-93 |
Me |
I |
CH2CH2OMe |
H |
|
15-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
15-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
15-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
15-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
15-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
15-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
15-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
15-101 |
Cl |
F |
CH2CH2OMe |
H |
|
15-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
15-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
15-104 |
Cl |
I |
CH2CH2OMe |
H |
|
15-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
15-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
15-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
15-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
15-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
15-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
15-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
15-112 |
OMe |
F |
CH2CH2OMe |
H |
|
15-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
15-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
15-115 |
OMe |
I |
CH2CH2OMe |
H |
|
15-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
15-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
15-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
15-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
15-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
15-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
15-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
15-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
15-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
15-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
15-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
15-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
15-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
15-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
15-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
15-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
15-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
15-133 |
Me |
Me |
Me |
CN |
|
15-134 |
Me |
F |
Me |
CN |
|
15-135 |
Me |
Cl |
Me |
CN |
|
15-136 |
Me |
Br |
Me |
CN |
|
15-137 |
Me |
I |
Me |
CN |
|
15-138 |
Me |
CF3 |
Me |
CN |
|
15-139 |
Me |
CHF2 |
Me |
CN |
|
15-140 |
Me |
CF2Cl |
Me |
CN |
|
15-141 |
Me |
OMe |
Me |
CN |
|
15-142 |
Me |
NO2 |
Me |
CN |
|
15-143 |
Me |
SO2Me |
Me |
CN |
|
15-144 |
Cl |
Me |
Me |
CN |
|
15-145 |
Cl |
F |
Me |
CN |
|
15-146 |
Cl |
Cl |
Me |
CN |
|
15-147 |
Cl |
Br |
Me |
CN |
|
15-148 |
Cl |
I |
Me |
CN |
|
15-149 |
Cl |
CF3 |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
15-150 |
Cl |
CHF2 |
Me |
CN |
|
15-151 |
Cl |
CF2Cl |
Me |
CN |
|
15-152 |
Cl |
OMe |
Me |
CN |
|
15-153 |
Cl |
NO2 |
Me |
CN |
|
15-154 |
Cl |
SO2Me |
Me |
CN |
|
15-155 |
OMe |
Me |
Me |
CN |
|
15-156 |
OMe |
F |
Me |
CN |
|
15-157 |
OMe |
Cl |
Me |
CN |
|
15-158 |
OMe |
Br |
Me |
CN |
|
15-159 |
OMe |
I |
Me |
CN |
|
15-160 |
OMe |
CF3 |
Me |
CN |
|
15-161 |
OMe |
CHF2 |
Me |
CN |
|
15-162 |
OMe |
CF2Cl |
Me |
CN |
|
15-163 |
OMe |
OMe |
Me |
CN |
|
15-164 |
OMe |
NO2 |
Me |
CN |
|
15-165 |
OMe |
SO2Me |
Me |
CN |
|
15-166 |
SO2Me |
Me |
Me |
CN |
|
15-167 |
SO2Me |
F |
Me |
CN |
|
15-168 |
SO2Me |
Cl |
Me |
CN |
|
15-169 |
SO2Me |
Br |
Me |
CN |
|
15-170 |
SO2Me |
I |
Me |
CN |
|
15-171 |
SO2Me |
CF3 |
Me |
CN |
|
15-172 |
SO2Me |
CHF2 |
Me |
CN |
|
15-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
15-174 |
SO2Me |
OMe |
Me |
CN |
|
15-175 |
SO2Me |
NO2 |
Me |
CN |
|
15-176 |
SO2Me |
SO2Me |
Me |
CN |
|
15-177 |
Me |
Me |
Et |
CN |
|
15-178 |
Me |
F |
Et |
CN |
|
15-179 |
Me |
Cl |
Et |
CN |
|
15-180 |
Me |
Br |
Et |
CN |
|
15-181 |
Me |
I |
Et |
CN |
|
15-182 |
Me |
CF3 |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
15-183 |
Me |
CHF2 |
Et |
CN |
|
15-184 |
Me |
CF2Cl |
Et |
CN |
|
15-185 |
Me |
OMe |
Et |
CN |
|
15-186 |
Me |
NO2 |
Et |
CN |
|
15-187 |
Me |
SO2Me |
Et |
CN |
|
15-188 |
Cl |
Me |
Et |
CN |
|
15-189 |
Cl |
F |
Et |
CN |
|
15-190 |
Cl |
Cl |
Et |
CN |
|
15-191 |
Cl |
Br |
Et |
CN |
|
15-192 |
Cl |
I |
Et |
CN |
|
15-193 |
Cl |
CF3 |
Et |
CN |
|
15-194 |
Cl |
CHF2 |
Et |
CN |
|
15-195 |
Cl |
CF2Cl |
Et |
CN |
|
15-196 |
Cl |
OMe |
Et |
CN |
|
15-197 |
Cl |
NO2 |
Et |
CN |
|
15-198 |
Cl |
SO2Me |
Et |
CN |
|
15-199 |
OMe |
Me |
Et |
CN |
|
15-200 |
OMe |
F |
Et |
CN |
|
15-201 |
OMe |
Cl |
Et |
CN |
|
15-202 |
OMe |
Br |
Et |
CN |
|
15-203 |
OMe |
I |
Et |
CN |
|
15-204 |
OMe |
CF3 |
Et |
CN |
|
15-205 |
OMe |
CHF2 |
Et |
CN |
|
15-206 |
OMe |
CF2Cl |
Et |
CN |
|
15-207 |
OMe |
OMe |
Et |
CN |
|
15-208 |
OMe |
NO2 |
Et |
CN |
|
15-209 |
OMe |
SO2Me |
Et |
CN |
|
15-210 |
SO2Me |
Me |
Et |
CN |
|
15-211 |
SO2Me |
F |
Et |
CN |
|
15-212 |
SO2Me |
Cl |
Et |
CN |
|
15-213 |
SO2Me |
Br |
Et |
CN |
|
15-214 |
SO2Me |
I |
Et |
CN |
|
15-215 |
SO2Me |
CF3 |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
15-216 |
SO2Me |
CHF2 |
Et |
CN |
|
15-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
15-218 |
SO2Me |
OMe |
Et |
CN |
|
15-219 |
SO2Me |
NO2 |
Et |
CN |
|
15-220 |
SO2Me |
SO2Me |
Et |
CN |
|
15-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
15-222 |
Me |
F |
CH2CH2OMe |
CN |
|
15-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
15-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
15-225 |
Me |
I |
CH2CH2OMe |
CN |
|
15-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
15-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
15-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
15-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
15-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
15-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
15-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
15-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
15-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
15-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
15-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
15-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
15-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
15-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
15-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
15-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
15-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
15-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
15-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
15-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
15-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
15-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
15-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
15-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
15-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
15-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
15-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
15-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
15-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
15-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
15-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
15-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
15-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
15-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
15-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
15-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
15-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
15-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
15-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表16:本发明式(I)的化合物,其中Q为Q4,且Rz为甲基,R”和W各自为氢,且t=0
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
16-1 |
Me |
Me |
Me |
H |
|
16-2 |
Me |
F |
Me |
H |
|
16-3 |
Me |
Cl |
Me |
H |
|
16-4 |
Me |
Br |
Me |
H |
|
16-5 |
Me |
I |
Me |
H |
|
16-6 |
Me |
CF3 |
Me |
H |
|
16-7 |
Me |
CHF2 |
Me |
H |
|
16-8 |
Me |
CF2Cl |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
16-9 |
Me |
OMe |
Me |
H |
|
16-10 |
Me |
NO2 |
Me |
H |
|
16-11 |
Me |
SO2Me |
Me |
H |
|
16-12 |
Cl |
Me |
Me |
H |
|
16-13 |
Cl |
F |
Me |
H |
|
16-14 |
Cl |
Cl |
Me |
H |
|
16-15 |
Cl |
Br |
Me |
H |
|
16-16 |
Cl |
I |
Me |
H |
|
16-17 |
Cl |
CF3 |
Me |
H |
|
16-18 |
Cl |
CHF2 |
Me |
H |
|
16-19 |
Cl |
CF2Cl |
Me |
H |
|
16-20 |
Cl |
OMe |
Me |
H |
|
16-21 |
Cl |
NO2 |
Me |
H |
|
16-22 |
Cl |
SO2Me |
Me |
H |
|
16-23 |
OMe |
Me |
Me |
H |
|
16-24 |
OMe |
F |
Me |
H |
|
16-25 |
OMe |
Cl |
Me |
H |
|
16-26 |
OMe |
Br |
Me |
H |
|
16-27 |
OMe |
I |
Me |
H |
|
16-28 |
OMe |
CF3 |
Me |
H |
|
16-29 |
OMe |
CHF2 |
Me |
H |
|
16-30 |
OMe |
CF2Cl |
Me |
H |
|
16-31 |
OMe |
OMe |
Me |
H |
|
16-32 |
OMe |
NO2 |
Me |
H |
|
16-33 |
OMe |
SO2Me |
Me |
H |
|
16-34 |
SO2Me |
Me |
Me |
H |
|
16-35 |
SO2Me |
F |
Me |
H |
|
16-36 |
SO2Me |
Cl |
Me |
H |
|
16-37 |
SO2Me |
Br |
Me |
H |
|
16-38 |
SO2Me |
I |
Me |
H |
|
16-39 |
SO2Me |
CF3 |
Me |
H |
|
16-40 |
SO2Me |
CHF2 |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
16-41 |
SO2Me |
CF2Cl |
Me |
H |
|
16-42 |
SO2Me |
OMe |
Me |
H |
|
16-43 |
SO2Me |
NO2 |
Me |
H |
|
16-44 |
SO2Me |
SO2Me |
Me |
H |
|
16-45 |
Me |
Me |
Et |
H |
|
16-46 |
Me |
F |
Et |
H |
|
16-47 |
Me |
Cl |
Et |
H |
|
16-48 |
Me |
Br |
Et |
H |
|
16-49 |
Me |
I |
Et |
H |
|
16-50 |
Me |
CF3 |
Et |
H |
|
16-51 |
Me |
CHF2 |
Et |
H |
|
16-52 |
Me |
CF2Cl |
Et |
H |
|
16-53 |
Me |
OMe |
Et |
H |
|
16-54 |
Me |
NO2 |
Et |
H |
|
16-55 |
Me |
SO2Me |
Et |
H |
|
16-56 |
Cl |
Me |
Et |
H |
|
16-57 |
Cl |
F |
Et |
H |
|
16-58 |
Cl |
Cl |
Et |
H |
|
16-59 |
Cl |
Br |
Et |
H |
|
16-60 |
Cl |
I |
Et |
H |
|
16-61 |
Cl |
CF3 |
Et |
H |
|
16-62 |
Cl |
CHF2 |
Et |
H |
|
16-63 |
Cl |
CF2Cl |
Et |
H |
|
16-64 |
Cl |
OMe |
Et |
H |
|
16-65 |
Cl |
NO2 |
Et |
H |
|
16-66 |
Cl |
SO2Me |
Et |
H |
|
16-67 |
OMe |
Me |
Et |
H |
|
16-68 |
OMe |
F |
Et |
H |
|
16-69 |
OMe |
Cl |
Et |
H |
|
16-70 |
OMe |
Br |
Et |
H |
|
16-71 |
OMe |
I |
Et |
H |
|
16-72 |
OMe |
CF3 |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
16-73 |
OMe |
CHF2 |
Et |
H |
|
16-74 |
OMe |
CF2Cl |
Et |
H |
|
16-75 |
OMe |
OMe |
Et |
H |
|
16-76 |
OMe |
NO2 |
Et |
H |
|
16-77 |
OMe |
SO2Me |
Et |
H |
|
16-78 |
SO2Me |
Me |
Et |
H |
|
16-79 |
SO2Me |
F |
Et |
H |
|
16-80 |
SO2Me |
Cl |
Et |
H |
|
16-81 |
SO2Me |
Br |
Et |
H |
|
16-82 |
SO2Me |
I |
Et |
H |
|
16-83 |
SO2Me |
CF3 |
Et |
H |
|
16-84 |
SO2Me |
CHF2 |
Et |
H |
|
16-85 |
SO2Me |
CF2Cl |
Et |
H |
|
16-86 |
SO2Me |
OMe |
Et |
H |
|
16-87 |
SO2Me |
NO2 |
Et |
H |
|
16-88 |
SO2Me |
SO2Me |
Et |
H |
|
16-89 |
Me |
Me |
CH2CH2OMe |
H |
|
16-90 |
Me |
F |
CH2CH2OMe |
H |
|
16-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
16-92 |
Me |
Br |
CH2CH2OMe |
H |
|
16-93 |
Me |
I |
CH2CH2OMe |
H |
|
16-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
16-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
16-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
16-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
16-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
16-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
16-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
16-101 |
Cl |
F |
CH2CH2OMe |
H |
|
16-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
16-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
16-104 |
Cl |
I |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
16-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
16-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
16-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
16-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
16-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
16-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
16-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
16-112 |
OMe |
F |
CH2CH2OMe |
H |
|
16-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
16-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
16-115 |
OMe |
I |
CH2CH2OMe |
H |
|
16-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
16-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
16-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
16-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
16-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
16-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
16-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
16-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
16-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
16-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
16-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
16-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
16-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
16-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
16-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
16-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
16-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
16-133 |
Me |
Me |
Me |
CN |
|
16-134 |
Me |
F |
Me |
CN |
|
16-135 |
Me |
Cl |
Me |
CN |
|
16-136 |
Me |
Br |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
16-137 |
Me |
I |
Me |
CN |
|
16-138 |
Me |
CF3 |
Me |
CN |
|
16-139 |
Me |
CHF2 |
Me |
CN |
|
16-140 |
Me |
CF2Cl |
Me |
CN |
|
16-141 |
Me |
OMe |
Me |
CN |
|
16-142 |
Me |
NO2 |
Me |
CN |
|
16-143 |
Me |
SO2Me |
Me |
CN |
|
16-144 |
Cl |
Me |
Me |
CN |
|
16-145 |
Cl |
F |
Me |
CN |
|
16-146 |
Cl |
Cl |
Me |
CN |
|
16-147 |
Cl |
Br |
Me |
CN |
|
16-148 |
Cl |
I |
Me |
CN |
|
16-149 |
Cl |
CF3 |
Me |
CN |
|
16-150 |
Cl |
CHF2 |
Me |
CN |
|
16-151 |
Cl |
CF2Cl |
Me |
CN |
|
16-152 |
Cl |
OMe |
Me |
CN |
|
16-153 |
Cl |
NO2 |
Me |
CN |
|
16-154 |
Cl |
SO2Me |
Me |
CN |
|
16-155 |
OMe |
Me |
Me |
CN |
|
16-156 |
OMe |
F |
Me |
CN |
|
16-157 |
OMe |
Cl |
Me |
CN |
|
16-158 |
OMe |
Br |
Me |
CN |
|
16-159 |
OMe |
I |
Me |
CN |
|
16-160 |
OMe |
CF3 |
Me |
CN |
|
16-161 |
OMe |
CHF2 |
Me |
CN |
|
16-162 |
OMe |
CF2Cl |
Me |
CN |
|
16-163 |
OMe |
OMe |
Me |
CN |
|
16-164 |
OMe |
NO2 |
Me |
CN |
|
16-165 |
OMe |
SO2Me |
Me |
CN |
|
16-166 |
SO2Me |
Me |
Me |
CN |
|
16-167 |
SO2Me |
F |
Me |
CN |
|
16-168 |
SO2Me |
Cl |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
16-169 |
SO2Me |
Br |
Me |
CN |
|
16-170 |
SO2Me |
I |
Me |
CN |
|
16-171 |
SO2Me |
CF3 |
Me |
CN |
|
16-172 |
SO2Me |
CHF2 |
Me |
CN |
|
16-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
16-174 |
SO2Me |
OMe |
Me |
CN |
|
16-175 |
SO2Me |
NO2 |
Me |
CN |
|
16-176 |
SO2Me |
SO2Me |
Me |
CN |
|
16-177 |
Me |
Me |
Et |
CN |
|
16-178 |
Me |
F |
Et |
CN |
|
16-179 |
Me |
Cl |
Et |
CN |
|
16-180 |
Me |
Br |
Et |
CN |
|
16-181 |
Me |
I |
Et |
CN |
|
16-182 |
Me |
CF3 |
Et |
CN |
|
16-183 |
Me |
CHF2 |
Et |
CN |
|
16-184 |
Me |
CF2Cl |
Et |
CN |
|
16-185 |
Me |
OMe |
Et |
CN |
|
16-186 |
Me |
NO2 |
Et |
CN |
|
16-187 |
Me |
SO2Me |
Et |
CN |
|
16-188 |
Cl |
Me |
Et |
CN |
|
16-189 |
Cl |
F |
Et |
CN |
|
16-190 |
Cl |
Cl |
Et |
CN |
|
16-191 |
Cl |
Br |
Et |
CN |
|
16-192 |
Cl |
I |
Et |
CN |
|
16-193 |
Cl |
CF3 |
Et |
CN |
|
16-194 |
Cl |
CHF2 |
Et |
CN |
|
16-195 |
Cl |
CF2Cl |
Et |
CN |
|
16-196 |
Cl |
OMe |
Et |
CN |
|
16-197 |
Cl |
NO2 |
Et |
CN |
|
16-198 |
Cl |
SO2Me |
Et |
CN |
|
16-199 |
OMe |
Me |
Et |
CN |
|
16-200 |
OMe |
F |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
16-201 |
OMe |
Cl |
Et |
CN |
|
16-202 |
OMe |
Br |
Et |
CN |
|
16-203 |
OMe |
I |
Et |
CN |
|
16-204 |
OMe |
CF3 |
Et |
CN |
|
16-205 |
OMe |
CHF2 |
Et |
CN |
|
16-206 |
OMe |
CF2Cl |
Et |
CN |
|
16-207 |
OMe |
OMe |
Et |
CN |
|
16-208 |
OMe |
NO2 |
Et |
CN |
|
16-209 |
OMe |
SO2Me |
Et |
CN |
|
16-210 |
SO2Me |
Me |
Et |
CN |
|
16-211 |
SO2Me |
F |
Et |
CN |
|
16-212 |
SO2Me |
Cl |
Et |
CN |
|
16-213 |
SO2Me |
Br |
Et |
CN |
|
16-214 |
SO2Me |
I |
Et |
CN |
|
16-215 |
SO2Me |
CF3 |
Et |
CN |
|
16-216 |
SO2Me |
CHF2 |
Et |
CN |
|
16-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
16-218 |
SO2Me |
OMe |
Et |
CN |
|
16-219 |
SO2Me |
NO2 |
Et |
CN |
|
16-220 |
SO2Me |
SO2Me |
Et |
CN |
|
16-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
16-222 |
Me |
F |
CH2CH2OMe |
CN |
|
16-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
16-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
16-225 |
Me |
I |
CH2CH2OMe |
CN |
|
16-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
16-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
16-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
16-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
16-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
16-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
16-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
16-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
16-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
16-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
16-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
16-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
16-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
16-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
16-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
16-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
16-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
16-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
16-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
16-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
16-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
16-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
16-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
16-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
16-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
16-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
16-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
16-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
16-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
16-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
16-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
16-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
16-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
16-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
16-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
16-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
16-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
16-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
16-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表17:本发明式(I)化合物的钠盐形式,其中Q为Q1,且Rx为甲基,W为氢,且t=0
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
17-1 |
Me |
Me |
Me |
H |
|
17-2 |
Me |
Cl |
Me |
H |
|
17-3 |
Me |
CF3 |
Me |
H |
|
17-4 |
Me |
CHF2 |
Me |
H |
|
17-5 |
Cl |
Me |
Me |
H |
|
17-6 |
Cl |
Cl |
Me |
H |
|
17-7 |
Cl |
CF3 |
Me |
H |
|
17-8 |
Cl |
CHF2 |
Me |
H |
|
17-9 |
OMe |
Me |
Me |
H |
|
17-10 |
OMe |
Cl |
Me |
H |
|
17-11 |
OMe |
CF3 |
Me |
H |
|
17-12 |
OMe |
CHF2 |
Me |
H |
|
17-13 |
SO2Me |
Me |
Me |
H |
|
17-14 |
SO2Me |
Cl |
Me |
H |
|
17-15 |
SO2Me |
CF3 |
Me |
H |
|
17-16 |
SO2Me |
CHF2 |
Me |
H |
|
17-17 |
Me |
Me |
Et |
H |
|
17-18 |
Me |
Cl |
Et |
H |
|
17-19 |
Me |
CF3 |
Et |
H |
|
17-20 |
Me |
CHF2 |
Et |
H |
|
17-21 |
Cl |
Me |
Et |
H |
|
17-22 |
Cl |
Cl |
Et |
H |
|
17-23 |
Cl |
CF3 |
Et |
H |
|
17-24 |
Cl |
CHF2 |
Et |
H |
|
17-25 |
OMe |
Me |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
17-26 |
OMe |
Cl |
Et |
H |
|
17-27 |
OMe |
CF3 |
Et |
H |
|
17-28 |
OMe |
CHF2 |
Et |
H |
|
17-29 |
SO2Me |
Me |
Et |
H |
|
17-30 |
SO2Me |
Cl |
Et |
H |
|
17-31 |
SO2Me |
CF3 |
Et |
H |
|
17-32 |
SO2Me |
CHF2 |
Et |
H |
|
17-33 |
Me |
Me |
CH2CH2OMe |
H |
|
17-34 |
Me |
Cl |
CH2CH2OMe |
H |
|
17-35 |
Me |
CF3 |
CH2CH2OMe |
H |
|
17-36 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
17-37 |
Cl |
Me |
CH2CH2OMe |
H |
|
17-38 |
Cl |
Cl |
CH2CH2OMe |
H |
|
17-39 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
17-40 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
17-41 |
OMe |
Me |
CH2CH2OMe |
H |
|
17-42 |
OMe |
Cl |
CH2CH2OMe |
H |
|
17-43 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
17-44 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
17-45 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
17-46 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
17-47 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
17-48 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
17-49 |
Me |
Me |
Me |
CN |
|
17-50 |
Me |
Cl |
Me |
CN |
|
17-51 |
Me |
CF3 |
Me |
CN |
|
17-52 |
Me |
CHF2 |
Me |
CN |
|
17-53 |
Cl |
Me |
Me |
CN |
|
17-54 |
Cl |
Cl |
Me |
CN |
|
17-55 |
Cl |
CF3 |
Me |
CN |
|
17-56 |
Cl |
CHF2 |
Me |
CN |
|
17-57 |
OMe |
Me |
Me |
CN |
|
17-58 |
OMe |
Cl |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
17-59 |
OMe |
CF3 |
Me |
CN |
|
17-60 |
OMe |
CHF2 |
Me |
CN |
|
17-61 |
SO2Me |
Me |
Me |
CN |
|
17-62 |
SO2Me |
Cl |
Me |
CN |
|
17-63 |
SO2Me |
CF3 |
Me |
CN |
|
17-64 |
SO2Me |
CHF2 |
Me |
CN |
|
17-65 |
Me |
Me |
Et |
CN |
|
17-66 |
Me |
Cl |
Et |
CN |
|
17-67 |
Me |
CF3 |
Et |
CN |
|
17-68 |
Me |
CHF2 |
Et |
CN |
|
17-69 |
Cl |
Me |
Et |
CN |
|
17-70 |
Cl |
Cl |
Et |
CN |
|
17-71 |
Cl |
CF3 |
Et |
CN |
|
17-72 |
Cl |
CHF2 |
Et |
CN |
|
17-73 |
OMe |
Me |
Et |
CN |
|
17-74 |
OMe |
Cl |
Et |
CN |
|
17-75 |
OMe |
CF3 |
Et |
CN |
|
17-76 |
OMe |
CHF2 |
Et |
CN |
|
17-77 |
SO2Me |
Me |
Et |
CN |
|
17-78 |
SO2Me |
Cl |
Et |
CN |
|
17-79 |
SO2Me |
CF3 |
Et |
CN |
|
17-80 |
SO2Me |
CHF2 |
Et |
CN |
|
17-81 |
Me |
Me |
CH2CH2OMe |
CN |
|
17-82 |
Me |
Cl |
CH2CH2OMe |
CN |
|
17-83 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
17-84 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
17-85 |
Cl |
Me |
CH2CH2OMe |
CN |
|
17-86 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
17-87 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
17-88 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
17-89 |
OMe |
Me |
CH2CH2OMe |
CN |
|
17-90 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
17-91 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
17-92 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
17-93 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
17-94 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
17-95 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
17-96 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
表18:本发明式(I)的化合物,其中Q为Q3,且RY为氯,R”和W各自为氢,且t=0
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
18-1 |
Me |
Me |
Me |
H |
|
18-2 |
Me |
F |
Me |
H |
|
18-3 |
Me |
Cl |
Me |
H |
|
18-4 |
Me |
Br |
Me |
H |
|
18-5 |
Me |
I |
Me |
H |
|
18-6 |
Me |
CF3 |
Me |
H |
|
18-7 |
Me |
CHF2 |
Me |
H |
|
18-8 |
Me |
CF2Cl |
Me |
H |
|
18-9 |
Me |
OMe |
Me |
H |
|
18-10 |
Me |
NO2 |
Me |
H |
|
18-11 |
Me |
SO2Me |
Me |
H |
|
18-12 |
Cl |
Me |
Me |
H |
|
18-13 |
Cl |
F |
Me |
H |
|
18-14 |
Cl |
Cl |
Me |
H |
|
18-15 |
Cl |
Br |
Me |
H |
|
18-16 |
Cl |
I |
Me |
H |
|
18-17 |
Cl |
CF3 |
Me |
H |
|
18-18 |
Cl |
CHF2 |
Me |
H |
|
18-19 |
Cl |
CF2Cl |
Me |
H |
|
18-20 |
Cl |
OMe |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
18-21 |
Cl |
NO2 |
Me |
H |
|
18-22 |
Cl |
SO2Me |
Me |
H |
|
18-23 |
OMe |
Me |
Me |
H |
|
18-24 |
OMe |
F |
Me |
H |
|
18-25 |
OMe |
Cl |
Me |
H |
|
18-26 |
OMe |
Br |
Me |
H |
|
18-27 |
OMe |
I |
Me |
H |
|
18-28 |
OMe |
CF3 |
Me |
H |
|
18-29 |
OMe |
CHF2 |
Me |
H |
|
18-30 |
OMe |
CF2Cl |
Me |
H |
|
18-31 |
OMe |
OMe |
Me |
H |
|
18-32 |
OMe |
NO2 |
Me |
H |
|
18-33 |
OMe |
SO2Me |
Me |
H |
|
18-34 |
SO2Me |
Me |
Me |
H |
|
18-35 |
SO2Me |
F |
Me |
H |
|
18-36 |
SO2Me |
Cl |
Me |
H |
|
18-37 |
SO2Me |
Br |
Me |
H |
|
18-38 |
SO2Me |
I |
Me |
H |
|
18-39 |
SO2Me |
CF3 |
Me |
H |
|
18-40 |
SO2Me |
CHF2 |
Me |
H |
|
18-41 |
SO2Me |
CF2Cl |
Me |
H |
|
18-42 |
SO2Me |
OMe |
Me |
H |
|
18-43 |
SO2Me |
NO2 |
Me |
H |
|
18-44 |
SO2Me |
SO2Me |
Me |
H |
|
18-45 |
Me |
Me |
Et |
H |
|
18-46 |
Me |
F |
Et |
H |
|
18-47 |
Me |
Cl |
Et |
H |
|
18-48 |
Me |
Br |
Et |
H |
|
18-49 |
Me |
I |
Et |
H |
|
18-50 |
Me |
CF3 |
Et |
H |
|
18-51 |
Me |
CHF2 |
Et |
H |
|
18-52 |
Me |
CF2Cl |
Et |
H |
|
18-53 |
Me |
OMe |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
18-54 |
Me |
NO2 |
Et |
H |
|
18-55 |
Me |
SO2Me |
Et |
H |
|
18-56 |
Cl |
Me |
Et |
H |
|
18-57 |
Cl |
F |
Et |
H |
|
18-58 |
Cl |
Cl |
Et |
H |
|
18-59 |
Cl |
Br |
Et |
H |
|
18-60 |
Cl |
I |
Et |
H |
|
18-61 |
Cl |
CF3 |
Et |
H |
|
18-62 |
Cl |
CHF2 |
Et |
H |
|
18-63 |
Cl |
CF2Cl |
Et |
H |
|
18-64 |
Cl |
OMe |
Et |
H |
|
18-65 |
Cl |
NO2 |
Et |
H |
|
18-66 |
Cl |
SO2Me |
Et |
H |
|
18-67 |
OMe |
Me |
Et |
H |
|
18-68 |
OMe |
F |
Et |
H |
|
18-69 |
OMe |
Cl |
Et |
H |
|
18-70 |
OMe |
Br |
Et |
H |
|
18-71 |
OMe |
I |
Et |
H |
|
18-72 |
OMe |
CF3 |
Et |
H |
|
18-73 |
OMe |
CHF2 |
Et |
H |
|
18-74 |
OMe |
CF2Cl |
Et |
H |
|
18-75 |
OMe |
OMe |
Et |
H |
|
18-76 |
OMe |
NO2 |
Et |
H |
|
18-77 |
OMe |
SO2Me |
Et |
H |
|
18-78 |
SO2Me |
Me |
Et |
H |
|
18-79 |
SO2Me |
F |
Et |
H |
|
18-80 |
SO2Me |
Cl |
Et |
H |
|
18-81 |
SO2Me |
Br |
Et |
H |
|
18-82 |
SO2Me |
I |
Et |
H |
|
18-83 |
SO2Me |
CF3 |
Et |
H |
|
18-84 |
SO2Me |
CHF2 |
Et |
H |
|
18-85 |
SO2Me |
CF2Cl |
Et |
H |
|
18-86 |
SO2Me |
OMe |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
18-87 |
SO2Me |
NO2 |
Et |
H |
|
18-88 |
SO2Me |
SO2Me |
Et |
H |
|
18-89 |
Me |
Me |
CH2CH2OMe |
H |
|
18-90 |
Me |
F |
CH2CH2OMe |
H |
|
18-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
18-92 |
Me |
Br |
CH2CH2OMe |
H |
|
18-93 |
Me |
I |
CH2CH2OMe |
H |
|
18-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
18-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
18-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
18-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
18-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
18-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
18-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
18-101 |
Cl |
F |
CH2CH2OMe |
H |
|
18-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
18-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
18-104 |
Cl |
I |
CH2CH2OMe |
H |
|
18-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
18-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
18-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
18-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
18-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
18-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
18-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
18-112 |
OMe |
F |
CH2CH2OMe |
H |
|
18-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
18-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
18-115 |
OMe |
I |
CH2CH2OMe |
H |
|
18-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
18-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
18-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
18-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
18-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
18-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
18-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
18-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
18-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
18-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
18-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
18-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
18-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
18-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
18-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
18-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
18-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
18-133 |
Me |
Me |
Me |
CN |
|
18-134 |
Me |
F |
Me |
CN |
|
18-135 |
Me |
Cl |
Me |
CN |
|
18-136 |
Me |
Br |
Me |
CN |
|
18-137 |
Me |
I |
Me |
CN |
|
18-138 |
Me |
CF3 |
Me |
CN |
|
18-139 |
Me |
CHF2 |
Me |
CN |
|
18-140 |
Me |
CF2Cl |
Me |
CN |
|
18-141 |
Me |
OMe |
Me |
CN |
|
18-142 |
Me |
NO2 |
Me |
CN |
|
18-143 |
Me |
SO2Me |
Me |
CN |
|
18-144 |
Cl |
Me |
Me |
CN |
|
18-145 |
Cl |
F |
Me |
CN |
|
18-146 |
Cl |
Cl |
Me |
CN |
|
18-147 |
Cl |
Br |
Me |
CN |
|
18-148 |
Cl |
I |
Me |
CN |
|
18-149 |
Cl |
CF3 |
Me |
CN |
|
18-150 |
Cl |
CHF2 |
Me |
CN |
|
18-151 |
Cl |
CF2Cl |
Me |
CN |
|
18-152 |
Cl |
OMe |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
18-153 |
Cl |
NO2 |
Me |
CN |
|
18-154 |
Cl |
SO2Me |
Me |
CN |
|
18-155 |
OMe |
Me |
Me |
CN |
|
18-156 |
OMe |
F |
Me |
CN |
|
18-157 |
OMe |
Cl |
Me |
CN |
|
18-158 |
OMe |
Br |
Me |
CN |
|
18-159 |
OMe |
I |
Me |
CN |
|
18-160 |
OMe |
CF3 |
Me |
CN |
|
18-161 |
OMe |
CHF2 |
Me |
CN |
|
18-162 |
OMe |
CF2Cl |
Me |
CN |
|
18-163 |
OMe |
OMe |
Me |
CN |
|
18-164 |
OMe |
NO2 |
Me |
CN |
|
18-165 |
OMe |
SO2Me |
Me |
CN |
|
18-166 |
SO2Me |
Me |
Me |
CN |
|
18-167 |
SO2Me |
F |
Me |
CN |
|
18-168 |
SO2Me |
Cl |
Me |
CN |
|
18-169 |
SO2Me |
Br |
Me |
CN |
|
18-170 |
SO2Me |
I |
Me |
CN |
|
18-171 |
SO2Me |
CF3 |
Me |
CN |
|
18-172 |
SO2Me |
CHF2 |
Me |
CN |
|
18-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
18-174 |
SO2Me |
OMe |
Me |
CN |
|
18-175 |
SO2Me |
NO2 |
Me |
CN |
|
18-176 |
SO2Me |
SO2Me |
Me |
CN |
|
18-177 |
Me |
Me |
Et |
CN |
|
18-178 |
Me |
F |
Et |
CN |
|
18-179 |
Me |
Cl |
Et |
CN |
|
18-180 |
Me |
Br |
Et |
CN |
|
18-181 |
Me |
I |
Et |
CN |
|
18-182 |
Me |
CF3 |
Et |
CN |
|
18-183 |
Me |
CHF2 |
Et |
CN |
|
18-184 |
Me |
CF2Cl |
Et |
CN |
|
18-185 |
Me |
OMe |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
18-186 |
Me |
NO2 |
Et |
CN |
|
18-187 |
Me |
SO2Me |
Et |
CN |
|
18-188 |
Cl |
Me |
Et |
CN |
|
18-189 |
Cl |
F |
Et |
CN |
|
18-190 |
Cl |
Cl |
Et |
CN |
|
18-191 |
Cl |
Br |
Et |
CN |
|
18-192 |
Cl |
I |
Et |
CN |
|
18-193 |
Cl |
CF3 |
Et |
CN |
|
18-194 |
Cl |
CHF2 |
Et |
CN |
|
18-195 |
Cl |
CF2Cl |
Et |
CN |
|
18-196 |
Cl |
OMe |
Et |
CN |
|
18-197 |
Cl |
NO2 |
Et |
CN |
|
18-198 |
Cl |
SO2Me |
Et |
CN |
|
18-199 |
OMe |
Me |
Et |
CN |
|
18-200 |
OMe |
F |
Et |
CN |
|
18-201 |
OMe |
Cl |
Et |
CN |
|
18-202 |
OMe |
Br |
Et |
CN |
|
18-203 |
OMe |
I |
Et |
CN |
|
18-204 |
OMe |
CF3 |
Et |
CN |
|
18-205 |
OMe |
CHF2 |
Et |
CN |
|
18-206 |
OMe |
CF2Cl |
Et |
CN |
|
18-207 |
OMe |
OMe |
Et |
CN |
|
18-208 |
OMe |
NO2 |
Et |
CN |
|
18-209 |
OMe |
SO2Me |
Et |
CN |
|
18-210 |
SO2Me |
Me |
Et |
CN |
|
18-211 |
SO2Me |
F |
Et |
CN |
|
18-212 |
SO2Me |
Cl |
Et |
CN |
|
18-213 |
SO2Me |
Br |
Et |
CN |
|
18-214 |
SO2Me |
I |
Et |
CN |
|
18-215 |
SO2Me |
CF3 |
Et |
CN |
|
18-216 |
SO2Me |
CHF2 |
Et |
CN |
|
18-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
18-218 |
SO2Me |
OMe |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
18-219 |
SO2Me |
NO2 |
Et |
CN |
|
18-220 |
SO2Me |
SO2Me |
Et |
CN |
|
18-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
18-222 |
Me |
F |
CH2CH2OMe |
CN |
|
18-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
18-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
18-225 |
Me |
I |
CH2CH2OMe |
CN |
|
18-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
18-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
18-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
18-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
18-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
18-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
18-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
18-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
18-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
18-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
18-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
18-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
18-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
18-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
18-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
18-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
18-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
18-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
18-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
18-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
18-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
18-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
18-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
18-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
18-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
18-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
18-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
18-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
18-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
18-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
18-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
18-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
18-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
18-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
18-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
18-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
18-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
18-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
18-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
B.制剂实施例
a)通过如下方法获得粉剂:将10重量份式(I)化合物和/或其盐和90重量份作为惰性物质的滑石进行混合并在锤式磨机中粉碎混合物。
b)通过如下方法获得易于分散于水中的可湿性粉剂:将25重量份式(I)化合物和/或其盐、64重量份作为惰性物质的含高岭土的石英、10重量份木质素磺酸钾,和1重量份的作为润湿剂和分散剂的油酰基甲基牛磺酸钠混合,并在销棒式磨机中研磨所述混合物。
c)通过如下方法获得易于分散于水的分散浓缩剂:将20重量份式(I)的化合物和/或其盐与6重量份烷基酚聚乙二醇醚()、3重量份异十三烷醇聚乙二醇醚(8 EO)和71重量份石蜡矿物油(沸程为例如约255至高于277℃)混合,并在球磨机中研磨所述混合物至细度低于5微米。
d)乳油由15重量份式(I)的化合物和/或其盐、75重量份作为溶剂的环己酮和10重量份作为乳化剂的乙氧基化壬基酚而获得。
e)通过如下方法获得水分散性颗粒剂:
将以下物质混合
75重量份式(I)的化合物和/或其盐,
10重量份木质素磺酸钙,
5重量份月桂基硫酸钠,
3重量份聚乙烯醇,和
7重量份高岭土,
将混合物在销棒式磨机中研磨并在流化床中通过喷洒作为粒化液体的水而使粉末粒化。
f)通过如下方法获得水分散性颗粒剂:
将以下物质在胶磨机中均化和预粉碎
25重量份式(I)的化合物和/或其盐,
5重量份2,2'-二萘基甲烷-6,6'-二磺酸钠,
2重量份油酰基甲基牛磺酸钠,
1重量份聚乙烯醇,
17重量份碳酸钙,和
50重量份水,
随后在砂磨机中研磨所述混合物,并在喷雾塔中通过单料喷嘴雾化和干燥所得悬浮剂。
C.生物实施例
1.抵抗有害植物的出苗前除草作用
将单子叶或双子叶杂草植物和作物植物的种子置于盛有沙质壤土的木质纤维盆中,并用土壤覆盖。将本发明的化合物配制为可湿性粉剂(WP)或乳油(EC)的形式,然后以水悬浮液或乳液的形式施用至覆盖土壤的表面,水施用率为600至800l/ha(经换算)且添加了0.2%的润湿剂。在处理后,将盆置于温室中并且保持在对于所测试的植物而言良好的生长条件下。在3周测试期后,通过与未处理的对照组比较,目测评估对测试植物的损害程度(除草活性百分比(%):100%活性=植物死亡、0%活性=与对照植物相似)。此处,化合物编号1-028、1-138和1-270各自在320g/ha的施用量下对苘麻(Abutilon theophrasti)、苋属(Amaranthus)、反枝苋(retroflexus)、水莎草(Cyperus serotinus)、稗草(echinochloaCrus-galli)、淡甘菊(Matricaria inodora)、狗尾草(Setaria viridis)、繁缕(Stellaria media)、阿拉伯婆婆纳(Veronicapersica)和三色堇(Viola tricolor)具有至少80%的活性。
2.抗有害植物的出苗后除草作用
将单子叶或双子叶杂草和作物植物的种子置于盛有沙质壤土的木质纤维盆中,用土壤覆盖并置于温室中,在良好生长条件下栽培。在播种两到三周后,对生长至一叶期的测试植物进行处理。将本发明化合物配制为可湿性粉剂(WP)或乳油(EC),以水悬浮液或乳液的形式喷洒至绿色植物部位,水施用率为600至800l/ha(经换算)且添加了0.2%的润湿剂。将测试植物在温室中于最佳生长条件下放置约3周后,通过与未处理的对照组比较,目测评估制剂的活性(除草活性百分比(%):100%活性=植物死亡、0%活性=与对照植物相似)。此处,化合物编号1-028、1-138和1-270各自在80g/ha的施用量下对苘麻(Abutilon theophrasti)、稗草(echinochloaCrus-galli)、淡甘菊(Matricaria inodora)、狗尾草(Setaria viridis)、繁缕(Stellaria media)、阿拉伯婆婆纳(Veronicapersica)具有至少80%的活性。