4-carbmethoxy-1,1-dimethylpiperazine-1-ium iodide | 1101667-56-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-carbmethoxy-1,1-dimethylpiperazine-1-ium iodide
• 英文别名: 1-methoxycarbonyl-4,4-dimethylpiperazinium iodide；Methyl 4,4-dimethylpiperazin-4-ium-1-carboxylate;iodide
• CAS: 1101667-56-4
• 化学式: C₈H₁₇N₂O₂*I
• 分子量: 300.14
• InChiKey: HOUNZWPTIHQWFN-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.85
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-carbmethoxy-1,1-dimethylpiperazine-1-ium iodide 在 barium hydroxide octahydrate 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 30.0h， 以61%的产率得到1,1-dimethylpiperazine-1,4-diium chloride iodide
  参考文献：
  名称：

  1-Alkyl-1-methylpiperazine-1,4-diium salts: Synthetic, acid–base, XRD-analytical, FT-IR, FT-Raman spectral and quantum chemical study

  摘要：

  We report the preparation and results of vibrational spectral analysis, which were obtained using both FT-IR and FT-Raman spectroscopy, for three 1-alkyl-1-methylpiperazine-1,4-diium salts (AMPSs), where alkyl is benzyl 4a, n-octadecyl 4b, and methyl 4c, respectively. These were prepared by multistep synthesis from piperazine. The acid base study of AMPSs was performed and corresponding acid base constants were obtained. Single crystals of AMPSs suitable for XRD-analysis were obtained and analyzed. The complete vibrational assignments of wavenumbers were made on the basis of a potential energy distribution. The HOMO and LUMO analysis was used to determine the charge transfer within the molecules. The calculated first hyperpolarizabilities of AMPSs 4a-4c are 48.34, 57.77 and 123.41 times that of urea. As can be seen from the MEP plots, the negative electrostatic potential regions are mainly localized over the chlorine and oxygen atoms for compounds 4a and 4b and chlorine and iodine atoms of compound 4c, and are possible sites for electrophilic attack. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2015.03.051
• 作为产物：
  描述：

  1-哌嗪羧酸甲酯盐酸盐 、 碘甲烷 在 potassium carbonate 作用下， 以 硝基甲烷 为溶剂， 反应 24.0h， 以52%的产率得到4-carbmethoxy-1,1-dimethylpiperazine-1-ium iodide
  参考文献：
  名称：

  1-Alkyl-1-methylpiperazine-1,4-diium salts: Synthetic, acid–base, XRD-analytical, FT-IR, FT-Raman spectral and quantum chemical study

  摘要：

  We report the preparation and results of vibrational spectral analysis, which were obtained using both FT-IR and FT-Raman spectroscopy, for three 1-alkyl-1-methylpiperazine-1,4-diium salts (AMPSs), where alkyl is benzyl 4a, n-octadecyl 4b, and methyl 4c, respectively. These were prepared by multistep synthesis from piperazine. The acid base study of AMPSs was performed and corresponding acid base constants were obtained. Single crystals of AMPSs suitable for XRD-analysis were obtained and analyzed. The complete vibrational assignments of wavenumbers were made on the basis of a potential energy distribution. The HOMO and LUMO analysis was used to determine the charge transfer within the molecules. The calculated first hyperpolarizabilities of AMPSs 4a-4c are 48.34, 57.77 and 123.41 times that of urea. As can be seen from the MEP plots, the negative electrostatic potential regions are mainly localized over the chlorine and oxygen atoms for compounds 4a and 4b and chlorine and iodine atoms of compound 4c, and are possible sites for electrophilic attack. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2015.03.051

文献信息

• Polyethylene glycol-based homologated ligands for nicotinic acetylcholine receptors☆
  作者：Bradley A. Scates、Bethany L. Lashbrook、Benjamin C. Chastain、Kaoru Tominaga、Brandon T. Elliott、Nicholas J. Theising、Thomas A. Baker、Richard W. Fitch

  DOI：10.1016/j.bmc.2008.10.045

  日期：2008.12.15

  ethers were conjugated with three ligand series for nicotinic acetylcholine receptors. Conjugates of acetylaminocholine, the cyclic analog 1-acetyl-4,4-dimethylpiperazinium, and pyridyl ether A-84543 were prepared. Each series was found to retain significant affinity at nicotinic receptors in rat cerebral cortex with tethers of up to six PEG units. Such compounds are hydrophilic ligands which may serve

  一系列同源聚乙二醇（PEG）单甲醚与烟碱乙酰胆碱受体的三个配体系列缀合。制备了乙酰氨基胆碱、环状类似物 1-乙酰基-4,4-二甲基哌嗪鎓和吡啶基醚 A-84543 的缀合物。发现每个系列都对大鼠大脑皮层中的烟碱受体保持显着的亲和力，并具有多达六个 PEG 单元的系链。此类化合物是亲水性配体，可用作荧光/亲和探针和 nAChR 多价配体的模型。
• 1-Alkyl-1-methylpiperazine-1,4-diium salts: Synthetic, acid–base, XRD-analytical, FT-IR, FT-Raman spectral and quantum chemical study
  作者：Dana Němečková、Y. Sheena Mary、C. Yohannan Panicker、Hema Tresa Varghese、Christian Van Alsenoy、Markéta Procházková、Pavel Pazdera、Abdulaziz A. Al-Saadi

  DOI：10.1016/j.molstruc.2015.03.051

  日期：2015.8

  We report the preparation and results of vibrational spectral analysis, which were obtained using both FT-IR and FT-Raman spectroscopy, for three 1-alkyl-1-methylpiperazine-1,4-diium salts (AMPSs), where alkyl is benzyl 4a, n-octadecyl 4b, and methyl 4c, respectively. These were prepared by multistep synthesis from piperazine. The acid base study of AMPSs was performed and corresponding acid base constants were obtained. Single crystals of AMPSs suitable for XRD-analysis were obtained and analyzed. The complete vibrational assignments of wavenumbers were made on the basis of a potential energy distribution. The HOMO and LUMO analysis was used to determine the charge transfer within the molecules. The calculated first hyperpolarizabilities of AMPSs 4a-4c are 48.34, 57.77 and 123.41 times that of urea. As can be seen from the MEP plots, the negative electrostatic potential regions are mainly localized over the chlorine and oxygen atoms for compounds 4a and 4b and chlorine and iodine atoms of compound 4c, and are possible sites for electrophilic attack. (C) 2015 Elsevier B.V. All rights reserved.