3-(2-carboxyethyl)-2-[(1E,3E,5E)-7-[(2E)-3-(2-carboxyethyl)-1,1-dimethyl-1H,2H,3H-benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl]-1,1-dimethyl-1H-benzo[e]indol-3-ium

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(2-carboxyethyl)-2-[(1E,3E,5E)-7-[(2E)-3-(2-carboxyethyl)-1,1-dimethyl-1H,2H,3H-benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl]-1,1-dimethyl-1H-benzo[e]indol-3-ium
• 英文别名: bis(ethylcarboxymethyl)indocyanine dye；3-(2-Carboxyethyl)-2-{7-[3-(2-carboxyethyl)-1,1-dimethylbenzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl}-1,1-dimethylbenzo[e]indol-3-ium；3-[2-[7-[3-(2-carboxyethyl)-1,1-dimethylbenzo[e]indol-3-ium-2-yl]hepta-2,4,6-trienylidene]-1,1-dimethylbenzo[e]indol-3-yl]propanoic acid
• 化学式: C₄₁H₄₁N₂O₄
• 分子量: 625.788
• InChiKey: WKEOTLJATWJLPG-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  80.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  RGD侧链环肽 、 3-(2-carboxyethyl)-2-[(1E,3E,5E)-7-[(2E)-3-(2-carboxyethyl)-1,1-dimethyl-1H,2H,3H-benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl]-1,1-dimethyl-1H-benzo[e]indol-3-ium 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 C₁₂₉H₁₆₇N₂₀O₂₂S₂⁽¹⁺⁾
  参考文献：
  名称：

  Near-infrared fluorescent divalent RGD ligand for integrin αvβ3-targeted optical imaging

  摘要：

  A new near-infrared fluorescent compound containing two cyclic RGD motifs, cypate-[c(RGDfK)](2) (1), was synthesized based on a carbocyanine fluorophore bearing two carboxylic acid groups (cypate) for integrin alpha(v)beta(3)-targeting. Compared with its monovalent counterpart cypate-c(RGDfK) (2), 1 exhibited remarkable improvements in integrin alpha(v)beta(3) binding affinity and tumor uptake in nude mice of A549. The results suggest that cypate- linked divalent ligands can serve as an important molecular platform for exploring receptor-targeted optical imaging and treatment of various diseases. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.044
• 作为产物：
  描述：

  glutaconaldehyde dianilide monohydrochloride 在 sodium acetate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 0.83h， 生成 3-(2-carboxyethyl)-2-[(1E,3E,5E)-7-[(2E)-3-(2-carboxyethyl)-1,1-dimethyl-1H,2H,3H-benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl]-1,1-dimethyl-1H-benzo[e]indol-3-ium
  参考文献：
  名称：

  一种近红外染料的制备方法

  摘要：

  本发明公开了一种近红外染料的制备方法，本发明首先以戊二烯醛缩二苯胺盐酸盐(Ⅱ)经乙酰化反应制备N‑苯基‑N‑(1e，3e，5e)‑5(苯基亚胺)戊‑1,3‑二烯基‑1‑基)乙酰胺(Ⅲ)；其次，以1,1,2‑三甲基‑1H‑苯并[e]吲哚(Ⅳ)和3‑溴丙酸、碘化钾经取代反应制备3‑(2‑羧基‑乙基)‑1,1,2‑三甲基‑1H‑苯并[e]吲哚碘化盐(Ⅴ)；最后，将化合物Ⅲ和化合物Ⅴ在微波辅助条件下进行缩合反应制备Cypate(Ⅰ)。该方法生产的Cypate的产率可达80％以上，产品纯度好且质量稳定，且该制备方法具有操作简便、效率高和环境友好等优点，为Cypate的大规模生产和普及应用奠定了基础。

  公开号：

  CN110885570B

文献信息

• [EN] FLUORESCENT CYPATE CONJUGATE OF HYALURONIC ACID OR SALT THEREOF, HYDROPHOBIZED CONJUGATE, METHODS OF PERPARATION AND USE THEREOF<br/>[FR] CONJUGUÉ DE CYPATE FLUORESCENT D'ACIDE HYALURONIQUE OU D'UN SEL DE CELUI-CI, CONJUGUÉ HYDROPHOBISÉ, PROCÉDÉS DE PRÉPARATION ET D'UTILISATION ASSOCIÉS
  申请人：CONTIPRO AS

  公开号：WO2017108015A1

  公开（公告）日：2017-06-29

  The present invention relates to the fluorescent conjugate of hyaluronic acid containing cypate or salts thereof, the hydrophobized conjugate, methods of the preparation and use thereof in medicinal applications for in vivo imaging and the treatment of neoplasms.

  本发明涉及含有环氧酸或其盐的透明质酸荧光共轭物，疏水化共轭物，以及在体内成像和治疗肿瘤的医药应用中的制备和使用方法。
• Tumor-targeted optical contrast agents
  申请人：MALLINCKRODT INC.

  公开号：US20040141920A1

  公开（公告）日：2004-07-22

  Cyanine dye bioconjugates useful for diagnostic imaging and therapy are disclosed. The conjugates include several cyanine dyes with a variety of bis- and tetrakis (carboxylic acid) homologs. The compounds may be conjugated to bioactive peptides, carbohydrates, hormones, drugs, or other bioactive agents. The small size of the compounds allows more favorable delivery to tumor cells as compared to larger molecular weight imaging agents. The various dyes are useful over the range of 350 to 1300 nm, the exact range being dependent upon the particular dye. The use of dimethylsulfoxide helps to maintain the fluorescence of the compounds. The inventive compounds are useful for diagnostic imaging and therapy, in endoscopic applications for the detection of tumors and other abnormalities, for localized therapy, for photoacoustic tumor imaging, detection and therapy, and for sonofluoresence tumor imaging, detection and therapy.

  揭示了用于诊断成像和治疗的青菁染料生物共轭物。这些共轭物包括几种青菁染料，具有各种双和四(羧酸)同系物。这些化合物可以与生物活性肽、碳水化合物、激素、药物或其他生物活性剂结合。与分子量较大的成像试剂相比，这些化合物的小尺寸使其更有利于输送到肿瘤细胞。各种染料在350到1300纳米范围内是有用的，确切范围取决于特定的染料。二甲基亚砜的使用有助于保持化合物的荧光。这些创新的化合物在诊断成像和治疗中很有用，用于内窥镜应用以检测肿瘤和其他异常，用于局部治疗，用于光声肿瘤成像、检测和治疗，以及用于声荧光肿瘤成像、检测和治疗。
• NOVEL INDOCYANINE COMPOUND, SYNTHESIS METHOD AND PURIFICATION METHOD THEREOF, DIAGNOSTIC COMPOSITION USING THE INDOCYANINE COMPOUND, AND DEVICE FOR MEASURING BIOKINETICS AND DEVICE FOR VISUALIZING CIRCULATION USING THE DIAGNOSTIC COMPOSITION
  申请人：NATIONAL UNIVERSITY CORPORATION MIE UNIVERSITY

  公开号：US20150152267A1

  公开（公告）日：2015-06-04

  The present invention aims at providing a novel indocyanine compound solving problems of conventionally used indocyanine green, such as solubility in water or physiological saline, a synthesis method and a purification method thereof, and a diagnostic composition including the novel indocyanine compound. Further, provided are a method for evaluating biokinetics of the novel indocyanine compound and a device for measuring biokinetics, and a method and a device for visualizing circulation of fluid such as blood in a living body, which utilize the diagnostic composition. Also, found are a novel indocyanine compound in which a hydrophobic moiety in a near-infrared fluorescent indocyanine molecule is included in a cavity of a cyclic sugar chain cyclodextrin to cover the hydrophobic moiety in the indocyanine molecule with the glucose, and a synthesis method and a purification method thereof. Furthermore, found are a method for fluorescence-imaging an organ other than liver by intravenous administration, a method for evaluating biokinetics of the novel indocyanine compound, a device for measuring biokinetics, and a method and a device for visualizing circulation of fluid such as blood in a living body, utilizing the diagnostic composition including the novel indocyanine compound.

  本发明旨在提供一种新型吲哚菁化合物，解决传统使用的吲哚菁绿在水或生理盐水中的溶解度、合成方法、纯化方法以及包括新型吲哚菁化合物的诊断组合物等问题。此外，还提供了一种评估新型吲哚菁化合物生物动力学的方法和测量生物动力学的设备，以及利用诊断组合物可视化循环体液（如血液）的方法和设备。还发现了一种新型吲哚菁化合物，其中近红外荧光吲哚菁分子中的疏水基团包含在环糖链环糊精的空腔中，用葡萄糖覆盖吲哚菁分子中的疏水基团，并提供了合成方法和纯化方法。此外，还发现了一种静脉注射荧光成像非肝脏器官的方法，以及评估新型吲哚菁化合物生物动力学的方法、测量生物动力学的设备，以及利用包括新型吲哚菁化合物的诊断组合物可视化循环体液（如血液）的方法和设备。
• 一种抗菌纳米材料Au-AMP-Cy的制备方法和应用
  申请人：南京斯泰尔医药科技有限公司

  公开号：CN112316137A

  公开（公告）日：2021-02-05

  本发明属于金属纳米材料技术领域，具体公开了一种抗菌纳米材料Au‑AMP‑Cy的制备与应用。通过Au‑S键将光热材料Cypate标记的序列为R9KIKKVKKKGRKC的抗菌肽连接到纳米金上。引入光热材料Cypate为了进行光热抗菌（PTT），利用它在激光的照射下，产生热量，导致微生物升温并导致细胞损伤和死亡，与抗菌肽（AMP）产生协同抗菌作用。本发明制备的抗菌纳米材料Au‑AMP‑Cy具有较传统抗菌肽更优异的抗菌性能，并且以纳米材料作为载体，既能增加材料的稳定性又能增加生物相容性。
• PHOTOELECTRIC CONVERSION ELEMENT AND DYE FOR PHOTOELECTRIC CONVERSION ELEMENT
  申请人：Tanabe Junji

  公开号：US20120305074A1

  公开（公告）日：2012-12-06

  A photoelectric conversion element includes a working electrode having a dye-supported metal oxide electrode in which a dye is supported on a metal oxide layer, a compound having a structure represented by the following general formula (1): is used as the dye. wherein R1 to R4 are each independently a linear alkyl group having 4 to 20 carbon atoms and may be the same or different; A1 and A2 are each any one selected from the following aromatic ring group A (a pyrrole ring in the formula (1) is represented by an arc a to show a condensation position with the pyrrole ring), may be the same or different, and may have a substituent in an aromatic ring; An p- is a p-valent anion; p is 1 or 2; and q is a coefficient for keeping a charge of the entire dye neutral.

  一种光电转换元件，包括具有支撑染料金属氧化物电极的工作电极，其中染料支撑在金属氧化物层上，所述染料为具有以下一般式（1）所表示结构的化合物：其中R1至R4分别是线性烷基，具有4至20个碳原子，可以相同也可以不同；A1和A2分别是从以下芳香环族A中任选的任意一个（在公式（1）中，吡咯环由弧线a表示，以显示其与吡咯环的缩合位置），可以相同也可以不同，并且可以在芳香环中具有取代基；Anp-是p价阴离子；p为1或2；q是保持整个染料中性电荷的系数。<芳香环族A>