3-indolyl vinyl ketone | 77221-81-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-indolyl vinyl ketone
• 英文别名: 1-(1H-indol-3-yl)prop-2-en-1-one；1-(Indol-3-yl)-2-propen-1-on；(Indol-3-yl)-vinyl-keton；3-Acryloyl-indol；1-indol-3-yl-propenone；3-Indolyl-vinyl-keton；2-Propen-1-one, 1-(1H-indol-3-yl)-
• CAS: 77221-81-9
• 化学式: C₁₁H₉NO
• 分子量: 171.199
• InChiKey: IHLIYUSIJSQAPY-UHFFFAOYSA-N

物化性质

• 熔点：
  157-159 °C
• 沸点：
  348.1±24.0 °C(Predicted)
• 密度：
  1.180±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-indolyl vinyl ketone 、 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile 以 异丙醇 为溶剂， 反应 110.0h， 以70%的产率得到3-cyano-3-methyl-1-butyl 3-indolyl ketone
  参考文献：
  名称：

  Pini, Dario, Gazzetta Chimica Italiana, 1980, vol. 110, # 7/8, p. 473 - 478

  摘要：

  DOI：
• 作为产物：
  描述：

  3-二甲基氨基-1-(1H-吲哚-3-基)丙-1-酮 在 碳酸氢钠 作用下， 以 水 为溶剂， 反应 20.0h， 生成 3-indolyl vinyl ketone
  参考文献：
  名称：

  Pini, Dario, Gazzetta Chimica Italiana, 1980, vol. 110, # 7/8, p. 473 - 478

  摘要：

  DOI：

文献信息

• Rh(III)-catalyzed C−H alkylation of indolines with enones through conjugate addition and protonation pathway
  作者：Hyunjung Oh、Jihye Park、Sang Hoon Han、Neeraj Kumar Mishra、Suk Hun Lee、Yongguk Oh、Mijin Jeon、Gyeong-Joo Seong、Ka Young Chung、In Su Kim

  DOI：10.1016/j.tet.2017.06.052

  日期：2017.8

  The rhodium(III)-catalyzed C−H alkylations of indolines with enones and enals is described. This reaction can proceed through 1,4-conjugate addition and protonation process providing β-indolinic ketone compounds, which are known to be crucial scaffolds of biologically active compounds.

  描述了铑（III）催化二氢吲哚与烯酮和烯醛的CH烷基化反应。该反应可以通过1，4-共轭物加成和质子化过程进行，从而提供β-吲哚酮化合物，已知该化合物是生物活性化合物的关键支架。
• Indole derivatives
  申请人：Glaxo Group Limited

  公开号：US04814344A1

  公开（公告）日：1989-03-21

  The invention relates to compounds of formula (I) ##STR1## wherein R.sup.1 represents a hydrogen atom or a group selected from C.sub.1-10 alkyl, C.sub.3-6 alkenyl, C.sub.3-10 alkynyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkyl C.sub.1-4 alkyl, phenyl, or phenyl C.sub.1-3 alkyl, --CO.sub.2 R.sup.10, --COR.sup.10, --CONR.sup.10 R.sup.11 or --SO.sub.2 R.sup.10 (wherein R.sup.10 and R.sup.11, which may be the same or different, each represents a hydrogen atom, a C.sub.1-6 alkyl or C.sub.3-7 cycloalkyl group, or a phenyl or phenylC.sub.1-4 alkyl group, in which the phenyl group is optionally substituted by one or more C.sub.1-4 alkyl, C.sub.1-4 alkoxy or hydroxy groups or halogen atoms, with the proviso that R.sup.10 does not represent a hydrogen atom when R.sup.1 represents a group --CO.sub.2 R.sup.10 or --SO.sub.2 R.sup.10); R.sub.2 represents a hydrogen atom or a C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-7 cycloalkyl, phenyl or phenyl C.sub.1-3 alkyl group; R.sub.3 and R.sub.4, which may be the same or different, each represents a hydrogen atom or a C.sub.1-6 alkyl group; One of the groups represented by R.sup.5, R.sup.6 and R.sup.7 is a hydrogen atom or a C.sub.1-6 alkyl, C.sub.1-6 hydroxyalkyl, C.sub.3-7 cycloalkyl, C.sub.2-6 alkenyl, phenyl or phenyl C.sub.1-3 alkyl group, and each of the other two groups, which may be the same or different, represents a hydrogen atom or a C.sub.1-6 alkyl group; and Q represents a hydrogen or a halogen atom, or a hydroxy, C.sub.1-4 alkoxy, phenyl C.sub.1-3 alkoxy or C.sub.1-6 alkyl group or a group --NR.sup.8 R.sup.9 or --CONR.sup.8 R.sup.9 wherein R.sup.8 and R.sup.9, which may be the same or different, each represents a hydrogen atom or a C.sub.1-4 alkyl or C.sub.3-4 alkenyl group, or together with the nitrogen atom to which they are attached form a saturated 5 to 7 membered ring; and physiologically acceptable salts and solvates thereof. The comopounds are potent and selective antagonists of the effect of 5-HT at 5-HT.sub.3 receptors and are useful, for example, in the treatment of psychotic disorders, anxiety, and nausea and vomiting.

  本发明涉及化合物的公式（I）## STR1 ## 其中R.sup.1代表氢原子或从C.sub.1-10烷基，C.sub.3-6烯基，C.sub.3-10炔基，C.sub.3-7环烷基，C.sub.3-7环烷基C.sub.1-4烷基，苯基或苯基C.sub.1-3烷基，--CO.sub.2R.sup.10，--COR.sup.10，--CONR.sup.10R.sup.11或--SO.sub.2R.sup.10（其中R.sup.10和R.sup.11，可以相同或不同，每个代表氢原子，C.sub.1-6烷基或C.sub.3-7环烷基，或苯基或苯基C.sub.1-4烷基，其中苯基可以选择性地被一个或多个C.sub.1-4烷基，C.sub.1-4烷氧基或羟基或卤素原子取代，但有条件的是当R.sup.1代表--CO.sub.2R.sup.10或--SO.sub.2R.sup.10时，R.sup.10不代表氢原子）;R.sub.2代表氢原子或C.sub.1-6烷基，C.sub.3-6烯基，C.sub.3-7环烷基，苯基或苯基C.sub.1-3烷基;R.sub.3和R.sub.4，可以相同或不同，每个代表氢原子或C.sub.1-6烷基;由R.sup.5，R.sup.6和R.sup.7代表的群中的一个是氢原子或C.sub.1-6烷基，C.sub.1-6羟基烷基，C.sub.3-7环烷基，C.sub.2-6烯基，苯基或苯基C.sub.1-3烷基，而其他两个群，可以相同或不同，代表氢原子或C.sub.1-6烷基; Q代表氢或卤素原子，或羟基，C.sub.1-4烷氧基，苯基C.sub.1-3烷氧基或C.sub.1-6烷基，或--NR.sup.8R.sup.9或--CONR.sup.8R.sup.9群，其中R.sup.8和R.sup.9，可以相同或不同，每个代表氢原子或C.sub.1-4烷基或C.sub.3-4烯基，或与它们连接的氮原子一起形成饱和的5至7元环；以及其生理上可接受的盐和溶剂。这些化合物是5-HT.sub.3受体效应的有效和选择性拮抗剂，例如，在治疗精神疾病，焦虑和恶心和呕吐方面有用。
• Cu-catalyzed carboboration of acetylene with Michael acceptors
  作者：Tairan Cheng、Boxiang Liu、Rui Wu、Shifa Zhu

  DOI：10.1039/d2sc02306g

  日期：——

  A copper-catalyzed three-component carboboration of acetylene with B2Pin2 and Michael acceptors is reported. In this reaction, a cheap and abundant C2 chemical feedstock, acetylene, was used as a starting material to afford cis-alkenyl boronates bearing a homoallylic carbonyl group. The reaction was robust and could be reliably performed on the molar scale. Furthermore, the resulting cis-alkenyl boronates

  报道了铜催化乙炔与 B 2 Pin 2和 Michael 受体的三组分碳硼化反应。在该反应中，使用廉价且丰富的C2化学原料乙炔作为起始原料，得到带有同烯丙基羰基的顺式烯基硼酸酯。该反应很稳健，并且可以在摩尔规模上可靠地进行。此外，所得顺式烯基硼酸酯可以轻松转化为多种功能化分子。
• 2-Nitro-cyclopropyl-1-carbonyl Compounds from Unsaturated Carbonyl Compounds and Nitromethane via Enolonium Species
  作者：Asit Ghosh、Yuriy B. Lipisa、Natalia Fridman、Alex M. Szpilman

  DOI：10.1021/acs.joc.2c02125

  日期：2023.2.17

  one operation from the corresponding unsaturated carbonyl compounds. The source of the nitro-methylene component is nitromethane. The reaction proceeds at room temperature under mild conditions. The products may be converted into, e.g., cyclopropyl-amino acids in a single step. Both nitrocyclopropanes and amino-cyclopropanes are unique moieties found in biologically active compounds and natural products

  在 1 位带有酮、酰胺、酯和羧酸的 2-硝基环丙烷可以在一次操作中从相应的不饱和羰基化合物中作为单一非对映异构体获得。硝基亚甲基组分的来源是硝基甲烷。反应在室温和温和条件下进行。产物可以一步转化为例如环丙基-氨基酸。硝基环丙烷和氨基环丙烷都是在生物活性化合物和天然产物中发现的独特部分。
• ETHYLENEDIAMINE COMPOUND AND USE THEREOF
  申请人：Academy Of Military Medical Sciences

  公开号：EP3904330A1

  公开（公告）日：2021-11-03

  The present invention relates to the field of medicinal chemistry, and relates to an ethylenediamine compound represented by Formula A, pharmaceutically acceptable salts, stereoisomers, tautomers or isomer mixtures, hydrates thereof, solvates thereof, or prodrugs thereof, and use thereof in the treatment of tuberculosis.

  本发明涉及药物化学领域，涉及一种由式 A 代表的乙二胺化合物、药学上可接受的盐、立体异构体、同分异构体或异构体混合物、其水合物、其溶物或其原药，以及其在治疗结核病中的用途。