3-(4-氯苯基)-1-环丙基丙-2-烯-1-酮 | 56105-33-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: 3-(4-氯苯基)-1-环丙基丙-2-烯-1-酮
• 英文名称: 4-chlorostyryl cyclopropyl ketone
• 英文别名: Cyclopropyl-1-p-chlorophenyl-3-propen-2-on-1；2-(4-Chlorophenyl)-vinyl-cyclopropyl-keton；2-(4-Chlorphenyl)vinyl-cyclopropylketon；2-Propen-1-one, 3-(4-chlorophenyl)-1-cyclopropyl-；3-(4-chlorophenyl)-1-cyclopropylprop-2-en-1-one
• CAS: 56105-33-0
• 化学式: C₁₂H₁₁ClO
• mdl: MFCD01931107
• 分子量: 206.672
• InChiKey: BXDPMTXEUUHWEK-UHFFFAOYSA-N

物化性质

• 沸点：
  345.1±17.0 °C(Predicted)
• 密度：
  1.250±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  3-(4-氯苯基)-1-环丙基丙-2-烯-1-酮 在 lithium aluminium tetrahydride 作用下， 生成 4-[6-(4-chlorophenyl)hexyl]-3,5-heptanedione
  参考文献：
  名称：

  Antiviral activity of some .beta.-diketones. 1. Aryl alkyl diketones. In vitro activity against both RNA and DNA viruses

  摘要：

  The discovery that 4-[3-ethyl-6-[(3,4-methylenedioxy)phenyl]-3-hexenyl]-3,5-heptanedione (40) exhibited an in vitro inhibitory effect against equine rhinovirus led to a structure--activity study to establish the criteria for optimum activity. Modification of the bridge included removal of the ethyl group and reduction of the double bond. The heptanedione was replaced with hexanedione and pentanedione with a minimal effect. The effect of replacing the heptanedione with beta-keto esters and monoketones was also investigated. Maintaining the hexamethylene bridge and heptanedione, the methylenedioxy group was replaced with various substitutents. In general, most substituents did not adversely affect activity particularly against equine rhinovirus although there was some variation in activity against herpesvirus. Strongly hydrophilic groups significantly reduced activity. Finally, the effect of varying the length of the alkyl bridge was examined in the 4-hydroxyphenyl series, where peak activity was attained with n = 8.

  DOI：

  10.1021/jm00216a003
• 作为产物：
  描述：

  环丙甲基酮 、 4-氯苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 3-(4-氯苯基)-1-环丙基丙-2-烯-1-酮
  参考文献：
  名称：

  Synthesis and biological evaluation of novel pyrazoline derivatives as anti-inflammatory and antioxidant agents

  摘要：

  通过查耳酮 1a-h 与硫代氨基脲或盐酸氨基脲的环化反应，合成了一系列新型 5-芳基-3-环丙基-4,5-二氢吡唑衍生物 2a-p，并将其作为抗炎/抗氧化剂进行了评估。元素分析和光谱数据证实了这些化合物的结构。还测定了它们对超氧化物的自由基清除活性。还测定了它们对肝细胞活力和 LPS 刺激巨噬细胞产生一氧化氮（NO）的影响。结果表明，化合物 2e 和 2n 具有最高的自由基清除活性和抗炎活性，因此可用于预防氧化应激和炎症相关疾病。

  DOI：

  10.1007/s12272-012-0606-9

文献信息

• COMPOUNDS AND COMPOSITIONS FOR NEMATODE TREATMENT
  申请人：IOWA STATE UNIVERSITY RESEARCH FOUNDATION, INC.

  公开号：US20210298295A1

  公开（公告）日：2021-09-30

  Disclosed herein are compounds and compositions for nematode treatment. In particular, disclosed are compounds of formula (I), a method of treating a plant or a growing media for a nematode with compounds of formula (II), compositions, and methods of use.

  本文披露了用于线虫治疗的化合物和组合物。具体而言，披露了公式（I）的化合物，以及使用公式（II）的化合物治疗植物或生长介质中的线虫的方法、组合物和使用方法。
• Pyrrolidine derivatives
  申请人：Societe Anonyme dite: Hexachimie

  公开号：US04005103A1

  公开（公告）日：1977-01-25

  The invention provides compounds of formula ##STR1## wherein R and R' are hydrogen, halogen, alkyl, alkoxy, trihalomethyl or hydroxy or they together form methylenedioxy, R" is hydrogen or methyl, and R"' is hydrogen, alkyl, benzyl, propargyl or hydroxyethyl, or salts thereof. The compounds are useful as anorexigenic or analeptic agents.

  该发明提供了公式##STR1##的化合物，其中R和R'是氢，卤素，烷基，烷氧基，三卤甲基或羟基，或者它们一起形成亚甲二氧基，R"是氢或甲基，R"'是氢，烷基，苄基，丙炔基或羟乙基，或其盐。这些化合物可用作压抑食欲或兴奋剂。
• Antiviral activity of some .beta.-diketones. 1. Aryl alkyl diketones. In vitro activity against both RNA and DNA viruses
  作者：Guy D. Diana、U. Joseph Salvador、Ethel S. Zalay、Robert E. Johnson、Joseph C. Collins、David Johnson、William B. Hinshaw、Roman R. Lorenz、William H. Thielking、Francis Pancic

  DOI：10.1021/jm00216a003

  日期：1977.6

  The discovery that 4-[3-ethyl-6-[(3,4-methylenedioxy)phenyl]-3-hexenyl]-3,5-heptanedione (40) exhibited an in vitro inhibitory effect against equine rhinovirus led to a structure--activity study to establish the criteria for optimum activity. Modification of the bridge included removal of the ethyl group and reduction of the double bond. The heptanedione was replaced with hexanedione and pentanedione with a minimal effect. The effect of replacing the heptanedione with beta-keto esters and monoketones was also investigated. Maintaining the hexamethylene bridge and heptanedione, the methylenedioxy group was replaced with various substitutents. In general, most substituents did not adversely affect activity particularly against equine rhinovirus although there was some variation in activity against herpesvirus. Strongly hydrophilic groups significantly reduced activity. Finally, the effect of varying the length of the alkyl bridge was examined in the 4-hydroxyphenyl series, where peak activity was attained with n = 8.
• Synthesis and biological evaluation of novel pyrazoline derivatives as anti-inflammatory and antioxidant agents
  作者：Nadia A. Khalil、Eman M. Ahmed、Hala B. El-Nassan、Osama K. Ahmed、Ahmed M. Al-Abd

  DOI：10.1007/s12272-012-0606-9

  日期：2012.6

  A series of novel 5-aryl-3-cyclopropyl-4,5-dihydropyrazole derivatives 2a–p were synthesized via cyclization of chalcones 1a–h with thiosemicarbazide or semicarbazide HCl and evaluated as anti-inflammatory/antioxidant agents. The structures were confirmed by elemental analyses and spectral data. The free radical scavenging activity toward superoxide was determined. Their effect on hepatocytes viability and nitric oxide (NO) production in LPS-stimulated macrophages was also determined. The results showed that compounds 2e and 2n demonstrated the highest free-radical scavenging and anti-inflammatory activities, thus can be useful in the prevention of oxidative stress and inflammation-related disorders.

  通过查耳酮 1a-h 与硫代氨基脲或盐酸氨基脲的环化反应，合成了一系列新型 5-芳基-3-环丙基-4,5-二氢吡唑衍生物 2a-p，并将其作为抗炎/抗氧化剂进行了评估。元素分析和光谱数据证实了这些化合物的结构。还测定了它们对超氧化物的自由基清除活性。还测定了它们对肝细胞活力和 LPS 刺激巨噬细胞产生一氧化氮（NO）的影响。结果表明，化合物 2e 和 2n 具有最高的自由基清除活性和抗炎活性，因此可用于预防氧化应激和炎症相关疾病。