1,3-双(4-氯甲基苯基)丙烷 | 70336-38-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1,3-双(4-氯甲基苯基)丙烷
• 英文名称: 1,3-bis(4-chloromethylphenyl)propane
• 英文别名: 1,3-Bis-(4-chlormethyl-phenyl)-propan；1-(Chloromethyl)-4-[3-[4-(chloromethyl)phenyl]propyl]benzene
• CAS: 70336-38-8
• 化学式: C₁₇H₁₈Cl₂
• 分子量: 293.236
• InChiKey: DTZARQKGICNEGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,3-双(4-氯甲基苯基)丙烷 在 溶剂黄146 、 锌 作用下， 生成 1-甲基-4-[3-(4-甲基苯基)丙基]苯
  参考文献：
  名称：

  Macro Rings. I. Preparation and Spectra of the Paracyclophanes

  摘要：

  DOI：

  10.1021/ja01156a059
• 作为产物：
  描述：

  1,3-二苯丙烷 在 aluminum (III) chloride 、 lithium aluminium tetrahydride 、 氯化亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 1,3-双(4-氯甲基苯基)丙烷
  参考文献：
  名称：

  Synthesis and Structure–Activity Analysis of New Phosphonium Salts with Potent Activity against African Trypanosomes

  摘要：

  A series of 73 bisphosphonium salts and 10 mono-phosphonium salt derivatives were synthesized and tested in vitro against several wild type and resistant lines of Trypanosoma brucei (T. b. rhodesiense STIB900, T. b. brucei strain 427, TbAT1-KO, and TbB48). More than half of the compounds tested showed a submicromolar EC50 against these parasites. The compounds did not display any cross-resistance to existing diamidine therapies, such as pentamidine. In most cases, the compounds displayed a good selectivity index versus human cell lines. None of the known T. b. brucei drug transporters were required for trypanocidal activity, although some of the bisphosphonium compounds inhibited the low affinity pentamidine transporter. It was found that phosphonium drugs act slowly to clear a trypanosome population but that only a short exposure time is needed for irreversible damage to the cells. A comparative molecular field analysis model (CoMFA) was generated to gain insights into the SAR of this class of compounds, identifying key features for trypanocidal activity.

  DOI：

  10.1021/jm2014259

文献信息

• NOVEL COMPOUNDS, USE THEREOF AS MEDICAMENTS, AND METHOD OF PREPARATION THEREOF
  申请人：Duval Raphael Emmanuel

  公开号：US20110184070A1

  公开（公告）日：2011-07-28

  Novel compounds of the following formula (I): in which: n represents an integer from 1 to 12, in particular from 1 to 8, m and m′ represent, independently of one another, integers from 0 to 8, q and q′ represent, independently of one another, integers from 0 to 2, p and p′ represent, independently of one another, integers from 0 to 4, A and A′ represent, independently of one another, a CH 2 group, (particular case of amidines) an NH group or an NR″ group, in which R″ is a linear or branched alkyl group with 1 to 3 carbon atoms, B and B′ represent, independently of one another, an oxygen atom or a CH 2 group, R and R′ are, independently of one another, a halogen, such as chlorine, bromine, iodine or fluorine atoms, or a linear or branched alkyl group with 1 to 3 carbon atoms, use thereof as medicaments and the method of preparation thereof.

  以下公式（I）的新化合物： 其中： n代表1到12之间的整数，特别是1到8， m和m′分别代表0到8之间的整数， q和q′分别代表0到2之间的整数， p和p′分别代表0到4之间的整数， A和A′分别代表一个CH2基团，（特例为胺基）一个NH基团或一个NR″基团，其中R″是具有1到3个碳原子的直链或支链烷基基团， B和B′分别代表一个氧原子或一个CH2基团， R和R′分别是卤素，如氯、溴、碘或氟原子，或具有1到3个碳原子的直链或支链烷基基团， 其用作药物及其制备方法。
• Ashley et al., Journal of the Chemical Society, 1942, p. 103,107
  作者：Ashley et al.

  DOI：——

  日期：——
• US8703825B2
  申请人：——

  公开号：US8703825B2

  公开（公告）日：2014-04-22
• Synthesis and Structure–Activity Analysis of New Phosphonium Salts with Potent Activity against African Trypanosomes
  作者：Andrea Taladriz、Alan Healy、Eddysson J. Flores Pérez、Vanessa Herrero García、Carlos Ríos Martínez、Abdulsalam A. M. Alkhaldi、Anthonius A. Eze、Marcel Kaiser、Harry P. de Koning、Antonio Chana、Christophe Dardonville

  DOI：10.1021/jm2014259

  日期：2012.3.22

  A series of 73 bisphosphonium salts and 10 mono-phosphonium salt derivatives were synthesized and tested in vitro against several wild type and resistant lines of Trypanosoma brucei (T. b. rhodesiense STIB900, T. b. brucei strain 427, TbAT1-KO, and TbB48). More than half of the compounds tested showed a submicromolar EC50 against these parasites. The compounds did not display any cross-resistance to existing diamidine therapies, such as pentamidine. In most cases, the compounds displayed a good selectivity index versus human cell lines. None of the known T. b. brucei drug transporters were required for trypanocidal activity, although some of the bisphosphonium compounds inhibited the low affinity pentamidine transporter. It was found that phosphonium drugs act slowly to clear a trypanosome population but that only a short exposure time is needed for irreversible damage to the cells. A comparative molecular field analysis model (CoMFA) was generated to gain insights into the SAR of this class of compounds, identifying key features for trypanocidal activity.
• Macro Rings. I. Preparation and Spectra of the Paracyclophanes
  作者：Donald J. Cram、H. Steinberg

  DOI：10.1021/ja01156a059

  日期：1951.12