1-(1H-indole-2-carbonyl)piperidine-4-carboxylic acid | 147959-11-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-(1H-indole-2-carbonyl)piperidine-4-carboxylic acid
• CAS: 147959-11-3
• 化学式: C₁₅H₁₆N₂O₃
• 分子量: 272.304
• InChiKey: NJBJBFZXSQCNNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(1H-indole-2-carbonyl)piperidine-4-carboxylic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hexamethyldisilazane 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.34h， 生成 N-benzyl-1-(1-benzyl-1H-indole-2-carbonyl)-N-methylpiperidine-4-carboxamide
  参考文献：
  名称：

  ARBOVIRUS INHIBITORS AND USES THEREOF

  摘要：

  本发明涉及化学化合物、其发现方法以及其治疗用途。具体而言，本发明提供了作为虫媒病毒抑制剂的化合物。

  公开号：

  US20120252807A1
• 作为产物：
  描述：

  ethyl 1-(1H-indole-2-carbonyl)piperidine-4-carboxylate 在 水 、 lithium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 1-(1H-indole-2-carbonyl)piperidine-4-carboxylic acid
  参考文献：
  名称：

  ARBOVIRUS INHIBITORS AND USES THEREOF

  摘要：

  本发明涉及化学化合物、其发现方法以及其治疗用途。具体而言，本发明提供了作为虫媒病毒抑制剂的化合物。

  公开号：

  US20120252807A1

文献信息

• Arbovirus inhibitors and uses thereof
  申请人：Larsen Scott

  公开号：US08846684B2

  公开（公告）日：2014-09-30

  The present invention relates to chemical compounds, methods for their discovery, and their therapeutic use. In particular, the present invention provides compounds as inhibitors of arboviruses.

  本发明涉及化学化合物，其发现方法以及它们的治疗用途。特别是，本发明提供了作为蚊媒病毒抑制剂的化合物。
• [EN] CONOLIDINE ANALOGUES AS SELECTIVE ACKR3 MODULATORS FOR THE TREATMENT OF CANCER AND CARDIOVASCULAR DISEASES<br/>[FR] ANALOGUES DE LA CONOLIDINE SERVANT DE MODULATEURS SÉLECTIFS D'ACKR3 POUR TRAITER LE CANCER
  申请人：LUXEMBOURG INST OF HEALTH LIH

  公开号：WO2022136486A1

  公开（公告）日：2022-06-30

  The present application discloses compounds of e.g. formulae (2), (1A), (1B) or (1C) as selective atypical chemokine receptor 3 (ACKR3) modulators for the treatment of e.g. cancer, atherosclerotic vascular disease, cardiovascular diseases, fibrosis (e.g. cardiac fibrosis), inflammatory or autoimmune diseases and conditions, conditions of excessive or abnormal vascularization (e.g. wound healing), stem cell differentiation and mobilization disorders, brain and neuronal dysfunctions (e.g. Alzheimer's disease, multiple sclerosis and demyelinating diseases), kidney dysfunction, renal dysfunction, preeclampsia, human immunodeficiency virus (HIV) infection and obesity. Further provided are said compounds for use in methods for in vitro or ex vivo diagnosis, prediction, prognosis and/or monitoring of a disease or condition characterized by an aberrant level of ACKR3 polypeptide, as well as for use in in vitro methods for identifying an agent useful as a therapeutic. An exemplary compound is e.g. WW-1.

  本申请公开了化合物的结构公式，如公式（2），（1A），（1B）或（1C），作为选择性非典型趋化因子受体3（ACKR3）调节剂，用于治疗癌症，动脉粥样硬化性血管疾病，心血管疾病，纤维化（例如心脏纤维化），炎症或自身免疫性疾病和病症，过度或异常血管化病症（例如伤口愈合），干细胞分化和移动障碍，脑和神经功能障碍（例如阿尔茨海默病，多发性硬化症和脱髓鞘性疾病），肾功能障碍，肾功能障碍，先兆子痫，人类免疫缺陷病毒（HIV）感染和肥胖症。此外，还提供了这些化合物用于体外或体外诊断、预测、预后和/或监测由ACKR3多肽水平异常特征的疾病或病症的方法，以及用于体外方法，以鉴定作为治疗药物有用的试剂。其中一个示例化合物是WW-1。
• Optimization of Novel Indole-2-carboxamide Inhibitors of Neurotropic Alphavirus Replication
  作者：Janice A. Sindac、Scott J. Barraza、Craig J. Dobry、Jianming Xiang、Pennelope K. Blakely、David N. Irani、Richard F. Keep、David J. Miller、Scott D. Larsen

  DOI：10.1021/jm401330r

  日期：2013.11.27

  Neurotropic alphaviruses, which include western equine encephalitis virus (WEEV) and Fort Morgan virus, are mosquito-borne pathogens that infect the central nervous system causing acute and potentially fatal encephalitis. We previously reported a novel series of indole-2-carboxamides as alphavirus replication inhibitors, one of which conferred protection against neuroadapted Sindbis virus infection in mice. We describe here further development of this series, resulting in 10-fold improvement in potency in a WEEV repliton assay and up to 40-fold increases in half-lives in mouse liver microsomes. Using a rhodamine123 uptake assay in MDR1-MDCKII cells, we were able to identify structural modifications that markedly reduce recognition by P-glycoprotein, the key efflux transporter at the blood brain barrier. In a preliminary mouse PK study, we were able to demonstrate that two new analogues could achieve higher and/or longer plasma drug exposures than our previous lead and that one compound achieved measurable drug levels in the brain.
• US8846684B2
  申请人：——

  公开号：US8846684B2

  公开（公告）日：2014-09-30
• [EN] ARBOVIRUS INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS D'ARBOVIRUS ET LEURS UTILISATIONS
  申请人：UNIV MICHIGAN

  公开号：WO2012170098A2

  公开（公告）日：2012-12-13

  The present invention relates to chemical compounds, methods for their discovery, and their therapeutic use. In particular, the present invention provides compounds as inhibitors of arboviruses.