ethyl 2-[3-[2-[4-isopropyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl]ethyl]-5-methyl-1,2-benzisoxazol-6-yloxy]-2-methylpropionate

• 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: ethyl 2-[3-[2-[4-isopropyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl]ethyl]-5-methyl-1,2-benzisoxazol-6-yloxy]-2-methylpropionate
• 英文别名: Ethyl 2-methyl-2-[[5-methyl-3-[2-[4-propan-2-yl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]ethyl]-1,2-benzoxazol-6-yl]oxy]propanoate
• 化学式: C₂₉H₃₁F₃N₂O₄S
• 分子量: 560.637
• InChiKey: ISLUXAVIBCREKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  ethyl 2-[3-[2-[4-isopropyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl]ethyl]-5-methyl-1,2-benzisoxazol-6-yloxy]-2-methylpropionate 在 lithium hydroxide monohydrate 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以94%的产率得到2-[3-[2-[4-isopropyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl]ethyl]-5-methyl-1,2-benzisoxazol-6-yloxy]-2-methylpropionic acid
  参考文献：
  名称：

  Biological evaluation of novel benzisoxazole derivatives as PPARδ agonists

  摘要：

  We discovered novel peroxisome proliferator-activated receptor delta agonists with a characteristic benzisoxazole ring. Compound 5 exhibited potent human PPAR delta transactivation activity. Furthermore, it stimulated the differentiation of oligodendrocyte precursor cells in vitro. This indicates that this potential drug may be effective for the treatment of demyelinating disorders such as multiple sclerosis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.053
• 作为产物：
  描述：

  4-(三氟甲基)硫代苯甲酰胺 在 盐酸 、 氯化亚砜 、 磺酰氯 、 硫酸 、 水 、 potassium carbonate 、 溶剂黄146 、 红铝 、 lithium diisopropyl amide 、 sodium nitrite 作用下， 以 四氢呋喃 、 甲苯 、 丁酮 、 苯 为溶剂， 反应 99.0h， 生成 ethyl 2-[3-[2-[4-isopropyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl]ethyl]-5-methyl-1,2-benzisoxazol-6-yloxy]-2-methylpropionate
  参考文献：
  名称：

  Biological evaluation of novel benzisoxazole derivatives as PPARδ agonists

  摘要：

  We discovered novel peroxisome proliferator-activated receptor delta agonists with a characteristic benzisoxazole ring. Compound 5 exhibited potent human PPAR delta transactivation activity. Furthermore, it stimulated the differentiation of oligodendrocyte precursor cells in vitro. This indicates that this potential drug may be effective for the treatment of demyelinating disorders such as multiple sclerosis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.053

文献信息

• Activator of peroxisome proliferator-activated receptor delta
  申请人：Sakuma Shogo

  公开号：US20070027196A1

  公开（公告）日：2007-02-01

  A compound represented by the formula (I) or a salt of the compound, and a PPAR-δ activator which contains the compound or salt as the active ingredient: (wherein A represents O or S; B 1 represents N, etc.; B 2 represents O, etc.; each of X 1 and X 2 represents O, S, a bond, etc.; Y represents C 1-8 alkylene chain; z represents O or S; R 1 represents aryl, etc. which can have substituents; R 2 represents C 1-8 alkyl, etc.; R 3 represents C 1-8 alkyl, C 2-8 alkenyl, etc.; each of R 4 and R 5 represents hydrogen, C 1-8 alkyl, etc.; and R 6 represents hydrogen, etc.; provided that each of Z and R 3 is attached to the benzene ring, and X 2 is not attached to the benzene ring).

  化合物的化学式为(I)或该化合物的盐，以及含有该化合物或盐为活性成分的PPAR-δ激动剂：（其中A代表O或S；B1代表N等；B2代表O等；X1和X2分别代表O、S、键等；Y代表C1-8烷基链；z代表O或S；R1代表苯基等，可以有取代基；R2代表C1-8烷基等；R3代表C1-8烷基、C2-8烯基等；R4和R5分别代表氢、C1-8烷基等；R6代表氢等；但要求Z和R3均连接到苯环上，且X2未连接到苯环上）。
• ACTIVATOR FOR PEROXISOME PROLIFERATOR-ACTIVATED RECEPTOR DELTA
  申请人：NIPPON CHEMIPHAR CO., LTD.

  公开号：EP1445258B1

  公开（公告）日：2009-06-24
• US7119104B2
  申请人：——

  公开号：US7119104B2

  公开（公告）日：2006-10-10
• US7402597B2
  申请人：——

  公开号：US7402597B2

  公开（公告）日：2008-07-22
• Biological evaluation of novel benzisoxazole derivatives as PPARδ agonists
  作者：Shogo Sakuma、Tsuyoshi Endo、Takashi Kanda、Hideki Nakamura、Satomi Yamasaki、Tomio Yamakawa

  DOI：10.1016/j.bmc.2011.03.053

  日期：2011.5

  We discovered novel peroxisome proliferator-activated receptor delta agonists with a characteristic benzisoxazole ring. Compound 5 exhibited potent human PPAR delta transactivation activity. Furthermore, it stimulated the differentiation of oligodendrocyte precursor cells in vitro. This indicates that this potential drug may be effective for the treatment of demyelinating disorders such as multiple sclerosis. (C) 2011 Elsevier Ltd. All rights reserved.