p-bis(2-chloroethyl)amino phenylacetic chloride | 17981-80-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: p-bis(2-chloroethyl)amino phenylacetic chloride
• 英文别名: p-phenylacetyl chloride hydrochloride；(4--phenyl)-essigsaeure-chlorid；4--phenylessigsaeure-chlorid；4--phenylessigsaeure-chlorid；{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-acetyl chloride；p-Di(2-chloroethyl)aminophenylacetyl chloride；2-[4-[bis(2-chloroethyl)amino]phenyl]acetyl chloride
• CAS: 17981-80-5
• 化学式: C₁₂H₁₄Cl₃NO
• 分子量: 294.608
• InChiKey: KKXMHZKVVUVVRC-UHFFFAOYSA-N

物化性质

• 熔点：
  128 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  406.3±45.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-bis(2-chloroethyl)amino phenylacetic chloride 生成 Testiphenon
  参考文献：
  名称：

  KURDYUMOVA, K. N.;LAGOVA, N. D.;SHKODINSKAYA, E. N.;SOFINA, Z. P.;KUZNETS+

  摘要：

  DOI：

文献信息

• Evaluation and characterization of micronuclei induced by the antitumour agent ASE [3beta-hydroxy-13alpha-amino-13,17-seco-5alpha-androstan-17-oic-13,17-lactam-p-bis(2-chloroethyl)amino phenylacetate] in human lymphocyte cultures
  作者：C. Andrianopoulos

  DOI：10.1093/mutage/15.3.215

  日期：2000.5.1

  3β - Hydroxy - 13α - amino - 13, 17 - seco - 5α - androstan - 17 -oic-13,17-lactam-p-bis(2-chloroethyl)amino phenylacetate (ASE) is a homo-aza-steroidal ester of p-bis(2-chloroethyl) amino phenyl acetic acid and has been shown to display antineoplastic, mutagenic and genotoxic activity. In the present study an effort has been made to evaluate the ability of ASE to induce micronuclei (MN) in human lymphocytes treated in vitro using the cytokinesis-block assay. Lympocytes were treated with different concentrations of ASE (0.1, 0.25, 0.5, 1, 2.5, 5, 10 and 20 μg/ml) at two different cell culture times, 21 and 41 h after culture initiation. ASE treatment lasted until cell harvest, for 51 and 31 h, respectively. Two types of cultures were used, whole blood and isolated lymphocyte cultures. The content of induced MN was identified by FISH analysis, using an α-satellite DNA probe, in binucleate cells. Our results suggest that ASE is capable of increasing MN frequencies in human lymphocytes under both culture conditions. This increase is related to the concentration in a linear dose-dependent manner and is also dependent on the duration of treatment. FISH analysis has shown that the induced MN resulted mainly from breakage events. Additionally, a weak aneugenic effect was found at the higher concentrations in whole blood cultures as well as in isolated lymphocyte cultures. Cytotoxic effects of ASE were observed under both cell culture conditions with a linear dose-dependent relationship according to CBPI evaluation and were more pronounced in isolated lymphocyte cultures.

  3β-羟基-13α-氨基-13，17-仲-5α-雄甾烷-17-酸-13，17-内酰胺-对-双（2-氯乙基）氨基苯乙酸（ASE）是一种对-双（2-氯乙基）氨基苯乙酸的均氮甾醇酯，已被证明具有抗肿瘤、诱变和遗传毒性活性。在本研究中，我们使用细胞分裂受阻试验来评估 ASE 在体外处理的人类淋巴细胞中诱导微核（MN）的能力。在两个不同的细胞培养时间（培养开始后 21 和 41 小时），用不同浓度的 ASE（0.1、0.25、0.5、1、2.5、5、10 和 20 μg/ml）处理淋巴细胞。ASE 处理分别持续 51 小时和 31 小时直至细胞收获。使用了两种培养物：全血培养物和分离的淋巴细胞培养物。通过使用α-卫星DNA探针对双核细胞进行FISH分析，确定了诱导MN的含量。我们的结果表明，在这两种培养条件下，ASE 都能增加人类淋巴细胞中的 MN 频率。这种增加与浓度呈线性剂量依赖关系，也与处理时间长短有关。FISH 分析表明，诱导的 MN 主要来自断裂事件。此外，在较高浓度的全血培养物和分离的淋巴细胞培养物中发现了微弱的非遗传效应。根据 CBPI 评估结果，在这两种细胞培养条件下都观察到了 ASE 的细胞毒性效应，且与剂量呈线性依赖关系，在离体淋巴细胞培养中更为明显。
• 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。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Fe: Org.Verb.A4, 5.1.4.2.3, page 97 - 100
  作者：

  DOI：——

  日期：——
• Yashchenko, G. N.; Shashmurina, A. A.; Anoshina, G. M., Pharmaceutical Chemistry Journal, 1978, vol. 12, p. 1317 - 1320
  作者：Yashchenko, G. N.、Shashmurina, A. A.、Anoshina, G. M.、Gorelova, L. A.、Evstigneeva, N. G.、et al.

  DOI：——

  日期：——
• Synthesis of?-chloroethylamino derivatives in the 1,3,4-thiadiazole series. I
  作者：A. A. Tsurkan、A. M. Khaletskii

  DOI：10.1007/bf01172553

  日期：1967.7