1-(2-chlorophenyl)but-2-en-1-one | 91226-39-0

• 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: 1-(2-chlorophenyl)but-2-en-1-one
• 英文别名: 1-(2-Chloro-phenyl)-but-2-en-1-one
• CAS: 91226-39-0
• 化学式: C₁₀H₉ClO
• 分子量: 180.634
• InChiKey: XVMUQQBAWJNLEV-UHFFFAOYSA-N

物化性质

• 沸点：
  272.4±32.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  肼甲酰亚胺酰胺一氯化氢 、 1-(2-chlorophenyl)but-2-en-1-one 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以27 mg的产率得到3-(2-chlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-1-carboximidamide hydrochloride
  参考文献：
  名称：

  NOVEL 5-HT2 ANTAGONISTS

  摘要：

  本发明涉及通式I的1-酰胺基-3-芳基-2-吡唑啉衍生物。该发明具体涉及表现出对5-HT2B受体具有拮抗活性的这类衍生物。本发明还涉及将所述化合物用作药物以及用于治疗纤维化、心血管疾病、疼痛、炎症性肠病和其他炎症性疾病的用途，以及包含一种或多种所述化合物的药物组合物和治疗方法。

  公开号：

  EP3109237A1
• 作为产物：
  描述：

  methyl 3-(2-chlorophenyl)-3-oxopropanedithioate 在 yttrium(III) trifluoromethanesulfonate 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 52.0h， 生成 1-(2-chlorophenyl)but-2-en-1-one
  参考文献：
  名称：

  Y(OTf)3 catalyzed substitution dependent oxidative C(sp3)–C(sp3) cleavage and regioselective dehydration of β-allyl-β-hydroxydithioesters: alternate route to α,β-unsaturated ketones and functionalized dienes

  摘要：

  beta-Allyl-beta-hydroxydithioesters have been generated by the regioselective Grignard addition to the beta-oxodithioesters. They have been successfully employed in selective C(sp(3))-C(sp(3)) bond cleavage to construct alpha,beta-unsaturated ketone residues by the treatment of an emerging catalyst yttrium(III)triflate for the first time. On the other hand, hetaryl substituted beta-allyl-beta-hydroxydithioesters led to the useful diene precursors through selective dehydration under the similar conditions. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.092

文献信息

• Magnesium-Promoted Reductive Carboxylation of Aryl Vinyl Ketones: Synthesis of γ-Keto Carboxylic Acids
  作者：Suhua Zheng、Tianyuan Zhang、Hirofumi Maekawa

  DOI：10.1021/acs.joc.2c00557

  日期：2022.6.3

  Direct reductive carboxylation of easily prepared aryl vinyl ketones under the atmosphere of carbon dioxide led to the selective formation of γ-keto carboxylic acids in 38–86% yields. The reaction is characterized by the carbon–carbon bond formation of carbon dioxide at the β-position of enone, with the use of magnesium turnings that can be easily handled as the reducing agent and the eco-friendly

  容易制备的芳基乙烯基酮在二氧化碳气氛下的直接还原羧化导致以 38-86% 的产率选择性形成 γ-酮基羧酸。该反应的特点是二氧化碳在烯酮的β位形成碳-碳键，使用易于处理的镁屑作为还原剂，以及无加压、无压力等环保反应条件。反应温度低或高，反应时间短。该协议显示了广泛的底物范围，并提供了一种有用且方便的替代方法来获取生物学上重要的 γ-酮羧酸。
• Katritzky, Alan R.; Rubio, Olga; Aurrecoechea, Jose M., Journal of the Chemical Society. Perkin transactions I, 1984, # 5, p. 941 - 945
  作者：Katritzky, Alan R.、Rubio, Olga、Aurrecoechea, Jose M.、Patel, Ranjan C.

  DOI：——

  日期：——
• Y(OTf)3 catalyzed substitution dependent oxidative C(sp3)–C(sp3) cleavage and regioselective dehydration of β-allyl-β-hydroxydithioesters: alternate route to α,β-unsaturated ketones and functionalized dienes
  作者：Sushobhan Chowdhury、Tanmoy Chanda、Ganesh Chandra Nandi、Suvajit Koley、B. Janaki Ramulu、S.K. Pandey、Maya Shankar Singh

  DOI：10.1016/j.tet.2013.07.092

  日期：2013.10

  beta-Allyl-beta-hydroxydithioesters have been generated by the regioselective Grignard addition to the beta-oxodithioesters. They have been successfully employed in selective C(sp(3))-C(sp(3)) bond cleavage to construct alpha,beta-unsaturated ketone residues by the treatment of an emerging catalyst yttrium(III)triflate for the first time. On the other hand, hetaryl substituted beta-allyl-beta-hydroxydithioesters led to the useful diene precursors through selective dehydration under the similar conditions. (c) 2013 Elsevier Ltd. All rights reserved.
• NOVEL 5-HT2 ANTAGONISTS
  申请人：AnaMar AB

  公开号：EP3109237A1

  公开（公告）日：2016-12-28

  The present invention relates to 1-amidino-3-aryl-2-pyrazoline derivatives of the general formula I The invention specifically relates to such derivatives which exhibit antagonizing activity towards serotonin 5-HT2B receptors. The present invention also relates to use of said compounds as a medicament and for the treatment of fibrosis, cardiovascular diseases, pain, IBD, and other inflammatory diseases, as well as pharmaceutical compositions comprising one or more of said compounds and methods of treatment.

  本发明涉及通式I的1-酰胺基-3-芳基-2-吡唑啉衍生物。该发明具体涉及表现出对5-HT2B受体具有拮抗活性的这类衍生物。本发明还涉及将所述化合物用作药物以及用于治疗纤维化、心血管疾病、疼痛、炎症性肠病和其他炎症性疾病的用途，以及包含一种或多种所述化合物的药物组合物和治疗方法。