5-<(chloroacetamido)methyl>-1,3,3-trimethyl-2-methyleneindoline | 62783-92-0

• 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: 5-<(chloroacetamido)methyl>-1,3,3-trimethyl-2-methyleneindoline
• 英文别名: 2-chloro-N-[(1,3,3-trimethyl-2-methylideneindol-5-yl)methyl]acetamide
• CAS: 62783-92-0
• 化学式: C₁₅H₁₉ClN₂O
• 分子量: 278.782
• InChiKey: YSBLXQBOGFQVGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-<(chloroacetamido)methyl>-1,3,3-trimethyl-2-methyleneindoline 、 对二甲氨基苯甲醛 生成 2-chloro-N-[[2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-1,3,3-trimethylindol-1-ium-5-yl]methyl]acetamide;iodide
  参考文献：
  名称：

  GALE D. J.; LIN J.; WILSHIRE J. F. K., AUSTRAL. J. CHEM. , 1977, 30, NO 3, 689-694

  摘要：

  DOI：
• 作为产物：
  描述：

  C-(1,3,3-trimethyl-2-methylene-2,3-dihydro-indol-5-yl)-methylamine 生成 5-<(chloroacetamido)methyl>-1,3,3-trimethyl-2-methyleneindoline
  参考文献：
  名称：

  GALE D. J.; LIN J.; WILSHIRE J. F. K., AUSTRAL. J. CHEM. , 1977, 30, NO 3, 689-694

  摘要：

  DOI：

文献信息

• Nir-fluorescent cyanine dyes, their synthesis and biological use
  申请人：Weissleder Ralph

  公开号：US20050249668A1

  公开（公告）日：2005-11-10

  The invention includes new water-soluble NIR fluorochromes, e.g., for biomedical imaging. The new dyes are highly stable, asymmetric cyanine compounds, characterized by 1) superior chemical stability, 2) excellent optical properties (e.g., high quantum yield), 3) bio-compatibility, 4) conjugatability and 5) ideal in vivo imaging properties. Monoactivated hydroxysuccinimide esters of the new dyes are highly reactive with peptides, metabolites, proteins, peptide-folate conjugates, and other biological macromolecules and affinity ligands, forming stable complexes. Affinity molecules tagged with the new dyes can be used, for example, for imaging of tumors in vivo.

  本发明包括新型水溶性近红外荧光染料，例如用于生物医学成像。新染料是高度稳定的不对称氰化合物，具有以下特点：1）卓越的化学稳定性；2）优异的光学特性（如高量子产率）；3）生物相容性；4）共轭性；5）理想的体内成像特性。新型染料的单活性羟基琥珀酰亚胺酯与肽、代谢物、蛋白质、肽-叶酸共轭物以及其他生物大分子和亲和配体高度反应，形成稳定的复合物。例如，用新型染料标记的亲和分子可用于体内肿瘤成像。
• Visible diode laser induced fluorescence detection in liquid chromatography after precolumn derivatization of thiols
  作者：Arjan J. G. Mank、Ernst J. Molenaar、Henk. Lingeman、Cees. Gooijer、Udo A. T. Brinkman、Nel H. Velthorst

  DOI：10.1021/ac00065a006

  日期：1993.9.1

  New cyanine labels containing only a single active group for the chemical derivatization of thiols were synthesized in order to apply visible diode laser induced fluorescence (DIO-LIF) detection in conventional-size liquid chromatography (LC). 2-Mercaptobenzothiazole (MBT) was selected as test compound. The most appropriate label was CY5.4a-IA, a sulfonated dicarbocyanine with a iodoacetamide reactive group. The detection limit of labeled MBT in the LC-DIO-LIF system was 8 X 10(-12) M. The detection limit of MBT was 1 x 10(-9) M; lower concentrations are not labeled quantitatively. The injection repeatability was 1.0% (n = 6), the reaction repeatability was 3.0% (n = 6), and linearity was observed from 2.5 X 10(-9) to 1.0 x 10(-5) M. As an example, MBT-spiked river water and urine samples were derivatized with CY5.4a-IA and analyzed by LC-DIO-LIF. Hardly any interference was found. The method compares very favorably with existing techniques.
• [EN] NIR-FLUORESCENT CYANINE DYES, THEIR SYNTHESIS AND BIOLOGICAL USE<br/>[FR] COLORANTS DE CYANINE FLUORESCENTS DANS LE PROCHE INFRAROUGE, LEUR SYNTHESE ET LEUR UTILISATION BIOLOGIQUE
  申请人：GEN HOSPITAL CORP

  公开号：WO2003082988A1

  公开（公告）日：2003-10-09

  The invention includes new water-soluble NIR fluorochromes, e.g., for biomedical imaging. The new dyes are highly stable, asymmetric cyanine compounds, characterized by 1) superior chemical stability, 2) excellent optical properties (e.g., high quantum yield), 3) bio-compatibility, 4) conjugatability and 5) ideal in vivo imaging properties. Monoactivated hydroxysuccinimide esters of the new dyes are highly reactive with peptides, metabolites, proteins, peptide-folate conjugates, and other biological macromolecules and affinity ligands, forming stable complexes. Affinity molecules tagged with the new dyes can be used, for example, for imaging of tumors in vivo.
• GALE D. J.; LIN J.; WILSHIRE J. F. K., AUSTRAL. J. CHEM. <AJCH-AS>, 1977, 30, NO 3, 689-694
  作者：GALE D. J.、 LIN J.、 WILSHIRE J. F. K.

  DOI：——

  日期：——