1-benzyl-3-<(t-butyloxycarbonyl)methylamino>-piperidine | 172477-99-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-benzyl-3-<(t-butyloxycarbonyl)methylamino>-piperidine
• 英文别名: tert-butyl (1-benzylpiperidin-3-yl)(methyl)carbamate；Tert-butyl (1-benzylpiperidin-3-yl)(methyl)carbamate；tert-butyl N-(1-benzylpiperidin-3-yl)-N-methylcarbamate
• CAS: 172477-99-5
• 化学式: C₁₈H₂₈N₂O₂
• mdl: MFCD06656643
• 分子量: 304.433
• InChiKey: UDCUFWXNFAVXPZ-UHFFFAOYSA-N

物化性质

• 沸点：
  387.5±31.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.611
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-<(t-butyloxycarbonyl)methylamino>-piperidine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以90%的产率得到3-N-Boc-3-N-甲胺基哌啶
  参考文献：
  名称：

  μ阿片类激动剂3,8-二氮杂双环[3.2.1]辛烷的单环类似物：合成，建模和活性

  摘要：

  在结构上与μ阿片类激动剂3-cinnamyl-8 propionyl-3,8-diazabicyclo [3.2。]有关的几种单环衍生物。1]辛烷已经合成，并使用μ选择性3 H-DAMGO作为配体在结合研究中进行了测试。为了解释观察到的对μ阿片受体缺乏亲和力，已经对相同的化合物进行了建模研究

  DOI：

  10.1016/0040-4020(95)00716-l
• 作为产物：
  描述：

  1-苄基-3-哌啶酮 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 1.0h， 生成 1-benzyl-3-<(t-butyloxycarbonyl)methylamino>-piperidine
  参考文献：
  名称：

  μ阿片类激动剂3,8-二氮杂双环[3.2.1]辛烷的单环类似物：合成，建模和活性

  摘要：

  在结构上与μ阿片类激动剂3-cinnamyl-8 propionyl-3,8-diazabicyclo [3.2。]有关的几种单环衍生物。1]辛烷已经合成，并使用μ选择性3 H-DAMGO作为配体在结合研究中进行了测试。为了解释观察到的对μ阿片受体缺乏亲和力，已经对相同的化合物进行了建模研究

  DOI：

  10.1016/0040-4020(95)00716-l

文献信息

• [EN] SUBSTITUTED PYRIDINES AS INHIBITORS OF DNMT1<br/>[FR] PYRIDINES SUBSTITUÉES EN TANT QU'INHIBITEURS DE DNMT1
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2017216726A1

  公开（公告）日：2017-12-21

  The invention is directed to substituted pyridine derivatives. Specifically, the invention is directed to compounds according to Formula (Iar): (Iar) wherein Yar, X1ar, X2ar, R1ar, R2ar, R3ar, R4ar and R5ar are as defined herein; or a pharmaceutically acceptable salt or prodrug thereof. The compounds of the invention are selective inhibitors of DNMT1 and can be useful in the treatment of cancer, pre-cancerous syndromes, beta hemoglobinopathy disorders, sickle cell disease, sickle cell anemia, and beta thalassemia, and diseases associated with DNMT1 inhibition. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting DNMT1 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  该发明涉及取代吡啶衍生物。具体而言，该发明涉及符合以下式（Iar）的化合物：（Iar）其中Yar、X1ar、X2ar、R1ar、R2ar、R3ar、R4ar和R5ar如本文所定义；或其药学上可接受的盐或前药。该发明的化合物是DNMT1的选择性抑制剂，可用于治疗癌症、癌前综合征、β血红蛋白病、镰状细胞病、镰状细胞贫血、β地中海贫血以及与DNMT1抑制相关的疾病。因此，该发明进一步涉及包含该发明化合物的药物组合物。该发明还进一步涉及使用该发明化合物或包含该发明化合物的药物组合物抑制DNMT1活性和治疗相关疾病的方法。
• Substituted pyridines as inhibitors of DNMT1
  申请人：GlaxoSmithKline Intellectual Property Development Limited

  公开号：US10975056B2

  公开（公告）日：2021-04-13

  The invention is directed to substituted pyridine derivatives. Specifically, the invention is directed to compounds according to Formula (Iar): wherein Yar, X1ar, X2ar, R1ar, R2ar, R3ar, R4ar and R5ar are as defined herein; or a pharmaceutically acceptable salt or prodrug thereof. The compounds of the invention are selective inhibitors of DNMT1 and can be useful in the treatment of cancer, pre-cancerous syndromes, beta hemoglobinopathy disorders, sickle cell disease, sickle cell anemia, and beta thalassemia, and diseases associated with DNMT1 inhibition. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting DNMT1 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  本发明涉及取代的吡啶衍生物。具体地说，本发明是针对符合式（Iar）的化合物： 其中 Yar、X1ar、X2ar、R1ar、R2ar、R3ar、R4ar 和 R5ar 如本文所定义；或其药学上可接受的盐或原药。 本发明的化合物是 DNMT1 的选择性抑制剂，可用于治疗癌症、癌前综合征、β 血红蛋白病疾病、镰状细胞病、镰状细胞性贫血和β 地中海贫血以及与 DNMT1 抑制相关的疾病。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明还进一步涉及使用本发明化合物或包含本发明化合物的药物组合物抑制 DNMT1 活性和治疗与之相关疾病的方法。
• SUBSTITUTED PYRIDINES AS INHIBITORS OF DNMT1
  申请人：GlaxoSmithKline Intellectual Property Development Limited

  公开号：US20190194166A1

  公开（公告）日：2019-06-27

  The invention is directed to substituted pyridine derivatives. Specifically, the invention is directed to compounds according to Formula (Iar): wherein Y ar , X 1ar , X 2ar , R 1ar , R 2ar , R 3ar , R 4ar and R 5ar are as defined herein; or a pharmaceutically acceptable salt or prodrug thereof. The compounds of the invention are selective inhibitors of DNMT1 and can be useful in the treatment of cancer, pre-cancerous syndromes, beta hemoglobinopathy disorders, sickle cell disease, sickle cell anemia, and beta thalassemia, and diseases associated with DNMT1 inhibition. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting DNMT1 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.
• [EN] SUBSTITUTED PYRIDINES AS INHIBITORS OF DNMT1<br/>[FR] PYRIDINES SUBSTITUÉES UTILISÉES EN TANT QU'INHIBITEURS DE DNMT1
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2017216727A1

  公开（公告）日：2017-12-21

  The invention is directed to substituted pyridine derivatives. Specifically, the invention is directed to compounds according to Formula (Iar): (Iar) wherein Yar, X1ar, X2ar, R1ar, R2ar, R3ar, R4ar and R5ar are as defined herein; or a pharmaceutically acceptable salt or prodrug thereof. The compounds of the invention are selective inhibitors of DNMT1 and can be useful in the treatment of cancer, pre-cancerous syndromes, beta hemoglobinopathy disorders, sickle cell disease, sickle cell anemia, and beta thalassemia, and diseases associated with DNMT1 inhibition. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting DNMT1 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.
• Monocyclic analogues of the μ-opioid agonist 3,8-diazabicyclo [3.2.1]octanes: Synthesis, modeling, and activity
  作者：Daniela Barlocco、Stefania Villa、Walter Fratta、Paola Fadda、Diego Colombo、Lucio Toma

  DOI：10.1016/0040-4020(95)00716-l

  日期：1995.10

  Several monocyclic derivatives structurally related to the μ-opioid agonist 3-cinnamyl-8 propionyl-3,8-diazabicyclo[3.2. 1]octane have been synthesized and tested in binding studies using the μ-selective 3H-DAMGO as ligand. Modeling studies have been performed on the same compounds in order to explain the observed lack of affinity towards μ-opioid receptors

  在结构上与μ阿片类激动剂3-cinnamyl-8 propionyl-3,8-diazabicyclo [3.2。]有关的几种单环衍生物。1]辛烷已经合成，并使用μ选择性3 H-DAMGO作为配体在结合研究中进行了测试。为了解释观察到的对μ阿片受体缺乏亲和力，已经对相同的化合物进行了建模研究