4-[4'-(3,4-dichlorophenoxy)-phenyl]-thiazol-2-yl-ammonium iodide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[4'-(3,4-dichlorophenoxy)-phenyl]-thiazol-2-yl-ammonium iodide
• 英文别名: 4-[4'-(3,4-Dichlorophenoxy)-phenyl]-thiazol-2-yl ammonium iodide；4-[4-(3,4-dichlorophenoxy)phenyl]-1,3-thiazol-3-ium-2-amine;iodide
• 化学式: C₁₅H₁₀Cl₂N₂OS*HI
• 分子量: 465.142
• InChiKey: JDHQHIUDFLRZEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.11
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[4'-(4-chlorophenoxy)-phenyl]-thiazol-2-yl-ammonium iodide 、 、 、 4-[4'-(3,4-dichlorophenoxy)-phenyl]-thiazol-2-yl-ammonium iodide 、 2-aminothiazolium iodide 、 4-[4'-(Biphenyl-4-yloxy)-phenyl]-thiazol-2-yl ammonium iodide 、 4-[4'-(4-phenoxyphenoxy)-phenyl]-thiazol-2-yl-ammonium iodide 、 、 4-(4'-phenylsulfanylphenyl)-thiazol-2-yl ammonium iodide 、 、 、 、 4-(4'p-Tolylsulfanyl-phenyl)-thiazol-2-yl ammonium iodide 生成 4-(4'-phenoxyphenyl)-thiazol-2-yl ammonium iodide
  参考文献：
  名称：

  Substituted 4-aryloxy and 4-arylsulfanyl-phenyl-2-aminothiazoles as inhibitors of cell proliferation

  摘要：

  本发明揭示了具有抗癌活性的取代4-芳氧基和4-芳基硫基苯基-2-氨基噻唑的化合物。本发明进一步揭示了制备本发明化合物的方法。本发明还揭示了通过将本发明化合物用于受试者来抑制细胞增殖和肿瘤生长的方法。

  公开号：

  US20070082934A1
• 作为产物：
  描述：

  3,4-二氯苯酚 在 碘 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基乙酰胺 为溶剂， 生成 4-[4'-(3,4-dichlorophenoxy)-phenyl]-thiazol-2-yl-ammonium iodide
  参考文献：
  名称：

  Synthesis and evaluation of substituted 4-aryloxy- and 4-arylsulfanyl-phenyl-2-aminothiazoles as inhibitors of human breast cancer cell proliferation

  摘要：

  Several substituted 4-aryloxy- and 4-arylsulfanyl-phenyl-2-aminothiazoles were synthesized and evaluated for cytotoxic activity against estrogen-positive, estrogen-negative, and adriamycin-resistant human breast cancer cell lines. 4-[4'-(3,4-Dichlorophenoxy)-phenyl]-thiazol-2-yl ammonium iodide demonstrated potent activity against both estrogen-positive and negative breast cancer cell lines with low micromolar (muM) GI(50) values. In addition, we have identified several 2-aminothiazoles that demonstrated selective potency for the adriamycin-resistant and estrogen-negative breast cancer cell lines. The results suggest that these 2-aminothiazoles represent lead compounds for evaluation in animal models of breast cancer. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.12.003

文献信息

• [EN] SUBSTITUTED 4-ARYLOXY AND 4-ARYLSULFANYL-PHENYL-2-AMINOTHIAZOLES AS INHIBITORS OF CELL PROLIFERATION<br/>[FR] AMINOTHIAZOLES SUBSTITUES DE 4-ARYLOXY ET DE 4-ARYLSULFANYL-PHENYL-2 EN TANT QU'INHIBITEURS DE LA PROLIFERATION CELLULAIRE
  申请人：UNIV VIRGINIA

  公开号：WO2005044263A1

  公开（公告）日：2005-05-19

  The invention discloses compounds which are substituted 4-aryloxy and 4-arylsulfanyl-phenyl-2-aminothiazoles with anti-cancer activity. The invention futher discloses methods of preparing compounds of the invention. The invention also discloses methods of inhibiting cell proliferation and tumor growth in a subject by administering compounds of the invention to the subject.

  本发明揭示了一些具有抗癌活性的取代4-芳氧基和4-芳基硫醇基苯基-2-氨基噻唑的化合物。本发明还揭示了制备本发明化合物的方法。本发明还揭示了通过向受体内注射本发明化合物来抑制细胞增殖和肿瘤生长的方法。
• Synthesis and evaluation of substituted 4-aryloxy- and 4-arylsulfanyl-phenyl-2-aminothiazoles as inhibitors of human breast cancer cell proliferation
  作者：Michael J. Gorczynski、Rachel M. Leal、Susan L. Mooberry、John H. Bushweller、Milton L. Brown

  DOI：10.1016/j.bmc.2003.12.003

  日期：2004.3

  Several substituted 4-aryloxy- and 4-arylsulfanyl-phenyl-2-aminothiazoles were synthesized and evaluated for cytotoxic activity against estrogen-positive, estrogen-negative, and adriamycin-resistant human breast cancer cell lines. 4-[4'-(3,4-Dichlorophenoxy)-phenyl]-thiazol-2-yl ammonium iodide demonstrated potent activity against both estrogen-positive and negative breast cancer cell lines with low micromolar (muM) GI(50) values. In addition, we have identified several 2-aminothiazoles that demonstrated selective potency for the adriamycin-resistant and estrogen-negative breast cancer cell lines. The results suggest that these 2-aminothiazoles represent lead compounds for evaluation in animal models of breast cancer. (C) 2003 Elsevier Ltd. All rights reserved.
• Substituted 4-aryloxy and 4-arylsulfanyl-phenyl-2-aminothiazoles as inhibitors of cell proliferation
  申请人：Gorczynski J. Michael

  公开号：US20070082934A1

  公开（公告）日：2007-04-12

  The invention discloses compounds which are substituted 4-aryloxy and 4-arylsulfanyl-phenyl-2-aminothiazoles with anti-cancer activity. The invention futher discloses methods of preparing compounds of the invention. The invention also discloses methods of inhibiting cell proliferation and tumor growth in a subject by administering compounds of the invention to the subject.

  本发明揭示了具有抗癌活性的取代4-芳氧基和4-芳基硫基苯基-2-氨基噻唑的化合物。本发明进一步揭示了制备本发明化合物的方法。本发明还揭示了通过将本发明化合物用于受试者来抑制细胞增殖和肿瘤生长的方法。