dimethylammonium thiocyanate | 117943-34-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: dimethylammonium thiocyanate
• 英文别名: dimethylammonium rhodanide；Thiocyanic acid, compd. with N-methylmethanamine (1:1)；N-methylmethanamine;thiocyanic acid
• CAS: 117943-34-7
• 化学式: CNS*C₂H₈N
• 分子量: 104.176
• InChiKey: SPEMTLAMABUSQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.18
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  41.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  dimethylammonium thiocyanate 以31%的产率得到4-(Dimethylamino)-6,7-bis(4-methylphenyl)bicyclo[2.2.2]octan-2-one
  参考文献：
  名称：

  Novel antimalarial 3-azabicyclo[3.2.2]nonane derivatives

  摘要：

  本发明涉及一般式(I)的新型3-氮杂双环[3.2.2]壬烷衍生物 或其药学上可接受的盐 其中R1、R2、R3、R4、R5、R6、R7、R8、R9和R10如规范中所定义。这些新型3-氮杂双环[3.2.2]壬烷衍生物特别适用于治疗和预防疟疾和锥虫病。

  公开号：

  EP2301627A1

文献信息

• A new method for the preparation of piperidin-4-ones
  作者：Michael Hoffelner、Werner Seebacher、Usama Hassan、Andreas Leitner、Robert Weis、Robert Saf

  DOI：10.1016/j.tet.2021.132189

  日期：2021.6

  We describe a new reduction process for the efficient preparation of various, especially 2-substituted, piperidin-4-ones which are not accessible by other reaction pathways until now. Tetrahydropyridinylidene salts (THPS) with differing substitution pattern are the educts of this reaction. These compounds are available by mainly two different reaction sequences and they can be further modified by insertion

  我们描述了一种新的还原方法，用于有效制备各种，特别是2-取代的哌啶-4-酮，到目前为止，其他反应途径尚无法使用。具有不同取代方式的四氢吡啶并亚吡啶盐（THPS）是该反应的离析物。这些化合物主要可以通过两种不同的反应序列获得，并且可以在获得目标哌啶-4-酮之前通过插入各种取代基进行进一步修饰。
• The antiprotozoal potencies of newly prepared 3-azabicyclo[3.2.2]nonanes
  作者：Sarfraz Ahmad、Werner Seebacher、Johanna Faist、Marcel Kaiser、Reto Brun、Robert Saf、Robert Weis

  DOI：10.1007/s12272-016-0826-5

  日期：2016.10

  Abstract3-Azabicyclo[3.2.2]nonanes are already reported as antiprotozoal agents. Structural variations were performed by attachment of several basic side chains, being part of drugs in use, to the ring nitrogen. The structures of the new compounds were established using one and two dimensional NMR measurements. All compounds were investigated for their antiplasmodial and antitrypanosomal activities

  摘要 3-氮杂双环[3.2.2]壬烷已被报道为抗原生动物剂。结构变化是通过将几个基本侧链连接到环氮上来进行的，这些侧链是使用中的药物的一部分。使用一维和二维核磁共振测量确定新化合物的结构。研究了所有化合物对恶性疟原虫 K1（多重抗性）和罗得西亚布氏锥虫的抗疟原虫和抗锥虫活性。它们对 L6 细胞的细胞毒性进行了评估。将结果与以前合成的化合物的活性进行比较。讨论了构效关系。
• New N-methylpiperazinyl derivatives of bicyclic antiprotozoal compounds
  作者：Johanna Faist、Werner Seebacher、Robert Saf、Reto Brun、Marcel Kaiser、Robert Weis

  DOI：10.1016/j.ejmech.2011.11.022

  日期：2012.1

  bicyclic compounds or as terminal group of their aminoacyl and aminoalkyl side chains. The new compounds were tested in vitro for their activities against the multidrug-resistant K1 strain of Plasmodium falciparum and Trypanosoma brucei rhodesiense (STIB 900). The results were compared to those of formerly prepared analogues and of drugs in use. A couple of bicyclo-octyl ω-(4-piperazin-1-yl)alkanoates

  4-甲基哌嗪基作为取代基插入双环化合物的桥头或作为其氨基酰基和氨基烷基侧链的末端基团。在体外测试了这些新化合物对恶性疟原虫和布鲁氏罗得氏锥虫（STIB 900）的多重耐药性K 1菌株的活性。将结果与先前制备的类似物和使用中的药物进行比较。一对夫妇二环辛基ω-（4-哌嗪-1-基）链烷酸酯的表现出较高的抗锥体虫（IC 50  ≤0.087μM）和抗疟原虫活性（IC 50  ≤0.06μM）。活性最高的ω-（4-甲基哌嗪-1-基）烷基-2-氮杂双环壬烷具有较高的抗血浆活性（IC 50≤0.023μM  ）和选择性（SI = IC 50（Cytotox。）/ IC 50（恶性疟原虫）= 2188）比抗疟疾药物氯喹（IC 50  = 0.15μM，SI = 1257）。
• New derivatives of bicyclic diamines with antiprotozoal activity
  作者：Johanna Faist、Werner Seebacher、Robert Saf、Reto Brun、Marcel Kaiser、Robert Weis

  DOI：10.1007/s00706-015-1592-7

  日期：2016.2

  Abstractω-Aminoacyl and -alkyl derivatives of 4-(dialkylamino)bicyclo[2.2.2]octan-2-amines and of 5-(dialkylamino)-2-azabicyclo[3.2.2]nonanes were prepared and their activities were examined in vitro against the multiresistant K1 strain of Plasmodium falciparum and against Trypanosoma brucei rhodesiense (STIB 900). The results of the biological tests of the newly synthesized compounds were compared

  摘要制备了4-（二烷基氨基）双环[2.2.2]辛-2-胺和5-（二烷基氨基）-2-氮杂双环[3.2.2]壬烷的ω-氨基酰基和-烷基衍生物，并在体外对其活性进行了研究。对抗恶性疟原虫的多抗性K 1菌株和布鲁氏罗得氏锥虫（STIB 900）。将新合成的化合物的生物学测试结果与已经合成的化合物和所用药物的活性进行了比较。许多新合成的化合物显示出有希望的抗原生动物特性和选择性，其中一些具有比氯喹更高的抗疟原虫活性。讨论了构效关系。 图形概要
• Antiprotozoal activity of bicycles featuring a dimethylamino group at their bridgehead
  作者：Johanna Faist、Werner Seebacher、Robert Saf、Reto Brun、Marcel Kaiser、Robert Weis

  DOI：10.1016/j.bmc.2016.06.024

  日期：2016.8

  Several dimethylamino-derivatives of the new compound-class 3-azabicyclo[3.2.2]nonanes were prepared. For better comparison of activity also a few analogues of bicyclo[2.2.2]octanes and 2-azabicyclo[3.2.2]nonanes were synthesized. Their activities were examined in vitro against the multiresistant K1 strain of Plasmodium falciparum and against Trypanosoma brucei rhodesiense (STIB 900). A couple of the

  制备了新的化合物类3-氮杂双环[3.2.2]壬烷的几种二甲基氨基衍生物。为了更好地比较活性，还合成了双环[2.2.2]辛烷和2-氮杂双环[3.2.2]壬烷的一些类似物。在体外检查了它们对恶性疟原虫的多抗性K 1菌株和布鲁氏罗氏锥虫（STIB 900）的活性。几个新合成的化合物显示出有希望的抗原生动物活性和选择性。将新化合物的生物学测试结果与已经合成的化合物和所用药物的活性进行了比较。讨论了构效关系。