4-氯-1-(2-甲氧基苯基)-1-丁酮 | 40877-17-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-氯-1-(2-甲氧基苯基)-1-丁酮
• 英文名称: 4-chloro-1-(2-methoxyphenyl)-1-butanone
• 英文别名: 4-Chlor-2'-methoxybutyrophenon；4-Chloro-1-(2-methoxyphenyl)-1-oxobutane；4-chloro-1-(2-methoxyphenyl)butan-1-one
• CAS: 40877-17-6
• 化学式: C₁₁H₁₃ClO₂
• 分子量: 212.676
• InChiKey: RQZYDAKGGBPTIY-UHFFFAOYSA-N

物化性质

• 沸点：
  324.9±22.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  4-氯-1-(2-甲氧基苯基)-1-丁酮 在 氢溴酸 作用下， 以 水 为溶剂， 反应 4.0h， 生成 4-chloro-1-(2-hydroxyphenyl)-1-butanone
  参考文献：
  名称：

  Synthesis and Structure−Affinity Relationships of 1-[ω-(4-Aryl-1-piperazinyl)alkyl]-1-aryl Ketones as 5-HT₇ Receptor Ligands

  摘要：

  Structural requirements for 5-HT7 receptor affinity and selectivity over that for the 5-HT1A receptor were studied on a series of 1-[omega-(4-aryl-1-piperazinyl)alkyl] - I-aryl ketones. The presence of a hydroxy or methoxy substituent on aryl ketone moiety, alkyl chain length, and the nature of N-1-piperazine substituent were explored. 6-[4-(3-Benzisoxazolyl)-l-piperazinyl]-1-(2-hydroxyphenyl)-1-hexanone (40) and its methoxy analogue 43 exhibited high 5-HT7 receptor affinities (K-i = 2.93 nM and 0.90 nM, respectively) and agonist properties when tested for 5-HT7 receptor-mediated relaxation of substance P-induced guinea-pig ileum contraction.

  DOI：

  10.1021/jm020994z
• 作为产物：
  描述：

  2-溴苯甲醚 、 4-氯-N-甲氧基-N-甲基丁酰胺 在 ammonium chloride 、 碘 作用下， 以 四氢呋喃 、 正己烷 、 水 、 乙酸乙酯 为溶剂， 生成 4-氯-1-(2-甲氧基苯基)-1-丁酮
  参考文献：
  名称：

  INHIBITION OF MATRIX METALLOPROTEASES BY 2-(OMEGA-AROYLALKYL)-4-BIARYL-OXOBUTYRIC ACIDS

  摘要：

  公开号：

  EP0904260B1

文献信息

• Chemoselective and Divergent Synthesis of Chlorohydrins and Oxaheterocycles via Ir-Catalyzed Asymmetric Hydrogenation
  作者：Yan Zong、Xiaomei Zou、Jingyuan Song、Gen-Qiang Chen、Xumu Zhang

  DOI：10.1021/acs.orglett.3c02565

  日期：2023.9.22

  Chlorohydrins and oxaheterocycles are synthetically valuable building blocks for diverse natural products and therapeutic substances. A highly efficient Ir/f-phamidol-catalyzed asymmetric hydrogenation of ω-chloroketones was successfully developed, and various chlorohydrins and oxaheterocycles were obtained divergently with excellent yields and enantioselectivities (up to >99% yield and >99% ee). Synthetic

  氯醇和氧杂环是多种天然产物和治疗物质的具有合成价值的结构单元。成功开发了高效的Ir/ f-邻氨基醇催化的ω-氯酮不对称氢化反应，并以优异的产率和对映选择性（高达>99%产率和>99%ee）不同地获得了各种氯代醇和氧杂环。通过这种催化方法对几种对映体富集的药物的关键中间体进行克级合成，证明了这种发散转化的合成效用。
• Pyrazole-based sulfonamide and sulfamides as potent inhibitors of mammalian 15-lipoxygenase
  作者：Khehyong Ngu、David S. Weinstein、Wen Liu、Charles Langevine、Donald W. Combs、Shaobin Zhuang、Xing Chen、Cort S. Madsen、Timothy W. Harper、Saleem Ahmad、Jeffrey A. Robl

  DOI：10.1016/j.bmcl.2011.05.107

  日期：2011.7

  A series of inhibitors of mammalian 15-lipoxygenase (15-LO) based on a 3,4,5-tri-substituted pyrazole scaffold is described. Replacement of a sulfonamide functionality in the lead series with a sulfamide group resulted in improved physicochemical properties generating analogs with enhanced inhibition in cell-based and whole blood assays. (C) 2011 Elsevier Ltd. All rights reserved.
• US5932763A
  申请人：——

  公开号：US5932763A

  公开（公告）日：1999-08-03
• Synthesis and Structure−Affinity Relationships of 1-[ω-(4-Aryl-1-piperazinyl)alkyl]-1-aryl Ketones as 5-HT₇ Receptor Ligands
  作者：Roberto Perrone、Francesco Berardi、Nicola A. Colabufo、Enza Lacivita、Marcello Leopoldo、Vincenzo Tortorella

  DOI：10.1021/jm020994z

  日期：2003.2.1

  Structural requirements for 5-HT7 receptor affinity and selectivity over that for the 5-HT1A receptor were studied on a series of 1-[omega-(4-aryl-1-piperazinyl)alkyl] - I-aryl ketones. The presence of a hydroxy or methoxy substituent on aryl ketone moiety, alkyl chain length, and the nature of N-1-piperazine substituent were explored. 6-[4-(3-Benzisoxazolyl)-l-piperazinyl]-1-(2-hydroxyphenyl)-1-hexanone (40) and its methoxy analogue 43 exhibited high 5-HT7 receptor affinities (K-i = 2.93 nM and 0.90 nM, respectively) and agonist properties when tested for 5-HT7 receptor-mediated relaxation of substance P-induced guinea-pig ileum contraction.
• INHIBITION OF MATRIX METALLOPROTEASES BY 2-(OMEGA-AROYLALKYL)-4-BIARYL-OXOBUTYRIC ACIDS
  申请人：Bayer Corporation

  公开号：EP0904260B1

  公开（公告）日：2002-09-18