4-fluoro-N-(2-methylquinolin-8-yl)benzamide | 898603-38-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-fluoro-N-(2-methylquinolin-8-yl)benzamide
• CAS: 898603-38-8
• 化学式: C₁₇H₁₃FN₂O
• mdl: MFCD03390266
• 分子量: 280.301
• InChiKey: MHMHKBUXDFCRQA-UHFFFAOYSA-N

物化性质

• 沸点：
  372.6±32.0 °C(Predicted)
• 密度：
  1.296±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三氯一茂钛 、 4-fluoro-N-(2-methylquinolin-8-yl)benzamide 在 KH 作用下， 以 tetrahydrofuran 为溶剂， 以84%的产率得到η5-cyclopentadienyl[N-(2-methylquinolin-8-yl)-p-fluorobenzamide]titanium dichloride
  参考文献：
  名称：

  Syntheses, Characterization, and Ethylene (Co-)Polymerization Screening of Amidate Half-Titanocene Dichlorides

  摘要：

  A series of amidate half-titanocene dichlorides, Cp/TiLCl(2) [Cp' = Cp (as eta(5)-C(5)H(5)) or Cp* (as eta(5)-C(5)Me(5)), L = N-(2-methylquinolin-8-yl)-p-R-benzamides; C1: Cp' = Cp, R = OMe; C2: Cp' = Cp, R = Me; C3: Cp' = Cp, R = H; C4: Cp' = Cp, R = F; C5: Cp' = Cp, R = Cl; C6: Cp' = Cp*, R = OMe; C7: Cp' = Cp*, R = Me], have been synthesized by the stoichiometric reaction of Cp'TiCl(3) with the corresponding potassium amidates. All complexes are fully characterized by elemental and NMR analyses. The molecular structures of complexes C2 and C4 are confirmed by single-crystal X-ray diffraction, and the amidate moieties coordinate the titanium center by imino and alkoxide groups. The systems C1-C7/MAO show much higher activities toward ethylene polymerization than CpTiCl(3)/MAO or Cp*TiCl(3)/MAO systems. The procatalysts (C6 and C7) bearing a Cp* ligand exhibit higher activities than their analogues (C1-C5) containing a Cp ligand, while the amidate ligands containing electron-donating groups positively affect the catalytic behavior. Both increasing the ratio of MAO to titanium and reducing reaction temperature enhance the productivities; however, the molecular weights of the resultant polymers decrease with higher activities. Moreover, the C6/MAO system performs with high activity in the copolymerization of ethylene and 1-hexene or 1-octene.

  DOI：

  10.1021/om1000748
• 作为产物：
  描述：

  8-氨基喹哪啶 、 对氟苯甲酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 4-fluoro-N-(2-methylquinolin-8-yl)benzamide
  参考文献：
  名称：

  QUINOLINES THAT MODULATE SERCA AND THEIR USE FOR TREATING DISEASE

  摘要：

  本文提供了喹啉，例如Formula I的化合物，其药物组合物，以及用于治疗、预防或缓解神经疾病、神经退行性疾病或糖尿病的一种或多种症状的方法。本文还提供了用于调节肌浆网/内质网C2+ATP酶活性的方法。

  公开号：

  US20190151303A1

文献信息

• [EN] QUINOLINES AND THEIR USE FOR TREATING ENDOPLASMIC RETICULUM STRESS-CAUSED DISEASES<br/>[FR] QUINOLÉINES ET LEUR UTILISATION POUR TRAITER LES MALADIES DUES AU STRESS DU RÉTICULUM ENDOPLASMIQUE
  申请人：CELLADON CORP

  公开号：WO2016032569A1

  公开（公告）日：2016-03-03

  Provided herein are quinolines, e.g., a compound of Formula (I) or (IB), pharmaceutical compositions thereof, and methods of their use for treating, preventing, or ameliorating one or more symptoms of an endoplasmic reticulum stress-caused disease. Also provided herein are methods of their use for reducing endoplasmic reticulum stress and modulating the activity of a sarcoplasmic/endoplasmic reticulum Ca2+ ATPase.

  本文提供了喹啉类化合物，例如，化合物的化学式为（I）或（IB），以及其药物组合物，并用于治疗、预防或改善内质网应激引起的一种或多种疾病症状的方法。本文还提供了用于减少内质网应激并调节肌浆/内质网Ca2+ ATP酶活性的方法。
• Quinolines that modulate SERCA and their use for treating disease
  申请人：Dahl Russell

  公开号：US10772881B2

  公开（公告）日：2020-09-15

  Provided herein are quinolines, e.g., a compound of Formula I, pharmaceutical compositions thereof, and methods of their use for treating, preventing, or ameliorating one or more symptoms of a neurological disease, neurodegenerative disorder, or diabetes. Also provided herein are methods of their use for modulating the activity of a sarcoplasmic/endoplasmic reticulum C2+ ATPase.

  本文提供了喹啉类化合物，例如式 I 的化合物，其药物组合物，以及使用它们治疗、预防或改善神经系统疾病、神经退行性疾病或糖尿病的一种或多种症状的方法。本文还提供了它们用于调节肌浆/内质网 C2+ ATP 酶活性的方法。
• Synthesis and Characterization of Dialkylaluminum Amidates and Their Ring-Opening Polymerization of ε-Caprolactone
  作者：Wenjuan Zhang、Youhong Wang、Ji Cao、Lin Wang、Yi Pan、Carl Redshaw、Wen-Hua Sun

  DOI：10.1021/om2008343

  日期：2011.11.28

  The stoichiometric reactions of N-(2-methylquinolin-8-yl) (R)amides (L1-L8; L1, R = Ph; L2, R = p-FPh; L3, R = p-ClPh; L4, R = p-(MeO)Ph; L5, R = o-MePh; L6, R = p-MePh; L7, R = Me; L8, R = CF3) with Me3Al afforded the corresponding dimethylaluminum amidate complexes [Me2AlL] (C1-C8). The treatment of N-(2-methylquinolin-8-yl)picolinamide (L9) with 1 or 2 equiv of Me3Al formed Me(2)AlL9 (C9) or Me(2)AlL9 center dot Me(3)A1 (C10), respectively; meanwhile, the stoichiometric reaction of L9 with iBu(3)Al gave iBu(2)AlL9 (C11). All organoaluminum amidate complexes were fully characterized by H-1/C-13 NMR spectroscopy and elemental analysis, and the unambiguous structures of complexes C2, C4, C9, and C11 were further determined by single-crystal X-ay diffraction. With the assistance of 1 equiv of BnOH, all dialkylaluminum amidate complexes showed appreciable activities toward the ring-opening polymerization of epsilon-caprolactone and produced polycaprolactones with narrow polydispersity; the nature of the active species was also investigated.
• QUINOLINES AND THEIR USE FOR TREATING ENDOPLASMIC RETICULUM STRESS-CAUSED DISEASES
  申请人：EIGER BIOPHARMACEUTICALS, INC.

  公开号：US20170281611A1

  公开（公告）日：2017-10-05

  Provided herein are quinolines, e.g., a compound of Formula (I) or (IB), pharmaceutical compositions thereof, and methods of their use for treating, preventing, or ameliorating one or more symptoms of an endoplasmic reticulum stress-caused disease. Also provided herein are methods of their use for reducing endoplasmic reticulum stress and modulating the activity of a sarcoplasmic/endoplasmic reticulum Ca 2+ ATPase.
• QUINOLINES THAT MODULATE SERCA AND THEIR USE FOR TREATING DISEASE
  申请人：Dahl Rusell

  公开号：US20190151303A1

  公开（公告）日：2019-05-23

  Provided herein are quinolines, e.g., a compound of Formula I, pharmaceutical compositions thereof, and methods of their use for treating, preventing, or ameliorating one or more symptoms of a neurological disease, neurodegenerative disorder, or diabetes. Also provided herein are methods of their use for modulating the activity of a sarcoplasmic/endoplasmic reticulum C 2+ ATPase.

  本文提供了喹啉，例如Formula I的化合物，其药物组合物，以及用于治疗、预防或缓解神经疾病、神经退行性疾病或糖尿病的一种或多种症状的方法。本文还提供了用于调节肌浆网/内质网C2+ATP酶活性的方法。