N-[(methoxycarbonyl)methyl]-(S)-p-nitrophenylalanine methyl ester | 189804-82-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[(methoxycarbonyl)methyl]-(S)-p-nitrophenylalanine methyl ester
• 英文别名: N-((Methoxycarbonyl)methyl)4-Nitrophenylalanine Methyl Ester；methyl (2S)-2-[(2-methoxy-2-oxoethyl)amino]-3-(4-nitrophenyl)propanoate
• CAS: 189804-82-8
• 化学式: C₁₃H₁₆N₂O₆
• 分子量: 296.28
• InChiKey: AFIUVPHKBHPILT-NSHDSACASA-N

物化性质

• 沸点：
  425.0±45.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-[(methoxycarbonyl)methyl]-(S)-p-nitrophenylalanine methyl ester 、 二乙烯三胺 以 甲醇 为溶剂， 反应 264.0h， 以16%的产率得到3-(S)-(4-nitrobenzyl)-2,6-dioxo-1,4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  Synthesis, in vitro progesterone receptors affinity of gadolinium containing mifepristone conjugates and estimation of binding sites in human breast cancer cells

  摘要：

  Novel gadolinium-based mifepristone conjugates were synthesised using various synthetic routes. Moderate antiprogestagenic activity of the new conjugates was observed in human breast cancer cells (T47-D cells) using AP (alkaline phosphatase) assay. The amount of incorporated Gd determined by inductively coupled plasma mass spectroscopy (ICPMS) indicates the number of binding sites per cell. These conjugates might be important compounds to develop receptor-targeted MRI contrast agents as well as other anti-breast cancer therapeutics. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.048
• 作为产物：
  描述：

  溴乙酸甲酯 、 (S)-4-硝基苯基丙氨酸甲酯盐酸盐 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以84%的产率得到N-[(methoxycarbonyl)methyl]-(S)-p-nitrophenylalanine methyl ester
  参考文献：
  名称：

  Synthesis, in vitro progesterone receptors affinity of gadolinium containing mifepristone conjugates and estimation of binding sites in human breast cancer cells

  摘要：

  Novel gadolinium-based mifepristone conjugates were synthesised using various synthetic routes. Moderate antiprogestagenic activity of the new conjugates was observed in human breast cancer cells (T47-D cells) using AP (alkaline phosphatase) assay. The amount of incorporated Gd determined by inductively coupled plasma mass spectroscopy (ICPMS) indicates the number of binding sites per cell. These conjugates might be important compounds to develop receptor-targeted MRI contrast agents as well as other anti-breast cancer therapeutics. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.048

文献信息

• Bifunctional chelating agent
  申请人：——

  公开号：US20030027302A1

  公开（公告）日：2003-02-06

  The invention concerns a ligand comprising wherein n is an integer from 1 to 5, X represents —NO 2 , —NH 2 , —NCS, —NHCOCH 2 -Z. NHCO—W—COCNHS, —NH-Q, —NHCS-Q, —NHCOCH 2 -Q, or —NHCO(CH 2 )?m ?-Q where Q is an hapten chosen from the group consisting of steroids, enzymes, proteins, monoclonal antibodies, chimeric antibodies, or fragments thereof or any activated linker ready for coupling reaction, Y is CO 2 H or PO 3 H 2 W is —(CH 2 ) m — m is an integer from 1 to 10. Z is chloride, bromide or iodine. 1

  该发明涉及一种配体，其中n是1到5之间的整数，X代表—NO2，—NH2，—NCS，—NHCO -Z. NHCO—W—COCNHS，—NH-Q，—NHCS-Q，—NHCO -Q，或—NHCO(CH2)m ?-Q，其中Q是从类囊体，酶，蛋白质，单克隆抗体，嵌合抗体或其片段中选择的半抗原，或任何准备进行偶联反应的活化连接剂，Y是CO2H或PO3H2W是—( )m—m是1到10之间的整数，Z是氯化物，溴化物或碘化物。
• Bifunctional chelating agent for actinium
  申请人：——

  公开号：US20040242852A1

  公开（公告）日：2004-12-02

  The invention concerns a ligand comprising (I) wherein n is an integer from 1 to 5 Y is CO2H or PO3H2T represents —X or -phenyl-X, wherein X represents NO2, NH2, NCS, NHCOCH2-Z, NHCO—W—COCNHS, —NH-Q, —NHCS-Q, —NHCOCH2-Q, or NHCO(CH2)m-Q where Q is a hapten chosen from the group consisting of steroids, enzymes, proteins, monoclonal antibodies, chimeric antibodies, or fragments thereof or any activated linker ready for coupling reaction, W is —(CH2)m- m is an integer from 1 to 10 Z is chloride, bromide or iodine. 1

  本发明涉及一种配体，其包括(I)，其中 n 是 1 至 5 的整数 Y 是 CO2H 或 PO3H2T 代表-X 或-苯基-X，其中 X 代表 NO2、NH2、NCS、NHCO -Z、NHCO-W-COCNHS、-NH-Q、-NHCS-Q、-NHCO -Q、或 NHCO(CH2)m-Q，其中 Q 是选自类固醇、酶、蛋白质、单克隆抗体、嵌合抗体或其片段或任何可进行偶联反应的活化连接体组成的组的合体，W 是-( )m- m 是 1 至 10 的整数，Z 是氯化物、溴化物或碘化物。 1
• BIFUNCTIONAL CHELATING AGENT
  申请人：EUROPEAN COMMUNITY

  公开号：EP1263741A1

  公开（公告）日：2002-12-11
• BIFUNCTIONAL CHELATING AGENT FOR ACTINIUM
  申请人：EUROPEAN COMMUNITY

  公开号：EP1438299A1

  公开（公告）日：2004-07-21
• US7045606B2
  申请人：——

  公开号：US7045606B2

  公开（公告）日：2006-05-16