3-(3,5-二氯苯基)-3-氧代-丙酸乙酯 | 172168-01-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-(3,5-二氯苯基)-3-氧代-丙酸乙酯
• 英文名称: ethyl 3-(3,5-dichlorophenyl)-3-oxopropanoate
• 英文别名: ethyl (3,5-dichlorobenzoyl)acetate；ethyl-3,5-dichlorobenzoylacetate
• CAS: 172168-01-3
• 化学式: C₁₁H₁₀Cl₂O₃
• 分子量: 261.105
• InChiKey: XYMHCPKOFUYEPU-UHFFFAOYSA-N

物化性质

• 沸点：
  353.9±37.0 °C(Predicted)
• 密度：
  1.319±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  储存条件为2-8°C，并需保存在惰性气体中。

反应信息

• 作为反应物：
  描述：

  3-(3,5-二氯苯基)-3-氧代-丙酸乙酯 在 palladium on activated charcoal 重铬酸吡啶 、 四(三苯基膦)钯 、 氢气 、 三溴化磷 、 溶剂黄146 、 三乙胺 、 copper(I) bromide 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 4-[5-(3,5-Dichloro-phenyl)-2-phenyl-2H-pyrazol-3-yl]-butyric acid
  参考文献：
  名称：

  Diaryl substituted pyrazoles as potent CCR2 receptor antagonists

  摘要：

  We have identified and synthesized a series of diaryl substituted pyrazoles as potent antagonists of the chemokine receptor subtype 2. Structure-activity relationship studies directed toward improving the potency led to the discovery of 23 (IC50 = 6 nM). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.060
• 作为产物：
  描述：

  3,5-二氯苯甲酰氯 在 氢氧化钾 、 ammonium hydroxide 、 氯化铵 、 magnesium 作用下， 以 四氯化碳 、 乙醚 、 乙醇 为溶剂， 反应 4.75h， 生成 3-(3,5-二氯苯基)-3-氧代-丙酸乙酯
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of a new series of substituted benzoyl-γ-butyrolactone derivatives

  摘要：

  A series of substituted benzoyl-gamma-butyrolactones (1-3) has been synthesized and tested for their ability to affect central dopaminergic and GABAergic function in comparison to gamma-butyrolactone (GEL). Similarly to GEL, alpha-, beta- and gamma-substituted GBLs 1-3 with one or more chlorine on the phenyl ring were found to induce central depressant effects in rats, though at different degrees. However, the test compounds modified dopamine (DA) metabolism in rat striatum differently from GEL. In fact, whereas GEL increased both DA and dihydroxyphenylacetic acid (DOPAC) content, GEL derivatives 1-3 increased DA levels, but reduced the DOPAC concentration. Moreover, some of them, unlike GEL, effectively antagonized pentylenetetrazole (PTZ)-induced seizures in mice. In particular, alpha-3,5-dichlorobenzoyl-GBL (1g) was effective at a dose as low as 36 mg/kg in decreasing the number of animals having convulsions. However, in vitro addition and in vivo administration of the test compounds failed to modify [S-35]-t-butylbicyclo-phosphorothionate ([S-35]-TBPS) binding, which is a very sensitive tool for revealing changes in the GABAergic function.

  DOI：

  10.1016/0223-5234(96)88290-0

文献信息

• Pyrimidinones. 1. 2-Amino-5-halo-6-aryl-4(3H)-pyrimidinones. Interferon-inducing antiviral agents
  作者：Harvey I. Skulnick、Sheldon D. Weed、Emerson E. Eidson、Harold E. Renis、Dale A. Stringfellow、Wendell Wierenga

  DOI：10.1021/jm00150a018

  日期：1985.12

  2-amino-5-bromo-6-phenyl-4(3H)-pyrimidinone. An analogue study incorporating a series of 2-amino-5-substituted-6-arylpyrimidinones revealed that the most potent interferon inducers were mono- and difluorophenyl analogues. These same analogues were also potent antiviral agents against Semliki Forest virus and herpes simplex type 1. In addition the monomethoxyphenyl analogues were potent antiviral agents but weak interferon

  发现2-氨基-5-溴-6-苯基-4（3H）-嘧啶酮具有干扰素诱导作用和抗病毒活性。包含一系列2-氨基-5-取代-6-芳基嘧啶酮的类似物研究表明，最有效的干扰素诱导剂是单-和二氟苯基类似物。这些相同的类似物也是针对Semliki Forest病毒和1型单纯疱疹的有效抗病毒剂。此外，单甲氧基苯基类似物是有效的抗病毒剂，但是弱干扰素诱导剂。相对适度的结构变化导致生物活性发生巨大变化。循环干扰素水平与全身抗病毒活性之间的相关性相对较差。
• Design, synthesis, structure–activity relationships, and docking studies of pyrazole-containing derivatives as a novel series of potent glucagon receptor antagonists
  作者：Shuangjie Shu、Xiaoqing Cai、Jia Li、Yang Feng、Antao Dai、Jiang Wang、Dehua Yang、Ming-Wei Wang、Hong Liu

  DOI：10.1016/j.bmc.2016.04.053

  日期：2016.6

  Glucagon receptor antagonists possess a great potential for treatment of type 2 diabetes mellitus. A series of pyrazole-containing derivatives were designed, synthesized and evaluated by biological assays as glucagon receptor antagonists. Most of the compounds exhibited good in vitro efficacy. Two of them, compounds 17f and 17k, displayed relatively potent antagonist effects on glucagon receptors with

  胰高血糖素受体拮抗剂具有治疗2型糖尿病的巨大潜力。设计，合成了一系列含吡唑的衍生物，并通过生物测定法评估了它们是否为胰高血糖素受体拮抗剂。大多数化合物表现出良好的体外功效。其中的两种化合物，化合物17f和17k，对胰高血糖素受体表现出较强的拮抗作用，IC50值分别为3.9和3.6μM。通过分子对接模拟探索了17f和17k与同源受体的可能结合方式。
• [EN] GLYCINE B ANTAGONISTS<br/>[FR] ANTAGONISTES DE LA GLYCINE B
  申请人：MERZ PHARMA GMBH & CO KGAA

  公开号：WO2010139483A1

  公开（公告）日：2010-12-09

  The invention relates to pyrazolopyrimidine derivatives as well as their pharmaceutically acceptable salts. The invention further relates to a process for the preparation of such compounds. The compounds of the invention are glycine B antagonists and are therefore useful for the control and prevention of various disorders, including neurological disorders.

  该发明涉及吡唑吡咪啉衍生物及其药用可接受的盐。该发明进一步涉及一种制备这种化合物的方法。该发明的化合物是甘氨酸B拮抗剂，因此可用于控制和预防各种疾病，包括神经系统疾病。
• Pyrazole derivatives, compositions containing such compounds and methods of use
  申请人：Parmee R. Emma

  公开号：US20050272794A1

  公开（公告）日：2005-12-08

  Pyrazoles having a naphthyl group attached are disclosed. The compounds are useful for treating type 2 diabetes and related conditions. Pharmaceutical compositions and methods of treatment are also included.

  揭示了附有萘基团的吡唑类化合物。这些化合物可用于治疗2型糖尿病及相关疾病。还包括药物组合物和治疗方法。
• Thrombin receptor antagonists
  申请人：Merck & Co., Inc.

  公开号：US06544982B1

  公开（公告）日：2003-04-08

  A thrombin receptor antagonist having the formula useful for inhibiting the aggregation of blood platelets. The compounds can be used in a method of acting upon a thrombin receptor which comprises administering a therapeutically effective but non-toxic amount of such compound to a mammal, preferably a human.

  一种具有以下公式的凝血酶受体拮抗剂，用于抑制血小板聚集。这些化合物可用于作用于凝血酶受体的方法，包括向哺乳动物，最好是人类，投与治疗有效但非毒性量的该化合物。