4-(3',4'-dichlorophenylsulfanyl)acetophenone | 684255-30-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(3',4'-dichlorophenylsulfanyl)acetophenone
• 英文别名: 4-(3',4'-dichlorophenylsulfanyl)-acetophenone；1-[4-(3,4-Dichlorophenyl)sulfanylphenyl]ethanone
• CAS: 684255-30-9
• 化学式: C₁₄H₁₀Cl₂OS
• mdl: MFCD20817694
• 分子量: 297.205
• InChiKey: JTIMJZNQZUXKJR-UHFFFAOYSA-N

物化性质

• 沸点：
  451.0±45.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(3',4'-dichlorophenylsulfanyl)acetophenone 、 硫脲 在 碘 作用下， 以 乙醇 为溶剂， 以48%的产率得到4-[4-(3',4'-dichlorophenylsulfanyl)-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
• 作为产物：
  描述：

  3,4-二氯苯硫酚 、 4-氟苯乙酮 在 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 以87%的产率得到4-(3',4'-dichlorophenylsulfanyl)acetophenone
  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。
• 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。
• [EN] ARYLBENZYLPIPERIDINE COMPOUNDS<br/>[FR] COMPOSÉS D'ARYLBENZYLPIPÉRIDINE
  申请人：LUNDBECK & CO AS H

  公开号：WO2007114916A2

  公开（公告）日：2007-10-11

  [EN] This invention is directed to arylbenzylpiperidine compounds which are ligands at the MCHl receptor. The invention provides a pharmaceutical composition comprising a therapeutically effective amount of a compound of the invention and a pharmaceutically acceptable carrier. This invention also provides a method of treating a subject suffering from depression comprising administering to the subject a therapeutically effective amount of a compound of the subject invention. This invention further provides a method of treating a subject suffering from anxiety comprising administering to the subject a therapeutically effective amount of a compound of the subject invention. This invention also provides a method of treating a subject suffering from obesity comprising administering to the subject a therapeutically effective amount of a compound of the subject invention. Furthermore, the present invention is directed to the use of a compound of the subject invention for the manufacture of a medicament for treating a subject suffering from depression, anxiety or obesity.
  [FR] La présente invention concerne des composés d'arylbenzylpipéridine constituant des ligands au niveau du récepteur MCHI. L'invention propose une composition pharmaceutique comprenant une quantité thérapeutiquement suffisante d'un composé de l'invention et un excipient pharmaceutiquement admis. L'invention concerne également un procédé permettant de traiter un sujet soufrant de dépression, par administration d'une quantité thérapeutiquement efficace d'un composé de l'invention. L'invention concerne aussi un procédé permettant de traiter un sujet soufrant d'anxiété, par administration d'une quantité thérapeutiquement efficace d'un composé de l'invention. L'invention concerne en outre un procédé permettant de traiter un sujet soufrant d'obésité, par administration d'une quantité thérapeutiquement efficace d'un composé de l'invention. Enfin, l'invention concerne l'utilisation d'un composé de l'invention pour la fabrication d'un médicament pour le traitement d'un sujet souffrant de dépression, d'anxiété ou d'obésité.
• 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.