4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-[3-(3-methylphenoxy)propyl]oxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-[3-(3-methylphenoxy)propyl]oxazole
• 英文别名: 4-(4-Chlorophenyl)-2-(2-methylimidazol-1-yl)-5-[3-(3-methylphenoxy)propyl]-1,3-oxazole
• 化学式: C₂₃H₂₂ClN₃O₂
• 分子量: 407.9
• InChiKey: ZWKXHKXLLNETEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  53.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-[4-(4-chlorophenyl)-2-(2-methyl-1H-imidazol-1-yl)-5-oxazolyl]propionic acid 在 lithium aluminium tetrahydride 、 三丁基膦 、 potassium carbonate 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 18.0h， 生成 4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-[3-(3-methylphenoxy)propyl]oxazole
  参考文献：
  名称：

  Synthesis and Biological Activity of Novel 5-(.OMEGA.-Aryloxyalkyl)oxazole Derivatives as Brain-Derived Neurotrophic Factor Inducers

  摘要：

  一系列新颖的5-(ω-芳氧基烷基)噁唑衍生物被制备出来，并在人神经母细胞瘤（SK-N-SH）细胞中评估了它们对脑源性神经营养因子（BDNF）产生的影响。合成过程通过构建噁唑环作为关键反应来完成。大部分5-(ω-芳氧基烷基)噁唑衍生物显著增加了SK-N-SH细胞中的BDNF产量。其中一种非常有前景的化合物，即4-(4-氯苯基)-2-(2-甲基-1H-咪唑-1-基)-5-[3-(2-甲氧基苯氧基)丙基]-1,3-噁唑，显示了强大的活性（EC50=7.9微摩尔），并且伴随脑源性神经营养因子水平在链脲佐菌素（STZ）诱导的糖尿病大鼠坐骨神经中的恢复，改善了运动神经传导速度和尾部拍打反应。

  DOI：

  10.1248/cpb.51.565

文献信息

• Neurotrophin production secretion promoting agent
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US06605629B1

  公开（公告）日：2003-08-12

  A neurotrophin production/secretion promoting agent which comprises an azole derivative of the formula: wherein R1 represents a halogen atom, a heterocyclic group which may optionally be substituted, a hydroxy group which may optionally be substituted, a thiol group which may optionally be substituted, or an amino group which may optionally be substituted; A represents an acyl group which may optionally be substituted, a heterocyclic group which may optionally be substituted, a hydroxy group which may optionally be substituted, or a carboxyl group which may optionally be esterified or amidated; B represents an aromatic group which may optionally be substituted; X represents oxygen atom, sulfur atom, or nitrogen atom which may optionally be substituted; and Y represents a divalent hydrocarbon group or heterocyclic group, or a salt thereof; which is useful as an agent for preventing or treating neuropathy.

  一种促进神经营养素产生/分泌的剂，该剂包括公式的唑衍生物： 其中R1代表卤素原子，可选地被取代的杂环族，可选地被取代的羟基，可选地被取代的巯基，或可选地被取代的氨基；A代表可选地被取代的酰基，可选地被取代的杂环族，可选地被取代的羟基，或可选地被酯化或酰胺化的羧基；B代表可选地被取代的芳香族；X代表氧原子，硫原子或可选地被取代的氮原子；Y代表二价烃基或杂环族，或其盐；该剂用作预防或治疗神经病的剂。
• Vdac regulator
  申请人：Sugiyama Yasuo

  公开号：US20050234116A1

  公开（公告）日：2005-10-20

  The present invention provides a VDAC regulator comprising a compound represented by the formula (I): wherein R 1 is a halogen atom, an optionally substituted heterocyclic group, an optionally substituted hydroxy group, an optionally substituted thiol group or an optionally substituted amino group; A is an optionally substituted acyl group, an optionally substituted heterocyclic group, an optionally substituted hydroxy group or an optionally esterified or amidated carboxyl group; B is an optionally substituted aromatic group; X is an oxygen atom, a sulfur atom or an optionally substituted nitrogen atom; and Y is a divalent hydrocarbon group or heterocyclic group, a salt thereof or a prodrug thereof, which is useful as an agent for the prophylaxis or treatment of Down's syndrome and the like, and the like.

  本发明提供了一种VDAC调节剂，其包含由式（I）表示的化合物：其中，R1是卤素原子、可选取代的杂环基、可选取代的羟基、可选取代的硫醇基或可选取代的氨基；A是可选取代的酰基、可选取代的杂环基、可选取代的羟基或可选酯化或酰胺化的羧基；B是可选取代的芳香基；X是氧原子、硫原子或可选取代的氮原子；Y是二价的烃基或杂环基、其盐或前药，该化合物有用作预防或治疗唐氏综合症等疾病的药物。
• Neurotrophin production/secretion promoting agent
  申请人：Momose Yu

  公开号：US20080269219A1

  公开（公告）日：2008-10-30

  A neurotrophin production/secretion promoting agent which comprises an azole derivative of the formula: wherein R 1 represents a halogen atom, a heterocyclic group which may optionally be substituted, a hydroxy group which may optionally be substituted, a thiol group which may optionally be substituted, or an amino group which may optionally be substituted; A represents an acyl group which may optionally be substituted, a heterocyclic group which may optionally be substituted, a hydroxy group which may optionally be substituted, or a carboxyl group which may optionally be esterified or amidated; B represents an aromatic group which may optionally be substituted; X represents oxygen atom, sulfur atom, or nitrogen atom which may optionally be substituted; and Y represents a divalent hydrocarbon group or heterocyclic group, or a salt thereof; which is useful as an agent for preventing or treating neuropathy.

  一种神经营养因子产生/分泌促进剂，包括式子如下的唑烷衍生物：其中，R1代表卤素原子、可能被取代的杂环基团、可能被取代的羟基、可能被取代的硫基或可能被取代的氨基；A代表可能被取代的酰基、可能被取代的杂环基团、可能被取代的羟基或可能被酯化或酰胺化的羧基；B代表可能被取代的芳香基团；X代表可能被取代的氧原子、硫原子或氮原子；Y代表双价烃基或杂环基团或其盐；该剂可用作预防或治疗神经病变的药剂。
• TGF-BETA SUPERFAMILY PRODUCTION/SECRETION PROMOTER
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP1407770A1

  公开（公告）日：2004-04-14

  The present invention provides a TGF-β superfamily production/secretion promoter comprising a compound represented by the formula wherein R1 is a halogen atom, an optionally substituted heterocyclic group, an optionally substituted hydroxy group, an optionally substituted thiol group or an optionally substituted amino group; A is an optionally substituted acyl group, an optionally substituted heterocyclic group, an optionally substituted hydroxy group or an optionally esterified or amidated carboxyl group; B is an optionally substituted aromatic group; X is an oxygen atom, a sulfur atom or an optionally substituted nitrogen atom; and Y is a divalent hydrocarbon group or heterocyclic group, or a salt thereof or a prodrug thereof, which is useful as an agent for the prophylaxis or treatment of dysautonomia, bladder dysfunction, hearing impairment, bone disease and the like.

  本发明提供了一种 TGF-β 超家族生产/分泌促进剂，它包括由式表示的化合物 其中 R1 是卤原子、任选取代的杂环基团、任选取代的羟基、任选取代的硫醇基团或任选取代的氨基； A 是任选取代的酰基、任选取代的杂环基团、任选取代的羟基或任选酯化或酰胺化的羧基；B 是任选取代的芳香基团；X 是氧原子、硫原子或任选取代的氮原子；Y 是二价烃基或杂环基团，或其盐或其原药，可用作预防或治疗自主神经功能障碍、膀胱功能障碍、听力障碍、骨病等的药物。
• Tgf-beta superfamily production/secretion promoter
  申请人：——

  公开号：US20040142988A1

  公开（公告）日：2004-07-22

  The present invention provides a TGF-&bgr; superfamily production/secretion promoter comprising a compound represented by the formula 1 wherein R 1 is a halogen atom, an optionally substituted heterocyclic group, an optionally substituted hydroxy group, an optionally substituted thiol group or an optionally substituted amino group; A is an optionally substituted acyl group, an optionally substituted heterocyclic group, an optionally substituted hydroxy group or an optionally esterified or amidated carboxyl group; B is an optionally substituted aromatic group; X is an oxygen atom, a sulfur atom or an optionally substituted nitrogen atom; and Y is a divalent hydrocarbon group or heterocyclic group, or a salt thereof or a prodrug thereof, which is useful as an agent for the prophylaxis or treatment of dysautonomia, bladder dysfunction, hearing impairment, bone disease and the like.

  本发明提供了一种 TGF-&bgr; 超家族生产/分泌启动子，它包含由式 1 所代表的化合物 1 其中 R 1 是卤素原子、任选取代的杂环基团、任选取代的羟基、任选取代的硫醇基团或任选取代的氨基； A 是任选取代的酰基、任选取代的杂环基团、任选取代的羟基或任选酯化或酰胺化的羧基；B 是任选取代的芳香基团；X 是氧原子、硫原子或任选取代的氮原子；Y 是二价烃基或杂环基团，或其盐或其原药，可用作预防或治疗自主神经功能障碍、膀胱功能障碍、听力障碍、骨病等的药物。