1-(3-Formylphenyl)benzimidazole | 741731-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-(3-Formylphenyl)benzimidazole
• 英文别名: 3-(benzimidazol-1-yl)benzaldehyde
• CAS: 741731-39-5
• 化学式: C₁₄H₁₀N₂O
• 分子量: 222.246
• InChiKey: ANWNECNSXDZRMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3-Formylphenyl)benzimidazole 在 sodium tetrahydroborate 作用下， 生成 3-[1H-benzimidazol-1-yl]-benzyl alcohol
  参考文献：
  名称：

  [EN] COMPOUNDS, COMPOSITIONS AND METHODS
  [FR] COMPOSES, COMPOSITIONS ET PROCEDES

  摘要：

  公开号：

  WO2005030121A3
• 作为产物：
  描述：

  苯并咪唑 、 间溴苯甲醛 在 copper(l) iodide 、 caesium carbonate 、 N,N'-二甲基乙二胺 作用下， 生成 1-(3-Formylphenyl)benzimidazole
  参考文献：
  名称：

  [EN] COMPOUNDS, COMPOSITIONS AND METHODS
  [FR] COMPOSES, COMPOSITIONS ET PROCEDES

  摘要：

  公开号：

  WO2005030121A3

文献信息

• Structure−Activity Relationships for 1-Phenylbenzimidazoles as Selective ATP Site Inhibitors of the Platelet-Derived Growth Factor Receptor
  作者：Brian D. Palmer、Jeff B. Smaill、Maruta Boyd、Diane H. Boschelli、Annette M. Doherty、James M. Hamby、Sonya S. Khatana、James B. Kramer、Alan J. Kraker、Robert L. Panek、Gina H. Lu、Tawny K. Dahring、R. Thomas Winters、H. D. Hollis Showalter、William A. Denny

  DOI：10.1021/jm9804681

  日期：1998.12.1

  1-Phenylbenzimidazoles are shown to be a new class of ATP-site inhibitors of the platelet-derived growth factor receptor (PDGFR). Structure-activity relationships (SARs) are narrow, with closely related heterocycles being inactive. A systematic study of substituted 1-phenyl-benzimidazoles showed clear SARs. Substituents at the 4'- and 3'-positions of the phenyl ring are tolerated but do not significantly improve activity, while substituents at the 2'-position abolish it. Substituents in the 2-, 4-, and 7-positions of the benzimidazole ring (with the exception of 4-OH) also abolish activity. Most substituents at the 5- and B-positions maintain or increase activity, with the 5-OH, 5-OMe, 5-COMe, and 5-CO2Me analogues being >10-fold more potent than the parent 1-phenylbenzimidazole. The 5-OMe analogue was both the most potent inhibitor, and showed the highest selectivity (50-fold) between PDGFR and FGFR isolated enzymes, and also a moderately effective inhibitor (IC50 = 1.9 mu M) of PDGF-stimulated PDGFR autophosphorylation in rat aorta smooth muscle cells.
• US5990146A
  申请人：——

  公开号：US5990146A

  公开（公告）日：1999-11-23
• US6218388B1
  申请人：——

  公开号：US6218388B1

  公开（公告）日：2001-04-17
• [EN] NONSTEROIDAL AND STEROIDAL COMPOUNDS WITH POTENT ANDROGEN RECEPTOR DOWN-REGULATION AND ANTI PROSTATE CANCER ACTIVITY<br/>[FR] COMPOSÉS NON-STÉROÏDIENS ET STÉROÏDIENS PUISSANTS EN TERMES DE RÉGULATION À LA BAISSE DU RÉCEPTEUR DES ANDROGÈNES ET D'ACTIVITÉ CONTRE LE CANCER DE LA PROSTATE
  申请人：UNIV MARYLAND

  公开号：WO2014165815A2

  公开（公告）日：2014-10-09

  Nonsteroid and steroid compounds that cause down-regulation of the androgen receptor (AR), both full length and splice variant, induce apoptosis and inhibit proliferation of inhibiting proliferation and migration of androgen sensitive cancer cells. The steroid compounds and nonsteroid compounds may be agents for the prevention and/or treatment of cancer, including prostate cancer, castration resistant prostate cancer, bladder cancer, pancreatic cancer, hepatocellular carcinoma, benign prostatic hyperplasia (BPH), Kennedy's disease, androgenetic alopecia, breast cancer, androgen-insensitive syndrome, and spinal and bulbar muscular atrophy.
• [EN] COMPOUNDS, COMPOSITIONS AND METHODS<br/>[FR] COMPOSES, COMPOSITIONS ET PROCEDES
  申请人：BIZBIOTECH CO LTD

  公开号：WO2005030121A3

  公开（公告）日：2005-11-10