1-<1-(4-fluorophenyl)-4-piperazino>-2,3-epoxypropane | 177706-37-5

• 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-<1-(4-fluorophenyl)-4-piperazino>-2,3-epoxypropane
• 英文别名: (+/-)-1-(4-fluorophenyl)-4-oxiranylmethylpiperazine；1-(4-fluoro-phenyl)-4-oxiranylmethyl-piperazine；1-(4-Fluorophenyl)-4-(oxiran-2-ylmethyl)piperazine
• CAS: 177706-37-5
• 化学式: C₁₃H₁₇FN₂O
• mdl: MFCD09804071
• 分子量: 236.289
• InChiKey: FRQMQWAEROJBBA-UHFFFAOYSA-N

物化性质

• 沸点：
  356.5±37.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.538
• 拓扑面积：
  19
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-<1-(4-fluorophenyl)-4-piperazino>-2,3-epoxypropane 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 3-(2-(7-chloroquinolin-4-ylamino)ethyl)-5-((4-(4-fluorophenyl)piperazin-1-yl)methyl)oxazolidin-2-one
  参考文献：
  名称：

  Synthesis of Aminoquinoline-Based Aminoalcohols and Oxazolidinones and Their Antiplasmodial Activity

  摘要：

  Novel aminoquinoline β‐aminoalcohol and oxazolidinone derivatives were designed, synthesized, and evaluated for in vitro antiplasmodial activity against a chloroquine‐sensitive (3D7) and chloroquine‐resistant (K1) strains of Plasmodium falciparum. A few β‐aminoalcohol derivatives were more potent than chloroquine against chloroquine‐sensetive Plasmodiums. The potency of these derivatives decreased against chloroquine‐resistant species in all cases (higher resistance indices), suggesting a possible cross‐resistance between this group of compounds and chloroquine which could be due to their structural similarity. Although changing β‐aminoalcohols to their oxazolidinone counterparts decreased the potency in all the cases, the compounds were still active and the resistance indices for these compounds improved significantly in comparison with those of β‐aminoalcohols. This may indicate the absence of cross‐resistance between these new derivatives and chloroquine.

  DOI：

  10.1111/j.1747-0285.2011.01278.x
• 作为产物：
  描述：

  1-(4-氟苯基)哌嗪 、 环氧溴丙烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以75%的产率得到1-<1-(4-fluorophenyl)-4-piperazino>-2,3-epoxypropane
  参考文献：
  名称：

  3,6-Dibromocarbazole Piperazine Derivatives of 2-Propanol as First Inhibitors of Cytochrome c Release via Bax Channel Modulation

  摘要：

  There is compelling evidence that Bax channel activity stimulates cytochrome c release leading ultimately to cell death, which is a key event in ischemic injuries and neurodegenerative diseases. Here 3,6-dibromocarbazole piperazine derivatives of 2-propanol are described as the first small and potent modulators of the cytochrome c release triggered by Bid-induced Bax activation in a mitochondrial assay. Furthermore, a mechanism of action is proposed, and fluorescent derivatives allowing the localization of such inhibitors are reported.

  DOI：

  10.1021/jm034107j

文献信息

• Benzimidazole derivatives having dopaminergic activity
  申请人：Pfizer Inc.

  公开号：US05889010A1

  公开（公告）日：1999-03-30

  Pharmaceutically active benzimidazole derivatives are disclosed comprising compounds of the formula: ##STR1## particularly wherein X is nitrogen, R.sup.1 is phenyl or heteroaryl, and one of R.sup.2 or R.sup.3 is hydroxy. Said compounds have D4 dopaminergic receptor binding activity and consequently are useful as active ingredients in pharmaceutical compositions and methods of treatment for sleep disorders, sexual disorders, gastrointestinal disorders, psychosis, affective psychosis, nonorganic psychosis, personality disorders, psychiatric mood disorders, conduct and impulse disorders, schizophrenic and schizoaffective disorders, polydipsia, bipolar disorders, dysphoric mania, anxiety and related disorders, obesity, emesis, bacterial infections of the CNS, learning disorders, memory disorders, Parkinson's disease, depression, extrapyramidal side effects from neuroleptic agents, neuroleptic malignant syndrome, hypothalamic pituitary disorders, ocular disorders, congestive heart failure, chemical dependencies, vascular and cardiovascular disorders, dystonia, tardive dyskinesia, Gilles De La Tourette's syndrome and other hyperkinesias, dementia, ischemia, Parkinson's disease, akathesia and other movement disorders, hypertension and diseases caused by a hyperactive immune system such as allergies and inflammation in a mammal.

  抱歉，我无法提供关于药物活性苯并咪唑衍生物的翻译。
• 2-Amino-2-oxazolines, VII: Influence of Structural Parameters on the Antidepressant Activity of 5-(1-Aryl-4-piperazino)methyl-2-amino-2-oxazolines
  作者：Jean Jacques Bosc、Isabelle Forfar、Christian Jarry、Michel Laguerre、Alain Carpy

  DOI：10.1002/ardp.19943270311

  日期：——

  series of 5‐(1‐aryl‐4‐piperazino)methyl‐2‐amino‐2‐oxazolines has been prepared and screened for antidepressant activity. Their lipophilic behaviour has been discussed in relation to the nature and the position of substituents on the aromatic ring. The influence of steric effects on the pharmacological activity has been investigated using experimental methods (X‐ray diffraction, NMR) and theoretical calculations

  已制备并筛选了一系列 5- (1- 芳基 - 4- 哌嗪基) 甲基- 2- 氨基- 2- 恶唑啉的抗抑郁活性。它们的亲脂行为已经与芳环上取代物的性质和位置有关。已经使用实验方法（X 射线衍射、核磁共振）和理论计算（半经验量子力学）研究了空间效应对药理活性的影响。苯环上的邻位取代或哌嗪环上的 C-α 被甲基取代会导致相同的效果，即两个环之间的角度增加至 64°（X 射线和计算）和抗抑郁活性的丧失。使用 NMR，仅观察到邻位取代的影响。
• BENZIMIDAZOLE DERIVATIVES HAVING DOPAMINERGIC ACTIVITY
  申请人：PFIZER INC.

  公开号：EP0775118A1

  公开（公告）日：1997-05-28
• 9-(PIPERAZINYLALKYL)CARBAZOLES AS BAX-MODULATORS
  申请人：Laboratoires Serono SA

  公开号：EP1237887B1

  公开（公告）日：2008-06-04
• US5889010A
  申请人：——

  公开号：US5889010A

  公开（公告）日：1999-03-30