2-[(Z)-(3,5-二甲基-2H-吡咯-2-亚基)甲基]-3,5-二甲基-1H-吡咯盐酸盐(1:1) | 67036-97-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 2-[(Z)-(3,5-二甲基-2H-吡咯-2-亚基)甲基]-3,5-二甲基-1H-吡咯盐酸盐(1:1)
• 中文别名: 3,5,3&prime,5&prime-四甲基-1H,2&primeH-2,2&prime-亚甲基-二-吡咯盐酸盐
• 英文名称: (Z)-2-[(3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]-3,5-dimethyl-1H-pyrrole hydrochloride
• 英文别名: 2-[(3,5-Dimethyl-2H-pyrrol-2-ylidene)methyl]-3,5-dimethyl-1H-pyrrole monohydrochloride；(2Z)-2-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-3,5-dimethylpyrrole;hydrochloride
• CAS: 67036-97-9
• 化学式: C₁₃H₁₆N₂*ClH
• 分子量: 236.744
• InChiKey: SONPMPUHCHDTQZ-QCCGTXRUSA-N

物化性质

• 熔点：
  220-224 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  28.2
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• WGK Germany：
  3

反应信息

• 作为产物：
  描述：

  4,4-二氟-1,3,5,7-四甲基-4-硼杂-3a,4a-二氮杂对称引达省 以 正己烷 、 二氯甲烷 、 丙酮 为溶剂， 反应 1.17h， 生成 2-[(Z)-(3,5-二甲基-2H-吡咯-2-亚基)甲基]-3,5-二甲基-1H-吡咯盐酸盐(1:1)
  参考文献：
  名称：

  使用三卤化硼活化和脱保护F-BODIPY。

  摘要：

  用三卤化硼激活F-BODIPYs，然后用亲核试剂处理，可以很容易地在硼上进行取代；使用水作为亲核试剂可促进-BF2部分的脱保护基去除，从而在极温和的条件下以定量收率生产相应的母体双吡啶盐。

  DOI：

  10.1039/c4cc02706j

文献信息

• NA CHANNELS, DISEASE, AND RELATED ASSAYS AND COMPOSITIONS
  申请人：Brown Milton L.

  公开号：US20110230442A1

  公开（公告）日：2011-09-22

  Disclosed are molecules and their synthesis, for use in blocking gated ion channels such as voltage-gated sodium channels (VGSCs) and prostate voltage sodium channels (PVSCs). These inhibitors have superior blocking efficacy, for instance in displacing the radioligand [ 3 H]-Batrachotoxin-B ([ 3 H]-BTX-B) that binds to site 2 of a VGSC. The molecules of the invention comprise a moiety which increases the binding affinity of molecules for the protein binding site in prostate cancer cells (PCs), and which is also fluorescent. In one embodiment the invention molecules are an inhibition system that can be used to target over-abundant or hyperactive VGSCs selectively in pain, epilepsy or prostate cancer, inhibiting the proliferation of PCs. The fluorescent moiety also facilitates screening, tracking, and pharmacodynamic studies of the drug in a biological system both in vitro and in vivo.

  本发明涉及分子及其合成，用于阻断门控离子通道，例如电压门控钠通道（VGSC）和前列腺电压钠通道（PVSC）。这些抑制剂具有卓越的阻断效力，例如在取代结合到VGSC的位点2的放射性配体[3H]-Batrachotoxin-B ([3H]-BTX-B)方面。本发明的分子包括一个基团，增加分子对前列腺癌细胞（PC）中蛋白质结合位点的结合亲和力，并且也是荧光的。在一种实施方式中，本发明的分子是一种抑制系统，可用于选择性地靶向过度丰富或过度活跃的VGSC，从而抑制疼痛、癫痫或前列腺癌的PC的增殖。荧光基团还有助于在体外和体内生物系统中筛选、跟踪和药效学研究药物。
• Synthesis, Anion-Binding Properties, and In Vitro Anticancer Activity of Prodigiosin Analogues
  作者：Jonathan L. Sessler、Leah R. Eller、Won-Seob Cho、Sergios Nicolaou、Apolonio Aguilar、Jeong Tae Lee、Vincent M. Lynch、Darren J. Magda

  DOI：10.1002/anie.200501740

  日期：2005.9.19
• US8816095B2
  申请人：——

  公开号：US8816095B2

  公开（公告）日：2014-08-26
• [EN] NA CHANNELS, DISEASE, AND RELATED ASSAYS AND COMPOSITIONS<br/>[FR] CANAUX SODIQUES, MALADIE, ET DOSAGES ET COMPOSITIONS APPARENTÉES
  申请人：UNIV GEORGETOWN

  公开号：WO2010019963A2

  公开（公告）日：2010-02-18

  Disclosed are molecules and their synthesis, for use in blocking gated ion channels such as voltage-gated sodium channels (VGSCs) and prostate voltage sodium channels (PVSCs). These inhibitors have superior blocking efficacy, for instance in displacing the radioligand [3H]-Batrachotoxin-B ([3H]-BTX-B) that binds to site 2 of a VGSC. The molecules of the invention comprise a moiety which increases the binding affinity of molecules for the protein binding site in prostate cancer cells (PCs), and which is also fluorescent. In one embodiment the invention molecules are an inhibition system that can be used to target overabundant or hyperactive VGSCs selectively in pain, epilepsy or prostate cancer, inhibiting the proliferation of PCs. The fluorescent moiety also facilitates screening, tracking, and pharmacodynamic studies of the drug in a biological system both in vitro and in vivo.
• Activation and deprotection of F-BODIPYs using boron trihalides
  作者：Travis Lundrigan、T. Stanley Cameron、Alison Thompson

  DOI：10.1039/c4cc02706j

  日期：——

  The activation of F-BODIPYs with boron trihalides, followed by treatment with a nucleophile, effects facile substitution at boron; using water as the nucleophile promotes deprotective removal of the -BF2 moiety and thereby production of the corresponding parent dipyrrin salt in quantitative yield under extremely mild conditions.

  用三卤化硼激活F-BODIPYs，然后用亲核试剂处理，可以很容易地在硼上进行取代；使用水作为亲核试剂可促进-BF2部分的脱保护基去除，从而在极温和的条件下以定量收率生产相应的母体双吡啶盐。