CN1041759A - N-亚磺酰化和n-酰化的吡唑啉 - Google Patents
N-亚磺酰化和n-酰化的吡唑啉 Download PDFInfo
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Abstract
N-亚磺酰化和N-酰化吡唑啉杀节肢动物剂,包含N-亚磺酰化和N-酰化吡唑啉的组合物和用本发明化合物对节肢动物或其周围进行防治的方法。吡唑啉选自式I-III化合物,其中R1、R2、R3、Q、A、B、J、K、Y、m、n和p如正文所定义。
Description
下列这些公开文献披露了吡唑啉:
U.S.4,070,365 EPA 21,506
U.S.4,156,007 EPA 58,424
U.S.4,174,393 EPA 65,334
U.S.4,663,341 EPA 113,213
WO 88/05046 EPA 153,127
WO 88/07994 EPA 286,346
WO 89/00562 EPA 300,692
Grosscurt等 J.Agric.Food Chem.Vol.27NO.2(1979)。
本申请是美国专利申请07/249,881和07/304,011的同族专利申请。
本发明是关于结构式Ⅰ、Ⅱ和Ⅲ的化合物,包括它们所有的几何异构体和立体异构体及农业上可适用的盐,含有这些化合物的组合物和它们作为农用和家用杀节肢动物剂的用途。为简单起见,以下将这些化合物、它们的异构体及盐都称之为化合物。这些化合物是:
其中,A是含有0至3个碳原子、0至1个氧原子,NR6或S(O)q的1、2或3原子桥链,其中每个碳原子可分别被1至2个选自下列基团的取代基所取代:1-2个卤原子,C1-C6烷基、C2-C4烷氧基羰基或任意被1-3个分别选自W和能结合成基团C(O)或C(S)的碳原子之一的取代基所取代的苯基;
B是H、C1-C6烷基、C4-C7环烷基烷基、任意被1-2个卤原子或1-2个CH3取代的C3-C6环烷基;C1-C6卤代烷基、C2-C6链烯基、C2-C6卤代链烯基、C2-C6链炔基、OR7、C2-C6烷氧基烷基、C2-C6氰基烷基、C3-C8烷氧基羰基烷基、CO2R4、C(O)R4、C(O)NR4R5、C(S)NR4R5、C(S)R4、C(S)SR4、苯基、被(R14)P取代的苯基、苄基、或被1-3个分别选自W的取代基所取代的苄基;
J是H、C1-C4烷基或任意被W取代的苯基;
K是H或CH3;
q是0、1或2;
R1、R2、R3和R14分别选自R4、卤原子、CN、N3、SCN、NO2、OR4、SR4、S(O)R4、S(O)2R4、OC(O)R4、OS(O)2R4、CO2R4、C(O)R4、C(O)NR4R5、S(O)2NR4R5、NR4R5、NR5C(O)R4、OC(O)NHR4、NR5C(O)NHR4和NR5S(O)2R4;或当m、n或p是2时,R1、R2、R4或R14可分别连接成为OCH2O、OCH2CH2O或CH2CH2O时,形成5或6元环,这些5或6元环可分别被1-4个卤原子或1-2个甲基所取代;
R4选自H、C1-C6烷基、C3-C6环烷基、C3-C8烷氧基羰基烷基、C3-C6链烯基、C3-C6链炔基、C1-C6卤代烷基、C3-C6卤代链烯基、被CN、CO2CH3、CO2CH2CH3、OCH3、OCH2CH3、SCH3、SCH2CH3或NO2取代的C1-C6烷基、或R4是任意被W取代的苯基或苄基;或R4和R5连接在一起形成(CH2)4、(CH2)5或CH2CH2OCH2CH2;
R5选自H、C1-C4烷基、C3-C4链烯基、C3-C4链炔基或C1-C4卤代烷基;
m、n和p分别是1-3;
W是卤素、CN、NO2、C1-C2烷基、C1-C2卤代烷基、C1-C2烷氧基、C1-C2卤代烷氧基、C1-C2烷硫基、C1-C2卤代烷硫基、C1-C2烷基磺酰基或C1-C2卤代烷基磺酰基;
R6是H、C1-C4烷基、C1-C4卤代烷基、C2-C4链烯基、C2-C4卤代链烯基、任意被W取代的苯基或任意被W取代的苄基;
R7是H、C1-C4烷基、C2-C4链烯基、C2-C4链炔基、C2-C4烷基羰基、C2-C4烷氧基羰基、或C1-C4烷基磺酰基;
Q是SX、C2-C22烷氧基羰基、C2-C22卤代烷氧基羰基、任意被1-3个选自W的取代基所取代的C7-C15苯氧基羰基、任意被1-3个分别选自W的取代基所取代的C7-C15苯基羰基、C2-C22烷基羰基、C2-C22卤代烷基羰基、CHO、C(O)CO2R5,或任意被1-3个分别选自W的取代基所取代的C8-C12苄氧基羰基;当Q不是SX时,则R3不是CO2R4、C(O)R4、SO2NR4R5或CONR4R5;
Y是C5-C22烷基、C2-C22卤代烷基、C5-C22烷氧基烷基、C4-C22烷氧基烷氧基烷基、C5-C12烷硫基、C5-C12卤代烷硫基、C5-C22烷基羰基、C5-C22卤代烷基羰基、C5-C22烷氧基羰基、C3-C22卤代烷氧基羰基或SX;
Z是C7-C22烷基、C2-C22卤代烷基、C7-C22烷氧基烷基、C4-C22烷氧基烷氧基烷基、C7-C12烷硫基、C7-C12卤代烷硫基、C7-C22烷基羰基、C7-C22卤代烷基羰基、C7-C22烷氧基羰基、C3-C22卤代烷氧基羰基、任意被1-3个分别选自W的取代基所取代的C7-C15苯基羰基或SX;
R8和R12分别为C1-C6烷基、C1-C6卤代烷基、C3-C6环烷基、C4-C7环烷基烷基、任意被1-2个分别选自W的取代基所取代的苯基、任意被1-2个分别选自W的取代基所取代的苄基、任意被1-2个选自W的取代基所取代的苯乙基、C2-C6氰基烷基、C2-C6烷氧基烷基、C3-C8烷氧基羰基烷基、C4-C8二烷基氨基羰基烷基;或R8和R12可以连接在一起,形成(CH2)4、(CH2)5或(CH2)2O(CH2)2;
R9是F、C1-C22烷基、C3-C6环烷基、C3-C6环烷氧基、C2-C8二烷基氨基、C1-C6卤代烷基、任意被1-2个分别选自W的取代基所取代的苯基或苯氧基、C1-C22烷氧基、被氰基、硝基、C2-C4烷氧基、C4-C8烷氧基烷氧基、C1-C2烷硫基、C2-C3烷氧基羰基、C3-C5二烷基氨基羰基、苯基或1-6个卤原子取代的C1-C4烷氧基;或R9是吗啉代、哌啶子基、吡咯烷基、1-萘氧基、2,2-二甲基-2,3-二氢苯并呋喃氧基-7或ON=C(CH3)SCH3;
R10和R11分别为C1-C4烷基、C2-C4卤代烷基、或任意被1-2个分别选自W的取代基所取代的苯基;或R10和R11可以连接在一起形成(CH2)2、(CH2)3或CH2C(CH3)2CH2;
y′是S或O;和
a是0-2。
优选的化合化物A是结构式Ⅰ、Ⅱ中的化合物,其中R1、R2、R3和R14分别为R4、CO2R4、卤原子、CN、NO2、OR4、SR4、S(O)R4、S(O)2R4或NR4R5,或当m、n或p为2时,R1、R2、R3或R14被连接成OCH2O、OCH2CH2O或CH2CH2O,它们可分别被1-4个卤原子或1-2个甲基所取代;
R4是C1-C2烷基、C3-C4链烯基、C1-C2卤代烷基、C3-C4卤代链烯基或任意被卤素取代的苯基;
R5是H或C1-C2烷基;
Q是SX、CHO、C2-C6烷氧基羰基、C2-C6卤代烷氧基羰基、C2-C6烷基羰基、C2-C4卤代烷基羰基、C7-C10苯氧基羰基、C7-C10苯基羰基或C8-C10苄氧基羰基、各个苯氧基、苯基或苄氧基任意被1-2个选自W的取代基所取代;
X是X1、X2、X3、X4或X5;
R8和R12分别为C1-C6烷基、C1-C6卤代烷基、C5-C6环烷基、C3-C8烷氧基羰基烷基、任意被选自W的取代基所取代的苯基、苄基、苯乙基;或R8和R12可连接在一起,形成(CH2)4、(CH2)5或(CH2)2O(CH2)2;
R10和R11分别为C1-C3烷基或苯基;
a是2;
结构式Ⅲ为
X′是O或S;
t是0、1或2;
V是O、S(O)q′、或NR6;
Z′是O或NR6;
R13是H、卤素、C1-C6烷基、C2-C4烷氧基羰基、苯基或被1-3个分别选自W的取代基所取代的苯基;和
g是0、1或2。
优选的化合物B是化合物A中的化合物,其中:
R1是卤素、CN、NO2、OCF2H、OCF3、OCH2CF3、OCF2CF2H、CF3,或当m是2时,而R1可以连接成为CH2C(CH3)O或CF2CF2O,形成5元环;
R2是H、卤素、CN、NO2、OCH3、OCF2H、OCH2CF3、OCF3、SCH3、SCF2H、SCF3、CF3、OCF2CF2H或苯氧基;
R3和R14分别为R2或CO2R4;
Q是SX、C2-C4烷氧基羰基、C2-C4烷基羰基、C7-C8苯基羰基或CHO;
X是X1、X2或X3;
R8是C1-C4烷基、CF3,环己基、任意被W取代的苯基或任意被W取代的苄基;
R9是F、C1-C22烷基、C1-C6卤代烷基、任意被W取代的苯基或苯氧基、C1-C22烷氧基、二甲基氨基或被NO2、C2-C4烷氧基或1-6个卤原子取代的烷氧基;
m、n或p分别为1-2,一个取代基在4位上;
B是H、C1-C4烷基、CO2R4、C(O)R4或任意被(R14)p取代的苯基。
优选的化合物C是优选的化合物B中的化合物,其中:
X是X1;
R8是C1-C4烷基;
R9是C1-C22烷氧基;
结构式Ⅲ是Ⅲ-1或Ⅲ-2;
V是O或CH2;
t是1;
R13是H。
优选的化合物D是优选的化合物B中的化合物,其中:
X是X2;
R8是C1-C4烷基或任意被CH3或Cl取代的苯基;
R9是C1-C6烷基、C1-C6卤代烷基、二甲基氨基或任意被CH3或Cl取代的苯基;
优选的化合物E是结构式Ⅰ的优选化合物C
优选的化合物F是结构式Ⅱ的优选化合物B
优选的化合物G是结构式Ⅲ的优选化合物B。
特别优选的化合物是:
H.优选的E中的甲基3,4-二-(4-氯代苯基)-1-〔〔N-〔〔(乙氧基羰基)(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)苯基〕氨基〕羰基〕-4,5-二氢-1H-吡唑;
I.优选的F中的N-乙酰基-3,4-二(4-氯代苯基)-4,5-二氢-N-〔4-(三氟甲基)苯基〕-1H-吡唑-1-羧酰胺;
J.优选的G中的7-氯-3,3a,4,5-四氢-2-〔〔N-〔〔N-甲基-N-(十八烷氧基)羰基〕氨基〕硫代〕-N-〔4-(三氟甲基)-苯基〕氨基〕羰基〕-2H-苯并〔g〕吲唑-3a-羧酸甲酯。
结构式Ⅰ、Ⅱ和Ⅲ的化合物可以由结构式Ⅴ、Ⅵ或Ⅶ的吡唑啉化合物与结构式Ⅳ的氧硫基卤反应来制备。
其中:在结构式Ⅳ中的Y代表卤素如氯、溴或碘。
Ⅴ、Ⅵ或Ⅶ与Ⅳ的反应是在碱和溶剂存在下,通过该两种试剂的混合而进行的。适用的碱是叔胺,如三乙胺或吡啶,也可使用碱金属碱,如氢化钠或叔-丁醇钾或有机锂碱,如芳基锂或烷基锂。
适用的溶剂包括二氯甲烷、四氢呋喃或乙醚。在某些情况下,碱如吡啶也可能被用作为溶剂,在大多数情况下,最好是在约5℃-70℃的低温下,将结构式Ⅴ、Ⅵ或Ⅶ的化合物与合适的碱混合,在反应期间,用适量的结构式Ⅳ的化合物保持这个温度。反应后的混合物被加热至室温以使反应完全。通常,最好是使用适度化学计量过量的碱,最多过量10%的碱。水应该通过使用无水试剂和在氮气氛中进行处理而从反应混合物中除去。产物可使用如实施例1中说明的普通方法进行分离和提纯。结构式Ⅴ、Ⅵ和Ⅶ的吡唑啉母体是可用本领域内的普通技术人员熟知的方法制得的化合物。吡唑啉的合成方法最近已由El-Rayyes和Al-Awadi在“Synthesis”1028-1042页(1985年,11月)中作了综述。
结构式Ⅴ中B为H的化合物可以用下列图解1中所示的反应过程来制备
Rx A
在另一个实施方案中,结构式Ⅴ中B不是H的某些化合物可以由结构式Ⅴ中B为H的化合物通过进一步与碱和合适类型的亲电子试剂按图解2所示进行反应而直接制得。
图解2
结构式Ⅴ中B也是苯基或取代苯基的化合物可按图解3所示通过结构式Ⅹ的取代酮与肼的反应来制备。
图解3
Rx B
(X是Cl、Br、甲苯磺酰基或其他离去基团)
(B是苯基或取代苯基)
对于结构式Ⅵ的化合物,Grosscurt等人已在“Journal of Agricultural and Food Chemistry”27:406-409(1979)中公开了3,4-二苯基-1-苯基-氨基甲酰基-2-吡唑啉的合成方法。相似的合成方法也在美国专利4,633,341中介绍。结构式Ⅶ的化合物可以用PCT,WO 88/05046中公开的方法来制备。
XSY型(结构式Ⅳ)其中X和Y在本说明书中给定的氧硫基卤在文献中是已知的。在“Synthesis”561,(1970)中Kule的综述文章描述了本发明中使用的大部分氧硫基卤的化学性质和制备方法。在美国专利3,843,689中描述了N-氯代亚磺酰氨基甲酸酯的合成方法。其他的氧硫基卤可以用这些现有文献中描述的普通方法或它们的显而易见的改进方法来制备。
结构式Ⅰ(Q不是SX)的化合物可以由结构式Ⅵ的化合物来合成。结构式Ⅵ的化合物在酸接受体的存在下与含有羰基的亲电试剂反应,结果在氮原子上发生了取代反应。对去质子脲已知的强碱如叔-丁醇钾、氢化钾和氢化钠在本方法中是优选的酸接受体。适用的亲电试剂包括酰基卤,酸酐、碳酸酯和氯甲酸酯,但不限于这些。上述反应过程通常是在-10℃-25℃的温度范围内进行,但在某些情况下也可在高达110℃的温度或低至-50℃的温度下进行。在反应条件下非去除质子的溶剂,如四氢呋喃、二甲基甲酰胺、二甲氧基乙烷和乙醚是优选的溶剂。在本方法中应用的亲电试剂是本领域内的普通技术人员所熟知的和市场上可以买到的。
Ⅵ+QX (酸接受体)/() Ⅱ
其中:
QX选自酰基卤,氯甲酸酯和酸酐。
实施例1
3,3a,4,5-四氢-3a-甲氧基羰基-N-〔4-(三氟甲基)苯基〕-N-〔N′-(1-甲基乙基)-N′-(乙氧基羰基)氨基亚磺酰基〕-2H-苯并〔g〕吲唑-2-羧酰胺
步骤A:3,3a,4,5-四氢-N-〔4-(三氟甲基)苯基〕-2H-苯并〔g〕吲唑-2-羧酰胺
将10.0gα-四氢萘酮,2.0g仲甲醛,6.5g二甲胺氢氯化物和在20ml乙醇中的1.75ml浓HCl的混合物回流加热24小时,然后冷却至室温并在乙醚和水中分配。含水萃取液用1N NaOH水溶液使其成碱性,并用乙醚萃取。乙醚萃取液用硫酸镁干燥,并浓缩,得到12.3g黄色油状物。将残留的油溶解在40ml的正丙醇中,然后与6.7ml水合肼混合,并回流加热1小时。反应混合物在真空中浓缩,然后再将之分配于5%的NaHCO水溶液与二氯甲烷中,使之分离开,并用硫酸镁干燥。向二氯甲烷萃取物中加入12.5g的4-三氟甲基苯基异氰酸酯,将混合物回流1小时,然用乙醚研制后,并浓缩,得到26.1g褐色油。用硅胶色谱分离再硅胶色谱分离,得到11.78g褐色粉末状的标题化合物,熔点149-151℃。
1H核磁共振谱(CDCl3),δ1.9(m,1H),2.4(m,1H),3.0(m,2H),3.5(m,2H),4.4(m,1H),7.3(m,3H),7.58(d,2H),7.65(d,2H),8.0(d,2H),8.3(bs,1H)。
步骤B:3,3a,4,5-四氢-3a-甲氧基羰基-N-〔4′-(三氟甲基)苯基〕-2H-苯并〔g〕吲唑-2-羧酰胺
在-78℃下向在10ml四氢呋喃中的0.9ml二异丙胺的溶液中加入2.3ml的2.5M正丁基锂的己烷溶液并将该混合物搅拌5分钟。然后向该溶液中加入1.0gA步骤的标题化合物在5ml四氢呋喃中的溶液。该反应的温度被加热到0℃,再将其冷却至-78℃,然后加入0.75ml氯代甲酸甲酯。将反应混合物搅拌24小时,并逐渐将加热到室温,用加入0.5ml冰醋酸使反应结束,然后将其倒入5%的NaHCO3水溶液中。用氯仿萃取该混合物,用硫酸镁干燥并将其浓缩。用30%的乙酸乙酯和己烷的混合物作洗脱液进行硅胶色谱分离,得到0.25g的标题化合物,熔点177°-180℃。
1H核磁共振谱(CDCl3),δ2.1(m,1H),2.7(m,1H),3.0(m,2H),3.71(s,3H),3.76(d,1H),4.58(d,1H),7.3(m,3H),7.57(d,2H),7.66(d,2H),8.0(d,1H),8.22(s,1H)。
步骤C:(1-甲基乙基)氨基甲酸乙酯
在搅拌的同时向氯代甲酸乙酯(21.7g,0.2mol)在200ml冷却至0℃的乙醚中的溶液中逐滴加入35.7ml的异丙胺并将其冷却。在胺加完后,在室温下将反应混合物再搅拌半小时。过滤反应混合物,乙醚溶液用水洗涤,并用硫酸镁干燥。在Kugelrohr设备内将乙醚蒸出和蒸馏残留物,结果得到22.6g的标题化合物,在1.5mm Hg压力下,沸点:50-66℃(浴温)
步骤D:(氯代亚磺酰基)(1-甲基乙基)氨基甲酸乙酯
向(1-甲基乙基)氨基甲酸乙酯(13.1g,0.1mol)在100ml冷却至0℃的二氯甲烷中的溶液中一次加入二氯化硫(11.3g,0.11mol)。在混合物温度保持在0℃的同时,在11分钟内再向其中逐滴加入吡啶(8.7g,0.11mol)。在吡啶加完后,将温度提高至室温并使继续搅拌1.5小时。将混合物放置过夜。真空蒸出二氯甲烷,并加入100ml己烷。过滤掉吡啶氢氯化物和蒸出己烷,得到的橙色油,在Kugelrohr设备中蒸馏,得到12.5g标题化合物,在1.4mm Hg压力下,沸点:64-80°(浴温)。
向步骤B的标题化合物(2.0g,4.8mmol)在50ml冷却至0℃的二氯甲烷中的溶液中加入三乙胺(1.0g,0.01mol)和由步骤D制得的(氯代亚磺酰基)(1-甲基乙基)氨基甲酸乙酯(1.4g,7.7mmol)。将混合物加热至室温并搅拌1小时。用乙醚-己烷(1∶2)的混合物作洗脱液,通过硅胶柱色谱提纯该粗的混合物。得到纯度约为90%(沸点:130-134℃)的标题化合物(2.38g)。用乙醚-己烷(2∶1)的混合物萃取产物,得到高纯度的物质1.8g,熔点:139-140℃
1H核磁共振谱(CDCl3):δ0.92(t,3H),1.26(d,3H),1.35(d,3H),1.95(m,1H),2.7(m,1H),2.95(m,2H),3.67(s,3H),3.8(m,3H),4.5(m,2H),7.2(m,3H),7.45(d,3H),7.65(d,2H)。
实施例2
3,3a,4,5-四氢-3a-甲氧基羰基-N-〔4-(三氟甲基)苯基〕-N-(1-甲基丙氧基羰基亚磺酰基)-2H-苯并〔g〕-吲唑-2-羧酰胺
步骤A:(1-甲基丙氧基羰基)亚磺酰氯
将氯代羰基亚磺酰氯(13.1g,0.1mol)与2-丁醇(6.7g,0.09mol)混合并加热至35℃-40℃保持1小时。蒸馏后得到标题化合物(5.93g),沸点70℃/0.8mmHg,核磁共振谱与该化合物的结构一致。
步骤B:3,3a,4,5-四氢-3a-甲氧基羰基-N-〔4-(三氟甲基)苯基〕-N-(1-甲基丙氧基羰基亚磺酰基)-2H-苯并〔g〕吲唑-2-羧酰胺
向步骤B(实施例1)的标题化合物(0.4g,0.96mmol)在5ml二氯甲烷中的溶液中加入三乙胺(0.12g)并冷却至0℃,然后再向该溶液中加入(1-甲基丙氧基羰基)亚磺酰氯(步骤A)(0.2g,0.0012mol)。混合物在室温下搅拌1小时。这时用薄层色谱可以观察到只有部分物质发生了转化,因此,再加入附加的(1-甲基丙氧基羰基)亚磺酰氯(0.2g)和三乙胺(0.12g),并将该混合物放置过夜,反应混合物进行硅胶柱色谱分离,其中使用己烷-乙醚(7∶1)的混合物作洗脱液。由此得到高纯度的标题化合物(0.22g),熔点:125-126℃。
1H核磁并振谱(CDCl3):δ0.9(m,3H),1.3(m,3H),1.6(m,2H),1.9(m,1H),2.8(m,3H),3.67(s,3H),3.8(d,1H),4.5(d,1H),5.0(m,1H),7.05(m,3H),7.25(m,1H),7.5(d,2H),7.57(d,2H)。
实施例3
3,3a,4,5-四氢-3a-甲氧基羰基-N-〔4-三氟甲基)苯基〕-N-(二丁基氨基亚磺酰基)-2H-苯并〔g〕吲唑-2-羧酰胺
步骤A:N,N′-二(二丁基氨基)二硫化物
在20分钟内在搅拌下向二丁胺(52g,0.4mol)在200ml冷却至0℃的己烷中的溶液中逐滴加入一氯化硫(13.5g,0.1mol)。将反应混合物加热至室温并继续搅拌30分钟。过滤该反应混合物并蒸出己烷,得到30.1g的标题化合物。
步骤B:二丁基氨基亚磺酰氯
在室温下,向N,N′-二(二丁基氨基)二硫化物(13.2g,0.05mol)在12ml四氯化碳中的溶液中逐滴加入硫酰氯(6.75g,0.05mol)。然后,将其加热至60℃持续10分钟,蒸馏后得到黄色液体的标题化合物(7.55g),沸点80-87℃/0.6mmHg。
步骤C:3,3a,4,5-四氢-3a-甲氧基羰基-N-〔(4-三氟甲基)苯基〕-N-(二丁基氨基亚磺酰基)-2H-苯并〔g〕吲唑-2-羧酰胺
向步骤B(实施例1)的标题化合物(0.4g,0.96mmol)在8ml冷却至0℃的二氯甲烷中的溶液中加入三乙胺(0.15g)和二丁基氨基亚磺酰氯(0.2g)。将反应混合物加热至室温并搅拌1小时。反应混合物进行硅胶柱色谱分离,其中使用己烷-乙醚(6∶1)的混合物作洗脱液,得到高纯度的标题化合物(0.24g)。
1H核磁共振谱(CDCl3):δ0.7-1.7(m,14H),1.9(m,1H),2.6-3.1(m,7H),3.67(s,3H),3.75(d,1H),4.45(d,1H),7.1(m,3H),7.25(m,1H),7.4(d,2H),7.6(d,2H)。
实施例4
7-氯代-3,3a,4,5-四氢-3a-甲氧基羰基-N-〔4-(三氟甲基)苯基〕-N-〔N′-(甲基)-N′-(己氧基羰基)氨基亚磺酰基〕-2H-苯并〔g〕吲唑-2-羧酰胺
步骤A:甲磺酸(2-(3-氯代苯基)乙基)酯
向0℃的30.0g3-氯代苯乙醇和15.3ml甲磺酰氯在150ml四氢呋喃中的溶液中逐滴加入28.0ml三乙胺在50ml四氢呋喃中的溶液。然后将其加热至室温并搅拌一整夜,然后过滤。滤液在碳酸氢钠水溶液和乙醚两相之间被分配。有机萃取液用硫酸镁干燥,过滤并在减压下浓缩,得到纯净的无色油状物45.93g。
步骤B:3-氯代苯丁酸
在氮气氛下,向8.0g60%的氢化钠和300ml四氢呋喃的混合物中逐滴加入31.0ml丙二酸二乙酯在50ml四氢呋喃中的溶液。丙二酸二乙酯加完后得到了淡黄色的均匀溶液。向该溶液中加入由步骤A制得的45.93g磺酸酯的溶液,并将所得的混合物回流加热一整夜。然后反应混合物被冷却至室温,将其倒入400ml的1N HCl中,并用乙醚萃取。用硫酸镁干燥乙醚萃取液,然后过滤并在减压下浓缩,得到68.9g黄色油。将所得的粗油溶解在由400ml甲醇、100ml H2O和40ml50%NaOH水溶液组成的混合溶液中。将反应混合物搅拌一整夜,然后,在减压下除去甲醇。粗残留物在H2O和乙醚两相之间被分配,含水的萃取液用浓HCl酸化并用乙醚萃取几次。乙醚萃取液用硫酸镁干燥,然后过滤并浓缩,得到51.7g黄色油。将浓缩得到的粗残留物溶解在200ml甲苯中,并在氮气氛下回流加热4天使其脱羧。脱羧后,用减压浓缩除去甲苯,得到35.72g的黄色油。粗产物的1H核磁共振谱分析与3-氯代苯丁酸一致,计算的纯度是80%。该粗产物无需进一步提纯便可直接用于下一步反应。
步骤C:6-氯体-3,4-二氢-1(2H)-萘酮
将35.72g步骤B的产物和50ml亚硫酰氯的混合物回流加热2小时,然后在室温下搅拌18小时。搅拌结束后,在减压下除去亚硫酰氯,将得到的产物溶解在四氯化碳中,并减压浓缩。残留物溶解在冷却至0℃的150ml二氯乙烷中,在大约1小时内分批(每次约3g)加入28g氯化铝。在搅拌3小时后,将反应混合物倒入冰/1N HCl的混合物中,并用二氯甲烷萃取三次。有机萃取液用硫酸镁干燥,并浓缩至约30g的褐色油。以10%的乙酸乙酯/己烷为洗脱液进行硅胶色谱分离,得到褐色油状的6-氯代-3,4-二氢-1(2H)-萘酮17.83g。1H核磁共振谱与该结构一致。
步骤D:7-氯代-3,3a,4,5-四氢-N-〔(三氟甲基)苯基〕-2H-苯并〔g〕吲唑-2-羧酰胺
将步骤C的6-氯代-3,4-二氢-1(2H)-萘酮,2.5g二甲胺氢氯化物,1.0g仲甲醛,0.7ml浓HCl及15ml乙醇混合在一起,并回流加热18小时。然后,反应混合物在减压下浓缩,并在H2O和乙醚两相之间被分配。用1N NaOH将含水萃取液变成碱性,然后,用乙醚萃取几次。用硫酸镁干燥乙醚萃取液,并浓缩,得到4.64g黄色油。将该化合物溶解在25ml乙醇中,并加入1.5ml水合肼中,接着加入5-6滴50%的氢氧化钠。在冷却之后,在氮气氛下将该反应混合物回流加热2-3小时并用减压浓缩除去大部分的乙醇。粗残留物在饱和的碳酸氢钠水溶液和二氯甲烷两相之间分配。二氯甲烷萃取液用硫酸镁干燥并过滤。然后将其与3.5g4-三氟甲基苯基异氰酸酯混合,并在氮气氛下搅拌一整夜。将反应混合物浓缩,粗残留物用乙醚研制,得到3.35g白色粉末状的标题化合物,熔点196-199℃。
1H核磁共振谱(CDCl3)δ1.9(m,1H),2.2(m,1H),3.0(m,2H),3.5(m,2H),4.43(m,1H),7.24(m,2H),7.55(d,2H),7.67(d,2H),7.92(d,1H),8.20(s,1H)。
步骤E:7-氯代-3,3a,4,5-四氢-3a-甲氧基羰基-N-〔4-(三氟甲基)苯基〕-2H-苯并〔g〕吲唑-2-羧酰胺
在氮气氛下将50ml四氢呋喃和6.7ml二异丙胺的溶液冷却至-78℃,然后加入17.5ml2.5M的正-丁基锂的己烷溶液。5分钟后再逐滴加入7.8g步骤D的标题化合物在15ml四氢呋喃中的溶液,将生成的深红色溶液在-78℃下再搅拌15分钟,搅拌后逐滴加入4.6ml氯代甲酸甲酯在10ml四氢呋喃中的溶液,红色迅速褪去。反应混合物被加热至室温,1小时后用5%碳酸氢钠水溶液使反应停止。所得的反应混合物在乙醚和5%碳酸氢钠水溶液两相之间被分配。乙醚萃取液用硫酸镁干燥并浓缩得到14.1g的黄色油状固体。粗产物用乙醚研制,得到的白色沉淀经过滤和干燥,得到5.56g白色固体的标题化合物。熔点234-236℃。
1H核磁共振谱(CDCl3)δ2.1(m,1H),2.75(m,1H),2.95(m,2H),3.71(s,3H),3.75(d,1H,J=6Hz),4.59(d,1H,J=6Hz),7.25(m,2H),7.57(d,2H),7.66(d,2H),7.94(d,1H),8.18(d,1H)。
步骤F:7-氯代-3,3a,4,5-四氢-3a-甲氧基羰基-N-〔4-(三氟甲基)苯基〕-N-〔N′-(甲基)-N′-(己氧基羰基)氨基亚磺酰基〕-2H-苯并〔g〕吲唑-2-羧酰胺
在0℃下,向上述步骤E的标题化合物(2.2g,0.005mol)在25ml冷却至0℃的二氯甲烷中的悬浮液中,逐滴加入三乙胺(1.0g)和(氯代亚磺酰基)(甲基)氨基甲酸己酯(用相似于实施例1的步骤D的方法制得)(2.5g,纯度75%)。所得混合物在室温下再搅拌1小时。在高真空下将反应混合物浓缩并进行硅胶柱色谱分离,使用己烷-乙醚(1∶1)作为洗脱液。得到高纯度的,熔点为128-129℃的标题化合物(2.5g)。
1H核磁共振谱(CDCl3)δ0.87(t,3H),1.18(m,8H),1.9(m,1H),2.8(m,3H),3.5(s,3H),3.66(s,3H),3.7(m,3H),4.5(d,1H),7.05(m,3H),7.35(d,2H),7.6(d,2H)。
用经显著改进的实施例1-4所述的方法制备实施例5-28列举的化合物。
表A
实施例R2Z m.p.℃1H NMR(δ,ppm)
(CDCl3)
5 H N(CH3)C(O)OC4H9134 1.0(t,3H),1.2(m,4H),
1.9(m,1H),2.6-3(m,3H),
3.5(s,3H),3.66(s,3H),
3.7(m,2H),3.75(d,1H),
4.45(d,1H),7.1(m,3H),
7.25(m,1H),7.35(d,2H),
7.6(d,2H).
6 H N(CH3)C(O)OC2H5121-123 0.88(t,3H),1.9(m,1H)
2.6-3(m,3H),3.5(s,3H),
3.66(s,3H),3.8(m,3H),
4.47(d,1H),7.11(m,3H),
7.25(m,1H),7.35(d,2H),
7.6(d,2H).
实施例R2Z m.p.℃1H NMR(δ,ppm)
(CDCl3)
7 6-F N(CH3)C(O)OC4H9120 0.83(t,3H),1.2(m,4H)
1.85(m,1H),2.7(m,2H),
3.0(m,1H),3.5(s,3H),
3.66(s,3H),3.75(m,3H),
4.5(d,1H),7.0(m,3H),
7.35(d,2H),7.6(d,3H).
8 H N(CH3)C(O)OcycloC6H11175-176 0.6-1.7(m,10H),1.9(m,1H),
2.6-3.0(m,3H),3.51(s,3H),
3.65(s,3H),3.75(d,1H),
4.35(m,1H),4.45(d,1H),
7.1(m,3H),7.25(m,1H),
7.35(d,2H),7.6(d,2H).
9 H N(CH3)C(O)OC8H17144-145 0.88(t,3H),1.21(m,12H),
1.9(m,1H),2.7(m,1H),
2.9(m,2H),3.5(m,3H),
3.65(m,3H),3.75(m,3H),
4.5(d,1H),7.1(m,3H),
7.25(m,1H),7.35(d,2H),
7.6(d,2H).
10 H N(CH3)C(O)OC10H2176-78 0.88(t,3H),1.25(m,16H),
1.9(m,1H),2.7(m,1H),
2.9(m,2H),3.5(s,3H),
3.66(s,3H),3.75(m,3H),
4.5(d,1H),7.15(m,3H),
7.25(m,1H),7.35(d,2H),
7.6(d,2H).
实施例R2Z m.p.℃1H NMR(δ,ppm)
(CDCl3)
11 6-F N-[CH(CH3)2]C(O)OC2H5143.5 0.91(t,3H),1.27(d,3H),
1.35(d,3H),1.9(m,1H),
2.75(m,2H),3.05(m,1H),
3.67(s,3H),3.75(m,3H),
4.5(m,2H),7.25(m,3H),
7.45(d,2H),7.6(d,2H).
12 H N(CH3)C(O)OC12H25- 0.88(t,3H),1.26(m,20H),
1.9(m,1H),2.7(m,1H),
2.9(m,2H),3.5(s,3H),
3.66(s,3H),3.75(m,3H),
4.5(d,1H),7.1(m,3H),
7.25(m,1H),7.35(d,2H),
7.6(d,2H).
13 H N(CH3)C(O)OC6H13- 0.88(t,3H),1.26(m,8H)
1.9(m,1H),2.7(m,1H),
2.9(m,2H),3.51(s,3H),
3.66(s,3H),3.75(m,3H),
4.5(d,2H),7.1(m,3H),
7.25(m,1H),7.35(d,2H),
7.6(d,2H).
14 7-Cl C(O)O-sec-C4H9132 0.88(t,3H),1.3(m,3H),
1.6(m,2H),1.9(m,1H),
2.6-3.0(m,3H),3.88(s,3H),
3.8(d,1H),4.5(d,1H),
5.0(m,1H),7.0(m,3H),
7.35(d,2H),7.6(d,2H),
15 7-Cl N-[CH(CH3)2]C(O)OC2H5152 0.9(t,3H),1.26(d,3H),
1.35(d,3H),1.9(m,1H),
2.7(m,1H),2.9(m,2H),
3.67(s,3H),3.8(m,3H),
4.5(m,2H),7.14(m,2H),
7.4(m,3H),7.6(d,2H).
实施例R2Z m.p.℃1H NMR(δ,ppm)
(CDCl3)
16 7-Cl N(CH3)C(O)OC2H5- 0.88(t,3H),1.9(m,1H)
2.65(m,1H),2.9(m,2H),
3.49(s,3H),3.66(s,3H),
3.8(m,3H),4.5(d,1H),
7.07(m,3H),7.35(d,2H),
7.6(d,2H).
17 7-Cl N(CH3)C(O)OC8H17103-106 0.88(t,3H),1.23(m12H),
1.9(m,1H),2.65(m,1H),
2.85(m,2H),3.5(s,3H),
3.66(s,3H),3.75(m,3H),
4.45(d,1H),7.05(m,3H),
7.35(d,2H),7.6(d,2H).
18 6-F C(O)O-sec-C4H9125-126 0.9(m,3H),1.3(m,5H)
1.9(n,1H),2.75(m,2H),
3.0(m,1H),3.7(s,3H),
3.8(d,1H),4.5(d,1H),
5.0(m,1H),6.8(m,1H),
7.05(m,2H),7.45(d,2H),
7.6(d,2H).
19 7-Cl N(CH3)C(O)OC4H9125-127 0.82(m,3H),1.2(m,4H),
1.9(m,1H),2.65(m,1H),
2.85(m,2H),3.5(s,3H),
3.66(s,3H),3.75(m,3H),
4.45(d,1H),7.05(m,3H),
7.35(d,2H),7.6(d,2H).
20 7-Cl N[CH(CH3)2]C(O)OC4H9- 0.84(t,3H),1.25(m,10H),
1.9(m,1H),2.65(m,1H),
3.66(s,3H),3.7(m,3H),
4.45(m,2H),7.15(m,2H),
7.4(m,3H),7.6(d,2H).
实施例R2Z m.p.℃1H NMR(δ,ppm)
(CDCl3)
21 7-Cl N(CH3)C(O)OC12H25- 0.88(t,3H),1.2(m,20H),
1.9(m,1H),2.65(m,1H),
2.9(m,2H),3.5(s,3H),
3.67(s,3H),3.75(m,3H),
4.5(d,1H),7.05(m,3H),
7.35(d,2H),7.6(d,2H).
22 7-Cl N(CH3)C(O)O-cycloC6H1187-91 0.8-1.7(Broad m,10H),
2.65(m,1H),2.9(m,2H),
3.51(s,3H),3.66(s,3H),
3.75(d,1H),4.35(m,1H),
4.45(d,1H),7.05(m,3H),
7.35(d,2H),7.6(d,2H).
23 7-Cl N(CH3)C(O)O(CH2)2OC4H9- 0.9(t,3H)1.4(m,4H),
1.9(m,1H),2.7(m,1H)
2.9(m,2H),3.3(m,4H)
3.5(s,3H),3.67(s,3H),
3.9(m,3H),4.5(d,1H),
7.1(m,3H),7.4(d,2H),
7.6(d,2H).
24 7-Cl N(CH3)C(O)OC14H29- 0.87(t,3H),1.26(m,24H),
1.9(m,1H),2.65(m,1H),
2.9(m,2H),3.5(s,3H),
3.68(s,3H),3.75(m,3H),
4.47(d,1H),7.05(m,3H),
7.35(d,2H),7.57(d,2H).
25 7-Cl N(CH3)C(O)OC16H33- 0.87(t,3H),1.26(m,28H),
1.9(m,1H),2.65(m,1H),
2.9(m,2H),3.5(s,3H),
3.67(s,3H),3.75(m,3H),
4.47(d,1H),7.05(m,3H),
7.35(d,2H),7.6(d,2H).
实施例R2Z m.p.℃1H NMR(δ,ppm)
(CDCl3)
26 7-Cl N(CH3)C(O)OC18H37- 0.9(t,3H),1.26(m,32H),
1.9(m,1H),2.65(m,1H),
2.9(m,2H),3.5(s,3H),
3.67(m,3H),3.75(m,3H),
4.5(d,1H),7.05(m,3H),
7.35(d,2H),7.6(d,2H).
27 7-Cl N(CH3)C(O)OC22H45- 0.88(t,3H),1.26(m,40H),
1.9(m,1H),2.65(m,1H),
2.9(m,2H),3.5(s,3H),
3.65(m,3H),3.75(m,3H),
4.48(d,1H),7.06(m,3H),
7.35(d,2H),7.6(d,2H).
29 7-Cl N(CH3)C(O)O(CH2)2O(CH2)2OC4H9- 0.91(t,3H),1.4(m,4H),
1.9(m,1H),2.7(m,1H),
2.9(m,2H),3.5(s,3H),
3.67(s,3H),3.7(m,9H),
4.0(m,1H),4.2(m,1H),
4.5(d,1H),7.6(m,3H),
7.4(d,2H),7.6(d,2H).
实施例29
1-(4-氯代苯基)-5-(4-氟代苯基)-4,5-二氢-N-〔4-(三氟甲基)苯基〕-N-〔N′-(1-甲基乙基)-N′-(乙氧基羰基)氨基硫醇〕-1H-吡唑-3-羧酰胺
步骤A:(氯代亚磺酰基)(1-甲基乙基)氨基甲酸乙酯
向(1-甲基乙基)氨基甲酸乙酯(13.1g,0.1mol)在100ml冷却至0℃的二氯甲烷中的溶液中一次加入二氯化硫(11.3g,0.11mol)。在混合物的温度保持在0℃的同时,在11分钟内逐滴加入吡啶(8.7g,0.11mol)。吡啶加完后,使温度上升至室温并继续搅拌1.5小时。将混合物放置过夜。真空下蒸出二氯甲烷,并加入100ml己烷。过滤去吡啶氢氯化物和蒸出己烷后得到橙色油,在Kugelrohr设备中蒸馏,得到12.5g的标题化合物,沸点64-80°(浴温)
步骤B:1-(4-氯代苯基)-5-(4-氟代苯基)-4,5-二氢-N-〔4-(三氟甲基)苯基〕-N-〔N′-(1-甲基乙基)-N′-(乙氧基羰基)-氨基硫醇〕-1H-吡唑-3-羧酰胺
向1-(4-氯代苯基)-5-(4-氟代苯基)-4,5-二氢-N-〔4-(三氟甲基)苯基〕-1H-吡唑-3-羧酰胺(0.95g,0.002mol)在10ml冷却至0℃的二氯甲烷中的溶液中加入三乙胺(0.25g),接着加入步骤A的标题化合物(0.5g,0.0025mol),将反应混合物加热至室温并搅拌1小时。接着加入二氯甲烷(50ml),所得混合物用水洗涤,用硫酸镁干燥并过滤。蒸出溶剂,残留物用硅胶柱色谱提纯,使用己烷∶乙醚(2∶1)作为洗脱液。得到1.0g标题化合物,熔点:136-137℃。
1H核磁共振谱(CDCl3):δ7.7(d,2H),7.4(s,2H),7.0(m,6H),6.3(d,2H),5.2(d of d,1H)4.5(m,1H),3.75(m,3H),3.05(d of d,1H),1.3(d of d,6H),0.87(t,3H)。
实施例30
3,4-二(4-氯代苯基)-N-〔4-(三氟甲基)苯基〕-N-〔N′-(1-甲基乙基)-N′-(乙氧基羰基)氨基硫醇〕-4,5-二氢-1H-吡唑-1-羧酰胺
向3,4-二(4-氯代苯基)-N-〔4-(三氟甲基)苯基〕-4,5-二氢-1H-吡唑-1-羧酰胺(0.466g,0.001mol)在5ml冷却至0℃的二氯甲烷中的溶液中加入0.3g三乙胺和(氯代亚磺酰基)(1-甲基乙基)氨基甲酸乙酯(0.5g)。将混合物加热至室温并放置过夜。然后加入20ml CH2Cl2,所得混合物用水洗涤,用硫酸镁干燥并过滤。在真空下蒸出溶剂。残留物用硅胶柱色谱提纯,其中使用CH2Cl2∶丁基氯化物的混合物(1∶1)作为最初的洗脱液,尔后再使用乙醚作洗脱液。得到了高纯度的标题化合物(0.28g),熔点:65-68℃。
1H核磁共振谱(CDCl3):δ7.65(d,2H),7.5(d,2H),7.27(d,2H),7.17(s,4H),7.0(d,2H),4.6-4.3(m,3H)3.95(d of d,1H),3.8(f,2H),1.3(m,6H).0.95(t,3H)。
下列附加实施例(表B和表C)使用的是与上述实施例29和30中或现有文献中公开的方法相似的方法来进行制备。
表B
实施例 X m.p.℃1H-NMR(δ,ppm)
(CDCl3)
31 N[CH(CH3)2]C(O)OC4H9165-170 7.23(d,2H),7.4(d,2H),
7.0(M,6H),6.3(d,2H),
5.2(d of d,1H),4.5
(M,1H),3.75(M,3H),
3.1(d of d,1H),1.4-1.1
(M,10H),.85(t,3H)
32 N[CH(CH3)(C2H5)]C(O)OC2H5- 7.23(d,2H),7.4(d,2H),
7.0(M,6H),6.3(d,2H),
5.2(d of d,1H),4.5
(M,1H),3.75(M,3H),
3.1(d of d,1H),1.8-1.1
(M,5H),0.9(M,6H).
实施例 X m.p.℃1H-NMR(δ,ppm)
(CDCl3)
33 C(O)OCH(CH3)(C2H5) 159-161 7.25(d,2H),7.4(d,2H),
7.0(M,6H),6.25(d,2H),
5.2(d of d,1H),5.0
(M,1H),3.75(d of d,
1H),3.1(d of d,1H),
1.65(M,2H),1.28(d,
3H),0.9(t,3H).
34 N(CH3)C(O)O(cyclo C6H11)147-150 7.2(d,2H),7.4(d,2H),
7.0(M,6H),6.3(d,2H),
5.2(d of d,1H),4.3
(M,1H),3.7(d of d,1H),
3.5(5,3H),3.2(d of d,
1H),1.8-0.9(M,10H).
表C
实施例 Q R3R1m.p.℃1H-NMR(δ,ppm)
35 S-N(CH3)C(O)O-sec-C4H9Cl CF383-84 7.8-6.9(m,12H),
4.6-4.3(M,3H),4.0
(M,1H),3.52(S,3H),
1.25(M,2H),1.0-0.7
(M,6H).
36 S-C(O)O-sec-C4H9Cl CF378-80 7.7-7.0(M,12H),5.0
(M,1H),4.45(M,2H),
4.0(M,1H),1.6(M,
2H),1.3(d,3H),0.9
(t,3H).
实施例 Q R3R1m.p.℃1H-NMR(δ,ppm)
37 S-C(O)O-sec-C4H9Cl Cl 66-69 7.4-6.9(M,12H),5.0
(M,1H),4.5(M,2H),
4.0(M,1H),1.6(M,
2H),1.28(d,3H),0.9
(M,3H).
38 CO2CH3Cl CF3151-154 7.7-7.0(m,12H),4.7
(d,d,1H),4.5(d,d,1H),
4.1(d,d,1H),3.86
(s,3H).
39 COCH3F CF3157-159 7.7-7.0(m,12H),4.7
(d,d,1H),4.5(d,d,1H),
4.1(d,d,1H),3.86
(s,3H).
40 S-N(CH(CH3)2)SO2C2H5Cl CF3oil 7.65(m,2H),7.25(m,4H),
7.05(m,1H),4.6-3.9
(m,3H),3/65(m,1H),3.03
(q,2H),1.36(t,3H),1.24
(d,6H).
41 COCH3Cl CF3166-168 7.6-7.0(m,12H),
4.7-4.0(m,3H),
2.3(s,3H).
42 COCH3F Cl 187-190 7.5-7.0(m,12H),
4.6(m,1H),4.4
(m,1H),4.0(m,1H),
2.26(s,3H).
实施例 Q R3R1m.p.℃1H-NMR(δ,ppm)
43 COCH3F Br 181-185 7.6-7.0(m,12H),
4.65(m,1H),
4.4(m,1H),
4.0(m,1H),
2.25(s,3H).
44 CO2Me F CF380-86
45 COPh F CF3176-179
46 COEt Cl CF3169-170
47 EtCOCO Cl CF3166-167
48 CO-n-Bu Cl CF360-62
49 COCH3Cl Cl 205-206
50 COEt Cl Cl 157-158
51 CO2Me Cl Cl 162-166
52 4-ClPhCO Cl CF3209-211
53 t-BuCO Cl CF3140-145
54 PhOCO Cl CF3150-155
实施例55
N-乙酰基-3,4-二(4-氯代苯基)-4,5-二氢-N-〔4-(三氟甲基)苯基〕-1H-吡唑-1-羧酰胺
将实施例6步骤D的化合物(0.65g)溶于四氢呋喃(20ml)中,用在油中的60%氢化钠(0.12g)进行处理。待氢放空(30分钟)后,加入乙酸酐(0.6ml),将该混合物在室温搅拌16小时,用饱和氯化铵水溶液(15ml)和乙酸乙酯(30ml)稀释,有机层用硫酸镁干燥,并蒸发。用己烷/乙酸乙酯(3∶1)作洗脱液,将残余物在硅胶柱中进行色层分离,将甲醇(10ml)加到该产物中,过滤后,得到标题化合物(0.4g),熔点166-168℃。
核磁共振谱(CDCl3)7.6-7.0(m,ArH,12H),4.7-4.0(m,3H,CH和CH2),23(S,COCH3,3H)。
表1
R1R2B R8R9
4-CF35-Cl H Me OEt
4-CF35-Cl Me Me OEt
4-CF3H CO2Me Me OEt
4-Cl H CO2Me Me OEt
4-Br H CO2Me Me OEt
4-OCF3H CO2Me Me OEt
4-CF35-Cl CO2Me Me OEt
4-Cl 5-Cl CO2Me Me OEt
4-OCF35-Cl CO2Me Me OEt
4-CF35-CF3CO2Me Me OEt
4-CF35-F CO2Me Me OEt
4-CF35-Cl Ph Me OEt
4-CF35-Cl 4-Cl-Ph Me OEt
4-CF35-Cl CO2Et Me OEt
4-CF35-Cl H Me O-n-Bu
4-CF34-F H Me O-n-Bu
4-CF3H Me Me O-n-Bu
4-CF35-Cl Me Me O-n-Bu
4-CF35-Br Me Me O-n-Bu
R1R2B R8R9
4-CF34-F Me Me O-n-Bu
4-CF3H CO2Me Me O-n-Bu
4-Cl H CO2Me Me O-n-Bu
4-Br H CO2Me Me O-n-Bu
4-OCF3H CO2Me Me O-n-Bu
4-CF35-Cl CO2Me Me O-n-Bu
4-Cl 5-Cl CO2Me Me O-n-Bu
4-Br 5-Cl CO2Me Me O-n-Bu
4-OCF35-Cl CO2Me Me O-n-Bu
4-CF35-Br CO2Me Me O-n-Bu
4-Cl 5-Br CO2Me Me O-n-Bu
4-Br 5-Br CO2Me Me O-n-Bu
4-OCF35-Br CO2Me Me O-n-Bu
4-CF34-F CO2Me Me O-n-Bu
4-Cl 4-F CO2Me Me O-n-Bu
4-Br 4-F CO2Me Me O-n-Bu
4-OCF34-F CO2Me Me O-n-Bu
4-CF35-CF3CO2Me Me O-n-Bu
4-CF35-F CO2Me Me O-n-Bu
4-CF35-Cl Ph Me O-n-Bu
4-CF35-Cl 4-Cl-Ph Me O-n-Bu
4-CF35-Cl CO2Et Me O-n-Bu
4-CF35-Cl Me Me 正己氧基
4-CF3H CO2Me Me 正己氧基
4-Cl H CO2Me Me 正己氧基
4-Br H CO2Me Me 正己氧基
4-OCF3H CO2Me Me 正己氧基
4-CF35-Cl CO2Me Me 正己氧基
4-Cl 5-Cl CO2Me Me 正己氧基
4-Br 5-Cl CO2Me Me 正己氧基
4-OCF35-Cl CO2Me Me 正己氧基
4-CF35-Br CO2Me Me 正己氧基
R1R2B R8R9
4-Cl 5-Br CO2Me Me 正己氧基
4-Br 5-Br CO2Me Me 正己氧基
4-OCF35-Br CO2Me Me 正己氧基
4-CF34-F CO2Me Me 正己氧基
4-Cl 4-F CO2Me Me 正己氧基
4-Br 4-F CO2Me Me 正己氧基
4-OCF34-F CO2Me Me 正己氧基
4-CF35-CF3CO2Me Me 正己氧基
4-CF35-F CO2Me Me 正己氧基
4-CF35-Cl Ph Me 正己氧基
4-CF35-Cl 4-Cl-Ph Me 正己氧基
4-CF35-Cl CO2Et Me 正己氧基
4-CF35-Cl Me Me 正辛氧基
4-CF3H CO2Me Me 正辛氧基
4-Cl H CO2Me Me 正辛氧基
4-Br H CO2Me Me 正辛氧基
4-OCF3H CO2Me Me 正辛氧基
4-CF35-Cl CO2Me Me 正辛氧基
4-Cl 5-Cl CO2Me Me 正辛氧基
4-Br 5-Cl CO2Me Me 正辛氧基
4-OCF35-Cl CO2Me Me 正辛氧基
4-CF35-Br CO2Me Me 正辛氧基
4-Cl 5-Br CO2Me Me 正辛氧基
4-Br 5-Br CO2Me Me 正辛氧基
4-OCF35-Br CO2Me Me 正辛氧基
4-CF34-F CO2Me Me 正辛氧基
4-Cl 4-F CO2Me Me 正辛氧基
4-Br 4-F CO2Me Me 正辛氧基
4-OCF34-F CO2Me Me 正辛氧基
4-CF35-CF3CO2Me Me 正辛氧基
4-CF35-F CO2Me Me 正辛氧基
R1R2B R8R9
4-CF35-Cl Ph Me 正辛氧基
4-CF35-Cl 4-Cl-Ph Me 正辛氧基
4-CF35-Cl CO2Et Me 正辛氧基
4-CF35-Cl Me Me 正癸氧基
4-CF3H CO2Me Me 正癸氧基
4-Cl H CO2Me Me 正癸氧基
4-Br H CO2Me Me 正癸氧基
4-OCF3H CO2Me Me 正癸氧基
4-CF35-Cl CO2Me Me 正癸氧基
4-Cl 5-Cl CO2Me Me 正癸氧基
4-Br 5-Cl CO2Me Me 正癸氧基
4-OCF35-Cl CO2Me Me 正癸氧基
4-CF35-Br CO2Me Me 正癸氧基
4-Cl 5-Br CO2Me Me 正癸氧基
4-Br 5-Br CO2Me Me 正癸氧基
4-OCF35-Br CO2Me Me 正癸氧基
4-CF34-F CO2Me Me 正癸氧基
4-Cl 4-F CO2Me Me 正癸氧基
4-Br 4-F CO2Me Me 正癸氧基
4-OCF34-F CO2Me Me 正癸氧基
4-CF35-CF3CO2Me Me 正癸氧基
4-CF35-F CO2Me Me 正癸氧基
4-CF35-Cl Ph Me 正癸氧基
4-CF35-Cl 4-Cl-Ph Me 正癸氧基
4-CF35-Cl CO2Et Me 正癸氧基
4-CF35-Cl Me Me 正十二烷氧基
4-CF3H CO2Me Me 正十二烷氧基
4-Cl H CO2Me Me 正十二烷氧基
4-Br H CO2Me Me 正十二烷氧基
4-OCF3H CO2Me Me 正十二烷氧基
4-CF35-Cl CO2Me Me 正十二烷氧基
R1R2B R8R9
4-Cl 5-Cl CO2Me Me 正十二烷氧基
4-Br 5-Cl CO2Me Me 正十二烷氧基
4-OCF35-Cl CO2Me Me 正十二烷氧基
4-CF35-Br CO2Me Me 正十二烷氧基
4-Cl 5-Br CO2Me Me 正十二烷氧基
4-Br 5-Br CO2Me Me 正十二烷氧基
4-OCF35-Br CO2Me Me 正十二烷氧基
4-CF34-F CO2Me Me 正十二烷氧基
4-Cl 4-F CO2Me Me 正十二烷氧基
4-Br 4-F CO2Me Me 正十二烷氧基
4-OCF34-F CO2Me Me 正十二烷氧基
4-CF35-CF3CO2Me Me 正十二烷氧基
4-CF35-F CO2Me Me 正十二烷氧基
4-CF35-Cl Ph Me 正十二烷氧基
4-CF35-Cl 4-Cl-Ph Me 正十二烷氧基
4-CF35-Cl CO2Et Me 正十二烷氧基
4-CF35-Cl Me Me O-sec-Bu
4-CF3H CO2Me Me O-sec-Bu
4-Cl H CO2Me Me O-sec-Bu
4-Br H CO2Me Me O-sec-Bu
4-OCF3H CO2Me Me O-sec-Bu
4-CF35-Cl CO2Me Me O-sec-Bu
4-Cl 5-Cl CO2Me Me O-sec-Bu
4-Br 5-Cl CO2Me Me O-sec-Bu
4-OCF35-Cl CO2Me Me O-sec-Bu
4-CF35-Br CO2Me Me O-sec-Bu
4-Cl 5-Br CO2Me Me O-sec-Bu
4-Br 5-Br CO2Me Me O-sec-Bu
4-OCF35-Br CO2Me Me O-sec-Bu
4-CF34-F CO2Me Me O-sec-Bu
4-Cl 4-F CO2Me Me O-sec-Bu
R1R2B R8R9
4-Br 4-F CO2Me Me O-sec-Bu
4-OCF34-F CO2Me Me O-sec-Bu
4-CF35-CF3CO2Me Me O-sec-Bu
4-CF35-F CO2Me Me O-sec-Bu
4-CF35-Cl Ph Me O-sec-Bu
4-CF35-Cl 4-Cl-Ph Me O-sec-Bu
4-CF35-Cl CO2Et Me O-sec-Bu
4-CF35-Cl Me Me OCH2CH2OEt
4-CF3H CO2Me Me OCH2CH2OEt
4-Cl H CO2Me Me OCH2CH2OEt
4-Br H CO2Me Me OCH2CH2OEt
4-OCF3H CO2Me Me OCH2CH2OEt
4-CF35-Cl CO2Me Me OCH2CH2OEt
4-Cl 5-Cl CO2Me Me OCH2CH2OEt
4-Br 5-Cl CO2Me Me OCH2CH2OEt
4-OCF35-Cl CO2Me Me OCH2CH2OEt
4-CF35-Br CO2Me Me OCH2CH2OEt
4-Cl 5-Br CO2Me Me OCH2CH2OEt
4-Br 5-Br CO2Me Me OCH2CH2OEt
4-OCF35-Br CO2Me Me OCH2CH2OEt
4-CF34-F CO2Me Me OCH2CH2OEt
4-Cl 4-F CO2Me Me OCH2CH2OEt
4-Br 4-F CO2Me Me OCH2CH2OEt
4-OCF34-F CO2Me Me OCH2CH2OEt
4-CF35-CF3CO2Me Me OCH2CH2OEt
4-CF35-F CO2Me Me OCH2CH2OEt
4-CF35-Cl Ph Me OCH2CH2OEt
4-CF35-Cl 4-Cl-Ph Me OCH2CH2OEt
4-CF35-Cl CO2Et Me OCH2CH2OEt
4-CF35-Cl Me Me OCH2CCl3
4-CF3H CO2Me Me OCH2CCl3
4-Cl H CO2Me Me OCH2CCl3
4-Br H CO2Me Me OCH2CCl3
R1R2B R8R9
4-OCF3H CO2Me Me OCH2CCl3
4-CF35-Cl CO2Me Me OCH2CCl3
4-Cl 5-Cl CO2Me Me OCH2CCl3
4-Br 5-Cl CO2Me Me OCH2CCl3
4-OCF35-Cl CO2Me Me OCH2CCl3
4-CF35-Br CO2Me Me OCH2CCl3
4-Cl 5-Br CO2Me Me OCH2CCl3
4-Br 5-Br CO2Me Me OCH2CCl3
4-OCF35-Br CO2Me Me OCH2CCl3
4-CF34-F CO2Me Me OCH2CCl3
4-Cl 4-F CO2Me Me OCH2CCl3
4-Br 4-F CO2Me Me OCH2CCl3
4-OCF34-F CO2Me Me OCH2CCl3
4-CF35-CF3CO2Me Me OCH2CCl3
4-CF35-F CO2Me Me OCH2CCl3
4-CF35-Cl Ph Me OCH2CCl3
4-CF35-Cl 4-Cl-Ph Me OCH2CCl3
4-CF35-Cl CO2Et Me OCH2CCl3
4-CF35-Cl Me Me OCH2CF3
4-CF3H CO2Me Me OCH2CF3
4-Cl H CO2Me Me OCH2CF3
4-Br H CO2Me Me OCH2CF3
4-OCF3H CO2Me Me OCH2CF3
4-CF35-Cl CO2Me Me OCH2CF3
4-Cl 5-Cl CO2Me Me OCH2CF3
4-Br 5-Cl CO2Me Me OCH2CF3
4-OCF35-Cl CO2Me Me OCH2CF3
4-CF35-Br CO2Me Me OCH2CF3
4-Cl 5-Br CO2Me Me OCH2CF3
4-Br 5-Br CO2Me Me OCH2CF3
4-OCF35-Br CO2Me Me OCH2CF3
R1R2B R8R9
4-CF34-F CO2Me Me OCH2CF3
4-Cl 4-F CO2Me Me OCH2CF3
4-Br 4-F CO2Me Me OCH2CF3
4-OCF34-F CO2Me Me OCH2CF3
4-CF35-CF3CO2Me Me OCH2CF3
4-CF35-F CO2Me Me OCH2CF3
4-CF35-Cl Ph Me OCH2CF3
4-CF35-Cl 4-Cl-Ph Me OCH2CF3
4-CF35-Cl CO2Et Me OCH2CF3
4-CF35-Cl Me Me OCH2CO2Et
4-CF3H CO2Me Me OCH2CO2Et
4-Cl H CO2Me Me OCH2CO2Et
4-Br H CO2Me Me OCH2CO2Et
4-OCF3H CO2Me Me OCH2CO2Et
4-CF35-Cl CO2Me Me OCH2CO2Et
4-Cl 5-Cl CO2Me Me OCH2CO2Et
4-Br 5-Cl CO2Me Me OCH2CO2Et
4-OCF35-Cl CO2Me Me OCH2CO2Et
4-CF35-Br CO2Me Me OCH2CO2Et
4-Cl 5-Br CO2Me Me OCH2CO2Et
4-Br 5-Br CO2Me Me OCH2CO2Et
4-OCF35-Br CO2Me Me OCH2CO2Et
4-CF34-F CO2Me Me OCH2CO2Et
4-Cl 4-F CO2Me Me OCH2CO2Et
4-Br 4-F CO2Me Me OCH2CO2Et
4-OCF34-F CO2Me Me OCH2CO2Et
4-CF35-CF3CO2Me Me OCH2CO2Et
4-CF35-F CO2Me Me OCH2CO2Et
4-CF35-Cl Ph Me OCH2CO2Et
4-CF35-Cl 4-Cl-Ph Me OCH2CO2Et
4-CF35-Cl CO2Et Me OCH2CO2Et
R1R2B R8R9
4-CF3H H Me F
4-CF35-Cl H Me F
4-CF35-Br H Me F
4-CF34-F H Me F
4-CF3H Me Me F
4-CF35-Cl Me Me F
4-CF35-Br Me Me F
4-CF34-F Me Me F
4-CF3H CO2Me Me F
4-Cl H CO2Me Me F
4-Br H CO2Me Me F
4-OCF3H CO2Me Me F
4-CF35-Cl CO2Me Me F
4-Cl 5-Cl CO2Me Me F
4-Br 5-Cl CO2Me Me F
4-OCF35-Cl CO2Me Me F
4-CF35-Br CO2Me Me F
4-Cl 5-Br CO2Me Me F
4-Br 5-Br CO2Me Me F
4-OCF35-Br CO2Me Me F
4-CF34-F CO2Me Me F
4-Cl 4-F CO2Me Me F
4-Br 4-F CO2Me Me F
4-OCF34-F CO2Me Me F
4-CF35-CF3CO2Me Me F
4-CF35-F CO2Me Me F
4-CF35-Cl Ph Me F
4-CF35-Cl 4-Cl-Ph Me F
4-CF35-Cl CO2Et Me F
4-CF35-Cl CO2Me Me 哌啶子基
4-CF34-F Me Me 哌啶子基
4-CF3Cl CO2Me Me 吗啉代
R1R2B R8R9
4-OCF3Cl CO2Me Me 吗啉代
4-CF35-Cl CO2Me Me n-Pr
4-OCF35-Cl CO2Me Me n-Pr
4-CF35-Br CO2Me Me sec-Bu
4-Cl 5-Br CO2Me Me sec-Bu
4-Br 5-Br CO2Me Me sec-Bu
4-OCF35-Br CO2Me Me sec-Bu
4-CF34-F CO2Me Me 4-Cl-Ph
4-Cl 4-F CO2Me Me 4-Cl-Ph
4-Br 4-F CO2Me Me 4-Cl-Ph
4-OCF34-F CO2Me Me 4-Cl-Ph
4-CF35-Cl Me Et OCH2CCl3
4-CF3H CO2Me Et NEt2
4-Cl H CO2Me Et NEt2
4-Br H CO2Me Et NEt2
4-OCF3H CO2Me Et NEt2
4-CF35-Cl CO2Me Et 2,6-di-Me-吗啉代
4-Cl 5-Cl CO2Me Et 2,6-di-Me-吗啉代
4-Br 5-Cl CO2Me Et 2,6-di-Me-吗啉代
4-OCF35-Cl CO2Me Et 2,6-di-Me-吗啉代
4-CF35-Cl Me iPr OEt
4-CF3H CO2Me iPr OEt
4-Cl H CO2Me iPr OEt
4-Br H CO2Me iPr OEt
4-OCF3H CO2Me iPr OEt
4-CF35-Cl CO2Me iPr OEt
4-Cl 5-Cl CO2Me iPr OEt
4-Br 5-Cl CO2Me iPr OEt
4-OCF35-Cl CO2Me iPr OEt
4-CF35-Br CO2Me iPr OEt
4-Cl 5-Br CO2Me iPr OEt
R1R2B R8R9
4-Br 5-Br CO2Me iPr OEt
4-OCF35-Br CO2Me iPr OEt
4-CF34-F CO2Me iPr OEt
4-Cl 4-F CO2Me iPr OEt
4-Br 4-F CO2Me iPr OEt
4-OCF34-F CO2Me iPr OEt
4-CF35-CF3CO2Me iPr OEt
4-CF35-F CO2Me iPr OEt
4-CF35-Cl Ph iPr OEt
4-CF35-Cl 4-Cl-Ph iPr OEt
4-CF35-Cl CO2Et iPr OEt
4-CF35-Cl CO2Me Me ON=(CH3)SCH3
4-CF35-Cl CO2Me Me 2,3-二氢-2,2-二甲基苯
并呋喃氧基-7
4-CF35-Cl CO2Me Me 1-萘氧基
4-CF35-Cl Me iPr O-n-Bu
4-CF3H CO2Me iPr O-n-Bu
4-Cl H CO2Me iPr O-n-Bu
4-Br H CO2Me iPr O-n-Bu
4-OCF3H CO2Me iPr O-n-Bu
4-CF35-Cl CO2Me iPr O-n-Bu
4-Cl 5-Cl CO2Me iPr O-n-Bu
4-Br 5-Cl CO2Me iPr O-n-Bu
4-OCF35-Cl CO2Me iPr O-n-Bu
4-CF35-Br CO2Me iPr O-n-Bu
4-Cl 5-Br CO2Me iPr O-n-Bu
4-Br 5-Br CO2Me iPr O-n-Bu
4-OCF35-Br CO2Me iPr O-n-Bu
4-CF34-F CO2Me iPr O-n-Bu
4-Cl 4-F CO2Me iPr O-n-Bu
4-Br 4-F CO2Me iPr O-n-Bu
R1R2B R8R9
4-OCF34-F CO2Me iPr O-n-Bu
4-CF35-CF3CO2Me iPr O-n-Bu
4-CF35-F CO2Me iPr O-n-Bu
4-CF35-Cl Ph iPr O-n-Bu
4-CF35-Cl 4-Cl-Ph iPr O-n-Bu
4-CF35-Cl CO2Et iPr O-n-Bu
4-CF3H CO2Me iPr OCH2CO2Me
4-CF35-Cl CO2Me iPr OCH2CO2Me
4-CF35-Br CO2Me iPr OCH2CO2Me
4-CF34-F CO2Me iPr OCH2CO2Me
4-CF3H CO2Me iPr NMe2
4-Cl H CO2Me iPr NMe2
4-Br H CO2Me iPr NMe2
4-OCF3H CO2Me iPr NMe2
4-CF35-Cl CO2Me iPr NEt2
4-Cl 5-Cl CO2Me iPr NEt2
4-Br 5-Cl CO2Me iPr NEt2
4-OCF35-Cl CO2Me iPr NEt2
4-CF35-Br CO2Me iPr 哌啶子基
4-Cl 5-Br CO2Me iPr 哌啶子基
4-Br 5-Br CO2Me iPr 哌啶子基
4-OCF35-Br CO2Me iPr 哌啶子基
4-CF34-F CO2Me iPr Et
4-Cl 4-F CO2Me iPr Et
4-Br 4-F CO2Me iPr Et
4-OCF34-F CO2Me iPr Et
4-CF3H H CH2Ph OEt
4-CF35-Cl H CH2Ph 正-辛氧基
4-CF35-Br H CH2Ph OCH2CO2Et
4-CF3H Me CH2Ph NEt2
R1R2B R8R9
4-CF35-Cl Me CH2Ph 吗啉代
4-CF35-Br Me CH2Ph 4-Cl-Ph
4-CF34-F Me CH2Ph Et
4-CF3H CO2Me CH2Ph O-n-Bu
4-Cl H CO2Me CH2Ph O-iPr
4-Br H CO2Me CH2Ph OCH2CF3
4-OCF3H CO2Me CH2Ph NMe2
4-CF35-Cl CO2Me CH2Ph 哌啶子基
4-Cl 5-Cl CO2Me CH2Ph Ph
4-Br 5-Cl CO2Me CH2Ph 4-NO2-Ph
4-OCF35-Cl CO2Me CH2Ph Bu
4-CF35-Br CO2Me CH2Ph O-n-hexyl
4-Cl 5-Br CO2Me CH2Ph O-sec-Bu
4-Br 5-Br CO2Me CH2Ph OCH2CH2OEt
4-OCF35-Br CO2Me CH2Ph NMe2
4-CF34-F CO2Me CH2Ph 2,6-二-Me-吗啉代
4-Cl 4-F CO2Me CH2Ph 3-Br-Ph
4-Br 4-F CO2Me CH2Ph 4-Me-Ph
4-OCF34-F CO2Me CH2Ph nPr
4-CF35-CF3CO2Me CH2Ph Me
4-CF35-F CO2Me CH2Ph OEt
4-CF35-Cl Ph CH2Ph O-n-Bu
4-CF35-Cl 4-Cl-Ph CH2Ph 正-辛氧基
4-CF35-Cl CO2Et CH2Ph OCH2CCl3
表2
R1R2B R8R9
4-CF3H CO2Me Me NMe2
4-Cl H CO2Me Me NMe2
4-Br H CO2Me Me NMe2
4-OCF3H CO2Me Me NMe2
4-CF35-Cl CO2Me Me NMe2
4-Cl 5-Cl CO2Me Me NMe2
4-Br 5-Cl CO2Me Me NMe2
4-OCF35-Cl CO2Me Me NMe2
4-CF35-Br CO2Me Me NMe2
4-Cl 5-Br CO2Me Me NMe2
4-Br 5-Br CO2Me Me NMe2
4-OCF35-Br CO2Me Me NMe2
4-CF34-F CO2Me Me NMe2
4-Cl 4-F CO2Me Me NMe2
R1R2B R8R9
4-Br 4-F CO2Me Me NMe2
4-OCF34-F CO2Me Me NMe2
4-CF35-CF3CO2Me Me NMe2
4-CF35-F CO2Me Me NMe2
4-CF35-Cl Ph Me NMe2
4-CF35-Cl 4-Cl-Ph Me NMe2
4-CF35-Cl CO2Et Me NMe2
4-CF3H CO2Me Me NEt2
4-Cl H CO2Me Me NEt2
4-Br H CO2Me Me NEt2
4-OCF3H CO2Me Me NEt2
4-CF35-Cl CO2Me Me NEt2
4-Cl 5-Cl CO2Me Me NEt2
4-Br 5-Cl CO2Me Me NEt2
4-OCF35-Cl CO2Me Me NEt2
4-CF35-Br CO2Me Me NEt2
4-Cl 5-Br CO2Me Me NEt2
4-Br 5-Br CO2Me Me NEt2
4-OCF35-Br CO2Me Me NEt2
4-CF34-F CO2Me Me NEt2
4-Cl 4-F CO2Me Me 哌啶子基
4-Br 4-F CO2Me Me 哌啶子基
4-OCF34-F CO2Me Me 哌啶子基
4-CF35-CF3CO2Me 哌啶子基
4-CF35-F CO2Me Me 哌啶子基
4-CF35-Cl Ph Me 哌啶子基
4-CF35-Cl 4-Cl-Ph Me 哌啶子基
4-CF35-Cl CO2Et Me 哌啶子基
4-CF3H CO2Me Me C2H5
4-CF35-Cl CO2Me Me C2H5
4-CF35-Br CO2Me Me C2H5
4-CF34-F CO2Me Me C2H5
R1R2B R8R9
4-CF3H CO2Me Me 正己基
4-Cl H CO2Me Me 正己基
4-Br H CO2Me Me 正己基
4-OCF3H CO2Me Me 正己基
4-CF35-Cl CO2Me Me Ph
4-Cl 5-Cl CO2Me Me Ph
4-Br 5-Cl CO2Me Me Ph
4-OCF35-Cl CO2Me Me Ph
4-CF35-Br CO2Me Me 4-Cl-Ph
4-Cl 5-Br CO2Me Me 4-Cl-Ph
4-Br 5-Br CO2Me Me 4-Cl-Ph
4-OCF35-Br CO2Me Me 4-Cl-Ph
4-CF34-F CO2Me Me 4-Me-Ph
4-Cl 4-F CO2Me Me 4-Me-Ph
4-Br 4-F CO2Me Me 4-Me-Ph
4-OCF34-F CO2Me Me 4-Me-Ph
4-CF35-CF3CO2Me Me n-Bu
4-CF35-F CO2Me Me n-Bu
4-CF35-Cl Ph Me n-Bu
4-CF35-Cl 4-Cl-Ph Me n-Bu
4-CF35-Cl CO2Et Me n-Bu
4-CF3H H Et NMe2
4-CF35-Cl H Et NMe2
4-CF35-Br H Et NMe2
4-CF34-F H Et NMe2
4-CF3H Me Et NEt2
4-CF35-Cl Me Et NEt2
4-CF35-Br Me Et NEt2
4-CF34-F Me Et NEt2
4-CF35-Cl CO2Me Et 吗啉代
4-Cl 5-Cl CO2Me Et 吗啉代
4-Br 5-Cl CO2Me Et 吗啉代
4-OCF35-Cl CO2Me Et 吗啉代
R1R2B R8R9
4-CF35-Cl CO2Me Et iPr
4-Cl 5-Cl CO2Me Et iPr
4-Br 5-Cl CO2Me Et iPr
4-OCF35-Cl CO2Me Et iPr
4-CF35-Br CO2Me Et n-Bu
4-Cl 5-Br CO2Me Et n-Bu
4-Br 5-Br CO2Me Et n-Bu
4-OCF35-Br CO2Me Et n-Bu
4-CF34-F CO2Me Et Ph
4-Cl 4-F CO2Me Et Ph
4-Br 4-F CO2Me Et Ph
4-OCF34-F CO2Me Et Ph
4-CF3H CO2Me iPr NMe2
4-Cl H CO2Me iPr NMe2
4-Br H CO2Me iPr NMe2
4-OCF3H CO2Me iPr NMe2
4-CF35-Cl CO2Me iPr NMe2
4-Cl 5-Cl CO2Me iPr NMe2
4-Br 5-Cl CO2Me iPr NMe2
4-OCF35-Cl CO2Me iPr NMe2
4-CF35-Br CO2Me iPr NMe2
4-Cl 5-Br CO2Me iPr NMe2
4-Br 5-Br CO2Me iPr NMe2
4-OCF35-Br CO2Me iPr NMe2
4-CF34-F CO2Me iPr NMe2
4-Cl 4-F CO2Me iPr NMe2
4-Br 4-F CO2Me iPr NMe2
4-OCF34-F CO2Me iPr NMe2
4-CF35-CF3CO2Me iPr NMe2
4-CF35-F CO2Me iPr NMe2
4-CF35-Cl Ph iPr NMe2
4-CF35-Cl 4-Cl-Ph iPr NMe2
4-CF35-Cl CO2Et iPr NMe2
R1R2B R8R9
4-CF3H CO2Me iPr 2,6-di-Me-吗啉代
4-CF35-Cl CO2Me iPr 2,6-di-Me-吗啉代
4-CF35-Br CO2Me iPr 2,6-di-Me-吗啉代
4-CF34-F CO2Me iPr 2,6-di-Me-吗啉代
4-CF3H CO2Me iPr 哌啶子基
4-OCF3H CO2Me iPr 哌啶子基
4-CF35-Cl CO2Me iPr Et
4-Cl 5-Cl CO2Me iPr Et
4-Br 5-Cl CO2Me iPr Et
4-OCF35-Cl CO2Me iPr Et
4-CF35-Br CO2Me iPr n-Bu
4-Cl 5-Br CO2Me iPr n-Bu
4-Br 5-Br CO2Me iPr n-Bu
4-OCF35-Br CO2Me iPr n-Bu
4-CF34-F CO2Me iPr Ph
4-Cl 4-F CO2Me iPr Ph
4-Br 4-F CO2Me iPr Ph
4-OCF34-F CO2Me iPr Ph
4-CF35-CF3CO2Me iPr 4-Cl-Ph
4-CF35-F CO2Me iPr 4-Cl-Ph
4-CF35-Cl Ph iPr 4-Cl-Ph
4-CF35-Cl 4-Cl-Ph iPr 4-Cl-Ph
4-CF35-Cl CO2Et iPr 4-Cl-Ph
表3
R1R2B R8Y′ Y′R10Y′R11
4-CF3H CO2Me tBu S OEt OEt
4-Cl H CO2Me tBu S OEt OEt
4-Br H CO2Me tBu S OEt OEt
4-OCF3H CO2Me tBu S OEt OEt
4-CF35-Cl CO2Me tBu S OEt OEt
4-Cl 5-Cl CO2Me tBu S OEt OEt
4-Br 5-Cl CO2Me tBu S OEt OEt
4-OCF35-Cl CO2Me tBu S OEt OEt
4-CF35-Br CO2Me tBu S OEt OEt
4-Cl 5-Br CO2Me tBu S OEt OEt
4-Br 5-Br CO2Me tBu S OEt OEt
4-OCF35-Br CO2Me tBu S OEt OEt
4-CF34-F CO2Me tBu S OEt OEt
4-Cl 4-F CO2Me tBu S OEt OEt
4-Br 4-F CO2Me tBu S OEt OEt
4-OCF34-F CO2Me tBu S OEt OEt
4-CF35-CF3CO2Me tBu S OEt OEt
4-CF35-F CO2Me tBu S OEt OEt
4-CF35-Cl Ph tBu S OEt OEt
R1R2B R8Y′ Y′R10Y′R11
4-CF35-Cl 4-Cl-Ph tBu S OEt OEt
4-CF35-Cl CO2Et tBu S OEt OEt
4-CF3H CO2Me tBu S OCH2C(Me)2CH2O
4-Cl H CO2Me tBu S OCH2C(Me)2CH2O
4-Br H CO2Me tBu S OCH2C(Me)2CH2O
4-OCF3H CO2Me tBu S OCH2C(Me)2CH2O
4-CF35-Cl CO2Me tBu S OCH2C(Me)2CH2O
4-Cl 5-Cl CO2Me tBu S OCH2C(Me)2CH2O
4-Br 5-Cl CO2Me tBu S OCH2C(Me)2CH2O
4-OCF35-Cl CO2Me tBu S OCH2C(Me)2CH2O
4-CF35-Br CO2Me tBu S OCH2C(Me)2CH2O
4-Cl 5-Br CO2Me tBu S OCH2C(Me)2CH2O
4-Br 5-Br CO2Me tBu S OCH2C(Me)2CH2O
4-OCF35-Br CO2Me tBu S OCH2C(Me)2CH2O
4-CF34-F CO2Me tBu S OCH2C(Me)2CH2O
4-Cl 4-F CO2Me tBu S OCH2C(Me)2CH2O
4-Br 4-F CO2Me tBu S OCH2C(Me)2CH2O
4-OCF34-F CO2Me tBu S OCH2C(Me)2CH2O
4-CF35-CF3CO2Me tBu S OCH2C(Me)2CH2O
4-CF35-F CO2Me tBu S OCH2C(Me)2CH2O
4-CF35-Cl Ph tBu S OCH2C(Me)2CH2O
4-CF35-Cl 4-Cl-Ph tBu S OCH2C(Me)2CH2O
4-CF35-Cl CO2Et tBu S OCH2C(Me)2CH2O
4-CF3H CO2Me tBu S OCH2CH2CH2O
4-Cl H CO2Me tBu S OCH2CH2CH2O
4-Br H CO2Me tBu S OCH2CH2CH2O
4-OCF3H CO2Me tBu S OCH2CH2CH2O
4-CF35-Cl CO2Me tBu S OCH2CH2CH2O
4-Cl 5-Cl CO2Me tBu S OCH2CH2CH2O
4-Br 5-Cl CO2Me tBu S OCH2CH2CH2O
4-OCF35-Cl CO2Me tBu S OCH2CH2CH2O
R1R2B R8Y′ Y′R10Y′R11
4-CF35-Br CO2Me tBu S OCH2CH2CH2O
4-Cl 5-Br CO2Me tBu S OCH2CH2CH2O
4-Br 5-Br CO2Me tBu S OCH2CH2CH2O
4-OCF35-Br CO2Me tBu S OCH2CH2CH2O
4-CF34-F CO2Me tBu S OCH2CH2CH2O
4-Cl 4-F CO2Me tBu S OCH2CH2CH2O
4-Br 4-F CO2Me tBu S OCH2CH2CH2O
4-OCF34-F CO2Me tBu S OCH2CH2CH2O
4-CF35-CF3CO2Me tBu S OCH2CH2CH2O
4-CF35-F CO2Me tBu S OCH2CH2CH2O
4-CF35-Cl Ph tBu S OCH2CH2CH2O
4-CF35-Cl 4-Cl-Ph tBu S OCH2CH2CH2O
4-CF35-Cl CO2Et tBu S OCH2CH2CH2O
4-CF3H CO2Me tBu S OCH2CH2O
4-Cl H CO2Me tBu S OCH2CH2O
4-Br H CO2Me tBu S OCH2CH2O
4-OCF3H CO2Me tBu S OCH2CH2O
4-CF35-Cl CO2Me tBu S OCH2CH2O
4-Cl 5-Cl CO2Me tBu S OCH2CH2O
4-Br 5-Cl CO2Me tBu S OCH2CH2O
4-OCF35-Cl CO2Me tBu S OCH2CH2O
4-CF35-Br CO2Me tBu S OCH2CH2O
4-Cl 5-Br CO2Me tBu S OCH2CH2O
4-Br 5-Br CO2Me tBu S OCH2CH2O
4-OCF35-Br CO2Me tBu S OCH2CH2O
4-CF34-F CO2Me tBu S OCH2CH2O
4-Cl 4-F CO2Me tBu S OCH2CH2O
4-Br 4-F CO2Me tBu S OCH2CH2O
4-OCF34-F CO2Me tBu S OCH2CH2O
4-CF35-CF3CO2Me tBu S OCH2CH2O
4-CF35-F CO2Me tBu S OCH2CH2O
R1R2B R8Y′ Y′R10Y′R11
4-CF35-Cl Ph tBu S OCH2CH2O
4-CF35-Cl 4-Cl-Ph tBu S OCH2CH2O
4-CF35-Cl CO2Et tBu S OCH2CH2O
4-CF3H CO2Me iPr S OEt OEt
4-Cl H CO2Me iPr S OEt OEt
4-Br H CO2Me iPr S OEt OEt
4-OCF3H CO2Me iPr S OEt OEt
4-CF35-Cl CO2Me iPr S OEt OEt
4-Cl 5-Cl CO2Me iPr S OEt OEt
4-Br 5-Cl CO2Me iPr S OEt OEt
4-OCF35-Cl CO2Me iPr S OEt OEt
4-CF35-Br CO2Me iPr S OEt OEt
4-Cl 5-Br CO2Me iPr S OEt OEt
4-Br 5-Br CO2Me iPr S OEt OEt
4-OCF35-Br CO2Me iPr S OEt OEt
4-CF34-F CO2Me iPr S OEt OEt
4-Cl 4-F CO2Me iPr S OEt OEt
4-Br 4-F CO2Me iPr S OEt OEt
4-OCF34-F CO2Me iPr S OEt OEt
4-CF35-CF3CO2Me iPr S OEt OEt
4-CF35-F CO2Me iPr S OEt OEt
4-CF35-Cl Ph iPr S OEt OEt
4-CF35-Cl 4-Cl-Ph iPr S OEt OEt
4-CF35-Cl CO2Et iPr S OEt OEt
4-CF3H CO2Me iPr S OCH2C(Me)2CH2O
4-Cl H CO2Me iPr S OCH2C(Me)2CH2O
4-Br H CO2Me iPr S OCH2C(Me)2CH2O
4-OCF3H CO2Me iPr S OCH2C(Me)2CH2O
4-CF35-Cl CO2Me iPr S OCH2C(Me)2CH2O
4-Cl 5-Cl CO2Me iPr S OCH2C(Me)2CH2O
R1R2B R8Y′ Y′R10Y′R11
4-Br 5-Cl CO2Me iPr S OCH2C(Me)2CH2O
4-OCF35-Cl CO2Me iPr S OCH2C(Me)2CH2O
4-CF35-Br CO2Me iPr S OCH2C(Me)2CH2O
4-Cl 5-Br CO2Me iPr S OCH2C(Me)2CH2O
4-Br 5-Br CO2Me iPr S OCH2C(Me)2CH2O
4-OCF35-Br CO2Me iPr S OCH2C(Me)2CH2O
4-CF34-F CO2Me iPr S OCH2C(Me)2CH2O
4-Cl 4-F CO2Me iPr S OCH2C(Me)2CH2O
4-Br 4-F CO2Me iPr S OCH2C(Me)2CH2O
4-OCF34-F CO2Me iPr S OCH2C(Me)2CH2O
4-CF35-CF3CO2Me iPr S OCH2C(Me)2CH2O
4-CF35-F CO2Me iPr S OCH2C(Me)2CH2O
4-CF35-Cl Ph iPr S OCH2C(Me)2CH2O
4-CF35-Cl 4-Cl-Ph iPr S OCH2C(Me)2CH2O
4-CF35-Cl CO2Et iPr S OCH2C(Me)2CH2O
4-CF3H CO2Me Me S OEt OEt
4-Cl H CO2Me Me S OEt OEt
4-Br H CO2Me Me S OEt OEt
4-OCF3H CO2Me Me S OEt OEt
4-CF35-Cl CO2Me Me S OEt OEt
4-Cl 5-Cl CO2Me Me S OEt OEt
4-Br 5-Cl CO2Me Me S OEt OEt
4-OCF35-Cl CO2Me Me S OEt OEt
4-CF35-Br CO2Me Me S OEt OEt
4-Cl 5-Br CO2Me Me S OEt OEt
4-Br 5-Br CO2Me Me S OEt OEt
4-OCF35-Br CO2Me Me S OEt OEt
4-CF34-F CO2Me Me S OEt OEt
4-Cl 4-F CO2Me Me S OEt OEt
4-Br 4-F CO2Me Me S OEt OEt
4-OCF34-F CO2Me Me S OEt OEt
4-CF35-CF3CO2Me Me S OEt OEt
R1R2B R8Y′ Y′R10Y′R11
4-CF35-F CO2Me Me S OEt OEt
4-CF35-Cl Ph Me S OEt OEt
4-CF35-Cl 4-Cl-Ph Me S OEt OEt
4-CF3H CO2Me tBu O OEt OEt
4-Cl H CO2Me tBu O OEt OEt
4-Br H CO2Me tBu O OEt OEt
4-OCF3H CO2Me tBu O OEt OEt
4-CF35-Cl CO2Me tBu O OEt OEt
4-Cl 5-Cl CO2Me tBu O OEt OEt
4-Br 5-Cl CO2Me tBu O OEt OEt
4-OCF35-Cl CO2Me tBu O OEt OEt
4-CF35-Br CO2Me tBu O OEt OEt
4-Cl 5-Br CO2Me tBu O OEt OEt
4-Br 5-Br CO2Me tBu O OEt OEt
4-OCF35-Br CO2Me tBu O OEt OEt
4-CF34-F CO2Me tBu O OEt OEt
4-Cl 4-F CO2Me tBu O OEt OEt
4-Br 4-F CO2Me tBu O OEt OEt
4-OCF34-F CO2Me tBu O OEt OEt
4-CF35-CF3CO2Me tBu O OEt OEt
4-CF35-F CO2Me tBu O OEt OEt
4-CF35-Cl Ph tBu O OEt OEt
4-CF35-Cl 4-Cl-Ph tBu O OEt OEt
4-CF35-Cl CO2Et tBu O OEt OEt
4-CF3H CO2Me tBu O OCH2C(Me)2CH2O
4-Cl H CO2Me tBu O OCH2C(Me)2CH2O
4-Br H CO2Me tBu O OCH2C(Me)2CH2O
4-OCF3H CO2Me tBu O OCH2C(Me)2CH2O
4-CF35-Cl CO2Me tBu O OCH2C(Me)2CH2O
4-Cl 5-Cl CO2Me tBu O OCH2C(Me)2CH2O
R1R2B R8Y′ Y′R10Y′R11
4-Br 5-Cl CO2Me tBu O OCH2C(Me)2CH2O
4-OCF35-Cl CO2Me tBu O OCH2C(Me)2CH2O
4-CF35-Br CO2Me tBu O OCH2C(Me)2CH2O
4-Cl 5-Br CO2Me tBu O OCH2C(Me)2CH2O
4-Br 5-Br CO2Me tBu O OCH2C(Me)2CH2O
4-OCF35-Br CO2Me tBu O OCH2C(Me)2CH2O
4-CF34-F CO2Me tBu O OCH2C(Me)2CH2O
4-Cl 4-F CO2Me tBu O OCH2C(Me)2CH2O
4-Br 4-F CO2Me tBu O OCH2C(Me)2CH2O
4-OCF34-F CO2Me tBu O OCH2C(Me)2CH2O
4-CF35-CF3CO2Me tBu O OCH2C(Me)2CH2O
4-CF35-F CO2Me tBu O OCH2C(Me)2CH2O
4-CF35-Cl Ph tBu O OCH2C(Me)2CH2O
4-CF35-Cl 4-Cl-Ph tBu O OCH2C(Me)2CH2O
4-CF35-Cl CO2Et tBu O OCH2C(Me)2CH2O
表4
R1R2B R8Y′ R10Y′R11
4-CF3H CO2Me iPr O Et OEt
4-Cl H CO2Me iPr O Et OEt
4-Br H CO2Me iPr O Et OEt
4-OCF3H CO2Me iPr O Et OEt
4-CF35-Cl CO2Me iPr O Et OEt
4-Cl 5-Cl CO2Me iPr O Et OEt
4-Br 5-Cl CO2Me iPr O Et OEt
4-OCF35-Cl CO2Me iPr O Et OEt
4-CF35-Br CO2Me iPr O Et OEt
4-Cl 5-Br CO2Me iPr O Et OEt
4-Br 5-Br CO2Me iPr O Et OEt
4-OCF35-Br CO2Me iPr O Et OEt
4-CF34-F CO2Me iPr O Et OEt
R1R2B R8Y′ R10Y′R11
4-Cl 4-F CO2Me iPr O Et OEt
4-Br 4-F CO2Me iPr O Et OEt
4-OCF34-F CO2Me iPr O Et OEt
4-CF35-CF3CO2Me iPr O Et OEt
4-CF35-F CO2Me iPr O Et OEt
4-CF35-Cl Ph iPr O Et OEt
4-CF35-Cl 4-Cl-Ph iPr O Et OEt
4-CF35-Cl CO2Et iPr O Et OEt
4-CF3H CO2Me iPr O Et O-iPr
4-Cl H CO2Me iPr O Et O-iPr
4-Br H CO2Me iPr O Et O-iPr
4-OCF3H CO2Me iPr O Et O-iPr
4-CF35-Cl CO2Me iPr O Et O-iPr
4-Cl 5-Cl CO2Me iPr O Et O-iPr
4-Br 5-Cl CO2Me iPr O Et O-iPr
4-OCF35-Cl CO2Me iPr O Et O-iPr
4-CF35-Br CO2Me iPr O Et O-iPr
4-Cl 5-Br CO2Me iPr O Et O-iPr
4-Br 5-Br CO2Me iPr O Et O-iPr
4-OCF35-Br CO2Me iPr O Et O-iPr
4-CF34-F CO2Me iPr O Et O-iPr
4-Cl 4-F CO2Me iPr O Et O-iPr
4-Br 4-F CO2Me iPr O Et O-iPr
4-OCF34-F CO2Me iPr O Et O-iPr
4-CF35-CF3CO2Me iPr O Et O-iPr
4-CF35-F CO2Me iPr O Et O-iPr
4-CF35-Cl Ph iPr O Et O-iPr
4-CF35-Cl 4-Cl-Ph iPr O Et O-iPr
4-CF35-Cl CO2Et iPr O Et O-iPr
4-CF3H CO2Me iPr O Et OPh
4-Cl H CO2Me iPr O Et OPh
R1R2B R8Y′ R10Y′R11
4-Br H CO2Me iPr O Et OPh
4-OCF3H CO2Me iPr O Et OPh
4-CF35-Cl CO2Me iPr O Et OPh
4-Cl 5-Cl CO2Me iPr O Et OPh
4-Br 5-Cl CO2Me iPr O Et OPh
4-OCF35-Cl CO2Me iPr O Et OPh
4-CF35-Br CO2Me iPr O Et OPh
4-Cl 5-Br CO2Me iPr O Et OPh
4-Br 5-Br CO2Me iPr O Et OPh
4-OCF35-Br CO2Me iPr O Et OPh
4-CF34-F CO2Me iPr O Et OPh
4-Cl 4-F CO2Me iPr O Et OPh
4-Br 4-F CO2Me iPr O Et OPh
4-OCF34-F CO2Me iPr O Et OPh
4-CF35-CF3CO2Me iPr O Et OPh
4-CF35-F CO2Me iPr O Et OPh
4-CF35-Cl Ph iPr O Et OPh
4-CF35-Cl 4-Cl-Ph iPr O Et OPh
4-CF35-Cl CO2Et iPr O Et OPh
4-Br 4-F CO2Me iPr O Ph OEt
4-OCF34-F CO2Me iPr O Ph OEt
4-CF35-CF3CO2Me iPr O Ph OEt
4-CF35-F CO2Me iPr O Ph OEt
4-CF35-Cl Ph iPr O Ph OEt
4-CF35-Cl 4-Cl-Ph iPr O Ph OEt
4-CF35-Cl CO2Et iPr O Ph OEt
4-CF3H CO2Me tBu O Et OEt
4-Cl H CO2Me tBu O Et OEt
4-Br H CO2Me tBu O Et OEt
4-OCF3H CO2Me tBu O Et OEt
4-CF35-Cl CO2Me tBu O Et OEt
4-Cl 5-Cl CO2Me tBu O Et OEt
R1R2B R8Y′ R10Y′R11
4-Br 5-Cl CO2Me tBu O Et OEt
4-OCF35-Cl CO2Me tBu O Et OEt
4-CF35-Br CO2Me tBu O Et OEt
4-Cl 5-Br CO2Me tBu O Et OEt
4-Br 5-Br CO2Me tBu O Et OEt
4-OCF35-Br CO2Me tBu O Et OEt
4-CF34-F CO2Me tBu O Et OEt
4-Cl 4-F CO2Me tBu O Et OEt
4-Br 4-F CO2Me tBu O Et OEt
4-OCF34-F CO2Me tBu O Et OEt
4-CF35-CF3CO2Me tBu O Et OEt
4-CF35-F CO2Me tBu O Et OEt
4-CF35-Cl Ph tBu O Et OEt
4-CF35-Cl 4-Cl-Ph tBu O Et OEt
4-CF35-Cl CO2Et tBu O Et OEt
4-CF3H CO2Me tBu O Et O-iPr
4-Cl H CO2Me tBu O Et O-iPr
4-Br H CO2Me tBu O Et O-iPr
4-OCF3H CO2Me tBu O Et O-iPr
4-CF35-Cl CO2Me tBu O Et O-iPr
4-Cl 5-Cl CO2Me tBu O Et O-iPr
4-Br 5-Cl CO2Me tBu O Et O-iPr
4-OCF35-Cl CO2Me tBu O Et O-iPr
4-CF35-Br CO2Me tBu O Et O-iPr
4-Cl 5-Br CO2Me tBu O Et O-iPr
4-Br 5-Br CO2Me tBu O Et O-iPr
4-OCF35-Br CO2Me tBu O Et O-iPr
4-CF34-F CO2Me tBu O Et O-iPr
4-Cl 4-F CO2Me tBu O Et O-iPr
4-Br 4-F CO2Me tBu O Et O-iPr
4-OCF34-F CO2Me tBu O Et O-iPr
4-CF35-CF3CO2Me tBu O Et O-iPr
4-CF35-F CO2Me tBu O Et O-iPr
R1R2B R8Y′ R10Y′R11
4-CF35-Cl Ph tBu O Et O-iPr
4-CF35-Cl 4-Cl-Ph tBu O Et O-iPr
4-CF35-Cl CO2Et tBu O Et O-iPr
4-CF3H CO2Me tBu S Et OPh
4-Cl H CO2Me tBu S Ph OEt
4-Br H CO2Me tBu S Ph O-iPr
4-OCF3H CO2Me tBu S Ph OPh
4-Br 5-Br CO2Me iPr S iPr OEt
4-OCF35-Br CO2Me iPr S iPr O-iPr
4-CF34-F CO2Me iPr S iPr OPh
4-Cl 4-F CO2Me iPr S nPr OEt
4-Br 4-F CO2Me iPr S nPr O-iPr
4-OCF34-F CO2Me iPr S nPr OPh
4-CF35-CF3CO2Me tBu S Me OEt
4-CF35-F CO2Me tBu S Me O-iPr
4-CF35-Cl Ph tBu S Me OPh
4-CF35-Cl 4-Cl-Ph tBu S Me O-sec-Bu
4-CF35-Cl CO2Et tBu S Me O-nPr
表5
R1R2B R10R11
4-CF3H CO2Me Et Et
4-Cl H CO2Me Et Et
4-Br H CO2Me Et Et
4-OCF3H CO2Me Et Et
4-CF35-Cl CO2Me Et Et
4-Cl 5-Cl CO2Me Et Et
4-Br 5-Cl CO2Me Et Et
4-OCF35-Cl CO2Me Et Et
4-CF35-Br CO2Me Et Et
4-Cl 5-Br CO2Me Et Et
4-Br 5-Br CO2Me Et Et
4-OCF35-Br CO2Me Et Et
4-CF34-F CO2Me Et Et
R1R2B R10R11
4-Cl 4-F CO2Me Et Et
4-Br 4-F CO2Me Et Et
4-OCF34-F CO2Me Et Et
4-CF35-CF3CO2Me Et Et
4-CF35-F CO2Me Et Et
4-CF35-Cl Ph Et Et
4-CF35-Cl 4-Cl-Ph Et Et
4-CF35-Cl CO2Et Et Et
4-CF35-Cl Ph Ph Ph
4-CF35-Cl 4-Cl-Ph Ph Ph
4-CF35-Cl CO2Et Ph Ph
表6
R1R2B R8R12
4-CF3H CO2Me nBu nBu
4-Cl H CO2Me nBu nBu
4-Br H CO2Me nBu nBu
4-OCF3H CO2Me nBu nBu
4-CF35-Cl CO2Me nBu nBu
4-Cl 5-Cl CO2Me nBu nBu
4-Br 5-Cl CO2Me nBu nBu
4-OCF35-Cl CO2Me nBu nBu
4-CF35-Br CO2Me nBu nBu
4-Cl 5-Br CO2Me nBu nBu
4-Br 5-Br CO2Me nBu nBu
4-OCF35-Br CO2Me nBu nBu
4-CF34-F CO2Me nBu nBu
R1R2B R8R12
4-Cl 4-F CO2Me nBu nBu
4-Br 4-F CO2Me nBu nBu
4-OCF34-F CO2Me nBu nBu
4-CF35-CF3CO2Me nBu nBu
4-CF35-F CO2Me nBu nBu
4-CF35-Cl Ph nBu nBu
4-CF35-Cl 4-Cl-Ph nBu nBu
4-CF35-Cl CO2Et nBu nBu
4-CF3H CO2Me -CH2CH2CH2CH2CH2-
4-Cl H CO2Me -CH2CH2CH2CH2CH2-
4-Br H CO2Me -CH2CH2CH2CH2CH2-
4-OCF3H CO2Me -CH2CH2CH2CH2CH2-
4-CF35-Cl CO2Me -CH2CH2CH2CH2CH2-
4-Cl 5-Cl CO2Me -CH2CH2CH2CH2CH2-
4-Br 5-Cl CO2Me -CH2CH2CH2CH2CH2-
4-OCF35-Cl CO2Me -CH2CH2CH2CH2CH2-
4-CF35-Br CO2Me -CH2CH2CH2CH2CH2-
4-Cl 5-Br CO2Me -CH2CH2CH2CH2CH2-
4-Br 5-Br CO2Me -CH2CH2CH2CH2CH2-
4-OCF35-Br CO2Me -CH2CH2CH2CH2CH2-
4-CF34-F CO2Me -CH2CH2CH2CH2CH2-
4-Cl 4-F CO2Me -CH2CH2CH2CH2CH2-
4-Br 4-F CO2Me -CH2CH2CH2CH2CH2-
4-OCF34-F CO2Me -CH2CH2CH2CH2CH2-
4-CF35-CF3CO2Me -CH2CH2CH2CH2CH2-
4-CF35-F CO2Me -CH2CH2CH2CH2CH2-
4-CF35-Cl Ph -CH2CH2CH2CH2CH2-
4-CF35-Cl 4-Cl-Ph -CH2CH2CH2CH2CH2-
4-CF35-Cl CO2Et -CH2CH2CH2CH2CH2-
4-CF3H CO2Me -CH2CH2OCH2CH2-
4-Cl H CO2Me -CH2CH2OCH2CH2-
4-Br H CO2Me -CH2CH2OCH2CH2-
R1R2B R8R12
4-OCF3H CO2Me -CH2CH2OCH2CH2-
4-CF35-Cl CO2Me -CH2CH2OCH2CH2-
4-Cl 5-Cl CO2Me -CH2CH2OCH2CH2-
4-Br 5-Cl CO2Me -CH2CH2OCH2CH2-
4-OCF35-Cl CO2Me -CH2CH2OCH2CH2-
4-CF35-Br CO2Me -CH2CH2OCH2CH2-
4-Cl 5-Br CO2Me -CH2CH2OCH2CH2-
4-Br 5-Br CO2Me -CH2CH2OCH2CH2-
4-OCF35-Br CO2Me -CH2CH2OCH2CH2-
4-CF34-F CO2Me -CH2CH2OCH2CH2-
4-Cl 4-F CO2Me -CH2CH2OCH2CH2-
4-Br 4-F CO2Me -CH2CH2OCH2CH2-
4-OCF34-F CO2Me -CH2CH2OCH2CH2-
4-CF35-CF3CO2Me -CH2CH2OCH2CH2-
4-CF35-F CO2Me -CH2CH2OCH2CH2-
4-CF35-Cl Ph -CH2CH2OCH2CH2-
4-CF35-Cl 4-Cl-Ph -CH2CH2OCH2CH2-
4-CF35-Cl CO2Et -CH2CH2OCH2CH2-
4-CF3H CO2Me -CH2CHMeOCHMeCH2-
4-Cl H CO2Me -CH2CHMeOCHMeCH2-
4-Br H CO2Me -CH2CHMeOCHMeCH2-
4-OCF3H CO2Me -CH2CHMeOCHMeCH2-
4-CF35-Cl CO2Me -CH2CHMeOCHMeCH2-
4-Cl 5-Cl CO2Me -CH2CHMeOCHMeCH2-
4-Br 5-Cl CO2Me -CH2CHMeOCHMeCH2-
4-OCF35-Cl CO2Me -CH2CHMeOCHMeCH2-
4-CF35-Br CO2Me -CH2CHMeOCHMeCH2-
4-Cl 5-Br CO2Me -CH2CHMeOCHMeCH2-
4-Br 5-Br CO2Me -CH2CHMeOCHMeCH2-
4-OCF35-Br CO2Me -CH2CHMeOCHMeCH2-
4-CF34-F CO2Me -CH2CHMeOCHMeCH2-
R1R2B R8R12
4-Cl 4-F CO2Me -CH2CHMeOCHMeCH2-
4-Br 4-F CO2Me -CH2CHMeOCHMeCH2-
4-OCF34-F CO2Me -CH2CHMeOCHMeCH2-
4-CF35-CF3CO2Me -CH2CHMeOCHMeCH2-
4-CF35-F CO2Me -CH2CHMeOCHMeCH2-
4-CF35-Cl Ph -CH2CHMeOCHMeCH2-
4-CF35-Cl 4-Cl-Ph -CH2CHMeOCHMeCH2-
4-CF35-Cl CO2Et -CH2CHMeOCHMeCH2-
4-CF3H CO2Me Et 环-C6H11
4-Cl H CO2Me Et 环-C6H11
4-Br H CO2Me Et 环-C6H11
4-OCF3H CO2Me Et 环-C6H11
4-CF35-Cl CO2Me Et 环-C6H11
4-Cl 5-Cl CO2Me Et 环-C6H11
4-Br 5-Cl CO2Me Et 环-C6H11
4-OCF35-Cl CO2Me Et 环-C6H11
4-CF35-Br CO2Me Et 环-C6H11
4-Cl 5-Br CO2Me Et 环-C6H11
4-Br 5-Br CO2Me Et 环-C6H11
4-OCF35-Br CO2Me Et 环-C6H11
4-CF34-F CO2Me Et 环-C6H11
4-Cl 4-F CO2Me Et 环-C6H11
4-Br 4-F CO2Me Et 环-C6H11
4-OCF34-F CO2Me Et 环-C6H11
4-CF35-CF3CO2Me Et 环-C6H11
4-CF35-F CO2Me Et 环-C6H11
4-CF35-Cl Ph Et 环-C6H11
4-CF35-Cl 4-Cl-Ph Et 环-C6H11
4-CF35-Cl CO2Et Et 环-C6H11
4-CF3H CO2Me iPr CH2CH2CO2Et
4-Cl H CO2Me iPr CH2CH2CO2Et
4-Br H CO2Me iPr CH2CH2CO2Et
R1R2B R8R12
4-OCF3H CO2Me iPr CH2CH2CO2Et
4-CF35-Cl CO2Me iPr CH2CH2CO2Et
4-Cl 5-Cl CO2Me iPr CH2CH2CO2Et
4-Br 5-Cl CO2Me iPr CH2CH2CO2Et
4-OCF35-Cl CO2Me iPr CH2CH2CO2Et
4-CF35-Br CO2Me iPr CH2CH2CO2Et
4-Cl 5-Br CO2Me iPr CH2CH2CO2Et
4-Br 5-Br CO2Me iPr CH2CH2CO2Et
4-OCF35-Br CO2Me iPr CH2CH2CO2Et
4-CF34-F CO2Me iPr CH2CH2CO2Et
4-Cl 4-F CO2Me iPr CH2CH2CO2Et
4-Br 4-F CO2Me iPr CH2CH2CO2Et
4-OCF34-F CO2Me iPr CH2CH2CO2Et
4-CF35-CF3CO2Me iPr CH2CH2CO2Et
4-CF35-F CO2Me iPr CH2CH2CO2Et
4-CF35-Cl Ph iPr CH2CH2CO2Et
4-CF35-Cl 4-Cl-Ph iPr CH2CH2CO2Et
4-CF35-Cl CO2Et iPr CH2CH2CO2Et
表7
R1R2B R10
4-CF3H CO2Me tBu
4-Cl H CO2Me tBu
4-Br H CO2Me tBu
4-OCF3H CO2Me tBu
4-CF35-Cl CO2Me tBu
4-Cl 5-Cl CO2Me tBu
4-Br 5-Cl CO2Me tBu
4-OCF35-Cl CO2Me tBu
4-CF35-Br CO2Me tBu
4-Cl 5-Br CO2Me tBu
4-Br 5-Br CO2Me tBu
4-OCF35-Br CO2Me tBu
4-CF34-F CO2Me tBu
4-Cl 4-F CO2Me tBu
R1R2B R10
4-Br 4-F CO2Me tBu
4-OCF34-F CO2Me tBu
4-CF35-CF3CO2Me tBu
4-CF35-F CO2Me tBu
4-CF35-Cl Ph tBu
4-CF35-Cl 4-Cl-Ph tBu
4-CF35-Cl CO2Et tBu
4-CF3H CO2Me Ph
4-Cl H CO2Me Ph
4-Br H CO2Me Ph
4-OCF3H CO2Me Ph
4-CF35-Cl CO2Me Ph
4-Cl 5-Cl CO2Me Ph
4-Br 5-Cl CO2Me Ph
4-OCF35-Cl CO2Me Ph
4-CF35-Br CO2Me Ph
4-Cl 5-Br CO2Me Ph
4-Br 5-Br CO2Me Ph
4-OCF35-Br CO2Me Ph
4-CF34-F CO2Me Ph
4-Cl 4-F CO2Me Ph
4-Br 4-F CO2Me Ph
4-OCF34-F CO2Me Ph
4-CF35-CF3CO2Me Ph
4-CF35-F CO2Me Ph
4-CF35-Cl Ph Ph
4-CF35-Cl 4-Cl-Ph Ph
4-CF35-Cl CO2Et Ph
4-CF3H CO2Me 4-Cl-Ph
4-Cl H CO2Me 4-Cl-Ph
4-Br H CO2Me 4-Cl-Ph
R1R2B R10
4-OCF3H CO2Me 4-Cl-Ph
4-CF35-Cl CO2Me 4-Cl-Ph
4-Cl 5-Cl CO2Me 4-Cl-Ph
4-Br 5-Cl CO2Me 4-Cl-Ph
4-OCF35-Cl CO2Me 4-Cl-Ph
4-CF35-Br CO2Me 4-Cl-Ph
4-Cl 5-Br CO2Me 4-Cl-Ph
4-Br 5-Br CO2Me 4-Cl-Ph
4-OCF35-Br CO2Me 4-Cl-Ph
4-CF34-F CO2Me 4-Cl-Ph
4-Cl 4-F CO2Me 4-Cl-Ph
4-Br 4-F CO2Me 4-Cl-Ph
4-OCF34-F CO2Me 4-Cl-Ph
4-CF35-CF3CO2Me 4-Cl-Ph
4-CF35-F CO2Me 4-Cl-Ph
表8
R1R2B V R8R9
4-CF35-Br H O Me OEt
4-Cl 5-Br H O Me OEt
4-Br 5-Br H O Me OEt
4-OCF35-Br H O Me OEt
4-CF35-Cl H O Me OEt
4-Cl 5-Cl H O Me OEt
4-Br 5-Cl H O Me OEt
4-CF35-CF3H O Me OEt
4-CF34-F H O Me OEt
4-CF3H H O Me OEt
4-CF35-Br CO2Me O Me OEt
4-CF35-Cl CO2Me O Me OEt
4-CF35-CF3CO2Me O Me OEt
4-CF34-F CO2Me O Me OEt
R1R2B V R8R9
4-CF3H CO2Me O Me OEt
4-CF35-Cl H S Me OEt
4-Cl 5-Cl H S Me OEt
4-Br 5-Cl H S Me OEt
4-CF35-Br H S Me OEt
4-CF35-F H S Me OEt
4-CF34-Cl H S Me OEt
4-CF34-F H S Me OEt
4-CF3H H S Me OEt
4-CF35-Cl CO2Me S Me OEt
4-CF35-Br CO2Me S Me OEt
4-CF35-F CO2Me S Me OEt
4-CF34-Cl CO2Me S Me OEt
4-CF34-F CO2Me S Me OEt
4-CF3H CO2Me S Me OEt
4-CF35-Br H O Me O-n-Bu
4-Cl 5-Br H O Me O-n-Bu
4-Br 5-Br H O Me O-n-Bu
4-OCF35-Br H O Me O-n-Bu
4-CF35-Cl H O Me O-n-Bu
4-Cl 5-Cl H O Me O-n-Bu
4-Br 5-Cl H O Me O-n-Bu
4-CF35-CF3H O Me O-n-Bu
4-CF34-F H O Me O-n-Bu
4-CF3H H O Me O-n-Bu
4-CF35-Br CO2Me O Me O-n-Bu
4-CF35-Cl CO2Me O Me O-n-Bu
4-CF35-CF3CO2Me O Me O-n-Bu
4-CF34-F CO2Me O Me O-n-Bu
4-CF3H CO2Me O Me O-n-Bu
4-CF35-Cl H S Me O-n-Bu
4-Cl 5-Cl H S Me O-n-Bu
R1R2B V R8R9
4-Br 5-Cl H S Me O-n-Bu
4-CF35-Br H S Me O-n-Bu
4-CF35-F H S Me O-n-Bu
4-CF34-Cl H S Me O-n-Bu
4-CF34-F H S Me O-n-Bu
4-CF3H H S Me O-n-Bu
4-CF35-Cl CO2Me S Me O-n-Bu
4-CF35-Br CO2Me S Me O-n-Bu
4-CF35-F CO2Me S Me O-n-Bu
4-CF34-Cl CO2Me S Me O-n-Bu
4-CF34-F CO2Me S Me O-n-Bu
4-CF3H CO2Me S Me O-n-Bu
4-CF35-Br H O Me 正己氧基
4-Cl 5-Br H O Me 正己氧基
4-Br 5-Br H O Me 正己氧基
4-OCF35-Br H O Me 正己氧基
4-CF35-Cl H O Me 正己氧基
4-Cl 5-Cl H O Me 正己氧基
4-Br 5-Cl H O Me 正己氧基
4-CF35-CF3H O Me 正己氧基
4-CF34-F H O Me 正己氧基
4-CF3H H O Me 正己氧基
4-CF35-Br CO2Me O Me 正己氧基
4-CF35-Cl CO2Me O Me 正己氧基
4-CF35-CF3CO2Me O Me 正己氧基
4-CF34-F CO2Me O Me 正己氧基
4-CF3H CO2Me O Me 正己氧基
4-CF35-Cl H S Me 正己氧基
4-Cl 5-Cl H S Me 正己氧基
4-Br 5-Cl H S Me 正己氧基
4-CF35-Br H S Me 正己氧基
4-CF35-F H S Me 正己氧基
R1R2B V R8R9
4-CF34-Cl H S Me 正己氧基
4-CF34-F H S Me 正己氧基
4-CF3H H S Me 正己氧基
4-CF35-Cl CO2Me S Me 正己氧基
4-CF35-Br CO2Me S Me 正己氧基
4-CF35-F CO2Me S Me 正己氧基
4-CF34-Cl CO2Me S Me 正己氧基
4-CF34-F CO2Me S Me 正己氧基
4-CF3H CO2Me S Me 正己氧基
4-CF35-Br H O Me 正辛氧基
4-Cl 5-Br H O Me 正辛氧基
4-Br 5-Br H O Me 正辛氧基
4-OCF35-Br H O Me 正辛氧基
4-CF35-Cl H O Me 正辛氧基
4-Cl 5-Cl H O Me 正辛氧基
4-Br 5-Cl H O Me 正辛氧基
4-CF35-CF3H O Me 正辛氧基
4-CF34-F H O Me 正辛氧基
4-CF3H H O Me 正辛氧基
4-CF35-Br CO2Me O Me 正辛氧基
4-CF35-Cl CO2Me O Me 正辛氧基
4-CF35-CF3CO2Me O Me 正辛氧基
4-CF34-F CO2Me O Me 正辛氧基
4-CF3H CO2Me O Me 正辛氧基
4-CF35-Cl H S Me 正辛氧基
4-Cl 5-Cl H S Me 正辛氧基
4-Br 5-Cl H S Me 正辛氧基
4-CF35-Br H S Me 正辛氧基
4-CF35-F H S Me 正辛氧基
4-CF34-Cl H S Me 正辛氧基
4-CF34-F H S Me 正辛氧基
4-CF3H H S Me 正辛氧基
R1R2B V R8R9
4-CF35-Cl CO2Me S Me 正辛氧基
4-CF35-Br CO2Me S Me 正辛氧基
4-CF35-F CO2Me S Me 正辛氧基
4-CF34-Cl CO2Me S Me 正辛氧基
4-CF34-F CO2Me S Me 正辛氧基
4-CF3H CO2Me S Me 正辛氧基
4-CF35-Br H O Me 正癸氧基
4-Cl 5-Br H O Me 正癸氧基
4-Br 5-Br H O Me 正癸氧基
4-OCF35-Br H O Me 正癸氧基
4-CF35-Cl H O Me 正癸氧基
4-Cl 5-Cl H O Me 正癸氧基
4-Br 5-Cl H O Me 正癸氧基
4-CF35-CF3H O Me 正癸氧基
4-CF34-F H O Me 正癸氧基
4-CF3H H O Me 正癸氧基
4-CF35-Br CO2Me O Me 正癸氧基
4-CF35-Cl CO2Me O Me 正癸氧基
4-CF35-CF3CO2Me O Me 正癸氧基
4-CF34-F CO2Me O Me 正癸氧基
4-CF3H CO2Me O Me 正癸氧基
4-CF35-Cl H S Me 正癸氧基
4-Cl 5-Cl H S Me 正癸氧基
4-Br 5-Cl H S Me 正癸氧基
4-CF35-Br H S Me 正癸氧基
4-CF35-F H S Me 正癸氧基
4-CF34-Cl H S Me 正癸氧基
4-CF34-F H S Me 正癸氧基
4-CF3H H S Me 正癸氧基
4-CF35-Cl CO2Me S Me 正癸氧基
4-CF35-Br CO2Me S Me 正癸氧基
4-CF35-F CO2Me S Me 正癸氧基
4-CF34-Cl CO2Me S Me 正癸氧基
R1R2B V R8R9
4-CF34-F CO2Me S Me 正癸氧基
4-CF3H CO2Me S Me 正癸氧基
4-CF35-Br H O Me 正十二烷氧基
4-Cl 5-Br H O Me 正十二烷氧基
4-Br 5-Br H O Me 正十二烷氧基
4-OCF35-Br H O Me 正十二烷氧基
4-CF35-Cl H O Me 正十二烷氧基
4-Cl 5-Cl H O Me 正十二烷氧基
4-Br 5-Cl H O Me 正十二烷氧基
4-CF35-CF3H O Me 正十二烷氧基
4-CF34-F H O Me 正十二烷氧基
4-CF3H H O Me 正十二烷氧基
4-CF35-Br CO2Me O Me 正十二烷氧基
4-CF35-Cl CO2Me O Me 正十二烷氧基
4-CF35-CF3CO2Me O Me 正十二烷氧基
4-CF34-F CO2Me O Me 正十二烷氧基
4-CF3H CO2Me O Me 正十二烷氧基
4-CF35-Cl H S Me 正十二烷氧基
4-Cl 5-Cl H S Me 正十二烷氧基
4-Br 5-Cl H S Me 正十二烷氧基
4-CF35-Br H S Me 正十二烷氧基
4-CF35-F H S Me 正十二烷氧基
4-CF34-Cl H S Me 正十二烷氧基
4-CF34-F H S Me 正十二烷氧基
4-CF3H H S Me 正十二烷氧基
4-CF35-Cl CO2Me S Me 正十二烷氧基
4-CF35-Br CO2Me S Me 正十二烷氧基
4-CF35-F CO2Me S Me 正十二烷氧基
4-CF34-Cl CO2Me S Me 正十二烷氧基
4-CF34-F CO2Me S Me 正十二烷氧基
R1R2B V R8R9
4-CF3H CO2Me S Me 正十二烷氧基
4-CF35-Br H O Me O-SeC-Bu
4-Cl 5-Br H O Me O-SeC-Bu
4-Br 5-Br H O Me O-SeC-Bu
4-OCF35-Br H O Me O-SeC-Bu
4-CF35-Cl H O Me O-SeC-Bu
4-Cl 5-Cl H O Me O-SeC-Bu
4-Br 5-Cl H O Me O-SeC-Bu
4-CF35-CF3H O Me O-SeC-Bu
4-CF34-F H O Me O-SeC-Bu
4-CF3H H O Me O-SeC-Bu
4-CF35-Br CO2Me O Me O-SeC-Bu
4-CF35-Cl CO2Me O Me O-SeC-Bu
4-CF35-CF3CO2Me O Me O-SeC-Bu
4-CF34-F CO2Me O Me O-SeC-Bu
4-CF3H CO2Me O Me O-SeC-Bu
4-CF35-Cl H S Me O-SeC-Bu
4-Cl 5-Cl H S Me O-SeC-Bu
4-Br 5-Cl H S Me O-SeC-Bu
4-CF35-Br H S Me O-SeC-Bu
4-CF35-F H S Me O-SeC-Bu
4-CF34-Cl H S Me O-SeC-Bu
4-CF34-F H S Me O-SeC-Bu
4-CF3H H S Me O-SeC-Bu
4-CF35-Cl CO2Me S Me O-SeC-Bu
4-CF35-Br CO2Me S Me O-SeC-Bu
4-CF35-F CO2Me S Me O-SeC-Bu
4-CF34-Cl CO2Me S Me O-SeC-Bu
4-CF34-F CO2Me S Me O-SeC-Bu
4-CF3H CO2Me S Me O-SeC-Bu
R1R2B V R8R9
4-CF35-Br H O Me O-iPr
4-Cl 5-Br H O Me O-iPr
4-Br 5-Br H O Me O-iPr
4-OCF35-Br H O Me O-iPr
4-CF35-Cl H O Me O-iPr
4-Cl 5-Cl H O Me O-iPr
4-Br 5-Cl H O Me O-iPr
4-CF35-CF3H O Me O-iPr
4-CF34-F H O Me O-iPr
4-CF3H H O Me O-iPr
4-CF35-Br CO2Me O Me O-iPr
4-CF35-Cl CO2Me O Me O-iPr
4-CF35-CF3CO2Me O Me O-iPr
4-CF34-F CO2Me O Me O-iPr
4-CF3H CO2Me O Me O-iPr
4-CF35-Cl H S Me O-iPr
4-Cl 5-Cl H S Me O-iPr
4-Br 5-Cl H S Me O-iPr
4-CF35-Br H S Me O-iPr
4-CF35-F H S Me O-iPr
4-CF34-Cl H S Me O-iPr
4-CF34-F H S Me O-iPr
4-CF3H H S Me O-iPr
4-CF35-Cl CO2Me S Me O-iPr
4-CF35-Br CO2Me S Me O-iPr
4-CF35-F CO2Me S Me O-iPr
4-CF34-Cl CO2Me S Me O-iPr
4-CF34-F CO2Me S Me O-iPr
4-CF3H CO2Me S Me O-iPr
R1R2B V R8R9
4-CF35-Br H O Me OCH2CH2OEt
4-Cl 5-Br H O Me OCH2CH2OEt
4-Br 5-Br H O Me OCH2CH2OEt
4-OCF35-Br H O Me OCH2CH2OEt
4-CF35-Cl H O Me OCH2CH2OEt
4-Cl 5-Cl H O Me OCH2CH2OEt
4-Br 5-Cl H O Me OCH2CH2OEt
4-CF35-CF3H O Me OCH2CH2OEt
4-CF34-F H O Me OCH2CH2OEt
4-CF3H H O Me OCH2CH2OEt
4-CF35-Br CO2Me O Me OCH2CH2OEt
4-CF35-Cl CO2Me O Me OCH2CH2OEt
4-CF35-CF3CO2Me O Me OCH2CH2OEt
4-CF34-F CO2Me O Me OCH2CH2OEt
4-CF3H CO2Me O Me OCH2CH2OEt
4-CF35-Cl H S Me OCH2CH2OEt
4-Cl 5-Cl H S Me OCH2CH2OEt
4-Br 5-Cl H S Me OCH2CH2OEt
4-CF35-Br H S Me OCH2CH2OEt
4-CF35-F H S Me OCH2CH2OEt
4-CF34-Cl H S Me OCH2CH2OEt
4-CF34-F H S Me OCH2CH2OEt
4-CF3H H S Me OCH2CH2OEt
4-CF35-Cl CO2Me S Me OCH2CH2OEt
4-CF35-Br CO2Me S Me OCH2CH2OEt
4-CF35-F CO2Me S Me OCH2CH2OEt
4-CF34-Cl CO2Me S Me OCH2CH2OEt
4-CF34-F CO2Me S Me OCH2CH2OEt
4-CF3H CO2Me S Me OCH2CH2OEt
R1R2B V R8R9
4-CF35-Br H O Me OCH2CCl3
4-Cl 5-Br H O Me OCH2CCl3
4-Br 5-Br H O Me OCH2CCl3
4-OCF35-Br H O Me OCH2CCl3
4-CF35-Cl H O Me OCH2CCl3
4-Cl 5-Cl H O Me OCH2CCl3
4-Br 5-Cl H O Me OCH2CCl3
4-CF35-CF3H O Me OCH2CCl3
4-CF34-F H O Me OCH2CCl3
4-CF3H H O Me OCH2CCl3
4-CF35-Br CO2Me O Me OCH2CCl3
4-CF35-Cl CO2Me O Me OCH2CCl3
4-CF35-CF3CO2Me O Me OCH2CCl3
4-CF34-F CO2Me O Me OCH2CCl3
4-CF3H CO2Me O Me OCH2CCl3
4-CF35-Cl H S Me OCH2CCl3
4-Cl 5-Cl H S Me OCH2CCl3
4-Br 5-Cl H S Me OCH2CCl3
4-CF35-Br H S Me OCH2CCl3
4-CF35-F H S Me OCH2CCl3
4-CF34-Cl H S Me OCH2CCl3
4-CF34-F H S Me OCH2CCl3
4-CF3H H S Me OCH2CCl3
4-CF35-Cl CO2Me S Me OCH2CCl3
4-CF35-Br CO2Me S Me OCH2CCl3
4-CF35-F CO2Me S Me OCH2CCl3
4-CF34-Cl CO2Me S Me OCH2CCl3
4-CF34-F CO2Me S Me OCH2CCl3
4-CF3H CO2Me S Me OCH2CCl3
R1R2B V R8R9
4-CF35-Br H O Me OCH2CF3
4-Cl 5-Br H O Me OCH2CF3
4-Br 5-Br H O Me OCH2CF3
4-OCF35-Br H O Me OCH2CF3
4-CF35-Cl H O Me OCH2CF3
4-Cl 5-Cl H O Me OCH2CF3
4-Br 5-Cl H O Me OCH2CF3
4-CF35-CF3H O Me OCH2CF3
4-CF34-F H O Me OCH2CF3
4-CF3H H O Me OCH2CF3
4-CF35-Br CO2Me O Me OCH2CF3
4-CF35-Cl CO2Me O Me OCH2CF3
4-CF35-CF3CO2Me O Me OCH2CF3
4-CF34-F CO2Me O Me OCH2CF3
4-CF3H CO2Me O Me OCH2CF3
4-CF35-Cl H S Me OCH2CF3
4-Cl 5-Cl H S Me OCH2CF3
4-Br 5-Cl H S Me OCH2CF3
4-CF35-Br H S Me OCH2CF3
4-CF35-F H S Me OCH2CF3
4-CF34-Cl H S Me OCH2CF3
4-CF34-F H S Me OCH2CF3
4-CF3H H S Me OCH2CF3
4-CF35-Cl CO2Me S Me OCH2CF3
4-CF35-Br CO2Me S Me OCH2CF3
4-CF35-F CO2Me S Me OCH2CF3
4-CF34-Cl CO2Me S Me OCH2CF3
4-CF34-F CO2Me S Me OCH2CF3
4-CF3H CO2Me S Me OCH2CF3
R1R2B V R8R9
4-CF35-Br H O Me OCH2CO2Et
4-Cl 5-Br H O Me OCH2CO2Et
4-Br 5-Br H O Me OCH2CO2Et
4-OCF35-Br H O Me OCH2CO2Et
4-CF35-Cl H O Me OCH2CO2Et
4-Cl 5-Cl H O Me OCH2CO2Et
4-Br 5-Cl H O Me OCH2CO2Et
4-CF35-CF3H O Me OCH2CO2Et
4-CF34-F H O Me OCH2CO2Et
4-CF3H H O Me OCH2CO2Et
4-CF35-Br CO2Me O Me OCH2CO2Et
4-CF35-Cl CO2Me O Me OCH2CO2Et
4-CF35-CF3CO2Me O Me OCH2CO2Et
4-CF34-F CO2Me O Me OCH2CO2Et
4-CF3H CO2Me O Me OCH2CO2Et
4-CF35-Cl H S Me OCH2CO2Et
4-Cl 5-Cl H S Me OCH2CO2Et
4-Br 5-Cl H S Me OCH2CO2Et
4-CF35-Br H S Me OCH2CO2Et
4-CF35-F H S Me OCH2CO2Et
4-CF34-Cl H S Me OCH2CO2Et
4-CF34-F H S Me OCH2CO2Et
4-CF3H H S Me OCH2CO2Et
4-CF35-Cl CO2Me S Me OCH2CO2Et
4-CF35-Br CO2Me S Me OCH2CO2Et
4-CF35-F CO2Me S Me OCH2CO2Et
4-CF34-Cl CO2Me S Me OCH2CO2Et
4-CF34-F CO2Me S Me OCH2CO2Et
4-CF3H CO2Me S Me OCH2CO2Et
R1R2B V R8R9
4-CF35-Br H O Me F
4-Cl 5-Br H O Me F
4-Br 5-Br H O Me F
4-OCF35-Br H O Me F
4-CF35-Cl H O Me F
4-Cl 5-Cl H O Me F
4-Br 5-Cl H O Me F
4-CF35-CF3H O Me F
4-CF34-F H O Me F
4-CF3H H O Me F
4-CF35-Br CO2Me O Me F
4-CF35-Cl CO2Me O Me F
4-CF35-CF3CO2Me O Me F
4-CF34-F CO2Me O Me F
4-CF3H CO2Me O Me F
4-CF35-Cl H S Me F
4-Cl 5-Cl H S Me F
4-Br 5-Cl H S Me F
4-CF35-Br H S Me F
4-CF35-F H S Me F
4-CF34-Cl H S Me F
4-CF34-F H S Me F
4-CF3H H S Me F
4-CF35-Cl CO2Me S Me F
4-CF35-Br CO2Me S Me F
4-CF35-F CO2Me S Me F
4-CF34-Cl CO2Me S Me F
4-CF34-F CO2Me S Me F
4-CF3H CO2Me S Me F
R1R2B V R8R9
4-CF35-Br H O Me NMe2
4-Cl 5-Br H O Me NMe2
4-Br 5-Br H O Me NMe2
4-OCF35-Br H O Me NMe2
4-CF35-Cl H O Me NMe2
4-Cl 5-Cl H O Me NMe2
4-Br 5-Cl H O Me NMe2
4-CF35-CF3H O Me NMe2
4-CF34-F H O Me NMe2
4-CF3H H O Me NMe2
4-CF35-Br CO2Me O Me NMe2
4-CF35-Cl CO2Me O Me NMe2
4-CF35-CF3CO2Me O Me NMe2
4-CF34-F CO2Me O Me NMe2
4-CF3H CO2Me O Me NMe2
4-CF35-Cl H S Me NMe2
4-Cl 5-Cl H S Me NMe2
4-Br 5-Cl H S Me NMe2
4-CF35-Br H S Me NMe2
4-CF35-F H S Me NMe2
4-CF34-Cl H S Me NMe2
4-CF34-F H S Me NMe2
4-CF3H H S Me NMe2
4-CF35-Cl CO2Me S Me NMe2
4-CF35-Br CO2Me S Me NMe2
4-CF35-F CO2Me S Me NMe2
4-CF34-Cl CO2Me S Me NMe2
4-CF34-F CO2Me S Me NMe2
4-CF3H CO2Me S Me NMe2
R1R2B V R8R9
4-CF35-Br H O Et O-iPr
4-Cl 5-Br H O Et O-iPr
4-Br 5-Br H O Et O-iPr
4-OCF35-Br H O Et O-iPr
4-CF35-Cl H O Et O-iPr
4-Cl 5-Cl H O Et O-iPr
4-Br 5-Cl H O Et O-iPr
4-CF35-CF3H O Et O-iPr
4-CF34-F H O Et O-iPr
4-CF3H H O Et O-iPr
4-CF35-Br CO2Me O Et O-iPr
4-CF35-Cl CO2Me O Et O-iPr
4-CF35-CF3CO2Me O Et O-iPr
4-CF34-F CO2Me O Et O-iPr
4-CF3H CO2Me O Et O-iPr
4-CF35-Cl H S Et O-iPr
4-Cl 5-Cl H S Et O-iPr
4-Br 5-Cl H S Et O-iPr
4-CF35-Br H S Et O-iPr
4-CF35-F H S Et O-iPr
4-CF34-Cl H S Et O-iPr
4-CF34-F H S Et O-iPr
4-CF3H H S Et O-iPr
4-CF35-Cl CO2Me S Et O-iPr
4-CF35-Br CO2Me S Et O-iPr
4-CF35-F CO2Me S Et O-iPr
4-CF34-Cl CO2Me S Et O-iPr
4-CF34-F CO2Me S Et O-iPr
4-CF3H CO2Me S Et O-iPr
R1R2B V R8R9
4-CF35-Br H O iPr OEt
4-Cl 5-Br H O iPr OEt
4-Br 5-Br H O iPr OEt
4-OCF35-Br H O iPr OEt
4-CF35-Cl H O iPr OEt
4-Cl 5-Cl H O iPr OEt
4-Br 5-Cl H O iPr OEt
4-CF35-CF3H O iPr OEt
4-CF34-F H O iPr OEt
4-CF3H H O iPr OEt
4-CF35-Br CO2Me O iPr OEt
4-CF35-Cl CO2Me O iPr OEt
4-CF35-CF3CO2Me O iPr OEt
4-CF34-F CO2Me O iPr OEt
4-CF3H CO2Me O iPr OEt
4-CF35-Cl H S iPr OEt
4-Cl 5-Cl H S iPr OEt
4-Br 5-Cl H S iPr OEt
4-CF35-Br H S iPr OEt
4-CF35-F H S iPr OEt
4-CF34-Cl H S iPr OEt
4-CF34-F H S iPr OEt
4-CF3H H S iPr OEt
4-CF35-Cl CO2Me S iPr OEt
4-CF35-Br CO2Me S iPr OEt
4-CF35-F CO2Me S iPr OEt
4-CF34-Cl CO2Me S iPr OEt
4-CF34-F CO2Me S iPr OEt
4-CF3H CO2Me S iPr OEt
R1R2B V R8R9
4-CF35-Br H O iPr O-nBu
4-Cl 5-Br H O iPr O-nBu
4-Br 5-Br H O iPr O-nBu
4-OCF35-Br H O iPr O-nBu
4-CF35-Cl H O iPr O-nBu
4-Cl 5-Cl H O iPr O-nBu
4-Br 5-Cl H O iPr O-nBu
4-CF35-CF3H O iPr O-nBu
4-CF34-F H O iPr O-nBu
4-CF3H H O iPr O-nBu
4-CF35-Br CO2Me O iPr O-nBu
4-CF35-Cl CO2Me O iPr O-nBu
4-CF35-CF3CO2Me O iPr O-nBu
4-CF34-F CO2Me O iPr O-nBu
4-CF3H CO2Me O iPr O-nBu
4-CF35-Cl H S iPr O-nBu
4-Cl 5-Cl H S iPr O-nBu
4-Br 5-Cl H S iPr O-nBu
4-CF35-Br H S iPr O-nBu
4-CF35-F H S iPr O-nBu
4-CF34-Cl H S iPr O-nBu
4-CF34-F H S iPr O-nBu
4-CF3H H S iPr O-nBu
4-CF35-Cl CO2Me S iPr O-nBu
4-CF35-Br CO2Me S iPr O-nBu
4-CF35-F CO2Me S iPr O-nBu
4-CF34-Cl CO2Me S iPr O-nBu
4-CF34-F CO2Me S iPr O-nBu
4-CF3H CO2Me S iPr O-nBu
R1R2B V R8R9
4-CF35-Br H O iPr OCH2CF3
4-Cl 5-Br H O iPr OCH2CO2Me
4-Br 5-Br H O iPr NMe2
4-OCF35-Br H O iPr NEt2
4-CF35-Cl H O iPr 哌啶子基
4-Cl 5-Cl H O iPr Et
4-Br 5-Cl H O iPr 4-Br-Ph
4-CF35-CF3H O CH2Ph OEt
4-CF34-F H O CH2Ph O-n-octyl
4-CF3H H O CH2Ph OCH2CO2Et
4-CF35-Br CO2Me O CH2Ph F
4-CF35-Cl CO2Me O CH2Ph NEt2
4-CF35-CF3CO2Me O CH2Ph 吗啉代
4-CF34-F CO2Me O CH2Ph 4-Cl-Ph
4-CF3H CO2Me O CH2Ph Et
4-CF35-Cl H S CH2Ph Ph
表9
R1R2B V R8R9
4-CF35-Br H O Me NMe2
4-Cl 5-Br H O Me NMe2
4-Br 5-Br H O Me NMe2
4-OCF35-Br H O Me NMe2
4-CF35-Cl H O Me NMe2
4-Cl 5-Cl H O Me NMe2
4-Br 5-Cl H O Me NMe2
4-CF35-CF3H O Me NMe2
4-CF34-F H O Me NMe2
4-CF3H H O Me NMe2
4-CF35-Br CO2Me O Me NMe2
4-CF35-Cl CO2Me O Me NMe2
R1R2B V R8R9
4-CF35-CF3CO2Me O Me NMe2
4-CF34-F CO2Me O Me NMe2
4-CF3H CO2Me O Me NMe2
4-CF35-Cl H S Me NMe2
4-Cl 5-Cl H S Me NMe2
4-Br 5-Cl H S Me NMe2
4-CF35-Br H S Me NMe2
4-CF35-F H S Me NMe2
4-CF34-Cl H S Me NMe2
4-CF34-F H S Me NMe2
4-CF3H H S Me NMe2
4-CF35-Cl CO2Me S Me NMe2
4-CF35-Br CO2Me S Me NMe2
4-CF35-F CO2Me S Me NMe2
4-CF34-Cl CO2Me S Me NMe2
4-CF34-F CO2Me S Me NMe2
4-CF3H CO2Me S Me NMe2
4-CF35-Br H O Me NEt2
4-Cl 5-Br H O Me NEt2
4-Br 5-Br H O Me NEt2
4-OCF35-Br H O Me NEt2
4-CF35-Cl H O Me NEt2
4-Cl 5-Cl H O Me NEt2
4-Br 5-Cl H O Me NEt2
4-CF35-CF3H O Me NEt2
4-CF34-F H O Me NEt2
4 CF3H H O Mo NEt2
4-CF35-Br CO2Me O Me NEt2
4-CF35-Cl CO2Me O Me NEt2
4-CF35-CF3CO2Me O Me NEt2
4-CF34-F CO2Me O Me NEt2
4-CF3H CO2Me O Me NEt2
R1R2B V R8R9
4-CF35-Cl H S Me NEt2
4-Cl 5-Cl H S Me NEt2
4-Br 5-Cl H S Me NEt2
4-CF35-Br H S Me NEt2
4-CF35-F H S Me NEt2
4-CF34-Cl H S Me NEt2
4-CF34-F H S Me NEt2
4-CF3H H S Me NEt2
4-CF35-Cl CO2Me S Me NEt2
4-CF35-Br CO2Me S Me NEt2
4-CF35-F CO2Me S Me NEt2
4-CF34-Cl CO2Me S Me NEt2
4-CF34-F CO2Me S Me NEt2
4-CF3H CO2Me S Me NEt2
4-CF35-Br H O Me 哌啶子基
4-Cl 5-Br H O Me sec-Bu
4-Br 5-Br H O Me 正己基
4-OCF35-Br H O Me Ph
4-CF35-Cl H O Me 4-Cl-Ph
4-Cl 5-Cl H O Me 4-Me-Ph
4-Br 5-Cl H O Me n-Bu
4-CF35-CF3H O Et NMe2
4-CF34-F H O Et NEt2
4-CF3H H O Et 吗啉代
4-CF35-Br CO2Me O Et iPr
4-CF35-Cl CO2Me O Et n-Bu
4-CF35-CF3CO2Me O Et Ph
4-CF34-F CO2Me O Et 4-MeO-Ph
4-CF3H CO2Me O Me NMe2
4-CF35-Cl H S Me NEt2
4-Cl 5-Cl H S Me 吗啉代
4-Br 5-Cl H S Me iPr
R1R2B V R8R9
4-CF35-Br H S Me n-Bu
4-CF35-F H S Me Ph
4-CF34-Cl H S Me 4-MeO-Ph
4-CF34-F H S Et piperidino
4-CF3H H S Et sec-Bu
4-CF35-Cl CO2Me S Et n-hexyl
4-CF35-Br CO2Me S Et Ph
4-CF35-F CO2Me S Et 4-Cl-Ph
4-CF34-Cl CO2Me S Et 4-Me-Ph
4-CF34-F CO2Me S Et n-Bu
4-CF3H CO2Me S Et 2,6-二甲基-吗啉代
4-CF35-Br H O iPr NMe2
4-Cl 5-Br H O iPr NMe2
4-Br 5-Br H O iPr NMe2
4-OCF35-Br H O iPr NMe2
4-CF35-Cl H O iPr NMe2
4-Cl 5-Cl H O iPr NMe2
4-Br 5-Cl H O iPr NMe2
4-CF35-CF3H O iPr NMe2
4-CF34-F H O iPr NMe2
4-CF3H H O iPr NMe2
4-CF35-Br CO2Me O iPr NMe2
4-CF35-Cl CO2Me O iPr NMe2
4-CF35-CF3CO2Me O iPr NMe2
4-CF34-F CO2Me O iPr NMe2
4-CF3H CO2Me O iPr NMe2
4-CF35-Cl H S iPr NMe2
4-Cl 5-Cl H S iPr NMe2
4-Br 5-Cl H S iPr NMe2
4-CF35-Br H S iPr NMe2
4-CF35-F H S iPr NMe2
R1R2B V R8R9
4-CF34-Cl H S iPr NMe2
4-CF34-F H S iPr NMe2
4-CF3H H S iPr NMe2
4-CF35-Cl CO2Me S iPr NMe2
4-CF35-Br CO2Me S iPr NMe2
4-CF35-F CO2Me S iPr NMe2
4-CF34-Cl CO2Me S iPr NMe2
4-CF34-F CO2Me S iPr NMe2
4-CF3H CO2Me S iPr NMe2
表10
R1R2B V R8Y′ Y′R10Y′R11
4-CF35-Br H O tBu S OEt OEt
4-Cl 5-Br H O tBu S OEt OEt
4-Br 5-Br H O tBu S OEt OEt
4-OCF35-Br H O tBu S OEt OEt
4-CF35-Cl H O tBu S OEt OEt
4-Cl 5-Cl H O tBu S OEt OEt
4-Br 5-Cl H O tBu S OEt OEt
4-CF35-CF3H O tBu S OEt OEt
4-CF34-F H O tBu S OEt OEt
4-CF3H H O tBu S OEt OEt
4-CF35-Br CO2Me O tBu S OEt OEt
4-CF35-Cl CO2Me O tBu S OEt OEt
4-CF35-CF3CO2Me O tBu S OEt OEt
R1R2B V R8Y′ Y′R10Y′R11
4-CF34-F CO2Me O tBu S OEt OEt
4-CF3H CO2Me O tBu S OEt OEt
4-CF35-Cl H S tBu S OEt OEt
4-Cl 5-Cl H S tBu S OEt OEt
4-Br 5-Cl H S tBu S OEt OEt
4-CF35-Br H S tBu S OEt OEt
4-CF35-F H S tBu S OEt OEt
4-CF34-Cl H S tBu S OEt OEt
4-CF34-F H S tBu S OEt OEt
4-CF3H H S tBu S OEt OEt
4-CF35-Cl CO2Me S tBu S OEt OEt
4-CF35-Br CO2Me S tBu S OEt OEt
4-CF35-F CO2Me S tBu S OEt OEt
4-CF34-Cl CO2Me S tBu S OEt OEt
4-CF34-F CO2Me S tBu S OEt OEt
4-CF3H CO2Me S tBu S OEt OEt
4-CF35-Br H O tBu S -OCH2C(Me)2CH2O-
4-Cl 5-Br H O tBu S -OCH2C(Me)2CH2O-
4-Br 5-Br H O tBu S -OCH2C(Me)2CH2O-
4-OCF35-Br H O tBu S -OCH2C(Me)2CH2O-
4-CF35-Cl H O tBu S -OCH2C(Me)2CH2O-
4-Cl 5-Cl H O tBu S -OCH2C(Me)2CH2O-
4-Br 5-Cl H O tBu S -OCH2C(Me)2CH2O-
4-CF35-CF3H O tBu S -OCH2C(Me)2CH2O-
4-CF34-F H O tBu S -OCH2C(Me)2CH2O-
4-CF3H H O tBu S -OCH2C(Me)2CH2O-
4-CF35-Br CO2Me O tBu S -OCH2C(Me)2CH2O-
4-CF35-Cl CO2Me O tBu S -OCH2C(Me)2CH2O-
4-CF35-CF3CO2Me O tBu S -OCH2C(Me)2CH2O-
4-CF34-F CO2Me O tBu S -OCH2C(Me)2CH2O-
4-CF3H CO2Me O tBu S -OCH2C(Me)2CH2O-
4-CF35-Cl H S tBu S -OCH2C(Me)2CH2O-
R1R2B V R8Y′ Y′R10Y′R11
4-Cl 5-Cl H S tBu S -OCH2C(Me)2CH2O-
4-Br 5-Cl H S tBu S -OCH2C(Me)2CH2O-
4-CF35-Br H S tBu S -OCH2C(Me)2CH2O-
4-CF35-F H S tBu S -OCH2C(Me)2CH2O-
4-CF34-Cl H S tBu S -OCH2C(Me)2CH2O-
4-CF34-F H S tBu S -OCH2C(Me)2CH2O-
4-CF3H H S tBu S -OCH2C(Me)2CH2O-
4-CF35-Cl CO2Me S tBu S -OCH2C(Me)2CH2O-
4-CF35-Br CO2Me S tBu S -OCH2C(Me)2CH2O-
4-CF35-F CO2Me S tBu S -OCH2C(Me)2CH2O-
4-CF34-Cl CO2Me S tBu S -OCH2C(Me)2CH2O-
4-CF34-F CO2Me S tBu S -OCH2C(Me)2CH2O-
4-CF3H CO2Me S tBu S -OCH2C(Me)2CH2O-
4-CF35-Br H O tBu S -OCH2CH2CH2O-
4-Cl 5-Br H O tBu S -OCH2CH2CH2O-
4-Br 5-Br H O tBu S -OCH2CH2CH2O-
4-OCF35-Br H O tBu S -OCH2CH2CH2O-
4-CF35-Cl H O tBu S -OCH2CH2CH2O-
4-Cl 5-Cl H O tBu S -OCH2CH2CH2O-
4-Br 5-Cl H O tBu S -OCH2CH2CH2O-
4-CF35-CF3H O tBu S -OCH2CH2CH2O-
4-CF34-F H O tBu S -OCH2CH2CH2O-
4-CF3H H O tBu S -OCH2CH2CH2O-
4-CF35-Br CO2Me O tBu S -OCH2CH2CH2O-
4-CF35-Cl CO2Me O tBu S -OCH2CH2CH2O-
4-CF35-CF3CO2Me O tBu S -OCH2CH2CH2O-
4-CF34-F CO2Me O tBu S -OCH2CH2CH2O-
4-CF3H CO2Me O tBu S -OCH2CH2CH2O-
4-CF35-Cl H S tBu S -OCH2CH2CH2O-
4-Cl 5-Cl H S tBu S -OCH2CH2CH2O-
4-Br 5-Cl H S tBu S -OCH2CH2CH2O-
R1R2B V R8Y′ Y′R10Y′R11
4-CF35-Br H S tBu S -OCH2CH2CH2O-
4-CF35-F H S tBu S -OCH2CH2CH2O-
4-CF34-Cl H S tBu S -OCH2CH2CH2O-
4-CF34-F H S tBu S -OCH2CH2CH2O-
4-CF3H H S tBu S -OCH2CH2CH2O-
4-CF35-Cl CO2Me S tBu S -OCH2CH2CH2O-
4-CF35-Br CO2Me S tBu S -OCH2CH2CH2O-
4-CF35-F CO2Me S tBu S -OCH2CH2CH2O-
4-CF34-Cl CO2Me S tBu S -OCH2CH2CH2O-
4-CF34-F CO2Me S tBu S -OCH2CH2CH2O-
4-CF3H CO2Me S tBu S -OCH2CH2CH2O-
4-CF35-Br H O tBu S -OCH2CH2O-
4-Cl 5-Br H O tBu S -OCH2CH2O-
4-Br 5-Br H O tBu S -OCH2CH2O-
4-OCF35-Br H O tBu S -OCH2CH2O-
4-CF35-Cl H O tBu S -OCH2CH2O-
4-Cl 5-Cl H O tBu S -OCH2CH2O-
4-Br 5-Cl H O tBu S -OCH2CH2O-
4-CF35-CF3H O tBu S -OCH2CH2O-
4-CF34-F H O tBu S -OCH2CH2O-
4-CF3H H O tBu S -OCH2CH2O-
4-CF35-Br CO2Me O tBu S -OCH2CH2O-
4-CF35-Cl CO2Me O tBu S -OCH2CH2O-
4-CF35-CF3CO2Me O tBu S -OCH2CH2O-
4-CF34-F CO2Me O tBu S -OCH2CH2O-
4-CF3H CO2Me O tBu S -OCH2CH2O-
4-CF35-Cl H S tBu S -OCH2CH2O-
4-Cl 5-Cl H S tBu S -OCH2CH2O-
4-Br 5-Cl H S tBu S -OCH2CH2O-
4-CF35-Br H S tBu S -OCH2CH2O-
4-CF35-F H S tBu S -OCH2CH2O-
4-CF34-Cl H S tBu S -OCH2CH2O-
R1R2B V R8Y′ Y′R10Y′R11
4-CF34-F H S tBu S -OCH2CH2O-
4-CF3H H S tBu S -OCH2CH2O-
4-CF35-Cl CO2Me S tBu S -OCH2CH2O-
4-CF35-Br CO2Me S tBu S -OCH2CH2O-
4-CF35-F CO2Me S tBu S -OCH2CH2O-
4-CF34-Cl CO2Me S tBu S -OCH2CH2O-
4-CF34-F CO2Me S tBu S -OCH2CH2O-
4-CF3H CO2Me S tBu S -OCH2CH2O-
4-CF35-Br H O iPr S OEt OEt
4-Cl 5-Br H O iPr S OEt OEt
4-Br 5-Br H O iPr S OEt OEt
4-OCF35-Br H O iPr S OEt OEt
4-CF35-Cl H O iPr S OEt OEt
4-Cl 5-Cl H O iPr S OEt OEt
4-Br 5-Cl H O iPr S OEt OEt
4-CF35-CF3H O iPr S OEt OEt
4-CF34-F H O iPr S OEt OEt
4-CF3H H O iPr S OEt OEt
4-CF35-Br CO2Me O iPr S OEt OEt
4-CF35-Cl CO2Me O iPr S OEt OEt
4-CF35-CF3CO2Me O iPr S OEt OEt
4-CF34-F CO2Me O iPr S OEt OEt
4-CF3H CO2Me O iPr S OEt OEt
4-CF35-Cl H S iPr S OEt OEt
4-Cl 5-Cl H S iPr S OEt OEt
4-Br 5-Cl H S iPr S OEt OEt
4-CF35-Br H S iPr S OEt OEt
4-CF35-F H S iPr S OEt OEt
4-CF34-Cl H S iPr S OEt OEt
4-CF34-F H S iPr S OEt OEt
4-CF3H H S iPr S OEt OEt
4-CF35-Cl CO2Me S iPr S OEt OEt
R1R2B V R8Y′ Y′R10Y′R11
4-CF35-Br CO2Me S iPr S OEt OEt
4-CF35-F CO2Me S iPr S OEt OEt
4-CF34-Cl CO2Me S iPr S OEt OEt
4-CF34-F CO2Me S iPr S OEt OEt
4-CF3H CO2Me S iPr S OEt OEt
4-CF35-Br H O iPr S -OCH2C(Me)2CH2O-
4-Cl 5-Br H O iPr S -OCH2C(Me)2CH2O-
4-Br 5-Br H O iPr S -OCH2C(Me)2CH2O-
4-OCF35-Br H O iPr S -OCH2C(Me)2CH2O-
4-CF35-Cl H O iPr S -OCH2C(Me)2CH2O-
4-Cl 5-Cl H O iPr S -OCH2C(Me)2CH2O-
4-Br 5-Cl H O iPr S -OCH2C(Me)2CH2O-
4-CF35-CF3H O iPr S -OCH2C(Me)2CH2O-
4-CF34-F H O iPr S -OCH2C(Me)2CH2O-
4-CF3H H O iPr S -OCH2C(Me)2CH2O-
4-CF35-Br CO2Me O iPr S -OCH2C(Me)2CH2O-
4-CF35-Cl CO2Me O iPr S -OCH2C(Me)2CH2O-
4-CF35-CF3CO2Me O iPr S -OCH2C(Me)2CH2O-
4-CF34-F CO2Me O iPr S -OCH2C(Me)2CH2O-
4-CF3H CO2Me O iPr S -OCH2C(Me)2CH2O-
4-CF35-Cl H S iPr S -OCH2C(Me)2CH2O-
4-Cl 5-Cl H S iPr S -OCH2C(Me)2CH2O-
4-Br 5-Cl H S iPr S -OCH2C(Me)2CH2O-
4-CF35-Br H S iPr S -OCH2C(Me)2CH2O-
4-CF35-F H S iPr S -OCH2C(Me)2CH2O-
4-CF34-Cl H S iPr S -OCH2C(Me)2CH2O-
4-CF34-F H S iPr S -OCH2C(Me)2CH2O-
4-CF3H H S iPr S -OCH2C(Me)2CH2O-
4-CF35-Cl CO2Me S iPr S -OCH2C(Me)2CH2O-
4-CF35-Br CO2Me S iPr S -OCH2C(Me)2CH2O-
4-CF35-F CO2Me S iPr S -OCH2C(Me)2CH2O-
R1R2B V R8Y′ Y′R10Y′R11
4-CF34-Cl CO2Me S iPr S -OCH2C(Me)2CH2O-
4-CF34-F CO2Me S iPr S -OCH2C(Me)2CH2O-
4-CF3H CO2Me S iPr S -OCH2C(Me)2CH2O-
4-CF35-Br H O Me S OEt OEt
4-Cl 5-Br H O Me S OEt OEt
4-Br 5-Br H O Me S OEt OEt
4-OCF35-Br H O Me S OEt OEt
4-CF35-Cl H O Me S OEt OEt
4-Cl 5-Cl H O Me S OEt OEt
4-Br 5-Cl H O Me S OEt OEt
4-CF35-CF3H O Me S OEt OEt
4-CF34-F H O Me S OEt OEt
4-CF3H H O Me S OEt OEt
4-CF35-Br CO2Me O Me S OEt OEt
4-CF35-Cl CO2Me O Me S OEt OEt
4-CF35-CF3CO2Me O Me S OEt OEt
4-CF34-F CO2Me O Me S OEt OEt
4-CF3H CO2Me O Me S OEt OEt
4-CF35-Cl H S Me S OEt OEt
4-Cl 5-Cl H S Me S OEt OEt
4-Br 5-Cl H S Me S OEt OEt
4-CF35-Br H S Me S OEt OEt
4-CF35-F H S Me S OEt OEt
4-CF34-Cl H S Me S OEt OEt
4-CF34-F H S Me S OEt OEt
4-CF3H H S Me S OEt OEt
4-CF35-Cl CO2Me S Me S OEt OEt
4-CF35-Br CO2Me S Me S OEt OEt
4-CF35-F CO2Me S Me S OEt OEt
4-CF34-Cl CO2Me S Me S OEt OEt
4-CF34-F CO2Me S Me S OEt OEt
4-CF3H CO2Me S Me S OEt OEt
R1R2B V R8Y′ Y′R10Y′R11
4-CF35-Br H O tBu O OEt OEt
4-Cl 5-Br H O tBu O OEt OEt
4-Br 5-Br H O tBu O OEt OEt
4-OCF35-Br H O tBu O OEt OEt
4-CF35-Cl H O tBu O OEt OEt
4-Cl 5-Cl H O tBu O OEt OEt
4-Br 5-Cl H O tBu O OEt OEt
4-CF35-CF3H O tBu O OEt OEt
4-CF34-F H O tBu O OEt OEt
4-CF3H H O tBu O OEt OEt
4-CF35-Br CO2Me O tBu O OEt OEt
4-CF35-Cl CO2Me O tBu O OEt OEt
4-CF35-CF3CO2Me O tBu O OEt OEt
4-CF34-F CO2Me O tBu O OEt OEt
4-CF3H CO2Me O tBu O OEt OEt
4-CF35-Cl H S tBu O OEt OEt
4-Cl 5-Cl H S tBu O OEt OEt
4-Br 5-Cl H S tBu O OEt OEt
4-CF35-Br H S tBu O OEt OEt
4-CF35-F H S tBu O OEt OEt
4-CF34-Cl H S tBu O OEt OEt
4-CF34-F H S tBu O OEt OEt
4-CF3H H S tBu O OEt OEt
4-CF35-Cl CO2Me S tBu O OEt OEt
4-CF35-Br CO2Me S tBu O OEt OEt
4-CF35-F CO2Me S tBu O OEt OEt
4-CF34-Cl CO2Me S tBu O OEt OEt
4-CF34-F CO2Me S tBu O OEt OEt
4-CF3H CO2Me S tBu O OEt OEt
R1R2B V R8Y′ Y′R10Y′R11
4-CF35-Br H O tBu O -OCH2C(Me)2CH2O-
4-Cl 5-Br H O tBu O -OCH2C(Me)2CH2O-
4-Br 5-Br H O tBu O -OCH2C(Me)2CH2O-
4-OCF35-Br H O tBu O -OCH2C(Me)2CH2O-
4-CF35-Cl H O tBu O -OCH2C(Me)2CH2O-
4-Cl 5-Cl H O tBu O -OCH2C(Me)2CH2O-
4-Br 5-Cl H O tBu O -OCH2C(Me)2CH2O-
4-CF35-CF3H O tBu O -OCH2C(Me)2CH2O-
4-CF34-F H O tBu O -OCH2C(Me)2CH2O-
4-CF3H H O tBu O -OCH2C(Me)2CH2O-
4-CF35-Br CO2Me O tBu O -OCH2C(Me)2CH2O-
4-CF35-Cl CO2Me O tBu O -OCH2C(Me)2CH2O-
4-CF35-CF3CO2Me O tBu O -OCH2C(Me)2CH2O-
4-CF34-F CO2Me O tBu O -OCH2C(Me)2CH2O-
4-CF3H CO2Me O tBu O -OCH2C(Me)2CH2O-
4-CF35-Cl H S tBu O -OCH2C(Me)2CH2O-
4-Cl 5-Cl H S tBu O -OCH2C(Me)2CH2O-
4-Br 5-Cl H S tBu O -OCH2C(Me)2CH2O-
4-CF35-Br H S tBu O -OCH2C(Me)2CH2O-
4-CF35-F H S tBu O -OCH2C(Me)2CH2O-
4-CF34-Cl H S tBu O -OCH2C(Me)2CH2O-
4-CF34-F H S tBu O -OCH2C(Me)2CH2O-
4-CF3H H S tBu O -OCH2C(Me)2CH2O-
4-CF35-Cl CO2Me S tBu O -OCH2C(Me)2CH2O-
4-CF35-Br CO2Me S tBu O -OCH2C(Me)2CH2O-
4-CF35-F CO2Me S tBu O -OCH2C(Me)2CH2O-
4-CF34-Cl CO2Me S tBu O -OCH2C(Me)2CH2O-
4-CF34-F CO2Me S tBu O -OCH2C(Me)2CH2O-
4-CF3H CO2Me S tBu O -OCH2C(Me)2CH2O-
表11
R1R2B V R8Y′ R10Y′R11
4-CF35-Br H O iPr O Et OEt
4-Cl 5-Br H O iPr O Et OEt
4-Br 5-Br H O iPr O Et OEt
4-OCF35-Br H O iPr O Et OEt
4-CF35-Cl H O iPr O Et OEt
4-Cl 5-Cl H O iPr O Et OEt
4-Br 5-Cl H O iPr O Et OEt
4-CF35-CF3H O iPr O Et OEt
4-CF34-F H O iPr O Et OEt
4-CF3H H O iPr O Et OEt
4-CF35-Br CO2Me O iPr O Et OEt
4-CF35-Cl CO2Me O iPr O Et OEt
R1R2B V R8Y′ R10Y′R11
4-CF35-CF3CO2Me O iPr O Et OEt
4-CF34-F CO2Me O iPr O Et OEt
4-CF3H CO2Me O iPr O Et OEt
4-CF35-Cl H S iPr O Et OEt
4-Cl 5-Cl H S iPr O Et OEt
4-Br 5-Cl H S iPr O Et OEt
4-CF35-Br H S iPr O Et OEt
4-CF35-F H S iPr O Et OEt
4-CF34-Cl H S iPr O Et OEt
4-CF34-F H S iPr O Et OEt
4-CF3H H S iPr O Et OEt
4-CF35-Cl CO2Me S iPr O Et OEt
4-CF35-Br CO2Me S iPr O Et OEt
4-CF35-F CO2Me S iPr O Et OEt
4-CF34-Cl CO2Me S iPr O Et OEt
4-CF34-F CO2Me S iPr O Et OEt
4-CF3H CO2Me S iPr O Et OEt
4-CF35-Br H O iPr O Et O-iPr
4-Cl 5-Br H O iPr O Et O-iPr
4-Br 5-Br H O iPr O Et O-iPr
4-OCF35-Br H O iPr O Et O-iPr
4-CF35-Cl H O iPr O Et O-iPr
4-Cl 5-Cl H O iPr O Et O-iPr
4-Br 5-Cl H O iPr O Et O-iPr
4-CF35-CF3H O iPr O Et O-iPr
4-CF34-F H O iPr O Et O-iPr
4-CF3H H O iPr O Et O-iPr
4-CF35-Br CO2Me O iPr O Et O-iPr
4-CF35-Cl CO2Me O iPr O Et O-iPr
4-CF35-CF3CO2Me O iPr O Et O-iPr
4-CF34-F CO2Me O iPr O Et O-iPr
4-CF3H CO2Me O iPr O Et O-iPr
R1R2B V R8Y′ R10Y′R11
4-CF35-Cl H S iPr O Et O-iPr
4-Cl 5-Cl H S iPr O Et O-iPr
4-Br 5-Cl H S iPr O Et O-iPr
4-CF35-Br H S iPr O Et O-iPr
4-CF35-F H S iPr O Et O-iPr
4-CF34-Cl H S iPr O Et O-iPr
4-CF34-F H S iPr O Et O-iPr
4-CF3H H S iPr O Et O-iPr
4-CF35-Cl CO2Me S iPr O Et O-iPr
4-CF35-Br CO2Me S iPr O Et O-iPr
4-CF35-F CO2Me S iPr O Et O-iPr
4-CF34-Cl CO2Me S iPr O Et O-iPr
4-CF34-F CO2Me S iPr O Et O-iPr
4-CF3H CO2Me S iPr O Et O-iPr
4-CF35-Br H O iPr O Et OPh
4-Cl 5-Br H O iPr O Et OPh
4-Br 5-Br H O iPr O Et OPh
4-OCF35-Br H O iPr O Et OPh
4-CF35-Cl H O iPr O Et OPh
4-Cl 5-Cl H O iPr O Et OPh
4-Br 5-Cl H O iPr O Et OPh
4-CF35-CF3R O iPr O Et OPh
4-CF34-F H O iPr O Et OPh
4-CF3H H O iPr O Et OPh
4-CF35-Br CO2Me O iPr O Et OPh
4-CF35-Cl CO2Me O iPr O Et OPh
4-CF35-CF3CO2Me O iPr O Et OPh
4-CF34-F CO2Me O iPr O Et OPh
4-CF3H CO2Me O iPr O Et OPh
4-CF35-Cl H S iPr O Et OPh
4-Cl 5-Cl H S iPr O Et OPh
R1R2B V R8Y′ R10Y′R11
4-Br 5-Cl H S iPr O Et OPh
4-CF35-Br H S iPr O Et OPh
4-CF35-F H S iPr O Et OPh
4-CF34-Cl H S iPr O Et OPh
4-CF34-F H S iPr O Et OPh
4-CF3H H S iPr O Et OPh
4-CF35-Cl CO2Me S iPr O Et OPh
4-CF35-Br CO2Me S iPr O Et OPh
4-CF35-F CO2Me S iPr O Et OPh
4-CF34-Cl CO2Me S iPr O Et OPh
4-CF34-F CO2Me S iPr O Et OPh
4-CF3H CO2Me S iPr O Et OPh
4-CF35-Br H O iPr O Ph OEt
4-Cl 5-Br H O iPr O Ph OEt
4-Br 5-Br H O iPr O Ph OEt
4-OCF35-Br H O iPr O Ph OEt
4-CF35-Cl H O iPr O Ph OEt
4-Cl 5-Cl H O iPr O Ph OEt
4-Br 5-Cl H O iPr O Ph OEt
4-CF35-CF3H O iPr O Ph OEt
4-CF34-F H O iPr O Ph OEt
4-CF3H H O iPr O Ph OEt
4-CF35-Br CO2Me O iPr O Ph OEt
4-CF35-Cl CO2Me O iPr O Ph OEt
4-CF35-CF3CO2Me O iPr O Ph OEt
4-CF34-F CO2Me O iPr O Ph OEt
4-CF3H CO2Me O iPr O Ph OEt
4-CF35-Cl H S iPr O Ph OEt
4-Cl 5-Cl H S iPr O Ph OEt
4-Br 5-Cl H S iPr O Ph OEt
4-CF35-Br H S iPr O Ph OEt
4-CF35-F H S iPr O Ph OEt
R1R2B V R8Y′ R10Y′R11
4-CF34-Cl H S iPr O Ph OEt
4-CF34-F H S iPr O Ph OEt
4-CF3H H S iPr O Ph OEt
4-CF35-Cl CO2Me S iPr O Ph OEt
4-CF35-Br CO2Me S iPr O Ph OEt
4-CF35-F CO2Me S iPr O Ph OEt
4-CF34-Cl CO2Me S iPr O Ph OEt
4-CF34-F CO2Me S iPr O Ph OEt
4-CF3H CO2Me S iPr O Ph OEt
4-CF35-Br H O tBu O Et OEt
4-Cl 5-Br H O tBu O Et OEt
4-Br 5-Br H O tBu O Et OEt
4-OCF35-Br H O tBu O Et OEt
4-CF35-Cl H O tBu O Et OEt
4-Cl 5-Cl H O tBu O Et OEt
4-Br 5-Cl H O tBu O Et OEt
4-CF35-CF3H O tBu O Et OEt
4-CF34-F H O tBu O Et OEt
4-CF3H H O tBu O Et OEt
4-CF35-Br CO2Me O tBu O Et OEt
4-CF35-Cl CO2Me O tBu O Et OEt
4-CF35-CF3CO2Me O tBu O Et OEt
4-CF34-F CO2Me O tBu O Et OEt
4-CF3H CO2Me O tBu O Et OEt
4-CF35-Cl H S tBu O Et OEt
4-Cl 5-Cl H S tBu O Et OEt
4-Br 5-Cl H S tBu O Et OEt
4-CF35-Br H S tBu O Et OEt
4-CF35-F H S tBu O Et OEt
4-CF34-Cl H S tBu O Et OEt
4-CF34-F H S tBu O Et OEt
R1R2B V R8Y′ R10Y′R11
4-CF3H H S tBu O Et OEt
4-CF35-Cl CO2Me S tBu O Et OEt
4-CF35-Br CO2Me S tBu O Et OEt
4-CF35-F CO2Me S tBu O Et OEt
4-CF34-Cl CO2Me S tBu O Et OEt
4-CF34-F CO2Me S tBu O Et OEt
4-CF3H CO2Me S tBu O Et OEt
4-Cl 5-Br H O iPr S Et O-iPr
4-Br 5-Br H O iPr S Et OPh
4-OCF35-Br H O iPr S Ph OEt
4-CF35-Cl H O iPr S Ph O-iPr
4-Cl 5-Cl H O iPr S Ph OPh
4-Br 5-Cl H O tBu S Et OEt
4-CF35-CF3H O tBu S Et O-iPr
4-CF34-F H O tBu S Et OPh
4-CF3H H O tBu S Ph OEt
4-CF35-Br CO2Me O tBu S Ph O-iPr
4-CF35-Cl CO2Me O tBu S Ph OPh
4-CF35-Br H S iPr S iPr OEt
4-CF35-F H S iPr S iPr O-iPr
4-CF34-Cl H S iPr S iPr OPh
4-CF34-F H S iPr S nPr OEt
4-CF3H H S iPr S nPr O-iPr
4-CF35-Cl CO2Me S iPr S nPr OPh
4-CF35-Br CO2Me S tBu S Me OEt
4-CF35-F CO2Me S tBu S Me O-iPr
4-CF34-Cl CO2Me S tBu S Me OPh
4-CF34-F CO2Me S tBu S Me O-sec-Bu
4-CF3H CO2Me S tBu S Me O-nPr
表12
R1R2B V R10R11
4-CF35-Br H O Et Et
4-Cl 5-Br H O Et Et
4-Br 5-Br H O Et Et
4-OCF35-Br H O Et Et
4-CF35-Cl H O Et Et
4-Cl 5-Cl H O Et Et
4-Br 5-Cl H O Et Et
4-CF35-CF3H O Et Et
4-CF34-F H O Et Et
4-CF3H H O Et Et
4-CF35-Br CO2Me O Et Et
4-CF35-Cl CO2Me O Et Et
R1R2B V R10R11
4-CF35-CF3CO2Me O Et Et
4-CF34-F CO2Me O Et Et
4-CF3H CO2Me O Et Et
4-CF35-Cl H S Et Et
4-Cl 5-Cl H S Et Et
4-Br 5-Cl H S Et Et
4-CF35-Br H S Et Et
4-CF35-F H S Et Et
4-CF34-Cl H S Et Et
4-CF34-F H S Et Et
4-CF3H H S Et Et
4-CF35-Cl CO2Me S Et Et
4-CF35-Br CO2Me S Et Et
4-CF35-F CO2Me S Et Et
4-CF34-Cl CO2Me S Et Et
4-CF34-F CO2Me S Et Et
4-CF3H CO2Me S Et Et
表13
R1R2B V R8R12
4-CF35-Br H O nBu nBu
4-Cl 5-Br H O nBu nBu
4-Br 5-Br H O nBu nBu
4-OCF35-Br H O nBu nBu
4-CF35-Cl H O nBu nBu
4-Cl 5-Cl H O nBu nBu
4-Br 5-Cl H O nBu nBu
4-CF35-CF3H O nBu nBu
4-CF34-F H O nBu nBu
4-CF3H H O nBu nBu
4-CF35-Br CO2Me O nBu nBu
4-CF35-Cl CO2Me O nBu nBu
4-CF35-CF3CO2Me O nBu nBu
R1R2B V R8R12
4-CF34-F CO2Me O nBu nBu
4-CF3H CO2Me O nBu nBu
4-CF35-Cl H S nBu nBu
4-Cl 5-Cl H S nBu nBu
4-Br 5-Cl H S nBu nBu
4-CF35-Br H S nBu nBu
4-CF35-F H S nBu nBu
4-CF34-Cl H S nBu nBu
4-CF34-F H S nBu nBu
4-CF3H H S nBu nBu
4-CF35-Cl CO2Me S nBu nBu
4-CF35-Br CO2Me S nBu nBu
4-CF35-F CO2Me S nBu nBu
4-CF34-Cl CO2Me S nBu nBu
4-CF34-F CO2Me S nBu nBu
4-CF3H CO2Me S nBu nBu
4-CF35-Br H O -CH2CH2CH2CH2CH2-
4-Cl 5-Br H O -CH2CH2CH2CH2CH2-
4-Br 5-Br H O -CH2CH2CH2CH2CH2-
4-OCF35-Br H O -CH2CH2CH2CH2CH2-
4-CF35-Cl H O -CH2CH2CH2CH2CH2-
4-Cl 5-Cl H O -CH2CH2CH2CH2CH2-
4-Br 5-Cl H O -CH2CH2CH2CH2CH2-
4-CF35-CF3H O -CH2CH2CH2CH2CH2-
4-CF34-F H O -CH2CH2CH2CH2CH2-
4-CF3H H O -CH2CH2CH2CH2CH2-
4-CF35-Br CO2Me O -CH2CH2CH2CH2CH2-
4-CF35-Cl CO2Me O -CH2CH2CH2CH2CH2-
4-CF35-CF3CO2Me O -CH2CH2CH2CH2CH2-
4-CF34-F CO2Me O -CH2CH2CH2CH2CH2-
4-CF3H CO2Me O -CH2CH2CH2CH2CH2-
4-CF35-Cl H S -CH2CH2CH2CH2CH2-
R1R2B V R8R12
4-Cl 5-Cl H S -CH2CH2CH2CH2CH2-
4-Br 5-Cl H S -CH2CH2CH2CH2CH2-
4-CF35-Br H S -CH2CH2CH2CH2CH2-
4-CF35-F H S -CH2CH2CH2CH2CH2-
4-CF34-Cl H S -CH2CH2CH2CH2CH2-
4-CF34-F H S -CH2CH2CH2CH2CH2-
4-CF3H H S -CH2CH2CH2CH2CH2-
4-CF35-Cl CO2Me S -CH2CH2CH2CH2CH2-
4-CF35-Br CO2Me S -CH2CH2CH2CH2CH2-
4-CF35-F CO2Me S -CH2CH2CH2CH2CH2-
4-CF34-Cl CO2Me S -CH2CH2CH2CH2CH2-
4-CF34-F CO2Me S -CH2CH2CH2CH2CH2-
4-CF3H CO2Me S -CH2CH2CH2CH2CH2-
4-CF35-Br H O -CH2CH2OCH2CH2-
4-Cl 5-Br H O -CH2CH2OCH2CH2-
4-Br 5-Br H O -CH2CH2OCH2CH2-
4-OCF35-Br H O -CH2CH2OCH2CH2-
4-CF35-Cl H O -CH2CH2OCH2CH2-
4-Cl 5-Cl H O -CH2CH2OCH2CH2-
4-Br 5-Cl H O -CH2CH2OCH2CH2-
4-CF35-CF3H O -CH2CH2OCH2CH2-
4-CF34-F H O -CH2CH2OCH2CH2-
4-CF3H H O -CH2CH2OCH2CH2-
4-CF35-Br CO2Me O -CH2CH2OCH2CH2-
4-CF35-Cl CO2Me O -CH2CH2OCH2CH2-
4-CF35-CF3CO2Me O -CH2CH2OCH2CH2-
4-CF34-F CO2Me O -CH2CH2OCH2CH2-
4-CF3H CO2Me O -CH2CH2OCH2CH2-
4-CF35-Cl H S -CH2CH2OCH2CH2-
4-Cl 5-Cl H S -CH2CH2OCH2CH2-
4-Br 5-Cl H S -CH2CH2OCH2CH2-
4-CF35-Br H S -CH2CH2OCH2CH2-
4-CF35-F H S -CH2CH2OCH2CH2-
R1R2B V R8R12
4-CF34-Cl H S -CH2CH2OCH2CH2-
4-CF34-F H S -CH2CH2OCH2CH2-
4-CF3H H S -CH2CH2OCH2CH2-
4-CF35-Cl CO2Me S -CH2CH2OCH2CH2-
4-CF35-Br CO2Me S -CH2CH2OCH2CH2-
4-CF35-F CO2Me S -CH2CH2OCH2CH2-
4-CF34-Cl CO2Me S -CH2CH2OCH2CH2-
4-CF34-F CO2Me S -CH2CH2OCH2CH2-
4-CF3H CO2Me S -CH2CH2OCH2CH2-
4-CF35-Br H O -CH2CHMeOCHMeCH2-
4-Cl 5-Br H O -CH2CHMeOCHMeCH2-
4-Br 5-Br H O -CH2CHMeOCHMeCH2-
4-OCF35-Br H O -CH2CHMeOCHMeCH2-
4-CF35-Cl H O -CH2CHMeOCHMeCH2-
4-Cl 5-Cl H O -CH2CHMeOCHMeCH2-
4-Br 5-Cl H O -CH2CHMeOCHMeCH2-
4-CF35-CF3H O -CH2CHMeOCHMeCH2-
4-CF34-F H O -CH2CHMeOCHMeCH2-
4-CF3H H O -CH2CHMeOCHMeCH2-
4-CF35-Br CO2Me O -CH2CHMeOCHMeCH2-
4-CF35-Cl CO2Me O -CH2CHMeOCHMeCH2-
4-CF35-CF3CO2Me O -CH2CHMeOCHMeCH2-
4-CF34-F CO2Me O -CH2CHMeOCHMeCH2-
4-CF3H CO2Me O -CH2CHMeOCHMeCH2-
4-CF35-Cl H S -CH2CHMeOCHMeCH2-
4-Cl 5-Cl H S -CH2CHMeOCHMeCH2-
4-Br 5-Cl H S -CH2CHMeOCHMeCH2-
4-CF35-Br H S -CH2CHMeOCHMeCH2-
4-CF35-F H S -CH2CHMeOCHMeCH2-
4-CF34-Cl H S -CH2CHMeOCHMeCH2-
4-CF34-F H S -CH2CHMeOCHMeCH2-
R1R2B V R8R12
4-CF3H H S -CH2CHMeOCHMeCH2-
4-CF35-Cl CO2Me S -CH2CHMeOCHMeCH2-
4-CF35-Br CO2Me S -CH2CHMeOCHMeCH2-
4-CF35-F CO2Me S -CH2CHMeOCHMeCH2-
4-CF34-Cl CO2Me S -CH2CHMeOCHMeCH2-
4-CF34-F CO2Me S -CH2CHMeOCHMeCH2-
4-CF3H CO2Me S -CH2CHMeOCHMeCH2-
4-CF35-Br H O Et 环-C6H11
4-Cl 5-Br H O Et 环-C6H11
4-Br 5-Br H O Et 环-C6H11
4-OCF35-Br H O Et 环-C6H11
4-CF35-Cl H O Et 环-C6H11
4-Cl 5-Cl H O Et 环-C6H11
4-Br 5-Cl H O Et 环-C6H11
4-CF35-CF3H O Et 环-C6H11
4-CF34-F H O Et 环-C6H11
4-CF3H H O Et 环-C6H11
4-CF35-Br CO2Me O Et 环-C6H11
4-CF35-Cl CO2Me O Et 环-C6H11
4-CF35-CF3CO2Me O Et 环-C6H11
4-CF34-F CO2Me O Et 环-C6H11
4-CF3H CO2Me O Et 环-C6H11
4-CF35-Cl H S Et 环-C6H11
4-Cl 5-Cl H S Et 环-C6H11
4-Br 5-Cl H S Et 环-C6H11
4-CF35-Br H S Et 环-C6H11
4-CF35-F H S Et 环-C6H11
4-CF34-Cl H S Et 环-C6H11
4-CF34-F H S Et 环-C6H11
4-CF3H H S Et 环-C6H11
4-CF35-Cl CO2Me S Et 环-C6H11
R1R2B V R8R12
4-CF35-Br CO2Me S Et cyclo-C6H11
4-CF35-F CO2Me S Et cyclo-C6H11
4-CF34-Cl CO2Me S Et cyclo-C6H11
4-CF34-F CO2Me S Et cyclo-C6H11
4-CF3H CO2Me S Et cyclo-C6H11
4-CF35-Br H O iPr CH2CH2CO2Et
4-Cl 5-Br H O iPr CH2CH2CO2Et
4-Br 5-Br H O iPr CH2CH2CO2Et
4-OCF35-Br H O iPr CH2CH2CO2Et
4-CF35-Cl H O iPr CH2CH2CO2Et
4-Cl 5-Cl H O iPr CH2CH2CO2Et
4-Br 5-Cl H O iPr CH2CH2CO2Et
4-CF35-CF3H O iPr CH2CH2CO2Et
4-CF34-F H O iPr CH2CH2CO2Et
4-CF3H H O iPr CH2CH2CO2Et
4-CF35-Br CO2Me O iPr CH2CH2CO2Et
4-CF35-Cl CO2Me O iPr CH2CH2CO2Et
4-CF35-CF3CO2Me O iPr CH2CH2CO2Et
4-CF34-F CO2Me O iPr CH2CH2CO2Et
4-CF3H CO2Me O iPr CH2CH2CO2Et
4-CF35-Cl H S iPr CH2CH2CO2Et
4-Cl 5-Cl H S iPr CH2CH2CO2Et
4-Br 5-Cl H S iPr CH2CH2CO2Et
4-CF35-Br H S iPr CH2CH2CO2Et
4-CF35-F H S iPr CH2CH2CO2Et
4-CF34-Cl H S iPr CH2CH2CO2Et
4-CF34-F H S iPr CH2CH2CO2Et
4-CF3H H S iPr CH2CH2CO2Et
4-CF35-Cl CO2Me S iPr CH2CH2CO2Et
4-CF35-Br CO2Me S iPr CH2CH2CO2Et
4-CF35-F CO2Me S iPr CH2CH2CO2Et
R1R2B V R8R12
4-CF34-Cl CO2Me S iPr CH2CH2CO2Et
4-CF34-F CO2Me S iPr CH2CH2CO2Et
4-CF3H CO2Me S iPr CH2CH2CO2Et
表14
R1R2B V R10
4-CF35-Br H O tBu
4-Cl 5-Br H O tBu
4-Br 5-Br H O tBu
4-OCF35-Br H O tBu
4-CF35-Cl H O tBu
4-Cl 5-Cl H O tBu
4-Br 5-Cl H O tBu
4-CF35-CF3H O tBu
4-CF34-F H O tBu
4-CF3H H O tBu
4-CF35-Br CO2Me O tBu
4-CF35-Cl CO2Me O tBu
4-CF35-CF3CO2Me O tBu
4-CF34-F CO2Me O tBu
R1R2B V R10
4-CF3H CO2Me O tBu
4-CF35-Cl H S tBu
4-Cl 5-Cl H S tBu
4-Br 5-Cl H S tBu
4-CF35-Br H S tBu
4-CF35-F H S tBu
4-CF34-Cl H S tBu
4-CF34-F H S tBu
4-CF3H H S tBu
4-CF35-Cl CO2Me S tBu
4-CF35-Br CO2Me S tBu
4-CF35-F CO2Me S tBu
4-CF34-Cl CO2Me S tBu
4-CF34-F CO2Me S tBu
4-CF3H CO2Me S tBu
4-Br 5-Cl H S sec-Bu
4-CF35-Br H S sec-Bu
4-CF35-F H S sec-Bu
4-CF34-Cl H S sec-Bu
4-CF34-F H S sec-Bu
4-CF3H H S sec-Bu
4-CF35-Cl CO2Me S sec-Bu
4-CF35-Br CO2Me S sec-Bu
4-CF35-F CO2Me S sec-Bu
4-CF34-Cl CO2Me S sec-Bu
4-CF34-F CO2Me S sec-Bu
4-CF3H CO2Me S sec-Bu
4-CF35-Br H O Ph
4-Cl 5-Br H O Ph
4-Br 5-Br H O Ph
4-OCF35-Br H O Ph
R1R2B V R10
4-CF35-Cl H O Ph
4-Cl 5-Cl H O Ph
4-Br 5-Cl H O Ph
4-CF35-CF3H O Ph
4-CF34-F H O Ph
4-CF3H H O Ph
4-CF35-Br CO2Me O Ph
4-CF35-Cl CO2Me O Ph
4-CF35-CF3CO2Me O Ph
4-CF34-F CO2Me O Ph
4-CF3H CO2Me O Ph
4-CF35-Cl H S Ph
4-Cl 5-Cl H S Ph
4-Br 5-Cl H S Ph
4-CF35-Br H S Ph
4-CF35-F H S Ph
4-CF34-Cl H S Ph
4-CF34-F H S Ph
4-CF3H H S Ph
4-CF35-Cl CO2Me S Ph
4-CF35-Br CO2Me S Ph
4-CF35-F CO2Me S Ph
4-CF34-Cl CO2Me S Ph
4-CF34-F CO2Me S Ph
4-CF3H CO2Me S Ph
4-CF35-Br H O 4-Cl-Ph
4-Cl 5-Br H O 4-Cl-Ph
4-Br 5-Br H O 4-Cl-Ph
4-OCF35-Br H O 4-Cl-Ph
4-CF35-Cl H O 4-Cl-Ph
4-Cl 5-Cl H O 4-Cl-Ph
R1R2B V R10
4-Br 5-Cl H O 4-Cl-Ph
4-CF35-CF3H O 4-Cl-Ph
4-CF34-F H O 4-Cl-Ph
4-CF3H H O 4-Cl-Ph
4-CF35-Br CO2Me O 4-Cl-Ph
4-CF35-Cl CO2Me O 4-Cl-Ph
4-CF35-CF3CO2Me O 4-Cl-Ph
4-CF34-F CO2Me O 4-Cl-Ph
4-CF3H CO2Me O 4-Cl-Ph
4-CF35-Cl H S 4-Cl-Ph
4-Cl 5-Cl H S 4-Cl-Ph
4-Br 5-Cl H S 4-Cl-Ph
4-CF35-Br H S 4-Cl-Ph
4-CF35-F H S 4-Cl-Ph
4-CF34-Cl H S 4-Cl-Ph
4-CF34-F H S 4-Cl-Ph
4-CF3H H S 4-Cl-Ph
4-CF35-Cl CO2Me S 4-Cl-Ph
4-CF35-Br CO2Me S 4-Cl-Ph
4-CF35-F CO2Me S 4-Cl-Ph
4-CF34-Cl CO2Me S 4-Cl-Ph
4-CF34-F CO2Me S 4-Cl-Ph
4-CF3H CO2Me S 4-Cl-Ph
表15
R1R2Ra13Rb13V R8R9
4-CF35-F Me Me S Me OEt
4-CF35-Cl Me Me S Me OEt
4-CF34-F Me Me S Me OEt
4-CF35-Br Ph H O Me OEt
4-CF35-Br CO2Me H O Me OEt
4-CF35-Br Me Me O Me OEt
4-CF35-Cl Me Me O Me OEt
4-CF35-F Me Me S Me O-nBu
4-CF35-Cl Me Me S Me O-nBu
4-CF34-F Me Me S Me O-nBu
4-CF35-Br Ph H O Me O-nBu
4-CF35-Br CO2Me H O Me O-nBu
4-CF35-Br Me Me O Me O-nBu
4-CF35-Cl Me Me O Me O-nBu
R1R2Ra13Rb13V R8R9
4-CF35-F Me Me S Me 正己氧基
4-CF35-Cl Me Me S Me 正己氧基
4-CF34-F Me Me S Me 正己氧基
4-CF35-Br Ph H O Me 正己氧基
4-CF35-Br CO2Me H O Me 正己氧基
4-CF35-Br Me Me O Me 正己氧基
4-CF35-Cl Me Me O Me 正己氧基
4-CF35-F Me Me S Me O-sec-Bu
4-CF35-Cl Me Me S Me O-sec-Bu
4-CF34-F Me Me S Me O-sec-Bu
4-CF35-Br Ph H O Me O-sec-Bu
4-CF35-Br CO2Me H O Me O-sec-Bu
4-CF35-Br Me Me O Me O-sec-Bu
4-CF35-Cl Me Me O Me O-sec-Bu
4-CF35-F Me Me S Me O-iPr
4-CF35-Cl Me Me S Me O-iPr
4-CF34-F Me Me S Me O-iPr
4-CF35-Br Ph H O Me O-iPr
4-CF35-Br CO2Me H O Me O-iPr
4-CF35-Br Me Me O Me O-iPr
4-CF35-Cl Me Me O Me O-iPr
4-CF35-F Me Me S Me OCH2CH2OEt
4-CF35-Cl Me Me S Me OCH2CH2OEt
4-CF34-F Me Me S Me OCH2CH2OEt
4-CF35-Br Ph H O Me OCH2CH2OEt
4-CF35-Br CO2Me H O Me OCH2CH2OEt
4-CF35-Br Me Me O Me OCH2CH2OEt
4-CF35-Cl Me Me O Me OCH2CH2OEt
4-CF35-F Me Me S Me F
4-CF35-Cl Me Me S Me F
4-CF34-F Me Me S Me F
R1R2Ra13Rb13V R8R9
4-CF35-Br Ph H O Me F
4-CF35-Br CO2Me H O Me F
4-CF35-Br Me Me O Me F
4-CF35-Cl Me Me O Me F
4-CF35-F Me Me S Me NMe2
4-CF35-Cl Me Me S Me NMe2
4-CF34-F Me Me S Me NMe2
4-CF35-Br Ph H O Me NMe2
4-CF35-Br CO2Me H O Me NMe2
4-CF35-Br Me Me O Me NMe2
4-CF35-Cl Me Me O Me NMe2
4-CF35-F Me Me S Et O-iPr
4-CF35-Cl Me Me S Et O-iPr
4-CF34-F Me Me S Et O-iPr
4-CF35-Br Ph H O Et O-iPr
4-CF35-Br CO2Me H O Et O-iPr
4-CF35-Br Me Me O Et O-iPr
4-CF35-Cl Me Me O Et O-iPr
4-CF35-F Me Me S iPr OEt
4-CF35-Cl Me Me S iPr OEt
4-CF34-F Me Me S iPr OEt
4-CF35-Br Ph H O iPr OEt
4-CF35-Br CO2Me H O iPr OEt
4-CF35-Br Me Me O iPr OEt
4-CF35-Cl Me Me O iPr OEt
4-CF35-F Me Me S iPr OCH2CF3
4-CF35-Cl Me Me S iPr OCH2CF3
4-CF34-F Me Me S iPr OCH2CF3
4-CF35-Br Ph H O iPr OCH2CF3
4-CF35-Br CO2Me H O iPr OCH2CF3
4-CF35-Br Me Me O iPr OCH2CF3
R1R2Ra13Rb13V R8R9
4-CF35-Cl Me Me O iPr OCH2CF3
4-CF35-F Me Me S iPr OCH2CO2Me
4-CF35-Cl Me Me S iPr OCH2CO2Me
4-CF34-F Me Me S iPr OCH2CO2Me
4-CF35-Br Ph H O iPr OCH2CO2Me
4-CF35-Br CO2Me H O iPr OCH2CO2Me
4-CF35-Br Me Me O iPr OCH2CO2Me
4-CF35-Cl Me Me O iPr OCH2CO2Me
表16
R1R2R3R8R9
4-CF34-Cl H Me OEt
4-Cl 4-Cl H Me OEt
4-Br 4-Cl H Me OEt
4-OCF34-Cl H Me OEt
4-OCF2H 4-Cl H Me OEt
3,4-CH2C(Me)2O 4-Cl H Me OEt
4-CF34-F H Me OEt
4-Cl 4-F H Me OEt
4-Br 4-F H Me OEt
4-OCF34-F H Me OEt
4-OCF2H 4-F H Me OEt
3,4-CH2C(Me)2O 4-F H Me OEt
R1R2R3R8R9
4-CF34-OCF2H H Me OEt
4-Cl 4-OCF2H H Me OEt
4-Br 4-OCF2H H Me OEt
4-OCF34-OCF2H H Me OEt
4-OCF2H 4-OCF2H H Me OEt
3,4-CH2C(Me)2O 4-OCF H H Me OEt
4-CF34-Br H Me OEt
4-CF34-Cl 4-Cl Me OEt
4-Cl 4-Cl 4-Cl Me OEt
4-Br 4-Cl 4-Cl Me OEt
4-OCF34-Cl 4-Cl Me OEt
4-OCF2H 4-Cl 4-Cl Me OEt
3,4-CH2C(Me)2O 4-Cl 4-Cl Me OEt
4-CF34-F 4-Cl Me OEt
4-OCF34-F 4-Cl Me OEt
4-CF34-OCF2H 4-Cl Me OEt
4-OCF34-OCF2H 4-Cl Me OEt
4-CF34-Cl 4-CN Me OEt
4-Cl 4-Cl 4-CN Me OEt
4-OCF34-Cl 4-CN Me OEt
4-CF34-F 4-CN Me OEt
4-OCF34-F 4-CN Me OEt
4-CF34-Cl 4-CO2Me Me OEt
4-CF34-Cl H Me O-n-Bu
4-OCF34-Cl H Me O-n-Bu
4-CF34-F H Me O-n-Bu
4-OCF34-F H Me O-n-Bu
3,4-CH2C(Me)2O 4-F H Me O-n-Bu
4-CF34-OCF2H H Me O-n-Bu
4-Cl 4-OCF2H H Me O-n-Bu
4-Br 4-OCF2H H Me O-n-Bu
R1R2R3R8R9
4-OCF34-OCF2H H Me O-n-Bu
4-CF34-Br H Me O-n-Bu
4-CF34-Cl 4-Cl Me O-n-Bu
4-Cl 4-Cl 4-Cl Me O-n-Bu
4-Br 4-Cl 4-Cl Me O-n-Bu
4-OCF34-Cl 4-Cl Me O-n-Bu
4-CF34-F 4-Cl Me O-n-Bu
4-OCF34-F 4-Cl Me O-n-Bu
4-CF34-OCF2H 4-Cl Me O-n-Bu
4-Cl 4-OCF2H 4-Cl Me O-n-Bu
4-Br 4-OCF2H 4-Cl Me O-n-Bu
4-OCF34-OCF2H 4-Cl Me O-n-Bu
4-CF34-Cl 4-CN Me O-n-Bu
4-OCF34-Cl 4-CN Me O-n-Bu
4-CF34-F 4-CN Me O-n-Bu
4-OCF34-F 4-CN Me O-n-Bu
4-CF34-Cl 4-CO2Me Me O-n-Bu
4-CF34-OMe 4-Cl Me O-n-Bu
4-Cl 4-OPh 4-Cl Me O-n-Bu
4-Br 4-SCF2H 4-Cl Me O-n-Bu
4-OCF34-NO24-Cl Me O-n-Bu
4-OCF2H 4-SMe 4-Cl Me O-n-Bu
3,4-CH2C(Me)2O 4-SO2Me 4-Cl Me O-n-Bu
4-CF34-CN 4-Cl Me O-n-Bu
4-Cl 3-Cl 4-Cl Me O-n-Bu
4-Br 3-F 4-Cl Me O-n-Bu
4-OCF34-Me 4-Cl Me O-n-Bu
4-OCF2H 4-allyl 4-Cl Me O-n-Bu
3,4-CH2C(Me)2O 4-CF34-Cl Me O-n-Bu
4-CF34-Cl 4-CO2Et Me O-n-Bu
R1R2R3R8R9
4-Cl 4-Cl 4-OMe Me O-n-Bu
4-Br 4-Cl 4-SCF2CF2H Me O-n-Bu
4-OCF34-Cl 4-OCF2CF2H Me O-n-Bu
4-OCF2H 4-Cl 4-OPh Me O-n-Bu
3,4-CH2C(Me)2O 4-CF34-CF3Me O-n-Bu
4-CF34-Cl 4-CF3Me O-n-Bu
4-Cl 4-Cl 4-Me Me O-n-Bu
4-Br 4-Cl 3-Cl Me O-n-Bu
4-OCF34-Cl 3-Br Me O-n-Bu
4-OCF2H 4-Cl 4-NO2Me O-n-Bu
4-CF34-Cl H Me 正己氧基
4-CF34-F H Me 正己氧基
4-CF34-OCF2H H Me 正己氧基
4-OCF34-OCF2H H Me 正辛氧基
4-CF34-Br H Me 正辛氧基
4-CF34-Cl 4-Cl Me 正辛氧基
4-Cl 4-Cl 4-Cl Me 正辛氧基
4-Br 4-Cl 4-Cl Me 正辛氧基
4-OCF34-Cl 4-Cl Me 正辛氧基
4-CF34-F 4-Cl Me 正癸氧基
4-Cl 4-F 4-Cl Me 正癸氧基
4-OCF34-F 4-Cl Me 正癸氧基
4-CF34-OCF2H 4-Cl Me 正癸氧基
4-OCF34-OCF2H 4-Cl Me 正癸氧基
4-CF34-Cl 4-CN Me 正癸氧基
4-Cl 4-Cl 4-CN Me 正癸氧基
4-Br 4-Cl 4-CN Me 正癸氧基
4-OCF34-Cl 4-CN Me 正十二烷氧基
4-CF34-F 4-CN Me 正十二烷氧基
4-OCF34-F 4-CN Me 正十二烷氧基
4-CF34-Cl 4-CO2Me Me 正十二烷氧基
4-CF34-Cl H Me O-sec-Bu
4-Cl 4-Cl H Me O-sec-Bu
R1R2R3R8R9
4-OCF34-Cl H Me O-sec-Bu
4-CF34-F H Me O-sec-Bu
4-OCF34-F H Me O-sec-Bu
4-CF34-OCF2H H Me O-sec-Bu
4-OCF34-OCF2H H Me O-sec-Bu
4-CF34-Br H Me O-sec-Bu
4-CF34-Cl 4-Cl Me O-sec-Bu
4-Cl 4-Cl 4-Cl Me O-sec-Bu
4-Br 4-Cl 4-Cl Me O-sec-Bu
4-OCF34-Cl 4-Cl Me O-sec-Bu
4-CF34-F 4-Cl Me O-sec-Bu
4-Cl 4-F 4-Cl Me O-sec-Bu
4-OCF34-F 4-Cl Me O-sec-Bu
4-CF34-OCF2H 4-Cl Me O-sec-Bu
4-OCF34-OCF2H 4-Cl Me O-sec-Bu
4-CF34-Cl 4-CN Me O-sec-Bu
4-Cl 4-Cl 4-CN Me O-sec-Bu
4-OCF34-Cl 4-CN Me O-sec-Bu
4-CF34-F 4-CN Me O-sec-Bu
4-OCF34-F 4-CN Me O-sec-Bu
4-CF34-Cl 4-CO2Me Me O-sec-Bu
4-CF34-CN 4-Cl Me O-sec-Bu
4-Cl 3-Cl 4-Cl Me O-sec-Bu
4-Br 3-F 4-Cl Me O-sec-Bu
4-OCF34-Me 4-Cl Me O-sec-Bu
4-CF34-Cl 4-CO2Et Me O-sec-Bu
4-Cl 4-Cl 4-OMe Me O-sec-Bu
4-Br 4-Cl 4-SCF2CF2H Me O-sec-Bu
4-OCF34-Cl 4-OCF2CF2H Me O-sec-Bu
4-OCF24-Cl 4-OPh Me O-sec-Bu
3,4-CH2C(Me)2O 4-Cl 4-CF3Me O-sec-Bu
4-CF34-Cl 4-CF3Me O-sec-Bu
4-Cl 4-Cl 4-Me Me O-sec-Bu
R1R2R3R8R9
4-Br 4-Cl 3-Cl Me O-sec-Bu
4-OCF34-Cl 3-Br Me O-sec-Bu
4-OCF2H 4-Cl 4-NO2Me O-sec-Bu
4-CF34-Cl H Me O-iPr
4-OCF34-Cl H Me O-iPr
4-CF34-F H Me O-iPr
4-OCF34-F H Me O-iPr
4-CF34-OCF2H H Me O-iPr
4-OCF34-OCF2H H Me O-iPr
4-CF34-Br H Me O-iPr
4-OCF34-Br H Me O-iPr
4-CF34-Cl 4-Cl Me O-iPr
4-OCF34-Cl 4-Cl Me O-iPr
4-CF34-F 4-Cl Me O-iPr
4-OCF34-F 4-Cl Me O-iPr
4-CF34-Cl 4-CN Me O-iPr
4-OCF34-Cl 4-CN Me O-iPr
4-CF34-F 4-CN Me O-iPr
4-OCF34-F 4-CN Me O-iPr
4-CF34-Cl 4-CO2Me Me O-iPr
4-CF34-Cl H Me OCH2CH2OEt
4-CF34-F H Me OCH2CH2OEt
4-CF34-OCF2H H Me OCH2CH2OEt
4-OCF34-OCF2H H Me OCH2CCl3
4-CF34-Br H Me OCH2CCl3
4-CF34-Cl 4-Cl Me OCH2CCl3
4-Cl 4-Cl 4-Cl Me OCH2CCl3
4-OCF34-Cl 4-Cl Me OCH2CCl3
4-CF34-F 4-Cl Me OCH2CF3
4-OCF34-F 4-Cl Me OCH2CF3
4-CF34-OCF2H 4-Cl Me OCH2CF3
R1R2R3R8R9
4-OCF34-OCF2H 4-Cl Me OCH2CF3
4-CF34-Cl 4-CN Me OCH2CF3
4-OCF34-Cl 4-CN Me OCH2CO2Et
4-CF34-F 4-CN Me OCH2CO2Et
4-OCF34-F 4-CN Me OCH2CO2Et
4-CF34-Cl 4-CO2Me Me OCH2CO2Et
4-CF34-Cl H Me F
4-Cl 4-Cl H Me F
4-OCF34-Cl H Me F
4-CF34-F H Me F
4-OCF34-F H Me F
4-CF34-OCF2H H Me F
4-OCF34-OCF2H H Me NMe2
4-CF34-Br H Me NMe2
4-CF34-Cl 4-Cl Me NMe2
4-Cl 4-Cl 4-Cl Me NMe2
4-OCF34-Cl 4-Cl Me NMe2
4-CF34-F 4-Cl Me NEt2
4-OCF34-F 4-Cl Me NEt2
4-CF34-OCF2H 4-Cl Me 哌啶子基
4-OCF34-OCF2H 4-Cl Me 吗啉代
4-CF34-Cl 4-CN Me n-Pr
4-OCF34-Cl 4-CN Me n-Pr
4-CF34-F 4-CN Me Sec-Bu
4-OCF34-F 4-CN Me 4-Cl-Ph
4-CF34-Cl 4-CO2Me Me Ph
4-CF34-Cl H Et O-iPr
4-Cl 4-Cl H Et O-iPr
4-OCF34-Cl H Et O-iPr
4-CF34-F H Et O-iPr
4-OCF34-F H Et O-iPr
4-CF34-OCF2H H Et O-iPr
R1R2R3R8R9
4-OCF34-OCF2H H Et O-iPr
4-CF34-Br H Et O-iPr
4-CF34-Cl 4-Cl Et O-iPr
4-OCF34-Cl 4-Cl Et O-iPr
4-CF34-F 4-Cl Et OEt
4-OCF34-F 4-Cl Et OEt
4-CF34-OCF2H 4-Cl Et OCH2CCl3
4-OCF34-OCF2H 4-Cl Et NEt2
4-CF34-Cl 4-CN Et 2,6-二甲基-吗啉代
4-OCF34-Cl 4-CN Et 2,6-二甲基-吗啉代
4-CF34-F 4-CN Et iPr
4-OCF34-F 4-CN Et Ph
3,4-CH2C(Me)2O 4-F 4-CN Et Ph
4-CF34-Cl H iPr OEt
4-OCF34-Cl H iPr OEt
4-CF34-F H iPr OEt
4-CF34-OCF2H H iPr OEt
4-OCF34-OCF2H H iPr OEt
4-CF34-Br H iPr OEt
4-CF34-Cl 4-Cl iPr OEt
4-Cl 4-Cl 4-Cl iPr OEt
4-Br 4-Cl 4-Cl iPr OEt
4-OCF34-Cl 4-Cl iPr OEt
4-CF34-F 4-Cl iPr OEt
4-OCF34-F 4-Cl iPr OEt
4-CF34-OCF2H 4-Cl iPr OEt
4-OCF34-OCF2H 4-Cl iPr OEt
4-CF34-Cl 4-CN iPr OEt
4-OCF34-Cl 4-CN iPr OEt
4-CF34-F 4-CN iPr OEt
R1R2R3R8R9
4-OCF34-F 4-CN iPr OEt
4-CF34-Cl 4-CO2Me iPr OEt
4-CF34-CN 4-Cl iPr OEt
4-Cl 3-Cl 4-Cl iPr OEt
4-Br 3-F 4-Cl iPr OEt
4-OCF34-Me 4-Cl iPr OEt
4-OCF2H 4-o-allyl 4-Cl iPr OEt
3,4-CH2C(Me)2O 4-CF34-Cl iPr OEt
4-CF34-Cl 4-CO2Et iPr OEt
4-Cl 4-Cl 4-OMe iPr OEt
4-Br 4-Cl 4-SCF2CF2H iPr OEt
4-OCF34-Cl 4-OCF2CF2H iPr OEt
4-OCF2H 4-Cl 4-OPh iPr OEt
3,4-CH2C(Me)2O 4-Cl 4-CF3iPr OEt
4-CF34-Cl 4-CF3iPr OEt
4-Br 4-Cl 3-Cl iPr OEt
4-OCF34-Cl 3-Br iPr OEt
4-OCF2H 4-Cl 4-NO2iPr OEt
4-CF34-Cl H iPr O-n-Bu
4-Cl 4-Cl H iPr O-n-Bu
4-Br 4-Cl H iPr O-n-Bu
4-OCF34-Cl H iPr O-n-Bu
4-CF34-F H iPr O-n-Bu
4-OCF34-F H iPr O-n-Bu
4-CF34-OCF2H H iPr O-n-Bu
4-OCF34-OCF2H H iPr O-n-Bu
4-CF34-Br H iPr O-n-Bu
4-CF34-Cl 4-Cl iPr O-n-Bu
4-Br 4-Cl 4-Cl iPr O-n-Bu
4-OCF34-Cl 4-Cl iPr O-n-Bu
4-CF34-F 4-Cl iPr OCH2CF3
R1R2R3R8R9
4-OCF34-F 4-Cl iPr OCH2CF3
4-CF34-OCF2H 4-Cl iPr OCH2CO2Me
4-OCF34-OCF2H 4-Cl iPr NMe2
4-CF34-Cl 4-CN iPr NEt2
4-OCF34-Cl 4-CN iPr NEt2
4-CF34-F 4-CN iPr 哌啶子基
4-OCF34-F 4-CN iPr Et
4-CF34-Cl 4-CO2Me iPr Ph
3,4-CH2C(Me)2O 4-Cl 4-CO2Me iPr Ph
4-CF34-Cl H CH2Ph OEt
4-CF34-OCF2H H CH2Ph 哌啶子基
4-CF34-Br H CH Ph OCH2CH2OEt
4-CF34-Cl 4-Cl CH2Ph Me
表17
R1R2R3R8R9
4-CF34-Cl H Me NMe2
4-OCF34-Cl H Me NMe2
4-CF34-F H Me NMe2
4-OCF34-F H Me NMe2
4-CF34-OCF2H H Me NMe2
4-OCF34-OCF2H H Me NMe2
4-CF34-Cl 4-Cl Me NMe2
4-Cl 4-Cl 4-Cl Me NMe2
4-Br 4-Cl 4-Cl Me NMe2
4-OCF34-Cl 4-Cl Me NMe2
4-CF34-F 4-Cl Me NMe2
R1R2R3R8R9
4-OCF34-F 4-Cl Me NMe2
4-CF34-OCF2H 4-Cl Me NMe2
4-OCF34-OCF2H 4-Cl Me NMe2
4-CF34-Cl 4-CN Me NMe2
4-Cl 4-Cl 4-CN Me NMe2
4-Br 4-Cl 4-CN Me NMe2
4-OCF34-Cl 4-CN Me NMe2
4-CF34-F 4-CN Me NMe2
4-OCF34-F 4-CN Me NMe2
4-CF34-Cl 4-CO2Me Me NMe2
4-CF34-Cl H Me NEt2
3,4-CH2C(Me)2O 4-Cl H Me NEt2
4-CF34-F H Me NEt2
4-OCF34-F H Me NEt2
4-CF34-OCF2H H Me NEt2
4-OCF34-OCF2H H Me NEt2
4-CF34-Br H Me NEt2
3,4-CH2C(Me)2O 4-Br H Me NEt2
4-CF34-Cl 4-Cl Me NEt2
4-Cl 4-Cl 4-Cl Me NEt2
4-Br 4-Cl 4-Cl Me NEt2
4-OCF34-Cl 4-Cl Me NEt2
4-CF34-F 4-Cl Me NEt2
4-OCF34-F 4-Cl Me NEt2
4-CF34-OCF2H 4-Cl Me NEt2
4-OCF34-OCF2H 4-Cl Me NEt2
4-OCF2H 4-OCF2H 4-Cl Me NEt2
3,4-CH2C(Me)2O 4-OCF2H 4-Cl Me NEt2
4-CF34-Cl 4-CN Me NEt2
4-OCF34-Cl 4-CN Me NEt2
R1R2R3R8R9
4-CF34-F 4-CN Me NEt2
4-OCF34-F 4-CN Me NEt2
4-CF34-Cl 4-CO2Me NEt2
4-CF34-Cl H Me 哌啶子基
4-OCF34-Cl H Me 哌啶子基
4-CF34-F H Me Sec-Bu
4-OCF34-F H Me n-hexyl
4-CF34-OCF2H H Me Ph
4-OCF34-OCF2H H Me Ph
4-CF34-Br H Me 4-Cl-Ph
4-Cl 4-Br H Me 4-Cl-Ph
4-CF34-Cl 4-Cl Me n-Bu
4-Cl 4-Cl 4-Cl Me n-Bu
4-Br 4-Cl 4-Cl Me n-Bu
4-OCF34-Cl 4-Cl Me n-Bu
4-CF34-F 4-Cl Et NMe2
4-OCF34-F 4-Cl Et NMe2
4-CF34-OCF2H 4-Cl Et NEt2
4-OCF34-OCF2H 4-Cl Et 吗啉代
4-CF34-Cl 4-CN Et iPr
3,4-CH2C(Me)2O 4-Cl 4-CN Et n-Bu
4-CF34-F 4-CN Et n-Bu
4-CF34-Cl 4-CO2Me Et 4-MeO-Ph
4-CF34-Cl H iPr NMe2
4-Cl 4-Cl H iPr NMe2
4-Br 4-Cl H iPr NMe2
4-OCF34-Cl H iPr NMe2
4-CF34-F H iPr NMe2
4-OCF34-F H iPr NMe2
4-CF34-OCF2H H iPr NMe2
4-OCF34-OCF2H H iPr NMe2
R1R2R3R8R9
3,4-CH2C(Me)2O 4-OCF2H H iPr NMe2
4-CF34-Br H iPr NMe2
4-CF34-Cl 4-Cl iPr NMe2
4-Cl 4-Cl 4-Cl iPr NMe2
4-Br 4-Cl 4-Cl iPr NMe2
4-OCF34-Cl 4-Cl iPr NMe2
4-CF34-F 4-Cl iPr NEt2
4-OCF34-F 4-Cl iPr NEt2
4-CF34-OCF2H 4-Cl iPr 2,6-二甲基-吗啉代
4-OCF34-OCF2H 4-Cl iPr 哌啶子基
4-CF34-Cl 4-CN iPr Et
4-OCF34-Cl 4-CN iPr Et
4-CF34-F 4-CN iPr n-Bu
4-OCF34-F 4-CN iPr Ph
4-CF34-Cl 4-CO2Me iPr 4-Cl-Ph
表18
R1R2R3R8Y1Y1R10Y1R11
4-CF34-Cl H tBu S OEt OEt
4-OCF34-Cl H tBu S OEt OEt
4-CF34-F H tBu S OEt OEt
4-OCF34-F H tBu S OEt OEt
4-CF34-OCF2H H tBu S OEt OEt
4-OCF34-OCF2H H tBu S OEt OEt
4-CF34-Br H tBu S OEt OEt
4-CF34-Cl 4-Cl tBu S OEt OEt
4-Cl 4-Cl 4-Cl tBu S OEt OEt
4-Br 4-Cl 4-Cl tBu S OEt OEt
4-OCF34-Cl 4-Cl tBu S OEt OEt
4-CF34-F 4-Cl tBu S OEt OEt
4-OCF34-F 4-Cl tBu S OEt OEt
4-CF34-OCF2H 4-Cl tBu S OEt OEt
4-Br 4-OCF2H 4-Cl tBu S OEt OEt
R1R2R3R8Y1Y1R10Y1R11
4-OCF34-OCF2H 4-Cl tBu S OEt OEt
4-CF34-Cl 4-CN tBu S OEt OEt
4-OCF34-Cl 4-CN tBu S OEt OEt
4-CF34-F 4-CN tBu S OEt OEt
4-OCF34-F 4-CN tBu S OEt OEt
4-CF34-Cl 4-CO2Me tBu S OEt OEt
4-CF34-Cl H tBu S OCH2C(Me)2CH2O
4-OCF34-Cl H tBu S OCH2C(Me)2CH2O
4-CF34-F H tBu S OCH2C(Me)2CH2O
4-Cl 4-F H tBu S OCH2C(Me)2CH2O
4-OCF34-F H tBu S OCH2C(Me)2CH2O
4-CF34-OCF2H H tBu S OCH2C(Me)2CH2O
4-OCF34-OCF2H H tBu S OCH2C(Me)2CH2O
4-CF34-Br H tBu S OCH2C(Me)2CH2O
4-CF34-Cl 4-Cl tBu S OCH2C(Me)2CH2O
4-Cl 4-Cl 4-Cl tBu S OCH2C(Me)2CH2O
4-Br 4-Cl 4-Cl tBu S OCH2C(Me)2CH2O
4-OCF34-Cl 4-Cl tBu S OCH2C(Me)2CH2O
4-CF34-F 4-Cl tBu S OCH2C(Me)2CH2O
4-OCF34-F 4-Cl tBu S OCH2C(Me)2CH2O
4-CF34-OCF2H 4-Cl tBu S OCH2C(Me)2CH2O
4-OCF34-OCF2H 4-Cl tBu S OCH2C(Me)2CH2O
4-CF34-Cl 4-CN tBu S OCH2C(Me)2CH2O
4-OCF34-Cl 4-CN tBu S OCH2C(Me)2CH2O
4-CF34-F 4-CN tBu S OCH2C(Me)2CH2O
4-OCF34-F 4-CN tBu S OCH2C(Me)2CH2O
4-CF34-Cl 4-CO2Me tBu S OCH2C(Me)2CH2O
4-CF34-Cl H iPr S OEt OEt
4-Cl 4-Cl H iPr S OEt OEt
4-OCF34-Cl H iPr S OEt OEt
4-CF34-F H iPr S OEt OEt
4-OCF34-F H iPr S OEt OEt
R1R2R3R8Y1Y1R10Y1R11
4-CF34-OCF2H H iPr S OEt OEt
4-OCF34-OCF2H H iPr S OEt OEt
4-CF34-Br H iPr S OEt OEt
4-CF34-Cl 4-Cl iPr S OEt OEt
4-OCF34-Cl 4-Cl iPr S OEt OEt
4-CF34-F 4-Cl iPr S OEt OEt
4-OCF34-F 4-Cl iPr S OEt OEt
4-CF34-OCF2H 4-Cl iPr S OEt OEt
4-OCF34-OCF2H 4-Cl iPr S OEt OEt
4-CF34-Cl 4-CN iPr S OEt OEt
4-OCF34-Cl 4-CN iPr S OEt OEt
4-CF34-F 4-CN iPr S OEt OEt
4-OCF34-F 4-CN iPr S OEt OEt
4-CF34-Cl 4-CO2Me iPr S OEt OEt
4-CF34-Cl H iPr S OCH2C(Me)2CH2O
4-OCF34-Cl H iPr S OCH2C(Me)2CH2O
4-CF34-F H iPr S OCH2C(Me)2CH2O
4-OCF34-F H iPr S OCH2C(Me)2CH2O
4-CF34-OCF2H H iPr S OCH2C(Me)2CH2O
4-CF34-Br H iPr S OCH2C(Me)2CH2O
4-CF34-Cl 4-Cl iPr S OCH2C(Me)2CH2O
4-Cl 4-Cl 4-Cl iPr S OCH2C(Me)2CH2O
4-Br 4-Cl 4-Cl iPr S OCH2C(Me)2CH2O
4-OCF34-Cl 4-Cl iPr S OCH2C(Me)2CH2O
4-OCF2H 4-Cl 4-Cl iPr S OCH2C(Me)2CH2O
4-CF34-F 4-Cl iPr S OCH2C(Me)2CH2O
4-Br 4-F 4-Cl iPr S OCH2C(Me)2CH2O
4-OCF34-F 4-Cl iPr S OCH2C(Me)2CH2O
4-CF34-OCF2H 4-Cl iPr S OCH2C(Me)2CH2O
4-OCF34-OCF2H 4-Cl iPr S OCH2C(Me)2CH2O
4-CF34-Cl 4-CN iPr S OCH2C(Me)2CH2O
4-OCF34-Cl 4-CN iPr S OCH2C(Me)2CH2O
4-CF34-F 4-CN iPr S OCH2C(Me)2CH2O
4-OCF34-F 4-CN iPr S OCH2C(Me)2CH2O
4-CF34-Cl 4-CO2Me iPr S OCH2C(Me)2CH2O
4-CF34-Cl H tBu S OiPr OiPr
4-CF34-F H tBu S OiPr OiPr
4-CF34-OCF2H H tBu S OCH2CH2CH2O
4-OCF34-OCF2H H tBu S OCH2CH2CH2O
4-CF34-Br H tBu S OCH2CH2CH2O
4-CF34-Cl 4-Cl tBu S OCH2CH2O
4-Br 4-Cl 4-Cl tBu S OCH2CH2O
4-OCF34-Cl 4-Cl tBu S OCH2CH2O
4-CF34-F 4-Cl Me S OEt OEt
4-OCF34-F 4-Cl Me S OEt OEt
4-CF34-OCF2H 4-Cl Me S OEt OEt
4-Cl 4-OCF2H 4-Cl Me S OEt OEt
4-CF34-F 4-CN tBu O OEt OEt
4-OCF34-F 4-CN tBu O OEt OEt
4-CF34-Cl 4-CO2Me tBu O OCH2C(Me)2CH2O
表19
R1R2R3R8Y1R10Y1R11
4-CF34-Cl H iPr O Et OEt
4-OCF34-Cl H iPr O Et OEt
4-CF34-F H iPr O Et OEt
4-OCF34-F H iPr O Et OEt
4-CF34-OCF2H H iPr O Et OEt
4-OCF34-OCF2H H iPr O Et OEt
4-CF34-Br H iPr O Et OEt
4-CF34-Cl 4-Cl iPr O Et OEt
4-Cl 4-Cl 4-Cl iPr O Et OEt
4-Br 4-Cl 4-Cl iPr O Et OEt
4-OCF34-Cl 4-Cl iPr O Et OEt
4-OCF2H 4-Cl 4-Cl iPr O Et OEt
4-CF34-F 4-Cl iPr O Et OEt
4-Cl 4-F 4-Cl iPr O Et OEt
4-Br 4-F 4-Cl iPr O Et OEt
R1R2R3R8Y1R10Y1R11
4-OCF34-F 4-Cl iPr O Et OEt
4-CF34-OCF2H 4-Cl iPr O Et OEt
4-OCF34-OCF2H 4-Cl iPr O Et OEt
4-CF34-Cl 4-CN iPr O Et OEt
4-OCF34-Cl 4-CN iPr O Et OEt
4-CF34-F 4-CN iPr O Et OEt
4-OCF34-F 4-CN iPr O Et OEt
4-CF34-Cl 4-CO2Me iPr O Et OEt
4-CF34-Cl H iPr O Et OiPr
4-OCF34-Cl H iPr O Et OiPr
4-CF34-F H iPr O Et OiPr
4-OCF34-F H iPr O Et OiPr
4-CF34-OCF2H H iPr O Et OiPr
4-OCF34-OCF2H H iPr O Et OPh
4-OCF2H 4-OCF2H H iPr O Et OPh
3,4-CH2C(Me)2O 4-OCF2H H iPr O Et OPh
4-CF34-Br H iPr O Et OPh
4-CF34-Cl 4-Cl iPr O Et OPh
4-Cl 4-Cl 4-Cl iPr O Et OPh
4-Br 4-Cl 4-Cl iPr O Et OPh
4-OCF34-Cl 4-Cl iPr O Et OPh
4-OCF2H 4-Cl 4-Cl iPr O Et OPh
4-CF34-F 4-CN tBu O Et OEt
4-OCF34-F 4-CN tBu O Et OEt
4-CF34-Cl 4-CO2Me tBu O Et OEt
4-CF34-Cl H tBu O Et OiPr
4-OCF34-Cl H tBu O Et OiPr
4-CF34-F H tBu O Et OiPr
4-OCF34-F H tBu O Et OiPr
4-CF34-OCF2H H tBu O Et OiPr
4-OCF34-OCF2H H Ph O Et OEt
R1R2R3R8Y1R10Y1R11
4-CF34-F H iPr S Et OEt
4-OCF34-F H iPr S Ph OEt
4-CF34-OCF2H 4-Cl tBu S Et OEt
4-OCF34-OCF2H 4-Cl tBu S Ph OEt
4-CF34-F 4-CN iPr S iPr OiPr
4-OCF34-F 4-CN iPr S nPr OEt
4-CF34-Cl 4-CO2Me tBu S Me OEt
表20
R1R2R3R9
4-CF34-Cl H CF3
4-CF34-F H CF3
4-CF34-OCF2H H CF3
4-OCF34-OCF2H H CF3
4-CF34-Br H CF3
4-CF34-Cl 4-Cl CF3
4-Cl 4-Cl 4-Cl CF3
4-Br 4-Cl 4-Cl CF3
4-OCF34-Cl 4-Cl CF3
4-OCF2H 4-Cl 4-Cl CF3
3,4-CH2C(Me)2O 4-Cl 4-Cl CF3
4-CF34-F 4-Cl CF3
4-CF34-OCF2H 4-Cl CF3
4-CF34-Cl 4-CN CF3
R1R2R3R9
4-CF34-F 4-CN CF3
4-CF34-Cl 4-CO2Me CF3
4-CF34-Cl H O-secBu
4-CF34-F H O-secBu
4-CF34-OCF2H H O-secBu
4-Cl 4-OCF2H H O-secBu
4-OCF34-OCF2H H O-secBu
4-CF34-Br H O-secBu
4-CF34-Cl 4-Cl O-secBu
4-Cl 4-Cl 4-Cl O-secBu
4-Br 4-Cl 4-Cl O-secBu
4-OCF34-Cl 4-Cl O-secBu
4-CF34-F 4-Cl O-secBu
4-Cl 4-F 4-Cl O-secBu
4-OCF34-F 4-Cl O-secBu
4-CF34-OCF2H 4-Cl O-secBu
4-OCF34-OCF2H 4-Cl O-secBu
4-CF34-Cl 4-CN O-secBu
4-CF34-F 4-CN O-secBu
4-CF34-Cl 4-CO2Me O-secBu
4-CF34-Cl H O-n-Bu
4-CF34-F H O-n-Bu
4-CF34-OCF2H H O-n-Bu
4-Cl 4-OCF2H H O-n-Bu
4-Br 4-OCF2H H O-n-Bu
4-OCF34-OCF2H H O-n-Bu
4-OCF2H 4-OCF2H H O-n-Bu
3,4-CH2C(Me)2O 4-OCF2H H O-n-Bu
4-CF34-Br H O-n-Bu
4-CF34-Cl 4-Cl O-n-Bu
4-Cl 4-Cl 4-Cl O-n-Bu
4-OCF34-Cl 4-Cl O-n-Bu
4-CF34-F 4-Cl 正己氧基
R1R2R3R9
4-Cl 4-F 4-Cl 正己氧基
4-OCF34-F 4-Cl 正己氧基
4-CF34-OCF2H 4-Cl 正己氧基
4-CF34-Cl 4-CN 正己氧基
4-CF34-F 4-CN 正己氧基
4-CF34-Cl 4-CO2Me 正己氧基
4-CF34-Cl H OCH2CCl3
4-CF34-F H OCH2CCl3
4-CF34-OCF2H H OCH2CCl3
4-Cl 4-OCF2H H OCH2CCl3
4-OCF34-OCF2H H OCH2CCl3
4-CF34-Br H OCH2CCl3
4-CF34-Cl 4-Cl OCH2CCl3
4-Cl 4-Cl 4-Cl OCH2CCl3
4-OCF34-Cl 4-Cl OCH2CCl3
4-CF34-F 4-Cl OCH2CH2OEt
4-CF34-OCF2H 4-Cl OCH2CH2OEt
4-CF34-Cl 4-CN OCH2CH2OEt
4-CF34-F 4-CN OCH2CH2OEt
4-CF34-Cl 4-CO2Me OCH2CH2OEt
表21
R1R2R3R10R11
4-CF34-Cl H Et Et
4-CF34-F H Et Et
4-CF34-OCF2H H Et Et
4-CF34-Br H Et Et
4-CF34-Cl 4-Cl Et Et
4-Cl 4-Cl 4-Cl Et Et
4-Br 4-Cl 4-Cl Et Et
4-OCF34-Cl 4-Cl Et Et
4-OCF2H 4-Cl 4-Cl Et Et
3,4-CH2C(Me)2O 4-Cl 4-Cl Et Et
4-CF34-F 4-Cl Et Et
4-Cl 4-F 4-Cl Et Et
4-Br 4-F 4-Cl Et Et
R1R2R3R10R11
4-OCF34-F 4-Cl Et Et
4-OCF2H 4-F 4-Cl Et Et
3,4-CH2C(Me)2O 4-F 4-Cl Et Et
4-CF34-OCF2H 4-Cl Et Et
4-CF34-Cl 4-CN Et Et
4-CF34-F 4-CN Et Et
4-CF34-Cl 4-CO2Me Et Et
4-CF34-Cl H -CH2CH2-
4-CF34-F H -CH2CH2-
4-CF34-OCF2H H -CH2CH2-
4-CF34-Br H -CH2CH2-
4-CF34-Cl 4-Cl -CH2CH2-
4-Cl 4-Cl 4-Cl -CH2CH2-
4-OCF34-Cl 4-Cl -CH2CH2-
4-CF34-F 4-Cl -CH2CH2CH2-
4-Cl 4-F 4-Cl -CH2CH2CH2-
4-OCF34-F 4-Cl -CH2CH2CH2-
4-CF34-OCF2H 4-Cl -CH2CH2CH2-
4-Cl 4-OCF2H 4-Cl -CH2CH2CH2-
4-OCF34-OCF2H 4-Cl -CH2CH2CH2-
4-CF34-Cl 4-CN -CH2CH2CH2-
4-CF34-F 4-CN -CH2CH2CH2-
4-CF34-Cl 4-CO2Me -CH2CH2CH2-
4-CF34-Cl H -CH2C(Me)2CH2-
4-CF34-F H -CH2C(Me)2CH2-
4-CF34-OCF2H H -CH2C(Me)2CH2-
4-CF34-Br H -CH2C(Me)2CH2-
4-CF34-Cl 4-Cl -CH2C(Me)2CH2-
4-Cl 4-Cl 4-Cl -CH2C(Me)2CH2-
4-Br 4-Cl 4-Cl -CH2C(Me)2CH2-
4-OCF34-Cl 4-Cl -CH2C(Me)2CH2-
R1R2R3R10R11
4-OCF2H 4-Cl 4-Cl -CH2C(Me)2CH2-
3,4-CH2C(Me)2O 4-Cl 4-Cl -CH2C(Me)2CH2-
4-CF34-F 4-Cl Ph Ph
4-CF34-OCF2H 4-Cl Ph Ph
4-CF34-Cl 4-CN Ph Ph
4-CF34-F 4-CN Ph Ph
4-CF34-Cl 4-CO2Me Ph Ph
表22
R1R2R3R8R12
4-CF34-Cl H nBu nBu
4-Cl 4-Cl H nBu nBu
4-OCF34-Cl H nBu nBu
4-CF34-F H nBu nBu
4-CF34-OCF2H H nBu nBu
4-OCF34-OCF2H H nBu nBu
4-CF34-Br H nBu nBu
4-CF34-Cl 4-Cl nBu nBu
4-Cl 4-Cl 4-Cl nBu nBu
4-Br 4-Cl 4-Cl nBu nBu
4-OCF34-Cl 4-Cl nBu nBu
4-CF34-F 4-Cl -CH2CH2CH2CH2CH2-
4-CF34-OCF2H 4-Cl -CH2CH2CH2CH2CH2-
4-CF34-Cl 4-CN -CH2CH2CH2CH2CH2-
4-CF34-F 4-CN -CH2CH2CH2CH2CH2-
R1R2R3R8R12
4-CF34-Cl 4-CO2Me -CH2CH2CH2CH2CH2-
4-CF34-Cl H -CH2CH2OCH2CH2-
4-OCF34-Cl H -CH2CH2OCH2CH2-
4-CF34-F H -CH2CH2OCH2CH2-
4-OCF34-F H -CH2CH2OCH2CH2-
4-CF34-OCF2H H -CH2CH2OCH2CH2-
4-OCF34-OCF2H H -CH2CH2OCH2CH2-
4-CF34-Br H -CH2CH2OCH2CH2-
4-CF34-Cl 4-Cl -CH2CH2OCH2CH2-
4-Cl 4-Cl 4-Cl -CH2CH2OCH2CH2-
4-Br 4-Cl 4-Cl -CH2CH2OCH2CH2-
4-OCF34-Cl 4-Cl -CH2CH2OCH2CH2-
4-CF34-F 4-Cl -CH2CHMeOCHMeCH2-
4-CF34-OCF2H 4-Cl -CH2CHMeOCHMeCH2-
4-CF34-Cl 4-CN -CH2CHMeOCHMeCH2-
4-CF34-F 4-CN -CH2CHMeOCHMeCH2-
4-CF34-Cl 4-CO2Me -CH2CHMeOCHMeCH2-
4-CF34-Cl H Et 环-C6H11
4-CF34-F H Et 环-C6H11
4-CF34-OCF2H H Et 环-C6H11
4-CF34-Br H Et 环-C6H11
4-CF34-Cl 4-Cl Et 环-C6H11
4-Cl 4-Cl 4-Cl Et 环-C6H11
4-Br 4-Cl 4-Cl Et 环-C6H11
4-OCF34-Cl 4-Cl Et 环-C6H11
4-CF34-F 4-Cl iPr -CH2CH2CO2ET
4-Cl 4-F 4-Cl iPr -CH2CH2CO2ET
4-OCF34-F 4-Cl iPr -CH2CH2CO2ET
4-CF34-OCF2H 4-Cl iPr -CH2CH2CO2ET
4-Cl 4-OCF2H 4-Cl iPr -CH2CH2CO2ET
4-Br 4-OCF2H 4-Cl iPr -CH2CH2CO2ET
4-OCF34-OCF2H 4-Cl iPr -CH2CH2CO2ET
R1R2R3R8R12
4-OCF2H 4-OCF2H 4-Cl iPr -CH2CH2CO2ET
3,4-CH2C(Me)2O 4-OCF2H 4-Cl iPr -CH2CH2CO2ET
4-CF34-Cl 4-CN iPr -CH2CH2CO2ET
4-Cl 4-Cl 4-CN iPr -CH2CH2CO2ET
4-OCF34-Cl 4-CN CF32,4-di-Cl-Ph
4-CF34-F 4-CN CF32,4-di-Cl-Ph
4-CF34-Cl 4-CO2Me CF32,4-di-Cl-Ph
表23
R1R2R3R10
4-CF34-Cl H tBu
4-OCF34-Cl H tBu
4-CF34-F H tBu
4-CF34-OCF2H H tBu
4-OCF34-OCF2H H tBu
4-CF34-Br H tBu
4-CF34-Cl 4-Cl tBu
4-Cl 4-Cl 4-Cl tBu
4-Br 4-Cl 4-Cl tBu
4-OCF34-Cl 4-Cl tBu
4-OCF2H 4-Cl 4-Cl tBu
4-CF34-F 4-Cl tBu
4-CF34-OCF2H 4-Cl tBu
R1R2R3R10
4-Cl 4-OCF2H 4-Cl tBu
4-OCF34-OCF2H 4-Cl tBu
4-CF34-Cl 4-CN tBu
4-CF34-F 4-CN tBu
4-CF34-Cl 4-CO2Me tBu
4-CF34-Cl H sec-Bu
4-OCF34-Cl H sec-Bu
4-CF34-F H sec-Bu
4-OCF34-F H sec-Bu
4-CF34-OCF2H H sec-Bu
4-Cl 4-OCF2H H sec-Bu
4-OCF34-OCF2H H Ph
4-OCF2H 4-OCF2H H Ph
3,4-CH2C(Me)2O 4-OCF2H H Ph
4-CF34-Br H Ph
4-CF34-Cl 4-Cl Ph
4-Cl 4-Cl 4-Cl Ph
4-Br 4-Cl 4-Cl Ph
4-OCF34-Cl 4-Cl Ph
4-OCF2H 4-Cl 4-Cl Ph
3,4-CH2C(Me)2O 4-Cl 4-Cl Ph
4-CF34-F 4-Cl 4-Cl-Ph
4-Cl 4-F 4-Cl 4-Cl-Ph
4-Br 4-F 4-Cl 4-Cl-Ph
4-OCF34-F 4-Cl 4-Cl-Ph
4-OCF2H 4-F 4-Cl 4-Cl-Ph
3,4-CH2C(Me)2O 4-F 4-Cl 4-Cl-Ph
4-CF34-OCF2H 4-Cl 4-Cl-Ph
4-CF34-Cl 4-CN 4-Cl-Ph
4-OCF34-Cl 4-CN 2-Me-4-t-Bu-Ph
R1R2R3R10
4-CF34-F 4-CN 2-Me-4-t-Bu-Ph
4-OCF34-F 4-CN 2-Me-4-t-Bu-Ph
4-CF34-Cl 4-CO2Me 2-Me-4-t-Bu-Ph
4-CF34-Cl H 2-NO2-Ph
4-OCF34-Cl H 2-NO2-Ph
4-CF34-F H 2-NO2-Ph
4-CF34-OCF2H H 2-NO2-Ph
4-OCF34-OCF2H H 2-NO2-Ph
4-CF34-Br H 2-NO2-Ph
4-CF34-Cl 4-Cl 2-NO2-Ph
4-Cl 4-Cl 4-Cl 2-NO2-Ph
4-Br 4-Cl 4-Cl 2-NO2-Ph
4-OCF34-Cl 4-Cl 2-NO2-Ph
4-CF34-F 4-Cl 2-NO2Ph
4-Cl 4-F 4-Cl 2-NO2Ph
4-OCF34-F 4-Cl 2-NO2Ph
4-CF34-OCF2H 4-Cl 2-NO2Ph
4-OCF34-OCF2H 4-Cl 2-NO2Ph
4-CF34-Cl 4-CN 2-NO2Ph
4-OCF34-Cl 4-CN 2-NO2Ph
4-CF34-F 4-CN 2-NO2Ph
4-CF34-Cl 4-CO2Me 2-NO2Ph
表24
R1R2R3Z
4-CF34-H 4-H CH3
4-CF34-H 4-Cl CH3
4-CF34-H 4-F CH3
4-CF34-F 4-H CH3
4-CF34-F 4-Cl CH3
4-CF34-F 4-F CH3
4-CF34-Cl 4-H CH3
4-CF34-Cl 4-Cl CH3
4-CF34-Cl 4-F CH3
4-CF34-OCHF24-H CH3
4-CF34-OCHF24-Cl CH3
4-CF34-OCHF24-F CH3
R1R2R3Z
4-OCF34-H 4-H CH3
4-OCF34-H 4-Cl CH3
4-OCF34-H 4-F CH3
4-OCF34-F 4-H CH3
4-OCF34-F 4-Cl CH3
4-OCF34-F 4-F CH3
4-OCF34-Cl 4-H CH3
4-OCF34-Cl 4-Cl CH3
4-OCF34-Cl 4-F CH3
4-Cl 4-H 4-H CH3
4-Cl 4-H 4-Cl CH3
4-Cl 4-H 4-F CH3
4-Cl 4-Cl 4-H CH3
4-Cl 4-Cl 4-Cl CH3
4-Cl 4-Cl 4-F CH3
4-Cl 4-F 4-H CH3
4-Cl 4-F 4-Cl CH3
4-Cl 4-F 4-F CH3
4-Br 4-H 4-H CH3
4-Br 4-H 4-F CH3
4-Br 4-H 4-Cl CH3
4-Br 4-Cl 4-H CH3
4-Br 4-Cl 4-F CH3
4-Br 4-Cl 4-Cl CH3
4-Br 4-F 4-H CH3
4-Br 4-F 4-F CH3
4-Br 4-F 4-Cl CH3
4-OCHF24-H 4-H CH3
4-OCHF24-H 4-F CH3
4-OCHF24-H 4-Cl CH3
4-OCHF24-F 4-H CH3
R1R2R3Z
4-OCHF24-F 4-F CH3
4-OCHF24-F 4-Cl CH3
4-OCHF24-Cl 4-H CH3
4-OCHF24-Cl 4-F CH3
4-OCHF24-Cl 4-Cl CH3
4-CF34-H 4-H CH3CH2
4-CF34-H 4-Cl CH3CH2
4-CF34-H 4-F CH3CH2
4-CF34-F 4-H CH3CH2
4-CF34-F 4-Cl CH3CH2
4-CF34-F 4-F CH3CH2
4-CF34-Cl 4-H CH3CH2
4-CF34-Cl 4-Cl CH3CH2
4-CF34-Cl 4-F CH3CH2
4-CF34-OCHF24-H CH3CH2
4-CF34-OCHF24-Cl CH3CH2
4-CF34-OCHF24-F CH3CH2
4-OCF34-H 4-H CH3CH2
4-OCF34-H 4-Cl CH3CH2
4-OCF34-H 4-F CH3CH2
4-OCF34-F 4-H CH3CH2
4-OCF34-F 4-Cl CH3CH2
4-OCF34-F 4-F CH3CH2
4-OCF34-Cl 4-H CH3CH2
4-OCF34-Cl 4-Cl CH3CH2
4-OCF34-Cl 4-F CH3CH2
4-Cl 4-H 4-H CH3CH2
4-Cl 4-H 4-Cl CH3CH2
4-Cl 4-H 4-F CH3CH2
R1R2R3Z
4-Cl 4-Cl 4-H CH3CH2
4-Cl 4-Cl 4-Cl CH3CH2
4-Cl 4-Cl 4-F CH3CH2
4-Cl 4-F 4-H CH3CH2
4-Cl 4-F 4-Cl CH3CH2
4-Cl 4-F 4-F CH3CH2
4-CF34-H 4-H C6H5
4-CF34-H 4-Cl C6H5
4-CF34-H 4-F C6H5
4-CF34-F 4-H C6H5
4-CF34-F 4-Cl C6H5
4-CF34-F 4-F C6H5
4-CF34-Cl 4-H C6H5
4-CF34-Cl 4-Cl C6H5
4-CF34-Cl 4-F C6H5
4-CF34-OCHF24-H C6H5
4-CF34-OCHF24-Cl C6H5
4-CF34-OCHF24-F C6H5
4-OCF34-H 4-H C6H5
4-OCF34-H 4-Cl C6H5
4-OCF34-H 4-F C6H5
4-OCF34-F 4-H C6H5
4-OCF34-F 4-Cl C6H5
4-OCF34-F 4-F C6H5
4-OCF34-Cl 4-H C6H5
4-OCF34-Cl 4-Cl C6H5
4-OCF34-Cl 4-F C6H5
4-Cl 4-H 4-H C6H5
4-Cl 4-H 4-Cl C6H5
4-Cl 4-H 4-F C6H5
R1R2R3Z
4-Cl 4-F 4-H C6H5
4-Cl 4-F 4-Cl C6H5
4-Cl 4-F 4-F C6H5
4-CF34-H 4-H CH3O
4-CF34-H 4-Cl CH3O
4-CF34-H 4-F CH3O
4-CF34-F 4-H CH3O
4-CF34-F 4-Cl CH3O
4-CF34-F 4-F CH3O
4-CF34-Cl 4-H CH3O
4-CF34-Cl 4-Cl CH3O
4-CF34-Cl 4-F CH3O
4-CF34-OCHF24-H CH3O
4-CF34-OCHF24-Cl CH3O
4-CF34-OCHF24-F CH3O
4-OCF34-H 4-H CH3O
4-OCF34-H 4-Cl CH3O
4-OCF34-H 4-F CH3O
4-OCF34-F 4-H CH3O
4-OCF34-F 4-Cl CH3O
4-OCF34-F 4-F CH3O
4-OCF34-Cl 4-H CH3O
4-OCF34-Cl 4-Cl CH3O
4-OCF34-Cl 4-F CH3O
4-Cl 4-H 4-H CH3O
4-Cl 4-H 4-Cl CH3O
4-Cl 4-H 4-F CH3O
4-Cl 4-Cl 4-H CH3O
4-Cl 4-Cl 4-Cl CH3O
4-Cl 4-Cl 4-F CH3O
R1R2R3Z
4-Cl 4-F 4-H CH3O
4-Cl 4-F 4-Cl CH3O
4-Cl 4-F 4-F CH3O
4-CF34-H 4-H H
4-CF34-H 4-Cl H
4-CF34-H 4-F H
4-CF34-F 4-H H
4-CF34-F 4-Cl H
4-CF34-F 4-F H
4-CF34-Cl 4-H H
4-CF34-Cl 4-Cl H
4-CF34-Cl 4-F H
4-CF34-OCHF24-H H
4-CF34-OCHF24-Cl H
4-CF34-OCHF24-F H
4-OCF34-H 4-H H
4-OCF34-H 4-Cl H
4-OCF34-H 4-F H
4-OCF34-F 4-H H
4-OCF34-F 4-Cl H
4-OCF34-F 4-F H
4-OCF34-Cl 4-H H
4-OCF34-Cl 4-Cl H
4-OCF34-Cl 4-F H
4-Cl 4-H 4-H H
4-Cl 4-H 4-Cl H
4-Cl 4-H 4-F H
4-Cl 4-Cl 4-H H
4-Cl 4-Cl 4-Cl H
4-Cl 4-Cl 4-F H
R1R2R3Z
4-Cl 4-F 4-H H
4-Cl 4-F 4-Cl H
4-Cl 4-F 4-F H
4-CF34-Cl 4-Cl BrCH2
4-CF34-Cl 4-Cl ClCH2
4-CF34-Cl 4-Cl CF3
4-CF34-Cl 4-Cl benzyl
4-CF34-Cl 4-Cl CH3CH2CH2
4-CF34-Cl 4-Cl CH3(CH2)3
4-CF34-Cl 4-Cl CH3(CH2)4
4-CF34-Cl 4-Cl CH3(CH2)5
4-CF34-Cl 4-Cl CH3(CH2)6
4-CF34-Cl 4-Cl CH3(CH2)7
4-CF34-Cl 4-Cl CH3(CH2)9
4-CF34-Cl 4-Cl CH3(CH2)10
4-CF34-Cl 4-Cl Cl3C
4-CF34-Cl 4-Cl i-Pr
4-CF34-Cl 4-Cl t-Bu
4-CF34-Cl 4-Cl MeO2C
4-CF34-Cl 4-Cl EtO2C
4-CF34-Cl 4-Cl 2-Cl-phenyl
4-CF34-Cl 4-Cl 3-Cl-phenyl
4-CF34-Cl 4-Cl 4-Cl-phenyl
4-CF34-Cl 4-Cl CH3CH2O
4-CF34-Cl 4-Cl CH3(CH2)2O
4-CF34-Cl 4-Cl CH3(CH2)4O
4-CF34-Cl 4-Cl CH3(CH2)6O
4-CF34-Cl 4-Cl CH3(CH2)8O
4-CF34-Cl 4-Cl CH3(CH2)10O
4-CF34-Cl 4-Cl 苯氧基
4-CF34-Cl 4-Cl 4-Cl-苯氧基
R1R2R3Z
4-CF34-Cl 4-Cl 苄氧基
4-Cl 4-Cl 4-Cl ClCH2
4-Cl 4-Cl 4-Cl CF3
4-Cl 4-Cl 4-Cl benzyl
4-Cl 4-Cl 4-Cl CH3(CH2)3
4-Cl 4-Cl 4-Cl CH3O2C
4-Cl 4-Cl 4-Cl CH3CH2O
表25
R1R2R3R8R9
4-CF34-Cl H Me O-nBu
4-OCF34-Cl H Me O-nBu
4-CF34-F H Me O-nBu
4-OCF34-F H Me O-nBu
4-CF34-OCF2H H Me O-nBu
4-CF34-Br H Me O-nBu
4-CF34-Cl 4-Cl Me O-nBu
4-Cl 4-Cl 4-Cl Me O-nBu
4-Br 4-Cl 4-Cl Me O-nBu
4-OCF34-Cl 4-Cl Me O-nBu
4-CF34-F 4-Cl Me O-nBu
4-CF34-OCF2H 4-Cl Me O-nBu
4-CF34-Cl 4-CN Me O-nBu
R1R2R3R8R9
4-CF34-F 4-CN Me O-nBu
4-CF34-Cl 4-CO2Me Me O-nBu
4-CF34-Cl H Me 正己氧基
4-CF34-F H Me 正己氧基
4-CF34-OCF2H H Me 正辛氧基
4-CF34-Br H Me 正癸氧基
4-CF34-Cl 4-Cl Me 正十二烷氧基
4-Cl 4-Cl 4-Cl Me 正十二烷氧基
4-Br 4-Cl 4-Cl Me 正十二烷氧基
4-OCF34-Cl 4-Cl Me 正十二烷氧基
4-CF34-F 4-Cl Me O-sec-Bu
4-Cl 4-F 4-Cl Me O-sec-Bu
4-Br 4-F 4-Cl Me O-sec-Bu
4-OCF34-F 4-Cl Me O-sec-Bu
4-CF34-OCF2H 4-Cl Me O-sec-Bu
4-CF34-Cl 4-CN Me O-iPr
4-CF34-F 4-CN Me OCH2CH2OEt
4-CF34-Cl 4-CO2Me Me OCH2CF3
4-CF34-Cl H Me F
4-CF34-F H Me NMe2
4-CF34-OCF2H H Me NEt2
4-CF34-Br H Me 吗啉代
4-OCF34-Br H Me n-Pr
4-CF34-Cl 4-Cl Me sec-Bu
4-Br 4-Cl 4-Cl Me Ph
4-OCF34-Cl 4-Cl Me Ph
4-CF34-F 4-Cl Et O-iPr
4-CF34-OCF2H 4-Cl Et O-iPr
4-CF34-Cl 4-CN Et OCH2CCl3
4-OCF34-Cl 4-CN Et NEt2
4-CF34-F 4-CN Et 2,6-二甲基-吗啉代
4-Cl 4-F 4-CN Et 2,6-二甲基-吗啉代
4-CF34-Cl 4-CO2Me Et Ph
4-CF34-Cl H iPr OEt
4-CF34-F H iPr OEt
R1R2R3R8R9
4-CF34-OCF2H H iPr OEt
4-Cl 4-OCF2H H iPr OEt
4-Br 4-OCF2H H iPr OEt
4-OCF34-OCF2H H iPr OEt
4-OCF2H 4-OCF2H H iPr OEt
3,4-CH2C(Me)2O 4-OCF2H H iPr OEt
4-CF34-Br H iPr OEt
4-CF34-Cl 4-Cl iPr OEt
4-OCF34-Cl 4-Cl iPr OEt
4-CF34-F 4-Cl iPr OEt
4-OCF34-F 4-Cl iPr OEt
4-CF34-OCF2H 4-Cl iPr OEt
4-OCF34-OCF2H 4-Cl iPr OEt
4-CF34-Cl 4-CN iPr OEt
4-OCF34-Cl 4-CN iPr OEt
4-CF34-F 4-CN iPr OEt
4-CF34-Cl 4-CO2Me iPr OEt
4-OCF34-Cl 4-CO2Me iPr OEt
4-CF34-OMe 4-Cl iPr OEt
4-Cl 4-OPh 4-Cl iPr OEt
4-Br 4-SCF2H 4-Cl iPr OEt
4-OCF34-NO24-Cl iPr OEt
4-OCF2H 4-SMe 4-Cl iPr OEt
3,4-CH2C(Me)2O 4-SO2Me 4-Cl iPr OEt
4-CF34-CN 4-Cl iPr OEt
4-Cl 3-Cl 4-Cl iPr OEt
4-Br 3-F 4-Cl iPr OEt
4-OCF34-Me 4-Cl iPr OEt
4-OCF2H 4-O-allyl 4-Cl iPr OEt
3,4-CH2C(Me)2O 4-CF34-Cl iPr OEt
4-CF34-Cl 4-CO2Et iPr OEt
4-Cl 4-Cl 4-OMe iPr OEt
4-Br 4-Cl 4-SCF2CF2H iPr OEt
4-OCF34-Cl 4-OCF2CF2H iPr OEt
R1R2R3R8R9
4-CF34-Cl 4-CF3iPr OEt
4-Cl 4-Cl 4-Me iPr OEt
4-Br 4-Cl 3-Cl iPr OEt
4-OCF34-Cl 3-Br iPr OEt
4-OCF2H 4-Cl 4-NO2iPr OEt
4-CF34-Cl H iPr O-n-Bu
4-CF34-F H iPr O-n-Bu
4-OCF34-F H iPr OCH2CO2Me
4-CF34-OCF2H H iPr NMe2
4-OCF34-OCF2H H iPr 哌啶子基
3,4-CH2C(Me)2O 4-OCF2H H iPr Et
4-CF34-Br H iPr Et
4-OCF34-Br H CH2Ph OEt
4-CF34-Cl 4-CO2Me CH2Ph NME2
表26
R1R2R3R8R9
4-CF34-Cl H Me NMe2
4-CF34-F H Me NEt2
4-CF34-OCF2H H Me 正己基
4-OCF34-OCF2H H Me Ph
4-CF34-Br H Me 4-Me-Ph
4-CF34-Cl 4-Cl Et 吗啉代
4-Cl 4-Cl 4-Cl Et iPr
4-Br 4-Cl 4-Cl Et n-Bu
4-OCF34-Cl 4-Cl Et Ph
4-CF34-F 4-Cl iPr NMe2
4-CF34-OCF2H 4-Cl iPr 哌啶子基
4-Cl 4-OCF2H 4-Cl iPr Et
4-Br 4-OCF2H 4-Cl iPr n-Bu
4-OCF34-OCF2H 4-Cl iPr Ph
4-OCF2H 4-OCF2H 4-Cl iPr 4-Cl-Ph
表27
R1R2R3R8Y1Y1R10Y1R11
4-CF34-Cl H tBu S OEt OEt
4-Cl 4-Cl H tBu S OEt OEt
4-Br 4-Cl H tBu S OEt OEt
4-OCF34-Cl H tBu S OEt OEt
4-OCF2H 4-Cl H tBu S OEt OEt
3,4-CH2C(Me)2O 4-Cl H tBu S OEt OEt
4-CF34-F H tBu S OEt OEt
4-Cl 4-F H tBu S OEt OEt
4-Br 4-F H tBu S OEt OEt
4-OCF 4-F H tBu S OCH2C(Me)2CH2O
4-OCF2H 4-F H tBu S OCH2C(Me)2CH2O
3,4-CH2C(Me)2O 4-F H tBu S OCH2C(Me)2CH2O
4-CF34-OCF2H H tBu S OCH2C(Me)2CH2O
4-Cl 4-OCF2H H tBu S OCH2C(Me)2CH2O
4-Br 4-OCF2H H tBu S OCH2C(Me)2CH2O
R1R2R3R8Y1Y1R10Y1R11
4-OCF34-OCF2H H tBu S OCH2C(Me)2CH2O
4-OCF2H 4-OCF2H H tBu S OCH2C(Me)2CH2O
3,4-CH2C(Me)2O 4-OCF2H H tBu S OCH2C(Me)2CH2O
4-CF34-Br H tBu S OCH2C(Me)2CH2O
4-Cl 4-Br H iPr S OEt OEt
4-Br 4-Br H iPr S OEt OEt
4-OCF34-Br H iPr S OEt OEt
4-OCF2H 4-Br H iPr S OEt OEt
3,4-CH2C(Me)2O 4-Br H iPr S OEt OEt
4-CF34-Cl 4-Cl iPr S OEt OEt
4-Cl 4-Cl 4-Cl iPr S OEt OEt
4-Br 4-Cl 4-Cl iPr S OEt OEt
4-OCF34-Cl 4-Cl iPr S OEt OEt
4-OCF2H 4-Cl 4-Cl iPr S OEt OEt
3,4-CH2C(Me)2O 4-Cl 4-Cl iPr S OEt OEt
4-CF34-F 4-Cl iPr S OCH2C(Me)2CH2O
4-Cl 4-F 4-Cl iPr S OCH2C(Me)2CH2O
4-Br 4-F 4-Cl iPr S OCH2C(Me)2CH2O
4-OCF34-F 4-Cl iPr S OCH2C(Me)2CH2O
4-OCF2H 4-F 4-Cl iPr S OCH2C(Me)2CH2O
3,4-CH2C(Me)2O 4-F 4-Cl iPr S OCH2C(Me)2CH2O
4-CF34-OCF2H 4-Cl tBu S OiPr OiPr
4-Cl 4-OCF2H 4-Cl tBu S OiPr OiPr
4-Br 4-OCF2H 4-Cl tBu S OiPr OiPr
4-OCF34-OCF2H 4-Cl tBu S OiPr OiPr
4-OCF2H 4-OCF2H 4-Cl tBu S OiPr OiPr
3,4-CH2C(Me)2O 4-OCF2H 4-Cl tBu S OiPr OiPr
4-CF34-Cl 4-CN tBu S OCH2CH2CH2O
4-Cl 4-Cl 4-CN tBu S OCH2CH2CH2O
4-Br 4-Cl 4-CN tBu S OCH2CH2CH2O
4-OCF34-Cl 4-CN tBu S OCH2CH2CH2O
R1R2R3R8Y1Y1R10Y1R11
4-OCF2H 4-Cl 4-CN tBu S OCH2CH2CH2O
3,4-CH2C(Me)2O 4-Cl 4-CN tBu S OCH2CH2O
4-CF34-F 4-CN tBu S OCH2CH2O
4-Cl 4-F 4-CN tBu S OCH2CH2O
4-Br 4-F 4-CN tBu S OCH2CH2O
4-OCF34-F 4-CN Me S OEt OEt
4-OCF2H 4-F 4-CN Me S OEt OEt
3,4-CH2C(Me)2O 4-F 4-CN Me S OEt OEt
4-Br 4-Cl 4-CO2Me tBu O OEt OEt
4-OCF34-Cl 4-CO2Me tBu O OEt OEt
4-OCF2H 4-Cl 4-CO2Me tBu O OCH2C(Me)2CH2O
3,4-CH2C(Me)2O 4-Cl 4-CO2Me tBu O OCH2C(Me)2CH2O
表28
R1R2R3R8Y1R10Y1R11
4-CF34-Cl H iPr O Et OEt
4-Cl 4-Cl H iPr O Et OEt
4-OCF34-Cl H iPr O Et OEt
4-CF34-F H iPr O Et O-iPr
4-OCF 4-F H iPr O Et O-iPr
4-CF34-OCF2H H iPr O Et O-iPr
4-OCF34-OCF2H H iPr O Et OPh
4-CF34-Br H iPr O Et OPh
4-CF34-Cl 4-Cl iPr O Ph OEt
4-Cl 4-Cl 4-Cl iPr O Ph OEt
4-Br 4-Cl 4-Cl iPr O Ph OEt
4-OCF34-Cl 4-Cl iPr O Ph OEt
4-CF34-F 4-Cl tBu O Et OEt
4-OCF34-F 4-Cl tBu O Et OEt
R1R2R3R8Y1R10Y1R11
4-CF34-OCF2H 4-Cl tBu O Et O-iPr
4-OCF34-OCF2H 4-Cl tBu O Et O-iPr
4-CF34-Cl 4-CN Ph O Et OEt
4-OCF34-Cl 4-CN Ph O Et OEt
4-CF34-F 4-CN iPr S Ph O-iPr
4-OCF34-F 4-CN tBu S Et OEt
表29
R1R2R3R9
4-CF34-Cl H CF3
4-CF34-F H CF3
4-OCF34-F H O-sec-Bu
4-CF34-OCF2H H O-sec-Bu
4-Br 4-OCF2H H O-sec-Bu
4-OCF34-OCF2H H O-sec-Bu
4-CF34-Br H O-n-Bu
4-CF34-Cl 4-Cl O-n-Bu
4-Cl 4-Cl 4-Cl O-n-Bu
4-Br 4-Cl 4-Cl O-n-Bu
4-OCF34-Cl 4-Cl O-n-Bu
4-CF34-F 4-Cl 正己氧基
4-CF34-OCF2H 4-Cl 正己氧基
4-OCF34-OCF2H 4-Cl 正己氧基
R1R2R3R9
4-CF34-Cl 4-CN OCH2CCl3
4-OCF34-Cl 4-CN OCH2CCl3
4-CF34-F 4-CN OCH2CCl3
4-CF34-Cl 4-CO2Me OCH2CH2OEt
表30
R1R2R3R10R11
4-CF34-Cl H Et Et
4-CF34-F H Et Et
4-CF34-OCF2H H Et Et
4-OCF34-OCF2H H -CH2CH2-
4-CF34-Br H -CH2CH2-
4-CF34-Cl 4-Cl -CH2CH2-
4-Cl 4-Cl 4-Cl -CH2CH2-
4-OCF34-Cl 4-Cl -CH2CH2-
4-CF34-F 4-Cl -CH2CH2CH2-
4-OCF34-F 4-Cl -CH2CH2CH2-
4-CF34-OCF2H 4-Cl -CH2CH2CH2-
4-OCF34-OCF2H 4-Cl -CH2C(Me)2CH2
R1R2R3R10R11
4-CF34-Cl 4-CN -CH2C(Me)2CH2-
4-OCF34-Cl 4-CN -CH2C(Me)2CH2-
4-CF34-F 4-CN Ph Ph
4-CF34-Cl 4-CO2Me Ph Ph
表31
R1R2R3R8R12
4-CF34-Cl H nBu nBu
4-CF34-F H nBu nBu
4-CF34-OCF2H H nBu nBu
4-OCF34-OCF2H H -CH2CH2CH2CH2CH2-
4-CF34-Br H -CH2CH2CH2CH2CH2-
4-CF34-Cl 4-Cl -CH2CH2OCH2CH2-
4-Cl 4-Cl 4-Cl -CH2CH2OCH2CH2-
4-OCF34-Cl 4-Cl -CH2CH2OCH2CH2-
4-CF34-F 4-Cl -CH2CH(Me)OCH(Me)CH-
4-OCF34-F 4-Cl -CH2CH(Me)OCH(Me)CH-
4-CF34-OCF2H 4-Cl Et 环-C6H11
4-OCF34-OCF2H 4-Cl Et 环-C6H11
4-CF34-Cl 4-CN Et 环-C6H11
4-CF34-F 4-CN iPr CH2CH2CO2Et
4-CF34-Cl 4-CO2Me CF32,4-二氯苯基
表32
R1R2R3R10
4-CF34-Cl H tBu
4-CF34-F H tBu
4-CF34-OCF2H H sec-Bu
4-OCF34-OCF2H H sec-Bu
4-CF34-Br H sec-Bu
4-CF34-Cl 4-Cl Ph
4-Cl 4-Cl 4-Cl Ph
4-OCF34-Cl 4-Cl Ph
4-CF34-F 4-Cl 4-Cl-Ph
4-Cl 4-F 4-Cl 4-Cl-Ph
4-OCF34-F 4-Cl 4-Cl-Ph
4-CF34-OCF2H 4-Cl 4-Cl-Ph
4-OCF34-OCF2H 4-Cl 2-Me-4-t-Bu-Ph
R1R2R3R10
4-CF34-Cl 4-CN 2-Me-4-t-Bu-Ph
4-CF34-F 4-CN 2-NO2-Ph
4-CF34-Cl 4-CO2Me 2-NO2-Ph
制剂和用法
本发明的化合物通常可用于带有载体的制剂,所说的载体包括液体或固体稀释剂或有机溶剂。本发明化合物的有用的制剂是用普通方法制备的。制剂包括粉剂、诱饵、捕捉器、粒剂、片剂、溶液、悬浮液、乳化液、可湿性粉剂、可乳化的浓缩物、干悬浮剂等,其中许多能直接应用。可喷洒的制剂能在合适的介质中扩散,喷洒量约为每公顷施用1至几百升。高浓度的组合物主要可作下一步制剂的中间体。上述制剂一般含约1%-99%的固体或液体稀释剂。更准确地说,它们通常含下列这些组份,比率约为:
重量百分比
活性 稀释剂 表面
组分 活性剂
可湿性粉剂 25-90 0-74 0-10
油悬浮液、乳化剂、 1-50 40-95 0-35
溶液(包括可乳化的
浓缩物)
粉剂 1-25 70-99 0-5
粒剂、诱饵和片剂 0.01-95 5-99 0-15
高浓度组合物 90-99 0-10 0-2
当然,活性组分含量的高或低取决于指定的用途和该化合物的物理活性。有时要求表面活性剂对活性组分的比率高些,这可通过加到制剂里或用罐混合来完成。
典型的固体稀释剂在Watkins等的“杀虫剂粉末稀释剂和载体手册”第三章中有描述。具有较强吸收力的稀释剂可优选用于可湿性粉剂,较稠的可用于粉剂。典型的液体稀释剂和溶剂在Marsden的“溶剂指南”第二章(interscience,New York 1950)中有描述。溶解度低于0.1%的最适合用于悬浮浓缩物;溶液浓缩物最好是稳定的,以防在0℃时相分离。“Mc Curcheon的洗涤剂和乳化剂年报”(Allured Publ Corp.,Ridgewood,New Jersey,以及Sisely和Wood),“表面活性剂百科全书”(Chemical publ.Co.,Inc,New York,1964)中,列举了表面活性剂并介绍了用法。所有制剂都可含量少量的添加剂,以减少泡沫、烧结、腐蚀、微生物生长等。对于指定用途,优选的应使用美国环境保护机构批准的组分。
制备上述组合物的方法是众所周知的,将组分简单混合可制备溶液。精细的固体组合物是通过混合,和用锤磨机或水磨机研磨制得的。用湿磨(例如参见美国3,060,084)可制得悬浮液。将活性物质喷在预制的粒状载体上或用团聚技术(参见Browning的“团聚”化学工程1967年12月4日第147页及下文,和“Perry的化学工程手册”第四版,Mc Grow-Hill,New York,1963第8页至第59页及下文)可制得粒剂和片剂。
许多本发明的化合物当它们与喷雾油或喷雾油浓缩物混合的可乳化浓缩物的形式使用时,是最有效的。虽然任何油都能用作喷雾用油,但喷雾油通常具有这些特性:它们对喷雾的作物无植物毒性,并且它们有合适的粘度。石油基油通常可用作喷雾油。在有些地区,作物油是优选的,例如:
用作喷雾油的普通作物油:
作物油 亚麻籽油
棉籽油 豆油
椰子油 葵花籽油
菜籽油 橄榄油
花生油 棕榈油
红花油 麻油
芥子油 蓖麻油
下列油也符合喷雾用油标准:矿物油、鱼油和鱼肝油。喷雾油浓缩物包含一种或多种添加组分,例如乳化剂和湿剂。一些有用的喷雾油和喷雾油浓缩物可在“美国用的农业喷雾辅助剂指南”(Thomson,Thomson Publication,California,1986)中找到。
可用于杀节肢动物制剂的本发明化合物的实施例列于下面。
实施例A
可乳化的浓缩物
4-〔3-(4-氯化苯基)-1-〔{(乙氧基羰基)(1-甲基乙基)氨基〕硫代〕-N〔4-(三氟甲基)苯基〕-氨基〕羰基〕-4,5-二-氢-1H-吡唑-4-基}苯甲酸甲酯 20%
可溶的磺酸酯和聚氧乙烯醚的油混合物 10%
异佛尔酮 70%
将各组分混合,搅拌并渐渐升温,加速溶解。包装时用细筛过滤器,以保证产品中基本上不存在外来不溶物。
实施例B
可湿性粉剂
4-〔3-(4-氯代苯基)-1-〔〔(乙氧基羰基)(1-甲基乙基)氨基〕硫代〕-N-〔(4-三氟甲基)苯基〕-氨基〕羰基〕-4,5-二-氢-1H-吡唑-4-基〕苯甲酸甲酯。
30%
烷基萘磺酸钠 2%
木素磺酸钠 2%
合成的非晶形硅 3%
高岭石 63%
用搅拌机将活性组分与惰性物质混合。用锤磨机研磨后,将该物质再混合,并用5目筛子过滤。
实施例C
粉剂
4-〔3-(4-氯代苯基)-1-〔〔(乙氧基羰基)(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)苯基〕-氨基〕羰基〕-4,5-二-氢-1H-吡唑-4-基〕苯甲酸甲酯
实施例B的可湿性粉 10%
叶蜡石(粉) 90%
将可湿性粉和叶蜡石充分混合,然后包装。该产品适合作粉剂。
实施例D
粒剂
4-〔3-(4-氯代苯基)-1-〔〔(乙氧基羰基)-(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)苯基〕氨基〕羰基〕-4,5-二-氢-1H-吡唑-4-基〕苯甲酸甲酯 10%
美国活性白土细粒(低挥发物质,0.71/9/30
毫米;美国标准筛号25-50) 90%
将活性组分溶于挥发溶剂,例如丙酮,并将其喷洒在双锥形搅拌器中已去掉粉末的和预热的美国活性白土细粒上。然后,加热,使丙酮分离。然后,让粉粒剂冷却并包装。
实施例E
可乳化的浓缩物
4-〔3-(4-氯苯基)-1-〔〔(乙氧基羰基)(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)苯基〕氨基〕羰基〕-4,5-二-氢-1H-吡唑-4-基〕苯甲基甲酯 1.0%
可溶硫酸酯和聚氧乙烯醚的油混合物 4%
异佛尔酮 86%
将组分混合,搅拌并渐渐升温,加速溶解。包装时使用细筛过滤器,以保证产品中不存在任何外来不溶物。
实施例F
可湿性粉剂
4-〔3-(4-氯代苯基)-1-〔〔(乙氧基羰基)(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)苯基〕氨基〕羰基〕-4,5-二-氢-1H-吡唑-4-基〕苯甲酸甲酯 80%
烷基萘磺酸钠 2%
木素磺酸钠 2%
合成的非晶形硅 3%
高岭石 3%
用搅拌机将活性组分与惰性物质混合。用锤磨机研磨后,将该物质再混合,并用美国标准50目筛子过筛,包装。
实施例G
粉剂
实施例F的可湿性粉 5%
叶蜡石(粉状) 95%
将可湿性粉和叶蜡石稀释剂充分混合,然后包装。该产品适合作粉剂。
实施例H
粒剂
4-〔3-(4-氨代苯基)-1-〔〔(乙氧基羰基)(1-甲基乙基)氨基〕硫代〕-N-〔4-三氟甲基)苯基〕氨基〕羰基〕-4,5-二-氢-1H-吡唑-4-基〕苯甲酸甲酯 10%
美国活性白土细粒(低挥发物质,0.71/0.30
mm,美国标准筛号25-50) 90%
将活性组分溶于合适的溶剂,并喷洒在双锥形搅拌器中去掉了粉末的美国活性白土上。将粒剂加热使溶剂分离,冷却和包装。
实施例I
粒剂
实施例F的可湿性粉剂 15%
石膏 69%
硫酸钾 16%
将该组分在旋转混合器中混合,并用水喷洒进行粒化。当大部分物质达到要求的范围0.1-0.42mm(美国标准筛号18-40)时,将粒剂取出,干燥并筛选。将过大的物质粉碎,再制成在要求范围内的物质。这些粒剂含12%活性组分。
实施例J
溶液
4-〔3-(4-氯代苯基)-1-〔〔(乙氧基羰基)(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)苯基〕氨基〕羰基〕-4,5-二-氢-1H-吡唑-4-基〕苯甲酸甲酯 15%
4-丁内酯 85%
将组分混合并搅拌,制得适合于直接少量应用的溶液。
实施例K
油悬浮液
4-〔3-(4-氯代苯基)-1-〔〔(乙氧基羰基)(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)苯基〕氨基〕羰基〕-4,5-二-氢-1H-吡唑-4-基〕苯甲酸甲酯 20%
烷基萘磺酸钠 4%
木素磺酸钠 4%
低粘度甲基纤维素 3%
美国活性白土 69%
用搅拌机将活性组分与惰性物质混合。用锤磨机研磨后,制得基本上都在100μm以上的细粒,将该物质再混合,并用美国标准筛50目过筛并包装。
实施例L
水悬浮液
4-〔3-(4-氯代苯基)-1-〔〔(乙氧基羰基)-(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)苯基氨基〕羰基〕〕-4,5-二氢-1H-吡唑-4-基〕苯甲酸甲酯 40%
聚丙烯酸稠化剂 0.3%
十二烷基苯酚聚乙二醇醚 0.5%
磷酸二钠 1.0%
磷酸一钠 0.5%
聚乙烯醇 1.0%
水 56.7%
将组分混合并用砂磨机研磨,生成的颗粒大小基本上都在5μm以下。
实施例M
油悬浮液
4-〔3-(4-氯苯基)-1-〔〔(乙氧基羰基)-(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)苯基〕氨基〕羰基〕-4,5-二氢-1H-吡唑-4-基〕苯甲酸甲酯
35.0%
聚醇羧酸酯和可溶石油磺酸酯的油的混合物 6.0%
二甲苯范围溶剂 59.0%
将活性组分混合,并用砂磨机研磨,产生基本上都在5μm以下的细粒。该产物能直接施用,用油扩散或用水乳化。
实施例N
可乳化的浓缩物
7-氯-2-〔〔N-〔〔〔(己基氧基)羰基〕-甲基氨基〕-硫代〕-N-〔4-(三氟甲基)-苯基〕氨基〕-羰基〕-3,3a,4,5-四氢-2H-苯基〔g〕吲唑-3a-羧酸甲酯
5%
可溶性磺酸酯和聚氧乙烯醚的油混合物 4%
二甲苯 91%
将组分混合,搅拌并渐渐升温,加速溶解。包装时使用细筛过滤器,以保证产品中不含任何不溶物。
实施例O
可湿粉
7-氯-2-〔〔N-〔〔〔(己基氧基)羰基〕-甲基氨基〕-硫代〕-N-〔4-(三氟甲基)-苯基〕氨基〕-羰基〕-3,3a,4,5-四氢-2H-苯基〔g〕吲唑-3a-羧酸甲酯
30%
烷基萘磺酸钠 2%
木素磺酸钠 2%
合成非晶形硅 3%
高岭石 63%
将活性组分加热,以减小粘度,并喷洒在搅拌器中的惰性物质上。用锤磨机研磨后,将该物质混合,并用50目筛子过筛。
实施例P
溶液
7-氯-2-〔〔N-〔〔〔(己基氧基)羰基〕-甲基氨基〕-硫代〕-N-〔4-(三氟甲基)-苯基〕氨基〕-羰基〕-3,3a,4,5-四氢-2H-苯基〔g〕吲唑-3a-羰酸甲酯
10%
异佛尔酮 90%
将活性组分混合并搅拌产生适于直接、小容积应用的溶液。
实施例Q
诱饵粒剂
4-〔3-(4-氯代苯基)-1-〔〔(乙氧基羰基)-(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)-苯基〕氨基〕羰基〕〕-4,5-二氢-1H-吡唑-4-基〕苯甲酸甲酯
3.0%
聚乙氧化壬基苯酚和十二烷基苯 9.0%
苯磺酸钠的混合物
研磨过的玉米穗杆 88%
将活性组分和表面活性剂的混合物溶于合适的溶剂中,例如丙酮,并喷洒在研磨过的玉米穗杆上。然后,将颗粒干燥并包装。式Ⅰ、Ⅱ和/或Ⅲ的化合物也能与一种或多种其他杀虫剂、杀真菌剂、杀线虫剂、杀细菌剂、杀螨剂、或其他生物活性化合物混合,形成一种使杀虫剂有效范围更宽的多组分农药。
杀虫剂
3-羟基-N-甲基巴豆酰胺(二甲基磷酸酯)酯(久效磷)
甲基氨基甲酸,与2,3-二氢-2,2-二甲基-7-苯并呋喃醇酯(虫螨威)
O-〔2,4,5-三氯-α-(氯甲基)苄基〕磷酸,O′,O′-二甲酯(杀虫畏)
2-巯基琥珀酸,二乙酯,S-酯与硫羰磷酸,二甲酯(马拉松)硫代偶磷酸,O,O-二甲基,O-P-硝基苯基酯(甲基一六O五)
甲基氨基甲酸,α-萘酚酯(甲氨甲酸萘酯)
O-(甲基氨基甲酰基)硫羟乙酰氧肟酸甲酯(灭多虫)
N′-(4-氯-O-甲苯基)-N,N-二甲基甲脒(杀虫脒)
O,O-二乙基-O-(2-异丙基-4-甲基-6-嘧啶基硫代偶磷酸酯(二嗪农)
八氯茨烯(毒杀芬)
O-乙基O-P-硝基苯基苯基硫代膦酸酯(EPN)
(S)-α-氰基-m-苯氧基苄基(1R,3R)-3-(2,2-二溴乙烯基)-2,2-二甲基环丙烷羧酸酯(溴氰菊酯)
甲基
N′,N′-二甲基-N-〔(甲基氨基甲酰基)氧代〕-1-硫代草氨酰酸酯(草氨酰)
氰基(3-苯氧基苯基)-甲基-4-氯-α-(1-甲基乙基)苯乙酸酯(腈氯苯苯醚菊酯)
(3-苯氧基苯基)甲基(±)-顺,反-3-(2,2-二氯乙烯基)-2,2-二甲基环丙烷羧酸酯(三氯苯醚菊酯)
α-氰基-3-苯氧基苄基3-(2,2-二氯乙烯基)-2,2-二甲基环丙烷羧酸酯(腈二氯苯醚菊酯)
O-乙基-S-(P-氯苯基)乙基二硫代膦酸酯(丙溴磷)
偶磷硫羟硫羰酸
O-乙基-O-〔4-(硫代甲基)-苯基〕-S-n-丙基〕酯(甲丙溴磷)
下面用普通名称列出一些附加的杀虫剂:
Triflumuron、伏虫脲、蒙五一五、噻嗪酮、(硫)双灭多威、高灭磷、保棉磷、毒死蜱、乐果、地虫磷、异丙胺磷、杀扑磷、多灭灵、久效磷、亚胺硫磷、磷胺、伏杀磷、抗蚜威、甲拌磷、丙溴磷、特丁三九一一、敌百虫、甲氧滴滴涕、bifenthrin、联苯酸酯、氟氯氰菊酯、甲氢菊酯、氟胺氰菊酯、氟氯菊酯、tralomethrin、聚乙醛和鱼藤酮。
杀真菌剂
2-苯并咪唑氨基甲酸甲酯(多菌灵)
四甲基狄兰姆二硫化物(福美联)
n-十二烷基胍乙酸酯(多果定)
乙烯双二硫代氨基甲酸锰(代森锰)
1,4-二氯-2,5-二甲氧基苯(地茂散)
1-(丁基氨基甲酰基)-2-苯并咪唑氨基甲酸甲酯(苯菌灵)
1-〔2-(2,4-二氯苯基)-4-丙基-1,3-二氧戊环-2-基甲基〕-1H-1,2,4-三唑(Propiconazole)
2-氰基-N-乙基氨基甲酰基-2-甲氧基亚氨基乙酰胺(cymoxanil)
1-(4-氯苯氧基)3,3-二甲基-1-(1H-1,2,4-三唑-1-基)-2-丁酮(三唑二甲酮)
N-(三氯硫代甲基)四氢苯二甲酰亚氨基(克菌丹)
N-(三氯硫代甲基)苯二甲酰亚氨基(灭菌丹)
1-〔〔〔双-(4-氟苯基)〕〔甲基〕甲硅烷基〕甲基〕-1H-1,2,4-三唑杀线虫剂
S-甲基(二甲基氨基甲酰基)-N-(甲基氨基甲酰基氧基)-硫代亚胺甲酸酯
S-甲基
1-氨基甲酰基-N-(甲基氨基甲酰基氧基)硫代亚胺甲酸酯
N-异丙基氨基磷酸,O-乙基
O-〔4-硫代甲基)-m-甲苯基双酯(克线磷)
杀细菌剂
三价硫酸铜
硫酸链霉素
杀螨剂
千里光酸,2-仲丁基-4,6-二硝基苯酚酯(乐杀螨)
6-甲基-1,3-Cithiolo〔4,5-β〕喹喔啉-2-酮(灭螨猛)
乙基4,4′-二氯二苯乙醇酸酯(二苯乙醇酸酯)
1,1-双(P-氯苯基)-2,2,2-三氯乙醇(开乐散)
双(五氯代-2,4-环戊二烯-1-基)(除螨灵)
三环己基锡氢氧化物(杀螨锡)
反-5-(4-氯苯基)-N-环己基-4-甲基-2-氧代-噻唑烷-3-羧酰胺(hexythiazox)
果螨杀
克螨特
螨完锡
生物
芽胞杆菌
Avermeclin
效用
本发明化合物对各种簇叶和土壤习居菌、家畜、家庭内的和公共场所的健康节肢动物具有较宽的活性。本领域的技术人员认识到并不是所有的化合物对所有节肢动物都有同样有效的,但本发明化合物对经济上重要的各种害虫,例如蚱蜢、蟑螂(包括德国或美国蟑螂);吃稻木虫;半翅目;盲蝽(盲春科)例如:牧草盲蝽,网蝽(网蝽科),实蝽(长蝽科);诸如蛴蝽,蝽象(蝽科),叶足缘春,缘蝽科,例如缘蝽和红蝽和着色剂(stainer)(红蝽科),例如棉蝽,及同翅类,诸如棉蝽、蚜虫,例如桃蚜、麦二岔蚜和棉蚜虫、叶蝉、咪蝉和蝽蝉,例如紫莞叶蝉、马铃薯微叶蝉和稻风虱、叶蚤,例如梨黄木虱、介壳虫(coccids和diaspidids)和粉蚧;鞘翅目(包括甲虫,例如棉子象鼻虫和水稻象虫、谷粒螟虫、金花甲虫,例如马铃薯甲、跳甲和其他叶甲、瓢甲,例如Maxican菜豆甲虫),都显示出活性。
对地老虎,例如南方玉米食根虫、金针虫;翅目幼虫(包括夜蛾,例如草地夜蛾,甜菜夜蛾幼虫,其他夜蛾属,蛾属,例如变草绿色的、玉米穗夜蛾、甘兰银纹夜蛾、食三叶芽虫、绒毛豆毛虫、夜蛾、小地老虎、和其他夜蛾地老虎,和包括螟蛾,诸如欧洲玉米螟虫、脐橙蠕虫、和茎/梗螟虫,还包括卷叶蛾(例如苹果蠢蛾和葡萄卷叶蛾以及其他鳞翅目昆虫幼虫,例如棉红铃虫和菜蛾和双翅目的,例如潜叶虫、土壤蛆虫、蠓摇蚁和实蝇科、果蝇、家蝇、东方家蝇、厩刺蝇、厩螫蝇、丽蝇、黑丽蝇、秋家蝇、蝇属Zutumnalis,墨蝇、南方蜗属、黄色疟蚊、伊蚊属eggti,德国蟑螂、德国小蠊、木蚁、黑木工蚁、和东方地下白蚁、黄胸散白蛾),也显示出活性。然后,本发明化合物可防治的害虫不限于这些种类。
下面举例说明可防治的特殊种类:草地夜蛾、草地粘虫、菸夜蛾、美洲菸夜蛾、南方玉米根蠕虫、十一星瓜叶甲、紫莞叶蝉。然而,本发明化合物防治的害虫不限于这些种类。
应用
将发明的一种或几种化合物的有效量施用于传染的场所、要防护的地区、直接施用于要防治的害虫或它们四周,可防治农作物的节肢动物,并可保护动物和人。优选的施用方法是用喷雾设备将本发明化合物分洒在簇叶上、土壤中、或被传染的植物部分或需要防治的部分。另外,也可将这些化合物的粒状制剂施用于土壤、簇叶或把它们任意混合到土壤中,或应用于大气或地面,因为动物和人的习惯和行为的不同,可以使用许多不同的应用方法,这些方法包括直接的和有后效的喷雾、诱饵、耳标、土壤消毒和许多其他方法。
本发明的吡唑啉化合物可直接应用,但最通常是应用由农业适合载体或稀释剂配制的、包含本发明的一种或几种化合物的制剂。最优选的应用方法包括将该化合物的水分散体或精制油溶液进行喷雾,也可将化合物掺入要消耗的诱饵中或加到装置(例如捕捉器)中,和其他此类可诱使节肢动物去摄取或接触有毒化合物的装置中。
为了进行有效防治,要求施用式Ⅰ、Ⅱ或Ⅲ化合物的比率取决于例如要防治的节肢动物种类、害虫的生活期、害虫的大小、地点、寄主作物、应用季节、外界温度、温度条件等因素。通常,每公顷施用0.01-2Kg活性组分,这个比率足以对正常情况下的大规模土地进行有效防治。但农业上,用象0.001Kg/公顷那样少量的量也足够了,或需要用象8Kg/公顷那样大量的施用量,或农家适于用0.1mg/英尺2-20mg/英尺2,这要视上述因素而定。
下面实施例说明了式Ⅰ、Ⅱ、Ⅲ化合物对特殊节肢动物害虫的防治效力,其中1-55化合物分别用实施例和表A、B和C描述,用表D概括。
表D
化合物 R1R2Y
1 CF3H N(CH〔CH3〕2)CO2Et
2 CF3H CO2s-Bu
3 CF3H N(n-Bu)2
4 CF35-Cl N(CH3)CO7n-己基
5 CF3H N(CH3)CO2n-Bu
6 CF3H N(CH3)CO2Et
7 CF34-F N(CH3)CO2n-Bu
8 CF3H N(CH3)CO2环己基
9 CF3H N(CH3)CO2n-辛基
10 CF3H N(CH3)CO2n-癸基
11 CF34-F N〔CH(CH3)2〕CO2Et
12 CF3H N(CH3)CO2n-十二烷基
化合物 R1R2Y
13 CF3H N(CH3)CO2n-己基
14 CF35-Cl CO2s-Bu
15 CF35-Cl N〔CH(CH3)2〕CO2Et
16 CF35-Cl N(CH3)CO2Et
17 CF35-Cl N(CH3)CO2n-辛基
18 CF34-F CO2s-Bu
19 CF35-Cl N(CH3)CO2n-Bu
20 CF35-Cl N〔CH3(CH3)2〕CO2n-Bu
21 CF35-Cl N(CH3)CO2n-十二烷基
22 CF35-Cl N(CH3)CO2环己基
23 CF35-Cl N(CH3)CO2(CH2)2OBu
24 CF35-Cl N(CH3)CO2C14H29
25 CF35-Cl N(CH3)CO2C16H33
26 CF35-Cl N(CH3)CO2C18H37
27 CF35-Cl N(CH3)CO2C22H45
28 CF35-Cl N(CH3)CO2(CH2)2O(CH2)2OBu
化合物 R1R2R3Y
29 CF34-Cl 4-F N〔CH(CH3)2〕CO2Et
31 CF34-Cl 4-F N〔CH(CH3)2〕CO2Bu
32 CF34-Cl 4-F N〔CH(CH3)CH2CH3〕CO2Et
33 CF34-Cl 4-F CO2s-Bu
34 CF34-Cl 4-F N(CH3)CO2环己基
化合物 R1R2R3Q
30 CF34-Cl 4-Cl SN〔CH(CH3)2〕CO2Et
35 CF34-Cl 4-Cl SN(CH3)CO2s-Bu
36 CF34-Cl 4-Cl SCO2s-Bu
37 Cl 4-Cl 4-Cl SCO2s-Bu
38 CF34-Cl 4-Cl CO2CH3
39 CF34-Cl 4-F COCH3
40 CF34-Cl 4-Cl SN〔CH(CH3)2〕CO2Et
41 CF34-Cl 4-Cl COCH3
42 4-Cl 4-Cl 4-F COCH3
43 Br 4-Cl 4-F COCH3
化合物 R1R2R3Q
44 CF34-Cl 4-F CO2CH3
45 CF34-Cl 4-F COPh
46 CF34-Cl 4-Cl COCH2CH3
47 CF34-Cl 4-Cl COCOCH2CH3
48 CF34-Cl 4-Cl COn-Bu
49 Cl 4-Cl 4-Cl COCH3
50 Cl 4-Cl 4-Cl COCH2CH3
51 Cl 4-Cl 4-Cl CO2CH3
52 CF34-Cl 4-Cl CO-4-Cl-Ph
53 CF34-Cl 4-Cl COt-Bu
54 CF34-Cl 4-Cl CO2Ph
实施例56
草地夜蛾
试验装置是每个由内装一层约0.5厘米厚的小麦胚芽日料的8盎司塑料杯组成。将10个第三龄草地夜蛾幼虫(spodotera frugiperda)放入每个杯内,将试验化合物的各种溶液(丙酮/蒸馏水75/25溶剂)喷入杯内。每组为三个杯用单一溶液。用扁平通风式液压喷嘴,以每英亩0.5磅(约0.55Kg/公顷)活性组分的比率(30磅/英吋2)向运输带上的杯子进行喷雾,然后,将杯子盖上,在27℃和50%的相对湿度下,保持72小时。此后,记录死亡率。
用下列化合物:
1、2、4、5、6、7、9、10、11、12、13、16、17、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、35、36、38、41、42、43、44、45、46、47、48、49、50、51、52、53和54。
对草地夜蛾进行试验,结果死亡率大于或等于80%。
实施例57
菸夜蛾
除了在48小时时估计死亡率外,重复实施例56的试验方法,试验对菸夜蛾(美洲菸夜蛾)第三龄幼虫的效力。用下列化合物:
2,4,7,11,16,17,19,20,21,22,23,24,25,26,27,28,29,30,31,32,33,35,36,38,41,42,43,44,45,46,48,49,50,51,52,53和54。
对菸夜蛾进行试验,试验结果,死亡率大于或等于80%。
实施例58
欧洲玉米螟虫
制备实验装置,每个由内装一平方英寸小麦胚芽/大豆粉日料的8盎司塑料杯组成。将5个欧洲玉米螟虫第三龄幼虫(Ostrinia nubilalis)放入每个杯内,如实施例56所述,用试验化合物各个溶液对三个试验单元的装置进行喷雾,然后盖上杯子,在27℃和50%的相对湿度下保持48小时,此后,记录死亡率。用没试验的化合物对欧洲玉米螟虫进行试验,试验结果死亡率等于或大于80%。
实施例59
南方玉米根蠕虫
制备试验装置,每个由内装1发芽玉米(Zeamays)的8盎司塑料杯组成。如实施例56所述,用各个试验化合物溶液,对三个试验单元的装置进行喷洒。等杯子上的喷洒物干后,将5个南方玉米根幼虫(条叶甲属Undecimpunctata howardi)放入杯内。为了防止干燥,可将弄湿的牙科用纱布条插入杯内,然后将杯子盖上。之后将杯子在27℃和50%的相对湿度下保持48小时,此后记录死亡率。
用下列化合物:
1,2,3,4,6,7,9,10,11,13,16,17,19,20,21,22,23,24,25,26,27,28,29,30,31,32,35,36,38,41,42,44,45,47,48,49,和51
对南方玉米根蠕虫进行试验,试验结果,死亡率大于或等于80%。
实施例60
紫莞叶蝉
试验装置由一系列12盎司杯子配备成,每个杯内一英寸厚的消毒土壤中种有燕麦(Avena Sativa)禾苗。如实施例56所述,用下列化合物各个溶液对三个试验单元的装置进行喷雾,待燕麦干后,将10-15个紫莞叶蝉成虫(Mascrosteles fascifroms)放入每个杯内,将杯子在27℃和50%相对湿度下保持48小时,此后记录死亡率。
用下列化合物:
1,2,3,4,6,7,8,9,10,11,12,13,16,17,19,20,21,22,23,24,25,26,28,30,31,35,36,38,41,42,43,44,45,47,49,50和51。
对紫莞叶蝉进行试验,试验结果死亡率大于或等于80。
实施例61
棉子象鼻虫
将棉子象鼻成虫(棉铃象甲)放入每个9盎司的杯内。用与实施例56同样的方法进行试验,每次处理三个杯。处理后48小时记录死亡率。
用下列化合物:
16,21,22,23,24,25,26,27,28,30,35,36,38,41,42,43,44,46,48,49,50,51,52和54
对棉子象鼻虫进行试验,试验结果死亡率大于或等于80%。
Claims (13)
1、结构式为:
的化合物,其中
A是1、2或3-原子桥(包括0-3碳原子,0-1氧原子,NR6或S(O)q),其中每个碳分别能被选自1-2卤素,C1-C6烷基,C2-C4烷氧基羰基或苯基(可用1-3个分别选自W的取代基任意取代)的取代基取代,并且其中一个碳原子能结合到基团C(O)或C(S)上。
B是H,C1-C6烷基,C4-C7环烷基烷基,C3-C6环烷基(用1-2卤素任意取代的)或1-2CH3;C1-C6卤代烷基,C2-C6链烯基,C2-C6卤代链烯基,C2-C6炔基,OR7,C2-C6烷氧基烷基,C2-C6氰基烷基,C3-C8烷氧基羰基烷基,CO2R4,C(O)R4,C(O)NR4R5,C(S)NR4R5,C(S)R4,C(S)SR4,苯基,用(R14)p取代的苯基,苄基,或用1-3个分别选自W的取代基取代的苄基。
J是H,C1-C4烷基或任意用W取代的苯基。
K是H或CH3;
q是0、1或2;
R1,R2,R3和R14分别选自R4,卤素,CN,N3,SCN,NO2,OR4,SR4,S(O)R4,S(O)2R4,OC(O)R4,OS(O)2R4,CO2R4,C(O)R4,C(O)NR4R5,S(O)2NR4R5,NR4R5,NR5C(O)R4,OC(O)NHR4,NR5-C(O)NHR4,和NR5S(O)2R4;或当m,n或p是2,R1,R2,R3,或R14分别能合起来成为OCH2O,OCH2CH2O或CH2CH2O,形成一个5或6-节环,其中每个分别能用1-4卤原子或1-2甲基团取代;
R4选自H,C1-C6烷基,C3-C6环烷基,C3-C8烷氧基羰基烷基,C3-C6链烯基,C3-C6炔基,C1-C6卤烷基,C3-C6卤链烯基,C1-C6烷基,(用CN,CO2CH3,CO2CH2CH3,OCH3,OCH2CH3,SCH3,SCH2CH3或NO2取代),或R4是苯基或苄基,或用W任意取代;或R4和R5结合起来,成为(CH2)4,(CH2)5或CH2CH2OCH2CH2;
R5选自H,C1-C4烷基,C3-C4链烯基,C3-C4炔基或C1-C4卤烷基;
m,n和p分别是1-3;
W是卤素,CN,NO2,C1-C2烷基,C1-C2卤烷基,C1-C2烷氧基,C1-C2卤烷氧基,C1-C2硫代烷基,C1-C2卤代硫代烷基,C1-C2烷基磺酰基或C1-C2卤烷基磺酰基;
R6是H,C1-C4烷基,C1-C4卤代烷基,C2-C4链烯基,C2-C4卤代链烯基,用W任意取代的苯基,或用W任意取代的苄基;
R7是H,C1-C4烷基,C2-C4链烯基,C2-C4炔基,C2-C4烷基羰基,C2-C4烷氧基羰基或C1-C4烷基磺酰基;
Q是SX,C2-C22烷氧基羰基,C2-C22卤代烷氧基羰基,C7-C15苯氧基羰基(用1-3选自W的取代基任意取代);C7-C15苯基羰基(用1-3分别选自W的取代基任意取代);C 2 -C 22 烷基羰基,C 2 -C22 卤烷基羰基,CHO,C(O)CO 2 R 5 ,或Cs-C 12 苄基氧基羰基(用1-3分别选自W的取代基任苄基氧基羰基(用1-3分别选自W的取代基任意取代);当Q不是SX时,R3不是CO2R4,C(O)R4,SO2NR4R5或CONR4R5;
Y是C5-C22烷基,C2-C22卤代烷基,C5-C22烷氧基烷基,C4-C22烷氧基烷氧基烷基,C5-C12硫代烷基,C5-C12卤代硫代烷基,C5-C22烷基羰基,C5-C22卤代烷基羰基,C5-C22烷氧基羰基,C3-C22卤代烷氧基羰基,或SX;
Z是C7-C22烷基,C2-C22卤代烷基,C7-C22烷氧基烷基,C4-C22烷氧基烷氧基烷基,C7-C12硫代烷基,C17-C12卤代硫代烷基,C7-C22烷基羰基,C7-C22卤代烷基羰基,C7-C22烷氧基羰基,C3-C22卤代烷氧基羰基,C7-C15苯基羰基(用1-3个分别选自W的取代基任意取代);或SX;
X是
R8和R12分别是C1-C6烷基,C1-C6卤代烷基,C3-C6环烷基,C4-C7环烷基烷基,用1-2个选自W的取代基任意取代的苯基,用1-2个分别选自W的取代基任意取代的苯乙基,C2-C6氰基烷基,C2-C6烷氧基烷基,C3-C8烷氧基羰基烷基,C4-C8二烷基氨基羰基烷基;或R8和R12结合起来成为(CH2)4,(CH2)5或(CH2)2O(CH2)2,
R9是F,C1-C22烷基,C3-C6环烷基,C3-C6环烷氧基,C2-C8二烷基氨基,C1-C6卤代烷基,苯基或苯氧基的任何一个被1-2个分别选自W的取代苯基任意取代;C1-C22烷氧基,C1-C4烷氧基(用氰基、硝基、C2-C4烷氧基,C4-C8烷氧基烷氧基,C1-C2硫代烷基,C2-C3烷氧基羰基,C3-C5二烷基氨基羰基,苯基或1-6卤素取代);或R9是吗啉代,哌啶子基或吡咯烷,1-萘氧基,2,2-二甲基-2,3-二氢苯并呋喃氧基-7或ON=C(CH3)SCH3;
R10和R11分别是C1-C4烷基,C2-C4卤代烷基或用1-2个分别选自W的取代基任意取代的苯基;或R10和R11合起来成为(CH2)2,(CH2)3或CH2C(CH3)2CH2;
y是S或O;和
a是0-2。
2、根据权利要求1的化合物,其中
R1,R2,R3和R14分别是R4,CO2R4,卤素,CN,NO2,OR4,SR4,S(O)R4,S(O)2R4或NR4R5,或当m、n或p是2时;
R1,R2,R3或R14能合起来成为OCH2O,OCH2CH2O,或CH2CH2O,其中每个能用1-4个卤原子或1-2个甲基团取代;
R4是C1-C2烷基,C3-C4链烯基,C1-C2卤代烷基,C3-C4卤代链烯基或用卤素任意取代的苯基;
R5是H或C1-C2烷基;
O是SX,CHO,C2-C6烷氧基羰基,C2-C6卤代烷氧基羰基,C2-C6烷基羰基,C2-C4卤代烷基羰基,C7-C10苯氧基羰基,C7-C10苯基羰基或C8-C10苄氧基羰基,每个苯氧基、苯基或苄基氧基用1-2个选自W的取代基任意取代;
X是X1,X2,X3,X4或X5;
R8和R12分别是C1-C6烷基,C1-C6卤代烷基,C5-C6环烷基,C3-C8烷氧基羰基烷基,苯基,苄基或苯乙基,每个分别用W任意取代;或R8和R12合起来成为(CH2)4,(CH2)5或(CH2)2O(CH2)2;
R10和R11分别是C1-C3烷基或苯基;
a是2;
式Ⅲ是:
X′是O或S;
t是0,1,或2;
V是O,S(O)q′或NR6;
Z′是O或NR6;
R13是H,卤素,C1-C6烷基,C2-C4烷氧基羰基,苯基或用1-3个分别选自W的取代基取代的苯基;和
g是0,1或2;
3、根据权利要求2的化合物,其中:
R1是卤素,CN,NO2,OCF2H,OCF3,OCH2CF3,OCF2CF2H,CF3或当m是2时,R1可合起来成为CH2C(CH3)2O或CF2CF2O,形成一个5节环;
R2是H,卤素,CN,NO2,OCH3,OCF2H,OCH2CF3,OCF3,SCH3,SCF2H,SCF3,CF3,OCF2CF2H或苯氧基;
R3和R14分别是R2或CO2R4;
Q是SX,C2-C4烷氧基羰基,C2-C4烷基羰基,C7-C8苯基羰基或CHO;
X是X1,X2,或X3;
R8是C1-C4烷基,CF3,环己基,用W任意取代的苯基或用W任意取代的苄基;
R9是F,C1-C22烷基,C1-C6卤代烷基,苯基或用W任意取代的苯氧基;C1-C22烷氧基,二甲基氨基或C1-C4烷氧基(用NO2,C2-C4烷氧基或1-6个卤素取代);
m、n或p分别是1-2和一个取代基是在4位置和B是H,C1-C4烷基,CO2R4,C(O)R4或用(R14)p任意取代的苯基。
4、根据权利要求3的化合物,其中:
X是X1;
R8是C1-C4烷基;
R9是C1-C22烷氧基;
式Ⅲ是Ⅲ-1或Ⅲ-2;
V是O或CH2;
t是1;和
R13是H。
5、根据权利要求3的化合物,其中:
X是X2;
R8是C1-C4烷基或用CH3或Cl任意取代的苯基;和
R9是C1-C6烷基,C1-C6卤代烷基,二甲基氨基或用CH3或Cl任意取代的苯基。
6、根据权利要求4式Ⅰ的化合物。
7、根据权利要求3式Ⅱ的化合物。
8、根据权利要求3式Ⅲ的化合物。
9、根据权利要求6的化合物:
甲基3,4-二-(4-氯代苯基)-1-〔〔N-〔〔乙氧基羰基)(1-甲基乙基)氨基〕硫代〕-N-〔4-(三氟甲基)苯基〕氨基〕羰基〕-4,5-二氢-1H-吡唑。
10、根据权利要求7的化合物:
N-乙酰基-3,4-双(4-氯苯基)-4,5-二氢-N-〔4-(三氟甲基)苯基〕-1H-吡唑-1-羧酰胺。
11、根据权利要求8的化合物:
7-氯-3,3a,4,5-四氢-2-〔〔N-〔〔N-甲基-N-〔(十八烷基氧基)羰基〕氨基〕硫代〕-N-〔4-(三氟甲基)-苯基〕氨基〕羰基〕-2H-苯〔g〕吲唑-3a-羧酸甲酯。
12、杀节肢动物组合物,包括权利要求1-11任一化合物的杀节肢动物的有效量和载体。
13、防治节肢动物的方法,包括将权利要求1-11任一化合物的杀节肢动物的有效量应用于节肢动物或其周围。
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US24988188A | 1988-09-27 | 1988-09-27 | |
US24988288A | 1988-09-27 | 1988-09-27 | |
US249,882 | 1988-09-27 | ||
US249,881 | 1988-09-27 | ||
US30401189A | 1989-01-25 | 1989-01-25 | |
US304,011 | 1989-01-25 |
Publications (1)
Publication Number | Publication Date |
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CN1041759A true CN1041759A (zh) | 1990-05-02 |
Family
ID=27400255
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN89108481A Pending CN1041759A (zh) | 1988-09-27 | 1989-09-27 | N-亚磺酰化和n-酰化的吡唑啉 |
Country Status (10)
Country | Link |
---|---|
EP (2) | EP0365155B1 (zh) |
JP (1) | JPH04500810A (zh) |
CN (1) | CN1041759A (zh) |
AT (1) | ATE122342T1 (zh) |
AU (1) | AU4486589A (zh) |
DE (1) | DE68922571T2 (zh) |
ES (1) | ES2072304T3 (zh) |
IL (1) | IL91806A0 (zh) |
WO (1) | WO1990003369A1 (zh) |
YU (1) | YU186689A (zh) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
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JPH05503696A (ja) * | 1990-01-31 | 1993-06-17 | イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー | 殺節足動物性ピラゾリン類、ピラゾリジン類およびヒドラジン類 |
WO1992003421A2 (en) * | 1990-08-17 | 1992-03-05 | E.I. Du Pont De Nemours And Company | Arthropodicidal pyrazolines, pyrazolidines and hydrazines |
WO1993005024A1 (en) * | 1991-08-28 | 1993-03-18 | E.I. Du Pont De Nemours And Company | Arthropodicidal anilides |
US5514678A (en) * | 1992-03-26 | 1996-05-07 | E. I. Du Pont De Nemours And Company | Arthropodicidal 1,2,4-triazinyl amides |
WO1993019045A1 (en) * | 1992-03-26 | 1993-09-30 | E.I. Du Pont De Nemours And Company | Arthropodicidal amides |
TW200533657A (en) * | 2004-02-17 | 2005-10-16 | Esteve Labor Dr | Substituted pyrazoline compounds, their preparation and use as medicaments |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
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NL158178B (nl) * | 1974-07-12 | 1978-10-16 | Philips Nv | Werkwijze ter bereiding van insekticide preparaten die een pyrazolinederivaat bevatten, aldus verkregen gevormde preparaten, en werkwijze ter bereiding van pyrazolinederivaten met insekticide werking. |
DE3064749D1 (en) * | 1979-07-03 | 1983-10-13 | Duphar Int Res | New pyrazoline derivatives, method of preparing the new compounds, as well as insecticidal composition on the basis of these new compounds |
GB2093836B (en) * | 1981-02-17 | 1984-09-05 | Nissan Chemical Ind Ltd | Insecticidal pyrazoline derivatives |
EP0113213B1 (en) * | 1982-12-30 | 1988-04-06 | Schering Agrochemicals Limited | Pyrazoline insecticides |
US4663341A (en) * | 1984-02-16 | 1987-05-05 | Rohm And Haas Company | Insecticidal n-aryl-3-aryl-4,5-dihydro-1h-pyrazole-1-carboxamides |
BR8707672A (pt) * | 1987-01-05 | 1989-10-03 | Du Pont | Pirazolinas inseticidas |
EP0362216A1 (en) * | 1987-04-09 | 1990-04-11 | E.I. Du Pont De Nemours And Company | Insecticidal substituted indazoles |
EP0300692A1 (en) * | 1987-07-17 | 1989-01-25 | E.I. Du Pont De Nemours And Company | Insecticidal pyrazolines |
-
1989
- 1989-09-26 JP JP1511220A patent/JPH04500810A/ja active Pending
- 1989-09-26 EP EP89309749A patent/EP0365155B1/en not_active Expired - Lifetime
- 1989-09-26 AT AT89309749T patent/ATE122342T1/de not_active IP Right Cessation
- 1989-09-26 AU AU44865/89A patent/AU4486589A/en not_active Abandoned
- 1989-09-26 DE DE68922571T patent/DE68922571T2/de not_active Expired - Fee Related
- 1989-09-26 EP EP89912068A patent/EP0437538A1/en active Pending
- 1989-09-26 WO PCT/US1989/004078 patent/WO1990003369A1/en not_active Application Discontinuation
- 1989-09-26 ES ES89309749T patent/ES2072304T3/es not_active Expired - Lifetime
- 1989-09-27 YU YU01866/89A patent/YU186689A/xx unknown
- 1989-09-27 IL IL8991806A patent/IL91806A0/xx unknown
- 1989-09-27 CN CN89108481A patent/CN1041759A/zh active Pending
Also Published As
Publication number | Publication date |
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EP0365155B1 (en) | 1995-05-10 |
ES2072304T3 (es) | 1995-07-16 |
JPH04500810A (ja) | 1992-02-13 |
ATE122342T1 (de) | 1995-05-15 |
DE68922571D1 (de) | 1995-06-14 |
WO1990003369A1 (en) | 1990-04-05 |
IL91806A0 (en) | 1990-06-10 |
YU186689A (en) | 1991-06-30 |
AU4486589A (en) | 1990-04-18 |
EP0365155A1 (en) | 1990-04-25 |
DE68922571T2 (de) | 1996-02-15 |
EP0437538A1 (en) | 1991-07-24 |
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