3-(3,4-dichlorophenyl)-1-hydroxy-1-methylurea | 28267-54-1

• 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: 3-(3,4-dichlorophenyl)-1-hydroxy-1-methylurea
• 英文别名: N-Hydroxy-N-methyl-N'-(3,4-dichlorphenyl)harnstoff
• CAS: 28267-54-1
• 化学式: C₈H₈Cl₂N₂O₂
• 分子量: 235.07
• InChiKey: VRPNGDJYUJPTQH-UHFFFAOYSA-N

物化性质

• 密度：
  1.554±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3,4-dichlorophenyl)-1-hydroxy-1-methylurea 在 盐酸 、 sodium hydroxide 作用下， 反应 50.0h， 生成 1-(carboxymethoxy)-3-(3,4-dichlorophenyl)-1-methylurea
  参考文献：
  名称：

  A Highly Sensitive and Rapid ELISA for the Arylurea Herbicides Diuron, Monuron, and Linuron

  摘要：

  A highly sensitive and rapid enzyme-linked immunosorbent assay (ELISA) for the detection of the arylurea herbicides monuron, diuron, and linuron is described. Diuron haptens with two different polymethylene handle locations were evaluated for:use as immunizing and/or tracer antigens. One handle, consisting of three or five methylene groups, located at the terminal urea nitrogen;distal to the aromatic ring provided the best-antibodies and enzyme-labeled haptens with a variety of selectivities. The second methylene handle attachment at the internal urea nitrogen retained the basic structure of the target molecule, but was not recognized by the antibodies produced from the terminal substituted haptens, nor was it useful as an enzyme tracer. Rabbits were immunized with monuron hapten-bovine serum albumin conjugates that contained either a C3 or C5 methylene handle at the terminal nitrogen. The resulting selectivity of the antisera was not related to the immunizing antigen used. The analyses were class or compound selective for the individual herbicides depending upon the antisera used. Widely applied urea herbicides such as diuron, monuron, and linuron demonstrated 50% inhibition values at 0.4, 0.5, and 0.8 mu g/L and detection limits of 0.04, 0.05, and 0.08 mu g/L, respectively, in buffer. The test, applied to matrices such as water: and orange juice, showed limited matrix effects which could be eliminated by moderate dilution of the sample. The assays were tested,for tolerance to methanol, a commonly used solvent in the extraction of diuron from environmental matrices. Up to 50% methanol in the assay had no effect on assay parameters such as the 50% inhibition values. To develop a rational approach for the selection of a hapten for use as an enzyme tracer, a variety of monuron, diuron, and linuron haptens were tested for cross reactivity. Some of these same haptens were then used as hapten enzyme conjugates. In general, haptens recognized about 100 times less well than the ''best'' hapten were useful as enzyme tracers. In addition, we found that cross reactivity data for esters of carboxylic acid haptens may be better predictors of the binding of the carboxylic acids when conjugated as antigens or enzyme tracers.

  DOI：

  10.1021/jf00038a033
• 作为产物：
  描述：

  N-甲基羟胺盐酸盐 、 3,4-二氯苯异氰酸酯 在 N,N-二异丙基乙胺 作用下， 以 苯 为溶剂， 反应 48.0h， 以44%的产率得到3-(3,4-dichlorophenyl)-1-hydroxy-1-methylurea
  参考文献：
  名称：

  A Highly Sensitive and Rapid ELISA for the Arylurea Herbicides Diuron, Monuron, and Linuron

  摘要：

  A highly sensitive and rapid enzyme-linked immunosorbent assay (ELISA) for the detection of the arylurea herbicides monuron, diuron, and linuron is described. Diuron haptens with two different polymethylene handle locations were evaluated for:use as immunizing and/or tracer antigens. One handle, consisting of three or five methylene groups, located at the terminal urea nitrogen;distal to the aromatic ring provided the best-antibodies and enzyme-labeled haptens with a variety of selectivities. The second methylene handle attachment at the internal urea nitrogen retained the basic structure of the target molecule, but was not recognized by the antibodies produced from the terminal substituted haptens, nor was it useful as an enzyme tracer. Rabbits were immunized with monuron hapten-bovine serum albumin conjugates that contained either a C3 or C5 methylene handle at the terminal nitrogen. The resulting selectivity of the antisera was not related to the immunizing antigen used. The analyses were class or compound selective for the individual herbicides depending upon the antisera used. Widely applied urea herbicides such as diuron, monuron, and linuron demonstrated 50% inhibition values at 0.4, 0.5, and 0.8 mu g/L and detection limits of 0.04, 0.05, and 0.08 mu g/L, respectively, in buffer. The test, applied to matrices such as water: and orange juice, showed limited matrix effects which could be eliminated by moderate dilution of the sample. The assays were tested,for tolerance to methanol, a commonly used solvent in the extraction of diuron from environmental matrices. Up to 50% methanol in the assay had no effect on assay parameters such as the 50% inhibition values. To develop a rational approach for the selection of a hapten for use as an enzyme tracer, a variety of monuron, diuron, and linuron haptens were tested for cross reactivity. Some of these same haptens were then used as hapten enzyme conjugates. In general, haptens recognized about 100 times less well than the ''best'' hapten were useful as enzyme tracers. In addition, we found that cross reactivity data for esters of carboxylic acid haptens may be better predictors of the binding of the carboxylic acids when conjugated as antigens or enzyme tracers.

  DOI：

  10.1021/jf00038a033

文献信息

• Zur Reaktion vonN-Hydroxyharnstoffen mit C1-Bausteinen; ein neuer Zugang zu 2-Alkyl-4-aryl-1,2,4-oxadiazolidin-3-onen
  作者：Rainer Becker、Wolfgang Rohr

  DOI：10.1002/jlac.198119810202

  日期：1981.2.27

  Beschrieben wird die Synthese von 2-Alkyl-4-aryl-1,2,4-oxadiazolidin-3-onen 2, deren biologische Wirkung aus Gründen der Analogie zu ähnlichen Strukturen interessierte. In diesem Zusammenhang wurde die Reaktion von N-Hydroxyharnstoffen 1 mit verschiedenen C1-Bausteinen unter-sucht, wobei mit Formaldehyd Dioxadiazacyclooctanderivate 7 entstehen. — Die herbizide Aktivität der Substanzen 2 wird kurz besprochen

  的2-烷基4-芳基-1,2,4-恶二唑-3-酮的合成2进行说明，生物效果的为类比的原因类似的结构兴趣其中。在这种情况下，研究了N-羟基脲1与各种C 1结构单元的反应，其中甲醛形成了二氧杂二氮杂环辛烷衍生物7。-简要讨论了物质2的除草活性。
• FR1537863
  申请人：——

  公开号：——

  公开（公告）日：——
• DE2027772
  申请人：——

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  公开（公告）日：——
• BECKER R.; ROHR W., LIEBIGS ANN. CHEM., 1981, NO 2, 191-197
  作者：BECKER R.、 ROHR W.

  DOI：——

  日期：——
• SYBISTOWICZ, D., ZESZ. NAUK. AE KRAKOWIE. SER. SPEC. MONOGR., 1982, N 56, 157 S.
  作者：SYBISTOWICZ, D.

  DOI：——

  日期：——