3-(2-bromophenyl)-1-cyclopropylprop-2-en-1-one | 1387581-91-0

• 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
• 英文名称: 3-(2-bromophenyl)-1-cyclopropylprop-2-en-1-one
• CAS: 1387581-91-0
• 化学式: C₁₂H₁₁BrO
• 分子量: 251.123
• InChiKey: GTUVAMRGTJSTRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-(2-bromophenyl)-1-cyclopropylprop-2-en-1-one 在 碲化氢 、 sodium tetrahydroborate 、 丙烷 作用下， 生成 3-(2-Bromophenyl)-1-cyclopropylpropan-1-one
  参考文献：
  名称：

  Co2(CO)8-mediated cycloisomerization of arylene 1,7-enynes

  摘要：

  Co-2(CO)(8) was found to be effective for cycloisomerization reaction of arylene 1,7-enynes to form 2,3-dihydroindene derivatives, and a catalytic version assisted by different Lewis base ligands was also studied. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.016
• 作为产物：
  描述：

  环丙甲基酮 、 邻溴苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 3-(2-bromophenyl)-1-cyclopropylprop-2-en-1-one
  参考文献：
  名称：

  来自邻溴代邻苯二酚的2-Aroylindoles通过Cu（I）催化的S（N）Ar与叠氮化物和分子内腈CH插入。

  摘要：

  已开发出一种简单的合成2-芳基吲哚衍生物的方法，该方法包括一锅CuI催化邻溴代邻苯二甲酰胺与叠氮化钠的SNAr反应，以及随后通过亚硝基CH插入而进行的分子内环化。该方案也适用于产生吲哚-2-羧酸酯的2'-溴肉桂酸酯。

  DOI：

  10.1039/c4cc02501f

文献信息

• 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。
• Chemical compounds
  申请人：Syngenta Participations AG

  公开号：EP1829865A2

  公开（公告）日：2007-09-05

  A compound of formula (I): Het is pyridinyl, pyrimidinyl, thiophenyl, furyl, isothiazolyl or isoxazolyl, each being substituted by groups R4, R5 and R6; R1 is hydrogen or halo; R2 is hydrogen or halo; R3 is optionally substituted C2-12 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3-12 cycloalkyl, optionally substituted phenyl or optionally substituted heterocyclyl; and R4, R5 and R6 are, independently, selected from hydrogen, halo, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkyl and C1-4 haloalkoxy(C1-4)alkyl, provided that at least one of R4, R5 and R6 is not hydrogen. The compounds of formula (I) have plant-protective properties and are suitable for protecting plants against infestations by phytopathogenic microorganisms.

  式 (I) 的化合物： Het 是吡啶基、嘧啶基、噻吩基、呋喃基、异噻唑基或异噁唑基，各自被基团 R4、R5 和 R6 取代；R1 是氢或卤代；R2 是氢或卤代；R3 是任选取代的 C2-12 烷基、任选取代的 C2-12 烯基、任选取代的 C2-12 烷基、任选取代的 C3-12 环烷基、任选取代的苯基或任选取代的杂环基；R4、R5 和 R6 独立地选自氢、卤代、氰基、硝基、C1-4 烷基、C1-4 卤代烷基、C1-4 烷氧基（C1-4）烷基和 C1-4 卤代烷氧基（C1-4）烷基，条件是 R4、R5 和 R6 中至少有一个不是氢。式（I）化合物具有植物保护特性，适用于保护植物免受植物病原微生物的侵染。
• O-CYCLOPROPYL-CARBOXANILIDES AND THEIR USE AS FUNGICIDES
  申请人：Syngenta Participations AG

  公开号：EP1480955B1

  公开（公告）日：2007-06-27
• O-CYCLOPROPYL-CARBOXANILIDES AND THEIR USE
  申请人：Ehrenfreund Josef

  公开号：US20090197925A1

  公开（公告）日：2009-08-06

  A compound of formula (I): Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by groups R 4 , R 5 and R 6 ; R 1 is hydrogen or halo; R 2 is hydrogen or halo; R 3 is optionally substituted C 2-12 alkyl, optionally substituted C 2-12 alkenyl, optionally substituted C 2-12 alkynyl, optionally substituted C 3-12 cycloalkyl, optionally substituted phenyl or optionally substituted heterocyclyl; and R 4 , R 5 and R 6 are, independently, selected from hydrogen, halo, cyano, nitro, C 1-4 alkyl, C 1-4 haloalkyl, C 1-4 alkoxy(C 1-4 )alkyl and C 1-4 haloalkoxy(C 1-4 )alkyl, provided that at least one of R 4 , R 5 and R 6 is not hydrogen. The compounds of formula (I) have plant-protective properties and are suitable for protecting plants against infestations by phytopathogenic microorganisms.