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举例 :可输入Filippa Pettersson 或者 Cancer Res. 75(6) , 1102-12, (2015) 或者10.1002/anie.201600521

N??(4??Biphenylmethyl) imidazoles as Potential Therapeutics for the Treatment of Prostate Cancer: Metabolic Robustness Due to Fluorine Substitution?

F Leroux, TU Hutschenreuter, C Charrière…

文献索引：Leroux, Frederic; Hutschenreuter, Tilman U.; Charriere, Celine; Scopelliti, Rosario; Hartmann, Rolf W. Helvetica Chimica Acta, 2003 , vol. 86, # 7 p. 2671 - 2686

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被引用次数: 44

摘要

Abstract 3, 3′, 5, 5′-And 2, 2′, 6, 6′-tetrafluoro-substituted 1-[(1, 1′-biphenyl]-4-yl) methyl]-1H-imidazoles were synthesized as inhibitors of 17α-hydroxylase-C17, 20-lyase (P450 17, CYP 17). P450 17 is the key enzyme of androgen biosynthesis. Its inhibition is a novel therapeutic approach for treatment of prostate cancer. To increase the so-far insufficient in vivo lifetime of such compounds, the metabolically sensitive positions were ...

4'-溴-[1,1'-二苯基]-4-甲醛结构式

4'-溴-[1,1'-二苯基]-4-甲醛

~96%

[4-(4-bromophenyl)phenyl]methanol结构式

[4-(4-bromophen...

4,4-二溴联苯结构式

4,4-二溴联苯

N,N-二甲基甲酰胺结构式

N,N-二甲基甲酰胺

~89%

4'-溴-[1,1'-二苯基]-4-甲醛结构式

4'-溴-[1,1'-二苯基]-4-甲醛

4,4'-联苯二甲醛结构式

4,4'-联苯二甲醛

2,2',6,6'-tetrafluoro-4'-methoxy[1,1'-biphenyl]-4-methanol结构式

2,2',6,6'-tetra...

~82%

2-(bromomethyl)-5-(3,5-difluoro-4-methoxyphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~%

2-(bromomethyl)-5-(3,5-difluoro-4-methoxyphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

1-(3,5-difluorophenyl)-3,5-difluorobenzene结构式

1-(3,5-difluoro...

~%

2-(bromomethyl)-5-(3,5-difluoro-4-methoxyphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

5-(3,5-difluorophenyl)-1,3-difluoro-2-methylbenzene结构式

5-(3,5-difluoro...

~%

2-(bromomethyl)-5-(3,5-difluoro-4-methoxyphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

5-(3,5-difluorophenyl)-1,3-difluoro-2-methoxybenzene结构式

5-(3,5-difluoro...

~%

2-(bromomethyl)-5-(3,5-difluoro-4-methoxyphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

3,3',5,5'-tetrafluoro-4'-methoxy[1,1'-biphenyl]-4-carbaldehyde结构式

3,3',5,5'-tetra...

~%

2-(bromomethyl)-5-(3,5-difluoro-4-methoxyphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

2,6-二氟-4-溴碘苯结构式

2,6-二氟-4-溴碘苯

~76%

5-bromo-2-(4-bromo-2,6-difluorophenyl)-1,3-difluorobenzene结构式

5-bromo-2-(4-br...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~%

5-bromo-2-(4-bromo-2,6-difluorophenyl)-1,3-difluorobenzene结构式

5-bromo-2-(4-br...

5-bromo-2-(4-bromo-2,6-difluorophenyl)-1,3-difluorobenzene结构式

5-bromo-2-(4-br...

~%

2-(4-bromo-2,6-difluorophenyl)-5-(bromomethyl)-1,3-difluorobenzene结构式

2-(4-bromo-2,6-...

4'-bromo-2,2',6,6'-tetrafluoro-[1,1'-biphenyl]-4-carbaldehyde结构式

4'-bromo-2,2',6...

~%

2-(4-bromo-2,6-difluorophenyl)-5-(bromomethyl)-1,3-difluorobenzene结构式

2-(4-bromo-2,6-...

4'-bromo-2,2',6,6'-tetrafluoro[1,1'-biphenyl]-4-methanol结构式

4'-bromo-2,2',6...

~80%

2-(4-bromo-2,6-difluorophenyl)-5-(bromomethyl)-1,3-difluorobenzene结构式

2-(4-bromo-2,6-...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~%

2-(4-bromo-2,6-difluorophenyl)-5-(bromomethyl)-1,3-difluorobenzene结构式

2-(4-bromo-2,6-...

2,6-二氟-4-溴碘苯结构式

2,6-二氟-4-溴碘苯

~%

2-(4-bromo-2,6-difluorophenyl)-5-(bromomethyl)-1,3-difluorobenzene结构式

2-(4-bromo-2,6-...

未登录结构式

~79%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methylbenzene结构式

2-[4-(bromometh...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methylbenzene结构式

2-[4-(bromometh...

2,6-二氟-4-溴碘苯结构式

2,6-二氟-4-溴碘苯

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methylbenzene结构式

2-[4-(bromometh...

5-bromo-2-(4-bromo-2,6-difluorophenyl)-1,3-difluorobenzene结构式

5-bromo-2-(4-br...

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methylbenzene结构式

2-[4-(bromometh...

4'-bromo-2,2',6,6'-tetrafluoro-[1,1'-biphenyl]-4-carbaldehyde结构式

4'-bromo-2,2',6...

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methylbenzene结构式

2-[4-(bromometh...

4'-bromo-2,2',6,6'-tetrafluoro[1,1'-biphenyl]-4-methanol结构式

4'-bromo-2,2',6...

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methylbenzene结构式

2-[4-(bromometh...

4-bromo-2,2',6,6'-tetrafluoro-4'-{[(triisopropylsilyl)oxy]methyl}[1,1'-biphenyl]结构式

4-bromo-2,2',6,...

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methylbenzene结构式

2-[4-(bromometh...

2,2',6,6'-tetrafluoro-4-methyl-4'-{[(triisopropylsilyl)oxy]methyl}[1,1'-biphenyl]结构式

2,2',6,6'-tetra...

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methylbenzene结构式

2-[4-(bromometh...

(2,2',6,6'-tetrafluoro-4'-methoxy-[1,1'-biphenyl]-4-yl)methanol结构式

(2,2',6,6'-tetr...

~78%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methoxybenzene结构式

2-[4-(bromometh...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methoxybenzene结构式

2-[4-(bromometh...

2,6-二氟-4-溴碘苯结构式

2,6-二氟-4-溴碘苯

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methoxybenzene结构式

2-[4-(bromometh...

5-bromo-2-(4-bromo-2,6-difluorophenyl)-1,3-difluorobenzene结构式

5-bromo-2-(4-br...

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methoxybenzene结构式

2-[4-(bromometh...

4'-bromo-2,2',6,6'-tetrafluoro-[1,1'-biphenyl]-4-carbaldehyde结构式

4'-bromo-2,2',6...

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methoxybenzene结构式

2-[4-(bromometh...

4'-bromo-2,2',6,6'-tetrafluoro[1,1'-biphenyl]-4-methanol结构式

4'-bromo-2,2',6...

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methoxybenzene结构式

2-[4-(bromometh...

2,2',6,6'-tetrafluoro-4-methoxy-4'-{[(triisopropylsilyl)oxy]methyl}[1,1'-biphenyl]结构式

2,2',6,6'-tetra...

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methoxybenzene结构式

2-[4-(bromometh...

4-bromo-2,2',6,6'-tetrafluoro-4'-{[(triisopropylsilyl)oxy]methyl}[1,1'-biphenyl]结构式

4-bromo-2,2',6,...

~%

2-[4-(bromomethyl)-2,6-difluorophenyl]-1,3-difluoro-5-methoxybenzene结构式

2-[4-(bromometh...

4,4-二溴联苯结构式

4,4-二溴联苯

N,N-二甲基甲酰胺结构式

N,N-二甲基甲酰胺

~0%

4'-溴-[1,1'-二苯基]-4-甲醛结构式

4'-溴-[1,1'-二苯基]-4-甲醛

4,4'-联苯二甲醛结构式

4,4'-联苯二甲醛

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~85%

1-(3,5-difluorophenyl)-3,5-difluorobenzene结构式

1-(3,5-difluoro...

1-(3,5-difluorophenyl)-3,5-difluorobenzene结构式

1-(3,5-difluoro...

硫酸二甲酯结构式

硫酸二甲酯

~81%

5-(3,5-difluorophenyl)-1,3-difluoro-2-methylbenzene结构式

5-(3,5-difluoro...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~%

5-(3,5-difluorophenyl)-1,3-difluoro-2-methylbenzene结构式

5-(3,5-difluoro...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~%

5-(3,5-difluorophenyl)-1,3-difluoro-2-methoxybenzene结构式

5-(3,5-difluoro...

1-(3,5-difluorophenyl)-3,5-difluorobenzene结构式

1-(3,5-difluoro...

~%

5-(3,5-difluorophenyl)-1,3-difluoro-2-methoxybenzene结构式

5-(3,5-difluoro...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~82%

2,6-二氟-4-溴碘苯结构式

2,6-二氟-4-溴碘苯

N,N-二甲基甲酰胺结构式

N,N-二甲基甲酰胺

5-(3,5-difluorophenyl)-1,3-difluoro-2-methylbenzene结构式

5-(3,5-difluoro...

~80%

4-(3,5-difluoro-4-methylphenyl)-2,6-difluorobenzaldehyde结构式

4-(3,5-difluoro...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~%

4-(3,5-difluoro-4-methylphenyl)-2,6-difluorobenzaldehyde结构式

4-(3,5-difluoro...

1-(3,5-difluorophenyl)-3,5-difluorobenzene结构式

1-(3,5-difluoro...

~%

4-(3,5-difluoro-4-methylphenyl)-2,6-difluorobenzaldehyde结构式

4-(3,5-difluoro...

未登录结构式

~88%

2-(bromomethyl)-5-(3,5-difluorophenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~%

2-(bromomethyl)-5-(3,5-difluorophenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

1-(3,5-difluorophenyl)-3,5-difluorobenzene结构式

1-(3,5-difluoro...

~%

2-(bromomethyl)-5-(3,5-difluorophenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

未登录结构式

~%

2-(bromomethyl)-5-(3,5-difluorophenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

3,3',5,5'-tetrafluoro-4'-methyl[1,1'-biphenyl]-4-methanol结构式

3,3',5,5'-tetra...

~90%

2-(bromomethyl)-5-(3,5-difluoro-4-methylphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

1-溴-3,5-二氟苯结构式

1-溴-3,5-二氟苯

~%

2-(bromomethyl)-5-(3,5-difluoro-4-methylphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

1-(3,5-difluorophenyl)-3,5-difluorobenzene结构式

1-(3,5-difluoro...

~%

2-(bromomethyl)-5-(3,5-difluoro-4-methylphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

5-(3,5-difluorophenyl)-1,3-difluoro-2-methylbenzene结构式

5-(3,5-difluoro...

~%

2-(bromomethyl)-5-(3,5-difluoro-4-methylphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

4-(3,5-difluoro-4-methylphenyl)-2,6-difluorobenzaldehyde结构式

4-(3,5-difluoro...

~%

2-(bromomethyl)-5-(3,5-difluoro-4-methylphenyl)-1,3-difluorobenzene结构式

2-(bromomethyl)...

Conformationally restricted retinoids

[Journal of Medicinal Chemistry, , vol. 27, # 11 p. 1516 - 1531]

Conformationally restricted retinoids

[Journal of Medicinal Chemistry, , vol. 27, # 11 p. 1516 - 1531]

Silicon directed ipso-substitution of polymer bound arylsila...

[Tetrahedron Letters, , vol. 37, # 16 p. 2703 - 2706]

Silicon directed ipso-substitution of polymer bound arylsila...

[Tetrahedron Letters, , vol. 37, # 16 p. 2703 - 2706]

Silicon directed ipso-substitution of polymer bound arylsila...

[Tetrahedron Letters, , vol. 37, # 16 p. 2703 - 2706]