1-cyclohexyl-6-nitroindoline | 1355181-26-8

• 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-cyclohexyl-6-nitroindoline
• 英文别名: 1-Cyclohexyl-6-nitro-2,3-dihydroindole
• CAS: 1355181-26-8
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: SBOWYVHAVZQLMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-cyclohexyl-6-nitroindoline 在 盐酸 、 肼 作用下， 以 甲醇 、 乙醚 、 乙醇 为溶剂， 反应 18.25h， 生成 N-(1-cyclohexylindolin-6-yl)thiophene-2-carboximidamide dihydrochloride
  参考文献：
  名称：

  Discovery of cis-N-(1-(4-(Methylamino)cyclohexyl)indolin-6-yl)thiophene-2-carboximidamide: A 1,6-Disubstituted Indoline Derivative as a Highly Selective Inhibitor of Human Neuronal Nitric Oxide Synthase (nNOS) without Any Cardiovascular Liabilities

  摘要：

  A series of 1,6-disubstituted indoline derivatives were synthesized and evaluated as inhibitors of human nitric oxide synthase (NOS) designed to mitigate the cardiovascular liabilities associated with previously reported tetrahydroquinoline-based selective neuronal NOS inhibitors due to higher lipophilicity (J. Med. Chem. 2011, 54, 5562-5575). This new series produced similar potency and selectivity among the NOS isoforms and was devoid of any cardiovascular liabilities associated with QT prolongation due to hERG activity or endothelial NOS mediated vasoconstriction effect. The SAR studies led to the identification of cis-45, which was shown to reverse thermal hyperalgesia in vivo in the spinal nerve ligation model of neuropathic pain with excellent safety profile (off-target activities at 80 CNS related receptors/ion channels/transporters). The results presented in this report make cis-45 as an ideal tool for evaluating the potential role of selective nNOS inhibitors in CNS related disorders where excess NO produced by nNOS is thought to play a crucial role.

  DOI：

  10.1021/jm201564u
• 作为产物：
  描述：

  6-硝基吲哚啉 、 环己酮 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以86%的产率得到1-cyclohexyl-6-nitroindoline
  参考文献：
  名称：

  스쿠아릴륨 화합물, 이를 포함하는 근적외선 흡수용 수지 조성물 및 이를 이용하여 제조된 근적외선 차단필터

  摘要：

  这项发明涉及用于近红外线阻挡滤光片的硅铟化合物，包含该硅铟化合物的近红外线吸收树脂组合物，以及用于制备近红外线阻挡滤光片的用途，更详细地说，最大吸收波长为630~750纳米，具有优异的摩尔吸光系数和溶解度的近红外线阻挡滤光片用近红外线吸收材料硅铟化合物，近红外线吸收树脂组合物以及用于制备近红外线阻挡滤光片的相关内容。

  公开号：

  KR101842495B1