3-[二(2-氯乙基)氨基]苯甲酸 | 3085-98-1

• 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: 3-[二(2-氯乙基)氨基]苯甲酸
• 英文名称: 3-N,N-bis(2-chloroethyl)aminobenzoic acid
• 英文别名: 3-[bis-(2-chloro-ethyl)-amino]-benzoic acid；3-[Bis-(2-chlor-aethyl)-amino]-benzoesaeure；3-[N,N-bis(2-chloroethyl)amino]benzoic acid；m--benzoesaeure；3-[bis(2-chloroethyl)amino]benzoic acid
• CAS: 3085-98-1
• 化学式: C₁₁H₁₃Cl₂NO₂
• 分子量: 262.136
• InChiKey: WVXYNWIVVDXMJC-UHFFFAOYSA-N

物化性质

• 熔点：
  177-178 °C(Solv: benzene (71-43-2))
• 沸点：
  433.3±40.0 °C(Predicted)
• 密度：
  1.339±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  3-[二(2-氯乙基)氨基]苯甲酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 3-[双(2-氯乙基)氨基]苯甲酰氯
  参考文献：
  名称：

  N，N-双（2-氯乙基）氨基苯甲酸异构体的均氮氮类甾醇酯的形成及其抗肿瘤活性

  摘要：

  3 ， β-羟基-13α-氨基-13,17-seco-5α的N，N-双（2-氯乙基）氨基苯甲酸酯异构体和4-甲基-3 - N，N-双（2-氯乙基）氨基苯甲酸酯-androstan-17-oic-13,17-内酰胺，3α-羟基-13α-氨基-13,17-seco-5α-androstan-17-oic-13,17-内酰胺，3α-羟基-13α-氨基-13制备了1,17-seco-5-androsten-17-oic-13,17-内酰胺和17β-羟基-3-氮杂-A-homo-4α-androsten-4-one，并评估了其对P388白血病的生物学活性体内和艾氏腹水肿瘤（EAT），P388和L1210白血病以及体外婴儿仓鼠细胞（BHK）。在P388白血病中，烷基化同源物在轴向位置与内酰胺醇连接的酯在体内无活性，而化合物1，4，6，13，14和所述烷基化同类物17，18和20是活动的。N，N-双（2

  DOI：

  10.1002/jhet.5570310219
• 作为产物：
  描述：

  3-[二(2-氯乙基)氨基]苯甲酸甲酯 在 盐酸 作用下， 生成 3-[二(2-氯乙基)氨基]苯甲酸
  参考文献：
  名称：

  Benzimidazole derivatives

  摘要：

  以下是化学式（I）表示的化合物及其药理学上可接受的盐，它们是一种新型化合物，可作为抗癌剂、抗病毒剂或抗微生物剂使用。

  公开号：

  US05852011A1

文献信息

• Improving the Potency of Cancer Immunotherapy by Dual Targeting of IDO1 and DNA
  作者：Kun Fang、Guoqiang Dong、Hongyu Wang、Shipeng He、Shanchao Wu、Wei Wang、Chunquan Sheng

  DOI：10.1002/cmdc.201700666

  日期：2018.1.8

  Herein we report the first exploration of a dual‐targeting drug design strategy to improve the efficacy of small‐molecule cancer immunotherapy. New hybrids of indoleamine 2,3‐dioxygenase 1 (IDO1) inhibitors and DNA alkylating nitrogen mustards that respectively target IDO1 and DNA were rationally designed. As the first‐in‐class examples of such molecules, they were found to exhibit significantly enhanced

  在此，我们报告了首次探索双重靶向药物设计策略以提高小分子癌症免疫疗法的功效。合理设计了吲哚胺2，3-二加氧酶1（IDO1）抑制剂和分别将IDO1和DNA分别靶向氮芥的DNA烷基化杂种。作为此类分子的首例，它们在体外和体内均显示出显着增强的抗癌活性，且毒性低。这项概念验证研究为开发新型有效的免疫疗法治疗癌症迈出了关键的一步。
• BENZIMIDAZOLE DERIVATIVE
  申请人：MITSUI TOATSU CHEMICALS, Inc.

  公开号：EP0711768A1

  公开（公告）日：1996-05-15

  Disclosed are compounds represented by the following chemical formula (I) and pharmacologically acceptable salts thereof which are novel compounds useful as anticancer agents, antiviral agents or antimicrobial agents.

  所公开的是由以下化学式（I）代表的化合物及其药理学上可接受的盐类，它们是可用作抗癌剂、抗病毒剂或抗菌剂的新型化合物。
• Pairas; Camoutsis Ch.; Catsoulacos, European Journal of Medicinal Chemistry, 1985, vol. 20, # 3, p. 287 - 288
  作者：Pairas、Camoutsis Ch.、Catsoulacos

  DOI：——

  日期：——
• 276. Aryl-2-halogenoalkylamines. Part XVI. The preparation of derivatives of 4-[di-(2-chloroalkyl)amino]azobenzenes
  作者：W. C. J. Ross、G. P. Warwick

  DOI：10.1039/jr9560001364

  日期：——
• Design, synthesis and biological evaluation of novel sesquiterpene mustards as potential anticancer agents
  作者：Yuan-Zhen Xu、Xue-Yan Gu、Shou-Jiao Peng、Jian-Guo Fang、Ying-Mei Zhang、De-Jun Huang、Jian-Jun Chen、Kun Gao

  DOI：10.1016/j.ejmech.2015.03.001

  日期：2015.4

  Several novel series of sesquiterpene mustards (SMs) bearing nitrogen mustard and glutathione (GSH)-reactive alpha-methylene-gamma-butyrolactone groups were successfully prepared for the first time and showed excellent antiproliferative activities in vitro. Among them, compounds 2e and 2g displayed the highest antiproliferative properties with IC50 values ranging from 2.5 to 8.7 mu M. The selectivity of these two compounds was evaluated by SRB method against human cancer and normal hepatic cells (HepG2 and L02). The induction of apoptosis and effects on the cell cycle distribution with compounds 2e and 2g were investigated by Hoechst 33,258 staining and flow cytometry, which exhibited that they could induce selective cell apoptosis and cell cycle arrest in HepG2 and L02 cells. In addition, further investigation showed that compounds 2e and 2g could obviously inhibit the proliferation of HepG2 cells by inducing significant DNA cross-linking and depleting GSH in cell media. The good cytotoxicity and selectivity of compounds 2e and 2g pointed them as promising leads for anticancer drug design. (C) 2015 Published by Elsevier Masson SAS.