benzyl 3-{4-[3-(cyanohydroxymethyl)phenoxy]phenyl}propanoate

• 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: benzyl 3-{4-[3-(cyanohydroxymethyl)phenoxy]phenyl}propanoate
• 英文别名: Benzyl 3-[4-[3-[cyano(hydroxy)methyl]phenoxy]phenyl]propanoate；benzyl 3-[4-[3-[cyano(hydroxy)methyl]phenoxy]phenyl]propanoate
• 化学式: C₂₄H₂₁NO₄
• 分子量: 387.435
• InChiKey: NGIUYPCBNQLPAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  79.6
• 氢给体数：
  1
• 氢受体数：
  5

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	benzyl 3-[4-(3-formylphenoxy)phenyl]propanoate	208251-89-2	C23H20O4	360.409
  苄基3-(4-羟基苯基)丙酸酯	benzyl 3-(4-hydroxyphenyl)propionate	31770-76-0	C16H16O3	256.301

反应信息

• 作为反应物：
  描述：

  benzyl 3-{4-[3-(cyanohydroxymethyl)phenoxy]phenyl}propanoate 在 bis(trimethylsilyl)trifluoroacetamide 、 碘代三甲硅烷 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成
  参考文献：
  名称：

  Development of an Enzyme-Linked Immunosorbent Assay for the Pyrethroid Insecticide Cyhalothrin

  摘要：

  A competitive enzyme-linked immunosorbent assay ( ELISA) was developed for detection of the pyrethroid insecticide cyhalothrin. Three haptens with an amine or propanoic acid terminus were synthesized and then conjugated with bovine serum albumin to give immunogens. Eight polyclonal antisera produced by rabbits were screened for titers and affinity using three different coating antigens. The antiserum CWB-C had the highest affinity with cyhalothrin and a low affinity with fenvalerate, fenpropathrin, deltamethrin, and fluvalinate. The half-maximum inhibition concentration for cyhalothrin was 37.2 mu g/L, and the limit of detection was 4.7 mu g/L. The recoveries of different concentrations of cyhalothrin (0.1-2500 mu g/L) from fortified tap water, well water, and wastewater samples as determined with the ELISA were 81-114%.

  DOI：

  10.1021/jf0607009
• 作为产物：
  描述：

  对羟基苯丙酸 在 磷酸 、 硫酸 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 甲苯 、 xylene 、 叔丁醇 为溶剂， 反应 17.5h， 生成 benzyl 3-{4-[3-(cyanohydroxymethyl)phenoxy]phenyl}propanoate
  参考文献：
  名称：

  Development of an Enzyme-Linked Immunosorbent Assay for the Pyrethroid Insecticide Cyhalothrin

  摘要：

  A competitive enzyme-linked immunosorbent assay ( ELISA) was developed for detection of the pyrethroid insecticide cyhalothrin. Three haptens with an amine or propanoic acid terminus were synthesized and then conjugated with bovine serum albumin to give immunogens. Eight polyclonal antisera produced by rabbits were screened for titers and affinity using three different coating antigens. The antiserum CWB-C had the highest affinity with cyhalothrin and a low affinity with fenvalerate, fenpropathrin, deltamethrin, and fluvalinate. The half-maximum inhibition concentration for cyhalothrin was 37.2 mu g/L, and the limit of detection was 4.7 mu g/L. The recoveries of different concentrations of cyhalothrin (0.1-2500 mu g/L) from fortified tap water, well water, and wastewater samples as determined with the ELISA were 81-114%.

  DOI：

  10.1021/jf0607009

文献信息

• Development of an Enzyme-Linked Immunosorbent Assay for the Detection of the Pyrethroid Insecticide Fenpropathrin
  作者：Ingrid Wengatz、Donald W. Stoutamire、Shirley J. Gee、Bruce D. Hammock

  DOI：10.1021/jf9710847

  日期：1998.6.1

  A competitive enzyme-linked immunosorbent assay (ELISA) was developed for the quantitative detection of fenpropathrin [(RS)-alpha-cyano-3-phenoxybenzyl-2,2,3,3-tetramethylcyclopropanecarboxylate]. Polyclonal antisera were isolated from rabbits immunized with two different fenpropathrin hapten conjugates. One hapten contained an amino function; the other contained a carboxyl group for conjugation to carrier proteins. Mollusk hemocyanins, thyroglobulin, and fetuin were used as carrier proteins. The antisera varied greatly in their affinities for fenpropathrin. A homologous assay system using the coating antigen format was the most sensitive. The IC50 for fenpropathrin was 20 mu g/L, and the lower detection limit was 2.5 mu g/L. Pyrethroids, such as phenothrin, permethrin, resmethrin, fenvalerate, deltamethrin, cyfluthrin, and cypermethrin, and the pyrethroid metabolites, 3-phenoxybenzoic acid and fenpropathrin acid, did not cross-react significantly in this assay. Ten percent acetone or methanol and a pH of 4 were determined to be optimum assay conditions. Various cationic, anionic, and nonionic detergents had no significant effect on the assay.
• Development of an Immunoassay for the Pyrethroid Insecticide Esfenvalerate
  作者：Guomin Shan、Donald W. Stoutamire、Ingrid Wengatz、Shirley J. Gee、Bruce D. Hammock

  DOI：10.1021/jf981210m

  日期：1999.5.1

  A competitive enzyme-linked immunosorbent assay was developed for the detection of the pyrethroid insecticide esfenvalerate. Two haptens containing amine or propanoic acid groups on the terminal aromatic ring of the fenvalerate molecule were synthesized and coupled to carrier proteins as immunogens. Five antisera were produced and screened against eight different coating antigens. The assay that had the least interference and was the most sensitive for esfenvalerate was optimized and characterized. The I-50 for esfenvalerate was 30 +/- 6.2 mu g/L, and the lower detection limit (LDL) was 3.0 +/- 1.8 mu g/L. The assay was very selective. Other pyrethroid analogues and esfenvalerate metabolites tested did not cross-react significantly in this assay. To increase the sensitivity of the overall method, a C-18 sorbent-based. solid-phase extraction (SPE) was used for water matrix. With this SPE step, the LDL of the overall method for esfenvalerate was 0.1 mu g/L in water samples.
• Development of an Enzyme-Linked Immunosorbent Assay for the Pyrethroid Insecticide Cyhalothrin
  作者：Hongbin Gao、Yun Ling、Ting Xu、Weiwen Zhu、Hongyu Jing、Wei Sheng、Qing X. Li、Ji Li

  DOI：10.1021/jf0607009

  日期：2006.7.1

  A competitive enzyme-linked immunosorbent assay ( ELISA) was developed for detection of the pyrethroid insecticide cyhalothrin. Three haptens with an amine or propanoic acid terminus were synthesized and then conjugated with bovine serum albumin to give immunogens. Eight polyclonal antisera produced by rabbits were screened for titers and affinity using three different coating antigens. The antiserum CWB-C had the highest affinity with cyhalothrin and a low affinity with fenvalerate, fenpropathrin, deltamethrin, and fluvalinate. The half-maximum inhibition concentration for cyhalothrin was 37.2 mu g/L, and the limit of detection was 4.7 mu g/L. The recoveries of different concentrations of cyhalothrin (0.1-2500 mu g/L) from fortified tap water, well water, and wastewater samples as determined with the ELISA were 81-114%.