methyl 5-amino-6-chloroimidazo[1,2-a]pyridine-8-carboxylate | 676351-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: methyl 5-amino-6-chloroimidazo[1,2-a]pyridine-8-carboxylate
• CAS: 676351-81-8
• 化学式: C₉H₈ClN₃O₂
• 分子量: 225.634
• InChiKey: KTJZCSZDDPEPKY-UHFFFAOYSA-N

物化性质

• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氯乙醛 、 methyl 2,6-diamino-5-chloronicotinate 在 甲醇 、 crude material 、 silica gel 、 methanol-dichloromethane 作用下， 以 甲醇 为溶剂， 反应 23.25h， 以to give 1.52 g (68%) of the title compound as an off white powder的产率得到methyl 5-amino-6-chloroimidazo[1,2-a]pyridine-8-carboxylate
  参考文献：
  名称：

  Imidazopyridine compounds as 5-HT4 receptor modulators

  摘要：

  本发明提供了式(I)的化合物或其药学上可接受的盐，其中R1为氢、卤素或烷基；R2和R3分别为氢、烷基、烯基、炔基、氨基烷基或羟基烷基；或R2和R3与它们所连接的氮原子一起可以形成杂环；R4为氢、卤素、酰基、氨基、酰胺基、芳基、芳基烷基或杂芳基；R5为氢、卤素、烷基、烯基、炔基、酰基、氨基、酰胺基、芳基、芳基烷基或杂芳基；R6为氢、烷基或烷氧基烷基；X为NR9，其中R9为氢或烷基；Y为(CR7R8)n，其中n为0至5的整数。这些化合物具有5-HT4受体结合活性，因此在哺乳动物，特别是人类中，对于治疗胃食管反流病、非溃疡性消化不良、功能性消化不良、肠易激综合征等具有用途。本发明还提供了包含上述化合物的制药组合物。

  公开号：

  US20030092699A1

文献信息

• [EN] N-SUBSTITUTED PIPERIDINYL-IMIDAZOPYRIDINE COMPOUNDS AS 5-HT4 RECEPTOR MODULATORS<br/>[FR] COMPOSES DE PIPERIDINYL-IMIDAZOPYRIDINE N-SUBSTITUES UTILISES COMME MODULATEURS DU RECEPTEUR 5-HT4
  申请人：PFIZER PHARMA

  公开号：WO2004026868A1

  公开（公告）日：2004-04-01

  This invention provides a compound of the formula (I): wherein Rl represents a hydrogen atom or a halogen atom; R2 represents a hydrogen atom, etc.; R3 represents an alkyl group having from 1 to 10 carbon atoms; said alkyl group in R3 is substituted by at least one substituent selected from the group consisting of substituents α ; said substituents α are selected from the group consisting of aryl groups, hydroxy groups, oxo groups, etc.; said aryl groups have 6 to 10 carbon atoms; said aryl groups are unsubstituted or substituted by at least one alkyl group having from 1 to 6 carbon atoms; said heterocyclic groups and heterocyclic moiety in heterocycliccarbonyl groups are 5- to 10-membered cyclic groups containing from 1 to 4 heteroatoms selected from the group consisting of nitrogen atoms, etc.; or a pharmaceutically acceptable amide of such compound, or a pharmaceutically acceptable ester of such compound, and pharmaceutically acceptable salts thereof. These compounds have 5-HT4 receptor binding activity, and thus are useful for the treatment of gastroesophageal reflux disease, non-ulcer dyspepsia, functional dyspepsia, irritable bowel syndrome or the like in mammalian, especially humans. This invention also provides a pharmaceutical composition comprising the above compound.

  这项发明提供了一个化合物的结构式(I)：其中R1代表氢原子或卤原子；R2代表氢原子，等等；R3代表具有1至10个碳原子的烷基基团；R3中的烷基基团被来自α取代基组的至少一个取代基所取代；所述α取代基选自芳基、羟基、酮基等组成的组；所述芳基含有6至10个碳原子；所述芳基未取代或被具有1至6个碳原子的至少一个烷基基团所取代；所述杂环基团和杂环基团中的杂环基在杂环羰基中是含有1至4个来自氮原子等组成的杂原子的5至10元环基团；或者是该化合物的药学上可接受的酰胺，或者是该化合物的药学上可接受的酯，以及其药学上可接受的盐。这些化合物具有5-HT4受体结合活性，因此对于哺乳动物，特别是人类的胃食管反流病、非溃疡性消化不良、功能性消化不良、肠易激综合征等的治疗是有用的。该发明还提供了包含上述化合物的药物组合物。
• N-substituted piperidinyl-imidazopyridine compounds as 5-HT4 receptor modulators
  申请人：Pfizer Inc

  公开号：US20040127514A1

  公开（公告）日：2004-07-01

  This invention provides a compound of the formula (I): 1 or a pharmaceutically acceptable salt, amide or ester thereof, wherein R 1 represents a hydrogen atom or a halogen atom; R 2 represents a hydrogen atom, etc.; R 3 represents an alkyl group having from 1 to 10 carbon atoms; said alkyl group of R 3 is substituted by at least one substituent selected from the group consisting of substituents &agr;; said substituents &agr; is aryl, hydroxy, oxo, etc.; said aryl having 6 to 10 carbon atoms; said aryl is unsubstituted or substituted by at least one alkyl group having from 1 to 6 carbon atoms; said heterocyclic and the heterocyclic moiety of said heterocycliccarbonyl, both of substituents &agr;, are 5- to 10-membered cyclic groups containing from 1 to 4 heteroatoms selected from the group consisting of nitrogen atoms, oxygen atoms and sulfur atoms These compounds have 5-HT 4 receptor binding activity, and thus are useful for the treatment of gastroesophageal reflux disease, non-ulcer dyspepsia, functional dyspepsia, irritable bowel syndrome or the like in mammalian, especially humans. This invention also provides a pharmaceutical composition comprising the above compound.

  本发明提供了化合物(I)的化合物：1或其药学上可接受的盐，酰胺或酯，其中R1代表氢原子或卤素原子; R2代表氢原子等; R3代表具有1到10个碳原子的烷基基团; R3的烷基基团被选自取代基&agr;的至少一种取代; 该取代基&agr;是芳基，羟基，氧代或其他; 该芳基具有6到10个碳原子; 该芳基未取代或被至少一个具有1到6个碳原子的烷基基团取代; 该杂环和该杂环羰基的杂环基团，取代基&agr;均为5至10个成员的环状基团，包含1至4个选自氮原子，氧原子和硫原子的杂原子。这些化合物具有5-HT4受体结合活性，因此对于哺乳动物，特别是人类的胃食管反流病，非溃疡性消化不良，功能性消化不良，肠易激综合征或类似疾病的治疗有用。本发明还提供了包含上述化合物的制药组合物。
• IMIDAZOPYRIDINE COMPOUNDS AS 5-HT 4? RECEPTOR MODULATORS
  申请人：PFIZER INC.

  公开号：EP1440071B1

  公开（公告）日：2005-10-26
• US6624162B2
  申请人：——

  公开号：US6624162B2

  公开（公告）日：2003-09-23
• US6951867B2
  申请人：——

  公开号：US6951867B2

  公开（公告）日：2005-10-04