1-dimethylamino-1-aza-3-n-butyl-1,3-butadiene | 110260-92-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-dimethylamino-1-aza-3-n-butyl-1,3-butadiene
• 英文别名: N-methyl-N-(2-methylidenehexylideneamino)methanamine
• CAS: 110260-92-9
• 化学式: C₉H₁₈N₂
• 分子量: 154.255
• InChiKey: CNUIXYWVOGEKKE-UHFFFAOYSA-N

物化性质

• 沸点：
  88-90 °C(Press: 20 Torr)
• 密度：
  0.81±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-dimethylamino-1-aza-3-n-butyl-1,3-butadiene 、 2-氯丙烯腈 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 生成 5-n-butyl-2-cyanopyridine
  参考文献：
  名称：

  Process for the preparation of 2-pyridinecarboxylic acid derivatives and

  摘要：

  该发明的过程涉及式II的肼酮与α-氯或α-溴芳基腈或式III的α-氯或α-溴丙烯酸酯的反应，生成1-氨基-2-氰基-1,4-二氢吡啶或1-氨基-1,4-二氢吡啶-2-羧酸酯的式IV，通过用酸处理并去除R.sub.4 R.sub.5 NH转化为式I的吡啯衍生物。其中Y为--CN或--COOR.sub.3，R.sub.1至R.sub.5可能是烷基。

  公开号：

  US04923993A1

文献信息

• Structure-Antitumor Activity Relationships of Aza- and Diaza-Anthracene-2,9,10-Triones and Their Partially Saturated Derivatives
  作者：Carmen Avendaño、Pilar López-Alvarado、José María Pérez、Miguel Ángel Alonso、Eva Pascual-Alfonso、Miriam Ruiz-Serrano、J. Carlos Menéndez

  DOI：10.3390/molecules29020489

  日期：——

  relationships. From the results obtained, we conclude that some representatives of the 1,8-diazaanthracene-2,9,10-trione framework show potent and selective cytotoxicity against solid tumors. Similar findings were made for the related 1-azaanthracene-2,9,10-trione derivatives, structurally similar to the marcanine natural products, which showed improved activity over their natural counterparts. An enantioselective

  1,8-二氮杂蒽-2,9,10-三酮，它们的 5,8-二氢衍生物和 1,8-二氮杂蒽-2,7,9,10-四酮，在结构上与二氮杂喹啉菌素家族天然产物相关，采用 Diels-Alder 策略以区域选择性方式合成。研究了这些文库在各种人类癌细胞系中的细胞毒性，以建立结构-活性关系。从获得的结果中，我们得出结论，1,8-二氮杂蒽-2,9,10-三酮框架的一些代表对实体瘤显示出有效的选择性细胞毒性。相关的 1-氮杂蒽-2,9,10-三酮衍生物也发现了类似的结果，它们在结构上与 marcanine 天然产物相似，其活性优于天然产物。针对手性 5 取代的 1,8-二杂蒽-2,9,10-三酮的情况开发了一种基于使用 SAMP 相关手性衍生的对映选择性方案，并表明它们的细胞毒性不是对映特异性的。
• Discovery of simplified sampangine derivatives as novel fungal biofilm inhibitors
  作者：Na Liu、Hua Zhong、Jie Tu、Zhigan Jiang、Yanjuan Jiang、Yan Jiang、Yuanying Jiang、Jian Li、Wannian Zhang、Yan Wang、Chunquan Sheng

  DOI：10.1016/j.ejmech.2017.10.043

  日期：2018.1

  Lack of novel antifungal agents and severe drug resistance have led to high incidence and associated mortality of invasive fungal infections. To tackle the challenges, novel antifungal agents with new chemotype, fungicidal activity and anti-resistant potency are highly desirable. On the basis of our previously identified simplified analogue of antifungal natural product sampangine, systemic structure-activity relationships were clarified and two novel derivatives showed promising features as novel antifungal lead compounds. Compounds 22b and 22c showed good fungicidal activity against both fluconazole-sensitive and fluconazole-resistant Candida albicans strains. Moreover, they were proven to be potent inhibitors of Candida albicans biofilm formation and yeast-to-hypha morphological transition by down-regulating biofilm-associated genes. In a rat vaginal Candida albicans infection model, compounds 22b and 22c showed excellent therapeutic effects with low toxicity. The results highlighted the potential of sampangine derivatives to overcome fluconazole-related and biofilm-related drug resistance. (C) 2017 Elsevier Masson SAS. All rights reserved.
• Process for the preparation of 2-pyridinecarboxylic acid derivatives and
  申请人：Ciba-Geigy Corporation

  公开号：US04923993A1

  公开（公告）日：1990-05-08

  The process of the invention relates to the reaction of hydrazones of formula II ##STR1## with .alpha.-chloro- or .alpha.-bromoarylonitrile or .alpha.-chloro- or .alpha.-bromoacrylates of formula III ##STR2## to 1-amino-2-cyano-1,4-dihydropyridines or 1-amino-1,4-dihydropyridine-2-carboxylic acid esters of formula IV ##STR3## which are converted into pyridine derivatives of formula I ##STR4## by treatment with an acid, with removal of R.sub.4 R.sub.5 NH. Y is --CN or --COOR.sub.3 and R.sub.1 to R.sub.5 may be alkyl.

  该发明的过程涉及式II的肼酮与α-氯或α-溴芳基腈或式III的α-氯或α-溴丙烯酸酯的反应，生成1-氨基-2-氰基-1,4-二氢吡啶或1-氨基-1,4-二氢吡啶-2-羧酸酯的式IV，通过用酸处理并去除R.sub.4 R.sub.5 NH转化为式I的吡啯衍生物。其中Y为--CN或--COOR.sub.3，R.sub.1至R.sub.5可能是烷基。