dl-((4S, 5S)-1-benzyl-4-methyl-2,5-diphenyl-4,5-dihydro-1H-imidazol-4-yl)-methanol | 1140519-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dl-((4S, 5S)-1-benzyl-4-methyl-2,5-diphenyl-4,5-dihydro-1H-imidazol-4-yl)-methanol
• 英文别名: (1-benzyl-4-methyl-2,5-diphenyl-4,5-dihydro-1H-imidazol-4-yl)-methanol；((4S,5S)-1-benzyl-4,5-dihydro-4-methyl-2,5-diphenyl-1H-imidazol-4-yl)methanol；[(4S,5S)-3-benzyl-5-methyl-2,4-diphenyl-4H-imidazol-5-yl]methanol
• CAS: 1140519-17-0
• 化学式: C₂₄H₂₄N₂O
• 分子量: 356.467
• InChiKey: HJGLHANDGNAIGL-LADGPHEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  dl-((4S, 5S)-1-benzyl-4-methyl-2,5-diphenyl-4,5-dihydro-1H-imidazol-4-yl)-methanol 、 甲基磺酰氯 在 吡啶 作用下， 生成
  参考文献：
  名称：

  [EN] SUBSTITUTED IMIDAZOLINE COMPOUNDS
  [FR] COMPOSÉS D'IMIDAZOLINE SUBSTITUÉS

  摘要：

  本发明涉及包括前药和其盐的取代咪唑啉化合物组合物。在某些实施例中，本发明涉及将这些组合物用作治疗剂，优选用于治疗关节炎或癌症。在进一步的实施例中，本发明涉及含有有效量的上述取代咪唑啉化合物的制药组合物，其作为遗传表达或与转录因子NF-ϰB相互作用的激动剂或拮抗剂发挥作用。

  公开号：

  WO2009048586A1
• 作为产物：
  描述：

  (4S,5S)-methyl 1-benzyl-4,5-dihydro-4-methyl-2,5-diphenyl-1H-imidazole-4-carboxylate 在 lithium aluminium tetrahydride 、 氯化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.17h， 以57%的产率得到dl-((4S, 5S)-1-benzyl-4-methyl-2,5-diphenyl-4,5-dihydro-1H-imidazol-4-yl)-methanol
  参考文献：
  名称：

  [EN] SUBSTITUTED IMIDAZOLINE COMPOUNDS
  [FR] COMPOSÉS D'IMIDAZOLINE SUBSTITUÉS

  摘要：

  本发明涉及包括前药和其盐的取代咪唑啉化合物组合物。在某些实施例中，本发明涉及将这些组合物用作治疗剂，优选用于治疗关节炎或癌症。在进一步的实施例中，本发明涉及含有有效量的上述取代咪唑啉化合物的制药组合物，其作为遗传表达或与转录因子NF-ϰB相互作用的激动剂或拮抗剂发挥作用。

  公开号：

  WO2009048586A1

文献信息

• NF-kB inhibitors and uses threreof
  申请人：Board of Trustees of MICHIGAN STATE UNIVERSITY

  公开号：US20030232998A1

  公开（公告）日：2003-12-18

  A new class of imidazolines as 4-position acids or esters with very potent anti-inflammatory as well as antimicrobial activity is described. The synthesis of these imidazolines includes a multicomponent reaction applicable to a combinatorial synthetic approach. The combination of these two key characteristics provides an effective therapeutic drug in the treatment of septic shock as well as many other inflammatory (arthritis and asthma) and infectious disorders. The use of this novel class of non-steroidal agents as anti-inflammatory agents (for the treatment of asthma, etc.), antibacterial agents, and antiseptic agents is described. The compounds are also useful in the treatment of tumors (such as cancers). The imidazolines are potent inhibitors of the transcription factor NF-&kgr;B as well as potent activity against the Gram (+) bacterium. The compositions are also useful for treating autoimmune diseases and for inhibiting rejection of organ and tissue transplants.

  描述了一类新型的咪唑啉化合物，作为4-位置酸或酯具有非常强大的抗炎和抗菌活性。这些咪唑啉的合成包括一种适用于组合合成方法的多组分反应。这两个关键特性的结合提供了一种有效的治疗药物，可用于治疗败血症休克以及许多其他炎症（如关节炎和哮喘）和传染性疾病。描述了这一新型非甾体类抗炎药物（用于治疗哮喘等）、抗菌药物和防腐剂的用途。这些化合物还可用于治疗肿瘤（如癌症）。咪唑啉是转录因子NF-κB的强效抑制剂，对革兰氏阳性细菌也具有强效活性。这些组合物还可用于治疗自身免疫性疾病，并抑制器官和组织移植的排斥。
• Multi-substituted imidazolines and method of use thereof
  申请人：Board of Trustees of MICHIGAN STATE UNIVERSITY

  公开号：US20030232870A1

  公开（公告）日：2003-12-18

  A new class of imidazolines as 4-position acids or esters with very potent anti-inflammatory as well as antimicrobial activity is described. The synthesis of these imidazolines includes a multicomponent reaction applicable to a combinatorial synthetic approach. The combination of these two key characteristics provides an effective therapeutic drug in the treatment of septic shock as well as many other inflammatory (arthritis and asthma) and infectious disorders. The use of this novel class of non-steroidal agents as anti-inflammatory agents (for the treatment of asthma etc.), antibacterial agents and antiseptic agents is described. The compounds are also useful in the treatment of tumors (such as cancers). The imidazolines are potent inhibitors of the transcription factor NF-&kgr;B as well as potent activity against the Gram (+) bacterium B. subtillus and B. cereus with MIC values in the range of 50 &mgr;m/mL.

  描述了一类新型的咪唑啉，作为4位酸或酯，具有非常强大的抗炎和抗微生物活性。这些咪唑啉的合成包括适用于组合合成方法的多组分反应。这两个关键特性的结合提供了一种有效的治疗药物，可用于治疗脓毒性休克以及许多其他炎症（关节炎和哮喘）和传染性疾病。描述了这种新型非甾体类抗炎药物（用于哮喘等的治疗）、抗菌药物和防腐剂的用途。这些化合物还可用于肿瘤的治疗（如癌症）。咪唑啉是转录因子NF-κB的强效抑制剂，并对革兰氏阳性细菌B. subtillus和B. cereus具有强大的活性，MIC值在50 μm/mL的范围内。
• NF-KB INHIBITORS AND USES THEREOF
  申请人：Michigan State University

  公开号：EP1534686B1

  公开（公告）日：2009-05-20
• NF-kB inhibitors and uses thereof
  申请人：Tepe Jetze J.

  公开号：US20080114015A1

  公开（公告）日：2008-05-15

  A diastereomers of imidazolines as 4-position acids are described. The imidazoline diastereomers potentiate the activity of antitumor drugs and are potent inhibitors of the transcription factor NF-κB.
• Substituted Imidazoline Compounds
  申请人：Tepe Jetze

  公开号：US20090156830A1

  公开（公告）日：2009-06-18

  The invention relates to compositions comprising substituted imidazoline compounds including prodrugs, and salts thereof. In some embodiments, the invention relates to the use of these compositions as therapeutic agents, preferably for the treatment of arthritis or cancer. In further embodiments, The invention relates to the pharmaceutical compositions with effective amounts of substituted imidazoline compounds disclosed herein that function as agonist or antagonists of the genetic expression or interactions with transcription factor NF-κB.