2(4-氯苯硫基)苯乙酸 | 13459-62-6

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2(4-氯苯硫基)苯乙酸
• 英文名称: 2-[2-(4-chlorophenyl)sulfanylphenyl]acetic acid
• 英文别名: 2-(2-((4-chlorophenyl)thio)phenyl)acetic acid；<2-(4-Chlorphenylthio)-phenyl>-essigsaeure；2-(4-Chlorphenylthio)-phenylessigsaeure；2-(p-Chlorphenylthio)phenylessigsaeure
• CAS: 13459-62-6
• 化学式: C₁₄H₁₁ClO₂S
• 分子量: 278.759
• InChiKey: WZICWIASCZNZHO-UHFFFAOYSA-N

物化性质

• 熔点：
  116℃
• 沸点：
  434.4±35.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2(4-氯苯硫基)苯乙酸 在 titanium(IV) isopropylate 、 sodium tetrahydroborate 、 四磷十氧化物 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 24.0h， 生成 氯替平
  参考文献：
  名称：

  Overcoming chloroquine resistance in malaria: Design, synthesis and structure–activity relationships of novel chemoreversal agents

  摘要：

  Malaria remains a significant infectious disease with even artemisinin-based therapies now facing resistance in the field. Development of new therapies is urgently needed, either by finding new compounds with unique modes of action, or by reversing resistance towards known drugs with 'chemosensitizers' or 'chemoreversal' agents (CRA). Concerning the latter, we have focused on the resistance mechanisms developed against chloroquine (CQ). We have synthesized a series of compounds related to previously identified CRAs, and found promising novel compounds. These compounds show encouraging results in a coumarin labeled chloroquine uptake assay, exhibiting a dose response in resensitising parasites to the antimalarial effects of chloroquine. Selected compounds show consistent potency across a panel of chloroquine and artemisinin sensitive and resistant parasites, and a wide therapeutic window. This data supports further study of CRAs in the treatment of malaria and, ultimately, their use in chloroquine-based combination therapies. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.04.058
• 作为产物：
  描述：

  2-<4-Chlor-phenylthio>-benzoesaeurechlorid 生成 2(4-氯苯硫基)苯乙酸
  参考文献：
  名称：

  Jilek,J.O. et al., Collection of Czechoslovak Chemical Communications, 1973, vol. 38, p. 115 - 131

  摘要：

  DOI：

文献信息

• [EN] DIHYDROBENZO[B][1]BENZOTHIEPIN COMPOUNDS USEFUL IN THERAPY<br/>[FR] COMPOSÉS DE DIHYDROBENZO[B][1]BENZOTHIÉPINE UTILES EN THÉRAPIE
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2019092044A1

  公开（公告）日：2019-05-16

  The present invention relates to the use of a compound of formula (I), to decrease or inhibit, in vitro or ex vivo, the Patched receptor drug efflux activity, in particular the chemotherapeutic drug efflux activity and chemotherapy resistance. The present disclosure further relates to uses of such compounds, in particular to prepare a pharmaceutical composition to allow or improve the efficiency of a therapy of cancer in a subject in need thereof. The compound of the invention can indeed be advantageously used, in combination with at least one chemotherapeutic drug, for treating cancer, for preventing cancer metastasis and/or for preventing cancer recurrence in a subject.

  本发明涉及使用式(I)的化合物，以减少或抑制体外或体外Patched受体药物外流活性，特别是化疗药物外流活性和化疗耐药性。本公开还涉及这类化合物的用途，特别是制备药物组合以允许或改善患有癌症的受试者的治疗效果。本发明的化合物确实可以有利地与至少一种化疗药物结合，用于治疗癌症，预防癌症转移和/或预防患者癌症复发。
• Exploring the Neuroleptic Substituent in Octoclothepin: Potential Ligands for Positron Emission Tomography with Subnanomolar Affinity for α₁-Adrenoceptors
  作者：Jesper L. Kristensen、Ask Püschl、Martin Jensen、Rune Risgaard、Claus T. Christoffersen、Benny Bang-Andersen、Thomas Balle

  DOI：10.1021/jm100652h

  日期：2010.10.14

  A series of 1-(10.11-dihydrodthenzo[b,f]thiepin-(10-y-l)-4-methylpiperazine analogues substituted in the 8-position of the 10,11-dihydrodibenzo[b,f]thiepine scaffold with aryl, heteroaryl. amine, and amide substituents are described. The compounds were: designed using the previously reported Liljefors-Bogeso pharmacophore model for dopamine 1)2 and alpha(1)-adrenocetor antagonists. with the aim of obtaining selective alpha(1)-adrenoceptors antagonists suitable for development as radioligands for imaging of central alpha(1)-adrenoceptors by positron emission tomography. Sixteen aryl and heteroaryl substituted octoclothepin analogues were prepared by a convergent synthesis via coupling of 1-methyl-4-(8-(4,4.5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-10,11-dihydrodibenzo[b,f]thiepin-10yl-piperazine with aryl and heteroaryl halides under palladium catalysis. The most selective compound obtained, (S)-N-(11-(4-methylpiperazin- -yl)-10,11-dihydrodibenzo[b,f]thiepin-2-yl)methyl)isobutyramide (S)-35, showed a similar subnanomolar affinity compared to alpha(1a), alpha(1b,) and alpha(1d)-adrenoceptors and a selectivity ratio of 20, 440, and 20 with respect to D-2, 5-HT2C, and H-1 receptors. respectively.
• Fluorinated tricyclic neuroleptics with prolonged effects: Some new 8-chloro-3-fluoro-10-piperazino-10,11-dihydrodibenzo[b,f]thiepins
  作者：M. Rajšner、E. Svátek、J. Metyšová、M. Bartošová、F. Mikšík、M. Protiva

  DOI：10.1135/cccc19773079

  日期：——
• UEDA I.; SATO Y.; MAENO S.; UMIO S., CHEM. AND PHARM. BULL. <CPBT-AL>, 1975, 23, NO 10, 2223-2231,
  作者：UEDA I.、 SATO Y.、 MAENO S.、 UMIO S.

  DOI：——

  日期：——
• RAJSNER M.; SVATEK E.; METYSOVA J.; BARTOSOVA M.; MIKSIK F.; PROTIVA M., COLLECT. CZECH. CHEM. COMMUNS.,
  作者：RAJSNER M.、 SVATEK E.、 METYSOVA J.、 BARTOSOVA M.、 MIKSIK F.、 PROTIVA M.

  DOI：——

  日期：——