1-(3-(乙硫基)苯基)乙酮 | 1052081-60-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(3-(乙硫基)苯基)乙酮
• 英文名称: 1-(3-(ethylthio)phenyl)ethanone
• 英文别名: 3'-(ethylthio)acetophenone；1-(3-Ethylsulfanylphenyl)ethanone
• CAS: 1052081-60-3
• 化学式: C₁₀H₁₂OS
• 分子量: 180.271
• InChiKey: NDTOBYVGFZIPHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  1-(3-(乙硫基)苯基)乙酮 在 ammonium acetate 、 碘 、 formamide 作用下， 反应 2.5h， 生成 4-(5-bromothiophen-2-yl)-6-(3-(ethylthio)phenyl)-2,2'-bipyridine
  参考文献：
  名称：

  Regioselective C–H Activation of Cyclometalated Bis-Tridentate Ruthenium Complexes

  摘要：

  A series of bis-tridentate Ru(II) complexes consisting of trimethyl-4,4',4"-tricarboxylate-2,2':6',2"-terpyridine (Me(3)tctpy) and derivatized 6-phenyl-2,2'-bipyridine (pbpy) ligands are reported. Each complex is attached to a terminal triphenylamine (TPA) substituent at the central ring of pbpy through a thiophene bridge to benefit light absorption, while the anionic ring of pbpy is fiinctionalized with substituents to modulate the metal-based redox potential. The cyclometalation step was found to favor the isomer where the electron-donating groups (EDGs; i.e., -OEt, -SEt) are situated ortho to the organometallic bond rather than the sterically favored para position, while the para isomer is formed in exclusivity when electron-withdrawing groups (e.g., -CF3,) are installed on the anionic ring. Moreover, the distribution of the isomeric products is affected by the identity of the chalcogen: ortho:para = 1:0 and 3:1 where EDG = -OEt and -SEt, respectively. Because our molecular scaffold rules out certain cyclometalation pathways (e.g., oxidative addition, agostic interactions, a-bond metathesis), we are able to experimentally establish that the observed regioselectivity is in accordance with an electrophilic metalation where the relative stabilities of the products and carbanionic intermediates govern the ratio of the isomers formed.

  DOI：

  10.1021/om200784j
• 作为产物：
  描述：

  3-乙酰基苯磺酰氯 在 水 、 potassium carbonate 、 三苯基膦 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 0.17h， 生成 1-(3-(乙硫基)苯基)乙酮
  参考文献：
  名称：

  Regioselective C–H Activation of Cyclometalated Bis-Tridentate Ruthenium Complexes

  摘要：

  A series of bis-tridentate Ru(II) complexes consisting of trimethyl-4,4',4"-tricarboxylate-2,2':6',2"-terpyridine (Me(3)tctpy) and derivatized 6-phenyl-2,2'-bipyridine (pbpy) ligands are reported. Each complex is attached to a terminal triphenylamine (TPA) substituent at the central ring of pbpy through a thiophene bridge to benefit light absorption, while the anionic ring of pbpy is fiinctionalized with substituents to modulate the metal-based redox potential. The cyclometalation step was found to favor the isomer where the electron-donating groups (EDGs; i.e., -OEt, -SEt) are situated ortho to the organometallic bond rather than the sterically favored para position, while the para isomer is formed in exclusivity when electron-withdrawing groups (e.g., -CF3,) are installed on the anionic ring. Moreover, the distribution of the isomeric products is affected by the identity of the chalcogen: ortho:para = 1:0 and 3:1 where EDG = -OEt and -SEt, respectively. Because our molecular scaffold rules out certain cyclometalation pathways (e.g., oxidative addition, agostic interactions, a-bond metathesis), we are able to experimentally establish that the observed regioselectivity is in accordance with an electrophilic metalation where the relative stabilities of the products and carbanionic intermediates govern the ratio of the isomers formed.

  DOI：

  10.1021/om200784j

文献信息

• NOVEL PYRROLE DERIVATIVE HAVING UREIDO GROUP AND AMINOCARBONYL GROUP AS SUBSTITUENTS
  申请人：Kawashima Kenji

  公开号：US20100099675A1

  公开（公告）日：2010-04-22

  Objects of the present invention are to study on the synthesis of a novel pyrrole derivative having a ureido group and an aminocarbonyl group as substituents or a salt thereof, to find a pharmacological effect of the derivative or a salt thereof, and to find a medicinal agent which has a prophylactic and/or therapeutic effect on a retinal disease or the like through oral administration. A compound represented by the general formula (1) or a salt thereof has an inhibitory activity against the production of interleukin-6 and/or an inhibitory effect on choroidal neovascularization, and is therefore useful as a prophylactic and/or therapeutic agent for a disease associated with interleukin-6, an ocular inflammatory disease and/or a retinal disease. In the formula, the ring A represents a benzene ring or the like; R 1 represents a halogen atom, a hydrogen atom, a lower alkyl group or the like; R 2 represents a halogen atom, a lower alkyl group which may have a substituent, a lower alkenyl group, a lower alkynyl group which may have a substituent, a lower cycloalkyl group, an aryl group, a hydroxy group, a lower alkoxy group which may have a substituent or the like; and n represents 0, 1, 2, 3 or the like.

  本发明的目的是研究合成一种具有脲基和氨基甲酰基基团或其盐的新型吡咯衍生物，发现该衍生物或其盐的药理作用，并通过口服寻找具有预防和/或治疗视网膜疾病或类似疾病的药物。通式（1）表示的化合物或其盐具有抑制白细胞介素-6的产生和/或抑制脉络膜新生血管形成的活性，因此可用作预防和/或治疗与白细胞介素-6有关的疾病、眼部炎症性疾病和/或视网膜疾病的药物。在该式中，环A表示苯环或类似物；R1表示卤素原子、氢原子、低碳基或类似物；R2表示卤素原子、可带取代基的低碳基、低烯基、可带取代基的低炔基、低环烷基、芳基、羟基、可带取代基的低烷氧基或类似物；n表示0、1、2、3或类似物。
• NOVEL PYRROLE DERIVATIVE HAVING UREIDE GROUP AND AMINOCARBONYL GROUP AS SUBSTITUENTS
  申请人：Santen Pharmaceutical Co., Ltd

  公开号：EP2116530B1

  公开（公告）日：2012-11-14
• US7977371B2
  申请人：——

  公开号：US7977371B2

  公开（公告）日：2011-07-12
• Regioselective C–H Activation of Cyclometalated Bis-Tridentate Ruthenium Complexes
  作者：Stacy S. R. Muise、Holly A. Severin、Bryan D. Koivisto、Kiyoshi C. D. Robson、Eduardo Schott、Curtis P. Berlinguette

  DOI：10.1021/om200784j

  日期：2011.12.26

  A series of bis-tridentate Ru(II) complexes consisting of trimethyl-4,4',4"-tricarboxylate-2,2':6',2"-terpyridine (Me(3)tctpy) and derivatized 6-phenyl-2,2'-bipyridine (pbpy) ligands are reported. Each complex is attached to a terminal triphenylamine (TPA) substituent at the central ring of pbpy through a thiophene bridge to benefit light absorption, while the anionic ring of pbpy is fiinctionalized with substituents to modulate the metal-based redox potential. The cyclometalation step was found to favor the isomer where the electron-donating groups (EDGs; i.e., -OEt, -SEt) are situated ortho to the organometallic bond rather than the sterically favored para position, while the para isomer is formed in exclusivity when electron-withdrawing groups (e.g., -CF3,) are installed on the anionic ring. Moreover, the distribution of the isomeric products is affected by the identity of the chalcogen: ortho:para = 1:0 and 3:1 where EDG = -OEt and -SEt, respectively. Because our molecular scaffold rules out certain cyclometalation pathways (e.g., oxidative addition, agostic interactions, a-bond metathesis), we are able to experimentally establish that the observed regioselectivity is in accordance with an electrophilic metalation where the relative stabilities of the products and carbanionic intermediates govern the ratio of the isomers formed.