N-((5-(3-(trifluoromethyl)phenyl)furan-2-yl)methyl)(3,4,5-trimethoxyphenyl)methanamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-((5-(3-(trifluoromethyl)phenyl)furan-2-yl)methyl)(3,4,5-trimethoxyphenyl)methanamine
• 英文别名: 1-[5-[3-(trifluoromethyl)phenyl]furan-2-yl]-N-[(3,4,5-trimethoxyphenyl)methyl]methanamine
• 化学式: C₂₂H₂₂F₃NO₄
• 分子量: 421.416
• InChiKey: VVXSSFBSPOUNMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3,4,5-三甲氧基苄胺 、 5-[3-(三氟甲基)苯基]糠醛 在 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 反应 16.5h， 以32%的产率得到N-((5-(3-(trifluoromethyl)phenyl)furan-2-yl)methyl)(3,4,5-trimethoxyphenyl)methanamine
  参考文献：
  名称：

  신규한 아민 화합물 또는 이의 약학적으로 허용가능한 염, 이의 제조방법 및 이를 포함하는 T-형 또는 N-형 칼슘 채널 활성 관련 질환의 예방 또는 치료용 약학적 조성물

  摘要：

  This invention relates to novel amine compounds or pharmacologically acceptable salts thereof, their preparation methods, and pharmaceutical compositions for the prevention or treatment of T-type or N-type calcium channel activity-related diseases. The novel amine compounds or pharmacologically acceptable salts thereof according to the present invention can be useful for preventing or treating epilepsy, depression, Parkinson's disease, dementia, sleep disorders, hypertension, arrhythmia, angina pectoris, myocardial infarction, congestive heart failure, neuropathic pain, cancer, and other conditions by inhibiting T-type or N-type calcium channel activity induced by T-type or N-type calcium channels.

  公开号：

  KR101591772B1

文献信息

• 신규한 아민 화합물 또는 이의 약학적으로 허용가능한 염, 이의 제조방법 및 이를 포함하는 T-형 또는 N-형 칼슘 채널 활성 관련 질환의 예방 또는 치료용 약학적 조성물
  申请人：Ewha University - Industry Collaboration Foundation 이화여자대학교 산학협력단(220040083301) BRN ▼110-82-10456

  公开号：KR101591772B1

  公开（公告）日：2016-02-05

  본 발명은 신규한 아민 화합물 또는 이의 약학적으로 허용가능한 염, 이의 제조방법 및 이를 포함하는 T-형 또는 N-형 칼슘 채널 활성 관련 질환의 예방 또는 치료용 약학적 조성물에 관한 것으로써, 본 발명에 따른 신규한 아민 화합물 또는 이의 약학적으로 허용가능한 염은 T-형 또는 N-형 칼슘 채널 활성을 억제함으로써, T-형 또는 N-형 칼슘 채널에 의해 유발되는 간질, 우울증, 파킨스씨병, 치매, 수면장애, 고혈압, 심부정맥, 협심증, 심근 경색증, 울혈성 심부전증, 신경성 통증, 암 등을 예방 또는 치료하는데 유용하게 사용할 수 있다.

  This invention relates to novel amine compounds or pharmacologically acceptable salts thereof, their preparation methods, and pharmaceutical compositions for the prevention or treatment of T-type or N-type calcium channel activity-related diseases. The novel amine compounds or pharmacologically acceptable salts thereof according to the present invention can be useful for preventing or treating epilepsy, depression, Parkinson's disease, dementia, sleep disorders, hypertension, arrhythmia, angina pectoris, myocardial infarction, congestive heart failure, neuropathic pain, cancer, and other conditions by inhibiting T-type or N-type calcium channel activity induced by T-type or N-type calcium channels.
• 3-Benzamides and 3,4,5-trimethoxyphenyl amines as calcium channel blockers
  作者：Bohee Kang、Jung Ae Oh、Jee Youn Lee、Hyewhon Rhim、Tae Young Yune、Hea-Young Park Choo

  DOI：10.1016/j.bmc.2015.07.067

  日期：2015.9

  T- and N-type calcium channels have known for relating to therapy of neuropathic pain which is chronic, debilitating pain state. Neuropathic pain is caused by damage of the somatosensory system. It may be associated with abnormal sensations and pain produced by normally non-painful stimuli (allodynia). Neuropathic pain is very difficult to treat, and only some 40-60% of patients achieve partial relief. For a neuropathic pain therapy, anticonvulsant like Lamotrigine, Carbamazepine and a topical anesthetic such as Lidocaine are used. We synthesized 15 novel amine derivatives and evaluated their activities against T-type and N-type calcium channels by whole-cell patch clamp recording on HEK293 cells. Among the tested compounds, compound 10 showed good inhibitory activity for both T-type and N-type calcium channels with the IC50 value of 1.9 mu M and 4.3 mu M, respectively. Compound 10 also showed good analgesic activity on rat spinal cord injury model. (c) 2015 Elsevier Ltd. All rights reserved.