2-methylsulfonyl-1-phenylimidazole | 154475-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-methylsulfonyl-1-phenylimidazole
• CAS: 154475-21-5
• 化学式: C₁₀H₁₀N₂O₂S
• mdl: MFCD19351756
• 分子量: 222.268
• InChiKey: CVFHCBCHYHIHDS-UHFFFAOYSA-N

物化性质

• 沸点：
  417.8±28.0 °C(predicted)
• 密度：
  1.29±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  60.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methylsulfonyl-1-phenylimidazole 、 三氟甲烷磺酸甲酯 以 二氯甲烷 为溶剂， 以76%的产率得到1-methyl-2-methylsulfonyl-3-phenylimidazolium triflate
  参考文献：
  名称：

  Bakhtiar, Cuross; Smith, Edward H., Journal of the Chemical Society. Perkin transactions I, 1994, # 3, p. 239 - 244

  摘要：

  DOI：
• 作为产物：
  描述：

  1-苯基咪唑 在 正丁基锂 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 15.67h， 生成 2-methylsulfonyl-1-phenylimidazole
  参考文献：
  名称：

  Bakhtiar, Cuross; Smith, Edward H., Journal of the Chemical Society. Perkin transactions I, 1994, # 3, p. 239 - 244

  摘要：

  DOI：

文献信息

• [EN] AZABICYCLO-OCTANE INHIBITORS OF IAP<br/>[FR] INHIBITEURS AZABICYCLO-OCTANE DE L'IAP
  申请人：GENENTECH INC

  公开号：WO2005094818A1

  公开（公告）日：2005-10-13

  The invention provides novel inhibitors of IAP that are useful as a therapeutic agents for treating malignancies where the compounds have the general formula (I) in which X1 and X2 are independently O or S; L is a bond or -C(X3)-, -C(X3)NR12, -C(X3)O- wherein X3 is O or S and R12 is H or R1; R1 is alkyl, a carbocycle, carbocycle-substituted alkyl, a heterocycle or heterocycle-substituted alkyl, wherein each is optionally substituted with halogen, hydroxyl, mercapto, carboxyl, alkyl, haloalkyl, alkoxy, alkylsulfonyl, amino, nitro, aryl and heteroaryl; R2 is alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, a heterocycle or heterocyclylalkyl; R3 is H or alkyl; R4 and R4' are independently H, alkyl, aryl, aralkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, or heteroaralkyl wherein each is optionally substituted with halogen, hydroxyl, mercapto, carboxyl, alkyl, alkoxy, amino and nitro; R5, and R5' are each independently H or alkyl; R6 is H or alkyl; and salts and solvates thereof.

  该发明提供了新型IAP抑制剂，可作为治疗恶性肿瘤的治疗剂，其中化合物具有通式（I），其中X1和X2独立地为O或S；L为键或-C（X3）-，-C（X3）NR12，-C（X3）O-，其中X3为O或S，R12为H或R1；R1为烷基，碳环，碳环取代烷基，杂环或杂环取代烷基，其中每个可选择地取代为卤素，羟基，巯基，羧基，烷基，卤代烷基，烷氧基，烷基磺酰基，氨基，硝基，芳基和杂芳基；R2为烷基，环烷基，环烷基烷基，芳基，芳基烷基，杂环或杂环烷基；R3为H或烷基；R4和R4'独立地为H，烷基，芳基，芳基烷基，环烷基，环烷基烷基，杂芳基，或杂芳基烷基，其中每个可选择地取代为卤素，羟基，巯基，羧基，烷基，烷氧基，氨基和硝基；R5和R5'各自独立地为H或烷基；R6为H或烷基；以及其盐和溶剂化合物。
• [EN] 1,2-SUBSTITUTED IMIDAZOLYL COMPOUNDS FOR THE TREATMENT OF INFLAMMATION<br/>[FR] COMPOSES D'IMIDAZOLYLE SUBSTITUES EN POSITIONS 1 ET 2, CONVENANT AU TRAITEMENT DE L'INFLAMMATION
  申请人：G.D. SEARLE & CO.

  公开号：WO1996003388A1

  公开（公告）日：1996-02-08

  (EN) A class of imidazolyl compounds is described for use in treating inflammation. Compounds of particular interest are defined by formula (II), wherein R3 is a radical selected from hydrido, alkyl, haloalkyl, aralkyl, heterocycloalkyl, acyl, cyano, alkoxy, alkylthio, alkylthioalkyl, alkylsulfonyl, cycloalkyloxy, cycloalkyloxyalkyle, cycloalkylthio, cycloalkylthioalkyl, cycloalkylsulfonyl, cyanoalkyl, cycloalkylsulfonylalkyl, haloalkylsulfonyl, azidoalkyl, arylsulfonyl, halo, hydroxyalkyl, alkoxyalkyl, arylthio, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, aryloxy, heterocycloalkylcarbonyl, alkylaminoalkyl, N-arylaminoalkyl, N-alkyl-N-arylaminoalkyl, carboxyalkyl, alkoxycarbonylalkyl, alkoxycarbonyl, haloalkylcarbonyl, aminocarbonyl, alkylaminocarbonylalkyl, aralkylthio, heteroarylalcoxyalkyl, heteroaryloxyalkyl, aralkoxy, heteroarylthioalkyl, heteroaralkoxy, heteroaralkylthio, heteroarylalkylthioalkyl, heteroaryloxy, heteroarylthio, arylthioalkyl, aryloxyalkyl, aralkylthioalkyl, aralkoxyalkyl, aryl and heteroaryl, wherein the aryl and heteroaryl radicals are optionally substitued at a substitutable position with one or more radicals selected from halo, alkylthio, alkylsufinyl, alkyl, cyano, haloalkyl, hydroxyl, alkoxy, hydroxyalkyl and haloalkoxy; wherein R7 is a radical selected from alkyl and amino; and wherein R8 is one or more radicals selected from hydrido, halo, alkyl, haloalkyl, alkoxy, amino, haloalkoxy, cyano, carboxyl, hydroxyl, hydroxyalkyl, alkoxyalkyl, alkylamino, nitro and alkylthio.(FR) La présente invention concerne une classe de composés d'imidazolyle convenant au traitement de l'inflammation. Les composés concernés en l'occurrence sont décrits par la formule générale (II). Dans cette formule générale (II), 'R3' représente un radical choisi parmi hydrido, alkyle, haloalkyle, aralkyle, hétérocycloalkyle, acyle, cyano, alcoxy, alkylthio, alkylthioalkyle, alkylsulfonyle, cycloalkyloxy, cycloalkyloxyalkyle, cycloalkylthio, cycloalkylthioalkyle, cycloalkylsulfonyle, cyanoalkyle, cycloalkylsulfonylalkyle, haloalkylsulfonyle, azidoalkyle, arylsulfonyle, halo, hydroxyalkyle, alcoxyalkyle, arylthio, alkylcarbonyle, arylcarbonyle, aralkylcarbonyle, aryloxy, hétérocycloalkylcarbonyle, alkylaminoalkyle, N-arylaminoalkyle, N-alkyl-N-arylaminoalkyle, carboxyalkyle, alcoxycarbonylalkyle, alcoxycarbonyle, haloalkylcarbonyle, aminocarbonyle, alkylaminocarbonylalkyle, aralkylthio, hétéroarylalcoxyalkyle, hétéroaryloxyalkyle, aralcoxy, hétéroarylthioalkyle, hétéroaralcoxy, hétéroaralkylthio, hétéroarylalkylthioalkyle, hétéroaryloxy, hétéroarylthio, arylthioalkyle, aryloxyalkyle, aralkylthioalkyle, aralcoxyalkyle, aryle et hétéroaryle, les radicaux aryle et hétéroaryle étant éventuellement substitués à des positions admettant la substitution par au moins un radical choisi parmi halo, alkylthio, alkylsulfinyle, alkyle, cyano, haloalkyle, hydroxyle, alcoxyle, hydroxyalkyle et haloalcoxy. 'R7' représente un radical choisi parmi alkyle et amino. 'R8' représente au moins un radical choisi parmi hydrido, halo, alkyle, haloalkyle, alcoxy, amino, haloalcoxy, cyano, carboxyle, hydroxyle, hydroxyalkyle, alcoxyalkyle, alkylamino, nitro et alkylthio.

  描述了一类咪唑基化合物，用于治疗炎症。特别感兴趣的化合物由式(II)表示，其中R3为选自氢、烷基、卤代烷基、芳烷基、杂环烷基、酰基、氰基、烷氧基、烷硫基、烷硫基烷基、烷基磺酰基、环烷氧基、环烷氧基烷基、环烷硫基、环烷硫基烷基、环烷基磺酰基、氰基烷基、环烷基磺酰基烷基、卤代烷基磺酰基、硝基烷基、芳基磺酰基、卤素、羟基烷基、烷氧基烷基、芳硫基、烷基羰基、芳基羰基、芳烷基羰基、 aryloxy、杂环烷基羰基、烷基氨基烷基、N-芳基氨基烷基、N-烷基-N-芳基氨基烷基、羧基烷基、烷氧羰基烷基、烷氧羰基、卤代烷基羰基、氨基羰基、烷基氨基羰基烷基、芳烷硫基、杂环烷基羰基烷基、杂芳基氧基烷基、杂芳氧基烷基、芳烷氧基、杂芳基硫代烷基、杂芳烷氧基、杂芳烷硫基、杂芳基烷硫基烷基、杂芳氧基、杂芳基硫基、芳基硫代烷基、芳氧基烷基、芳烷硫基烷基、芳烷氧基烷基、芳基和杂芳基的基团，其中所述芳基和杂芳基基团在可取代的位置上任选地被一个或多个卤素、烷基硫基、烷基磺酰基、烷基、氰基、卤代烷基、羟基、烷氧基、羟基烷基和卤代烷氧基取代；其中R7为选自烷基和氨基的基团；并且R8为一个或多个选自氢、卤素、烷基、卤代烷基、烷氧基、氨基、卤代烷氧基、氰基、羧基、羟基、羟基烷基、烷氧基烷基、烷基氨基、硝基和烷基硫基的基团。
• Bakhtiar Cuross, Smith Edward H., J. Chem. Soc. Perkin Trans. 1, (1994) N 3, S 239-243
  作者：Bakhtiar Cuross, Smith Edward H.

  DOI：——

  日期：——
• 1,2-SUBSTITUTED IMIDAZOLYL COMPOUNDS FOR THE TREATMENT OF INFLAMMATION
  申请人：G.D. SEARLE & CO.

  公开号：EP0772600A1

  公开（公告）日：1997-05-14
• METHOD OF USING CYCLOOXYGENASE-2 INHIBITORS AS ANTI-ANGIOGENIC AGENTS
  申请人：G.D. SEARLE & CO.

  公开号：EP0941080A2

  公开（公告）日：1999-09-15