1-(6-(2-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)ethylamino)-6-oxohexyl)-2-((E)-2-((E)-3-((E)-2-(3,3-dimethyl-5-sulfo-1-(4-sulfobutyl)indolin-2-ylidene)ethylidene)-2-(4-sulfophenoxy)cyclohex-1-enyl)vinyl)-3,3-dimethyl-3H-indolium-5-sulfonate | 1454618-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(6-(2-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)ethylamino)-6-oxohexyl)-2-((E)-2-((E)-3-((E)-2-(3,3-dimethyl-5-sulfo-1-(4-sulfobutyl)indolin-2-ylidene)ethylidene)-2-(4-sulfophenoxy)cyclohex-1-enyl)vinyl)-3,3-dimethyl-3H-indolium-5-sulfonate
• 英文别名: DPA-713-IRDye 800CW；1-[6-[2-[4-[3-[2-(diethylamino)-2-oxoethyl]-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl]phenoxy]ethylamino]-6-oxohexyl]-2-[(E)-2-[(3E)-3-[(2E)-2-[3,3-dimethyl-5-sulfo-1-(4-sulfobutyl)indol-2-ylidene]ethylidene]-2-(4-sulfophenoxy)cyclohexen-1-yl]ethenyl]-3,3-dimethylindol-1-ium-5-sulfonate
• CAS: 1454618-47-3
• 化学式: C₆₈H₈₁N₇O₁₆S₄
• 分子量: 1380.69
• InChiKey: OYNIDLYSRXUJPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  95
• 可旋转键数：
  27
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  358
• 氢给体数：
  4
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  IRDye800CW NHS ester 、 2-(2-(4-(2-aminoethoxy)phenyl)-5,7-dimethylpyrazolo[ 1 ,5-a]pyrimidin-3-yl)-N,N-diethylacetamide 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以72%的产率得到1-(6-(2-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)ethylamino)-6-oxohexyl)-2-((E)-2-((E)-3-((E)-2-(3,3-dimethyl-5-sulfo-1-(4-sulfobutyl)indolin-2-ylidene)ethylidene)-2-(4-sulfophenoxy)cyclohex-1-enyl)vinyl)-3,3-dimethyl-3H-indolium-5-sulfonate
  参考文献：
  名称：

  [EN] SYNTHESIS AND APPLICATION OF NOVEL IMAGING AGENTS CONJUGATED TO DPA 713 ANALOGS FOR IMAGING INFLAMMATION
  [FR] SYNTHÈSE ET APPLICATION DE NOUVEAUX AGENTS D'IMAGERIE CONJUGUÉS À DES ANALOGUES DU DPA 713 POUR L'EXAMEN PAR IMAGERIE DE L'INFLAMMATION

  摘要：

  本发明提供了DPA-713的类似化合物，这些化合物特异性地结合转运蛋白（TSPO），该蛋白在活化白细胞、某些恶性肿瘤和类固醇生物合成涉及的组织中上调。这些化合物通过连接基团与各种成像剂（例如近红外染料）结合。本发明的化合物对于预临床近红外荧光成像（NIRF）和用于光学引导干预（包括NIRF内窥镜）都有用。还提供了在TSPO相关疾病的诊断和治疗中使用的方法。

  公开号：

  WO2013138612A1

文献信息

• SYNTHESIS AND APPLICATION OF NOVEL IMAGING AGENTS CONJUGATED TO DPA 713 ANALOGS FOR IMAGING INFLAMMATION
  申请人：THE JOHNS HOPKINS UNIVERSITY

  公开号：US20150044141A1

  公开（公告）日：2015-02-12

  The present invention provides analog compounds of DPA-713 which specifically bind the translocator protein (TSPO), which is upregulated in activated leukocytes, some malignant tumors and tissues involved in steroid biogenesis. These compounds are linked via a linking moiety to a variety of imaging agents, including, for example, near infra-red dyes. The compounds of the present invention are useful for both pre-clinical near-IR fluorescence imaging (NIRF) and use in optically-guided interventions including NIRF endoscopy. Methods of use in diagnosis and treatment of TSPO related disease are also provided.
• US9498546B2
  申请人：——

  公开号：US9498546B2

  公开（公告）日：2016-11-22
• [EN] SYNTHESIS AND APPLICATION OF NOVEL IMAGING AGENTS CONJUGATED TO DPA 713 ANALOGS FOR IMAGING INFLAMMATION<br/>[FR] SYNTHÈSE ET APPLICATION DE NOUVEAUX AGENTS D'IMAGERIE CONJUGUÉS À DES ANALOGUES DU DPA 713 POUR L'EXAMEN PAR IMAGERIE DE L'INFLAMMATION
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2013138612A1

  公开（公告）日：2013-09-19

  The present invention provides analog compounds of DPA-713 which specifically bind the translocator protein (TSPO), which is upregulated in activated leukocytes, some malignant tumors and tissues involved in steroid biogenesis. These compounds are linked via a linking moiety to a variety of imaging agents, including, for example, near infra-red dyes. The compounds of the present invention are useful for both pre-clinical near-IR fluorescence imaging (NIRF) and use in optically-guided interventions including NIRF endoscopy. Methods of use in diagnosis and treatment of TSPO related disease are also provided.

  本发明提供了DPA-713的类似化合物，这些化合物特异性地结合转运蛋白（TSPO），该蛋白在活化白细胞、某些恶性肿瘤和类固醇生物合成涉及的组织中上调。这些化合物通过连接基团与各种成像剂（例如近红外染料）结合。本发明的化合物对于预临床近红外荧光成像（NIRF）和用于光学引导干预（包括NIRF内窥镜）都有用。还提供了在TSPO相关疾病的诊断和治疗中使用的方法。