1-(3-((dimethylamino)methyl)phenyl)ethanone | 628305-89-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-((dimethylamino)methyl)phenyl)ethanone
• 英文别名: 1-(3-dimethylaminomethyl-phenyl)-ethanone；1-{3-[(Dimethylamino)methyl]phenyl}ethan-1-one；1-[3-[(dimethylamino)methyl]phenyl]ethanone
• CAS: 628305-89-5
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: ICRBYQVYMPFREK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3-((dimethylamino)methyl)phenyl)ethanone 在 N-溴代丁二酰亚胺(NBS) 、 溴 、 1-羟基苯并三唑 、 caesium carbonate 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 0.5h， 生成 N-(4-(3-((dimethylamino)methyl)phenyl)-5-(2-(trifluoromethyl)phenoxy)thiazol-2-yl)-2-(4-(ethylsulfonyl)phenyl)acetamide trifluoroacetate
  参考文献：
  名称：

  [EN] COMPOUNDS USEFUL AS RETINOID-RELATED ORPHAN RECEPTOR GAMMA MODULATORS
  [FR] COMPOSÉS UTILES EN TANT QUE MODULATEURS DU RÉCEPTEUR APPARENTÉ AU RÉCEPTEUR DES RÉTINOÏDES GAMMA

  摘要：

  揭示了与视黄醇相关孤儿受体γ（RORγ）调节剂的化学式（I）及其在治疗由RORγ介导的疾病中的应用，其中基团具有发明中定义的含义。

  公开号：

  WO2012100734A1
• 作为产物：
  描述：

  盐酸二甲胺 、 1-(3-(溴甲基)苯基)乙酮 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 生成 1-(3-((dimethylamino)methyl)phenyl)ethanone
  参考文献：
  名称：

  [EN] COMPOUNDS USEFUL AS RETINOID-RELATED ORPHAN RECEPTOR GAMMA MODULATORS
  [FR] COMPOSÉS UTILES EN TANT QUE MODULATEURS DU RÉCEPTEUR APPARENTÉ AU RÉCEPTEUR DES RÉTINOÏDES GAMMA

  摘要：

  揭示了与视黄醇相关孤儿受体γ（RORγ）调节剂的化学式（I）及其在治疗由RORγ介导的疾病中的应用，其中基团具有发明中定义的含义。

  公开号：

  WO2012100734A1

文献信息

• [EN] QUATERNARY AMINO-FUNCTIONAL CHALCONES<br/>[FR] CHALCONES COMPORTANT DES FONCTIONS AMINE QUATERNAIRE
  申请人：LICA PHARMACEUTICALS AS

  公开号：WO2005042467A1

  公开（公告）日：2005-05-12

  The present invention provides novel quaternary amino-functional chalcone derivatives and analogues exhibiting interesting antibacterial activity. The compounds have the general formula (Y1)m-Ar1(X1)-C(=O)Var2(X2)-(Y2)p (I), wherein V designates -CH2-CH2-, -CH=CH-or -C=C; Ar1 and Ar2 independently are aryl and heteroary.; m=0, 2, p=0, 1, 2, m+p>0; each Y1 and Y2 independently is -Z-N+(R1)(R2)R4 Q-(A); -NR3-Z-N+(R1)(R2)R4 Q- (B), or O-Z-N+(R1)(R2)R4 Q- (C), R1, R2, R3, R4, X1, X2 are substituents, and Q- is an anion. The present invention also relates to the compounds for sue as pharmaceutically active agents, in particular against bacterial infections (such as Gram-negative and Gram-positive bacteria, including antibiotic-sensitive or resistant strains), and in the medical treatment of bacterial infections in mammals.

  本发明提供了新型季铵功能的香豆素衍生物和类似物，具有有趣的抗菌活性。这些化合物具有通式（Y1）m-Ar1（X1）-C（=O）Var2（X2）-（Y2）p（I），其中V代表-CH2-CH2-，-CH=CH-或-C=C；Ar1和Ar2独立地是芳基和杂芳基；m=0、2，p=0、1、2，m+p>0；每个Y1和Y2独立地是-Z-N+（R1）（R2）R4Q-（A）；-NR3-Z-N+（R1）（R2）R4Q-（B）或O-Z-N+（R1）（R2）R4Q-（C），其中R1、R2、R3、R4、X1、X2是取代基，Q-是阴离子。本发明还涉及这些化合物作为药物活性剂的用途，特别是对抗细菌感染（如革兰氏阴性和革兰氏阳性细菌，包括抗生素敏感或耐药菌株），以及在哺乳动物的医疗治疗中用于治疗细菌感染。
• Amino-functional chalcones
  申请人：Nielsen Feldbaek Simone

  公开号：US20060052600A1

  公开（公告）日：2006-03-09

  The invention provides novel amino-functionalised chalcone derivatives and analogues thereof. Use of the compounds, or compositions comprising them, as pharmaceutically active agents, in particular against bacterial and parasitic infections, is also disclosed. The invention further relates to a method for detecting inhibitory effects against e.g., bacteria, parasites, fungi, and helminths. The chalcones of the invention carry amino substituents and exhibit enhanced biological effects combined with improved metabolic and physicochemical properties, making the compounds useful as drug substances, in particular as antiparasitic, and bacteriocidal agents.

  本发明提供了新型氨基功能化的查尔酮衍生物及其类似物。本发明还揭示了将该化合物或包含其的组合物用作药物活性剂，特别是用于治疗细菌和寄生虫感染。本发明还涉及一种检测抑制细菌、寄生虫、真菌和蠕虫等的方法。本发明的查尔酮具有氨基取代基，具有增强的生物效应和改善的代谢和物理化学性质，使该化合物可用作药物物质，特别是作为抗寄生虫和杀菌剂。
• Aminoalkoxy-functional chalcones
  申请人：Nielsen Feldbaek Simon

  公开号：US20050227990A1

  公开（公告）日：2005-10-13

  The invention provides novel alkoxyaminochalcone derivatives and analogues thereof. Use of the compounds, or compositions comprising them, as pharmaceutically active agents, in particular against bacterial and parasitic infections, is also disclosed. The invention further relates to a method for detecting inhibitory effects against e.g., bacteria, parasites, fungi, and helminths. The chalcones of the invention carry amino substituents and exhibit enhanced biological effects combined with improved metabolic and physicochemical properties, making the compounds useful as drug substances, in particular as antiparasitic, bacteriostatic, and bacteriocidal agents.

  本发明提供了新型的烷氧基氨基查尔酮衍生物及其类似物。本发明还揭示了将该化合物或包含它们的组合物用作药物活性剂，特别是用于对抗细菌和寄生虫感染。本发明还涉及一种检测抑制作用的方法，例如对细菌、寄生虫、真菌和蠕虫的抑制作用。本发明的查尔酮带有氨基取代基，并展示出增强的生物效应和改善的代谢和物理化学性质，使得该化合物可用作药物物质，特别是作为抗寄生虫、细菌静止和杀菌剂。
• Diamino-functional chalcones
  申请人：Nielsen Feldbaek Simon

  公开号：US20060235073A1

  公开（公告）日：2006-10-19

  The invention provides novel diamino-functionalised chalcone derivatives and analogues thereof. Use of the compounds, or compositions comprising them, as pharmaceutically active agents, in particular against bacterial and parasitic infections, is also disclosed. The invention further relates to a method for detecting inhibitory effects against e.g., bacteria, parasites, fungi, and helminths. The chalcones of the invention carry amino substituents and exhibit enhanced biological effects combined with improved metabolic and physicochemical properties, making the compounds useful as drug substances, in particular as antiparasitic and bacteriostatic agents.

  本发明提供了新型二氨基官能化查尔酮衍生物及其类似物。本发明还揭示了将这些化合物或包含它们的组合物用作药物活性剂，特别是用于对抗细菌和寄生虫感染。本发明还涉及一种检测抑制对细菌、寄生虫、真菌和蠕虫等的影响的方法。本发明的查尔酮具有氨基取代基，并表现出增强的生物效应和改善的代谢和物理化学性质，使这些化合物在药物物质中有用，特别是作为抗寄生虫和抗菌剂。
• Cationic Chalcone Antibiotics. Design, Synthesis, and Mechanism of Action
  作者：Simon F. Nielsen、Mogens Larsen、Thomas Boesen、Kristian Schønning、Hasse Kromann

  DOI：10.1021/jm049424k

  日期：2005.4.1

  This paper describes how the introduction of "cationic" aliphatic amino groups in the chalcone scaffold results in potent antibacterial compounds. It is shown that the most favorable position for the aliphatic amino group is the 2-position of the B-ring, in particular in combination with a lipophilic substituent in the 5-position of the beta-ring. We demonstrate that the compounds act by unselective disruption of cell membranes. Introduction of an additional aliphatic amino group in the A-ring results in compounds that are selective for bacterial membranes combined with a high antibacterial activity against both Gram-positive and -negative pathogens. The most potent compound in this study (78) has an MIC value of 2 mu M against methicillin resistant Staphylococus aureus.