4-(羟基甲基)-4-甲氧基哌啶-1-羧酸叔丁酯 | 239073-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 4-(羟基甲基)-4-甲氧基哌啶-1-羧酸叔丁酯
• 英文名称: tert-butyl 4-(hydroxymethyl)-4-methoxypiperidine-1-carboxylate
• CAS: 239073-94-0
• 化学式: C₁₂H₂₃NO₄
• 分子量: 245.319
• InChiKey: AXXVKHFKOZNEOR-UHFFFAOYSA-N

物化性质

• 沸点：
  330.5±27.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(羟基甲基)-4-甲氧基哌啶-1-羧酸叔丁酯 在 盐酸 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 氰基亚甲基三正丁基膦 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 2.5h， 生成 4-[(4-{5-[(4-methoxypiperidin-4-yl)methoxy]-3-methylpyridine-2-carbonyl}piperazin-1-yl)methyl]benzonitrile
  参考文献：
  名称：

  Novel Indirect AMP-Activated Protein Kinase Activators: Identification of a Second-Generation Clinical Candidate with Improved Physicochemical Properties and Reduced hERG Inhibitory Activity

  摘要：

  This study reports the synthesis and evaluation of novel indirect AMP-activated protein kinase (AMPK) activators. The series of compounds selectively inhibited cell growth in several human breast cancer cell lines by activating AMPK. We performed back-up medicinal chemistry synthetic research on ASP4132, a previously reported as a compound for clinical development that acts as an indirect AMPK activator. This led to the successful identification of 4-({4-[5-({1-[(5-ethoxypyrazin-2-yl)methyl]-4-fluoropiperidin-4-yl}methoxy)-3-methylpyridine-2-carbonyl]piperazin-1-yl}methyl)benzonitrile succinate (27b), a potent, highly aqueous soluble and metabolically stable compound in human hepatocytes. Compound 27b also showed weaker human Ether-a-go-go Related Gene (hERG) inhibitory activity than that of compound 13 and ASP4132. Therefore, 27b was a promising AMPK activator and a second-generation clinical candidate for treatment for human cancer.

  DOI：

  10.1248/cpb.c20-00015
• 作为产物：
  描述：

  1-噁-6-氮杂螺[2.5]辛烷-6-羧酸-1,1-二甲基乙酯 在 20% palladium hydroxide-activated charcoal 、 氢气 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 13.34h， 生成 4-(羟基甲基)-4-甲氧基哌啶-1-羧酸叔丁酯
  参考文献：
  名称：

  EP2565194

  摘要：

  公开号：

文献信息

• Sulfonamide derivatives, processes for producing the same and utilization thereof
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US06403595B1

  公开（公告）日：2002-06-11

  The present invention is to provide a compound or a salt thereof represented by the formula: wherein R1 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, the ring A is an optionally substituted divalent nitrogen-containing heterocyclic group, X′ is an optionally substituted alkylene chain, Y is an optionally substituted divalent cyclic group, X is a chemical bond or an optionally substituted alkylene chain, and Z is (1) an optionally substituted amino group, (2) an optionally substituted imidoyl group or (3) an optionally substituted nitrogen-containing heterocyclic group, or a pro-drug thereof, which have activated coagulation factor X inhibitory activity and which are useful as anti-coagulants.

  本发明提供了一种由下式表示的化合物或其盐：其中R1是一个可选择取代的碳氢基团或可选择取代的杂环基团，环A是一个可选择取代的含氮双价杂环基团，X′是一个可选择取代的烷基链，Y是一个可选择取代的双价环基团，X是一个化学键或可选择取代的烷基链，Z是（1）一个可选择取代的氨基团，（2）一个可选择取代的亚胺基团或（3）一个可选择取代的含氮杂环基团，或其前体药物，具有激活凝血因子X抑制活性，并且可用作抗凝剂。
• Sulfonamide derivatives, their production and use
  申请人：——

  公开号：US20020193382A1

  公开（公告）日：2002-12-19

  The present invention is to provide a compound or a salt thereof represented by the formula: 1 wherein R 1 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, the ring A is an optionally substituted divalent nitrogen-containing heterocyclic group, X′ is an optionally substituted alkylene chain, Y is an optionally substituted divalent cyclic group, X is a chemical bond or an optionally substituted alkylene chain, and Z is (1)an optionally substituted amino group, (2) an optionally substituted imidoyl group or (3) an optionally substituted nitrogen-containing heterocyclic group, or a pro-drug thereof, which have activated coagulation factor X inhibitory activity and which is useful as anti-coagulant.

  本发明提供了一种化合物或其盐，其化学式为1，其中R1是可选取代的烃基或可选取代的杂环基，环A是可选取代的含氮双价杂环基，X'是可选取代的烷基链，Y是可选取代的双价环状基团，X是化学键或可选取代的烷基链，Z是（1）可选取代的氨基，（2）可选取代的咪唑基或（3）可选取代的含氮杂环基团，或其前药，具有活化凝血因子X抑制活性，可用作抗凝剂。
• IMIDAZO[1,2-a]PYRIDINE DERIVATIVE
  申请人：Astellas Pharma Inc.

  公开号：US20130053363A1

  公开（公告）日：2013-02-28

  [Problem] To provide a compound useful as medicine having PDE4B inhibitory activity, in particular, as an active ingredient of a composition for treating or preventing schizophrenia, Alzheimer's disease, dementia, depression and the like. [Measures for Solution] The present inventors examined compounds having PDE4B inhibitory activity and found that a tricyclic or tetracyclic imidazo[1,2-a]pyridine derivative or salts thereof had a superior PDE4B inhibitory activity, thereby completing the present invention. The imidazo[1,2-a]pyridine derivative can be used as an agent for treating or preventing schizophrenia, Alzheimer's disease, dementia, depression and the like.

  [问题]提供一种作为药物有PDE4B抑制活性的化合物，特别是作为治疗或预防精神分裂症、阿尔茨海默病、痴呆、抑郁症等组合物的活性成分。[解决方案措施]本发明人研究了具有PDE4B抑制活性的化合物，发现三环或四环咪唑[1,2-a]吡啶衍生物或其盐具有卓越的PDE4B抑制活性，从而完成了本发明。咪唑[1,2-a]吡啶衍生物可用作治疗或预防精神分裂症、阿尔茨海默病、痴呆、抑郁症等的药物。
• Imidazo[1,2-a]pyridine derivative
  申请人：Astellas Pharma Inc.

  公开号：US08822688B2

  公开（公告）日：2014-09-02

  [Problem] To provide a compound useful as medicine having PDE4B inhibitory activity, in particular, as an active ingredient of a composition for treating or preventing schizophrenia, Alzheimer's disease, dementia, depression and the like. [Measures for Solution] The present inventors examined compounds having PDE4B inhibitory activity and found that a tricyclic or tetracyclic imidazo[1,2-a]pyridine derivative or salts thereof had a superior PDE4B inhibitory activity, thereby completing the present invention. The imidazo[1,2-a]pyridine derivative can be used as an agent for treating or preventing schizophrenia, Alzheimer's disease, dementia, depression and the like.

  [问题] 提供一种具有PDE4B抑制活性的化合物作为药物，特别是作为治疗或预防精神分裂症、阿尔茨海默病、痴呆、抑郁症等疾病的组合物的活性成分。 [解决措施] 现发明人研究了具有PDE4B抑制活性的化合物，并发现三环或四环咪唑[1,2-a]吡啶衍生物或其盐具有卓越的PDE4B抑制活性，从而完成了本发明。咪唑[1,2-a]吡啶衍生物可用作治疗或预防精神分裂症、阿尔茨海默病、痴呆、抑郁症等疾病的药物。
• SULFONAMIDE DERIVATIVES, PROCESS FOR PRODUCING THE SAME AND UTILIZATION THEREOF
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP1054005A1

  公开（公告）日：2000-11-22

  The present invention is to provide a compound or a salt thereof represented by the formula: wherein R1 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, the ring A is an optionally substituted divalent nitrogen-containing heterocyclic group, X' is an optionally substituted alkylene chain, Y is an optionally substituted divalent cyclic group, X is a chemical bond or an optionally substituted alkylene chain, and Z is (1)an optionally substituted amino group, (2) an optionally substituted imidoyl group or (3) an optionally substituted nitrogen-containing heterocyclic group, or a pro-drug thereof, which have activated coagulation factor X inhibitory activity and which is useful as anti-coagulant.

  本发明旨在提供一种由式表示的化合物或其盐： 其中 R1 是任选取代的烃基或任选取代的杂环基，环 A 是任选取代的二价含氮杂环基，X'是任选取代的亚烷基链，Y 是任选取代的二价环基、X是化学键或任选取代的亚烷基链，Z是(1)任选取代的氨基，(2)任选取代的亚胺酰基或(3)任选取代的含氮杂环基，或其原药，具有活化凝血因子X抑制活性，可用作抗凝剂。