2-[4-(叔丁基)苯氧基]烟酸 | 54659-69-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-[4-(叔丁基)苯氧基]烟酸
• 英文名称: 2-(4'-tert-butylphenoxy)nicotinic acid
• 英文别名: 2-[4-(1,1-dimethylethyl)phenoxy]pyridine-3-carboxylic acid；2-[4-(Tert-butyl)phenoxy]nicotinic acid；2-(4-tert-butylphenoxy)pyridine-3-carboxylic acid
• CAS: 54659-69-7
• 化学式: C₁₆H₁₇NO₃
• 分子量: 271.316
• InChiKey: CWEMPNYYKUSIDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-[4-(叔丁基)苯氧基]烟酸 在 PPA 作用下， 反应 16.0h， 以89%的产率得到6-(tert-butyl)-10H-9-oxa-1-azaanthracen-10-one
  参考文献：
  名称：

  Effective and efficient sensitisation of terbium luminescence at 355 nm with cell permeable pyrazoyl-1-azaxanthone macrocyclic complexes

  摘要：

  发射性铽配合物，适用于蛋白质共价结合，其包含吡唑啉基-1-氮杂咕吨染料发色团，已成功制备；它们展现细胞摄取能力，并具有较低的激发态淬灭敏感性。

  DOI：

  10.1039/b709805g
• 作为产物：
  描述：

  2-氯烟酸 、 4-叔丁基苯酚 在 sodium 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以86%的产率得到2-[4-(叔丁基)苯氧基]烟酸
  参考文献：
  名称：

  Effective and efficient sensitisation of terbium luminescence at 355 nm with cell permeable pyrazoyl-1-azaxanthone macrocyclic complexes

  摘要：

  发射性铽配合物，适用于蛋白质共价结合，其包含吡唑啉基-1-氮杂咕吨染料发色团，已成功制备；它们展现细胞摄取能力，并具有较低的激发态淬灭敏感性。

  DOI：

  10.1039/b709805g

文献信息

• Effective and efficient sensitisation of terbium luminescence at 355 nm with cell permeable pyrazoyl-1-azaxanthone macrocyclic complexes
  作者：Craig P. Montgomery、David Parker、Laurent Lamarque

  DOI：10.1039/b709805g

  日期：——

  Emissive terbium complexes, suitable for protein conjugation, incorporating a pyrazoyl-1-aza-xanthone chromophore have been prepared; they exhibit cellular uptake and possess a much lower sensitivity to excited state quenching.

  发射性铽配合物，适用于蛋白质共价结合，其包含吡唑啉基-1-氮杂咕吨染料发色团，已成功制备；它们展现细胞摄取能力，并具有较低的激发态淬灭敏感性。
• [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] LANTHANIDE (III) ION COMPLEXING COMPOUNDS, LUMINESCENT LANTHANIDE (III) ION COMPLEXES AND USE THEREOF AS FLUORESCENT LABELS<br/>[FR] COMPOSÉS COMPLEXANT LES IONS LANTHANIDE (III), COMPLEXES LUMINESCENTS D'IONS LANTHANIDE (III) ET LEUR UTILISATION COMME MARQUEURS FLUORESCENTS
  申请人：CIS BIO INT

  公开号：WO2009010580A1

  公开（公告）日：2009-01-22

  Lanthanide (III) ion complexing compound comprising: (1) a sensitizer moiety of formula (I) in which: a is an integer from 1 to 4; b is an integer equal 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 covalently attached to (2) a lanthanide (III) ion chelating moiety through A. Application: Preparation of luminescent lanthanide (III) ion complexes and use thereof as fluorescent labels.

  镧系（III）离子络合物，包括：（1）具有以下式（I）的感光基团，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，并选自以下群体：H；烷基；-COOR4，其中R4为H或烷基；芳基；杂环芳基；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基团共同形成芳基或杂环芳基或饱和或不饱和环烃基团；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，所述基团通过A与（2）具有配位基团的镧系（III）离子共价连接。应用：制备发光的镧系（III）离子络合物并将其用作荧光标记剂。
• LANTHANIDE (III) ION COMPLEXING COMPOUNDS, LUMINESCENT LANTHANIDE (III) ION COMPLEXES AND USE THEREOF AS FLUORESCENT LABELS
  申请人：Lamarque Laurent

  公开号：US20100204467A1

  公开（公告）日：2010-08-12

  Lanthanide (III) ion complexing compound comprising: (1) a sensitizer moiety of formula (I) in which: a is an integer from 1 to 4; b is an integer equal 1 or 2; c is an integer equal to 1 or 2; (R 1 )a, (R 2 )b, (R 3 )c are the same or different and are chosen from the group consisting of: H; alkyl; —COOR 4 where R 4 is H or an alkyl; aryl; heteroaryl; saturated or unsaturated cyclic hydrocarbon; CF 3 ; CN; a halogen atom; L-Rg; L-Sc; or two consecutive R 3 , two consecutive R 2 or two consecutive R 1 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; X 1 and X 2 are the same or different and are O or S; A is either a direct bond or a divalent group chosen from —CH 2 — or —(CH 2 ) 2 —, said moiety being covalently attached to (2) a lanthanide (III) ion chelating moiety through A. Application: Preparation of luminescent lanthanide (III) ion complexes and use thereof as fluorescent labels.

  镧系元素（III）离子络合物包括：（1）式（I）的敏化剂基团，其中：a是1至4的整数；b是1或2的整数；c是1或2的整数；（R1）a，（R2）b，（R3）c相同或不同，选择自H；烷基；-COOR4，其中R4为H或烷基；芳基；杂芳基；饱和或不饱和的环烃；CF3；CN；卤素原子；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的环烃基团；其中L是一个连接剂，Rg是一个反应性基团，Sc是一个共轭物质；X1和X2相同或不同，为O或S；A是直接键或选择自-CH2-或-（CH2）2-的二价基团，该基团与（2）镧系元素（III）离子螯合基团通过A共价连接。应用：制备发光的镧系元素（III）离子络合物，并将其用作荧光标记。
• Design, synthesis and biological evaluation of pyridine-phenylpiperazines: A novel series of potent and selective α1a-adrenergic receptor antagonist
  作者：Gee-Hong Kuo、Catherine Prouty、William V Murray、Virginia Pulito、Linda Jolliffe、Peter Cheung、Sally Varga、Mary Evangelisto、Charles Shaw

  DOI：10.1016/s0968-0896(00)00151-6

  日期：2000.9

  Beginning from the screening hit and literature alpha(1)-adrenergic compounds, a hybridized basic skeleton A was proposed as the pharmacophore for potent and selective alpha(1a)-AR antagonists. Introduction of a hydroxy group to increase the flexibility afforded B which served as the screening model and resulted in the identification of the second-generation lead 1. Using the Topliss approach, a number of potent and selective alpha(1a)-AR antagonists were discovered. In all cases, binding affinity and selectivity at the alpha(1a)-AR of S-hydroxy enantiomers were higher than the R-hydroxy enantiomers. As compared to the des-hydroxy analogues, the S-hydroxy enantiomers displayed comparable potency and better selectivity at alpha(1a)-AR. The S-hydroxy enantiomer 17 (K-i = 0.79 nM; alpha(1b)/alpha(1a) = 800; alpha(1d)/alpha(1a) = 104) was slightly less potent but much more selective at alpha(1a)-AR than tamsulosin (K-i = 0.13 nM, alpha(1b)/alpha(1a) = 15, alpha(1d)/alpha(1a) = 1.4). Compound 17 displayed higher selectivity in inhibiting rat prostate contraction over rat aorta contraction and also exhibited a higher degree of uroselectivity than tamsulosin in the anesthetized dog model. (C) 2000 Elsevier Science Ltd. All rights reserved.