5-羟基-1H-吲唑-4-甲醛 | 213330-84-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 5-羟基-1H-吲唑-4-甲醛
• 英文名称: 5-Hydroxyindazole-4-carbaldehyde
• 英文别名: 5-hydroxy-1H-indazole-4-carboxaldehyde；5-Hydroxy-1h-indazole-4-carboxaldehyde；5-hydroxy-2H-indazole-4-carbaldehyde
• CAS: 213330-84-8
• 化学式: C₈H₆N₂O₂
• 分子量: 162.148
• InChiKey: VNDOZSGMSABEDX-UHFFFAOYSA-N

物化性质

• 沸点：
  375.1±22.0 °C(Predicted)
• 密度：
  1.541±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-对甲苯磺酸缩水甘油酯 、 5-羟基-1H-吲唑-4-甲醛 在 monopotassium carbonate 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 3.0h， 生成 (R)-5-(2,3-Epoxypropoxy)indazole-4-carbaldehyde
  参考文献：
  名称：

  Therapeutic agents

  摘要：

  化合物I的化学式及其药用盐，其中A是亚甲基或-O-；B是亚甲基或-O-；G1—G2—G3形成一个杂芳或杂脂链；g为0、1或2；U是一个烷基链，可选择地被一个或多个烷基取代；Q代表含氮原子的二价基团；T是一个可选择地被取代的芳基或杂芳基团，在治疗中枢神经系统疾病方面具有实用价值，例如抑郁症、焦虑症、精神病（如精神分裂症）、迟发性运动障碍、帕金森病、肥胖症、高血压、托瑞特综合征、性功能障碍、药物成瘾、药物滥用、认知障碍、阿尔茨海默病、老年痴呆症、强迫性行为、恐慌发作、社交恐惧症、饮食障碍和厌食症、心血管和脑血管疾病、非胰岛素依赖型糖尿病、高血糖、便秘、心律失常、神经内分泌系统疾病、压力和痉挛症方面有用。

  公开号：

  US06353002B2
• 作为产物：
  描述：

  1H-吲唑-5-醇 在 盐酸 、 水 作用下， 反应 4.0h， 生成 5-羟基-1H-吲唑-4-甲醛
  参考文献：
  名称：

  A Convenient Synthetic Route to 7,8-Fused Heterocyclic Ring Derivatives of (S)-2,3-Dihydro-1,4-benzodioxin-2-methanol

  摘要：

  DOI：

  10.1055/s-1999-3526

文献信息

• Protective Agent for Retinal Neuronal Cell Comprising Indazole Derivative as Active Ingredient
  申请人：Seike Hisayuki

  公开号：US20090012123A1

  公开（公告）日：2009-01-08

  As a result of intensive studies for the purpose of finding a new medicinal use of an indazole derivative, it was found that an indazole derivative inhibits glutamate-induced retinal neuronal cell death in rat fetal retinal neuronal cells, in other words, the indazole derivative acts directly on the retinal neuronal cells and exhibits an effect of protecting retinal neuronal cells. Accordingly, the indazole derivative is useful for the prevention or treatment of an eye disease associated with retinal neuronal cell damage or retinal damage.

  经过对吲唑衍生物进行深入研究，目的是寻找其新的药用价值。研究发现，吲唑衍生物在大鼠胎儿视网膜神经细胞中能够抑制谷氨酸诱导的视网膜神经细胞死亡，换句话说，吲唑衍生物直接作用于视网膜神经细胞，并显示出保护视网膜神经细胞的效果。因此，吲唑衍生物对于预防或治疗与视网膜神经细胞损伤或视网膜损伤相关的眼病是有用的。
• Therapeutic agents
  申请人：Knoll Aktiengesellschaft

  公开号：US06353002B2

  公开（公告）日：2002-03-05

  Compounds of formula I and pharmaceutically acceptable salts thereof in which A is methylene or —O—; B is methylene or —O—; G1—G2—G3 form a heteroaromatic or heteroaliphatic chain; g is 0, 1 or 2; U is an alkylene chain optionally substituted by one or more alkyl; Q represents a divalent group containing nitrogen atoms; and T is an optionally substituted aryl or heteroaryl group, have utility in the treatment of central nervous system disorders, for example depression, anxiety, psychoses (for example schizophrenia), tardive dyskinesia, Parkinson's disease, obesity, hypertension, Tourette's syndrome, sexual dysfunction, drug addiction, drug abuse, cognitive disorders, Alzheimer's disease, senile dementia, obsessive-compulsive behaviour, panic attacks, social phobias, eating disorders and anorexia, cardiovascular and cerebrovascular disorders, non-insulin dependent diabetes mellitus, hyperglycaemia, constipation, arrhythmia, disorders of the neuroendocrine system, stress, and spasticity.

  化合物I的化学式及其药用盐，其中A是亚甲基或-O-；B是亚甲基或-O-；G1—G2—G3形成一个杂芳或杂脂链；g为0、1或2；U是一个烷基链，可选择地被一个或多个烷基取代；Q代表含氮原子的二价基团；T是一个可选择地被取代的芳基或杂芳基团，在治疗中枢神经系统疾病方面具有实用价值，例如抑郁症、焦虑症、精神病（如精神分裂症）、迟发性运动障碍、帕金森病、肥胖症、高血压、托瑞特综合征、性功能障碍、药物成瘾、药物滥用、认知障碍、阿尔茨海默病、老年痴呆症、强迫性行为、恐慌发作、社交恐惧症、饮食障碍和厌食症、心血管和脑血管疾病、非胰岛素依赖型糖尿病、高血糖、便秘、心律失常、神经内分泌系统疾病、压力和痉挛症方面有用。
• Dioxino derivatives and their use as therapeutic agents
  申请人：Knoll Aktiengesellschaft

  公开号：US06201004B1

  公开（公告）日：2001-03-13

  Compounds of formula I and pharmaceutically acceptable salts thereof in which A is methylene or —O—; B is methylene or —O—; G1—G2—G3 form a heteroaromatic or heteroaliphatic chain; g is 0, 1 or 2; U is an alkylene chain optionally substituted by one or more alkyl; Q represents a divalent group containing nitrogen atoms; and T is an optionally substituted aryl or heteroaryl group, have utility in the treatment of central nervous system disorders, for example depression, anxiety, psychoses (for example schizophrenia), tardive dyskinesia, Parkinson's disease, obesity, hypertension, Tourette's syndrome, sexual dysfunction, drug addiction, drug abuse, cognitive disorders, Alzheimer's disease, senile dementia, obsessive-compulsive behavior, panic attacks, social phobias, eating disorders and anorexia, cardiovascular and cerebrovascular disorders, non-insulin dependent diabetes mellitus, hyperglycaemia, constipation, arrhythmia, disorders of the neuroendocrine system, stress, and spasticity.

  化合物的公式I及其在其中的药用盐，其中A为亚甲基或—O—；B为亚甲基或—O—；G1—G2—G3形成一个杂芳烃或杂脂链；g为0、1或2；U是一个烷基链，可选择地被一个或多个烷基取代；Q代表含氮原子的二价基团；T是一个可选择地被取代的芳基或杂芳基团，在治疗中枢神经系统疾病方面具有用途，例如抑郁症、焦虑症、精神病（例如精神分裂症）、迟发性运动障碍、帕金森病、肥胖症、高血压、托瑞特综合征、性功能障碍、药物成瘾、药物滥用、认知障碍、阿尔茨海默病、老年性痴呆症、强迫行为、恐慌发作、社交恐惧症、进食障碍和厌食症、心血管和脑血管疾病、非胰岛素依赖型糖尿病、高血糖症、便秘、心律失常、神经内分泌系统障碍、压力和痉挛症等方面有用。
• Novel indazole derivatives
  申请人：Hagihara Masahiko

  公开号：US20070129404A1

  公开（公告）日：2007-06-07

  An object of the present invention is to create a novel indazole derivative useful as a drug and to find a novel pharmacological action of the derivative. The compound of the present invention is represented by the formula [I] and has an excellent Rho kinase inhibiting action. In the formula, a ring X is a benzene ring or a pyridine ring; R 1 and R 2 are H or alkyl; R 3 and R 4 are halogen, H, OH, alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, cycloalkenyloxy, aryloxy, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, carboxy, hydrocarbonyl, alkylcarbonyl, etc.; and R 5 is halogen atom, H, OH, alkoxy, aryloxy, alkyl or aryl. Each group can be substituted.

  本发明的目的是创建一种新的吲唑衍生物作为药物，并找到该衍生物的新的药理作用。本发明的化合物由公式[I]表示，并具有出色的Rho激酶抑制作用。在公式中，环X是苯环或吡啶环；R1和R2是H或烷基；R3和R4是卤素，H，OH，烷氧基，烯氧基，炔氧基，环烷氧基，环烯氧基，芳氧基，烷基，烯基，炔基，环烷基，环烯基，芳基，羧基，烷基羰基等；而R5是卤素原子，H，OH，烷氧基，芳氧基，烷基或芳基。每个基团都可以被取代。
• PROTECTIVE AGENT FOR RETINAL NEURONAL CELL COMPRISING INDAZOLE DERIVATIVE AS ACTIVE INGREDIENT
  申请人：Ube Industries, Ltd.

  公开号：EP1870099A1

  公开（公告）日：2007-12-26

  As a result of intensive studies for the purpose of finding a new medicinal use of an indazole derivative, it was found that an indazole derivative inhibits glutamate-induced retinal neuronal cell death in rat fetal retinal neuronal cells, in other words, the indazole derivative acts directly on the retinal neuronal cells and exhibits an effect of protecting retinal neuronal cells. Accordingly, the indazole derivative is useful for the prevention or treatment of an eye disease associated with retinal neuronal cell damage or retinal damage.

  为了寻找一种吲唑衍生物的新药用用途而进行的深入研究发现，吲唑衍生物可抑制谷氨酸诱导的大鼠胎儿视网膜神经细胞死亡，换句话说，吲唑衍生物直接作用于视网膜神经细胞，并显示出保护视网膜神经细胞的效果。因此，吲唑衍生物可用于预防或治疗与视网膜神经元细胞损伤或视网膜损伤有关的眼病。