(S)-N-ethanoyl-1-(4-cyanophenyl)ethylamine | 199441-99-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-N-ethanoyl-1-(4-cyanophenyl)ethylamine
• 英文别名: (S)-N-(1-(4-cyanophenyl)ethyl)acetamide；N-[(1S)-1-(4-cyanophenyl)ethyl]acetamide
• CAS: 199441-99-1
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: ITCOFULCFSTFIC-QMMMGPOBSA-N

物化性质

• 沸点：
  413.3±38.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-N-ethanoyl-1-(4-cyanophenyl)ethylamine 在 盐酸 、 水 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 18.0h， 生成 (S)-N-2-chloroethanoyl-(4-cyanophenyl)ethylamine
  参考文献：
  名称：

  Synthesis, Time-Resolved Luminescence, NMR Spectroscopy, Circular Dichroism and Circularly Polarised Luminescence Studies of Enantiopure Macrocyclic Lanthanide Tetraamide Complexes

  摘要：

  The syntheses and properties of a series of lanthanide complexes (Ln = Eu, Tb, Dy, Yb) of C-4 symmetric chiral tetraamide ligands based on 1,4,7,10-tetraazacyclododecane are reported. The configuration of the chiral centre at carbon in the amide substituent (CH2NHCO-CH(Me)Ar) determines the helicity of the derived complex and the configuration of the macrocyclic ring. The enantiopure lanthanide complexes do not undergo Delta/Lambda interconversion in the temperature range 220 to 320 K and three complexes have been characterised by X-ray crystallography, revealing nine-coordination about the lanthanide ion (Ln=Eu, Dy) with a monocapped square-antiprismatic coordination geometry. The terbium complexes are highly emissive in aqueous solution following excitation into the aryl chromophore (e.g. for [Tb .(R)-7a](3+) phi H2O = 0.49; phi D2O = 0.81) and all of the lanthanide complexes exhibit strong circularly polarised luminescence. The ytterbium complexes (e.g. [Yb .(S)-5b](3+)) shows a strong near-IR CD and circularly polarised luminescence (CPL) associated with the F-2(5/2)-F-2(7/2) transition. Overall, these emissive complexes allow control in modulating both the frequency and the polarisation of emitted light in aqueous solution.

  DOI：

  10.1002/(sici)1521-3765(19990301)5:3<1095::aid-chem1095>3.0.co;2-c
• 作为产物：
  描述：

  (S)-(-)-1-(4-溴苯)乙胺 在 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.5h， 生成 (S)-N-ethanoyl-1-(4-cyanophenyl)ethylamine
  参考文献：
  名称：

  [EN] ANTIBODY-CONJUGATED CHEMICAL INDUCERS OF DEGRADATION OF BRM AND METHODS THEREOF
  [FR] INDUCTEURS CHIMIQUES DE DÉGRADATION DE BRM CONJUGUÉS À DES ANTICORPS ET MÉTHODES ASSOCIÉES

  摘要：

  本文描述的主题是针对BRM的抗体-CIDE偶联物（Ab-CIDEs），用于降解BRM，以及包含它们的药物组合物，以及它们在治疗BRM降解有益的疾病和症状中的应用。

  公开号：

  WO2022020288A1

文献信息

• [EN] PYRIDYL-AZA(THIO)XANTHONE SENSITIZER COMPRISING LANTHANIDE(III) ION COMPLEXING COMPOUNDS, THEIR LUMINESCENT LANTHANIDE (III) ION COMPLEXES AND USE THEREOF AS FLUORESCENT LABELS.<br/>[FR] SENSIBILISATEUR PYRIDYL-AZA(THIO)XANTHONE COMPRENANT DES COMPOSÉS COMPLEXANT LES IONS LANTHANIDE(III), LEURS COMPLEXES DES IONS LANTHANIDE(III) LUMINESCENTS ET LEUR UTILISATION COMME MARQUEURS FLUORESCENTS
  申请人：CIS BIO INT

  公开号：WO2010084090A1

  公开（公告）日：2010-07-29

  Lanthanide (III) Ion completing compound comprising: (1) a sensitizer moiety of Formula (I) in which: a is an integer from 1 to 4; b is an integer equal to 1 or 2; c is an integer equal to 1 or 2; (R1)a, (R2)b, (R3)C are the same or different and are chosen from the group consisting of H; alkyl; -COOR4 where R4 is H or an alkyl; aryl; heteroaryl; saturated or unsaturated cyclic hydrocarbon; CF3; CN; a halogen atom; L-Rg; L-Sc; or two consecutive R3, two consecutive R2 or two consecutive R1 groups together form an aryl or a heteroaryl group or a saturated or unsaturated cyclic hydrocarbon group; where L is a linker, Rg is a reactive group and Sc is a conjugated substance; X1 and X2 are the same or different and are O or S; A is either a direct bond or a divalent group chosen from -CH2- or -(CH2)2-, said moiety being covalentiy attached to (2) a lanthanide (in) ion chelating moiety through A. The above compounds are used in the preparation of luminescent lanthanide (III) ion complexes which are used as fluorescent labels.

  镧系（III）离子配合物包括：（1）式（I）中的感光团，其中：a是1到4之间的整数；b是等于1或2的整数；c是等于1或2的整数；（R1）^a，（R2）^b，（R3）^c相同或不同，并选自H；烷基；-COOR4，其中R4为H或烷基；芳基；杂芳基；饱和或不饱和环烃；CF3；CN；卤原子；L-Rg；L-Sc；或两个连续的R3，两个连续的R2或两个连续的R1组成芳基或杂芳基或饱和或不饱和环烃基；其中L是连接物，Rg是反应性基团，Sc是共轭物质；X1和X2相同或不同，为O或S；A是直接键或从-CH2-或-(CH2)2-中选择的二价基团，所述团通过A与（2）中的镧系（III）离子螯合团结合。上述化合物用于制备发光的镧系（III）离子配合物，用作荧光标记剂。
• [EN] ANTIBODY-CONJUGATED CHEMICAL INDUCERS OF DEGRADATION OF BRM AND METHODS THEREOF<br/>[FR] INDUCTEURS CHIMIQUES DE DÉGRADATION DE BRM CONJUGUÉS À DES ANTICORPS ET MÉTHODES ASSOCIÉES
  申请人：GENENTECH INC

  公开号：WO2022020288A1

  公开（公告）日：2022-01-27

  The subject matter described herein is directed to antibody-CIDE conjugates (Ab-CIDEs) that target BRM for degradation, to pharmaceutical compositions containing them, and to their use in treating diseases and conditions where BRM degradation is beneficial.

  本文描述的主题是针对BRM的抗体-CIDE偶联物（Ab-CIDEs），用于降解BRM，以及包含它们的药物组合物，以及它们在治疗BRM降解有益的疾病和症状中的应用。
• Rh-Catalyzed Enantioselective Hydrogenation of Di- and Tri-Substituted Enamides Enabled by Easily Tunable P-Stereogenic <i>N</i>-Phosphinyl Phosphoramidite Ligands
  作者：Soumyadeep Chakrabortty、Katharina Konieczny、Jan-Ole Moritz、Shasha Zheng、Sergey Tin、Bernd H. Müller、Johannes G. de Vries

  DOI：10.1021/acscatal.3c03336

  日期：2023.9.15

  with a broad functional group tolerance up to >99% ee. Other challenging trisubstituted vinylic olefins were also reduced with excellent enantioselection. A range of trisubstituted carbocyclic olefins bearing different functional groups were also reduced delivering products with >99% ee’s. Pharmaceutically important chiral primary amines have also been prepared using the hydrogenation/hydrolysis method

  合成了模块化混合供体P-立体窄咬角N-氧膦基亚磷酰胺配体库( JoSoPhos )。JoSoPhos配体库被应用于抗帕金森治疗药物雷沙吉兰的不对称合成，通过 Rh 催化的 1-茚满酮衍生的烯酰胺的不对称氢化作为关键步骤，其 ee 大于 99%，收率 79% 。Rh/ JoSoPhos该催化剂还在乙烯基烯酰胺的不对称氢化中表现出高催化性能，具有高达 >99% ee 的广泛官能团耐受性。其他具有挑战性的三取代乙烯基烯烃也因优异的对映体选择而减少。一系列带有不同官能团的三取代碳环烯烃也被还原，得到 ee 大于 99% 的产品。药学上重要的手性伯胺也已使用氢化/水解方法以接近对映体纯的形式制备。同位素标记研究表明，Rh/ JoSoPhos催化的二取代和三取代烯酰胺的对映选择性氢化是一种无异构化的直接不对称氢化过程。
• Synthesis, Time-Resolved Luminescence, NMR Spectroscopy, Circular Dichroism and Circularly Polarised Luminescence Studies of Enantiopure Macrocyclic Lanthanide Tetraamide Complexes
  作者：Rachel S. Dickins、Judith A. K. Howard、Christine L. Maupin、Janet M. Moloney、David Parker、James P. Riehl、Giuliano Siligardi、J. A. Gareth Williams

  DOI：10.1002/(sici)1521-3765(19990301)5:3<1095::aid-chem1095>3.0.co;2-c

  日期：1999.3.1

  The syntheses and properties of a series of lanthanide complexes (Ln = Eu, Tb, Dy, Yb) of C-4 symmetric chiral tetraamide ligands based on 1,4,7,10-tetraazacyclododecane are reported. The configuration of the chiral centre at carbon in the amide substituent (CH2NHCO-CH(Me)Ar) determines the helicity of the derived complex and the configuration of the macrocyclic ring. The enantiopure lanthanide complexes do not undergo Delta/Lambda interconversion in the temperature range 220 to 320 K and three complexes have been characterised by X-ray crystallography, revealing nine-coordination about the lanthanide ion (Ln=Eu, Dy) with a monocapped square-antiprismatic coordination geometry. The terbium complexes are highly emissive in aqueous solution following excitation into the aryl chromophore (e.g. for [Tb .(R)-7a](3+) phi H2O = 0.49; phi D2O = 0.81) and all of the lanthanide complexes exhibit strong circularly polarised luminescence. The ytterbium complexes (e.g. [Yb .(S)-5b](3+)) shows a strong near-IR CD and circularly polarised luminescence (CPL) associated with the F-2(5/2)-F-2(7/2) transition. Overall, these emissive complexes allow control in modulating both the frequency and the polarisation of emitted light in aqueous solution.