除草的亚磺酰亚氨酰基苯甲酰基衍生物和磺酰亚氨酰基苯甲酰基衍生物
本发明涉及的技术领域为除草剂,具体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 03/014071 A1和WO 2011/012247 A1公开了具有除草活性的苯甲酰环己二酮,其在苯基环的3位上带有烷基硫基、烷基亚磺酰基或烷基磺酰基。具有除草活性的在苯基环的3位上带有烷基硫基、烷基亚磺酰基或烷基磺酰基的苯甲酰基吡唑已知于WO 2008/125214 A1和WO2009/149806 A2。US 2011/0144345 A1和WO 2004/052849 A1各自公开了在苯基环的3位上带有亚砜亚氨基的苯甲酰基衍生物。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,在苯基环的3位上带有亚磺酰亚氨酰基(sulfinimidoyl)和磺酰亚氨酰基(sulfonimidoyl)的苯甲酰基衍生物特别适合作为除草剂。
因此,本发明提供了式(I)的亚磺酰亚氨酰基苯甲酰基衍生物和磺酰亚氨酰基苯甲酰基衍生物及其盐
其中,符号和标引具有以下意义:
Q为基团Q1、Q2、Q3、Q4或Q5,
Ra为羟基、R6S、R7(R8)N,
Rb、Rc、Rf和Rg各自彼此独立地为氢或(C1-C4)-烷基,
Rd、Re各自彼此独立地为氢或(C1-C4)-烷基或与其连接的碳原子一起形成羰基,
Rh为氢、(C1-C6)-烷基磺酰基、(C1-C4)-烷氧基-(C1-C6)-烷基磺酰基、苯磺酰基、苯硫基-2-磺酰基(thiophenyl-2-sulfonyl)、苯甲酰基、苯甲酰基-(C1-C6)-烷基、苄基,其中最后提到的5个基团可以任选被卤素、(C1-C4)-烷基或(C1-C4)-烷氧基单取代或多取代,
Ri为(C1-C4)-烷基,
Rk为氢、(C1-C4)-烷基、(C3-C7)-环烷基,
A和Y各自独立地为氧、S(O)n、N(R3)、羰基或(C1-C4)-亚烷基,所述(C1-C4)-亚烷基可被n个R9基团取代,且被选自氧、S(O)n、N(R3)和羰基的n个元素间隔,
X为硝基、卤素、氰基、氰硫基(thiocyanato)、(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,其中最后提到的6个基团各自被s个选自硝基、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)-烷基的基团取代,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,其中最后提到的6个基团各自被s个选自硝基、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)-烷基的基团取代,且其中杂环基带有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-C7)-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的基团取代,或者
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,其各自的环状部分被s个选自硝基、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)-烷基的基团取代,且其中杂环基带有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、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,其中上述6个苯基、杂芳基和杂环基的环状部分被s个选自硝基、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)-烷基的基团取代,且其中杂环基带有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,其中最后提到的15个基团各自被s个选自硝基、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)-烷基的基团取代,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、(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,其中最后提到的15个基团各自被s个选自硝基、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,且其中杂环基带有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)-烷基或为苯基,所述苯基被m个选自卤素、硝基、氰基、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基和(C1-C4)-卤代烷氧基的基团取代,
R7为氢、(C1-C4)-烷基或(C1-C4)-烷氧基,
R8为氢或(C1-C4)-烷基,
或者
R7和R8与其连接的氮原子一起形成5元或6元的饱和、部分饱和或不饱和的环,其另外含有n个选自氮、氧和硫的杂原子,且其可被m个选自卤素、氰基、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基和(C1-C4)-卤代烷氧基的基团取代,
R9为卤素、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基或(C1-C4)-烷氧基-(C1-C4)-烷基,
m为0、1、2、3、4或5,
n为0、1或2,
s为0、1、2或3,
t为0或1。
在式(I)和下面给出的所有式中,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3至6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3至6个碳环成员的单环烯基,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,且其可以另外与苯并环进行稠合。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个环原子的芳香族环状基团,其中1至4个环原子选自氧、氮和硫,且其可以另外与苯并环进行稠合。杂芳基为例如苯并咪唑-2-基、呋喃基、咪唑基、异噁唑基、异噻唑基、噁唑基、吡嗪基、嘧啶基、哒嗪基、吡啶基、苯并异噁唑基、噻唑基、吡咯基、吡唑基、苯硫基、1,2,3-噁二唑基、1,2,4-噁二唑基、1,2,5-噁二唑基、1,3,4-噁二唑基、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-噁三唑基、1,2,3,5-噁三唑基、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,则表示这个基团被一个或更多个相同或不同的上述基团取代。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被排除在权利要求之外。
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。如果存在例如一个或更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),也会出现立体异构体。另外,亚砜亚胺基(sulfoximino)基团和硫亚胺基(sulfilimino)基团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过程获得。还可使用具有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。
式(I)的化合物能够形成盐。可通过使碱作用于具有酸性氢原子的式(I)的化合物——例如在Ra为羟基或Rh为氢的情况下——而形成盐。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,与有机胺形成的盐或季铵盐,所述季铵盐为例如具有式[NRR*R**R***]+阳离子的盐,其中R、R*、R**和R***各自彼此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(alkylsulfonium)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)的化合物可以形成盐,所述无机酸为例如HCl、HBr、H2SO4、H3PO4或HNO3,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,这些盐包含酸的共轭碱作为阴离子。
优选式(I)的化合物,其中
Q为基团Q1、Q2、Q3、Q4或Q5,
Ra为羟基,
Rb、Rc、Rf和Rg各自彼此独立地为氢或(C1-C4)-烷基,
Rd、Re各自彼此独立地为氢或(C1-C4)-烷基或与其连接的碳原子一起形成羰基,
Rh为氢,
Ri为(C1-C4)-烷基,
Rk为氢、(C1-C4)-烷基、(C3-C7)-环烷基,
A和Y各自彼此独立地为氧或(C1-C4)-亚烃基,所述(C1-C4)-亚烷基可被n个R9基团取代,
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,其中最后提到的6个基团被s个选自硝基、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)-烷基的基团取代,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,其中最后提到的6个基团被s个选自硝基、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)-烷基的基团取代,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,其各自被s个选自卤素、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的基团取代,或者
为(C3-C6)-环烷基,其各自被s个选自卤素、(C1-C6)-烷基、卤代-(C1-C6)-烷基、(C3-C6)-环烷基、R1O(O)C和(R1)2N(O)C的基团取代,
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,
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,其中最后提到的9个基团各自被s个选自硝基、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)-烷基的基团取代,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,其中最后提到的9个基团各自被s个选自硝基、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)-烷基的基团取代,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,
R9为卤素、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基或(C1-C4)-烷氧基-(C1-C4)-烷基,
n为0、1或2,
s为0、1、2或3,
t为0或1。
特别优选式(I)的化合物,其中
Q为基团Q1、Q2、Q3、Q4或Q5,
Ra为羟基,
Rb、Rc、Rf和Rg各自独立地为氢或甲基,
Rd、Re为氢或与其连接的碳原子一起形成羰基,
Rh为氢,
Ri为甲基或乙基,
Rk为氢、甲基或环丙基,
A和Y各自独立地为CH2或CH2CH2,
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、甲基硫烷基、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、甲基硫烷基、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’为氢或氰基
t为0或1。
本发明的式(I)的化合物可由相应的式(I-硫醚)的硫醚(方案1)制备。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,并且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(sulfonated sulfilimines)氧化成相应的亚砜亚胺可例如用氢完成。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产生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例如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 A1、WO 2008/141843 A1、WO 2008/097235 A1、US2008/0207910 A1、US 2008/0194634 A1和US 2010/0056534 A1。
方案1
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。最佳的过程取决于所讨论的取代类型。
式(I-硫醚)和式(I-亚砜)的化合物是已知的,并且记载于例如WO 2003/014071 A1、WO 2008/125214 A1、WO 2009/149806 A1、WO2011012247 A1、WO 2011012247 A1、EP 0 609 798 A1和EP 0 625 508 A1。
改变反应步骤的顺序可能是有利的。在某些条件下,亚砜亚胺、尤其是硫亚胺稳定性不足(Bolm,C.Adv.Synth.Catal.2010,352,309),所以,如方案1所示,首先在硫醚阶段合成苯甲酰基衍生物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(或在更早阶段)由硫醚产生亚砜亚胺的硫亚胺,随后仅将苯甲酸转化成其苯甲酰基衍生物也是有利的(方案2)。由苯甲酸到其苯甲酰基衍生物的转化已知于多种不包含硫亚胺基团或亚砜亚胺基团的结构,且记载于例如WO 2003/014071 A1、WO 2008/125214A1、WO 2009/149806 A1、WO 2011012247 A1、WO 2011012247 A1、EP0 609 798 A1和EP 0 625 508 A1。根据取代类型,通过这条路线合成本发明式(I)的化合物可能是有利的。
方案2
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抗亲核试剂,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稳定许多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等人,Tetrahedron Letters 43(2002),3985-3987)。
上述的式(IIa)和(IIb)的苯甲酸及其乙基酯、甲基酯和苯甲酰氯是新颖的并且可由式(II)代表。
在式(II)中,Q*为羟基、乙氧基、甲氧基或氯。R、R’、X、W、Z和t的含义与式(I)中的相同。式(II)的化合物尤其适合制备本发明式(I)的化合物。式(II)的化合物也形成本发明主题的一部分。
各反应混合物通常按照已知方法进行后处理,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页中记载的过程。
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。例如购自ISCO,Inc.,4700SuperiorStreet,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。这可通过使用部分整体或整体自动化系统而避免,其中相关的自动化模块由例如机器人操控。这类自动化系统可例如Caliper,Hopkinton,MA 01748,USA。
单独或多个合成步骤的进行可以通过使用聚合物负载试剂/清除树脂(scavenger resin)辅助。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。针对此目的,将所述合成方法中的或适用于相关过程的合成方法中的各个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的“The Combinatorial Index”,Academic Press,1998和CombinatorialChemistry–Synthesis,Analysis,Screening(Editor Günther Jung),Wiley,1999。使用固相负载合成法可以进行文献中已知的一系列方案,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,12140Community Road,Poway,CA92064,USA的微反应器中进行。
通过使用微波技术,在固相上和液相中都可以实施单独的或多个合成步骤。专业文献中描述了一系列的实验方案,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进行制备,可以获得物质集合形式的式(I)化合物及其盐,称为库(library)。本发明也涉及包括至少两种式(I)的化合物及其盐的库。
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。
因此,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更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。将提及可以通过本发明的化合物防治的单子叶和双子叶杂草植物群的各个有代表性的实例,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)、假剪股颖属(Apera)、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)、爢草属(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)、单花葵属(Anoda)、春黄菊属(Anthemis)、蔷薇属(Aphanes)、蒿属(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)、木槿属(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)、粟米草属(Mullugo)、勿忘草属(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)、猪毛草属(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。
当在发芽后将所述活性物质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生长阶段,或者在一段时间后完全死亡,从而在早期及时并以持续的方式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,但是经济上重要的作物的作物植物,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高度适用于在作物植物中,例如农业有用植物或观赏植物中选择性地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)在作物植物中具有优异的生长调节性能。它们以调节的方式参与植物的新陈代谢,并且因此可以以靶向方式用于影响植物的组成,以及有助于采收,例如通过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不破坏这个过程中的植物。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,所述活性物质也可用于在转基因植物中或通过常规诱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,对于植物病害或植物病害的致病生物的抗性,所述生物例如某些昆虫或微生物,例如真菌、细菌或病毒。其他特别性质涉及到例如采收物的产量、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,或者在采收物中具有不同的脂肪酸组成的转基因植物。
优选在经济上重要的有用植物和观赏性植物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为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、EPA0464461),
-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”)
-以更高产量或更好品质为特征的转基因作物,
-以结合了例如上述新性能(“基因叠加”)为特征的转基因作物。
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和G.Spangenberg(编写)的GeneTransfer to 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,可以将能够产生诱变或通过重组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,可以向片段中加入接头(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以获得完整的植物。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物质的除草剂具有抗性。
当将本发明的活性物质用于转基因作物时,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。可能的制剂的实例为: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,可以生产与其他农药活性物质——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,其除了含有活性物质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:将活性物质溶于有机溶剂(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。
粉剂可通过将活性物质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物质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物质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。合适的活性物质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,活性物质的浓度例如为约10至90重量%,100重量%的余量由常规制剂成分组成。在悬乳浓缩剂中,活性物质的浓度可为约1至90重量%,优选为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,优选为通常含有5至20重量%的活性物质;可喷洒性溶液剂中含有约0.05至80重量%、优选为2至50重量%的活性物质。对于水分散性颗粒剂而言,活性化合物的含量部分取决于活性化合物是以液体形式还是以固体形式存在,以及所使用的粒化助剂和填料等。在水分散性颗粒剂中,活性物质的含量例如为1至95重量%,优选地为10至80重量%。
此外,如果合适,所述活性物质制剂各自含有常用的助剂,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。
基于这些制剂,还可以生产与其他农药活性物质(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物质为,例如,已知的基于抑制以下物质的活性物质,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Weed Research26(1986)441-445页或“The Pesticide Manual”,第14版,The British CropProtection Council and the Royal Soc.of Chemistry,2003以及其中引用的文献中。已知的可与本发明化合物结合的除草剂或植物生长调节剂为,例如,以下的活性物质(所述活性化合物按照国际标准化组织(ISO)的通用名称或按照化学名称进行命名,如果合适,连同编号一起)并且往往包含所有的使用形式如酸、盐、酯和同分异构体(如立体异构体和光学异构体)。
为了使用,如果合适,将以市售形式存在的制剂以常规方式进行稀释,例如可湿性粉剂、乳油、分散剂、水分散性颗粒剂可用水进行稀释。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,例如温度、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
5-羟基-1,3-二甲基-4-[3-(N-氰基-S-甲基磺酰亚氨酰基)-2-甲氧基-4-(三氟甲基)苯甲酰基]吡唑(表中第4-160号实施例)的合成
步骤1:3-(N-氰基-S-甲基磺酰亚氨酰基)-2-甲氧基-4-(三氟甲基)苯甲酸(表中第15-28号实施例)的合成
将3.71g(33.1mmol)叔丁醇钾加入到溶于250ml甲醇的4.00g(15.0mmol)2-甲氧基-3-(甲基硫烷基)-4-(三氟甲基)苯甲酸溶液中。搅拌混合物10分钟,然后依次加入1.07g(25.5mmol)氰胺和4.81g(27.0mmol)N-溴代琥珀酰亚胺。之后在室温下搅拌内容物2h。然后利用旋转蒸发仪除去混合物中的溶剂,且每次用120ml乙腈和水的混合物接收残余物。加入7.21g(45.1mmol)高锰酸钠一水合物,混合物在室温下搅拌一周。在这一周期间,间隔一天或两天,在每种情况下加入3.6g(22.5mmol)高锰酸钠一水合物。对于后处理,加入10重量%的硫酸氢钠水溶液。利用旋转蒸发仪在最高30℃的温度下,溶剂被基本上除去。在冰水浴中冷却残余物,然后用1M盐酸酸化。混合物用冰冷的二氯甲烷萃取三次。利用旋转蒸发仪除去有机相中的溶剂,且残余物通过色谱法纯化,得到1.30g纯度为80重量%的产物。
步骤2:5-羟基-1,3-二甲基-4-[3-(N-氰基-S-甲基磺酰亚氨酰基)-2-甲氧基-4-(三氟甲基)苯甲酰基]吡唑的合成
首先将165mg(75重量%;0.384mmol)3-(N-氰基-S-甲基磺酰亚氨酰基)-2-甲氧基-4-(三氟甲基)苯甲酸和68.9mg(0.614mmol)5-羟基-1,3-二甲基吡唑加入到20ml二氯甲烷中,并加入128mg(0.666mmol)1-(3-二甲基氨丙基)-3-乙基碳二亚胺盐酸盐。室温下搅拌混合物16h,对于后处理,用1M盐酸洗涤。相分离后,对有机相进行干燥、过滤,并利用旋转蒸发仪除去有机相中的溶剂。残余物通过色谱法纯化,然后将所得中间物溶解在15ml乙腈中。之后加入104mg(1.02mmol)三乙胺、8滴三甲基氰化物(trimethylcyanide)和一抹刀尖端(spatula tip)的氰化钾。室温下搅拌混合物16h,对于后处理,除去混合物中的溶剂。残余物用二氯甲烷接收,并用3ml 1M盐酸进行洗涤。相分离后,除去有机相中的溶剂,残余物通过色谱法纯化,得到31.3mg纯度为85重量%的5-羟基-1,3-二甲基-4-[3-(N-氰基-S-甲基磺酰亚氨酰基)-2-甲氧基-4-(三氟甲基)苯甲酰基]吡唑。
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。这些化合物是特别优选的。
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,Ra为羟基,基团Rb、Rc、Rd、Re、Rf、Rg和W各自为氢,t=1,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
1-1 |
Me |
Me |
Me |
H |
|
1-2 |
Me |
F |
Me |
H |
|
1-3 |
Me |
Cl |
Me |
H |
|
1-4 |
Me |
Br |
Me |
H |
|
1-5 |
Me |
I |
Me |
H |
|
1-6 |
Me |
CF3 |
Me |
H |
|
1-7 |
Me |
CHF2 |
Me |
H |
|
1-8 |
Me |
CF2Cl |
Me |
H |
|
1-9 |
Me |
OMe |
Me |
H |
|
1-10 |
Me |
NO2 |
Me |
H |
|
1-11 |
Me |
SO2Me |
Me |
H |
|
1-12 |
Cl |
Me |
Me |
H |
|
1-13 |
Cl |
F |
Me |
H |
|
1-14 |
Cl |
Cl |
Me |
H |
|
1-15 |
Cl |
Br |
Me |
H |
|
1-16 |
Cl |
I |
Me |
H |
|
1-17 |
Cl |
CF3 |
Me |
H |
|
1-18 |
Cl |
CHF2 |
Me |
H |
|
1-19 |
Cl |
CF2Cl |
Me |
H |
|
1-20 |
Cl |
OMe |
Me |
H |
|
1-21 |
Cl |
NO2 |
Me |
H |
|
1-22 |
Cl |
SO2Me |
Me |
H |
|
1-23 |
OMe |
Me |
Me |
H |
|
1-24 |
OMe |
F |
Me |
H |
|
1-25 |
OMe |
Cl |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
1-26 |
OMe |
Br |
Me |
H |
|
1-27 |
OMe |
I |
Me |
H |
|
1-28 |
OMe |
CF3 |
Me |
H |
|
1-29 |
OMe |
CHF2 |
Me |
H |
|
1-30 |
OMe |
CF2Cl |
Me |
H |
|
1-31 |
OMe |
OMe |
Me |
H |
|
1-32 |
OMe |
NO2 |
Me |
H |
|
1-33 |
OMe |
SO2Me |
Me |
H |
|
1-34 |
SO2Me |
Me |
Me |
H |
|
1-35 |
SO2Me |
F |
Me |
H |
|
1-36 |
SO2Me |
Cl |
Me |
H |
|
1-37 |
SO2Me |
Br |
Me |
H |
|
1-38 |
SO2Me |
I |
Me |
H |
|
1-39 |
SO2Me |
CF3 |
Me |
H |
|
1-40 |
SO2Me |
CHF2 |
Me |
H |
|
1-41 |
SO2Me |
CF2Cl |
Me |
H |
|
1-42 |
SO2Me |
OMe |
Me |
H |
|
1-43 |
SO2Me |
NO2 |
Me |
H |
|
1-44 |
SO2Me |
SO2Me |
Me |
H |
|
1-45 |
Me |
Me |
Et |
H |
|
1-46 |
Me |
F |
Et |
H |
|
1-47 |
Me |
Cl |
Et |
H |
|
1-48 |
Me |
Br |
Et |
H |
|
1-49 |
Me |
I |
Et |
H |
|
1-50 |
Me |
CF3 |
Et |
H |
|
1-51 |
Me |
CHF2 |
Et |
H |
|
1-52 |
Me |
CF2Cl |
Et |
H |
|
1-53 |
Me |
OMe |
Et |
H |
|
1-54 |
Me |
NO2 |
Et |
H |
|
1-55 |
Me |
SO2Me |
Et |
H |
|
1-56 |
Cl |
Me |
Et |
H |
|
1-57 |
Cl |
F |
Et |
H |
|
1-58 |
Cl |
Cl |
Et |
H |
|
1-59 |
Cl |
Br |
Et |
H |
|
1-60 |
Cl |
I |
Et |
H |
|
1-61 |
Cl |
CF3 |
Et |
H |
|
1-62 |
Cl |
CHF2 |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
1-63 |
Cl |
CF2Cl |
Et |
H |
|
1-64 |
Cl |
OMe |
Et |
H |
|
1-65 |
Cl |
NO2 |
Et |
H |
|
1-66 |
Cl |
SO2Me |
Et |
H |
|
1-67 |
OMe |
Me |
Et |
H |
|
1-68 |
OMe |
F |
Et |
H |
|
1-69 |
OMe |
Cl |
Et |
H |
|
1-70 |
OMe |
Br |
Et |
H |
|
1-71 |
OMe |
I |
Et |
H |
|
1-72 |
OMe |
CF3 |
Et |
H |
|
1-73 |
OMe |
CHF2 |
Et |
H |
|
1-74 |
OMe |
CF2Cl |
Et |
H |
|
1-75 |
OMe |
OMe |
Et |
H |
|
1-76 |
OMe |
NO2 |
Et |
H |
|
1-77 |
OMe |
SO2Me |
Et |
H |
|
1-78 |
SO2Me |
Me |
Et |
H |
|
1-79 |
SO2Me |
F |
Et |
H |
|
1-80 |
SO2Me |
Cl |
Et |
H |
|
1-81 |
SO2Me |
Br |
Et |
H |
|
1-82 |
SO2Me |
I |
Et |
H |
|
1-83 |
SO2Me |
CF3 |
Et |
H |
|
1-84 |
SO2Me |
CHF2 |
Et |
H |
|
1-85 |
SO2Me |
CF2Cl |
Et |
H |
|
1-86 |
SO2Me |
OMe |
Et |
H |
|
1-87 |
SO2Me |
NO2 |
Et |
H |
|
1-88 |
SO2Me |
SO2Me |
Et |
H |
|
1-89 |
Me |
Me |
CH2CH2OMe |
H |
|
1-90 |
Me |
F |
CH2CH2OMe |
H |
|
1-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
1-92 |
Me |
Br |
CH2CH2OMe |
H |
|
1-93 |
Me |
I |
CH2CH2OMe |
H |
|
1-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
1-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
1-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
1-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
1-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
1-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
1-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
1-101 |
Cl |
F |
CH2CH2OMe |
H |
|
1-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
1-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
1-104 |
Cl |
I |
CH2CH2OMe |
H |
|
1-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
1-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
1-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
1-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
1-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
1-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
1-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
1-112 |
OMe |
F |
CH2CH2OMe |
H |
|
1-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
1-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
1-115 |
OMe |
I |
CH2CH2OMe |
H |
|
1-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
1-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
1-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
1-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
1-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
1-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
1-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
1-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
1-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
1-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
1-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
1-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
1-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
1-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
1-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
1-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
1-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
1-133 |
Me |
Me |
Me |
CN |
|
1-134 |
Me |
F |
Me |
CN |
|
1-135 |
Me |
Cl |
Me |
CN |
|
1-136 |
Me |
Br |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
1-137 |
Me |
I |
Me |
CN |
|
1-138 |
Me |
CF3 |
Me |
CN |
|
1-139 |
Me |
CHF2 |
Me |
CN |
|
1-140 |
Me |
CF2Cl |
Me |
CN |
|
1-141 |
Me |
OMe |
Me |
CN |
|
1-142 |
Me |
NO2 |
Me |
CN |
|
1-143 |
Me |
SO2Me |
Me |
CN |
|
1-144 |
Cl |
Me |
Me |
CN |
|
1-145 |
Cl |
F |
Me |
CN |
|
1-146 |
Cl |
Cl |
Me |
CN |
|
1-147 |
Cl |
Br |
Me |
CN |
|
1-148 |
Cl |
I |
Me |
CN |
|
1-149 |
Cl |
CF3 |
Me |
CN |
|
1-150 |
Cl |
CHF2 |
Me |
CN |
|
1-151 |
Cl |
CF2Cl |
Me |
CN |
|
1-152 |
Cl |
OMe |
Me |
CN |
|
1-153 |
Cl |
NO2 |
Me |
CN |
|
1-154 |
Cl |
SO2Me |
Me |
CN |
|
1-155 |
OMe |
Me |
Me |
CN |
|
1-156 |
OMe |
F |
Me |
CN |
|
1-157 |
OMe |
Cl |
Me |
CN |
|
1-158 |
OMe |
Br |
Me |
CN |
|
1-159 |
OMe |
I |
Me |
CN |
|
1-160 |
OMe |
CF3 |
Me |
CN |
|
1-161 |
OMe |
CHF2 |
Me |
CN |
|
1-162 |
OMe |
CF2Cl |
Me |
CN |
|
1-163 |
OMe |
OMe |
Me |
CN |
|
1-164 |
OMe |
NO2 |
Me |
CN |
|
1-165 |
OMe |
SO2Me |
Me |
CN |
|
1-166 |
SO2Me |
Me |
Me |
CN |
|
1-167 |
SO2Me |
F |
Me |
CN |
|
1-168 |
SO2Me |
Cl |
Me |
CN |
|
1-169 |
SO2Me |
Br |
Me |
CN |
|
1-170 |
SO2Me |
I |
Me |
CN |
|
1-171 |
SO2Me |
CF3 |
Me |
CN |
|
1-172 |
SO2Me |
CHF2 |
Me |
CN |
|
1-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
1-174 |
SO2Me |
OMe |
Me |
CN |
|
1-175 |
SO2Me |
NO2 |
Me |
CN |
|
1-176 |
SO2Me |
SO2Me |
Me |
CN |
|
1-177 |
Me |
Me |
Et |
CN |
|
1-178 |
Me |
F |
Et |
CN |
|
1-179 |
Me |
Cl |
Et |
CN |
|
1-180 |
Me |
Br |
Et |
CN |
|
1-181 |
Me |
I |
Et |
CN |
|
1-182 |
Me |
CF3 |
Et |
CN |
|
1-183 |
Me |
CHF2 |
Et |
CN |
|
1-184 |
Me |
CF2Cl |
Et |
CN |
|
1-185 |
Me |
OMe |
Et |
CN |
|
1-186 |
Me |
NO2 |
Et |
CN |
|
1-187 |
Me |
SO2Me |
Et |
CN |
|
1-188 |
Cl |
Me |
Et |
CN |
|
1-189 |
Cl |
F |
Et |
CN |
|
1-190 |
Cl |
Cl |
Et |
CN |
|
1-191 |
Cl |
Br |
Et |
CN |
|
1-192 |
Cl |
I |
Et |
CN |
|
1-193 |
Cl |
CF3 |
Et |
CN |
|
1-194 |
Cl |
CHF2 |
Et |
CN |
|
1-195 |
Cl |
CF2Cl |
Et |
CN |
|
1-196 |
Cl |
OMe |
Et |
CN |
|
1-197 |
Cl |
NO2 |
Et |
CN |
|
1-198 |
Cl |
SO2Me |
Et |
CN |
|
1-199 |
OMe |
Me |
Et |
CN |
|
1-200 |
OMe |
F |
Et |
CN |
|
1-201 |
OMe |
Cl |
Et |
CN |
|
1-202 |
OMe |
Br |
Et |
CN |
|
1-203 |
OMe |
I |
Et |
CN |
|
1-204 |
OMe |
CF3 |
Et |
CN |
|
1-205 |
OMe |
CHF2 |
Et |
CN |
|
1-206 |
OMe |
CF2Cl |
Et |
CN |
|
1-207 |
OMe |
OMe |
Et |
CN |
|
1-208 |
OMe |
NO2 |
Et |
CN |
|
1-209 |
OMe |
SO2Me |
Et |
CN |
|
1-210 |
SO2Me |
Me |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
1-211 |
SO2Me |
F |
Et |
CN |
|
1-212 |
SO2Me |
Cl |
Et |
CN |
|
1-213 |
SO2Me |
Br |
Et |
CN |
|
1-214 |
SO2Me |
I |
Et |
CN |
|
1-215 |
SO2Me |
CF3 |
Et |
CN |
|
1-216 |
SO2Me |
CHF2 |
Et |
CN |
|
1-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
1-218 |
SO2Me |
OMe |
Et |
CN |
|
1-219 |
SO2Me |
NO2 |
Et |
CN |
|
1-220 |
SO2Me |
SO2Me |
Et |
CN |
|
1-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
1-222 |
Me |
F |
CH2CH2OMe |
CN |
|
1-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
1-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
1-225 |
Me |
I |
CH2CH2OMe |
CN |
|
1-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
1-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
1-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
1-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
1-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
1-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
1-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
1-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
1-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
1-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
1-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
1-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
1-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
1-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
1-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
1-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
1-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
1-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
1-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
1-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
1-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
1-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
1-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
1-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
1-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
1-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
1-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
1-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
1-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
1-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
1-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
1-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
1-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
1-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
1-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
1-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
1-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
1-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
1-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表2:本发明式(I)的化合物,其中Q为Q2,Ra为羟基,Rb、Rf和W各自为氢,A为CH2CH2,Y为CH2,t=1,且其他基团具有表中指出的含义。
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
2-11 |
Me |
SO2Me |
Me |
H |
|
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 |
|
2-45 |
Me |
Me |
Et |
H |
|
2-46 |
Me |
F |
Et |
H |
|
2-47 |
Me |
Cl |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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Q3,Ri为甲基,Rh、Rk和W各自为氢,t=1,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-1 |
Me |
Me |
Me |
H |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3-31 |
OMe |
OMe |
Me |
H |
|
3-32 |
OMe |
NO2 |
Me |
H |
|
3-33 |
OMe |
SO2Me |
Me |
H |
|
3-34 |
SO2Me |
Me |
Me |
H |
|
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 |
|
3-101 |
Cl |
F |
CH2CH2OMe |
H |
|
3-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
3-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
3-104 |
Cl |
I |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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3a:本发明式(I)的化合物,其中Q为Q3,Ri为乙基,Rh、Rk和W各自为氢,t=1,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3a-1 |
Me |
Me |
Me |
H |
|
3a-2 |
Me |
F |
Me |
H |
|
3a-3 |
Me |
Cl |
Me |
H |
|
3a-4 |
Me |
Br |
Me |
H |
|
3a-5 |
Me |
I |
Me |
H |
|
3a-6 |
Me |
CF3 |
Me |
H |
|
3a-7 |
Me |
CHF2 |
Me |
H |
|
3a-8 |
Me |
CF2Cl |
Me |
H |
|
3a-9 |
Me |
OMe |
Me |
H |
|
3a-10 |
Me |
NO2 |
Me |
H |
|
3a-11 |
Me |
SO2Me |
Me |
H |
|
3a-12 |
Cl |
Me |
Me |
H |
|
3a-13 |
Cl |
F |
Me |
H |
|
3a-14 |
Cl |
Cl |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3a-15 |
Cl |
Br |
Me |
H |
|
3a-16 |
Cl |
I |
Me |
H |
|
3a-17 |
Cl |
CF3 |
Me |
H |
|
3a-18 |
Cl |
CHF2 |
Me |
H |
|
3a-19 |
Cl |
CF2Cl |
Me |
H |
|
3a-20 |
Cl |
OMe |
Me |
H |
|
3a-21 |
Cl |
NO2 |
Me |
H |
|
3a-22 |
Cl |
SO2Me |
Me |
H |
|
3a-23 |
OMe |
Me |
Me |
H |
|
3a-24 |
OMe |
F |
Me |
H |
|
3a-25 |
OMe |
Cl |
Me |
H |
|
3a-26 |
OMe |
Br |
Me |
H |
|
3a-27 |
OMe |
I |
Me |
H |
|
3a-28 |
OMe |
CF3 |
Me |
H |
|
3a-29 |
OMe |
CHF2 |
Me |
H |
|
3a-30 |
OMe |
CF2Cl |
Me |
H |
|
3a-31 |
OMe |
OMe |
Me |
H |
|
3a-32 |
OMe |
NO2 |
Me |
H |
|
3a-33 |
OMe |
SO2Me |
Me |
H |
|
3a-34 |
SO2Me |
Me |
Me |
H |
|
3a-35 |
SO2Me |
F |
Me |
H |
|
3a-36 |
SO2Me |
Cl |
Me |
H |
|
3a-37 |
SO2Me |
Br |
Me |
H |
|
3a-38 |
SO2Me |
I |
Me |
H |
|
3a-39 |
SO2Me |
CF3 |
Me |
H |
|
3a-40 |
SO2Me |
CHF2 |
Me |
H |
|
3a-41 |
SO2Me |
CF2Cl |
Me |
H |
|
3a-42 |
SO2Me |
OMe |
Me |
H |
|
3a-43 |
SO2Me |
NO2 |
Me |
H |
|
3a-44 |
SO2Me |
SO2Me |
Me |
H |
|
3a-45 |
Me |
Me |
Et |
H |
|
3a-46 |
Me |
F |
Et |
H |
|
3a-47 |
Me |
Cl |
Et |
H |
|
3a-48 |
Me |
Br |
Et |
H |
|
3a-49 |
Me |
I |
Et |
H |
|
3a-50 |
Me |
CF3 |
Et |
H |
|
3a-51 |
Me |
CHF2 |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3a-52 |
Me |
CF2Cl |
Et |
H |
|
3a-53 |
Me |
OMe |
Et |
H |
|
3a-54 |
Me |
NO2 |
Et |
H |
|
3a-55 |
Me |
SO2Me |
Et |
H |
|
3a-56 |
Cl |
Me |
Et |
H |
|
3a-57 |
Cl |
F |
Et |
H |
|
3a-58 |
Cl |
Cl |
Et |
H |
|
3a-59 |
Cl |
Br |
Et |
H |
|
3a-60 |
Cl |
I |
Et |
H |
|
3a-61 |
Cl |
CF3 |
Et |
H |
|
3a-62 |
Cl |
CHF2 |
Et |
H |
|
3a-63 |
Cl |
CF2Cl |
Et |
H |
|
3a-64 |
Cl |
OMe |
Et |
H |
|
3a-65 |
Cl |
NO2 |
Et |
H |
|
3a-66 |
Cl |
SO2Me |
Et |
H |
|
3a-67 |
OMe |
Me |
Et |
H |
|
3a-68 |
OMe |
F |
Et |
H |
|
3a-69 |
OMe |
Cl |
Et |
H |
|
3a-70 |
OMe |
Br |
Et |
H |
|
3a-71 |
OMe |
I |
Et |
H |
|
3a-72 |
OMe |
CF3 |
Et |
H |
|
3a-73 |
OMe |
CHF2 |
Et |
H |
|
3a-74 |
OMe |
CF2Cl |
Et |
H |
|
3a-75 |
OMe |
OMe |
Et |
H |
|
3a-76 |
OMe |
NO2 |
Et |
H |
|
3a-77 |
OMe |
SO2Me |
Et |
H |
|
3a-78 |
SO2Me |
Me |
Et |
H |
|
3a-79 |
SO2Me |
F |
Et |
H |
|
3a-80 |
SO2Me |
Cl |
Et |
H |
|
3a-81 |
SO2Me |
Br |
Et |
H |
|
3a-82 |
SO2Me |
I |
Et |
H |
|
3a-83 |
SO2Me |
CF3 |
Et |
H |
|
3a-84 |
SO2Me |
CHF2 |
Et |
H |
|
3a-85 |
SO2Me |
CF2Cl |
Et |
H |
|
3a-86 |
SO2Me |
OMe |
Et |
H |
|
3a-87 |
SO2Me |
NO2 |
Et |
H |
|
3a-88 |
SO2Me |
SO2Me |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3a-89 |
Me |
Me |
CH2CH2OMe |
H |
|
3a-90 |
Me |
F |
CH2CH2OMe |
H |
|
3a-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
3a-92 |
Me |
Br |
CH2CH2OMe |
H |
|
3a-93 |
Me |
I |
CH2CH2OMe |
H |
|
3a-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
3a-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
3a-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
3a-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
3a-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
3a-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
3a-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
3a-101 |
Cl |
F |
CH2CH2OMe |
H |
|
3a-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
3a-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
3a-104 |
Cl |
I |
CH2CH2OMe |
H |
|
3a-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
3a-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
3a-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
3a-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
3a-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
3a-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
3a-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
3a-112 |
OMe |
F |
CH2CH2OMe |
H |
|
3a-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
3a-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
3a-115 |
OMe |
I |
CH2CH2OMe |
H |
|
3a-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
3a-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
3a-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
3a-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
3a-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
3a-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
3a-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
3a-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
3a-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
3a-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3a-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
3a-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
3a-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
3a-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
3a-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
3a-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
3a-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
3a-133 |
Me |
Me |
Me |
CN |
|
3a-134 |
Me |
F |
Me |
CN |
|
3a-135 |
Me |
Cl |
Me |
CN |
|
3a-136 |
Me |
Br |
Me |
CN |
|
3a-137 |
Me |
I |
Me |
CN |
|
3a-138 |
Me |
CF3 |
Me |
CN |
|
3a-139 |
Me |
CHF2 |
Me |
CN |
|
3a-140 |
Me |
CF2Cl |
Me |
CN |
|
3a-141 |
Me |
OMe |
Me |
CN |
|
3a-142 |
Me |
NO2 |
Me |
CN |
|
3a-143 |
Me |
SO2Me |
Me |
CN |
|
3a-144 |
Cl |
Me |
Me |
CN |
|
3a-145 |
Cl |
F |
Me |
CN |
|
3a-146 |
Cl |
Cl |
Me |
CN |
|
3a-147 |
Cl |
Br |
Me |
CN |
|
3a-148 |
Cl |
I |
Me |
CN |
|
3a-149 |
Cl |
CF3 |
Me |
CN |
|
3a-150 |
Cl |
CHF2 |
Me |
CN |
|
3a-151 |
Cl |
CF2Cl |
Me |
CN |
|
3a-152 |
Cl |
OMe |
Me |
CN |
|
3a-153 |
Cl |
NO2 |
Me |
CN |
|
3a-154 |
Cl |
SO2Me |
Me |
CN |
|
3a-155 |
OMe |
Me |
Me |
CN |
|
3a-156 |
OMe |
F |
Me |
CN |
|
3a-157 |
OMe |
Cl |
Me |
CN |
|
3a-158 |
OMe |
Br |
Me |
CN |
|
3a-159 |
OMe |
I |
Me |
CN |
|
3a-160 |
OMe |
CF3 |
Me |
CN |
|
3a-161 |
OMe |
CHF2 |
Me |
CN |
|
3a-162 |
OMe |
CF2Cl |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3a-163 |
OMe |
OMe |
Me |
CN |
|
3a-164 |
OMe |
NO2 |
Me |
CN |
|
3a-165 |
OMe |
SO2Me |
Me |
CN |
|
3a-166 |
SO2Me |
Me |
Me |
CN |
|
3a-167 |
SO2Me |
F |
Me |
CN |
|
3a-168 |
SO2Me |
Cl |
Me |
CN |
|
3a-169 |
SO2Me |
Br |
Me |
CN |
|
3a-170 |
SO2Me |
I |
Me |
CN |
|
3a-171 |
SO2Me |
CF3 |
Me |
CN |
|
3a-172 |
SO2Me |
CHF2 |
Me |
CN |
|
3a-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
3a-174 |
SO2Me |
OMe |
Me |
CN |
|
3a-175 |
SO2Me |
NO2 |
Me |
CN |
|
3a-176 |
SO2Me |
SO2Me |
Me |
CN |
|
3a-177 |
Me |
Me |
Et |
CN |
|
3a-178 |
Me |
F |
Et |
CN |
|
3a-179 |
Me |
Cl |
Et |
CN |
|
3a-180 |
Me |
Br |
Et |
CN |
|
3a-181 |
Me |
I |
Et |
CN |
|
3a-182 |
Me |
CF3 |
Et |
CN |
|
3a-183 |
Me |
CHF2 |
Et |
CN |
|
3a-184 |
Me |
CF2Cl |
Et |
CN |
|
3a-185 |
Me |
OMe |
Et |
CN |
|
3a-186 |
Me |
NO2 |
Et |
CN |
|
3a-187 |
Me |
SO2Me |
Et |
CN |
|
3a-188 |
Cl |
Me |
Et |
CN |
|
3a-189 |
Cl |
F |
Et |
CN |
|
3a-190 |
Cl |
Cl |
Et |
CN |
|
3a-191 |
Cl |
Br |
Et |
CN |
|
3a-192 |
Cl |
I |
Et |
CN |
|
3a-193 |
Cl |
CF3 |
Et |
CN |
|
3a-194 |
Cl |
CHF2 |
Et |
CN |
|
3a-195 |
Cl |
CF2Cl |
Et |
CN |
|
3a-196 |
Cl |
OMe |
Et |
CN |
|
3a-197 |
Cl |
NO2 |
Et |
CN |
|
3a-198 |
Cl |
SO2Me |
Et |
CN |
|
3a-199 |
OMe |
Me |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3a-200 |
OMe |
F |
Et |
CN |
|
3a-201 |
OMe |
Cl |
Et |
CN |
|
3a-202 |
OMe |
Br |
Et |
CN |
|
3a-203 |
OMe |
I |
Et |
CN |
|
3a-204 |
OMe |
CF3 |
Et |
CN |
|
3a-205 |
OMe |
CHF2 |
Et |
CN |
|
3a-206 |
OMe |
CF2Cl |
Et |
CN |
|
3a-207 |
OMe |
OMe |
Et |
CN |
|
3a-208 |
OMe |
NO2 |
Et |
CN |
|
3a-209 |
OMe |
SO2Me |
Et |
CN |
|
3a-210 |
SO2Me |
Me |
Et |
CN |
|
3a-211 |
SO2Me |
F |
Et |
CN |
|
3a-212 |
SO2Me |
Cl |
Et |
CN |
|
3a-213 |
SO2Me |
Br |
Et |
CN |
|
3a-214 |
SO2Me |
I |
Et |
CN |
|
3a-215 |
SO2Me |
CF3 |
Et |
CN |
|
3a-216 |
SO2Me |
CHF2 |
Et |
CN |
|
3a-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
3a-218 |
SO2Me |
OMe |
Et |
CN |
|
3a-219 |
SO2Me |
NO2 |
Et |
CN |
|
3a-220 |
SO2Me |
SO2Me |
Et |
CN |
|
3a-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
3a-222 |
Me |
F |
CH2CH2OMe |
CN |
|
3a-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
3a-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
3a-225 |
Me |
I |
CH2CH2OMe |
CN |
|
3a-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
3a-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
3a-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
3a-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
3a-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
3a-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
3a-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
3a-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
3a-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
3a-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
3a-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
3a-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
3a-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
3a-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
3a-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
3a-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
3a-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
3a-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
3a-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
3a-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
3a-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
3a-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
3a-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
3a-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
3a-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
3a-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
3a-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
3a-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
3a-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
3a-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
3a-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
3a-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
3a-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
3a-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
3a-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
3a-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
3a-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
3a-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
3a-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表4:本发明式(I)的化合物,其中Q为Q3,Ri和Rk各自为甲基,Rh和W各自为氢,t=1,且其他基团具有表中指出的含义。
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
4-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
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Q4,W为氢,t=1,且其他基团具有表中指出的含义。
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 |
|
5-17 |
Cl |
CF3 |
Me |
H |
|
5-18 |
Cl |
CHF2 |
Me |
H |
|
5-19 |
Cl |
CF2Cl |
Me |
H |
|
5-20 |
Cl |
OMe |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
5-206 |
OMe |
CF2Cl |
Et |
CN |
|
5-207 |
OMe |
OMe |
Et |
CN |
|
5-208 |
OMe |
NO2 |
Et |
CN |
|
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 |
|
5-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
5-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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Q5,W为氢,t=1,且其他基团具有表中指出的含义。
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
6-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
6-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
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:本发明以钠盐形式存在的式(I)的化合物,其中Q为Q3,Ri为甲基,Rk和W各自为氢,t=1,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
7-1 |
Me |
Me |
Me |
H |
|
7-2 |
Me |
Cl |
Me |
H |
|
7-3 |
Me |
CF3 |
Me |
H |
|
7-4 |
Me |
CHF2 |
Me |
H |
|
7-5 |
Cl |
Me |
Me |
H |
|
7-6 |
Cl |
Cl |
Me |
H |
|
7-7 |
Cl |
CF3 |
Me |
H |
|
7-8 |
Cl |
CHF2 |
Me |
H |
|
7-9 |
OMe |
Me |
Me |
H |
|
7-10 |
OMe |
Cl |
Me |
H |
|
7-11 |
OMe |
CF3 |
Me |
H |
|
7-12 |
OMe |
CHF2 |
Me |
H |
|
7-13 |
SO2Me |
Me |
Me |
H |
|
7-14 |
SO2Me |
Cl |
Me |
H |
|
7-15 |
SO2Me |
CF3 |
Me |
H |
|
7-16 |
SO2Me |
CHF2 |
Me |
H |
|
7-17 |
Me |
Me |
Et |
H |
|
7-18 |
Me |
Cl |
Et |
H |
|
7-19 |
Me |
CF3 |
Et |
H |
|
7-20 |
Me |
CHF2 |
Et |
H |
|
7-21 |
Cl |
Me |
Et |
H |
|
7-22 |
Cl |
Cl |
Et |
H |
|
7-23 |
Cl |
CF3 |
Et |
H |
|
7-24 |
Cl |
CHF2 |
Et |
H |
|
7-25 |
OMe |
Me |
Et |
H |
|
7-26 |
OMe |
Cl |
Et |
H |
|
7-27 |
OMe |
CF3 |
Et |
H |
|
7-28 |
OMe |
CHF2 |
Et |
H |
|
7-29 |
SO2Me |
Me |
Et |
H |
|
7-30 |
SO2Me |
Cl |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
7-31 |
SO2Me |
CF3 |
Et |
H |
|
7-32 |
SO2Me |
CHF2 |
Et |
H |
|
7-33 |
Me |
Me |
CH2CH2OMe |
H |
|
7-34 |
Me |
Cl |
CH2CH2OMe |
H |
|
7-35 |
Me |
CF3 |
CH2CH2OMe |
H |
|
7-36 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
7-37 |
Cl |
Me |
CH2CH2OMe |
H |
|
7-38 |
Cl |
Cl |
CH2CH2OMe |
H |
|
7-39 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
7-40 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
7-41 |
OMe |
Me |
CH2CH2OMe |
H |
|
7-42 |
OMe |
Cl |
CH2CH2OMe |
H |
|
7-43 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
7-44 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
7-45 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
7-46 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
7-47 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
7-48 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
7-49 |
Me |
Me |
Me |
CN |
|
7-50 |
Me |
Cl |
Me |
CN |
|
7-51 |
Me |
CF3 |
Me |
CN |
|
7-52 |
Me |
CHF2 |
Me |
CN |
|
7-53 |
Cl |
Me |
Me |
CN |
|
7-54 |
Cl |
Cl |
Me |
CN |
|
7-55 |
Cl |
CF3 |
Me |
CN |
|
7-56 |
Cl |
CHF2 |
Me |
CN |
|
7-57 |
OMe |
Me |
Me |
CN |
|
7-58 |
OMe |
Cl |
Me |
CN |
|
7-59 |
OMe |
CF3 |
Me |
CN |
|
7-60 |
OMe |
CHF2 |
Me |
CN |
|
7-61 |
SO2Me |
Me |
Me |
CN |
|
7-62 |
SO2Me |
Cl |
Me |
CN |
|
7-63 |
SO2Me |
CF3 |
Me |
CN |
|
7-64 |
SO2Me |
CHF2 |
Me |
CN |
|
7-65 |
Me |
Me |
Et |
CN |
|
7-66 |
Me |
Cl |
Et |
CN |
|
7-67 |
Me |
CF3 |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
7-68 |
Me |
CHF2 |
Et |
CN |
|
7-69 |
Cl |
Me |
Et |
CN |
|
7-70 |
Cl |
Cl |
Et |
CN |
|
7-71 |
Cl |
CF3 |
Et |
CN |
|
7-72 |
Cl |
CHF2 |
Et |
CN |
|
7-73 |
OMe |
Me |
Et |
CN |
|
7-74 |
OMe |
Cl |
Et |
CN |
|
7-75 |
OMe |
CF3 |
Et |
CN |
|
7-76 |
OMe |
CHF2 |
Et |
CN |
|
7-77 |
SO2Me |
Me |
Et |
CN |
|
7-78 |
SO2Me |
Cl |
Et |
CN |
|
7-79 |
SO2Me |
CF3 |
Et |
CN |
|
7-80 |
SO2Me |
CHF2 |
Et |
CN |
|
7-81 |
Me |
Me |
CH2CH2OMe |
CN |
|
7-82 |
Me |
Cl |
CH2CH2OMe |
CN |
|
7-83 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
7-84 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
7-85 |
Cl |
Me |
CH2CH2OMe |
CN |
|
7-86 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
7-87 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
7-88 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
7-89 |
OMe |
Me |
CH2CH2OMe |
CN |
|
7-90 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
7-91 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
7-92 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
7-93 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
7-94 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
7-95 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
7-96 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
表8:本发明式(I)的化合物,其中Q为Q1,Ra为羟基,基团Rb、Rc、Rd、Re、Rf、Rg和W各自为氢,t=0,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-1 |
Me |
Me |
Me |
H |
|
8-2 |
Me |
F |
Me |
H |
|
8-3 |
Me |
Cl |
Me |
H |
|
8-4 |
Me |
Br |
Me |
H |
|
8-5 |
Me |
I |
Me |
H |
|
8-6 |
Me |
CF3 |
Me |
H |
|
8-7 |
Me |
CHF2 |
Me |
H |
|
8-8 |
Me |
CF2Cl |
Me |
H |
|
8-9 |
Me |
OMe |
Me |
H |
|
8-10 |
Me |
NO2 |
Me |
H |
|
8-11 |
Me |
SO2Me |
Me |
H |
|
8-12 |
Cl |
Me |
Me |
H |
|
8-13 |
Cl |
F |
Me |
H |
|
8-14 |
Cl |
Cl |
Me |
H |
|
8-15 |
Cl |
Br |
Me |
H |
|
8-16 |
Cl |
I |
Me |
H |
|
8-17 |
Cl |
CF3 |
Me |
H |
|
8-18 |
Cl |
CHF2 |
Me |
H |
|
8-19 |
Cl |
CF2Cl |
Me |
H |
|
8-20 |
Cl |
OMe |
Me |
H |
|
8-21 |
Cl |
NO2 |
Me |
H |
|
8-22 |
Cl |
SO2Me |
Me |
H |
|
8-23 |
OMe |
Me |
Me |
H |
|
8-24 |
OMe |
F |
Me |
H |
|
8-25 |
OMe |
Cl |
Me |
H |
|
8-26 |
OMe |
Br |
Me |
H |
|
8-27 |
OMe |
I |
Me |
H |
|
8-28 |
OMe |
CF3 |
Me |
H |
|
8-29 |
OMe |
CHF2 |
Me |
H |
|
8-30 |
OMe |
CF2Cl |
Me |
H |
|
8-31 |
OMe |
OMe |
Me |
H |
|
8-32 |
OMe |
NO2 |
Me |
H |
|
8-33 |
OMe |
SO2Me |
Me |
H |
|
8-34 |
SO2Me |
Me |
Me |
H |
|
8-35 |
SO2Me |
F |
Me |
H |
|
8-36 |
SO2Me |
Cl |
Me |
H |
|
8-37 |
SO2Me |
Br |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-38 |
SO2Me |
I |
Me |
H |
|
8-39 |
SO2Me |
CF3 |
Me |
H |
|
8-40 |
SO2Me |
CHF2 |
Me |
H |
|
8-41 |
SO2Me |
CF2Cl |
Me |
H |
|
8-42 |
SO2Me |
OMe |
Me |
H |
|
8-43 |
SO2Me |
NO2 |
Me |
H |
|
8-44 |
SO2Me |
SO2Me |
Me |
H |
|
8-45 |
Me |
Me |
Et |
H |
|
8-46 |
Me |
F |
Et |
H |
|
8-47 |
Me |
Cl |
Et |
H |
|
8-48 |
Me |
Br |
Et |
H |
|
8-49 |
Me |
I |
Et |
H |
|
8-50 |
Me |
CF3 |
Et |
H |
|
8-51 |
Me |
CHF2 |
Et |
H |
|
8-52 |
Me |
CF2Cl |
Et |
H |
|
8-53 |
Me |
OMe |
Et |
H |
|
8-54 |
Me |
NO2 |
Et |
H |
|
8-55 |
Me |
SO2Me |
Et |
H |
|
8-56 |
Cl |
Me |
Et |
H |
|
8-57 |
Cl |
F |
Et |
H |
|
8-58 |
Cl |
Cl |
Et |
H |
|
8-59 |
Cl |
Br |
Et |
H |
|
8-60 |
Cl |
I |
Et |
H |
|
8-61 |
Cl |
CF3 |
Et |
H |
|
8-62 |
Cl |
CHF2 |
Et |
H |
|
8-63 |
Cl |
CF2Cl |
Et |
H |
|
8-64 |
Cl |
OMe |
Et |
H |
|
8-65 |
Cl |
NO2 |
Et |
H |
|
8-66 |
Cl |
SO2Me |
Et |
H |
|
8-67 |
OMe |
Me |
Et |
H |
|
8-68 |
OMe |
F |
Et |
H |
|
8-69 |
OMe |
Cl |
Et |
H |
|
8-70 |
OMe |
Br |
Et |
H |
|
8-71 |
OMe |
I |
Et |
H |
|
8-72 |
OMe |
CF3 |
Et |
H |
|
8-73 |
OMe |
CHF2 |
Et |
H |
|
8-74 |
OMe |
CF2Cl |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-75 |
OMe |
OMe |
Et |
H |
|
8-76 |
OMe |
NO2 |
Et |
H |
|
8-77 |
OMe |
SO2Me |
Et |
H |
|
8-78 |
SO2Me |
Me |
Et |
H |
|
8-79 |
SO2Me |
F |
Et |
H |
|
8-80 |
SO2Me |
Cl |
Et |
H |
|
8-81 |
SO2Me |
Br |
Et |
H |
|
8-82 |
SO2Me |
I |
Et |
H |
|
8-83 |
SO2Me |
CF3 |
Et |
H |
|
8-84 |
SO2Me |
CHF2 |
Et |
H |
|
8-85 |
SO2Me |
CF2Cl |
Et |
H |
|
8-86 |
SO2Me |
OMe |
Et |
H |
|
8-87 |
SO2Me |
NO2 |
Et |
H |
|
8-88 |
SO2Me |
SO2Me |
Et |
H |
|
8-89 |
Me |
Me |
CH2CH2OMe |
H |
|
8-90 |
Me |
F |
CH2CH2OMe |
H |
|
8-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
8-92 |
Me |
Br |
CH2CH2OMe |
H |
|
8-93 |
Me |
I |
CH2CH2OMe |
H |
|
8-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
8-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
8-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
8-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
8-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
8-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
8-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
8-101 |
Cl |
F |
CH2CH2OMe |
H |
|
8-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
8-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
8-104 |
Cl |
I |
CH2CH2OMe |
H |
|
8-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
8-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
8-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
8-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
8-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
8-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
8-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-112 |
OMe |
F |
CH2CH2OMe |
H |
|
8-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
8-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
8-115 |
OMe |
I |
CH2CH2OMe |
H |
|
8-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
8-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
8-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
8-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
8-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
8-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
8-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
8-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
8-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
8-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
8-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
8-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
8-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
8-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
8-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
8-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
8-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
8-133 |
Me |
Me |
Me |
CN |
|
8-134 |
Me |
F |
Me |
CN |
|
8-135 |
Me |
Cl |
Me |
CN |
|
8-136 |
Me |
Br |
Me |
CN |
|
8-137 |
Me |
I |
Me |
CN |
|
8-138 |
Me |
CF3 |
Me |
CN |
|
8-139 |
Me |
CHF2 |
Me |
CN |
|
8-140 |
Me |
CF2Cl |
Me |
CN |
|
8-141 |
Me |
OMe |
Me |
CN |
|
8-142 |
Me |
NO2 |
Me |
CN |
|
8-143 |
Me |
SO2Me |
Me |
CN |
|
8-144 |
Cl |
Me |
Me |
CN |
|
8-145 |
Cl |
F |
Me |
CN |
|
8-146 |
Cl |
Cl |
Me |
CN |
|
8-147 |
Cl |
Br |
Me |
CN |
|
8-148 |
Cl |
I |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-149 |
Cl |
CF3 |
Me |
CN |
|
8-150 |
Cl |
CHF2 |
Me |
CN |
|
8-151 |
Cl |
CF2Cl |
Me |
CN |
|
8-152 |
Cl |
OMe |
Me |
CN |
|
8-153 |
Cl |
NO2 |
Me |
CN |
|
8-154 |
Cl |
SO2Me |
Me |
CN |
|
8-155 |
OMe |
Me |
Me |
CN |
|
8-156 |
OMe |
F |
Me |
CN |
|
8-157 |
OMe |
Cl |
Me |
CN |
|
8-158 |
OMe |
Br |
Me |
CN |
|
8-159 |
OMe |
I |
Me |
CN |
|
8-160 |
OMe |
CF3 |
Me |
CN |
|
8-161 |
OMe |
CHF2 |
Me |
CN |
|
8-162 |
OMe |
CF2Cl |
Me |
CN |
|
8-163 |
OMe |
OMe |
Me |
CN |
|
8-164 |
OMe |
NO2 |
Me |
CN |
|
8-165 |
OMe |
SO2Me |
Me |
CN |
|
8-166 |
SO2Me |
Me |
Me |
CN |
|
8-167 |
SO2Me |
F |
Me |
CN |
|
8-168 |
SO2Me |
Cl |
Me |
CN |
|
8-169 |
SO2Me |
Br |
Me |
CN |
|
8-170 |
SO2Me |
I |
Me |
CN |
|
8-171 |
SO2Me |
CF3 |
Me |
CN |
|
8-172 |
SO2Me |
CHF2 |
Me |
CN |
|
8-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
8-174 |
SO2Me |
OMe |
Me |
CN |
|
8-175 |
SO2Me |
NO2 |
Me |
CN |
|
8-176 |
SO2Me |
SO2Me |
Me |
CN |
|
8-177 |
Me |
Me |
Et |
CN |
|
8-178 |
Me |
F |
Et |
CN |
|
8-179 |
Me |
Cl |
Et |
CN |
|
8-180 |
Me |
Br |
Et |
CN |
|
8-181 |
Me |
I |
Et |
CN |
|
8-182 |
Me |
CF3 |
Et |
CN |
|
8-183 |
Me |
CHF2 |
Et |
CN |
|
8-184 |
Me |
CF2Cl |
Et |
CN |
|
8-185 |
Me |
OMe |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-186 |
Me |
NO2 |
Et |
CN |
|
8-187 |
Me |
SO2Me |
Et |
CN |
|
8-188 |
Cl |
Me |
Et |
CN |
|
8-189 |
Cl |
F |
Et |
CN |
|
8-190 |
Cl |
Cl |
Et |
CN |
|
8-191 |
Cl |
Br |
Et |
CN |
|
8-192 |
Cl |
I |
Et |
CN |
|
8-193 |
Cl |
CF3 |
Et |
CN |
|
8-194 |
Cl |
CHF2 |
Et |
CN |
|
8-195 |
Cl |
CF2Cl |
Et |
CN |
|
8-196 |
Cl |
OMe |
Et |
CN |
|
8-197 |
Cl |
NO2 |
Et |
CN |
|
8-198 |
Cl |
SO2Me |
Et |
CN |
|
8-199 |
OMe |
Me |
Et |
CN |
|
8-200 |
OMe |
F |
Et |
CN |
|
8-201 |
OMe |
Cl |
Et |
CN |
|
8-202 |
OMe |
Br |
Et |
CN |
|
8-203 |
OMe |
I |
Et |
CN |
|
8-204 |
OMe |
CF3 |
Et |
CN |
|
8-205 |
OMe |
CHF2 |
Et |
CN |
|
8-206 |
OMe |
CF2Cl |
Et |
CN |
|
8-207 |
OMe |
OMe |
Et |
CN |
|
8-208 |
OMe |
NO2 |
Et |
CN |
|
8-209 |
OMe |
SO2Me |
Et |
CN |
|
8-210 |
SO2Me |
Me |
Et |
CN |
|
8-211 |
SO2Me |
F |
Et |
CN |
|
8-212 |
SO2Me |
Cl |
Et |
CN |
|
8-213 |
SO2Me |
Br |
Et |
CN |
|
8-214 |
SO2Me |
I |
Et |
CN |
|
8-215 |
SO2Me |
CF3 |
Et |
CN |
|
8-216 |
SO2Me |
CHF2 |
Et |
CN |
|
8-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
8-218 |
SO2Me |
OMe |
Et |
CN |
|
8-219 |
SO2Me |
NO2 |
Et |
CN |
|
8-220 |
SO2Me |
SO2Me |
Et |
CN |
|
8-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
8-222 |
Me |
F |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
8-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
8-225 |
Me |
I |
CH2CH2OMe |
CN |
|
8-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
8-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
8-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
8-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
8-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
8-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
8-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
8-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
8-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
8-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
8-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
8-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
8-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
8-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
8-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
8-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
8-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
8-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
8-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
8-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
8-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
8-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
8-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
8-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
8-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
8-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
8-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
8-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
8-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
8-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
8-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
8-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
8-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
8-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
8-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
8-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
8-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
8-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
8-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表9:本发明式(I)的化合物,其中Q为Q2,Ra为羟基,Rb、Rf和W各自为氢,A为CH2CH2,Y为CH2,t=0,且其他基团具有表中指出的含义。
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
9-24 |
OMe |
F |
Me |
H |
|
9-25 |
OMe |
Cl |
Me |
H |
|
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 |
|
9-59 |
Cl |
Br |
Et |
H |
|
9-60 |
Cl |
I |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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Q3,Ri为甲基,Rh、Rk和W各自为氢,t=0,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10-1 |
Me |
Me |
Me |
H |
|
10-2 |
Me |
F |
Me |
H |
|
10-3 |
Me |
Cl |
Me |
H |
|
10-4 |
Me |
Br |
Me |
H |
|
10-5 |
Me |
I |
Me |
H |
|
10-6 |
Me |
CF3 |
Me |
H |
|
10-7 |
Me |
CHF2 |
Me |
H |
|
10-8 |
Me |
CF2Cl |
Me |
H |
|
10-9 |
Me |
OMe |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10-10 |
Me |
NO2 |
Me |
H |
|
10-11 |
Me |
SO2Me |
Me |
H |
|
10-12 |
Cl |
Me |
Me |
H |
|
10-13 |
Cl |
F |
Me |
H |
|
10-14 |
Cl |
Cl |
Me |
H |
|
10-15 |
Cl |
Br |
Me |
H |
|
10-16 |
Cl |
I |
Me |
H |
|
10-17 |
Cl |
CF3 |
Me |
H |
|
10-18 |
Cl |
CHF2 |
Me |
H |
|
10-19 |
Cl |
CF2Cl |
Me |
H |
|
10-20 |
Cl |
OMe |
Me |
H |
|
10-21 |
Cl |
NO2 |
Me |
H |
|
10-22 |
Cl |
SO2Me |
Me |
H |
|
10-23 |
OMe |
Me |
Me |
H |
|
10-24 |
OMe |
F |
Me |
H |
|
10-25 |
OMe |
Cl |
Me |
H |
|
10-26 |
OMe |
Br |
Me |
H |
|
10-27 |
OMe |
I |
Me |
H |
|
10-28 |
OMe |
CF3 |
Me |
H |
|
10-29 |
OMe |
CHF2 |
Me |
H |
|
10-30 |
OMe |
CF2Cl |
Me |
H |
|
10-31 |
OMe |
OMe |
Me |
H |
|
10-32 |
OMe |
NO2 |
Me |
H |
|
10-33 |
OMe |
SO2Me |
Me |
H |
|
10-34 |
SO2Me |
Me |
Me |
H |
|
10-35 |
SO2Me |
F |
Me |
H |
|
10-36 |
SO2Me |
Cl |
Me |
H |
|
10-37 |
SO2Me |
Br |
Me |
H |
|
10-38 |
SO2Me |
I |
Me |
H |
|
10-39 |
SO2Me |
CF3 |
Me |
H |
|
10-40 |
SO2Me |
CHF2 |
Me |
H |
|
10-41 |
SO2Me |
CF2Cl |
Me |
H |
|
10-42 |
SO2Me |
OMe |
Me |
H |
|
10-43 |
SO2Me |
NO2 |
Me |
H |
|
10-44 |
SO2Me |
SO2Me |
Me |
H |
|
10-45 |
Me |
Me |
Et |
H |
|
10-46 |
Me |
F |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10-47 |
Me |
Cl |
Et |
H |
|
10-48 |
Me |
Br |
Et |
H |
|
10-49 |
Me |
I |
Et |
H |
|
10-50 |
Me |
CF3 |
Et |
H |
|
10-51 |
Me |
CHF2 |
Et |
H |
|
10-52 |
Me |
CF2Cl |
Et |
H |
|
10-53 |
Me |
OMe |
Et |
H |
|
10-54 |
Me |
NO2 |
Et |
H |
|
10-55 |
Me |
SO2Me |
Et |
H |
|
10-56 |
Cl |
Me |
Et |
H |
|
10-57 |
Cl |
F |
Et |
H |
|
10-58 |
Cl |
Cl |
Et |
H |
|
10-59 |
Cl |
Br |
Et |
H |
|
10-60 |
Cl |
I |
Et |
H |
|
10-61 |
Cl |
CF3 |
Et |
H |
|
10-62 |
Cl |
CHF2 |
Et |
H |
|
10-63 |
Cl |
CF2Cl |
Et |
H |
|
10-64 |
Cl |
OMe |
Et |
H |
|
10-65 |
Cl |
NO2 |
Et |
H |
|
10-66 |
Cl |
SO2Me |
Et |
H |
|
10-67 |
OMe |
Me |
Et |
H |
|
10-68 |
OMe |
F |
Et |
H |
|
10-69 |
OMe |
Cl |
Et |
H |
|
10-70 |
OMe |
Br |
Et |
H |
|
10-71 |
OMe |
I |
Et |
H |
|
10-72 |
OMe |
CF3 |
Et |
H |
|
10-73 |
OMe |
CHF2 |
Et |
H |
|
10-74 |
OMe |
CF2Cl |
Et |
H |
|
10-75 |
OMe |
OMe |
Et |
H |
|
10-76 |
OMe |
NO2 |
Et |
H |
|
10-77 |
OMe |
SO2Me |
Et |
H |
|
10-78 |
SO2Me |
Me |
Et |
H |
|
10-79 |
SO2Me |
F |
Et |
H |
|
10-80 |
SO2Me |
Cl |
Et |
H |
|
10-81 |
SO2Me |
Br |
Et |
H |
|
10-82 |
SO2Me |
I |
Et |
H |
|
10-83 |
SO2Me |
CF3 |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10-84 |
SO2Me |
CHF2 |
Et |
H |
|
10-85 |
SO2Me |
CF2Cl |
Et |
H |
|
10-86 |
SO2Me |
OMe |
Et |
H |
|
10-87 |
SO2Me |
NO2 |
Et |
H |
|
10-88 |
SO2Me |
SO2Me |
Et |
H |
|
10-89 |
Me |
Me |
CH2CH2OMe |
H |
|
10-90 |
Me |
F |
CH2CH2OMe |
H |
|
10-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
10-92 |
Me |
Br |
CH2CH2OMe |
H |
|
10-93 |
Me |
I |
CH2CH2OMe |
H |
|
10-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
10-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
10-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
10-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
10-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
10-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
10-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
10-101 |
Cl |
F |
CH2CH2OMe |
H |
|
10-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
10-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
10-104 |
Cl |
I |
CH2CH2OMe |
H |
|
10-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
10-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
10-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
10-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
10-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
10-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
10-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
10-112 |
OMe |
F |
CH2CH2OMe |
H |
|
10-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
10-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
10-115 |
OMe |
I |
CH2CH2OMe |
H |
|
10-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
10-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
10-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
10-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
10-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
10-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
10-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
10-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
10-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
10-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
10-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
10-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
10-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
10-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
10-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
10-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
10-133 |
Me |
Me |
Me |
CN |
|
10-134 |
Me |
F |
Me |
CN |
|
10-135 |
Me |
Cl |
Me |
CN |
|
10-136 |
Me |
Br |
Me |
CN |
|
10-137 |
Me |
I |
Me |
CN |
|
10-138 |
Me |
CF3 |
Me |
CN |
|
10-139 |
Me |
CHF2 |
Me |
CN |
|
10-140 |
Me |
CF2Cl |
Me |
CN |
|
10-141 |
Me |
OMe |
Me |
CN |
|
10-142 |
Me |
NO2 |
Me |
CN |
|
10-143 |
Me |
SO2Me |
Me |
CN |
|
10-144 |
Cl |
Me |
Me |
CN |
|
10-145 |
Cl |
F |
Me |
CN |
|
10-146 |
Cl |
Cl |
Me |
CN |
|
10-147 |
Cl |
Br |
Me |
CN |
|
10-148 |
Cl |
I |
Me |
CN |
|
10-149 |
Cl |
CF3 |
Me |
CN |
|
10-150 |
Cl |
CHF2 |
Me |
CN |
|
10-151 |
Cl |
CF2Cl |
Me |
CN |
|
10-152 |
Cl |
OMe |
Me |
CN |
|
10-153 |
Cl |
NO2 |
Me |
CN |
|
10-154 |
Cl |
SO2Me |
Me |
CN |
|
10-155 |
OMe |
Me |
Me |
CN |
|
10-156 |
OMe |
F |
Me |
CN |
|
10-157 |
OMe |
Cl |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10-158 |
OMe |
Br |
Me |
CN |
|
10-159 |
OMe |
I |
Me |
CN |
|
10-160 |
OMe |
CF3 |
Me |
CN |
|
10-161 |
OMe |
CHF2 |
Me |
CN |
|
10-162 |
OMe |
CF2Cl |
Me |
CN |
|
10-163 |
OMe |
OMe |
Me |
CN |
|
10-164 |
OMe |
NO2 |
Me |
CN |
|
10-165 |
OMe |
SO2Me |
Me |
CN |
|
10-166 |
SO2Me |
Me |
Me |
CN |
|
10-167 |
SO2Me |
F |
Me |
CN |
|
10-168 |
SO2Me |
Cl |
Me |
CN |
|
10-169 |
SO2Me |
Br |
Me |
CN |
|
10-170 |
SO2Me |
I |
Me |
CN |
|
10-171 |
SO2Me |
CF3 |
Me |
CN |
|
10-172 |
SO2Me |
CHF2 |
Me |
CN |
|
10-173 |
SO2Me |
CF2Cl |
Me |
CN |
|
10-174 |
SO2Me |
OMe |
Me |
CN |
|
10-175 |
SO2Me |
NO2 |
Me |
CN |
|
10-176 |
SO2Me |
SO2Me |
Me |
CN |
|
10-177 |
Me |
Me |
Et |
CN |
|
10-178 |
Me |
F |
Et |
CN |
|
10-179 |
Me |
Cl |
Et |
CN |
|
10-180 |
Me |
Br |
Et |
CN |
|
10-181 |
Me |
I |
Et |
CN |
|
10-182 |
Me |
CF3 |
Et |
CN |
|
10-183 |
Me |
CHF2 |
Et |
CN |
|
10-184 |
Me |
CF2Cl |
Et |
CN |
|
10-185 |
Me |
OMe |
Et |
CN |
|
10-186 |
Me |
NO2 |
Et |
CN |
|
10-187 |
Me |
SO2Me |
Et |
CN |
|
10-188 |
Cl |
Me |
Et |
CN |
|
10-189 |
Cl |
F |
Et |
CN |
|
10-190 |
Cl |
Cl |
Et |
CN |
|
10-191 |
Cl |
Br |
Et |
CN |
|
10-192 |
Cl |
I |
Et |
CN |
|
10-193 |
Cl |
CF3 |
Et |
CN |
|
10-194 |
Cl |
CHF2 |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10-195 |
Cl |
CF2Cl |
Et |
CN |
|
10-196 |
Cl |
OMe |
Et |
CN |
|
10-197 |
Cl |
NO2 |
Et |
CN |
|
10-198 |
Cl |
SO2Me |
Et |
CN |
|
10-199 |
OMe |
Me |
Et |
CN |
|
10-200 |
OMe |
F |
Et |
CN |
|
10-201 |
OMe |
Cl |
Et |
CN |
|
10-202 |
OMe |
Br |
Et |
CN |
|
10-203 |
OMe |
I |
Et |
CN |
|
10-204 |
OMe |
CF3 |
Et |
CN |
|
10-205 |
OMe |
CHF2 |
Et |
CN |
|
10-206 |
OMe |
CF2Cl |
Et |
CN |
|
10-207 |
OMe |
OMe |
Et |
CN |
|
10-208 |
OMe |
NO2 |
Et |
CN |
|
10-209 |
OMe |
SO2Me |
Et |
CN |
|
10-210 |
SO2Me |
Me |
Et |
CN |
|
10-211 |
SO2Me |
F |
Et |
CN |
|
10-212 |
SO2Me |
Cl |
Et |
CN |
|
10-213 |
SO2Me |
Br |
Et |
CN |
|
10-214 |
SO2Me |
I |
Et |
CN |
|
10-215 |
SO2Me |
CF3 |
Et |
CN |
|
10-216 |
SO2Me |
CHF2 |
Et |
CN |
|
10-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
10-218 |
SO2Me |
OMe |
Et |
CN |
|
10-219 |
SO2Me |
NO2 |
Et |
CN |
|
10-220 |
SO2Me |
SO2Me |
Et |
CN |
|
10-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
10-222 |
Me |
F |
CH2CH2OMe |
CN |
|
10-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
10-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
10-225 |
Me |
I |
CH2CH2OMe |
CN |
|
10-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
10-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
10-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
10-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
10-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
10-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
10-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
10-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
10-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
10-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
10-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
10-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
10-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
10-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
10-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
10-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
10-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
10-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
10-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
10-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
10-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
10-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
10-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
10-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
10-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
10-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
10-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
10-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
10-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
10-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
10-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
10-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
10-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
10-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
10-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
10-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
10-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
10-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表10a:本发明式(I)的化合物,其中Q为Q3,Ri为乙基,Rh、Rk和W各自为氢,t=0,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10a-1 |
Me |
Me |
Me |
H |
|
10a-2 |
Me |
F |
Me |
H |
|
10a-3 |
Me |
Cl |
Me |
H |
|
10a-4 |
Me |
Br |
Me |
H |
|
10a-5 |
Me |
I |
Me |
H |
|
10a-6 |
Me |
CF3 |
Me |
H |
|
10a-7 |
Me |
CHF2 |
Me |
H |
|
10a-8 |
Me |
CF2Cl |
Me |
H |
|
10a-9 |
Me |
OMe |
Me |
H |
|
10a-10 |
Me |
NO2 |
Me |
H |
|
10a-11 |
Me |
SO2Me |
Me |
H |
|
10a-12 |
Cl |
Me |
Me |
H |
|
10a-13 |
Cl |
F |
Me |
H |
|
10a-14 |
Cl |
Cl |
Me |
H |
|
10a-15 |
Cl |
Br |
Me |
H |
|
10a-16 |
Cl |
I |
Me |
H |
|
10a-17 |
Cl |
CF3 |
Me |
H |
|
10a-18 |
Cl |
CHF2 |
Me |
H |
|
10a-19 |
Cl |
CF2Cl |
Me |
H |
|
10a-20 |
Cl |
OMe |
Me |
H |
|
10a-21 |
Cl |
NO2 |
Me |
H |
|
10a-22 |
Cl |
SO2Me |
Me |
H |
|
10a-23 |
OMe |
Me |
Me |
H |
|
10a-24 |
OMe |
F |
Me |
H |
|
10a-25 |
OMe |
Cl |
Me |
H |
|
10a-26 |
OMe |
Br |
Me |
H |
|
10a-27 |
OMe |
I |
Me |
H |
|
10a-28 |
OMe |
CF3 |
Me |
H |
|
10a-29 |
OMe |
CHF2 |
Me |
H |
|
10a-30 |
OMe |
CF2Cl |
Me |
H |
|
10a-31 |
OMe |
OMe |
Me |
H |
|
10a-32 |
OMe |
NO2 |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10a-33 |
OMe |
SO2Me |
Me |
H |
|
10a-34 |
SO2Me |
Me |
Me |
H |
|
10a-35 |
SO2Me |
F |
Me |
H |
|
10a-36 |
SO2Me |
Cl |
Me |
H |
|
10a-37 |
SO2Me |
Br |
Me |
H |
|
10a-38 |
SO2Me |
I |
Me |
H |
|
10a-39 |
SO2Me |
CF3 |
Me |
H |
|
10a-40 |
SO2Me |
CHF2 |
Me |
H |
|
10a-41 |
SO2Me |
CF2Cl |
Me |
H |
|
10a-42 |
SO2Me |
OMe |
Me |
H |
|
10a-43 |
SO2Me |
NO2 |
Me |
H |
|
10a-44 |
SO2Me |
SO2Me |
Me |
H |
|
10a-45 |
Me |
Me |
Et |
H |
|
10a-46 |
Me |
F |
Et |
H |
|
10a-47 |
Me |
Cl |
Et |
H |
|
10a-48 |
Me |
Br |
Et |
H |
|
10a-49 |
Me |
I |
Et |
H |
|
10a-50 |
Me |
CF3 |
Et |
H |
|
10a-51 |
Me |
CHF2 |
Et |
H |
|
10a-52 |
Me |
CF2Cl |
Et |
H |
|
10a-53 |
Me |
OMe |
Et |
H |
|
10a-54 |
Me |
NO2 |
Et |
H |
|
10a-55 |
Me |
SO2Me |
Et |
H |
|
10a-56 |
Cl |
Me |
Et |
H |
|
10a-57 |
Cl |
F |
Et |
H |
|
10a-58 |
Cl |
Cl |
Et |
H |
|
10a-59 |
Cl |
Br |
Et |
H |
|
10a-60 |
Cl |
I |
Et |
H |
|
10a-61 |
Cl |
CF3 |
Et |
H |
|
10a-62 |
Cl |
CHF2 |
Et |
H |
|
10a-63 |
Cl |
CF2Cl |
Et |
H |
|
10a-64 |
Cl |
OMe |
Et |
H |
|
10a-65 |
Cl |
NO2 |
Et |
H |
|
10a-66 |
Cl |
SO2Me |
Et |
H |
|
10a-67 |
OMe |
Me |
Et |
H |
|
10a-68 |
OMe |
F |
Et |
H |
|
10a-69 |
OMe |
Cl |
Et |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10a-70 |
OMe |
Br |
Et |
H |
|
10a-71 |
OMe |
I |
Et |
H |
|
10a-72 |
OMe |
CF3 |
Et |
H |
|
10a-73 |
OMe |
CHF2 |
Et |
H |
|
10a-74 |
OMe |
CF2Cl |
Et |
H |
|
10a-75 |
OMe |
OMe |
Et |
H |
|
10a-76 |
OMe |
NO2 |
Et |
H |
|
10a-77 |
OMe |
SO2Me |
Et |
H |
|
10a-78 |
SO2Me |
Me |
Et |
H |
|
10a-79 |
SO2Me |
F |
Et |
H |
|
10a-80 |
SO2Me |
Cl |
Et |
H |
|
10a-81 |
SO2Me |
Br |
Et |
H |
|
10a-82 |
SO2Me |
I |
Et |
H |
|
10a-83 |
SO2Me |
CF3 |
Et |
H |
|
10a-84 |
SO2Me |
CHF2 |
Et |
H |
|
10a-85 |
SO2Me |
CF2Cl |
Et |
H |
|
10a-86 |
SO2Me |
OMe |
Et |
H |
|
10a-87 |
SO2Me |
NO2 |
Et |
H |
|
10a-88 |
SO2Me |
SO2Me |
Et |
H |
|
10a-89 |
Me |
Me |
CH2CH2OMe |
H |
|
10a-90 |
Me |
F |
CH2CH2OMe |
H |
|
10a-91 |
Me |
Cl |
CH2CH2OMe |
H |
|
10a-92 |
Me |
Br |
CH2CH2OMe |
H |
|
10a-93 |
Me |
I |
CH2CH2OMe |
H |
|
10a-94 |
Me |
CF3 |
CH2CH2OMe |
H |
|
10a-95 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
10a-96 |
Me |
CF2Cl |
CH2CH2OMe |
H |
|
10a-97 |
Me |
OMe |
CH2CH2OMe |
H |
|
10a-98 |
Me |
NO2 |
CH2CH2OMe |
H |
|
10a-99 |
Me |
SO2Me |
CH2CH2OMe |
H |
|
10a-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
10a-101 |
Cl |
F |
CH2CH2OMe |
H |
|
10a-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
10a-103 |
Cl |
Br |
CH2CH2OMe |
H |
|
10a-104 |
Cl |
I |
CH2CH2OMe |
H |
|
10a-105 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
10a-106 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10a-107 |
Cl |
CF2Cl |
CH2CH2OMe |
H |
|
10a-108 |
Cl |
OMe |
CH2CH2OMe |
H |
|
10a-109 |
Cl |
NO2 |
CH2CH2OMe |
H |
|
10a-110 |
Cl |
SO2Me |
CH2CH2OMe |
H |
|
10a-111 |
OMe |
Me |
CH2CH2OMe |
H |
|
10a-112 |
OMe |
F |
CH2CH2OMe |
H |
|
10a-113 |
OMe |
Cl |
CH2CH2OMe |
H |
|
10a-114 |
OMe |
Br |
CH2CH2OMe |
H |
|
10a-115 |
OMe |
I |
CH2CH2OMe |
H |
|
10a-116 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
10a-117 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
10a-118 |
OMe |
CF2Cl |
CH2CH2OMe |
H |
|
10a-119 |
OMe |
OMe |
CH2CH2OMe |
H |
|
10a-120 |
OMe |
NO2 |
CH2CH2OMe |
H |
|
10a-121 |
OMe |
SO2Me |
CH2CH2OMe |
H |
|
10a-122 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
10a-123 |
SO2Me |
F |
CH2CH2OMe |
H |
|
10a-124 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
10a-125 |
SO2Me |
Br |
CH2CH2OMe |
H |
|
10a-126 |
SO2Me |
I |
CH2CH2OMe |
H |
|
10a-127 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
10a-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
10a-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
H |
|
10a-130 |
SO2Me |
OMe |
CH2CH2OMe |
H |
|
10a-131 |
SO2Me |
NO2 |
CH2CH2OMe |
H |
|
10a-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
H |
|
10a-133 |
Me |
Me |
Me |
CN |
|
10a-134 |
Me |
F |
Me |
CN |
|
10a-135 |
Me |
Cl |
Me |
CN |
|
10a-136 |
Me |
Br |
Me |
CN |
|
10a-137 |
Me |
I |
Me |
CN |
|
10a-138 |
Me |
CF3 |
Me |
CN |
|
10a-139 |
Me |
CHF2 |
Me |
CN |
|
10a-140 |
Me |
CF2Cl |
Me |
CN |
|
10a-141 |
Me |
OMe |
Me |
CN |
|
10a-142 |
Me |
NO2 |
Me |
CN |
|
10a-143 |
Me |
SO2Me |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10a-178 |
Me |
F |
Et |
CN |
|
10a-179 |
Me |
Cl |
Et |
CN |
|
10a-180 |
Me |
Br |
Et |
CN |
|
10a-181 |
Me |
I |
Et |
CN |
|
10a-182 |
Me |
CF3 |
Et |
CN |
|
10a-183 |
Me |
CHF2 |
Et |
CN |
|
10a-184 |
Me |
CF2Cl |
Et |
CN |
|
10a-185 |
Me |
OMe |
Et |
CN |
|
10a-186 |
Me |
NO2 |
Et |
CN |
|
10a-187 |
Me |
SO2Me |
Et |
CN |
|
10a-188 |
Cl |
Me |
Et |
CN |
|
10a-189 |
Cl |
F |
Et |
CN |
|
10a-190 |
Cl |
Cl |
Et |
CN |
|
10a-191 |
Cl |
Br |
Et |
CN |
|
10a-192 |
Cl |
I |
Et |
CN |
|
10a-193 |
Cl |
CF3 |
Et |
CN |
|
10a-194 |
Cl |
CHF2 |
Et |
CN |
|
10a-195 |
Cl |
CF2Cl |
Et |
CN |
|
10a-196 |
Cl |
OMe |
Et |
CN |
|
10a-197 |
Cl |
NO2 |
Et |
CN |
|
10a-198 |
Cl |
SO2Me |
Et |
CN |
|
10a-199 |
OMe |
Me |
Et |
CN |
|
10a-200 |
OMe |
F |
Et |
CN |
|
10a-201 |
OMe |
Cl |
Et |
CN |
|
10a-202 |
OMe |
Br |
Et |
CN |
|
10a-203 |
OMe |
I |
Et |
CN |
|
10a-204 |
OMe |
CF3 |
Et |
CN |
|
10a-205 |
OMe |
CHF2 |
Et |
CN |
|
10a-206 |
OMe |
CF2Cl |
Et |
CN |
|
10a-207 |
OMe |
OMe |
Et |
CN |
|
10a-208 |
OMe |
NO2 |
Et |
CN |
|
10a-209 |
OMe |
SO2Me |
Et |
CN |
|
10a-210 |
SO2Me |
Me |
Et |
CN |
|
10a-211 |
SO2Me |
F |
Et |
CN |
|
10a-212 |
SO2Me |
Cl |
Et |
CN |
|
10a-213 |
SO2Me |
Br |
Et |
CN |
|
10a-214 |
SO2Me |
I |
Et |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10a-215 |
SO2Me |
CF3 |
Et |
CN |
|
10a-216 |
SO2Me |
CHF2 |
Et |
CN |
|
10a-217 |
SO2Me |
CF2Cl |
Et |
CN |
|
10a-218 |
SO2Me |
OMe |
Et |
CN |
|
10a-219 |
SO2Me |
NO2 |
Et |
CN |
|
10a-220 |
SO2Me |
SO2Me |
Et |
CN |
|
10a-221 |
Me |
Me |
CH2CH2OMe |
CN |
|
10a-222 |
Me |
F |
CH2CH2OMe |
CN |
|
10a-223 |
Me |
Cl |
CH2CH2OMe |
CN |
|
10a-224 |
Me |
Br |
CH2CH2OMe |
CN |
|
10a-225 |
Me |
I |
CH2CH2OMe |
CN |
|
10a-226 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
10a-227 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
10a-228 |
Me |
CF2Cl |
CH2CH2OMe |
CN |
|
10a-229 |
Me |
OMe |
CH2CH2OMe |
CN |
|
10a-230 |
Me |
NO2 |
CH2CH2OMe |
CN |
|
10a-231 |
Me |
SO2Me |
CH2CH2OMe |
CN |
|
10a-232 |
Cl |
Me |
CH2CH2OMe |
CN |
|
10a-233 |
Cl |
F |
CH2CH2OMe |
CN |
|
10a-234 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
10a-235 |
Cl |
Br |
CH2CH2OMe |
CN |
|
10a-236 |
Cl |
I |
CH2CH2OMe |
CN |
|
10a-237 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
10a-238 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
10a-239 |
Cl |
CF2Cl |
CH2CH2OMe |
CN |
|
10a-240 |
Cl |
OMe |
CH2CH2OMe |
CN |
|
10a-241 |
Cl |
NO2 |
CH2CH2OMe |
CN |
|
10a-242 |
Cl |
SO2Me |
CH2CH2OMe |
CN |
|
10a-243 |
OMe |
Me |
CH2CH2OMe |
CN |
|
10a-244 |
OMe |
F |
CH2CH2OMe |
CN |
|
10a-245 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
10a-246 |
OMe |
Br |
CH2CH2OMe |
CN |
|
10a-247 |
OMe |
I |
CH2CH2OMe |
CN |
|
10a-248 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
10a-249 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
10a-250 |
OMe |
CF2Cl |
CH2CH2OMe |
CN |
|
10a-251 |
OMe |
OMe |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
10a-252 |
OMe |
NO2 |
CH2CH2OMe |
CN |
|
10a-253 |
OMe |
SO2Me |
CH2CH2OMe |
CN |
|
10a-254 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
10a-255 |
SO2Me |
F |
CH2CH2OMe |
CN |
|
10a-256 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
10a-257 |
SO2Me |
Br |
CH2CH2OMe |
CN |
|
10a-258 |
SO2Me |
I |
CH2CH2OMe |
CN |
|
10a-259 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
10a-260 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
10a-261 |
SO2Me |
CF2Cl |
CH2CH2OMe |
CN |
|
10a-262 |
SO2Me |
OMe |
CH2CH2OMe |
CN |
|
10a-263 |
SO2Me |
NO2 |
CH2CH2OMe |
CN |
|
10a-264 |
SO2Me |
SO2Me |
CH2CH2OMe |
CN |
|
表11:本发明式(I)的化合物,其中Q为Q3,Ri和Rk各自为甲基,Rh和W各自为氢,t=0,且其他基团具有表中指出的含义。
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
11-53 |
Me |
OMe |
Et |
H |
|
11-54 |
Me |
NO2 |
Et |
H |
|
11-55 |
Me |
SO2Me |
Et |
H |
|
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 |
|
11-89 |
Me |
Me |
CH2CH2OMe |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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Q4,W为氢,t=0,且其他基团具有表中指出的含义。
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
12-112 |
OMe |
F |
CH2CH2OMe |
H |
|
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 |
|
12-146 |
Cl |
Cl |
Me |
CN |
|
12-147 |
Cl |
Br |
Me |
CN |
|
12-148 |
Cl |
I |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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为Q5,W为氢,t=0,且其他基团具有表中指出的含义。
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
13-100 |
Cl |
Me |
CH2CH2OMe |
H |
|
13-101 |
Cl |
F |
CH2CH2OMe |
H |
|
13-102 |
Cl |
Cl |
CH2CH2OMe |
H |
|
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 |
|
13-136 |
Me |
Br |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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 |
|
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 |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
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:本发明以钠盐形式存在的式(I)的化合物,其中Q为Q3,Ri为甲基,Rk和W各自为氢,t=0,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-1 |
Me |
Me |
Me |
H |
|
14-2 |
Me |
Cl |
Me |
H |
|
14-3 |
Me |
CF3 |
Me |
H |
|
14-4 |
Me |
CHF2 |
Me |
H |
|
14-5 |
Cl |
Me |
Me |
H |
|
14-6 |
Cl |
Cl |
Me |
H |
|
14-7 |
Cl |
CF3 |
Me |
H |
|
14-8 |
Cl |
CHF2 |
Me |
H |
|
14-9 |
OMe |
Me |
Me |
H |
|
14-10 |
OMe |
Cl |
Me |
H |
|
14-11 |
OMe |
CF3 |
Me |
H |
|
14-12 |
OMe |
CHF2 |
Me |
H |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-13 |
SO2Me |
Me |
Me |
H |
|
14-14 |
SO2Me |
Cl |
Me |
H |
|
14-15 |
SO2Me |
CF3 |
Me |
H |
|
14-16 |
SO2Me |
CHF2 |
Me |
H |
|
14-17 |
Me |
Me |
Et |
H |
|
14-18 |
Me |
Cl |
Et |
H |
|
14-19 |
Me |
CF3 |
Et |
H |
|
14-20 |
Me |
CHF2 |
Et |
H |
|
14-21 |
Cl |
Me |
Et |
H |
|
14-22 |
Cl |
Cl |
Et |
H |
|
14-23 |
Cl |
CF3 |
Et |
H |
|
14-24 |
Cl |
CHF2 |
Et |
H |
|
14-25 |
OMe |
Me |
Et |
H |
|
14-26 |
OMe |
Cl |
Et |
H |
|
14-27 |
OMe |
CF3 |
Et |
H |
|
14-28 |
OMe |
CHF2 |
Et |
H |
|
14-29 |
SO2Me |
Me |
Et |
H |
|
14-30 |
SO2Me |
Cl |
Et |
H |
|
14-31 |
SO2Me |
CF3 |
Et |
H |
|
14-32 |
SO2Me |
CHF2 |
Et |
H |
|
14-33 |
Me |
Me |
CH2CH2OMe |
H |
|
14-34 |
Me |
Cl |
CH2CH2OMe |
H |
|
14-35 |
Me |
CF3 |
CH2CH2OMe |
H |
|
14-36 |
Me |
CHF2 |
CH2CH2OMe |
H |
|
14-37 |
Cl |
Me |
CH2CH2OMe |
H |
|
14-38 |
Cl |
Cl |
CH2CH2OMe |
H |
|
14-39 |
Cl |
CF3 |
CH2CH2OMe |
H |
|
14-40 |
Cl |
CHF2 |
CH2CH2OMe |
H |
|
14-41 |
OMe |
Me |
CH2CH2OMe |
H |
|
14-42 |
OMe |
Cl |
CH2CH2OMe |
H |
|
14-43 |
OMe |
CF3 |
CH2CH2OMe |
H |
|
14-44 |
OMe |
CHF2 |
CH2CH2OMe |
H |
|
14-45 |
SO2Me |
Me |
CH2CH2OMe |
H |
|
14-46 |
SO2Me |
Cl |
CH2CH2OMe |
H |
|
14-47 |
SO2Me |
CF3 |
CH2CH2OMe |
H |
|
14-48 |
SO2Me |
CHF2 |
CH2CH2OMe |
H |
|
14-49 |
Me |
Me |
Me |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-50 |
Me |
Cl |
Me |
CN |
|
14-51 |
Me |
CF3 |
Me |
CN |
|
14-52 |
Me |
CHF2 |
Me |
CN |
|
14-53 |
Cl |
Me |
Me |
CN |
|
14-54 |
Cl |
Cl |
Me |
CN |
|
14-55 |
Cl |
CF3 |
Me |
CN |
|
14-56 |
Cl |
CHF2 |
Me |
CN |
|
14-57 |
OMe |
Me |
Me |
CN |
|
14-58 |
OMe |
Cl |
Me |
CN |
|
14-59 |
OMe |
CF3 |
Me |
CN |
|
14-60 |
OMe |
CHF2 |
Me |
CN |
|
14-61 |
SO2Me |
Me |
Me |
CN |
|
14-62 |
SO2Me |
Cl |
Me |
CN |
|
14-63 |
SO2Me |
CF3 |
Me |
CN |
|
14-64 |
SO2Me |
CHF2 |
Me |
CN |
|
14-65 |
Me |
Me |
Et |
CN |
|
14-66 |
Me |
Cl |
Et |
CN |
|
14-67 |
Me |
CF3 |
Et |
CN |
|
14-68 |
Me |
CHF2 |
Et |
CN |
|
14-69 |
Cl |
Me |
Et |
CN |
|
14-70 |
Cl |
Cl |
Et |
CN |
|
14-71 |
Cl |
CF3 |
Et |
CN |
|
14-72 |
Cl |
CHF2 |
Et |
CN |
|
14-73 |
OMe |
Me |
Et |
CN |
|
14-74 |
OMe |
Cl |
Et |
CN |
|
14-75 |
OMe |
CF3 |
Et |
CN |
|
14-76 |
OMe |
CHF2 |
Et |
CN |
|
14-77 |
SO2Me |
Me |
Et |
CN |
|
14-78 |
SO2Me |
Cl |
Et |
CN |
|
14-79 |
SO2Me |
CF3 |
Et |
CN |
|
14-80 |
SO2Me |
CHF2 |
Et |
CN |
|
14-81 |
Me |
Me |
CH2CH2OMe |
CN |
|
14-82 |
Me |
Cl |
CH2CH2OMe |
CN |
|
14-83 |
Me |
CF3 |
CH2CH2OMe |
CN |
|
14-84 |
Me |
CHF2 |
CH2CH2OMe |
CN |
|
14-85 |
Cl |
Me |
CH2CH2OMe |
CN |
|
14-86 |
Cl |
Cl |
CH2CH2OMe |
CN |
|
编号 |
X |
Z |
R |
R’ |
物理数据(1H NMR) |
14-87 |
Cl |
CF3 |
CH2CH2OMe |
CN |
|
14-88 |
Cl |
CHF2 |
CH2CH2OMe |
CN |
|
14-89 |
OMe |
Me |
CH2CH2OMe |
CN |
|
14-90 |
OMe |
Cl |
CH2CH2OMe |
CN |
|
14-91 |
OMe |
CF3 |
CH2CH2OMe |
CN |
|
14-92 |
OMe |
CHF2 |
CH2CH2OMe |
CN |
|
14-93 |
SO2Me |
Me |
CH2CH2OMe |
CN |
|
14-94 |
SO2Me |
Cl |
CH2CH2OMe |
CN |
|
14-95 |
SO2Me |
CF3 |
CH2CH2OMe |
CN |
|
14-96 |
SO2Me |
CHF2 |
CH2CH2OMe |
CN |
|
表15:本发明式(II)的化合物,其中Q*为羟基,R’为氰基,t为1,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
物理数据(1H NMR) |
15-1 |
Me |
Me |
Me |
|
15-2 |
Me |
F |
Me |
|
15-3 |
Me |
Cl |
Me |
|
15-4 |
Me |
Br |
Me |
|
15-5 |
Me |
I |
Me |
|
15-6 |
Me |
CF3 |
Me |
|
15-7 |
Me |
CHF2 |
Me |
|
15-8 |
Me |
CF2Cl |
Me |
|
15-9 |
Me |
OMe |
Me |
|
15-10 |
Me |
NO2 |
Me |
|
15-11 |
Me |
SO2Me |
Me |
|
15-12 |
Cl |
Me |
Me |
|
15-13 |
Cl |
F |
Me |
|
15-14 |
Cl |
Cl |
Me |
|
15-15 |
Cl |
Br |
Me |
|
15-16 |
Cl |
I |
Me |
|
15-17 |
Cl |
CF3 |
Me |
|
15-18 |
Cl |
CHF2 |
Me |
|
15-19 |
Cl |
CF2Cl |
Me |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
15-56 |
Cl |
Me |
Et |
|
15-57 |
Cl |
F |
Et |
|
15-58 |
Cl |
Cl |
Et |
|
15-59 |
Cl |
Br |
Et |
|
15-60 |
Cl |
I |
Et |
|
15-61 |
Cl |
CF3 |
Et |
|
15-62 |
Cl |
CHF2 |
Et |
|
15-63 |
Cl |
CF2Cl |
Et |
|
15-64 |
Cl |
OMe |
Et |
|
15-65 |
Cl |
NO2 |
Et |
|
15-66 |
Cl |
SO2Me |
Et |
|
15-67 |
OMe |
Me |
Et |
|
15-68 |
OMe |
F |
Et |
|
15-69 |
OMe |
Cl |
Et |
|
15-70 |
OMe |
Br |
Et |
|
15-71 |
OMe |
I |
Et |
|
15-72 |
OMe |
CF3 |
Et |
|
15-73 |
OMe |
CHF2 |
Et |
|
15-74 |
OMe |
CF2Cl |
Et |
|
15-75 |
OMe |
OMe |
Et |
|
15-76 |
OMe |
NO2 |
Et |
|
15-77 |
OMe |
SO2Me |
Et |
|
15-78 |
SO2Me |
Me |
Et |
|
15-79 |
SO2Me |
F |
Et |
|
15-80 |
SO2Me |
Cl |
Et |
|
15-81 |
SO2Me |
Br |
Et |
|
15-82 |
SO2Me |
I |
Et |
|
15-83 |
SO2Me |
CF3 |
Et |
|
15-84 |
SO2Me |
CHF2 |
Et |
|
15-85 |
SO2Me |
CF2Cl |
Et |
|
15-86 |
SO2Me |
OMe |
Et |
|
15-87 |
SO2Me |
NO2 |
Et |
|
15-88 |
SO2Me |
SO2Me |
Et |
|
15-89 |
Me |
Me |
CH2CH2OMe |
|
15-90 |
Me |
F |
CH2CH2OMe |
|
15-91 |
Me |
Cl |
CH2CH2OMe |
|
15-92 |
Me |
Br |
CH2CH2OMe |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
15-93 |
Me |
I |
CH2CH2OMe |
|
15-94 |
Me |
CF3 |
CH2CH2OMe |
|
15-95 |
Me |
CHF2 |
CH2CH2OMe |
|
15-96 |
Me |
CF2Cl |
CH2CH2OMe |
|
15-97 |
Me |
OMe |
CH2CH2OMe |
|
15-98 |
Me |
NO2 |
CH2CH2OMe |
|
15-99 |
Me |
SO2Me |
CH2CH2OMe |
|
15-100 |
Cl |
Me |
CH2CH2OMe |
|
15-101 |
Cl |
F |
CH2CH2OMe |
|
15-102 |
Cl |
Cl |
CH2CH2OMe |
|
15-103 |
Cl |
Br |
CH2CH2OMe |
|
15-104 |
Cl |
I |
CH2CH2OMe |
|
15-105 |
Cl |
CF3 |
CH2CH2OMe |
|
15-106 |
Cl |
CHF2 |
CH2CH2OMe |
|
15-107 |
Cl |
CF2Cl |
CH2CH2OMe |
|
15-108 |
Cl |
OMe |
CH2CH2OMe |
|
15-109 |
Cl |
NO2 |
CH2CH2OMe |
|
15-110 |
Cl |
SO2Me |
CH2CH2OMe |
|
15-111 |
OMe |
Me |
CH2CH2OMe |
|
15-112 |
OMe |
F |
CH2CH2OMe |
|
15-113 |
OMe |
Cl |
CH2CH2OMe |
|
15-114 |
OMe |
Br |
CH2CH2OMe |
|
15-115 |
OMe |
I |
CH2CH2OMe |
|
15-116 |
OMe |
CF3 |
CH2CH2OMe |
|
15-117 |
OMe |
CHF2 |
CH2CH2OMe |
|
15-118 |
OMe |
CF2Cl |
CH2CH2OMe |
|
15-119 |
OMe |
OMe |
CH2CH2OMe |
|
15-120 |
OMe |
NO2 |
CH2CH2OMe |
|
15-121 |
OMe |
SO2Me |
CH2CH2OMe |
|
15-122 |
SO2Me |
Me |
CH2CH2OMe |
|
15-123 |
SO2Me |
F |
CH2CH2OMe |
|
15-124 |
SO2Me |
Cl |
CH2CH2OMe |
|
15-125 |
SO2Me |
Br |
CH2CH2OMe |
|
15-126 |
SO2Me |
I |
CH2CH2OMe |
|
15-127 |
SO2Me |
CF3 |
CH2CH2OMe |
|
15-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
|
15-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
15-130 |
SO2Me |
OMe |
CH2CH2OMe |
|
15-131 |
SO2Me |
NO2 |
CH2CH2OMe |
|
15-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
|
表16:本发明式(II)的化合物,其中Q*为羟基,R’为氰基,t为0,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
物理数据(1H NMR) |
16-1 |
Me |
Me |
Me |
|
16-2 |
Me |
F |
Me |
|
16-3 |
Me |
Cl |
Me |
|
16-4 |
Me |
Br |
Me |
|
16-5 |
Me |
I |
Me |
|
16-6 |
Me |
CF3 |
Me |
|
16-7 |
Me |
CHF2 |
Me |
|
16-8 |
Me |
CF2Cl |
Me |
|
16-9 |
Me |
OMe |
Me |
|
16-10 |
Me |
NO2 |
Me |
|
16-11 |
Me |
SO2Me |
Me |
|
16-12 |
Cl |
Me |
Me |
|
16-13 |
Cl |
F |
Me |
|
16-14 |
Cl |
Cl |
Me |
|
16-15 |
Cl |
Br |
Me |
|
16-16 |
Cl |
I |
Me |
|
16-17 |
Cl |
CF3 |
Me |
|
16-18 |
Cl |
CHF2 |
Me |
|
16-19 |
Cl |
CF2Cl |
Me |
|
16-20 |
Cl |
OMe |
Me |
|
16-21 |
Cl |
NO2 |
Me |
|
16-22 |
Cl |
SO2Me |
Me |
|
16-23 |
OMe |
Me |
Me |
|
16-24 |
OMe |
F |
Me |
|
16-25 |
OMe |
Cl |
Me |
|
16-26 |
OMe |
Br |
Me |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
16-27 |
OMe |
I |
Me |
|
16-28 |
OMe |
CF3 |
Me |
|
16-29 |
OMe |
CHF2 |
Me |
|
16-30 |
OMe |
CF2Cl |
Me |
|
16-31 |
OMe |
OMe |
Me |
|
16-32 |
OMe |
NO2 |
Me |
|
16-33 |
OMe |
SO2Me |
Me |
|
16-34 |
SO2Me |
Me |
Me |
|
16-35 |
SO2Me |
F |
Me |
|
16-36 |
SO2Me |
Cl |
Me |
|
16-37 |
SO2Me |
Br |
Me |
|
16-38 |
SO2Me |
I |
Me |
|
16-39 |
SO2Me |
CF3 |
Me |
|
16-40 |
SO2Me |
CHF2 |
Me |
|
16-41 |
SO2Me |
CF2Cl |
Me |
|
16-42 |
SO2Me |
OMe |
Me |
|
16-43 |
SO2Me |
NO2 |
Me |
|
16-44 |
SO2Me |
SO2Me |
Me |
|
16-45 |
Me |
Me |
Et |
|
16-46 |
Me |
F |
Et |
|
16-47 |
Me |
Cl |
Et |
|
16-48 |
Me |
Br |
Et |
|
16-49 |
Me |
I |
Et |
|
16-50 |
Me |
CF3 |
Et |
|
16-51 |
Me |
CHF2 |
Et |
|
16-52 |
Me |
CF2Cl |
Et |
|
16-53 |
Me |
OMe |
Et |
|
16-54 |
Me |
NO2 |
Et |
|
16-55 |
Me |
SO2Me |
Et |
|
16-56 |
Cl |
Me |
Et |
|
16-57 |
Cl |
F |
Et |
|
16-58 |
Cl |
Cl |
Et |
|
16-59 |
Cl |
Br |
Et |
|
16-60 |
Cl |
I |
Et |
|
16-61 |
Cl |
CF3 |
Et |
|
16-62 |
Cl |
CHF2 |
Et |
|
16-63 |
Cl |
CF2Cl |
Et |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
16-64 |
Cl |
OMe |
Et |
|
16-65 |
Cl |
NO2 |
Et |
|
16-66 |
Cl |
SO2Me |
Et |
|
16-67 |
OMe |
Me |
Et |
|
16-68 |
OMe |
F |
Et |
|
16-69 |
OMe |
Cl |
Et |
|
16-70 |
OMe |
Br |
Et |
|
16-71 |
OMe |
I |
Et |
|
16-72 |
OMe |
CF3 |
Et |
|
16-73 |
OMe |
CHF2 |
Et |
|
16-74 |
OMe |
CF2Cl |
Et |
|
16-75 |
OMe |
OMe |
Et |
|
16-76 |
OMe |
NO2 |
Et |
|
16-77 |
OMe |
SO2Me |
Et |
|
16-78 |
SO2Me |
Me |
Et |
|
16-79 |
SO2Me |
F |
Et |
|
16-80 |
SO2Me |
Cl |
Et |
|
16-81 |
SO2Me |
Br |
Et |
|
16-82 |
SO2Me |
I |
Et |
|
16-83 |
SO2Me |
CF3 |
Et |
|
16-84 |
SO2Me |
CHF2 |
Et |
|
16-85 |
SO2Me |
CF2Cl |
Et |
|
16-86 |
SO2Me |
OMe |
Et |
|
16-87 |
SO2Me |
NO2 |
Et |
|
16-88 |
SO2Me |
SO2Me |
Et |
|
16-89 |
Me |
Me |
CH2CH2OMe |
|
16-90 |
Me |
F |
CH2CH2OMe |
|
16-91 |
Me |
Cl |
CH2CH2OMe |
|
16-92 |
Me |
Br |
CH2CH2OMe |
|
16-93 |
Me |
I |
CH2CH2OMe |
|
16-94 |
Me |
CF3 |
CH2CH2OMe |
|
16-95 |
Me |
CHF2 |
CH2CH2OMe |
|
16-96 |
Me |
CF2Cl |
CH2CH2OMe |
|
16-97 |
Me |
OMe |
CH2CH2OMe |
|
16-98 |
Me |
NO2 |
CH2CH2OMe |
|
16-99 |
Me |
SO2Me |
CH2CH2OMe |
|
16-100 |
Cl |
Me |
CH2CH2OMe |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
16-101 |
Cl |
F |
CH2CH2OMe |
|
16-102 |
Cl |
Cl |
CH2CH2OMe |
|
16-103 |
Cl |
Br |
CH2CH2OMe |
|
16-104 |
Cl |
I |
CH2CH2OMe |
|
16-105 |
Cl |
CF3 |
CH2CH2OMe |
|
16-106 |
Cl |
CHF2 |
CH2CH2OMe |
|
16-107 |
Cl |
CF2Cl |
CH2CH2OMe |
|
16-108 |
Cl |
OMe |
CH2CH2OMe |
|
16-109 |
Cl |
NO2 |
CH2CH2OMe |
|
16-110 |
Cl |
SO2Me |
CH2CH2OMe |
|
16-111 |
OMe |
Me |
CH2CH2OMe |
|
16-112 |
OMe |
F |
CH2CH2OMe |
|
16-113 |
OMe |
Cl |
CH2CH2OMe |
|
16-114 |
OMe |
Br |
CH2CH2OMe |
|
16-115 |
OMe |
I |
CH2CH2OMe |
|
16-116 |
OMe |
CF3 |
CH2CH2OMe |
|
16-117 |
OMe |
CHF2 |
CH2CH2OMe |
|
16-118 |
OMe |
CF2Cl |
CH2CH2OMe |
|
16-119 |
OMe |
OMe |
CH2CH2OMe |
|
16-120 |
OMe |
NO2 |
CH2CH2OMe |
|
16-121 |
OMe |
SO2Me |
CH2CH2OMe |
|
16-122 |
SO2Me |
Me |
CH2CH2OMe |
|
16-123 |
SO2Me |
F |
CH2CH2OMe |
|
16-124 |
SO2Me |
Cl |
CH2CH2OMe |
|
16-125 |
SO2Me |
Br |
CH2CH2OMe |
|
16-126 |
SO2Me |
I |
CH2CH2OMe |
|
16-127 |
SO2Me |
CF3 |
CH2CH2OMe |
|
16-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
|
16-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
|
16-130 |
SO2Me |
OMe |
CH2CH2OMe |
|
16-131 |
SO2Me |
NO2 |
CH2CH2OMe |
|
16-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
|
表17:本发明式(I)的化合物,其中Q*为氯,R’为氰基,t为1,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
物理数据(1H NMR) |
17-1 |
Me |
Me |
Me |
|
17-2 |
Me |
F |
Me |
|
17-3 |
Me |
Cl |
Me |
|
17-4 |
Me |
Br |
Me |
|
17-5 |
Me |
I |
Me |
|
17-6 |
Me |
CF3 |
Me |
|
17-7 |
Me |
CHF2 |
Me |
|
17-8 |
Me |
CF2Cl |
Me |
|
17-9 |
Me |
OMe |
Me |
|
17-10 |
Me |
NO2 |
Me |
|
17-11 |
Me |
SO2Me |
Me |
|
17-12 |
Cl |
Me |
Me |
|
17-13 |
Cl |
F |
Me |
|
17-14 |
Cl |
Cl |
Me |
|
17-15 |
Cl |
Br |
Me |
|
17-16 |
Cl |
I |
Me |
|
17-17 |
Cl |
CF3 |
Me |
|
17-18 |
Cl |
CHF2 |
Me |
|
17-19 |
Cl |
CF2Cl |
Me |
|
17-20 |
Cl |
OMe |
Me |
|
17-21 |
Cl |
NO2 |
Me |
|
17-22 |
Cl |
SO2Me |
Me |
|
17-23 |
OMe |
Me |
Me |
|
17-24 |
OMe |
F |
Me |
|
17-25 |
OMe |
Cl |
Me |
|
17-26 |
OMe |
Br |
Me |
|
17-27 |
OMe |
I |
Me |
|
17-28 |
OMe |
CF3 |
Me |
|
17-29 |
OMe |
CHF2 |
Me |
|
17-30 |
OMe |
CF2Cl |
Me |
|
17-31 |
OMe |
OMe |
Me |
|
17-32 |
OMe |
NO2 |
Me |
|
17-33 |
OMe |
SO2Me |
Me |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
17-34 |
SO2Me |
Me |
Me |
|
17-35 |
SO2Me |
F |
Me |
|
17-36 |
SO2Me |
Cl |
Me |
|
17-37 |
SO2Me |
Br |
Me |
|
17-38 |
SO2Me |
I |
Me |
|
17-39 |
SO2Me |
CF3 |
Me |
|
17-40 |
SO2Me |
CHF2 |
Me |
|
17-41 |
SO2Me |
CF2Cl |
Me |
|
17-42 |
SO2Me |
OMe |
Me |
|
17-43 |
SO2Me |
NO2 |
Me |
|
17-44 |
SO2Me |
SO2Me |
Me |
|
17-45 |
Me |
Me |
Et |
|
17-46 |
Me |
F |
Et |
|
17-47 |
Me |
Cl |
Et |
|
17-48 |
Me |
Br |
Et |
|
17-49 |
Me |
I |
Et |
|
17-50 |
Me |
CF3 |
Et |
|
17-51 |
Me |
CHF2 |
Et |
|
17-52 |
Me |
CF2Cl |
Et |
|
17-53 |
Me |
OMe |
Et |
|
17-54 |
Me |
NO2 |
Et |
|
17-55 |
Me |
SO2Me |
Et |
|
17-56 |
Cl |
Me |
Et |
|
17-57 |
Cl |
F |
Et |
|
17-58 |
Cl |
Cl |
Et |
|
17-59 |
Cl |
Br |
Et |
|
17-60 |
Cl |
I |
Et |
|
17-61 |
Cl |
CF3 |
Et |
|
17-62 |
Cl |
CHF2 |
Et |
|
17-63 |
Cl |
CF2Cl |
Et |
|
17-64 |
Cl |
OMe |
Et |
|
17-65 |
Cl |
NO2 |
Et |
|
17-66 |
Cl |
SO2Me |
Et |
|
17-67 |
OMe |
Me |
Et |
|
17-68 |
OMe |
F |
Et |
|
17-69 |
OMe |
Cl |
Et |
|
17-70 |
OMe |
Br |
Et |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
17-71 |
OMe |
I |
Et |
|
17-72 |
OMe |
CF3 |
Et |
|
17-73 |
OMe |
CHF2 |
Et |
|
17-74 |
OMe |
CF2Cl |
Et |
|
17-75 |
OMe |
OMe |
Et |
|
17-76 |
OMe |
NO2 |
Et |
|
17-77 |
OMe |
SO2Me |
Et |
|
17-78 |
SO2Me |
Me |
Et |
|
17-79 |
SO2Me |
F |
Et |
|
17-80 |
SO2Me |
Cl |
Et |
|
17-81 |
SO2Me |
Br |
Et |
|
17-82 |
SO2Me |
I |
Et |
|
17-83 |
SO2Me |
CF3 |
Et |
|
17-84 |
SO2Me |
CHF2 |
Et |
|
17-85 |
SO2Me |
CF2Cl |
Et |
|
17-86 |
SO2Me |
OMe |
Et |
|
17-87 |
SO2Me |
NO2 |
Et |
|
17-88 |
SO2Me |
SO2Me |
Et |
|
17-89 |
Me |
Me |
CH2CH2OMe |
|
17-90 |
Me |
F |
CH2CH2OMe |
|
17-91 |
Me |
Cl |
CH2CH2OMe |
|
17-92 |
Me |
Br |
CH2CH2OMe |
|
17-93 |
Me |
I |
CH2CH2OMe |
|
17-94 |
Me |
CF3 |
CH2CH2OMe |
|
17-95 |
Me |
CHF2 |
CH2CH2OMe |
|
17-96 |
Me |
CF2Cl |
CH2CH2OMe |
|
17-97 |
Me |
OMe |
CH2CH2OMe |
|
17-98 |
Me |
NO2 |
CH2CH2OMe |
|
17-99 |
Me |
SO2Me |
CH2CH2OMe |
|
17-100 |
Cl |
Me |
CH2CH2OMe |
|
17-101 |
Cl |
F |
CH2CH2OMe |
|
17-102 |
Cl |
Cl |
CH2CH2OMe |
|
17-103 |
Cl |
Br |
CH2CH2OMe |
|
17-104 |
Cl |
I |
CH2CH2OMe |
|
17-105 |
Cl |
CF3 |
CH2CH2OMe |
|
17-106 |
Cl |
CHF2 |
CH2CH2OMe |
|
17-107 |
Cl |
CF2Cl |
CH2CH2OMe |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
17-108 |
Cl |
OMe |
CH2CH2OMe |
|
17-109 |
Cl |
NO2 |
CH2CH2OMe |
|
17-110 |
Cl |
SO2Me |
CH2CH2OMe |
|
17-111 |
OMe |
Me |
CH2CH2OMe |
|
17-112 |
OMe |
F |
CH2CH2OMe |
|
17-113 |
OMe |
Cl |
CH2CH2OMe |
|
17-114 |
OMe |
Br |
CH2CH2OMe |
|
17-115 |
OMe |
I |
CH2CH2OMe |
|
17-116 |
OMe |
CF3 |
CH2CH2OMe |
|
17-117 |
OMe |
CHF2 |
CH2CH2OMe |
|
17-118 |
OMe |
CF2Cl |
CH2CH2OMe |
|
17-119 |
OMe |
OMe |
CH2CH2OMe |
|
17-120 |
OMe |
NO2 |
CH2CH2OMe |
|
17-121 |
OMe |
SO2Me |
CH2CH2OMe |
|
17-122 |
SO2Me |
Me |
CH2CH2OMe |
|
17-123 |
SO2Me |
F |
CH2CH2OMe |
|
17-124 |
SO2Me |
Cl |
CH2CH2OMe |
|
17-125 |
SO2Me |
Br |
CH2CH2OMe |
|
17-126 |
SO2Me |
I |
CH2CH2OMe |
|
17-127 |
SO2Me |
CF3 |
CH2CH2OMe |
|
17-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
|
17-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
|
17-130 |
SO2Me |
OMe |
CH2CH2OMe |
|
17-131 |
SO2Me |
NO2 |
CH2CH2OMe |
|
17-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
|
表18:本发明式(II)的化合物,其中Q*为氯,R’为氰基,t为0,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
物理数据(1H NMR) |
18-1 |
Me |
Me |
Me |
|
18-2 |
Me |
F |
Me |
|
18-3 |
Me |
Cl |
Me |
|
18-4 |
Me |
Br |
Me |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
18-5 |
Me |
I |
Me |
|
18-6 |
Me |
CF3 |
Me |
|
18-7 |
Me |
CHF2 |
Me |
|
18-8 |
Me |
CF2Cl |
Me |
|
18-9 |
Me |
OMe |
Me |
|
18-10 |
Me |
NO2 |
Me |
|
18-11 |
Me |
SO2Me |
Me |
|
18-12 |
Cl |
Me |
Me |
|
18-13 |
Cl |
F |
Me |
|
18-14 |
Cl |
Cl |
Me |
|
18-15 |
Cl |
Br |
Me |
|
18-16 |
Cl |
I |
Me |
|
18-17 |
Cl |
CF3 |
Me |
|
18-18 |
Cl |
CHF2 |
Me |
|
18-19 |
Cl |
CF2Cl |
Me |
|
18-20 |
Cl |
OMe |
Me |
|
18-21 |
Cl |
NO2 |
Me |
|
18-22 |
Cl |
SO2Me |
Me |
|
18-23 |
OMe |
Me |
Me |
|
18-24 |
OMe |
F |
Me |
|
18-25 |
OMe |
Cl |
Me |
|
18-26 |
OMe |
Br |
Me |
|
18-27 |
OMe |
I |
Me |
|
18-28 |
OMe |
CF3 |
Me |
|
18-29 |
OMe |
CHF2 |
Me |
|
18-30 |
OMe |
CF2Cl |
Me |
|
18-31 |
OMe |
OMe |
Me |
|
18-32 |
OMe |
NO2 |
Me |
|
18-33 |
OMe |
SO2Me |
Me |
|
18-34 |
SO2Me |
Me |
Me |
|
18-35 |
SO2Me |
F |
Me |
|
18-36 |
SO2Me |
Cl |
Me |
|
18-37 |
SO2Me |
Br |
Me |
|
18-38 |
SO2Me |
I |
Me |
|
18-39 |
SO2Me |
CF3 |
Me |
|
18-40 |
SO2Me |
CHF2 |
Me |
|
18-41 |
SO2Me |
CF2Cl |
Me |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
18-42 |
SO2Me |
OMe |
Me |
|
18-43 |
SO2Me |
NO2 |
Me |
|
18-44 |
SO2Me |
SO2Me |
Me |
|
18-45 |
Me |
Me |
Et |
|
18-46 |
Me |
F |
Et |
|
18-47 |
Me |
Cl |
Et |
|
18-48 |
Me |
Br |
Et |
|
18-49 |
Me |
I |
Et |
|
18-50 |
Me |
CF3 |
Et |
|
18-51 |
Me |
CHF2 |
Et |
|
18-52 |
Me |
CF2Cl |
Et |
|
18-53 |
Me |
OMe |
Et |
|
18-54 |
Me |
NO2 |
Et |
|
18-55 |
Me |
SO2Me |
Et |
|
18-56 |
Cl |
Me |
Et |
|
18-57 |
Cl |
F |
Et |
|
18-58 |
Cl |
Cl |
Et |
|
18-59 |
Cl |
Br |
Et |
|
18-60 |
Cl |
I |
Et |
|
18-61 |
Cl |
CF3 |
Et |
|
18-62 |
Cl |
CHF2 |
Et |
|
18-63 |
Cl |
CF2Cl |
Et |
|
18-64 |
Cl |
OMe |
Et |
|
18-65 |
Cl |
NO2 |
Et |
|
18-66 |
Cl |
SO2Me |
Et |
|
18-67 |
OMe |
Me |
Et |
|
18-68 |
OMe |
F |
Et |
|
18-69 |
OMe |
Cl |
Et |
|
18-70 |
OMe |
Br |
Et |
|
18-71 |
OMe |
I |
Et |
|
18-72 |
OMe |
CF3 |
Et |
|
18-73 |
OMe |
CHF2 |
Et |
|
18-74 |
OMe |
CF2Cl |
Et |
|
18-75 |
OMe |
OMe |
Et |
|
18-76 |
OMe |
NO2 |
Et |
|
18-77 |
OMe |
SO2Me |
Et |
|
18-78 |
SO2Me |
Me |
Et |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
18-79 |
SO2Me |
F |
Et |
|
18-80 |
SO2Me |
Cl |
Et |
|
18-81 |
SO2Me |
Br |
Et |
|
18-82 |
SO2Me |
I |
Et |
|
18-83 |
SO2Me |
CF3 |
Et |
|
18-84 |
SO2Me |
CHF2 |
Et |
|
18-85 |
SO2Me |
CF2Cl |
Et |
|
18-86 |
SO2Me |
OMe |
Et |
|
18-87 |
SO2Me |
NO2 |
Et |
|
18-88 |
SO2Me |
SO2Me |
Et |
|
18-89 |
Me |
Me |
CH2CH2OMe |
|
18-90 |
Me |
F |
CH2CH2OMe |
|
18-91 |
Me |
Cl |
CH2CH2OMe |
|
18-92 |
Me |
Br |
CH2CH2OMe |
|
18-93 |
Me |
I |
CH2CH2OMe |
|
18-94 |
Me |
CF3 |
CH2CH2OMe |
|
18-95 |
Me |
CHF2 |
CH2CH2OMe |
|
18-96 |
Me |
CF2Cl |
CH2CH2OMe |
|
18-97 |
Me |
OMe |
CH2CH2OMe |
|
18-98 |
Me |
NO2 |
CH2CH2OMe |
|
18-99 |
Me |
SO2Me |
CH2CH2OMe |
|
18-100 |
Cl |
Me |
CH2CH2OMe |
|
18-101 |
Cl |
F |
CH2CH2OMe |
|
18-102 |
Cl |
Cl |
CH2CH2OMe |
|
18-103 |
Cl |
Br |
CH2CH2OMe |
|
18-104 |
Cl |
I |
CH2CH2OMe |
|
18-105 |
Cl |
CF3 |
CH2CH2OMe |
|
18-106 |
Cl |
CHF2 |
CH2CH2OMe |
|
18-107 |
Cl |
CF2Cl |
CH2CH2OMe |
|
18-108 |
Cl |
OMe |
CH2CH2OMe |
|
18-109 |
Cl |
NO2 |
CH2CH2OMe |
|
18-110 |
Cl |
SO2Me |
CH2CH2OMe |
|
18-111 |
OMe |
Me |
CH2CH2OMe |
|
18-112 |
OMe |
F |
CH2CH2OMe |
|
18-113 |
OMe |
Cl |
CH2CH2OMe |
|
18-114 |
OMe |
Br |
CH2CH2OMe |
|
18-115 |
OMe |
I |
CH2CH2OMe |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
18-116 |
OMe |
CF3 |
CH2CH2OMe |
|
18-117 |
OMe |
CHF2 |
CH2CH2OMe |
|
18-118 |
OMe |
CF2Cl |
CH2CH2OMe |
|
18-119 |
OMe |
OMe |
CH2CH2OMe |
|
18-120 |
OMe |
NO2 |
CH2CH2OMe |
|
18-121 |
OMe |
SO2Me |
CH2CH2OMe |
|
18-122 |
SO2Me |
Me |
CH2CH2OMe |
|
18-123 |
SO2Me |
F |
CH2CH2OMe |
|
18-124 |
SO2Me |
Cl |
CH2CH2OMe |
|
18-125 |
SO2Me |
Br |
CH2CH2OMe |
|
18-126 |
SO2Me |
I |
CH2CH2OMe |
|
18-127 |
SO2Me |
CF3 |
CH2CH2OMe |
|
18-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
|
18-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
|
18-130 |
SO2Me |
OMe |
CH2CH2OMe |
|
18-131 |
SO2Me |
NO2 |
CH2CH2OMe |
|
18-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
|
表19:本发明式(II)的化合物,其中Q*为甲氧基,R’为氰基,t为1,且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
物理数据(1H NMR) |
19-1 |
Me |
Me |
Me |
|
19-2 |
Me |
F |
Me |
|
19-3 |
Me |
Cl |
Me |
|
19-4 |
Me |
Br |
Me |
|
19-5 |
Me |
I |
Me |
|
19-6 |
Me |
CF3 |
Me |
|
19-7 |
Me |
CHF2 |
Me |
|
19-8 |
Me |
CF2Cl |
Me |
|
19-9 |
Me |
OMe |
Me |
|
19-10 |
Me |
NO2 |
Me |
|
19-11 |
Me |
SO2Me |
Me |
|
19-12 |
Cl |
Me |
Me |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
19-13 |
Cl |
F |
Me |
|
19-14 |
Cl |
Cl |
Me |
|
19-15 |
Cl |
Br |
Me |
|
19-16 |
Cl |
I |
Me |
|
19-17 |
Cl |
CF3 |
Me |
|
19-18 |
Cl |
CHF2 |
Me |
|
19-19 |
Cl |
CF2Cl |
Me |
|
19-20 |
Cl |
OMe |
Me |
|
19-21 |
Cl |
NO2 |
Me |
|
19-22 |
Cl |
SO2Me |
Me |
|
19-23 |
OMe |
Me |
Me |
|
19-24 |
OMe |
F |
Me |
|
19-25 |
OMe |
Cl |
Me |
|
19-26 |
OMe |
Br |
Me |
|
19-27 |
OMe |
I |
Me |
|
19-28 |
OMe |
CF3 |
Me |
|
19-29 |
OMe |
CHF2 |
Me |
|
19-30 |
OMe |
CF2Cl |
Me |
|
19-31 |
OMe |
OMe |
Me |
|
19-32 |
OMe |
NO2 |
Me |
|
19-33 |
OMe |
SO2Me |
Me |
|
19-34 |
SO2Me |
Me |
Me |
|
19-35 |
SO2Me |
F |
Me |
|
19-36 |
SO2Me |
Cl |
Me |
|
19-37 |
SO2Me |
Br |
Me |
|
19-38 |
SO2Me |
I |
Me |
|
19-39 |
SO2Me |
CF3 |
Me |
|
19-40 |
SO2Me |
CHF2 |
Me |
|
19-41 |
SO2Me |
CF2Cl |
Me |
|
19-42 |
SO2Me |
OMe |
Me |
|
19-43 |
SO2Me |
NO2 |
Me |
|
19-44 |
SO2Me |
SO2Me |
Me |
|
19-45 |
Me |
Me |
Et |
|
19-46 |
Me |
F |
Et |
|
19-47 |
Me |
Cl |
Et |
|
19-48 |
Me |
Br |
Et |
|
19-49 |
Me |
I |
Et |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
19-50 |
Me |
CF3 |
Et |
|
19-51 |
Me |
CHF2 |
Et |
|
19-52 |
Me |
CF2Cl |
Et |
|
19-53 |
Me |
OMe |
Et |
|
19-54 |
Me |
NO2 |
Et |
|
19-55 |
Me |
SO2Me |
Et |
|
19-56 |
Cl |
Me |
Et |
|
19-57 |
Cl |
F |
Et |
|
19-58 |
Cl |
Cl |
Et |
|
19-59 |
Cl |
Br |
Et |
|
19-60 |
Cl |
I |
Et |
|
19-61 |
Cl |
CF3 |
Et |
|
19-62 |
Cl |
CHF2 |
Et |
|
19-63 |
Cl |
CF2Cl |
Et |
|
19-64 |
Cl |
OMe |
Et |
|
19-65 |
Cl |
NO2 |
Et |
|
19-66 |
Cl |
SO2Me |
Et |
|
19-67 |
OMe |
Me |
Et |
|
19-68 |
OMe |
F |
Et |
|
19-69 |
OMe |
Cl |
Et |
|
19-70 |
OMe |
Br |
Et |
|
19-71 |
OMe |
I |
Et |
|
19-72 |
OMe |
CF3 |
Et |
|
19-73 |
OMe |
CHF2 |
Et |
|
19-74 |
OMe |
CF2Cl |
Et |
|
19-75 |
OMe |
OMe |
Et |
|
19-76 |
OMe |
NO2 |
Et |
|
19-77 |
OMe |
SO2Me |
Et |
|
19-78 |
SO2Me |
Me |
Et |
|
19-79 |
SO2Me |
F |
Et |
|
19-80 |
SO2Me |
Cl |
Et |
|
19-81 |
SO2Me |
Br |
Et |
|
19-82 |
SO2Me |
I |
Et |
|
19-83 |
SO2Me |
CF3 |
Et |
|
19-84 |
SO2Me |
CHF2 |
Et |
|
19-85 |
SO2Me |
CF2Cl |
Et |
|
19-86 |
SO2Me |
OMe |
Et |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
19-87 |
SO2Me |
NO2 |
Et |
|
19-88 |
SO2Me |
SO2Me |
Et |
|
19-89 |
Me |
Me |
CH2CH2OMe |
|
19-90 |
Me |
F |
CH2CH2OMe |
|
19-91 |
Me |
Cl |
CH2CH2OMe |
|
19-92 |
Me |
Br |
CH2CH2OMe |
|
19-93 |
Me |
I |
CH2CH2OMe |
|
19-94 |
Me |
CF3 |
CH2CH2OMe |
|
19-95 |
Me |
CHF2 |
CH2CH2OMe |
|
19-96 |
Me |
CF2Cl |
CH2CH2OMe |
|
19-97 |
Me |
OMe |
CH2CH2OMe |
|
19-98 |
Me |
NO2 |
CH2CH2OMe |
|
19-99 |
Me |
SO2Me |
CH2CH2OMe |
|
19-100 |
Cl |
Me |
CH2CH2OMe |
|
19-101 |
Cl |
F |
CH2CH2OMe |
|
19-102 |
Cl |
Cl |
CH2CH2OMe |
|
19-103 |
Cl |
Br |
CH2CH2OMe |
|
19-104 |
Cl |
I |
CH2CH2OMe |
|
19-105 |
Cl |
CF3 |
CH2CH2OMe |
|
19-106 |
Cl |
CHF2 |
CH2CH2OMe |
|
19-107 |
Cl |
CF2Cl |
CH2CH2OMe |
|
19-108 |
Cl |
OMe |
CH2CH2OMe |
|
19-109 |
Cl |
NO2 |
CH2CH2OMe |
|
19-110 |
Cl |
SO2Me |
CH2CH2OMe |
|
19-111 |
OMe |
Me |
CH2CH2OMe |
|
19-112 |
OMe |
F |
CH2CH2OMe |
|
19-113 |
OMe |
Cl |
CH2CH2OMe |
|
19-114 |
OMe |
Br |
CH2CH2OMe |
|
19-115 |
OMe |
I |
CH2CH2OMe |
|
19-116 |
OMe |
CF3 |
CH2CH2OMe |
|
19-117 |
OMe |
CHF2 |
CH2CH2OMe |
|
19-118 |
OMe |
CF2Cl |
CH2CH2OMe |
|
19-119 |
OMe |
OMe |
CH2CH2OMe |
|
19-120 |
OMe |
NO2 |
CH2CH2OMe |
|
19-121 |
OMe |
SO2Me |
CH2CH2OMe |
|
19-122 |
SO2Me |
Me |
CH2CH2OMe |
|
19-123 |
SO2Me |
F |
CH2CH2OMe |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
19-124 |
SO2Me |
Cl |
CH2CH2OMe |
|
19-125 |
SO2Me |
Br |
CH2CH2OMe |
|
19-126 |
SO2Me |
I |
CH2CH2OMe |
|
19-127 |
SO2Me |
CF3 |
CH2CH2OMe |
|
19-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
|
19-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
|
19-130 |
SO2Me |
OMe |
CH2CH2OMe |
|
19-131 |
SO2Me |
NO2 |
CH2CH2OMe |
|
19-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
|
表20:本发明式(II)的化合物,其中Q*为甲氧基,R’为氰基,t为0,
且其他基团具有表中指出的含义。
编号 |
X |
Z |
R |
物理数据(1H NMR) |
20-19 |
Cl |
CF2Cl |
Me |
|
20-20 |
Cl |
OMe |
Me |
|
20-21 |
Cl |
NO2 |
Me |
|
20-22 |
Cl |
SO2Me |
Me |
|
20-23 |
OMe |
Me |
Me |
|
20-24 |
OMe |
F |
Me |
|
20-25 |
OMe |
Cl |
Me |
|
20-26 |
OMe |
Br |
Me |
|
20-27 |
OMe |
I |
Me |
|
20-28 |
OMe |
CF3 |
Me |
|
20-29 |
OMe |
CHF2 |
Me |
|
20-30 |
OMe |
CF2Cl |
Me |
|
20-31 |
OMe |
OMe |
Me |
|
20-32 |
OMe |
NO2 |
Me |
|
20-33 |
OMe |
SO2Me |
Me |
|
20-34 |
SO2Me |
Me |
Me |
|
20-35 |
SO2Me |
F |
Me |
|
20-36 |
SO2Me |
Cl |
Me |
|
20-37 |
SO2Me |
Br |
Me |
|
20-38 |
SO2Me |
I |
Me |
|
20-39 |
SO2Me |
CF3 |
Me |
|
20-40 |
SO2Me |
CHF2 |
Me |
|
20-41 |
SO2Me |
CF2Cl |
Me |
|
20-42 |
SO2Me |
OMe |
Me |
|
20-43 |
SO2Me |
NO2 |
Me |
|
20-44 |
SO2Me |
SO2Me |
Me |
|
20-45 |
Me |
Me |
Et |
|
20-46 |
Me |
F |
Et |
|
20-47 |
Me |
Cl |
Et |
|
20-48 |
Me |
Br |
Et |
|
20-49 |
Me |
I |
Et |
|
20-50 |
Me |
CF3 |
Et |
|
20-51 |
Me |
CHF2 |
Et |
|
20-52 |
Me |
CF2Cl |
Et |
|
20-53 |
Me |
OMe |
Et |
|
20-54 |
Me |
NO2 |
Et |
|
20-55 |
Me |
SO2Me |
Et |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
20-56 |
Cl |
Me |
Et |
|
20-57 |
Cl |
F |
Et |
|
20-58 |
Cl |
Cl |
Et |
|
20-59 |
Cl |
Br |
Et |
|
20-60 |
Cl |
I |
Et |
|
20-61 |
Cl |
CF3 |
Et |
|
20-62 |
Cl |
CHF2 |
Et |
|
20-63 |
Cl |
CF2Cl |
Et |
|
20-64 |
Cl |
OMe |
Et |
|
20-65 |
Cl |
NO2 |
Et |
|
20-66 |
Cl |
SO2Me |
Et |
|
20-67 |
OMe |
Me |
Et |
|
20-68 |
OMe |
F |
Et |
|
20-69 |
OMe |
Cl |
Et |
|
20-70 |
OMe |
Br |
Et |
|
20-71 |
OMe |
I |
Et |
|
20-72 |
OMe |
CF3 |
Et |
|
20-73 |
OMe |
CHF2 |
Et |
|
20-74 |
OMe |
CF2Cl |
Et |
|
20-75 |
OMe |
OMe |
Et |
|
20-76 |
OMe |
NO2 |
Et |
|
20-77 |
OMe |
SO2Me |
Et |
|
20-78 |
SO2Me |
Me |
Et |
|
20-79 |
SO2Me |
F |
Et |
|
20-80 |
SO2Me |
Cl |
Et |
|
20-81 |
SO2Me |
Br |
Et |
|
20-82 |
SO2Me |
I |
Et |
|
20-83 |
SO2Me |
CF3 |
Et |
|
20-84 |
SO2Me |
CHF2 |
Et |
|
20-85 |
SO2Me |
CF2Cl |
Et |
|
20-86 |
SO2Me |
OMe |
Et |
|
20-87 |
SO2Me |
NO2 |
Et |
|
20-88 |
SO2Me |
SO2Me |
Et |
|
20-89 |
Me |
Me |
CH2CH2OMe |
|
20-90 |
Me |
F |
CH2CH2OMe |
|
20-91 |
Me |
Cl |
CH2CH2OMe |
|
20-92 |
Me |
Br |
CH2CH2OMe |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
20-93 |
Me |
I |
CH2CH2OMe |
|
20-94 |
Me |
CF3 |
CH2CH2OMe |
|
20-95 |
Me |
CHF2 |
CH2CH2OMe |
|
20-96 |
Me |
CF2Cl |
CH2CH2OMe |
|
20-97 |
Me |
OMe |
CH2CH2OMe |
|
20-98 |
Me |
NO2 |
CH2CH2OMe |
|
20-99 |
Me |
SO2Me |
CH2CH2OMe |
|
20-100 |
Cl |
Me |
CH2CH2OMe |
|
20-101 |
Cl |
F |
CH2CH2OMe |
|
20-102 |
Cl |
Cl |
CH2CH2OMe |
|
20-103 |
Cl |
Br |
CH2CH2OMe |
|
20-104 |
Cl |
I |
CH2CH2OMe |
|
20-105 |
Cl |
CF3 |
CH2CH2OMe |
|
20-106 |
Cl |
CHF2 |
CH2CH2OMe |
|
20-107 |
Cl |
CF2Cl |
CH2CH2OMe |
|
20-108 |
Cl |
OMe |
CH2CH2OMe |
|
20-109 |
Cl |
NO2 |
CH2CH2OMe |
|
20-110 |
Cl |
SO2Me |
CH2CH2OMe |
|
20-111 |
OMe |
Me |
CH2CH2OMe |
|
20-112 |
OMe |
F |
CH2CH2OMe |
|
20-113 |
OMe |
Cl |
CH2CH2OMe |
|
20-114 |
OMe |
Br |
CH2CH2OMe |
|
20-115 |
OMe |
I |
CH2CH2OMe |
|
20-116 |
OMe |
CF3 |
CH2CH2OMe |
|
20-117 |
OMe |
CHF2 |
CH2CH2OMe |
|
20-118 |
OMe |
CF2Cl |
CH2CH2OMe |
|
20-119 |
OMe |
OMe |
CH2CH2OMe |
|
20-120 |
OMe |
NO2 |
CH2CH2OMe |
|
20-121 |
OMe |
SO2Me |
CH2CH2OMe |
|
20-122 |
SO2Me |
Me |
CH2CH2OMe |
|
20-123 |
SO2Me |
F |
CH2CH2OMe |
|
20-124 |
SO2Me |
Cl |
CH2CH2OMe |
|
20-125 |
SO2Me |
Br |
CH2CH2OMe |
|
20-126 |
SO2Me |
I |
CH2CH2OMe |
|
20-127 |
SO2Me |
CF3 |
CH2CH2OMe |
|
20-128 |
SO2Me |
CHF2 |
CH2CH2OMe |
|
20-129 |
SO2Me |
CF2Cl |
CH2CH2OMe |
|
编号 |
X |
Z |
R |
物理数据(1H NMR) |
20-130 |
SO2Me |
OMe |
CH2CH2OMe |
|
20-131 |
SO2Me |
NO2 |
CH2CH2OMe |
|
20-132 |
SO2Me |
SO2Me |
CH2CH2OMe |
|
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粉碎机中粉碎混合物。
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(X 207)、3重量份异十三烷醇聚乙二醇醚(8EO)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向混合物表面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,
随后在玻珠磨机中研磨所述混合物,并在喷雾塔中通过单物质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或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=与对照植物类似)。此处,例如化合物编号3-160和4-160在320g/ha的施用率下示出了各自对苘麻(Abutilon theophrasti)、反枝苋(Amaranthus retroflexus)具有至少80%的活性。化合物编号2-160和10a-160在320g/ha的施用率下示出了各自对野荞麦和繁缕具有至少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或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),然后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=与对照植物类似)。此处,例如化合物编号2-160、3-160、4-160和10a-160在80g/ha的施用率下示出了各自对苘麻(Abutilon theophrasti)和稗草(Echinochloa crus galli)具有至少80%的活性。