para-methoxybenzyl chloroacetate

• 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: para-methoxybenzyl chloroacetate
• 英文别名: Chloroacetic acid, 4-methoxybenzyl ester；(4-methoxyphenyl)methyl 2-chloroacetate
• 化学式: C₁₀H₁₁ClO₃
• mdl: MFCD09673294
• 分子量: 214.649
• InChiKey: LSEXLYVLRFXXFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  para-methoxybenzyl chloroacetate 在 亚膦酸 、 三乙胺 、 偶氮引发剂VA-064 作用下， 以 异丙醇 为溶剂， 反应 0.5h， 生成 4-甲氧基苄基乙酸酯
  参考文献：
  名称：

  使用水溶性自由基引发剂和次磷酸在乙醇水溶液中的简单有效的自由基还原反应

  摘要：

  使用水溶性自由基引发剂，2,2'-偶氮双[2-（2-咪唑啉-2-基）丙烷]（VA）的组合物，用于还原各种卤代化合物的简单，温和且高产的方法-061），描述了在含水醇中的水溶性链载体次磷酸和碱三乙胺。此方法中使用的试剂都是水溶性的，因此，仅使用萃取程序即可轻松获得几乎纯净的所需产品。

  DOI：

  10.1016/j.tetlet.2004.09.130
• 作为产物：
  描述：

  氯乙酸 、 4-甲氧基苄醇 在 4-二甲氨基吡啶 、 cerium(III) chloride heptahydrate 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.5h， 生成 para-methoxybenzyl chloroacetate
  参考文献：
  名称：

  Novel N-4-Piperazinyl Ciprofloxacin-Ester Hybrids: Synthesis, Biological Evaluation, and Molecular Docking Studies

  摘要：

  A series of novelN-4-piperazinyl ciprofloxacin-ester hybrids has been synthesized and the structures confirmed by(1)H and(13)C NMR, FT-IR spectral data, and elemental analysis. The products have been testedin vitrofor their antibacterial activity against six bacterial strains (MRSA,Staphylococcus epidermidis,Bacillus subtilis,Escherichia coli,Salmonella enterica, andKlebsiella pneumoniae) and have demonstrated good antibacterial activity with MIC values range 6.25-200 mu g/mL. Antifungal and cytotoxic activities of the products have been tested againstCandida kefyrand human leukemia K562 cell line, respectively. All compounds inhibit growth of K562 cells more efficiently than the parent ciprofoxacin in a dose- and duration-dependent way. Molecular docking studies performed for the compound3iindicates that similarly to ciprofloxacin it can act as an inhibitor ofS. aureusDNA gyrase.

  DOI：

  10.1134/s1070363220080265

文献信息

• N-substituted glycinates
  申请人：Science Union et Cie, Societe Francaise de Recherche Medical

  公开号：US03956501A1

  公开（公告）日：1976-05-11

  N-substituted glycinates of the formula: ##EQU1## optical isomers and acid addition salts thereof, wherein R is cyclopentyl, cyclohexyl, benzyl, halobenzyl, lower alkylbenzyl, lower alkoxybenzyl, methylenedioxybenzyl or trifluoromethylbenzyl. These compounds are used as medicines especially in the treatment of obesity or other metabolic diseases needing weight reduction and regulation.

  N-取代的甘氨酸盐的化学式为：##EQU1## 其光学异构体和酸盐，其中R为环戊基、环己基、苄基、卤代苄基、较低烷基苄基、较低烷氧基苄基、亚甲二氧基苄基或三氟甲基苄基。这些化合物被用作药物，特别用于治疗肥胖或其他需要减重和调节的代谢性疾病。
• Regioselective Synthesis of 2,5-Disubstituted-1,3,4-thiadiazoles and 1,3,4-Oxadiazoles via Alkyl 2-(Methylthio)-2-thioxoacetates and Alkyl 2-Amino-2-thioxoacetates
  作者：Chikkappaiahnayaka Santhosh、Krishna Ravi Singh、Kalleshappa Sheela、Toreshettahally R. Swaroop、Maralinganadoddi P. Sadashiva

  DOI：10.1021/acs.joc.3c00589

  日期：2023.8.18

  and 1,3,4-oxadiazoles has been developed. The synthetic precursors alkyl 2-(methylthio)-2-thioxoacetates/alkyl 2-amino-2-thioxoacetates react efficiently with acyl hydrazides, which transformed into a series of dehydrative and desulfurative products with employment of p-TSA and AcOH through a regioselective cyclization process. The alkyl 2-amino-2-thioxoacetate pathway generates excellent yield among

  开发了 2,5-二取代-1,3,4-噻二唑和 1,3,4-恶二唑的酸催化区域选择性环化反应。合成的前体2-(甲硫基)-2-硫代乙酸烷基酯/2-氨基-2-硫代乙酸烷基酯与酰肼有效反应，利用p-TSA和AcOH通过区域选择性环化转化为一系列脱水和脱硫产物过程。2-氨基-2-硫代乙酸烷基酯途径在上述方法中产生优异的产率。所报道的方法在无金属条件下操作简单且高效，并且表现出显着的官能团兼容性。通过单晶 X 射线衍射研究证实了区域选择性环化产物。
• US4835312A
  申请人：——

  公开号：US4835312A

  公开（公告）日：1989-05-30
• A simple and efficient radical reduction using water-soluble radical initiator and hypophosphorous acid in aqueous alcohol
  作者：Hisanori Nambu、Anahita Hessamian Alinejad、Kayoko Hata、Hiromichi Fujioka、Yasuyuki Kita

  DOI：10.1016/j.tetlet.2004.09.130

  日期：2004.11

  using a combination of the water-soluble radical initiator, 2,2′-azobis[2-(2-imidazolin-2-yl)propane] (VA-061), a water-soluble chain carrier, hypophosphorous acid, and the base, triethylamine, in aqueous alcohol is described. The reagents used in this method are all water soluble, and therefore, an almost pure desired product can be readily obtained using only an extraction procedure.

  使用水溶性自由基引发剂，2,2'-偶氮双[2-（2-咪唑啉-2-基）丙烷]（VA）的组合物，用于还原各种卤代化合物的简单，温和且高产的方法-061），描述了在含水醇中的水溶性链载体次磷酸和碱三乙胺。此方法中使用的试剂都是水溶性的，因此，仅使用萃取程序即可轻松获得几乎纯净的所需产品。
• Novel N-4-Piperazinyl Ciprofloxacin-Ester Hybrids: Synthesis, Biological Evaluation, and Molecular Docking Studies
  作者：A. Shahbazi、H. Mostafavi、G. Zarrini、M. Mahdavi

  DOI：10.1134/s1070363220080265

  日期：2020.8

  A series of novelN-4-piperazinyl ciprofloxacin-ester hybrids has been synthesized and the structures confirmed by(1)H and(13)C NMR, FT-IR spectral data, and elemental analysis. The products have been testedin vitrofor their antibacterial activity against six bacterial strains (MRSA,Staphylococcus epidermidis,Bacillus subtilis,Escherichia coli,Salmonella enterica, andKlebsiella pneumoniae) and have demonstrated good antibacterial activity with MIC values range 6.25-200 mu g/mL. Antifungal and cytotoxic activities of the products have been tested againstCandida kefyrand human leukemia K562 cell line, respectively. All compounds inhibit growth of K562 cells more efficiently than the parent ciprofoxacin in a dose- and duration-dependent way. Molecular docking studies performed for the compound3iindicates that similarly to ciprofloxacin it can act as an inhibitor ofS. aureusDNA gyrase.