1-quinolin-4-yl-3-(vinyl-piperidin-4-yl)-propan-1-one | 344871-97-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-quinolin-4-yl-3-(vinyl-piperidin-4-yl)-propan-1-one
• 英文别名: cinchotoxin；1,8-seco-cinchonan-9-one；1,8-Seco-cinchonan-9-on；3-(3-Ethenylpiperidin-4-yl)-1-(quinolin-4-yl)propan-1-one；3-(3-ethenylpiperidin-4-yl)-1-quinolin-4-ylpropan-1-one
• CAS: 344871-97-2
• 化学式: C₁₉H₂₂N₂O
• 分子量: 294.396
• InChiKey: PIIQLZXRLGJEKE-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146 °C
• 沸点：
  461.7±30.0 °C(Predicted)
• 密度：
  1.114±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-quinolin-4-yl-3-(vinyl-piperidin-4-yl)-propan-1-one 在 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 24.25h， 生成 2-[(3-Ethenyl-1-pentylpiperidin-4-yl)methyl]-1-quinolin-4-ylprop-2-en-1-one
  参考文献：
  名称：

  Synthesis of 3-(1-alkyl/aminoalkyl-3-vinyl-piperidin-4-yl)-1-(quinolin-4-yl)-propan-1-ones and their 2-methylene derivatives as potential spermicidal and microbicidal agents

  摘要：

  A series of twenty two derivatives of 3-(1-alkyl/aminoalkyl-3-vinyl-piperidin-4-yl)-1-(quinolin-4-yl)-propan-1-one and their 2-methylene derivatives were synthesized from naturally abundant cinchonine (I). Tartarate salts of these compounds were prepared and evaluated for spermicidal activity. The most active compounds (24, 27, 34, 36, and 38) showing potent spermicidal activity were further evaluated against different strains of Trichomonas vaginalis, for antimicrobial activity, in HeLa cell lines for cytotoxicity and against Lactobacillus jensenii for eco-safety. The tartarate of 3-(1-pentyl-3-vinyl-piperidin-4-yl)-1-(quinolin-4-yl)-propan-1-one (27) was found to be more active than N-9 in spermicidal activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.062
• 作为产物：
  描述：

  辛可尼丁 在 甘油 作用下， 生成 1-quinolin-4-yl-3-(vinyl-piperidin-4-yl)-propan-1-one
  参考文献：
  名称：

  Hesse, Justus Liebigs Annalen der Chemie, 1873, vol. 166, p. 268

  摘要：

  DOI：
• 作为试剂：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 1-quinolin-4-yl-3-(vinyl-piperidin-4-yl)-propan-1-one 、 乙醚 、 乙醇 作用下， 生成 S-托品酸
  参考文献：
  名称：

  King; Palmer, Journal of the Chemical Society, 1922, vol. 121, p. 2584

  摘要：

  DOI：

文献信息

• Process for production of vinyl chloride polymer
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP0172427A2

  公开（公告）日：1986-02-26

  This process is a process for production of a vinyl chloride polymer by suspension polymerization or emulsion polymerization of vinyl chloride monomer or a mixture of vinyl chloride monomer with a vinyl monomer copolymerizable with said vinyl chloride monomer in an aqueous medium, characterized in that the polymerization is carried out in a polymerizer, the inner wall surface and portions of the auxiliary equipment thereof which may come into contact with the monomer during polymerization being previously coated with a scaling preventive comprising at least one selected from dyes, pigments and aromatic or heterocyclic compounds having at least 5 conjugated π bonds, while controlling the chloride ion concentration in the reaction mixture to not higher than 100 ppm. According to said process, scaling onto the inner wall surface of a polymerizer, etc. during polymerization can be prevented effectively and surely.

  该工艺是通过氯乙烯单体或氯乙烯单体与可与所述氯乙烯单体共聚的乙烯基单体混合物在水介质中进行悬浮聚合或乳液聚合来生产氯乙烯聚合物的工艺，其特征在于聚合是在聚合器中进行的、内壁表面及其辅助设备中可能在聚合过程中与单体接触的部分事先涂上一层防垢剂，该防垢剂至少包括一种选自染料、颜料和至少有 5 个共轭 π 键的芳香族或杂环化合物的防垢剂，同时控制反应混合物中的氯离子浓度不高于 100 ppm。根据上述工艺，可有效、可靠地防止聚合过程中聚合器等内壁表面结垢。
• MMP inhibitors
  申请人：——

  公开号：US20030191092A1

  公开（公告）日：2003-10-09

  Novel compounds according to formula I 1 n is 0, 1, 2 or 3; X represents hydroxamic acid (CONHOH), carboxylic acid, phosphonic acid, acetylthiomethyl group or a mercaptomethyl group; R2, R10 and R11 independently represent hydrogen or (C 1-8 )alkyl, (C 2-6 )alkenyl, (C 3-8 )cycloalkyl, aryl(C 0-6 )alkyl or heteroaryl(C 0-6 )alkyl, all of which may optionally be substituted; R3 and R4 independently represent hydrogen, hydroxy or alkoxy; provided that if A, A′, Z and R5 are all bonds, and s and t are both 0 (zero), then R6 is different from hydrogen, and that at least one of R3, R4, R10 and R11 is different from hydrogen; or a salt, hydrate or solvate thereof; pharmaceutical compositions comprising said compound; therapeutical methods comprising administering said compounds; and the use of said compounds in the manufacture of medicaments.

  符合式 I 的新型化合物 1 n 为 0、1、2 或 3； X 代表羟肟酸 (CONHOH)、羧酸、膦酸、乙酰硫甲基或巯甲基； R2、R10 和 R11 各自代表氢或 (C 1-8 烷基、(C 2-6 )烯基、(C 3-8 环烷基、芳基（C 0-6 烷基或杂芳基（C 0-6 R3和R4独立地代表氢、羟基或烷氧基；但如果A、A′、Z和R5均为键，且s和t均为0（零），则R6不同于氢，且R3、R4、R10和R11中至少有一个不同于氢； 或其盐、水合物或溶液； 包含所述化合物的药物组合物； 包含施用所述化合物的治疗方法； 以及 使用所述化合物制造药物。
• Koenigs, Justus Liebigs Annalen der Chemie, 1906, vol. 347, p. 198
  作者：Koenigs

  DOI：——

  日期：——
• Pasteur, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1853, vol. 37, p. 112
  作者：Pasteur

  DOI：——

  日期：——
• Skraup, Justus Liebigs Annalen der Chemie, 1880, vol. 201, p. 309,312, 331
  作者：Skraup

  DOI：——

  日期：——