2-(4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)ethanol | 1089686-81-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-(4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)ethanol
• 英文别名: 2-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazin-1-yl]ethanol
• CAS: 1089686-81-6
• 化学式: C₁₈H₂₉BN₂O₃
• 分子量: 332.251
• InChiKey: KOZNFQPCVMZWRA-UHFFFAOYSA-N

物化性质

• 沸点：
  485.3±45.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  45.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,2S)-2-(3-iodo-1H-indazol-6-yl)-5'-methoxyspiro[cyclopropane-1,3'-indolin]-2'-one 、 2-(4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)ethanol 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 (2'S,3R)-2'-[3-[4-[4-(2-hydroxyethyl)piperazin-1-yl]phenyl]-1H-indazol-6-yl]-5-methoxyspiro[1H-indole-3,1'-cyclopropane]-2-one
  参考文献：
  名称：

  Design and optimization of (3-aryl-1 H -indazol-6-yl)spiro[cyclopropane-1,3′-indolin]-2′-ones as potent PLK4 inhibitors with oral antitumor efficacy

  摘要：

  Previous efforts from our laboratory demonstrated that (E)-3-((3-(E)-vinylaryl)-1H-indazol-6-yl) methylene)-indolin-2-ones are potent PLK4 inhibitors with in vivo anticancer efficacy upon IP dosing. As part of a continued effort to develop selective and orally efficacious inhibitors, we examined variations on this theme wherein 'directly-linked' aromatics, pendant from the indazole core, replace the arylvinyl moiety. Herein, we describe the design and optimization of this series which was ultimately superseded by (3-aryl-1H-indazol-6-yl) spiro[cyclopropane-1,30-indolin]-20-ones. The latter compounds are potent and selective inhibitors of PLK4 with oral exposure in rodents and in vivo anticancer activity. Compound 13b, in particular, has a bioavailability of 22% and achieved a 96% tumor growth inhibition in an MDA-MB-468 xenograft study. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.08.063
• 作为产物：
  描述：

  4-[4-(N-BOC)哌嗪-1-基]苯基硼酸频哪酯 在 盐酸 、 potassium carbonate 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 生成 2-(4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)ethanol
  参考文献：
  名称：

  SUBSTITUTED PYRIDOPYRAZINES AS NOVEL SYK INHIBITORS

  摘要：

  提供了式（1）的吡啶吡嗪化合物，以及其药物组合物和使用方法，其中R1、R2、R3、R4和m如规范中所定义。

  公开号：

  US20140121200A1

文献信息

• [EN] PYRROLO [2, 3-B] PYRIDINES OR PYRROLO [2, 3-B] PYRAZINES AS HPK1 INHIBITOR AND THE USE THEREOF<br/>[FR] PYRROLO [2, 3-B] PYRIDINES OU PYRROLO [2, 3-B] PYRAZINES COMME INHIBITEUR DE HPK1 ET LEUR UTILISATION
  申请人：BEIGENE LTD

  公开号：WO2019238067A1

  公开（公告）日：2019-12-19

  Disclosed herein is a compound of Formula (AIII) or (III), or a stereoisomer thereof, or a pharmaceutically acceptable salt thereof, and pharmaceutical compositions comprising thereof. Also disclosed is a method of treating HPK1 related disorders or diseases by using the compound disclosed herein.

  本文披露了一种公式（AIII）或（III）的化合物，或其立体异构体，或其药用可接受的盐，以及包含该化合物的药物组合物。还披露了一种利用本文披露的化合物治疗HPK1相关疾病或疾病的方法。
• [EN] SUBSTITUTED PYRIDOPYRAZINES AS SYK INHIBITORS<br/>[FR] PYRIDOPYRAZINES SUBSTITUÉES UTILISÉES EN TANT QU'INHIBITEURS DE SYK
  申请人：HUTCHISON MEDIPHARMA LTD

  公开号：WO2014086032A1

  公开（公告）日：2014-06-12

  The present invention relates to pyridopyrazine compounds of formula (I), pharmaceutical compositions thereof and methods of use therefore, wherein R1, R2, R3, L, m, p and W are as defined in the specification.

  本发明涉及式(I)的吡啶吡嗪化合物，以及其药物组合物和使用方法，其中R1、R2、R3、L、m、p和W如规范中所定义。
• [EN] HETEROCYCLIC COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES
  申请人：TAKEDA PHARMACEUTICALS CO

  公开号：WO2017038909A1

  公开（公告）日：2017-03-09

  The present invention provides a heterocyclic compound a TLR7 and/or TLR9 and/or TLR-7/8/9 and/or TLR-7/8 and/or TLR-7/9 inhibitory action, which is useful as an agent for the prophylaxis or treatment of autoimmune diseases and/or inflammatory diseases and the like, in particular, acute decompensated heart failure, non-alcoholic steatohepatitis (NASH), IgA nephropathy, Duchenne muscular dystrophy (DMD), systemic lupus erythematosus, Sjogren's syndrome, rheumatoid arthritis, psoriasis, inflammatory bowel disease, asthma, type 1 diabetes, myasthenia gravis, hematopoetic disfunction, B-cell malignancies, transplant rejection and graft-versus-host disease, hepatocellular carcinoma (HCC) and the like. The present invention is a compound represented by the formula (1) : wherein each symbol is as described in the specification, or a salt thereof.

  本发明提供了一种杂环化合物，具有TLR7和/或TLR9和/或TLR-7/8/9和/或TLR-7/8和/或TLR-7/9的抑制作用，可用作自身免疫疾病和/或炎症性疾病等的预防或治疗剂，特别是急性失代偿性心力衰竭、非酒精性脂肪肝炎（NASH）、IgA肾病、杜兴氏肌肉萎缩症（DMD）、系统性红斑狼疮、干燥综合征、类风湿关节炎、银屑病、炎症性肠病、哮喘、1型糖尿病、重症肌无力、造血功能障碍、B细胞恶性肿瘤、移植排斥和移植物抗宿主病、肝细胞癌（HCC）等。本发明是一种由式（1）表示的化合物：其中每个符号如说明书中所述，或其盐。
• Substituted Pyridopyrazines as Syk Inhibitors
  申请人：HUTCHISON MEDIPHARMA LIMITED

  公开号：US20160002221A1

  公开（公告）日：2016-01-07

  The present invention relates to pyridopyrazine compounds of formula (I), pharmaceutical compositions thereof and methods of use therefore, wherein R 1 , R 2 , R 3 , L, m, p and W are as defined in the specification.

  本发明涉及式(I)的吡啶吡嗪化合物、其制药组合物和使用方法，其中R1、R2、R3、L、m、p和W如规范中所定义。
• Substituted pyrido[3,4-b]pyrazines as Syk inhibitors
  申请人：Su Wei-Guo

  公开号：US09434726B2

  公开（公告）日：2016-09-06

  Provided are pyridopyrazine compounds of formula (I), pharmaceutical compositions thereof and methods of use therefore, wherein R1, R2, R3, R4 and m are as defined in the specification.

  提供了式（I）的吡啶吡嗪化合物，其制药组合物以及使用方法，其中R1、R2、R3、R4和m如规范所定义。