2-(4-formyl-2-methoxyphenoxycarbonyl)ethyl chloride | 1292298-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 2-(4-formyl-2-methoxyphenoxycarbonyl)ethyl chloride
• 英文别名: (4-Formyl-2-methoxyphenyl) 3-chloropropanoate；(4-formyl-2-methoxyphenyl) 3-chloropropanoate
• CAS: 1292298-59-9
• 化学式: C₁₁H₁₁ClO₄
• 分子量: 242.659
• InChiKey: SHZKKYDASMJIIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-formyl-2-methoxyphenoxycarbonyl)ethyl chloride 在 三乙胺 、 氧化硼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis of curcumin and ethylcurcumin bioconjugates as potential antitumor agents

  摘要：

  Some new curcumin and ethylcurcumin bioconjugates with various functionalities supported on the curcumin skeleton were synthesized and evaluated for antitumor activity. Most of the newly synthesized compounds are more active than curcumin and ethyl curcumin but are less cytotoxic than the reference compound doxorubicin. Surprisingly, many of these compounds are not cytotoxic to noncancer cells. Compounds 5c, 5e, 5g, 5j, 6b, and 6g having 5-methylthiadiazole, 6-methoxy-benzothiazole, diethylaminoethyl and the usual alkylating bis(2-chloroethyl)amino moieties showed the highest cytotoxic activity against SK-MEL cancer cells. Compounds 5k, 6c, and 6g are less cytotoxic to KB cancer cells. Moreover, compounds 5c, 5e, 5j, 5k, 6d, 6e, 6f, and 6g showed cytotoxicity against BT-549 cancer cells with 5j being the most active compound. Curcumin and the new intermediate di-O-chloroacetylcurcumin (3a) were also cytotoxic against the same cell line but are less active than the target compounds. Compound 6b is the only one exhibiting cytotoxicity against SK-OV-3 cancer cells.

  DOI：

  10.1007/s00044-011-9587-3
• 作为产物：
  描述：

  香草醛 、 3-氯丙酰氯 在 sodium hydroxide 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以72%的产率得到2-(4-formyl-2-methoxyphenoxycarbonyl)ethyl chloride
  参考文献：
  名称：

  Synthesis of curcumin and ethylcurcumin bioconjugates as potential antitumor agents

  摘要：

  Some new curcumin and ethylcurcumin bioconjugates with various functionalities supported on the curcumin skeleton were synthesized and evaluated for antitumor activity. Most of the newly synthesized compounds are more active than curcumin and ethyl curcumin but are less cytotoxic than the reference compound doxorubicin. Surprisingly, many of these compounds are not cytotoxic to noncancer cells. Compounds 5c, 5e, 5g, 5j, 6b, and 6g having 5-methylthiadiazole, 6-methoxy-benzothiazole, diethylaminoethyl and the usual alkylating bis(2-chloroethyl)amino moieties showed the highest cytotoxic activity against SK-MEL cancer cells. Compounds 5k, 6c, and 6g are less cytotoxic to KB cancer cells. Moreover, compounds 5c, 5e, 5j, 5k, 6d, 6e, 6f, and 6g showed cytotoxicity against BT-549 cancer cells with 5j being the most active compound. Curcumin and the new intermediate di-O-chloroacetylcurcumin (3a) were also cytotoxic against the same cell line but are less active than the target compounds. Compound 6b is the only one exhibiting cytotoxicity against SK-OV-3 cancer cells.

  DOI：

  10.1007/s00044-011-9587-3

文献信息

• FILM-FORMING POLYMER AND ANTIFOULING PAINT
  申请人：Jotun AS

  公开号：EP1487928A1

  公开（公告）日：2004-12-22
• [EN] FILM-FORMING POLYMER AND ANTIFOULING PAINT<br/>[FR] POLYMERE FILMOGENE ET PEINTURE ANTISALISSURE
  申请人：JOTUN AS

  公开号：WO2003080747A1

  公开（公告）日：2003-10-02

  Water insoluble, water erodible, film forming polymer for antifouling paint, which includes repeating units corresponding to the monomers A and B : A) 2-95 mole % of monomers of formula (I), wherein n is an integer from 1 to 4, X is H or CH3, Y is H or an optionally esterified COOH group, R1 is Ph(R2)m, -C(O)R3 or -Si(R4)3, m is an integer from 1 to 3, R2, which are the same or different, are selected from -C(O)H, C(O)R5, COOR6, CH2COOR7, C1-4 alkyl, C1-4 alkanoyl, halogen, nitro, OH and OR8, R3 is selected from substituted or unsubstituted alkyl, aryl, aralkyl and heterocyclyl, R4, which are the same or different, are selected from substituted or unsubstituted C1-20 alkyl, C5-20 aryl, C1-20 alkoxy and C5-20 aryloxy, and R5, R6, R7 and R8 are independently selected from substituted or unsubstituted C1-20 alkyl and C5-20 aryl; and B) 5-98 mole % of other vinyl polymerisable monomers.
• Synthesis of curcumin and ethylcurcumin bioconjugates as potential antitumor agents
  作者：Reem I. Al-Wabli、Omaima M. AboulWafa、Khairia M. Youssef

  DOI：10.1007/s00044-011-9587-3

  日期：2012.6

  Some new curcumin and ethylcurcumin bioconjugates with various functionalities supported on the curcumin skeleton were synthesized and evaluated for antitumor activity. Most of the newly synthesized compounds are more active than curcumin and ethyl curcumin but are less cytotoxic than the reference compound doxorubicin. Surprisingly, many of these compounds are not cytotoxic to noncancer cells. Compounds 5c, 5e, 5g, 5j, 6b, and 6g having 5-methylthiadiazole, 6-methoxy-benzothiazole, diethylaminoethyl and the usual alkylating bis(2-chloroethyl)amino moieties showed the highest cytotoxic activity against SK-MEL cancer cells. Compounds 5k, 6c, and 6g are less cytotoxic to KB cancer cells. Moreover, compounds 5c, 5e, 5j, 5k, 6d, 6e, 6f, and 6g showed cytotoxicity against BT-549 cancer cells with 5j being the most active compound. Curcumin and the new intermediate di-O-chloroacetylcurcumin (3a) were also cytotoxic against the same cell line but are less active than the target compounds. Compound 6b is the only one exhibiting cytotoxicity against SK-OV-3 cancer cells.