5-(2-Pyridin-4-ylfuran-3-yl)indan-1-one O-methyl oxime | 502498-90-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5-(2-Pyridin-4-ylfuran-3-yl)indan-1-one O-methyl oxime
• 英文别名: N-methoxy-5-(2-pyridin-4-ylfuran-3-yl)-2,3-dihydroinden-1-imine
• CAS: 502498-90-0
• 化学式: C₁₉H₁₆N₂O₂
• 分子量: 304.348
• InChiKey: BZDMKEBMHUXFPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(2-Pyridin-4-ylfuran-3-yl)indan-1-one O-methyl oxime 、 N,N-二甲基甲酰胺 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以56%的产率得到4-(1-Methoxyimino-2,3-dihydroinden-5-yl)-5-pyridin-4-ylfuran-2-carbaldehyde
  参考文献：
  名称：

  The identification of potent, selective and CNS penetrant furan-based inhibitors of B-Raf kinase

  摘要：

  Modification of the potent imidazole-based B-Raf inhibitor SB-590885 resulted in the identification of a series of furan-based derivatives with enhanced CNS penetration. One such compound, SB-699393 (17), was examined in vivo to challenge the hypothesis that selective B-Raf inhibitors may be of value in the treatment of stroke. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.070
• 作为产物：
  描述：

  1-(methoxyimino)-2,3-dihydro-1H-inden-5-ylboronic acid 、 4-(3-bromo-2-furyl)pyridine 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 以74%的产率得到5-(2-Pyridin-4-ylfuran-3-yl)indan-1-one O-methyl oxime
  参考文献：
  名称：

  The identification of potent, selective and CNS penetrant furan-based inhibitors of B-Raf kinase

  摘要：

  Modification of the potent imidazole-based B-Raf inhibitor SB-590885 resulted in the identification of a series of furan-based derivatives with enhanced CNS penetration. One such compound, SB-699393 (17), was examined in vivo to challenge the hypothesis that selective B-Raf inhibitors may be of value in the treatment of stroke. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.070

文献信息

• Pyridylfurans and pyrroles as raf kinase inhibitors
  申请人：——

  公开号：US20040254186A1

  公开（公告）日：2004-12-16

  Compounds and their use as pharmaceuticals particularly as Raf kinase inhibitors for the treatment of neurotraumatic diseases, cancer, chronic neurodegeneration, pain, migraine and cardiac hypertrophy.

  化合物及其作为制药品的用途，特别是作为Raf激酶抑制剂用于治疗神经创伤性疾病、癌症、慢性神经退行性疾病、疼痛、偏头痛和心脏肥大。
• Pyridylfurans and pyrroles as Raf kinase inhibitors
  申请人：SmithKline Beechum P.L.C.

  公开号：US07297694B2

  公开（公告）日：2007-11-20

  Compounds and their use as pharmaceuticals particularly as Raf kinase inhibitors for the treatment of neurotraumatic diseases, cancer, chronic neurodegeneration, pain, migraine and cardiac hypertrophy.

  化合物及其作为药物的使用，特别是作为Raf激酶抑制剂，用于治疗神经创伤性疾病、癌症、慢性神经退行性疾病、疼痛、偏头痛和心肌肥厚。
• Pyridine derivatives as Raf kinase inhibitors
  申请人：SmithKline Beecham P.L.C.

  公开号：US07452906B2

  公开（公告）日：2008-11-18

  Compounds and their use as pharmaceuticals particularly as Raf kinase inhibitors for the treatment of neurotraumatic diseases, cancer, chronic neurodegeneration, pain, migraine and cardiac hypertrophy.

  化合物及其用途作为药物，特别是作为Raf激酶抑制剂治疗神经创伤性疾病、癌症、慢性神经退行性疾病、疼痛、偏头痛和心肌肥厚。
• The identification of potent, selective and CNS penetrant furan-based inhibitors of B-Raf kinase
  作者：Andrew K. Takle、Mark J. Bamford、Susannah Davies、Robert P. Davis、David K. Dean、Alessandra Gaiba、Elaine A. Irving、Frank D. King、Antoinette Naylor、Christopher A. Parr、Alison M. Ray、Alastair D. Reith、Beverley B. Smith、Penelope C. Staton、Jon G.A. Steadman、Tania O. Stean、David M. Wilson

  DOI：10.1016/j.bmcl.2008.06.070

  日期：2008.8

  Modification of the potent imidazole-based B-Raf inhibitor SB-590885 resulted in the identification of a series of furan-based derivatives with enhanced CNS penetration. One such compound, SB-699393 (17), was examined in vivo to challenge the hypothesis that selective B-Raf inhibitors may be of value in the treatment of stroke. (c) 2008 Elsevier Ltd. All rights reserved.