1-(4-isopropoxyphenyl)piperazine | 144881-51-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(4-isopropoxyphenyl)piperazine
• 英文别名: 1-(4-isopropyloxyphenyl)piperazine；1-(4-propan-2-yloxyphenyl)piperazine
• CAS: 144881-51-6
• 化学式: C₁₃H₂₀N₂O
• mdl: MFCD09894115
• 分子量: 220.315
• InChiKey: NKCMBWBXIPEFRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.538
• 拓扑面积：
  24.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  1-(4-isopropoxyphenyl)piperazine 在 吡啶 、 palladium 10% on activated carbon 、 2,3,5,6-四溴-4-甲基-4-硝基-2,5-环己二烯-1-酮 、 氢气 、 potassium carbonate 、 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 potassium iodide 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、413.7 kPa 条件下， 反应 72.0h， 生成 N-(5-(4-(3-nitrobenzyl)piperazin-1-yl)-2-isopropoxyphenyl)pyrazine-2-carboxamide
  参考文献：
  名称：

  Design, syntheses, and characterization of piperazine based chemokine receptor CCR5 antagonists as anti prostate cancer agents

  摘要：

  Chemokine receptor CCR5 plays an important role in the pro-inflammatory environment that aids in the proliferation of prostate cancer cells. Previously, a series of CCR5 antagonists containing a piperidine ring core skeleton were designed based upon the proposed CCR5 antagonist pharmacophore from molecular modeling studies. The developed CCR5 antagonists were able to antagonize CCR5 at a micromolar level and inhibit the proliferation of metastatic prostate cancer cell lines. In order to further explore the structure-activity-relationship of the pharmacophore identified, the molecular scaffold was expanded to contain a piperazine ring as the core. A number of compounds that were synthesized showed promising anti prostate cancer activity and reasonable cytotoxicity profiles based on the biological characterization. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.03.073
• 作为产物：
  描述：

  二(2-氯乙基)胺盐酸盐 、 对异丙氧基苯胺盐酸盐 在 potassium carbonate 作用下， 以 氯苯 为溶剂， 反应 24.0h， 以83.7%的产率得到1-(4-isopropoxyphenyl)piperazine
  参考文献：
  名称：

  Design, syntheses, and characterization of piperazine based chemokine receptor CCR5 antagonists as anti prostate cancer agents

  摘要：

  Chemokine receptor CCR5 plays an important role in the pro-inflammatory environment that aids in the proliferation of prostate cancer cells. Previously, a series of CCR5 antagonists containing a piperidine ring core skeleton were designed based upon the proposed CCR5 antagonist pharmacophore from molecular modeling studies. The developed CCR5 antagonists were able to antagonize CCR5 at a micromolar level and inhibit the proliferation of metastatic prostate cancer cell lines. In order to further explore the structure-activity-relationship of the pharmacophore identified, the molecular scaffold was expanded to contain a piperazine ring as the core. A number of compounds that were synthesized showed promising anti prostate cancer activity and reasonable cytotoxicity profiles based on the biological characterization. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.03.073

文献信息

• Heterocyclic compounds for the treatment of CNS and cardiovascular
  申请人：Pharmacia & Upjohn Company

  公开号：US05877317A1

  公开（公告）日：1999-03-02

  Novel aromatic bicyclic amines of formula (I) ##STR1## are useful in treating central nervous system disorders and cardiac arrhythmias and cardiac fibrillation.

  新型芳香族双环胺化合物的化学式（I）##STR1## 在治疗中枢神经系统疾病、心律失常和心房颤动方面具有用处。
• ACTIVATOR FOR PEROXISOME PROLIFERATOR-ACTIVATED RECEPTOR
  申请人：Nippon Chemiphar Co., Ltd.

  公开号：EP1897872A1

  公开（公告）日：2008-03-12

  A compound having the following formula or its salt is used as an activator for PPAR: [in which W2 represents a bond, C(C=O) or CH2; Z2 represents an oxygen or sulfur atom; R21, R22 and R23 independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a halogen atom, an alkyl group having 1 to 8 carbon atoms which is substituted with a halogen atom or the like; and R24 and R25 independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or an alkyl group having 1 to 8 carbon atoms which is substituted with a halogen atom].

  具有以下化学式或其盐的化合物被用作PPAR的激活剂：[其中W2代表键，C(C=O)或CH2；Z2代表氧原子或硫原子；R21、R22和R23分别代表氢原子，具有1至8个碳原子的烷基基团，具有1至8个碳原子的烷氧基团，卤素原子，具有1至8个碳原子的烷基基团，该基团被卤素原子或类似物取代；R24和R25分别代表氢原子，具有1至8个碳原子的烷基基团或具有1至8个碳原子的烷基基团，该基团被卤素原子取代]。
• Method for treating ppar gamma mediated diseases or conditions
  申请人：——

  公开号：US20040077659A1

  公开（公告）日：2004-04-22

  The invention provides a method for treating a PPAR gamma method disease, risk factor or condition which comprises the administration of a compound or combination of compounds exhibiting agonist activity at human PPAR gamma, delta and alpha.

  本发明提供了一种治疗PPAR-gamma相关疾病、危险因素或病症的方法，该方法包括给予一种或多种在人类PPAR-gamma、PPAR-delta和PPAR-alpha具有激动剂活性的化合物或化合物组合。
• NOVEL COMPOUND HAVING PARP INHIBITORY ACTIVITY
  申请人：Honda Takahiro

  公开号：US20140243320A1

  公开（公告）日：2014-08-28

  A compound represented by the following general formula (1) or a salt thereof. R 1 represents a halogen atom and so on; R 2 and R 3 each represent a hydrogen atom and so on; R 4 and R 5 each represent a hydrogen atom and so on, or R 4 and R 5 may form an oxo group; R a and R b each represent a lower alkyl group optionally having a substituent and so on, or they may bind to each other to form a nitrogen-containing heterocyclic ring which may be substituted by one or plural R c ; R c represents an aryl group optionally having a substituent and so on; ring A represents a benzene ring and so on; and m represents 0, 1 or 2.

  以下是通式（1）所代表的化合物或其盐。其中，R1代表卤素原子等；R2和R3各自代表氢原子等；R4和R5各自代表氢原子等，或R4和R5可以形成氧代基团；Ra和Rb各自代表较低的烷基团，可选地具有取代基等，或它们可以结合在一起形成含氮杂环，该杂环可以被一个或多个Rc取代；Rc代表苯基团，可选地具有取代基等；环A代表苯环等；m代表0、1或2。
• Activator for Peroxisome Proliferator-Activated Receptor
  申请人：Sakuma Shogo

  公开号：US20090203908A1

  公开（公告）日：2009-08-13

  A compound having the following formula or its salt is used as an activator for PPAR: in which W 2 represents a bond, C(═O) or CH 2 ; Z 2 represents an oxygen or sulfur atom; R 21 , R 22 and R 23 independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a halogen atom, an alkyl group having 1 to 8 carbon atoms which is substituted with a halogen atom or the like; and R 24 and R 25 independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or an alkyl group having 1 to 8 carbon atoms which is substituted with a halogen atom.

  以下化合物或其盐被用作PPAR的激活剂：其中W2代表一个化学键，C（═O）或CH2; Z2代表一个氧原子或硫原子; R21、R22和R23独立地代表氢原子、具有1至8个碳原子的烷基、具有1至8个碳原子的烷氧基、卤素原子、具有1至8个碳原子的烷基，该烷基被卤素原子或类似物取代; R24和R25独立地代表氢原子、具有1至8个碳原子的烷基或具有1至8个碳原子的烷基，该烷基被卤素原子取代。