N,N-diethylaminoethyl 4-[1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)ethenyl]benzoate hydrochloride

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N,N-diethylaminoethyl 4-[1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)ethenyl]benzoate hydrochloride
• 英文别名: 2-(Diethylamino)ethyl 4-[1-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)ethenyl]benzoate;hydrochloride
• 化学式: C₃₀H₄₁NO₂*ClH
• 分子量: 484.122
• InChiKey: CNTJEDOZIJHXHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.33
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N-二甲基乙醇胺 、 蓓萨罗丁 在 N,N'-二环己基碳二亚胺 、 盐酸 作用下， 以 氯仿 、 乙醚 为溶剂， 反应 3.0h， 以85.8%的产率得到N,N-diethylaminoethyl 4-[1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)ethenyl]benzoate hydrochloride
  参考文献：
  名称：

  非常に高い皮膚浸透率を有するレチノイド及びレチノイド様化合物の正に荷電した水溶性プロドラッグ

  摘要：

  设计和合成带有新正电荷的構造31型视黄醇或类视黄醇化合物的前药。这些前药带有正电荷的氨基不仅显著增加药物在水中的溶解性，而且结合到膜的磷酸酯头基上的负电荷。这种结合会轻微干扰膜，并为前药的疏水部分提供空间。当膜分子移动时，为了与前药结合，膜会出现微小的“裂缝”，从而使前药插入膜中。前药可以在人类或动物中以药物方式用于治疗处于可治疗状态的视黄醇或类视黄醇化合物。前药可以经皮途径用于任何形式的医学治疗，并且可以避免大部分视黄醇或类视黄醇化合物的副作用。【图2】

  公开号：

  JP2017160260A

文献信息

• HIGH PENETRATION PRODRUG COMPOSITIONS OF RETINOIDS AND RETINOID-RELATED COMPOUNDS
  申请人：Yu Chongxi

  公开号：US20100010084A1

  公开（公告）日：2010-01-14

  The invention provides compositions of novel high penetration compositions (HPC) or high penetration prodrugs (HPP) of retinoids and retinoid-related compounds, which are capable of crossing biological barriers with high penetration efficiency. The HPPs are capable of being converted to parent active drugs or drug metabolites after crossing the biological barrier and thus can render treatments for the conditions that the parent drugs or metabolites can. Additionally, the HPPs are capable of reaching areas that parent drugs may not be able to access or to render a sufficient concentration at the target areas and therefore render novel treatments. The HPPs can be administered to a subject through various administration routes, e.g., locally delivered to an action site of a condition with a high concentration or systematically administered to a biological subject and enter the general circulation with a faster rate.

  本发明提供了一种新型高穿透力(retinoids)和相关化合物的高穿透力前药(HPP)或高穿透力制剂(HPC)的组合物，能够高效地穿过生物屏障。HPP能够在穿过生物屏障后转化为原活性药物或药物代谢物，从而可以治疗与原药物或代谢物相关的疾病。此外，HPP能够到达原药物无法进入或无法在目标区域达到足够浓度的区域，从而提供新的治疗方法。HPP可以通过各种给药途径给予受试者，例如在治疗区域局部给药以高浓度作用或全身给药以更快的速率进入循环系统。
• WO2008/87493
  申请人：——

  公开号：——

  公开（公告）日：——
• POSITIVELY CHARGED WATER-SOLUBLE PRODRUGS OF RETINOIDS AND RETINOID-LIKE COMPOUNDS WITH VERY HIGH SKIN PENETRATION RATES
  申请人：Yu, Chongxi

  公开号：EP2125697B1

  公开（公告）日：2016-09-28
• HIGH PENETRATION PRODRUG COMPOSITIONS OF RETINOIDS AND RETINOIDS-RELATED COMPOUNDS
  申请人：Techfields Pharma Co., Ltd.

  公开号：US20210196664A1

  公开（公告）日：2021-07-01

  The invention provides compositions of novel high penetration compositions (HPC) or high penetration prodrugs (HPP) of retinoids and retinoid-related compounds, which are capable of crossing biological barriers with high penetration efficiency. The HPPs are capable of being converted to parent active drugs or drug metabolites after crossing the biological barrier and thus can render treatments for the conditions that the parent drugs or metabolites can. Additionally, the HPPs are capable of reaching areas that parent drugs may not be able to access or to render a sufficient concentration at the target areas and therefore render novel treatments. The HPPs can be administered to a subject through various administration routes, e.g., locally delivered to an action site of a condition with a high concentration or systematically administered to a biological subject and enter the general circulation with a faster rate.
• US9193672B2
  申请人：——

  公开号：US9193672B2

  公开（公告）日：2015-11-24