4-(4-硝基苯基)丁酸甲酯 | 20637-02-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(4-硝基苯基)丁酸甲酯
• 英文名称: methyl 4-(4-nitrophenyl)butanoate
• 英文别名: methyl 3-(4-nitrophenyl)butyrate；methyl 4-(4-nitrophenyl)butyrate；methyl 4-(p-nitrophenyl)butyrate；4-(4-nitro-phenyl)-butyric acid methyl ester；4-(4-Nitro-phenyl)-buttersaeure-methylester；4-(p-Nitrophenyl)-buttersaeure-methylester
• CAS: 20637-02-9
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: IIDUVWAKHMUVPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  4-(4-硝基苯基)丁酸甲酯 在 palladium on activated charcoal 盐酸 、 氢气 、 溶剂黄146 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙酸乙酯 、 苯 为溶剂， 反应 49.67h， 生成 苯丁酸氮芥
  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：

  4-(4-硝基苯)丁酸 在 吡啶 、 氯化亚砜 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 4-(4-硝基苯基)丁酸甲酯
  参考文献：
  名称：

  Quinazoline derivatives possessing anti-tumor activity

  摘要：

  该发明涉及喹唑啉衍生物或其药用盐，具有抗肿瘤活性；以及其制备方法；以及含有它们的药物组合物。 该发明提供了一种喹唑啉的结构式：其中R.sup.1是氢或氨基，或每个最多6个碳原子的烷基或烷氧基；或R.sup.1是取代的每个最多3个碳原子的烷基或烷氧基；R.sup.2是氢，烷基，烯基，炔基，羟基烷基，卤代烷基或氰基烷基，每个最多6个碳原子；Ar是苯基或杂环烯；L是下式的基团：--CO.NH--，--NH.CO--，--CO.NR.sup.3--，--NR.sup.3.CO--，--CH.dbd.CH--，--CH.sub.2O--，--OCH.sub.2--，--CH.sub.2S--，--SCH.sub.2--，--CO.CH.sub.2--，--CH.sub.2.CO--或--CO.O--，其中R.sup.3是最多6个碳原子的烷基；Y是芳基或杂芳基或其氢化衍生物：或Y是下式的基团：--A--Y.sup.1，其中A是烷基，环烷基，烯基或炔基，每个最多6个碳原子，Y.sup.1是芳基或杂芳基或其氢化衍生物；或其药用盐。

  公开号：

  US05089499A1

文献信息

• DIARYLHYDANTOIN COMPOUNDS
  申请人：JUNG MICHAEL E.

  公开号：US20090111864A1

  公开（公告）日：2009-04-30

  The present invention relates to diarylhydantoin compounds and methods for synthesizing them and using them in the treatment of hormone refractory prostate cancer.

  这项发明涉及二苯基异恶唑化合物及其合成方法，以及在治疗激素难治性前列腺癌中使用它们的方法。
• [EN] ANDROGEN RECEPTOR ANTAGONISTS AND USES THEREOF<br/>[FR] ANTAGONISTES DES RÉCEPTEURS D'ANDROGÈNES ET LEURS UTILISATIONS
  申请人：SUZHOU KINTOR PHARMACEUTICALS INC

  公开号：WO2012119559A1

  公开（公告）日：2012-09-13

  Disclosed are substituted thioimidazolidinone compounds and pharmaceutical compositions comprising such compounds. The compounds and compositions can be used for treatment of androgen receptor-associated diseases or disorders, such as prostate cancer, benign prostatic hypertrophy, male hair loss and hypertrichosis.

  本申请公开了替代噻嗪唑烷酮化合物和包含这种化合物的药物组合物。这些化合物和组合物可用于治疗与雄激素受体相关的疾病或疾病，如前列腺癌、良性前列腺肥大、男性脱发和多毛症。
• 1-Aryl-3-(2-chloroethyl) Ureas: Synthesis and In Vitro Assay as Potential Anticancer Agents
  作者：R.C. Gaudreault、J. Lacroix、M. Pagé、L.P. Joly

  DOI：10.1002/jps.2600770218

  日期：1988.2

  1-Aryl-3-(2-chloroethyl) ureas and 1-aryl-3-nitroso-3-(2-chloroethyl) ureas, derived from 4-phenylbutyric acid and alkylanilines, were synthesized and their cytotoxicity was evaluated on human adenocarcinoma cells in vitro. Methyl 4-[p-[3-(2-chloroethyl)ureido]-phenyl]butyrate, 4-methyl [3-(2-chloroethyl)ureido]benzene, and 4-butyl[3-(2-chloroethyl)ureido]benzene were found to be at least as cytotoxic as

  合成了4-苯基丁酸和烷基苯胺衍生的1-芳基-3-（2-氯乙基）脲和1-芳基-3-亚硝基-3-（2-氯乙基）脲，并评价了它们对人腺癌细胞的细胞毒性体外。4- [对-[3-（2-氯乙基）脲基]-苯基]丁酸甲酯，4-甲基[3-（2-氯乙基）脲基]苯和4-丁基[3-（2-氯乙基）脲基]发现苯的细胞毒性至少与4- [对-[双-（（2-氯乙基）氨基]苯基]苯基]丁酸（苯丁酸氮芥）相同，而它们的N-亚硝基衍生物则没有活性。
• Separation tagging with cyclodextrin-binding groups: Mitsunobu reactions with bis-(2-(1-adamantyl)ethyl) azodicarboxylate (BadEAD) and bis-(1-adamantylmethyl) azodicarboxylate (BadMAD)
  作者：Sivaraman Dandapani、Jeffery J. Newsome、Dennis P. Curran

  DOI：10.1016/j.tetlet.2004.07.009

  日期：2004.8

  context of the Mitsunobu reaction with adamantyl tags. HPLC experiments showed that molecules containing adamantyl groups were especially well retained on Sumichiral OA7500 β-methylated cyclodextrin bonded silica columns relative to many other types of molecules. Two new Mitsunobu reagents, bis-(1-adamantylmethyl) azodicarboxylate (BadMAD) and bis-(2-(1-adamantyl)ethyl) azodicarboxylate (BadEAD), were prepared

  引入了一种新的分离带有环糊精结合基团的标签的方法，并在具有金刚烷基标签的Mitsunobu反应的背景下进行了举例说明。HPLC实验表明，相对于许多其他类型的分子，含有金刚烷基的分子在Sumichiral OA7500β-甲基化的环糊精键合硅胶柱上的保留特别好。制备了两种新的Mitsunobu试剂，双（1-金刚烷基甲基）偶氮二羧酸酯（BadMAD）和双（2-（1-金刚烷基）乙基）偶氮二羧酸酯（BadEAD），用于典型的Mitsunobu反应，并与β-甲基化的环糊精分离键合二氧化硅和标准二氧化硅。
• HISTONE DEACETYLASE INHIBITORS
  申请人：Wang Hui-po

  公开号：US20110288133A1

  公开（公告）日：2011-11-24

  This invention relates to novel Histone deacetylases inhibitors. Also disclosed is a method for treating mucositis or cancer with these inhibitors.

  这项发明涉及新型组蛋白去乙酰化酶抑制剂。还公开了一种使用这些抑制剂治疗黏膜炎或癌症的方法。

表征谱图