4-(3-(3,4-dichloro-phenyl)-1-methyl-ureido)-butyric acid | 66320-26-1

• 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: 4-(3-(3,4-dichloro-phenyl)-1-methyl-ureido)-butyric acid
• 英文别名: 1-(3-carboxypropyl)-3-(3,4-dichlorophenyl)-1-methylurea；4-[(3,4-Dichlorophenyl)carbamoyl-methylamino]butanoic acid
• CAS: 66320-26-1
• 化学式: C₁₂H₁₄Cl₂N₂O₃
• mdl: MFCD12540203
• 分子量: 305.161
• InChiKey: XBCVWRDTSPMKDE-UHFFFAOYSA-N

物化性质

• 沸点：
  537.9±50.0 °C(Predicted)
• 密度：
  1.423±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 4-(3-(3,4-dichloro-phenyl)-1-methyl-ureido)-butyric acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 反应 3.0h， 以61%的产率得到3-(3,4-dichlorophenyl)-1-<3-(methoxycarbonyl)propyl>-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：

  4-（甲胺）丁酸氢酯 、 3,4-二氯苯异氰酸酯 在 sodium hydroxide 作用下， 以91%的产率得到4-(3-(3,4-dichloro-phenyl)-1-methyl-ureido)-butyric acid
  参考文献：
  名称：

  Synthesis of Haptens and Derivation of Monoclonal Antibodies for Immunoassay of the Phenylurea Herbicide Diuron

  摘要：

  Diuron and related phenylurea herbicides and their metabolites are important candidates for sensitive and specific immunodetection. This paper describes a scheme for the synthesis of two different types of phenylurea haptens for immunization and use as detecting conjugates in enzyme immunoassays (EIAs). The haptens were used to develop indirect and direct EIAs and to derive a-panel of monoclonal antibodies (MAbs) with different specificities for diuron and its analogs. One of six possible combinations of hapten-spacer arm conjugates tested as immunizing and screening antigens resulted in an indirect competition EIA that was 100-2000-fold more sensitive than the others. The eight most sensitive MAbs had I-50 values of 2-20 ppb for diuron. These MAbs gave two different patterns of cross-reactivities with monuron and linuron and negligible recognition of other arylurea herbicides. These MAbs and EIAs are potentially suitable for identification as well as detection of diuron, monuron, and linuron.

  DOI：

  10.1021/jf00038a014

文献信息

• Synthesis of Haptens and Derivation of Monoclonal Antibodies for Immunoassay of the Phenylurea Herbicide Diuron
  作者：Alexander E. Karu、Marvin H. Goodrow、Douglas J. Schmidt、Bruce D. Hammock、Michael W. Bigelow

  DOI：10.1021/jf00038a014

  日期：1994.2

  Diuron and related phenylurea herbicides and their metabolites are important candidates for sensitive and specific immunodetection. This paper describes a scheme for the synthesis of two different types of phenylurea haptens for immunization and use as detecting conjugates in enzyme immunoassays (EIAs). The haptens were used to develop indirect and direct EIAs and to derive a-panel of monoclonal antibodies (MAbs) with different specificities for diuron and its analogs. One of six possible combinations of hapten-spacer arm conjugates tested as immunizing and screening antigens resulted in an indirect competition EIA that was 100-2000-fold more sensitive than the others. The eight most sensitive MAbs had I-50 values of 2-20 ppb for diuron. These MAbs gave two different patterns of cross-reactivities with monuron and linuron and negligible recognition of other arylurea herbicides. These MAbs and EIAs are potentially suitable for identification as well as detection of diuron, monuron, and linuron.
• PHOSPHOLIPID ETHER (PLE) CAR T CELL TUMOR TARGETING (CTCT) AGENTS
  申请人：Seattle Children's Hospital (dba Seattle Children's Research Institute)

  公开号：US20200087399A1

  公开（公告）日：2020-03-19

  Aspects of the invention described herein relate to synthetic compounds that are useful for targeting and labeling tumor cells so as to facilitate recognition by binding agents including Chimeric Antigen Receptor T cells (CAR T cells), which are administered to a subject by intravenous or locoregional administration. Several compositions and methods of making and using these compositions to treat or inhibit a disease in a subject are contemplated.
• METHODS AND COMPOSITIONS FOR STIMULATION OF CHIMERIC ANTIGEN RECEPTOR T CELLS WITH HAPTEN LABELLED CELLS
  申请人：Seattle Children's Hospital (dba Seattle Children's Research Institute)

  公开号：US20210317407A1

  公开（公告）日：2021-10-14

  Some embodiments of the methods and compositions provided herein relate to the use of hapten labeled cells to stimulate chimeric antigen receptor (CAR) T cells. In some embodiments, CAR T cells can include a CAR that specifically binds to a hapten. Some embodiments relate to the in vivo or in vitro stimulation CAR T cells by hapten labeled cells.
• [EN] PHOSPHOLIPID ETHER (PLE) CAR T CELL TUMOR TARGETING (CTCT) AGENTS<br/>[FR] AGENTS DE CIBLAGE DE TUMEUR À LYMPHOCYTES T CAR (CTCT) D'ÉTHER DE PHOSPHOLIPIDE (PLE)
  申请人：SEATTLE CHILDRENS HOSPITAL DBA SEATTLE CHILDRENS RES INST

  公开号：WO2018148224A1

  公开（公告）日：2018-08-16

  Aspects of the invention described herein relate to synthetic compounds that are useful for targeting and labeling tumor cells so as to facilitate recognition by binding agents including Chimeric Antigen Receptor T cells (CAR T cells), which are administered to a subject by intravenous or locoregional administration. Several compositions and methods of making and using these compositions to treat or inhibit a disease in a subject are contemplated.
• [EN] ACTIVITY-INDUCIBLE FUSION PROTEINS HAVING A HEAT SHOCK PROTEIN 90 BINDING DOMAIN<br/>[FR] PROTÉINES DE FUSION INDUCTIBLES PAR ACTIVITÉ AYANT UN DOMAINE DE LIAISON À LA PROTÉINE DE CHOC THERMIQUE 90
  申请人：[en]SEATTLE CHILDREN'S HOSPITAL D/B/A SEATTLE CHILDREN'S RESEARCH INSTITUTE

  公开号：WO2022174035A2

  公开（公告）日：2022-08-18

  Activity-inducible fusion proteins whose activity is post-translationally regulated utilizing a hsp90 binding domain and a drug molecule are described. In the absence of the drug molecule, the activity-inducible fusion proteins are inactivated but can be activated by a relevant physiological parameter in the presence of the drug molecule. Examples of the activity-inducible fusion proteins include chimeric antigen receptors (CAR) wherein the relevant physiological parameter is antigen binding.