3-dimethylamino-2-methylacrylonitrile | 28976-80-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-dimethylamino-2-methylacrylonitrile
• 英文别名: (Z)-3-(dimethylamino)-2-methylprop-2-enenitrile
• CAS: 28976-80-9
• 化学式: C₆H₁₀N₂
• 分子量: 110.159
• InChiKey: HNUFCYBYFMHKEA-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-dimethylamino-2-methylacrylonitrile 、 (E)-2-(3,4,5-trimethyl-1H-pyrrol-2-yl)but-2-enedinitrile 以 乙腈 为溶剂， 生成 5-dimethylamino-1,2,3,6-tetramethyl-6,7,8-tricyano-5,6-dihydro-indolizine
  参考文献：
  名称：

  Electrochemically Induced Hetero-[4+2]-Cycloaddition Reactions Between 2-Vinylpyrroles andβ-Acceptor-Substituted Enamines

  摘要：

  Recently, we reported on radical cation cycloaddition reactions between 2-vinylindoles and beta-acceptor-substituted enamines, which provide a new pathway to pyrido[1,2-a] indoles.([1]) In order to broaden the synthetic scope of this reaction, we have developed hetero-[4+2]-cycloaddition reactions between a number of readily accessible 2-vinylpyrroles, acting as heterodienes, and beta-acceptor-substituted enamines. This reaction is induced by electrochemically generated radical cations of either the 2-vinylpyrrole diene or the enamine dienophile. These electron-transfer-induced reactions open up a novel route to highly substituted indolizines in moderate yields. We propose a mechanism that explains both the complete regio-control of this cycloaddition as well as the product formation, irrespective of the inducing radical cation species.

  DOI：

  10.1002/(sici)1521-3765(199801)4:1<107::aid-chem107>3.0.co;2-e

文献信息

• [EN] SUBSTITUTED ALKYNYLENE COMPOUNDS AS ANTICANCER AGENTS<br/>[FR] COMPOSÉS ALCYNYLÈNE SUBSTITUÉS EN TANT QU'AGENTS ANTICANCÉREUX
  申请人：AURIGENE DISCOVERY TECH LTD

  公开号：WO2019142126A1

  公开（公告）日：2019-07-25

  The present invention relates to substituted alkynylene compounds represented by compound of formula (I) pharmaceutically acceptable salts and stereoisomers thereof. The present invention further provides the methods of preparation of compound of formula (I) and therapeutic uses thereof as anti-cancer agents.

  本发明涉及代表为化合物(I)的取代炔基化合物，其药学上可接受的盐和立体异构体。本发明还提供了化合物(I)的制备方法以及作为抗癌药物的治疗用途。
• [4 + 2]-Cycloaddition Reactions between β-Acceptor-Substituted Enamines and 2-Vinylindole Radical Cations Acting as Hetero-Dienes
  作者：Christoph F. Gürtler、Eberhard Steckhan、Siegfried Blechert

  DOI：10.1021/jo951551o

  日期：1996.1.1

  [4 + 2]-Cycloaddition reactions between 2-vinylindoles acting as hetero-dienes and beta-acceptor substituted cyclic and acyclic enamines can be induced by formation of 2-vinylindole radical cations either via anodic oxidation or photoelectron transfer (PET) using catalytic amounts of triarylpyrylium tetrafluoroborates as sensitizers. In this way, pyrido[1,2-a]indoles or indolo[1,2-a]hexahydro-1,8-naphthyridines

  充当杂二烯的2-乙烯基吲哚与β-受体取代的环状和无环烯胺之间的[4 + 2]-环加成反应可以通过使用催化量的阳极氧化或光电子转移（PET）形成2-乙烯基吲哚自由基阳离子来诱导四氟硼酸三芳基吡啶鎓作为敏化剂。以此方式，在完整的区域和立体化学控制下，一步形成吡啶并[1,2-a]吲哚或吲哚[1,2-a]六氢-1,8-萘啶。
• PYRAZOLOPYRIMIDINES AND SALTS THEREOF, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, METHODS OF PREPARING SAME AND USES OF SAME
  申请人：Ince Stuart

  公开号：US20080039455A1

  公开（公告）日：2008-02-14

  The invention relates to pyrazolopyrimidines according to the general formula (I): and salts thereof, to pharmaceutical compositions comprising said pyrazolopyrimidines and to a method of preparing said pyrazolopyrimidines as well as the use thereof for manufacturing a pharmaceutical composition for the treatment or prophylaxis of diseases of dysregulated vascular growth or of diseases which are accompanied with dysregulated vascular growth

  本发明涉及一种通式(I)的吡唑吡咯啉化合物及其盐，涉及包含该吡唑吡咯啉化合物的制药组合物，以及制备该吡唑吡咯啉化合物的方法，以及将其用于制造用于治疗或预防异常血管生长病或伴随异常血管生长病的药物组合物的用途。
• Therapeutic Furopyrimidines and Thienopyrimidines
  申请人：Babu Yarlagadda S.

  公开号：US20080300200A1

  公开（公告）日：2008-12-04

  The invention provides compounds of formula I, II, and III as described herein, as well as pharmaceutical compositions comprising the compounds, and synthetic methods and intermediates that are useful for preparing the compounds. The compounds of formula I, II, and III are useful as anti-viral agents and/or as anti-cancer agents.

  本发明提供了公式I、II和III所描述的化合物，以及包含这些化合物的药物组合物，以及用于制备这些化合物的合成方法和中间体。公式I、II和III的化合物可用作抗病毒剂和/或抗癌剂。
• Verfahren zur Herstellung von 4-Amino-2-mercaptopyrimidinen
  申请人：HÜLS TROISDORF AKTIENGESELLSCHAFT

  公开号：EP0046856A2

  公开（公告）日：1982-03-10

  4-Amino-2-mercaptopyrimidine, die in 5-Stellung substituiert sein können, werden aus 3-Alkoxyacrylnitrilen, deren Acetalen oder 3-Aminoacrylnitrilen, die entsprechend substituiert sein können, durch Umsetzung mit Thioharnstoff hergestellt.

  4-amino-2-mercaptopyrimidines 可在 5 位被取代，由 3-烷氧基丙烯腈、其缩醛或 3-氨基丙烯腈与硫脲反应制备。