Methyl 5-(4-aminophenyl)pentanoate | 104498-78-4

• 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: Methyl 5-(4-aminophenyl)pentanoate
• CAS: 104498-78-4
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: ZUZHTHVGUQZNPI-UHFFFAOYSA-N

物化性质

• 沸点：
  332.3±25.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 5-(4-aminophenyl)pentanoate 在 盐酸 、 氯甲酸乙酯 、 溶剂黄146 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 丙酮 、 苯 为溶剂， 反应 49.92h， 生成 5-[4-[bis(2-chloroethyl)amino]phenyl]pentanoyl chloride
  参考文献：
  名称：

  DNA-directed alkylating agents. 3. Structure-activity relationships for acridine-linked aniline mustards: consequences of varying the length of the linker chain

  摘要：

  Four series of acridine-linked aniline mustards have been prepared and evaluated for in vitro cytotoxicity, in vivo antitumor activity, and DNA cross-linking ability. The anilines were attached to the DNA-intercalating acridine chromophores by link groups (-O-, -CH2-, -S-, and -SO2-) of widely varying electronic properties, providing four series of widely differing mustard reactivity where the alkyl chain linking the acridine and mustard moieties was varied from two to five carbons. Relationships were sought between chain length and biological properties. Within each series, increasing the chain length did not alter the reactivity of the alkylating moiety but did appear to position it differently on the DNA, since cross-linking ability (measured by agarose gel assay) altered with chain length, being maximal with the C4 analogue. The in vivo antitumor activities of the compounds depended to some extent on the reactivity of the mustard, with the least reactive SO2 compounds being inactive. However, DNA-targeting did appear to allow the use of less reactive mustards, since the S-linked acridine mustards showed significant activity whereas the parent S-mustard did not. Within each active series, the most active compound was the C4 homologue, suggesting some relationship between activity and extent of DNA alkylation.

  DOI：

  10.1021/jm00173a016
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以100%的产率得到Methyl 5-(4-aminophenyl)pentanoate
  参考文献：
  名称：

  Leukotriene B 4 photoaffinity probes: design, synthesis and evaluation of new arylazide-1,3-disubstituted cyclohexanes

  摘要：

  The synthesis and the binding affinities of new leukotriene Bq receptor photoaffinity probes, where a 1,3-disubstitued cyclohexane ring replaces the conjugated Delta(6.7) and Delta(8.9) double bonds of the natural eicosanoid, are described. One enantiomeric componnd, 4b alpha, is specifically cross-linked upon photolysis to the recombinant leukotriene Bq receptor from human origin (h-BLTR) solubilized in a micellar medium. This probe appears as a good candidate for identifying the ligand binding site of this receptor. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00103-7

文献信息

• Spergualin-related compounds having a phenylene group, a process for their preparation and their use as medicaments
  申请人：MICROBIAL CHEMISTRY RESEARCH FOUNDATION

  公开号：EP0153720A2

  公开（公告）日：1985-09-04

  The present invention relates to novel Spergualin related compounds, and a process for producing the same. More particularly, the invention relates to Spergualin related compounds of the formula: wherein R1 is a lower alkylene group which may be substituted by a hydroxymethyl group; X is a hydrogen atom or a halogen atom; m and n are each 0 or an integer of 1 to 5, and salts thereof, as well as a process for producing the compounds of formula (I) and salts thereof by removing the protecting groups from a protected Spergualin related compounds of the formula: wherein R1' is a straight chain or branched lower alkylene group which may be substituted by a hydroxymethyl group, the hydroxyl group of which may be protected; R2 is an amino protecting group; R3 is a protected amino group; X, m and n are as defined above. The compounds of the formula I have anti-tumor activity and can therefore be used as medicaments.

  本发明涉及新型 Spergualin 相关化合物及其生产工艺。更具体地说，本发明涉及式如下的 Spergualin 相关化合物： 其中 R1 是可被羟甲基取代的低级亚烷基；X 是氢原子或卤原子；m 和 n 各为 0 或 1 至 5 的整数，及其盐，以及通过从受保护的式 Spergualin 相关化合物中去除保护基团来生产式 (I) 化合物及其盐的工艺： 其中 R1'为直链或支链低级亚烷基，可被羟甲基取代，其羟基可被保护；R2 为氨基保护基；R3 为受保护的氨基；X、m 和 n 如上定义。 式 I 的化合物具有抗肿瘤活性，因此可用作药物。
• Use of spergualin derivatives for the preparation of medicaments having immunosuppressive activity
  申请人：MICROBIAL CHEMISTRY RESEARCH FOUNDATION

  公开号：EP0181592A2

  公开（公告）日：1986-05-21

  The present invention relates to the use of compounds of the formula or pharmacologically acceptable salts thereof, for the preparation of medicaments having immunosuppressive activity.

  本发明涉及使用式中化合物或其药理上可接受的盐类制备具有免疫抑制活性的药物。
• VALU, KISIONE K.;GOURDIE, TRUDI A.;BORITZKI, THEODORE J.;GRAVATT, G. LANC+, J. MED. CHEM., 33,(1990) N1, C. 3014-3019
  作者：VALU, KISIONE K.、GOURDIE, TRUDI A.、BORITZKI, THEODORE J.、GRAVATT, G. LANC+

  DOI：——

  日期：——
• US4556735A
  申请人：——

  公开号：US4556735A

  公开（公告）日：1985-12-03
• US4851446A
  申请人：——

  公开号：US4851446A

  公开（公告）日：1989-07-25