(2E)-2-(乙氧基亚甲基)-3-氧代丁腈 | 278602-14-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (2E)-2-(乙氧基亚甲基)-3-氧代丁腈
• 中文别名: 5(2H)-异噻唑亚胺,2,3-二甲基-
• 英文名称: 2-ethoxymethylene-3-oxobutanenitrile
• 英文别名: 3-ethoxy-2-acetyl propenenitrile；2-acetyl-3-ethoxy-acrylonitrile；(2E)-2-(ethoxymethylidene)-3-oxobutanenitrile
• CAS: 278602-14-5
• 化学式: C₇H₉NO₂
• 分子量: 139.154
• InChiKey: CRIIDVVGWAPYMC-FNORWQNLSA-N

物化性质

• 沸点：
  298.6±30.0 °C(Predicted)
• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2E)-2-(乙氧基亚甲基)-3-氧代丁腈 在 氨 作用下， 以 水 为溶剂， 生成 3-amino-2-acetyl propenenitrile
  参考文献：
  名称：

  The isomers and conformers of some push–pull enamines studied by vibrational and NMR spectroscopy and by ab initio calculations

  摘要：

  The isomers and conformers of six push-pull enamines: 3-dimethylamino-, 3-methylamino- and 3-amino-2-acetyl propenenitrile [(H3C)(2)N-CH=C(CN)(COCH3), H3C-NH-CH=C(CN)(COCH3) and H2N-CH=C(CN)(COCH3)] and 3-dimethylamino-, 3-methylamino- and 3-amino-2-methylsulfonyl propenenitrile [(H3C)(2)N-CH=C(CN)(SO2CH3), H3C-NH-CH=C(CN)(SO2CH3) and H2N-CH=C(CN)(SO2CH3)] have been studied experimentally by vibrational and NMR spectroscopy and theoretically by the ab initio calculations at MP2 level in 6-31G** basis set. The IR and Raman spectra of all compounds as a solid and solute in various solvents have been recorded in the region 4000-50 cm(-1). The NMR spectra were obtained in chloroform and DMSO at room temperature.All six compounds have been prepared by the same way. NMR spectra revealed that both dimethylamino compounds were prepared as a pure E isomers whereas in the case of methylamino compounds the 3-methylamino-2-methylsulfonyl propenenitrile was prepared also as a pure E isomer but 3-methylamino-2-acetyl propenenitrile as a pure Z isomer. Also 3-amino-2-methylsulfonyl propenenitrile was obtained as a pure the E isomer, but 3-amino-2-acetyl propenenitrile as a mixture of both E and Z isomers.Confomational possibilities of studied compounds are given only by the rotation of the acetyl and methylamino groups. Vibrational spectra revealed existence of two conformers with Z and E orientation of acetyl group for 3-dimethylamino-2-acetyl propenenitrile. Two conformers with anti or syn orientation of methylamino group for 3-methylamino-2-methylsulfonyl propenenitrile have been confirmed by vibrational and NMR spectra, but only one conformer with anti orientation of methylamino group for 3-methylamino-2-acetyl propenenitrile in chloroform solution and in solid phase was found. For latter compound the additional isomer/conformer was detected in more polar solvents (acetonitrile/DMSO). These experimental findings have been supported by ab initio solvent effect calculations. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2004.10.053
• 作为产物：
  描述：

  3-氨基巴豆腈 、 原甲酸三乙酯 在 乙酸酐 作用下， 反应 1.0h， 以78%的产率得到(2E)-2-(乙氧基亚甲基)-3-氧代丁腈
  参考文献：
  名称：

  Salon, Jozef; Milata, Viktor; Pronayova, Nadezda, Monatshefte fur Chemie, 2000, vol. 131, # 3, p. 293 - 299

  摘要：

  DOI：

文献信息

• [EN] HETEROCYCLIC MODULATORS OF LIPID SYNTHESIS AND COMBINATIONS THEREOF<br/>[FR] MODULATEURS HÉTÉROCYCLIQUES DE LA SYNTHÈSE DES LIPIDES ET COMBINAISONS EN CONTENANT
  申请人：3 V BIOSCIENCES INC

  公开号：WO2015095767A1

  公开（公告）日：2015-06-25

  Heterocyclic modulators of lipid synthesis are provided as well as pharmaceutically acceptable salts thereof; pharmaceutical compositions comprising such compounds; and methods of treating conditions characterized by disregulation of a fatty acid synthase pathway by the administration of such compounds and combinations of such compounds and other therapeutic agents.

  提供了杂环调节剂脂质合成以及其药用盐；包括这些化合物的药物组合物；以及通过给予这些化合物和其他治疗剂的组合来治疗脂肪酸合酶途径失调症状的方法。
• [EN] HETEROCYCLIC MODULATORS OF LIPID SYNTHESIS<br/>[FR] MODULATEURS HÉTÉROCYCLIQUES DE LA SYNTHÈSE DES LIPIDES
  申请人：3 V BIOSCIENCES INC

  公开号：WO2014008197A1

  公开（公告）日：2014-01-09

  Heterocyclic modulators of lipid synthesis are provided as well as pharmaceutically acceptable salts thereof; pharmaceutical compositions comprising such compounds; and methods of treating conditions characterized by disregulation of a fatty acid synthase pathway by the administration of such compounds.

  提供了异环调节脂质合成的调节剂及其药用盐；包括这些化合物的药物组合物；以及通过给予这些化合物来治疗由于脂肪酸合酶途径失调而表现出的疾病的方法。
• Utilization of 2-ethoxymethylene-3-oxobutanenitrile in the synthesis of heterocycles possessing biological activity
  作者：Petra Černuchová、Giang Vo-Thanh、Viktor Milata、André Loupy、Soňa Jantová、Marica Theiszová

  DOI：10.1016/j.tet.2005.03.066

  日期：2005.5

  2-Ethoxymethylene-3-oxobutanenitrile is a versatile trifunctional reagent that allows the introduction of a three-carbon moiety to amine-substrates. The reaction of the title compound with hydrazines has been studied leading to appropriate substituted pyrazoles 4–11. Reactions with other dinitrogen nucleophiles were studied giving access to a set of fused pyrimidines 13. All types of compounds displayed

  2-乙氧基亚甲基-3-氧代丁腈是一种通用的三功能试剂，可将三个碳原子的部分引入胺底物。的标题化合物与肼反应进行了研究，导致适当的取代的吡唑4 - 11。研究了与其他二氮亲核试剂的反应，获得了一组稠合的嘧啶13的通道。所有类型的化合物均显示出对细菌，丝状真菌和肿瘤HeLa细胞的生物活性，但对酵母没有。已发现吡唑10和嘧啶13d具有最广泛的活性。
• NMR spectroscopic data of some 1-alkoxy-2,2-di(carbonyl, carboxyl, cyano)-substituted ethylenes
  作者：Christian Hametner、Petra ?ernuchov�、Viktor Milata、Giang Vo-Thanh、Andr� Loupy

  DOI：10.1002/mrc.1522

  日期：2005.2

  The 1H–13C NMR shifts as well as 1H and 13C coupling constants of 14 alkoxymethylene malonic acid and acetoacetic acid derivatives and two alkoxymethylene acetylacetones are reported. The 17O NMR spectra have been recorded for six of them. The long‐range coupling 3J(HCCCR) has been used for determining the stereochemistry of the double bond. Copyright © 2004 John Wiley & Sons, Ltd.

  报道了 14 烷氧基亚甲基丙二酸和乙酰乙酸衍生物以及两种烷氧基亚甲基乙酰丙酮的 1H-13C NMR 位移以及 1H 和 13C 偶联常数。已记录了其中六个的 17O 核磁共振谱。长程耦合 3J(HCCCR) 已用于确定双键的立体化学。版权所有 © 2004 John Wiley & Sons, Ltd.
• Process for the preparation of substituted pyrimidine derivatives
  申请人：Cesco-Cancian Sergio

  公开号：US20100004450A1

  公开（公告）日：2010-01-07

  The present invention is directed to processes for the preparation of substituted pyrimidine derivatives, useful as intermediates in the synthesis of histamine H 4 receptor modulators, and to intermediates in H4 modulator synthesis.

  本发明涉及制备取代嘧啶衍生物的过程，该衍生物可用作组胺H4受体调节剂合成中间体，以及H4调节剂合成中间体。

表征谱图