6-methyl-7,8,9,10-tetrahydrophenanthridine | 92247-36-4

• 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: 6-methyl-7,8,9,10-tetrahydrophenanthridine
• CAS: 92247-36-4
• 化学式: C₁₄H₁₅N
• 分子量: 197.28
• InChiKey: PKQMKTQYTDJINY-UHFFFAOYSA-N

物化性质

• 熔点：
  84-86 °C
• 沸点：
  338.4±11.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-环己-2-烯-1-基苯胺 在 三正丁胺 、 盐酸甲胺 、 phosphorus pentoxide 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 6-methyl-7,8,9,10-tetrahydrophenanthridine
  参考文献：
  名称：

  摘要：

  N-Acetyl- and N-formyl-ortho-alkenyl(cycloalkenyl)anilines were synthesized. Their reaction with P2O5 or PCl5 afforded quinolines. By reaction of the ortho-alkenyl(cycloalkenyl)anilines with 1-methylimino- or 1-phenylimino-1-chloroethanes amidines were obtained that were cyclized in the polyphosphoric acid. The reaction with the polyphosphoric acid of amidines prepared from alkenylanilines and 1-methylimino-1-chloroethane gave rise to 3-methyl-3,4-dihydroquinazolines; on replacing in the substrate methylimine group for phenylimine one the yield of quinazoline decreased.

  DOI：

  10.1023/a:1012413715466

文献信息

• Amides as precursors of imidoyl radicals in cyclisation reactions
  作者：W. Russell Bowman、Anthony J. Fletcher、Jan M. Pedersen、Peter J. Lovell、Mark R.J. Elsegood、Elena Hernández López、Vickie McKee、Graeme B.S. Potts

  DOI：10.1016/j.tet.2006.10.030

  日期：2007.1

  Amides have been successfully used as precursors of imidoyl radicals for radical cyclisation. The amides have been converted to imidoyl selanides via reaction with phosgene to yield imidoyl chlorides followed by reaction with potassium phenylselanide. Imidoyl selanides were reacted with tributyltin hydride (Bu3SnH) as the radical mediator with triethylborane or AIBN as initiators to yield imidoyl radicals

  酰胺已成功地用作亚胺基自由基的前体，用于自由基环化。酰胺已通过与光气反应生成亚氨酰氯，然后与苯硒化钾反应，已转化为亚氨基酰硒化物。亚胺基硒化物与氢化三丁基锡（Bu 3 SnH）作为自由基介体反应，三乙基硼烷或AIBN作为引发剂，生成亚胺基自由基用于环化反应。酰亚胺基已被环化到烯烃上以产生2，3-取代的吲哚和-喹啉，并且还被吡咯和吲哚上以产生双环和三环杂芳烃。
• Pyrimidine derivatives
  申请人：Sato Michitaka

  公开号：US20070197551A1

  公开（公告）日：2007-08-23

  This invention provides pyrimidine derivatives represented by a formula, in the formula, ring A stands for carbocyclic group or heterocyclic group, X 1 stands for hydrogen, lower alkyl, amino, etc., X 2 stands for hydrogen or lower alkyl, Y stands for a direct bond or sulfur or nitrogen, n stands for an integer of 0-4, and Ar stands for a group of the following formula, or a salt thereof, which concurrently exhibit 5-HT 1A agonistic activity and 5-HT 3 antagonistic activity and are useful for therapy and treatments of diseases such as IBS. The invention furthermore provides a therapeutic method of IBS, characterized by having 5-HT 1A agonistic activity and 5-HT 3 antagonistic activity work simultaneously and cooperatively in vivo, which comprises either administering 5-HT 3 antagonistic agent which concurrently exhibits 5-HT 1A agonistic activity, or administering 5-HT 1A agonistic agent and 5-HT 3 antagonistic agent simultaneously, in sequence or at an interval.

  本发明提供了由下式表示的嘧啶衍生物，其中，环A代表碳环基团或杂环基团，X1代表氢、低碳基、氨基等，X2代表氢或低碳基，Y代表直接键或硫或氮，n代表0-4的整数，Ar代表以下式的基团，或其盐，同时表现出5-HT1A激动活性和5-HT3拮抗活性，并且对治疗诸如肠易激综合征等疾病有用。本发明进一步提供了一种IBS治疗方法，其特征在于在体内同时和协同地发挥5-HT1A激动活性和5-HT3拮抗活性，包括给予同时表现出5-HT1A激动活性和5-HT3拮抗活性的5-HT3拮抗剂，或同时给予5-HT1A激动剂和5-HT3拮抗剂，按顺序或间隔给予。
• PYRIMIDINE DERIVATIVE
  申请人：ASKA Pharmaceutical Co., Ltd.

  公开号：EP1724267B1

  公开（公告）日：2013-11-06
• US7799775B2
  申请人：——

  公开号：US7799775B2

  公开（公告）日：2010-09-21
• ——
  作者：R. R. Gataullin、I. S. Afon'kin、A. A. Fatykhov、L. V. Spirikhin、I. B. Abdrakhmanov

  DOI：10.1023/a:1012413715466

  日期：——

  N-Acetyl- and N-formyl-ortho-alkenyl(cycloalkenyl)anilines were synthesized. Their reaction with P2O5 or PCl5 afforded quinolines. By reaction of the ortho-alkenyl(cycloalkenyl)anilines with 1-methylimino- or 1-phenylimino-1-chloroethanes amidines were obtained that were cyclized in the polyphosphoric acid. The reaction with the polyphosphoric acid of amidines prepared from alkenylanilines and 1-methylimino-1-chloroethane gave rise to 3-methyl-3,4-dihydroquinazolines; on replacing in the substrate methylimine group for phenylimine one the yield of quinazoline decreased.