7-<4-phenyl>heptanoic acid | 125173-90-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 7-<4-phenyl>heptanoic acid
• 英文别名: 7-(4-(N,N-bis(2-chloroethyl)amino)phenyl)heptanoic acid；7-[4-[Bis(2-chloroethyl)amino]phenyl]heptanoic acid
• CAS: 125173-90-2
• 化学式: C₁₇H₂₅Cl₂NO₂
• 分子量: 346.297
• InChiKey: LHCXTFDCVLKFKH-UHFFFAOYSA-N

物化性质

• 熔点：
  80-83 °C
• 沸点：
  510.4±50.0 °C(predicted)
• 密度：
  1.181±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-<4-phenyl>heptanoic acid 在 N-甲基吗啉 、 氯甲酸乙酯 、 羟胺 作用下， 以 乙醚 、 甲醇 为溶剂， 反应 0.42h， 生成 7-[4'-di(2-chloroethyl)aminophenyl]-N-hydroxyheptanamide
  参考文献：
  名称：

  [EN] HYDROXAMIC ACID DERIVATIVES
  [FR] DÉRIVÉS D'ACIDE HYDROXAMIQUE

  摘要：

  公开号：

  WO2010085377A3
• 作为产物：
  描述：

  4-硝基苯甲酰腈 在 palladium on activated charcoal 氯化亚砜 、 水 、 氢气 、 sodium acetate 、 溶剂黄146 、 potassium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 水 为溶剂， 反应 10.25h， 生成 7-<4-phenyl>heptanoic acid
  参考文献：
  名称：

  [EN] HYDROXAMIC ACID DERIVATIVES
  [FR] DÉRIVÉS D'ACIDE HYDROXAMIQUE

  摘要：

  公开号：

  WO2010085377A3

文献信息

• DNA-targeted alkylating agents
  申请人：Auckland Division Cancer Society of New Zealand Inc.

  公开号：US05968933A1

  公开（公告）日：1999-10-19

  The invention relates to novel bis-benzimidazole compounds which have the ability to bind to the minor groove of DNA and to alkylate DNA, to methods of preparing the compounds, and the use of the compounds in the treatement of neoplastic disease.

  这项发明涉及一种新型的双苯并咪唑化合物，该化合物具有结合DNA小沟和烷基化DNA的能力，以及制备这些化合物的方法，以及在治疗肿瘤性疾病中使用这些化合物的方法。
• DNA-Directed Alkylating Agents. 6. Synthesis and Antitumor Activity of DNA Minor Groove-Targeted Aniline Mustard Analogs of Pibenzimol (Hoechst 33258)
  作者：G. Lance Gravatt、Bruce C. Baguley、William R. Wilson、William A. Denny

  DOI：10.1021/jm00051a010

  日期：1994.12

  alternative synthesis was developed, involving construction of the bisbenzimidazole from the mustard terminus, via Cu(2+)-promoted oxidative coupling of the mustard aldehydes with 3,4-diaminobenzonitrile to form the monobenzimidazoles, followed by a Pinner-type reaction and condensation with 4-(1-methyl-4-piperazinyl)-o-phenylenediamine. This process gives higher yields and pure products. The mustard analogues

  已合成了一系列的DNA小沟结合荧光团苯甲酰氮的芥末氮类似物（Hoechst 33258），并评估了其抗肿瘤活性。通过两个连续的Pinner型反应，从哌嗪基末端按常规方法构建双苯并咪唑环系统，使被2-甲基类似物污染的产物收率低，这证明很难分离。已开发出另一种合成方法，包括从芥末末端构建双苯并咪唑，通过芥末醛与3,4-二氨基苄腈的Cu（2+）促进的氧化偶联反应形成单苯并咪唑，然后进行Pinner型反应和缩合反应用4-（1-甲基-4-哌嗪基）-邻苯二胺。此过程可提供更高的产量和纯净的产品。芥末类似物表现出高脱敏因子（IC50AA8 / IC50 UV4），这是DNA烷化剂的典型特征。在整个同源序列中，细胞毒性的增加很大（85倍），这不能完全由芥子反应性的变化来解释，并且可能与芥子相对于DNA的方向改变有关，从而导致烷基化的方式不同。使用单剂量方案，苯甲酸对苯二酚本身（已在临床上作为抗癌药进行评估
• DNA-directed alkylating agents. 1. Structure-activity relationships for acridine-linked aniline mustards: consequences of varying the reactivity of the mustard
  作者：Trudi A. Gourdie、Kisione K. Valu、G. Lance Gravatt、Theodore J. Boritzki、Bruce C. Baguley、Laurence P. G. Wakelin、William R. Wilson、Paul D. Woodgate、William A. Denny

  DOI：10.1021/jm00166a015

  日期：1990.4

  A series of DNA-targeted aniline mustards have been prepared, and their chemical reactivity and in vitro and in vivo cytotoxicity have been evaluated and compared with that of the corresponding simple aniline mustards. The alkylating groups were anchored to the DNA-intercalating 9-aminoacridine chromophore by an alkyl chain of fixed length attached at the mustard 4-position through a link group X, while the corresponding simple mustards possessed an electronically identical small group at this position. The link group was varied to provide a series of compounds of similar geometry but widely differing mustard reactivity. Variation in biological activity should then largely be a consequence of this varying reactivity. Rates of mustard hydrolysis in the two series related only to the electronic properties of the link group, with attachment of the intercalating chromophore having no effect. The cytotoxicities of the simple mustards correlated well with group electronic properties (with a 200-300-fold range in IC50S). The corresponding DNA-targeted mustards were much more potent (up to 100-fold), but their IC50 values varied much less with linker group electronic properties. Most of the DNA-targeted mustards showed in vivo antitumor activity, being both more active and more dose-potent than either the corresponding untargeted mustards and chlorambucil. These results show that targeting alkylating agents to DNA by attachment to DNA-affinic units may be a useful strategy.
• GOURDIE, TRUDI A.;VALU, KISIONE K.;GRAVATT, G. LANCE;BORITZKI, THEODORE J+, J. MED. CHEM., 33,(1990) N, C. 1177-1186
  作者：GOURDIE, TRUDI A.、VALU, KISIONE K.、GRAVATT, G. LANCE、BORITZKI, THEODORE J+

  DOI：——

  日期：——
• [EN] HYDROXAMIC ACID DERIVATIVES<br/>[FR] DÉRIVÉS D'ACIDE HYDROXAMIQUE
  申请人：CRYSTAL BIOPHARMACEUTICAL LLC

  公开号：WO2010085377A3

  公开（公告）日：2011-03-31