1-(5-carboxypentyl)-3-phenylurea | 15667-58-0

• 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: 1-(5-carboxypentyl)-3-phenylurea
• 英文别名: 6-(3-phenylureido)hexanoic acid；6-(N'-phenyl-ureido)-hexanoic acid；6-(N'-Phenyl-ureido)-hexansaeure；6-(phenylcarbamoylamino)hexanoic Acid
• CAS: 15667-58-0
• 化学式: C₁₃H₁₈N₂O₃
• 分子量: 250.298
• InChiKey: VUPFPVOJLPTJQS-UHFFFAOYSA-N

物化性质

• 熔点：
  125.2-126 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  425.0±37.0 °C(Predicted)
• 密度：
  1.200±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异氰酸苯酯 、 6-氨基己酸 在 sodium hydroxide 作用下， 以84%的产率得到1-(5-carboxypentyl)-3-phenylurea
  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

• Ureidoperoxicarbonsäuren, Verfahren zu deren Herstellung und deren Verwendung
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0458327A1

  公开（公告）日：1991-11-27

  Verbindungen der Formel worin ydie Zahlen 1 oder 2 Afalls y = 1 ist Wasserstoff, C₁-C₂-Alkyl, Aryl, oder eine Gruppe der Formel falls y = 2 ist, C₂-C₂₀-Alkylen oder Arylen, bedeuten, R¹ und R²gleich oder verschieden sein können und Wasserstoff, C₁-C₂₀-Alkyl, Aryl, Halogenaryl, Alkoxyaryl oder Alkylaryl, bedeuten oder R¹ und R² auch gemeinsam einen C₂-C₄-Alkylenrest darstellen können, xdie Zahlen 0 oder 1, Beine Gruppe der Formeln ndie Zahlen von 1 bis 20, mdie Zahlen 0, 1 oder 2, R³C₁-C₂₀-Alkyl und R⁴jeweils Wasserstoff oder C₁-C₂₀-Alkyl bedeuten. Diese Verbindungen eignen sich als Bleich-, Oxidations- oder Desinfektionsmittel.

  式中的化合物 式中 y 是数字 1 或 2 Aif y = 1 氢、C₁-C₂-烷基、芳基或式中的基团 如果 y = 2、 C₂-C₂₀ 烷基或芳基、 R¹ 和 R² 可以相同或不同，并表示氢、C₁-C₂₀-烷基、芳基、卤代芳基、烷氧基芳基或烷基芳基 或 R¹ 和 R² 也可以共同代表 C₂-C₄-烯基、 数字 0 或 1、 式中的基团 n 数字 1 至 20、 m 数字 0、1 或 2、 R³C₁-C₂₀ 烷基和 R⁴ 各代表氢或 C₁-C₂₀ 烷基。 意思是。 这些化合物可用作漂白剂、氧化剂或消毒剂。
• Hopkins; Wormall, Biochemical Journal, 1934, vol. 28, p. 228,229
  作者：Hopkins、Wormall

  DOI：——

  日期：——
• Kornilina, A. N.; Zil'berman, E. N.; Spasskaya, R. I., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 4, p. 808 - 811
  作者：Kornilina, A. N.、Zil'berman, E. N.、Spasskaya, R. I.、Matveeva, G. N.

  DOI：——

  日期：——
• KORNILINA, A. N.;ZILBERMAN, E. N.;SPASSKAYA, R. I.;MATVEEVA, G. N., ZH. ORGAN. XIMII, 1985, 21, N 4, 889-892
  作者：KORNILINA, A. N.、ZILBERMAN, E. N.、SPASSKAYA, R. I.、MATVEEVA, G. N.

  DOI：——

  日期：——
• US5149864A
  申请人：——

  公开号：US5149864A

  公开（公告）日：1992-09-22