5-ethoxy-1-methyl-3,4-dihydro-2H-pyrrolium, tetrafluoroborate | 41948-92-9

• 英文名称: 5-ethoxy-1-methyl-3,4-dihydro-2H-pyrrolium, tetrafluoroborate
• 英文别名: 5-ethoxy-1-methyl-3,4-dihydro-2H-pyrrolium; tetrafluoroborate；5-Aethoxy-1-methyl-3,4-dihydro-2H-pyrrolium; Tetrafluoroborat
• CAS: 41948-92-9
• 化学式: BF₄*C₇H₁₄NO
• 分子量: 214.999
• InChiKey: BAYHGHDZECJBRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  5-ethoxy-1-methyl-3,4-dihydro-2H-pyrrolium, tetrafluoroborate 在 sodium hydrogensulfide 作用下， 以 丙酮 为溶剂， 以96%的产率得到1-甲基吡咯烷-2-硫酮
  参考文献：
  名称：

  Bodine, John J.; Kaloustian, Moses K., Synthetic Communications, 1982, vol. 12, # 10, p. 787 - 794

  摘要：

  DOI：
• 作为产物：
  描述：

  N-甲基吡咯烷酮 、 环氧氯丙烷 在 三氟化硼乙醚 作用下， 生成 5-ethoxy-1-methyl-3,4-dihydro-2H-pyrrolium, tetrafluoroborate
  参考文献：
  名称：

  Cardiac-slowing amidines containing the 3-thioindole group. Potential antianginal agents

  摘要：

  A series of 3-thioindolamidines (and 3-indolamidines) related to mixidine (1) was studied for cardiac-slowing properties, following the discovery of activity for prototype thioindole 2. Structure-activity relationships were explored, leading to many potent antitachycardiac agents (6-9, 12, 13, 15-17, 20, 23, 24, 30, 34, 35, 45, and 47-49). Relative to 2, cardiac-slowing activity is enhanced by substitution of the indole nitrogen with small (C1-C3) saturated alkyl groups (6-9), unsaturated alkyl groups (12, 13, and 15-17), or a methoxyethyl group (20); replacement of the N-methyl group with alkyl (23) or phenyl groups (24); and extension of the ethylene bridge by two methylene units (34). Dethio (i.e., 3-indole) analogues of 2 with alkyl substitution on the indole nitrogen (47-49) have greater activity as well. Several potent compounds were also found to have minimal myocardial depression (6-9, 13, 45, and 47). Secondary pharmacological testing is reported for thioindoles 2, 6, 7, 9, and 28.

  DOI：

  10.1021/jm00356a021

文献信息

• A Versatile Synthesis of Novel<i>N</i>,<i>N</i>,<i>N</i>″-Trisubstituted Guanidines
  作者：C. R. Rasmussen、F. J. Villani, Jr.、B. E. Reynolds、J. N. Plampin、A. R. Hood、L. R. Hecker、S. O. Nortey、A. Hanslin、M. J. Costanzo、R. M. Howse, Jr.、A. J. Molinari

  DOI：10.1055/s-1988-27606

  日期：——

  N,N,N″-Trisubstituted guanidines (most of them N″-aryl-N-azacycloalkanecarboximidamides) are prepared in generally good yields by S-methylation of monosubstituted thioureas with methyl iodide in methanol or acetone and reaction of the resultant methyl carbamimidothioate hydroiodides with secondary amines in boiling tert-butyl alcohol or acetonitrile.

  N,N,N″-三取代胍（大部分是N″-芳基-N-氮杂环烷羧基亚胺）通常以良好的产率通过以下步骤制备：将单取代硫脲与甲基碘在甲醇或丙酮中进行S-甲基化反应，然后将所得的甲基氨基甲亚胺硫醇氢碘酸盐与二级胺在沸腾的叔丁醇或丙酮腈中反应。
• Meerwein et al., Chemische Berichte, 1956, vol. 89, p. 2060,2072
  作者：Meerwein et al.

  DOI：——

  日期：——
• Mattson, Ronald J.; Sowell, J. Walter; Bryson, Thomas A., Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 973 - 975
  作者：Mattson, Ronald J.、Sowell, J. Walter、Bryson, Thomas A.

  DOI：——

  日期：——
• Issleib, Kurt; Leissring, Elke; Riemer, Manfred, Zeitschrift fur Chemie, 1983, vol. 23, # 3, p. 99 - 100
  作者：Issleib, Kurt、Leissring, Elke、Riemer, Manfred、Oehme, Hartmut

  DOI：——

  日期：——