6-(5-methyl-1,2,4-oxadiazol-3-yl)-3-pyridinol | 859538-54-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-(5-methyl-1,2,4-oxadiazol-3-yl)-3-pyridinol
• 英文别名: 6-(5-Methyl-1,2,4-oxadiazol-3-yl)pyridin-3-ol
• CAS: 859538-54-8
• 化学式: C₈H₇N₃O₂
• 分子量: 177.162
• InChiKey: UOLUPIXZWTWQJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  484.3±55.0 °C(Predicted)
• 密度：
  1.343±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(5-methyl-1,2,4-oxadiazol-3-yl)-3-pyridinol 、 三氟乙酸 反应 3.0h， 生成 6-(5-methyl-1,2,4-oxadiazol-3-yl)-3-pyridinol trifluoroacetate
  参考文献：
  名称：

  EP1935890

  摘要：

  公开号：
• 作为产物：
  描述：

  5-(甲氧基甲氧基)吡啶-2-甲腈 、 乙酸酐 在 羟胺 、 溶剂黄146 、 三氟乙酸 作用下， 以 乙醇 、 水 为溶剂， 反应 4.5h， 生成 6-(5-methyl-1,2,4-oxadiazol-3-yl)-3-pyridinol
  参考文献：
  名称：

  HETEROCYCLE-SUBSTITUTED BENZIMIDAZOLE DERIVATIVE

  摘要：

  公开号：

  EP1905769B1

文献信息

• Novel 2-Heteroaryl-Substituted Benzimidazole Derivative
  申请人：Nonoshita Katsumasa

  公开号：US20080070928A1

  公开（公告）日：2008-03-20

  A glucokinase activator is provided; and a remedy and/or a preventive for diabetes, or a remedy and/or a preventive for diabetes such as retinopathy, nephropathy, neurosis, ischemic cardiopathy, arteriosclerosis, and further a remedy and/or a preventive for obesity are provided. A glucokinase activator characterized by containing a 2-heteroaryl-substituted benzimidazole derivative of a general formula (I-0) or its pharmaceutically-acceptable salt: [in the formula, X represents a carbon atom or a nitrogen atom; X 1 , X 2 , X 3 and X 4 each independently represent a carbon atom or a nitrogen atom; the ring A represents a 5- or 6-membered nitrogen-containing aromatic hetero ring of a formula (II): (in the formula, X represents a carbon atom or a nitrogen atom); R 1 represents an aryl, etc.; R 2 represents a hydroxy, etc.; R 3 represents a —C 1-6 alkyl, etc.; R 4 represents a —C 1-6 alkyl, etc.; X 5 represents —O—, etc.; a indicates an integer of 1, 2 or 3; q indicates an integer of from 0 to 2; m indicates an integer of from 0 to 2].

  提供了一种葡萄糖激酶激活剂；提供了糖尿病的治疗和/或预防，或者提供了糖尿病的治疗和/或预防，例如视网膜病变、肾病、神经病、缺血性心脏病、动脉硬化，以及肥胖症的治疗和/或预防。葡萄糖激酶激活剂的特征在于包含通式（I-0）的2-杂环芳基取代苯并咪唑衍生物或其药学上可接受的盐：[在公式中，X表示碳原子或氮原子；X1、X2、X3和X4分别独立地表示碳原子或氮原子；环A表示公式（II）的5-或6-成员含氮芳香杂环：（在公式中，X表示碳原子或氮原子）；R1表示芳基等；R2表示羟基等；R3表示-C1-6烷基等；R4表示-C1-6烷基等；X5表示-O-等；a表示1、2或3的整数；q表示0到2的整数；m表示0到2的整数]。
• Aryloxy-Substituted Benzimidazole Derivatives
  申请人：Hashimoto Noriaki

  公开号：US20080125429A1

  公开（公告）日：2008-05-29

  A glucokinase activator is provided; and a treatment and/or a preventive for diabetes, or a treatment and/or a preventive for diabetes such as retinopathy, nephropathy, neurosis, ischemic cardiopathy, arteriosclerosis, and further a treatment and/or a preventive for obesity are provided. The invention relates to a compound of a formula (I): [wherein R 1 and R 2 represent a hydrogen, etc.; R 3 represents a hydrogen atom, a halogen atom, etc.; R 4 each independently represents a hydrogen atom, a lower alkyl group, etc.; Q represents a carbon atom, a nitrogen atom or a sulfur atom (the sulfur atom may be mono- or di-substituted with an oxo group); R 5 and R 6 each represent a hydrogen atom, a lower alkyl group, etc.; X 1 , X 2 , X 3 and X 4 each independently represent a carbon atom or a nitrogen atom; Z represents an oxygen atom, a sulfur atom or a nitrogen atom; Ar represents an aryl or heteroaryl group optionally mono to tri-substituted with a group selected from the substituent group β; ring A represents a 5- or 6-membered nitrogen-containing heteroaromatic group; m indicates an integer of from 1 to 6; n indicates an integer of from 0 to 3; p indicates an integer of from 0 to 2 (provided that at least two of X 1 to X 4 are carbon atoms); q indicates 0 or 1] or its pharmaceutically-acceptable salt, which has an effect of glucokinase activation and is useful as a treatment for diabetes.

  本发明提供了一种葡萄糖激酶激活剂；以及用于糖尿病的治疗和/或预防，或用于糖尿病如视网膜病变、肾病、神经病、缺血性心脏病、动脉硬化等的治疗和/或预防，以及用于肥胖症的治疗和/或预防。本发明涉及一种化合物的公式(I)：[其中R1和R2分别表示氢等；R3表示氢原子、卤原子等；R4各自独立地表示氢原子、低级烷基等；Q表示碳原子、氮原子或硫原子（硫原子可以是单取代或双取代的氧基）；R5和R6各自表示氢原子、低级烷基等；X1、X2、X3和X4各自独立地表示碳原子或氮原子；Z表示氧原子、硫原子或氮原子；Ar表示芳基或杂环芳基，可选择性地单取代至三取代于β取代基；环A表示一个含氮的5-或6成员杂芳基；m表示1至6的整数；n表示0至3的整数；p表示0至2的整数（前提是X1至X4中至少有两个是碳原子）；q表示0或1]或其药学上可接受的盐，具有葡萄糖激酶激活的作用，并且可用作糖尿病的治疗。
• 2-HETEROARYL-SUBSTITUTED INDOLE DERIVATIVE
  申请人：Takahashi Keiji

  公开号：US20090118304A1

  公开（公告）日：2009-05-07

  Disclosed is a compound represented by the formula (I) below, which has a glucokinase-activating effect and is thus useful for treatment of diabetes or obesity, or a pharmaceutically acceptable salt thereof. In the formula, R 1 represents an aryl or the like; R 11 represents an aryl or the like; R 2 represents a formyl or the like, R 3 represents a C 1-6 alkyl or the like; R 3 represents a hydrogen atom or the like; Z 1 represents —O— or the like; Z 2 represents —O— or the like; Y 1 -Y 4 respectively represent a carbon atom or a nitrogen atom; ring A represents a heteroaryl group; X represents a carbon atom or the like; m represents an integer of 0-2; and q represents an integer of 0-2.

  本发明涉及一种化合物，其公式如下（I），具有激活葡萄糖激酶的作用，因此可用于治疗糖尿病或肥胖症，或其药学上可接受的盐。在公式中，R1代表芳基或类似物; R11代表芳基或类似物; R2代表甲酰基或类似物，R3代表C1-6烷基或类似物; R3代表氢原子或类似物; Z1代表—O—或类似物; Z2代表—O—或类似物; Y1-Y4分别代表碳原子或氮原子; 环A代表杂环芳基; X代表碳原子或类似物; m代表0-2的整数; q代表0-2的整数。
• Heterocycle-substituted benzimidazole derivative
  申请人：Ogino Yoshio

  公开号：US20100087360A1

  公开（公告）日：2010-04-08

  A compound represented by the formula (I) or a pharmaceutically acceptable salt thereof: (I) wherein X 1 to X 4 independently represent a carbon atom or the like; the ring A represents a 5- to 6-membered heteroaryl having 1 to 4 heteroatoms independently selected from the group consisting of a nitrogen atom, a sulfur atom and an oxygen atom; X 5 represents an oxygen atom or the like; X represents a carbon atom or the like; Het represents a 5- or 6-membered aliphatic heterocycle; R 1 represents an aryl or the like; R 2 represents a formyl group or the like; and R 3 represents a —C 1-6 alkyl or the like. The compound or salt has a glucokinase activation effect and is useful as a therapeutic agent for diabetes.

  化合物的化学式为(I)或其药学上可接受的盐：(I)其中X1至X4分别代表碳原子或类似物；环A代表具有1至4个杂原子的5-至6成员杂芳基，所述杂原子独立地选自氮原子、硫原子和氧原子的群；X5代表氧原子或类似物；X代表碳原子或类似物；Het代表5-或6成员脂肪族杂环；R1代表芳基或类似物；R2代表甲酰基或类似物；R3代表—C1-6烷基或类似物。该化合物或盐具有葡萄糖激酶激活作用，并可用作糖尿病治疗剂。
• Aryloxy-substituted benzimidazole derivatives
  申请人：MSD K.K.

  公开号：US07932394B2

  公开（公告）日：2011-04-26

  A glucokinase activator is provided; and a treatment and/or a preventive for diabetes, or a treatment and/or a preventive for diabetes such as retinopathy, nephropathy, neurosis, ischemic cardiopathy, arteriosclerosis, and further a treatment and/or a preventive for obesity are provided. The invention relates to a compound of a formula (I): [wherein R1 and R2 represent a hydrogen, etc.; R3 represents a hydrogen atom, a halogen atom, etc.; R4 each independently represents a hydrogen atom, a lower alkyl group, etc.; Q represents a carbon atom, a nitrogen atom or a sulfur atom (the sulfur atom may be mono- or di-substituted with an oxo group); R5 and R6 each represent a hydrogen atom, a lower alkyl group, etc.; X1, X2, X3 and X4 each independently represent a carbon atom or a nitrogen atom; Z represents an oxygen atom, a sulfur atom or a nitrogen atom; Ar represents an aryl or heteroaryl group optionally mono to tri-substituted with a group selected from the substituent group β; ring A represents a 5- or 6-membered nitrogen-containing heteroaromatic group; m indicates an integer of from 1 to 6; n indicates an integer of from 0 to 3; p indicates an integer of from 0 to 2 (provided that at least two of X1 to X4 are carbon atoms); q indicates 0 or 1] or its pharmaceutically-acceptable salt, which has an effect of glucokinase activation and is useful as a treatment for diabetes.

  本发明提供了一种葡萄糖激酶激活剂；以及一种治疗和/或预防糖尿病，或一种治疗和/或预防糖尿病如视网膜病变、肾病、神经病、缺血性心脏病、动脉硬化，以及进一步治疗和/或预防肥胖症的药物。本发明涉及公式(I)的化合物：[其中R1和R2代表氢等；R3代表氢原子、卤原子等；R4各自独立地代表氢原子、较低的烷基等；Q代表碳原子、氮原子或硫原子（硫原子可以是单取代或双取代的氧基）；R5和R6各自代表氢原子、较低的烷基等；X1、X2、X3和X4各自独立地代表碳原子或氮原子；Z代表氧原子、硫原子或氮原子；Ar代表芳基或杂环芳基，可选择性地单取代至三取代于从取代基β选择的基团；环A代表一含有5-或6-成员的含氮杂环芳基；m表示1至6的整数；n表示0至3的整数；p表示0至2的整数（但至少X1至X4中的两个为碳原子）；q表示0或1]或其药学上可接受的盐，具有葡萄糖激酶激活的作用，可用于治疗糖尿病。