2-Pyrrolidinomethyl-cyclohexanon | 82087-52-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-Pyrrolidinomethyl-cyclohexanon
• 英文别名: 2-pyrrolidin-1-ylmethyl-cyclohexanone；2-pyrrolidinomethyl-cyclohexanone；2-(Pyrrolidin-1-ylmethyl)cyclohexanone；2-(pyrrolidin-1-ylmethyl)cyclohexan-1-one
• CAS: 82087-52-3
• 化学式: C₁₁H₁₉NO
• 分子量: 181.278
• InChiKey: PXMBMJRXFBLNMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  咪唑 、 2-Pyrrolidinomethyl-cyclohexanon 以 乙醇 、 水 为溶剂， 生成 2-imidazol-1-ylmethyl-cyclohexanone
  参考文献：
  名称：

  Aryloxy cyclohexyl imidazoles: A novel class of antileishmanial agents

  摘要：

  Thirteen novel aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated in vitro as antileishmanials against Leishmania donovani and cytotoxicity assessed. These compounds were better than the existing drugs, sodium stibogluconate and pentamidine in respect to IC50 and SI values. Promising compounds were tested further in vivo. Among all, the bis methylimidazole with 2-fluoro, 4-nitro aryloxy group (9) exhibited significant in vivo inhibition of 77.9%, thus providing new structural lead for antileishmanials. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.094
• 作为产物：
  描述：

  四氢吡咯 、 聚合甲醛 、 环己酮 在 L-脯氨酸 作用下， 以 二甲基亚砜 为溶剂， 生成 2-Pyrrolidinomethyl-cyclohexanon
  参考文献：
  名称：

  Aryloxy cyclohexyl imidazoles: A novel class of antileishmanial agents

  摘要：

  Thirteen novel aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated in vitro as antileishmanials against Leishmania donovani and cytotoxicity assessed. These compounds were better than the existing drugs, sodium stibogluconate and pentamidine in respect to IC50 and SI values. Promising compounds were tested further in vivo. Among all, the bis methylimidazole with 2-fluoro, 4-nitro aryloxy group (9) exhibited significant in vivo inhibition of 77.9%, thus providing new structural lead for antileishmanials. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.094

文献信息

• Carbon-Carbon Bond Formation by the Use of Chloroiodomethane as a C₁Unit. IV. The Mannich Reaction of Ketones by Means of Dihalomethane and Secondary Amine
  作者：Sotaro Miyano、Akira Mori、Hiroshi Hokari、Katsuaki Ohta、Harukichi Hashimoto

  DOI：10.1246/bcsj.55.1331

  日期：1982.4

  Treatment of ketones with dihalomethane (CH2Br2, CH2ClI, and CH2I2) in the presence of secondary amine, preferably pyrrolidine, gave the corresponding Mannich base in varing yields depending on the substrate and/or combination of the reagents.

  在仲胺（最好是吡咯烷）存在下，用二卤甲烷（CH2Br2、CH2ClI 和 CH2I2）处理酮类，根据底物和/或试剂组合的不同，可以得到相应的曼尼希碱，产率也不同。
• Some Spirohydantoins and Ureas Derived from Alkylamino-substituted Alicyclic Ketones
  作者：George W. Smith、Allan R. Day

  DOI：10.1021/ja01618a034

  日期：1955.7
• MIYANO, SOTARO;MORI, AKIRA;HOKARI, HIROSHI;OHTA, KATSUAKI;HASHIMOTO, HARU+, BULL. CHEM. SOC. JAP., 1982, 55, N 4, 1331-1332
  作者：MIYANO, SOTARO、MORI, AKIRA、HOKARI, HIROSHI、OHTA, KATSUAKI、HASHIMOTO, HARU+

  DOI：——

  日期：——
• [EN] INHIBITORS OF FLAVIVIRIDAE VIRUSES<br/>[FR] INHIBITEURS DE VIRUS FLAVIVIRIDAE
  申请人：GILEAD SCIENCES INC

  公开号：WO2011011303A1

  公开（公告）日：2011-01-27

  Provided are compounds of Formula I: (I) and pharmaceutically acceptable salts and esters thereof. The compounds, compositions, and methods provided are useful for the treatment of Flaviviridae virus infections, particularly hepatitis C infections.
• Aryloxy cyclohexyl imidazoles: A novel class of antileishmanial agents
  作者：Nagarapu Srinivas、Shraddha Palne、Nishi、Suman Gupta、Kalpana Bhandari

  DOI：10.1016/j.bmcl.2008.11.094

  日期：2009.1

  Thirteen novel aryloxy cyclohexane-based mono and bis imidazoles were synthesized and evaluated in vitro as antileishmanials against Leishmania donovani and cytotoxicity assessed. These compounds were better than the existing drugs, sodium stibogluconate and pentamidine in respect to IC50 and SI values. Promising compounds were tested further in vivo. Among all, the bis methylimidazole with 2-fluoro, 4-nitro aryloxy group (9) exhibited significant in vivo inhibition of 77.9%, thus providing new structural lead for antileishmanials. (C) 2008 Elsevier Ltd. All rights reserved.