1,1-dimethyl-2-((E)-pent-2-en-1-ylidene)hydrazine | 909393-38-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,1-dimethyl-2-((E)-pent-2-en-1-ylidene)hydrazine
• 英文别名: (E)-1,1-dimethyl-2-((E)-pent-2-en-1-ylidene)hydrazine；(E)-2-pentenal N,N-dimethylhydrazone；1,1-dimethyl-2-[(2E)-pent-2-en-1-ylidene]hydrazine；N-methyl-N-[(E)-[(E)-pent-2-enylidene]amino]methanamine
• CAS: 909393-38-0
• 化学式: C₇H₁₄N₂
• 分子量: 126.202
• InChiKey: KTASRMGAFANBHO-BSWSSELBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  N-(phenylsulfonyl)-1,4-benzoquinone monoimine 、 1,1-dimethyl-2-((E)-pent-2-en-1-ylidene)hydrazine 以 乙醇 为溶剂， 反应 5.5h， 以53%的产率得到N-[(2S,3S)-2-(Dimethyl-hydrazonomethyl)-3-ethyl-2,3-dihydro-benzofuran-5-yl]-benzenesulfonamide
  参考文献：
  名称：

  [3+2] versus [4+2] Cycloadditions of Quinone Monoimide with Azadienes:  A Lewis Acid-Free Access to 5-Amino-2,3-dihydrobenzofuranes

  摘要：

  The reaction between p-quinone monoimide 1a and various azadienes 2 is described in the absence of a Lewis acid promoter. When alpha,beta-unsaturated hydrazones are substituted by proton or alkyl groups, 2,3-dihydrobenzofuranes 4, a motif that is present in numerous biologically active products, are obtained in moderate to excellent yields. The regio- and stereoselectivity of this reaction has been proved by a complete NMR study, including H-1-N-15 correlations.

  DOI：

  10.1021/ol061184a
• 作为产物：
  描述：

  顺式-2-戊烯-1-酮 、 偏二甲肼 以 四氢呋喃 为溶剂， 以80.5%的产率得到1,1-dimethyl-2-((E)-pent-2-en-1-ylidene)hydrazine
  参考文献：
  名称：

  取代噻吩并苯醌并异噁唑类化合物及其制备 方法与应用

  摘要：

  本发明涉及医药技术领域。本发明提供了一种取代噻吩并苯醌并异噁唑类化合物及其药学上可接受的盐，所述的取代芳香四环类化合物，其结构通式如下：本发明还提供上述化合物的制备方法，以及在制备抗真菌药物中的应用。

  公开号：

  CN105001235B

文献信息

• Compounds and compositions useful as antifungal and antimycobacterial
  申请人：The University of Mississippi

  公开号：US05227383A1

  公开（公告）日：1993-07-13

  New analogs of sampangine and cleistopholine, compositions and methods of preparation thereof, method of treating fungal and mycobacterial infections. The compounds have the general formula: ##STR1## where the R.sub.1, R.sub.2, and R.sub.5 groups are defined herein.

  新的sampangine和cleiSTopholine的类似物，其组成物和制备方法，治疗真菌和分枝杆菌感染的方法。这些化合物具有一般公式：##STR1##其中R.sub.1、R.sub.2和R.sub.5基团在此处被定义。
• Improvements in the Hetero Diels-Alder Reactions of 1-Dimethylamino-1-azadienes in the Presence of an Electrophilic Scavenger Resin
  作者：Eva Pascual-Alfonso、Carmen Avendaño、J. Carlos Menéndez

  DOI：10.1055/s-2000-6501

  日期：2000.2

  Reactions between 1-dimethylamino-1-azadienes and several quinones in the presence of a chloroformyl polystyrene resin proceeded with up to 2.5-fold increase in the isolated yields of the hetero Diels-Alder products, owing to efficient scavenging of dimethylamine liberated from the primary cycloadducts.

  1-二甲氨基-1-氮杂二烯和几种醌在氯甲酰聚苯乙烯树脂存在下进行反应，由于有效清除了从伯胺中释放出的二甲胺，杂狄尔斯-阿尔德产物的分离收率增加了 2.5 倍。环加合物。
• First hetero-Diels–Alder reaction with indoloquinone in the presence of hydrogen and palladium
  作者：Jacques Gentili、Roland Barret

  DOI：10.1016/j.tetlet.2005.01.081

  日期：2005.3

  N-Sulfonyl-indoloquinone and heterodienes react under a pressure of hydrogen in the presence of palladium to give piperidino-indoloquinones.

  N-磺酰基-吲哚醌和杂二烯在氢气压力下在钯存在下反应，生成哌啶子基-吲哚醌。
• 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.
• HABERNEGG R.; SEVERIN T., CHEM. BER., 119,(1986) N 8, 2397-2413
  作者：HABERNEGG R.、 SEVERIN T.

  DOI：——

  日期：——