(+/-)-6,7-dihydro-5H-[1]pyrindine-6 carboxylic acid | 591768-76-2

• 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: (+/-)-6,7-dihydro-5H-[1]pyrindine-6 carboxylic acid
• 英文别名: (+)-(6R)-6,7-Dihydro-5H-[1]pyrindine-6-carboxylic acid；5H,6H,7H-cyclopenta[b]pyridine-6-carboxylic acid；6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylic acid
• CAS: 591768-76-2
• 化学式: C₉H₉NO₂
• 分子量: 163.176
• InChiKey: SXYQKNZFBKJRMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-6,7-dihydro-5H-[1]pyrindine-6 carboxylic acid 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以2.88g (97%)的产率得到(+)-(6R)-(6,7-Dihydro-5H-[1 ]pyrindin-6-yl)-methanol
  参考文献：
  名称：

  Heteroaryl substituted 2-pyridinyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one and 7-pyridinyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)one derivatives

  摘要：

  本发明涉及一种由公式（I）表示的嘧啶酮衍生物或其盐，其中：X代表两个氢原子，一个硫原子，一个氧原子或一个C1-2烷基基团和一个氢原子；Y代表键，乙烯基团，乙炔基团或者一个可选取代的亚甲基基团；R1代表一个可选取代的2,3或4-吡啶环；R2代表一个杂环双环环，具有1-4个从氧原子、硫原子和氮原子中选取的杂原子和5-9个碳原子，其化学式为；R3代表一个氢原子，一个C1-6烷基基团，一个羟基，一个C1-4烷氧基或者一个卤素原子；R4代表一个氢原子，一个C1-6烷基基团，一个C1-4烷氧基或者一个卤素原子。本发明还涉及一种药物，其中包括所述衍生物或其盐作为活性成分，可用于预防和/或治疗由GSK3β或GSK3β和cdk5/p25的异常活性引起的神经退行性疾病，例如阿尔茨海默病。

  公开号：

  EP1340758A1
• 作为产物：
  描述：

  diethyl 5,7-dihydro-6H-cyclopenta[b]pyridine-6,6-dicarboxylate 以 盐酸 为溶剂， 反应 2.0h， 以to give the crude 6,7-Dihydro-5H-[1]pyrindine-6-carboxylic acid (hydrochloride) as a black solid which的产率得到(+/-)-6,7-dihydro-5H-[1]pyrindine-6 carboxylic acid
  参考文献：
  名称：

  THERAPEUTICALLY ACTIVE COMPOSITIONS AND THEIR METHODS OF USE

  摘要：

  提供了一种治疗癌症的方法，其特征在于存在IDH1基因突变等位基因，包括向需要此类治疗的受试者施用此处所述的化合物。

  公开号：

  US20130184222A1

文献信息

• Substituted heteroaryl pyridopyrimidone derivatives
  申请人：Sanofi-Aventis

  公开号：EP1939187A1

  公开（公告）日：2008-07-02

  A pyrimidone derivative represented by formula (I) or a salt thereof, or a solvate thereof or a hydrate thereof : wherein: Y represents two hydrogen atoms, a sulfur atom, an oxygen atom or a C1-2 alkyl group and a hydrogen atom; Z represents a bond, an oxygen atom, a nitrogen atom, a sulphur atom, a methylene group optionally substituted by one or two groups chosen from a C1-6 alkyl group, a hydroxyl group, a C1-6 alkoxy group, a C1-2 perhalogenated alkyl group or an amino group; R1 represents a 2, 3 or 4-pyridine ring or a 2, 4 or 5-pyrimidine ring; R2 represents a 4-15 membered heterocyclic group , R3 represents a hydrogen atom, a C1-6 alkyl group or a halogen atom; R4 and R5 represent, each independently, a hydrogen atom, a C1-6 alkyl group, optionally substituted by 1 to 4 substituents selected from a halogen atom, a phenyl group, a hydroxyl group or a C1-6 alkoxy group; R6 represents a hydrogen atom, a C1-6 alkyl group ; a cycloalkyl group, or a halogen atom; R7 represents a hydrogen atom or a C1-6 alkyl group; n represents 0 to 3; m represents 0 to 1; o represents 0 to 2; in the form of a free base or of an addition salt with an acid. The invention relates also to a medicament comprising the said derivative or a salt thereof as an active ingredient which is used for preventive and/or therapeutic treatment of a neurodegenerative disease caused by abnormal activity of GSK3β, such as Alzheimer disease.

  公式（I）表示的嘧啶酮衍生物或其盐，溶剂化合物或水合物：其中：Y代表两个氢原子、硫原子、氧原子或C1-2烷基基团和一个氢原子；Z代表键、氧原子、氮原子、硫原子、一个亚甲基基团，可选地由C1-6烷基基团、羟基、C1-6烷氧基、C1-2全卤代烷基或氨基中选择的一种或两种基团取代的亚甲基基团；R1代表2、3或4-吡啶环或2、4或5-嘧啶环；R2代表4-15成员的杂环基团，R3代表氢原子、C1-6烷基基团或卤原子；R4和R5分别代表氢原子、C1-6烷基基团，可选地取代1至4个取代基，所选取代基来自卤原子、苯基、羟基或C1-6烷氧基；R6代表氢原子、C1-6烷基基团；环烷基基团或卤原子；R7代表氢原子或C1-6烷基基团；n表示0到3；m表示0到1；o表示0到2；以自由碱或与酸的加成盐的形式存在。该发明还涉及一种药物，包括所述衍生物或其盐作为活性成分，用于预防和/或治疗由GSK3β异常活性引起的神经退行性疾病，如阿尔茨海默病。
• Heteroaryl substituted 2-pyridinyl and 2-pyrimidinyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one derivatives
  申请人：Lochead Alistair

  公开号：US20050222172A1

  公开（公告）日：2005-10-06

  The invention relates to a pyrimidone derivative represented by formula (I) or a salt thereof wherein: (1) X represents two hydrogen atoms, a sulphur atom, an oxygen atom or a C 1-2 alkyl group and a hydrogen atom; Y represents a bond, an ethenylene group, an ethynylene group or a methylene group optionally substituted; R1 represents a 2, 3 or 4-pyridine ring or a 2, 4 or 5-pyrimidine ring optionally substituted; R2 represents a heterocyclic bicyclic rings, having 1-4 heteroatoms selected from an oxygen atom, a sulfur atom and a nitrogen atom and having 5-9 carbon atoms, of formula (II) R3 represents a hydrogen atom, a C 1-6 alkyl group, a hydroxy group, a C 1-4 alkoxy group or a halogen atom; R4 represents a hydrogen atom, a C 1-6 alkyl group, a C 1-4 alkoxy group or a halogen atom. The invention relates also to a medicament comprising the said derivative or a salt thereof as an active ingredient which is used for preventive and/or therapeutic treatment of a neurodegenerative disease caused by abnormal activity of GSK3β or GSK3β and cdk5/p25, such as Alzheimer disease.

  本发明涉及一种由式（I）表示的嘧啶酮衍生物或其盐，其中：（1）X代表两个氢原子、一个硫原子、一个氧原子或一个C1-2烷基和一个氢原子；Y代表一种键合、一个乙烯基、一个乙炔基或一个甲基烷基，可选地取代；R1代表一个2、3或4-吡啶环或一个2、4或5-嘧啶环，可选地取代；R2代表一种杂环双环环，具有1-4个从氧原子、硫原子和氮原子中选择的杂原子，并具有5-9个碳原子，其式为（II）R3代表氢原子、C1-6烷基、羟基、C1-4烷氧基或卤素原子；R4代表氢原子、C1-6烷基、C1-4烷氧基或卤素原子。本发明还涉及一种药物，其包括所述衍生物或其盐作为活性成分，用于预防和/或治疗由GSK3β或GSK3β和cdk5/p25的异常活性引起的神经退行性疾病，例如阿尔茨海默病。
• HETEROARYL SUBSTITUTED 2-PYRIDINYL AND 2-PYRIMIDINYL -6,7,8,9-TETRAHYDROPYRIMIDO[1,2-a] PYRIMIDIN-4-ONE DERIVATIVES
  申请人：LOCHEAD Alistair

  公开号：US20070225300A1

  公开（公告）日：2007-09-27

  The invention relates to use of a pyrimidone derivative represented by formula (I) or a salt thereof wherein: X, Y, R1, R2, R3, R4, R5, m, n and p are as defined herein. In particular, the invention relates to a medicament comprising the said derivative or a salt thereof as an active ingredient which is used for preventive and/or therapeutic treatment of a neurodegenerative disease caused by abnormal activity of GSK3β or GSK3β and cdk5/p25, such as Alzheimer disease.

  本发明涉及使用由式（I）表示的嘧啶酮衍生物或其盐，其中：X，Y，R1，R2，R3，R4，R5，m，n和p如本文所定义。具体而言，本发明涉及一种药物，其包含所述衍生物或其盐作为活性成分，用于预防和/或治疗由GSK3β或GSK3β和cdk5/p25的异常活性引起的神经退行性疾病，如阿尔茨海默病。
• Heteroaryl substituted 2-pyrimidinyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one and 7-pyrimidinyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)one derivatives
  申请人：SANOFI-SYNTHELABO

  公开号：EP1348708A1

  公开（公告）日：2003-10-01

  The invention relates to a pyrimidone derivative represented by formula (I) or a salt thereof wherein: X represents two hydrogen atoms, a sulphur atom, an oxygen atom or a C1-2 alkyl group and a hydrogen atom; Y represents a bond, an ethenylene group, an ethynylene group or a methylene group optionally substituted by one or two groups chosen from a C1-6 alkyl group, a hydroxy group or a C1-4 alkoxy group; R1 represents a 2, 4 or 5-pyrimidine ring optionally; R2 represents a heterocyclic bicyclic rings, having 1-4 heteroatoms selected from an oxygen atom, a sulfur atom and a nitrogen atom and having 5-9 carbon atoms, of formula R3 represents a hydrogen atom, a C1-6 alkyl group, a hydroxy group, a C1-4 alkoxy group or a halogen atom; R4 represents a hydrogen atom, a C1-6alkyl group, a C1-4alkoxy group or a halogen atom; The invention relates also to a medicament comprising the said derivative or a salt thereof as an active ingredient which is used for preventive and/or therapeutic treatment of a neurodegenerative disease caused by abnormal activity of GSK3β or GSK3β and cdk5/p25, such as Alzheimer disease.

  本发明涉及一种由式（I）代表的嘧啶酮衍生物或其盐，其中： X 代表两个氢原子、一个硫原子、一个氧原子或一个 C1-2 烷基和一个氢原子； Y 代表一个键、一个乙烯基、一个乙炔基或一个亚甲基，可任选被一个或两个选自 C1-6 烷基、羟基或 C1-4 烷氧基的基团取代； R1 代表 2、4 或 5-嘧啶环，可选； R2 代表杂环双环，具有 1-4 个杂原子，选自氧原子、硫原子和氮原子，具有 5-9 个碳原子，其式为 R3 代表氢原子、C1-6 烷基、羟基、C1-4 烷氧基或卤素原子； R4 代表氢原子、C1-6 烷基、C1-4 烷氧基或卤原子； 本发明还涉及一种包含上述衍生物或其盐作为活性成分的药物，该药物用于预防和/或治疗由 GSK3β 或 GSK3β 和 cdk5/p25 活性异常引起的神经退行性疾病，如阿尔茨海默病。
• Substituted aminoquinazoline compounds as A2A antagonist
  申请人：Merck Sharp & Dohme Corp.

  公开号：US10822338B2

  公开（公告）日：2020-11-03

  The present invention is directed to compounds of generic formula (I): or pharmaceutically acceptable salts thereof that are believed to be useful as an A2A-receptor antagonist. The invention is further directed to methods of treating a patient (preferably a human) for diseases or disorders in which the A2A-receptor is involved. The invention further involves use of the compounds as an A2A-receptor antagonist and/or inhibitor for the preparation of a medicament for the treatment and/or prevention of diseases associated with inhibiting the receptor, which includes central nervous system disorders such as Parkinson's disease. The invention is also directed to pharmaceutical compositions which include an effective amount of a compound of formula (I), or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier, and the use of the compounds and pharmaceutical compositions of the invention in the treatment of such diseases.

  本发明涉及通式(I)：的化合物或其药学上可接受的盐类，这些化合物被认为可用作 A2A 受体拮抗剂。本发明进一步涉及治疗患者（最好是人类）涉及 A2A 受体的疾病或紊乱的方法。本发明进一步涉及将化合物用作 A2A 受体拮抗剂和/或抑制剂，用于制备治疗和/或预防与抑制受体有关的疾病的药物，其中包括帕金森病等中枢神经系统疾病。本发明还涉及药物组合物，其中包括有效量的式（I）化合物或其药学上可接受的盐和药学上可接受的载体，以及本发明化合物和药物组合物在治疗此类疾病中的用途。