1-(氯乙酰基)-4-(3-氯苯基)哌嗪盐酸盐 | 70395-06-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 1-(氯乙酰基)-4-(3-氯苯基)哌嗪盐酸盐
• 英文名称: 1-(chloroacetyl)-4-(3-chlorophenyl)piperazine
• 英文别名: 2-Chloro-1-[4-(3-chlorophenyl)piperazin-1-yl]ethanone
• CAS: 70395-06-1
• 化学式: C₁₂H₁₄Cl₂N₂O
• mdl: MFCD01478857
• 分子量: 273.162
• InChiKey: QEKHLFPLCZFMFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  1-(氯乙酰基)-4-(3-氯苯基)哌嗪盐酸盐 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.5h， 以57%的产率得到1-(2-氯乙基)-4-(3-氯苯基)哌嗪
  参考文献：
  名称：

  2-[(3-Methoxyphenylethyl)phenoxy]-Based ABCB1 Inhibitors: Effect of Different Basic Side-Chains on Their Biological Properties

  摘要：

  Recently, 2-[(3-methoxyphenylethyl)phenoxy]-moiety has been selected for the design and synthesis of new small ABCB1 inhibitors. In the present paper, this moiety has been linked through a spacer of 2-5 carbon atoms to the nitrogen of three different basic nuclei such as: (i) N-4-arylpiperazine, (ii) N-4-methylpiperazine, and (iii) 6,7-dimethoxytctrahydroisoquinoline. The results demonstrated that all the selected basic nuclei were well tolerated and that, globally, the best inhibitory activity for each series was obtained when the spacer between the 2-[(3-methoxyphenylethyl)phenoxy]moiety and the basic nucleus consisted of a four-carbon chain. Among the synthesized compounds, N-4-methylpiperazine- 10C (IC50 = 0.15 W) and tetrahydroisoquinoline-derivatives 11c (IC50 = 0.08 W) with the spacer n = 4 for both series, displayed the best potency to inhibit ABCB1 activity. Moreover, for each compound, the ABCB1 interacting mechanism has been evaluated by three combined biological assays. N-4-methylpiperazine- (10a-d) and tetrahydroisoquinoline-(11a-d) derivatives were Cyclosporin A-like ABCB1 nontransported substrates.

  DOI：

  10.1021/jm800928j
• 作为产物：
  描述：

  1-(3-氯苯基)哌嗪盐酸盐 在 4-二甲氨基吡啶 、 1,2-二氯乙烷 、 三乙胺 、 氯乙酸 作用下， 以 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 为溶剂， 以70%的产率得到1-(氯乙酰基)-4-(3-氯苯基)哌嗪盐酸盐
  参考文献：
  名称：

  BICYCLIC PYRIMIDINE DERIVATIVES AS CALCIUM CHANNEL BLOCKERS

  摘要：

  揭示了在改善以不需要的钙通道活性为特征的情况下有效的方法和化合物，特别是不需要的T型钙通道活性。具体来说，揭示了一系列含有噻吡嘧啶或氧喹唑啉衍生物的化合物，其具有一般式（1）或式（2），其中X是连接剂，Y是芳香基或N（R5）（R6）。

  公开号：

  US20080280900A1

文献信息

• Synthesis, COX-1/2 inhibition activities and molecular docking study of isothiazolopyridine derivatives
  作者：Piotr Świątek、Malgorzata Strzelecka、Rafal Urniaz、Katarzyna Gębczak、Tomasz Gębarowski、Kazimierz Gąsiorowski、Wieslaw Malinka

  DOI：10.1016/j.bmc.2016.10.036

  日期：2017.1

  One of the main challenges for nowadays medicine is drugs selectivity. In COX-1 and COX-2, the active sites are composed of the same group of amino acids with the exception of the only one residue in position 523, in COX-1 is an isoleucine, while in COX-2 is a valine. Here, we presented a series of isothiazolopyridine/benzisothiazole derivatives substituted differently into an isothiazole ring, which

  当今医学的主要挑战之一是药物的选择性。在COX-1和COX-2中，活性位点由同一组氨基酸组成，但523位只有一个残基，在COX-1中是异亮氨酸，而在COX-2中是缬氨酸。在这里，我们介绍了一系列异噻唑并吡啶/苯并噻唑衍生物，这些衍生物被异取代成异噻唑环，并进行了合成，并通过比色抑制剂筛选试验研究了它们抑制COX-1和COX-2酶的能力。所有测试化合物均抑制了COX-1的活性，对COX-2活性的影响是不同的。结合模式通过分子对接研究来表征。比较所研究化合物的生物活性，据观察，与氟比洛芬和美洛昔康具有最相似位置的化合物（代表两个主要的酶亚域）比其他化合物具有更高的生物活性。它与酶活性位点的适合度直接相关，这可防止化合物过早解离。
• An Old Story in the Parallel Synthesis World: An Approach to Hydantoin Libraries
  作者：Andrey V. Bogolubsky、Yurii S. Moroz、Olena Savych、Sergey Pipko、Angelika Konovets、Maxim O. Platonov、Oleksandr V. Vasylchenko、Vasyl V. Hurmach、Oleksandr O. Grygorenko

  DOI：10.1021/acscombsci.7b00163

  日期：2018.1.8

  An approach to the parallel synthesis of hydantoin libraries by reaction of in situ generated 2,2,2-trifluoroethylcarbamates and α-amino esters was developed. To demonstrate utility of the method, a library of 1158 hydantoins designed according to the lead-likeness criteria (MW 200–350, cLogP 1–3) was prepared. The success rate of the method was analyzed as a function of physicochemical parameters

  开发了一种通过原位生成的2,2,2-三氟乙基氨基甲酸酯与α-氨基酯反应平行合成乙内酰脲文库的方法。为了证明该方法的实用性，准备了根据铅样标准（MW 200–350，cLogP 1-3）设计的1158个乙内酰脲文库。分析了该方法的成功率与产品理化参数的关系，发现该方法可以被认为是用于铅导向合成的工具。通过合理设计，使用开发的方法进行平行合成，计算机模拟和体外筛选相结合的方法，发现了一种含乙内酰脲的超微摩尔主要分子，可作为Aurora激酶A抑制剂。
• Novel cerebroprotective agents with central nervous system stimulating activity. 1. Synthesis and pharmacology of the 1-amino-7-hydroxyindan derivatives
  作者：Yasuo Oshiro、Youji Sakurai、Tatsuyoshi Tanaka、Hiraki Ueda、Tetsuro Kikuchi、Katura Tottori

  DOI：10.1021/jm00111a013

  日期：1991.7

  To develop a novel cerebroprotective agent with central nervous system (CNS) stimulating activity, a series of 1-amino-7-hydroxyindan derivatives was synthesized, and their effects on the survival time of mice under hypoxic conditions were tested. CNS-stimulating activity was also evaluated by examining the promotional effect on the recovery from cerebral concussion induced coma in mice. Several compounds

  为了开发具有中枢神经系统（CNS）刺激活性的新型脑保护剂，合成了一系列1-氨基-7-羟基茚满衍生物，并测试了它们对缺氧条件下小鼠存活时间的影响。还通过检查对小鼠脑震荡诱发的昏迷恢复的促进作用来评估CNS刺激活性。几种化合物以30 mg / kg（sc或ip）和100 mg / kg（po）的剂量延长了小鼠在低氧条件下的存活时间。他们还表现出以100 mg / kg po剂量对昏迷恢复的促进作用。两种测试中三种最有效的化合物：1-氨基-7-羟基-6-（1-甲基丙基）茚满，1-氨基-7-羟基-4、6-二甲基-2-苯基茚满和1-氨基-7选择-羟基-2,2,4,6-四甲基茚满进行进一步研究。
• Synthesis and in vivo Anti-inflammatory Evaluation of Piperazine Derivatives Containing 1,4-Benzodioxan Moiety
  作者：Zhi-Ping Liu、Chang-Da Gong、Long-Yan Xie、Xiu-Li Du、Yang Li、Jie Qin

  DOI：10.17344/acsi.2018.4887

  日期：——

  Six piperazine derivatives 6a – f containing 1,4-benzodioxan moiety have been synthesized and characterized by 1 H NMR, ESI-MS and elemental analysis. The structure of 6d was further confirmed by single crystal X-ray diffraction. All these novel compounds were screened for their in vivo anti-inflammatory activity employing classical para -xylene-induced mice ear-swelling model. The results revealed

  已经合成了六个含有1,4-苯并二恶烷部分的哌嗪衍生物6a – f，并通过1 H NMR，ESI-MS和元素分析对其进行了表征。单晶X射线衍射进一步证实了6d的结构。使用经典的对二甲苯诱导的小鼠耳肿胀模型筛选所有这些新化合物的体内抗炎活性。结果表明，大多数目标化合物均具有显着的抗炎活性，特别是在苯基哌嗪环上具有邻位取代甲氧基的化合物6a表现出最佳的活性。
• Chloroquinoline–acetamide hybrids: a promising series of potential antiprotozoal agents
  作者：Afreen Inam、Robyn L. Van Zyl、Natasha J. van Vuuren、Chien-Teng Chen、Fernando Avecilla、Subhash M. Agarwal、Amir Azam

  DOI：10.1039/c5ra05472a

  日期：——

  In an endeavour to develop efficacious antiprotozoal agents chloroquinoline–acetamide hybrids were synthesized and screened in vitro against E. histolytica and P. falciparum and molecular docking studies were performed against PfDHFR.

  为了开发有效的抗原虫药物，合成了氯喹啉-乙酰胺杂化物，并在体外对溶组织阿米巴原虫和疟原虫进行了筛选，并对PfDHFR进行了分子对接研究。