cyclopropylmethyl-(2,6-dichloro-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine | 66541-90-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cyclopropylmethyl-(2,6-dichloro-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine
• 英文别名: 2-[N-(cyclopropyl-methyl)-N-(2,6-dichloro-phenyl)-amino]-2-imidazoline；2--2-imidazolin；N-(cyclopropylmethyl)-N-(2,6-dichlorophenyl)-4,5-dihydro-1H-imidazol-2-amine
• CAS: 66541-90-0
• 化学式: C₁₃H₁₅Cl₂N₃
• 分子量: 284.188
• InChiKey: VYXFWUBFDBRAQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  27.6
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  环丙基甲基氯 、 可乐定 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 32.0h， 以10.6%的产率得到cyclopropylmethyl-(2,6-dichloro-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-amine
  参考文献：
  名称：

  Chemistry, pharmacology, and structure-activity relationships with a new type of imidazolines exerting a specific bradycardic action at a cardiac site

  摘要：

  The reaction of alkyl halides with 2-(arylimino)imidazolidines (I) leads to imidazoline derivatives II, in which the side chain is situated at the bridge nitrogen atom between the phenyl group and the imidazoline ring. The new imidazolines (II) exert a specific bradycardic action at a cardiac site. Syntheses and pharmacology are shown and structure-activity relationships discussed. The results reveal that the imidazoline derivatives (II) represent a class of compounds with a novel type of cardiac action.

  DOI：

  10.1021/jm00185a013

文献信息

• 2-[N-phenyl-N-(cycloalkyl-methyl)-amino]-2-imidazolines and salts thereof
  申请人：Boehringer Ingelheim GmbH

  公开号：US04100292A1

  公开（公告）日：1978-07-11

  Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which may be identical or different from each other, are each hydrogen, fluorine, chlorine, bromine, methyl, ethyl, methoxy, hydroxyl, trifluoromethyl or cyano; and R.sub.4 is (cycloalkyl of 3 to 6 carbon atoms)-methyl; and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as analgesics.

  公式为##STR1##的化合物，其中R.sub.1、R.sub.2和R.sub.3可以相同也可以不同，分别是氢、氟、氯、溴、甲基、乙基、甲氧基、羟基、三氟甲基或氰基；而R.sub.4是(含3至6个碳原子的环烷基)-甲基；以及其非毒性、药理学上可接受的酸加盐。这些化合物及其盐可用作镇痛剂。
• STAEHLE H.; DANIEL H.; KOEBINGER W.; LILLIE C.; PICHLER L., J. MED. CHEM., 1980, 23, NO 11, 1217-1222
  作者：STAEHLE H.、 DANIEL H.、 KOEBINGER W.、 LILLIE C.、 PICHLER L.

  DOI：——

  日期：——
• US4100292A
  申请人：——

  公开号：US4100292A

  公开（公告）日：1978-07-11
• Chemistry, pharmacology, and structure-activity relationships with a new type of imidazolines exerting a specific bradycardic action at a cardiac site
  作者：Helmut Staehle、Helmut Daniel、Walter Kobinger、Christian Lillie、Ludwig Pichler

  DOI：10.1021/jm00185a013

  日期：1980.11

  The reaction of alkyl halides with 2-(arylimino)imidazolidines (I) leads to imidazoline derivatives II, in which the side chain is situated at the bridge nitrogen atom between the phenyl group and the imidazoline ring. The new imidazolines (II) exert a specific bradycardic action at a cardiac site. Syntheses and pharmacology are shown and structure-activity relationships discussed. The results reveal that the imidazoline derivatives (II) represent a class of compounds with a novel type of cardiac action.