(2R,3R,11bR)-9,10-dimethoxy-3-(2-methylpropyl)-2-prop-2-enoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine | 1147130-26-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (2R,3R,11bR)-9,10-dimethoxy-3-(2-methylpropyl)-2-prop-2-enoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine
• CAS: 1147130-26-4
• 化学式: C₂₂H₃₃NO₃
• 分子量: 359.509
• InChiKey: OLNABFYSSIIKLG-MISYRCLQSA-N

物化性质

• 沸点：
  455.4±45.0 °C(predicted)
• 密度：
  1.07±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,3R,11bR)-9,10-dimethoxy-3-(2-methylpropyl)-2-prop-2-enoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine 在 臭氧 、 sodium tetrahydroborate 、 水 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 1.0h， 生成 hydroxyethyl DTBZ ether
  参考文献：
  名称：

  FLUORINATED DIHYDROTETRABENAZINE ETHER IMAGING AGENTS AND PROBES

  摘要：

  本发明提供了具有结构I的新型氟化醚化合物，其中R1是C2-C10氟代脂肪基；R2是C1-C10脂肪基，或C3-C10环脂肪基；R3是氢或C1-C10脂肪基；R4是氢或C1-C10脂肪基。这些氟化醚化合物以消旋和对映富集形式提供，并且可能包含氟-18和氟-19中的任一个或两者。已证明这些氟化醚化合物具有高亲和力VMAT-2，这是与人类糖尿病有关的生物标志物。含有氟-18基团的氟化醚化合物可用作PET成像剂，以靶向VMAT-2生物标志物。非放射性标记的氟化醚化合物可用作发现PET成像剂的探针。

  公开号：

  US20090110636A1

文献信息

• INTERMEDIATES FOR FLUORINATED DIHYDROTETRABENAZINE ETHER IMAGING AGENTS AND PROBES
  申请人：Amarasinghe Kande Kankanamalage Dayarathna

  公开号：US20090111990A1

  公开（公告）日：2009-04-30

  The present invention provides novel fluorophilic compounds having structure VI wherein R 1 is a C 2 -C 20 aliphatic, a C 3 -C 20 cycloaliphatic, or a C 3 -C 20 aromatic radical comprising at least one functional group susceptible to reaction with nucleophilic fluoride ion or an electrophilic fluorinating agent; R 2 is a C 1 -C 10 aliphatic radical, or a C 3 -C 10 cycloaliphatic radical; R 3 is hydrogen or a C 1 -C 10 aliphatic radical; and R 4 is hydrogen or a C 1 -C 10 aliphatic radical. The fluorophilic compounds are provided in both racemic and enantiomerically enriched forms and are useful as intermediates in the preparation of novel PET imaging agents and probes useful in the discovery and performance assessment of PET imaging agents. The fluorophilic compounds are particularly useful in the preparation of PET imaging agents and probes having a high affinity for VMAT-2, a biomarker implicated in human diabetes and other illnesses such as Parkinson's disease.

  本发明提供了具有结构VI的新型亲氟化合物，其中R1是C2-C20脂肪族、C3-C20环脂族或含有至少一个易受亲核氟离子或亲电氟化试剂反应的官能团的C3-C20芳香基团；R2是C1-C10脂肪基或C3-C10环脂基；R3是氢或C1-C10脂肪基；R4是氢或C1-C10脂肪基。这些亲氟化合物以消旋和对映富集的形式提供，并可用作新型PET成像剂和用于发现和评估PET成像剂性能的探针的中间体。这些亲氟化合物在制备PET成像剂和具有高亲和力的VMAT-2的探针方面特别有用，VMAT-2是涉及人类糖尿病和帕金森病等其他疾病的生物标志物。
• US7897769B2
  申请人：——

  公开号：US7897769B2

  公开（公告）日：2011-03-01
• [EN] FLUORINATED DIHYDROTETRABENAZINE ETHER IMAGING AGENTS AND PROBES<br/>[FR] AGENTS D'IMAGERIE À BASE D'ÉTHER DE DIHYDROTÉTRABÉNAZINE FLUORÉ ET SONDES
  申请人：GEN ELECTRIC

  公开号：WO2009055520A2

  公开（公告）日：2009-04-30

  The present invention provides novel fluorinated ether compounds related to dihydrotetrabenazine and intermediates useful in the preparation of such fluorinated ether compounds. The fluorinated ether compounds are provided in both racemic and enantiomerically enriched forms and may comprise either or both of fluorine-18 and fluorine 19. The fluorinated ether compounds are shown to possess high affinity for VMAT-2, a biomarker implicated inter alia in human diabetes. The fluorinated ether compounds comprising a fluorine-18 group are useful as PET imaging agents targeting the VMAT-2 biomarker. The non-radiolabeled fluorinated ether compounds are useful as probes for the discovery of PET imaging agents.
• FLUORINATED DIHYDROTETRABENAZINE ETHER IMAGING AGENTS AND PROBES
  申请人：Amarasinghe Kande Kankanamalage Dayarathna

  公开号：US20090110636A1

  公开（公告）日：2009-04-30

  The present invention provides novel fluorinated ether compounds having structure I wherein R 1 is a C 2 -C 10 fluorinated aliphatic radical; R 2 is a C 1 -C 10 aliphatic radical, or a C 3 -C 10 cycloaliphatic radical; R 3 is hydrogen or a C 1 -C 10 aliphatic radical; and R 4 is hydrogen or a C 1 -C 10 aliphatic radical. The fluorinated ether compounds are provided in both racemic and enantiomerically enriched forms and may comprise either or both of fluorine-18 and fluorine 19. The fluorinated ether compounds are shown to possess high affinity for VMAT-2, a biomarker implicated in human diabetes. The fluorinated ether compounds comprising a fluorine-18 group are useful as PET imaging agents targeting the VMAT-2 biomarker. The non-radiolabeled fluorinated ether compounds are useful as probes for the discovery of PET imaging agents.

  本发明提供了具有结构I的新型氟化醚化合物，其中R1是C2-C10氟代脂肪基；R2是C1-C10脂肪基，或C3-C10环脂肪基；R3是氢或C1-C10脂肪基；R4是氢或C1-C10脂肪基。这些氟化醚化合物以消旋和对映富集形式提供，并且可能包含氟-18和氟-19中的任一个或两者。已证明这些氟化醚化合物具有高亲和力VMAT-2，这是与人类糖尿病有关的生物标志物。含有氟-18基团的氟化醚化合物可用作PET成像剂，以靶向VMAT-2生物标志物。非放射性标记的氟化醚化合物可用作发现PET成像剂的探针。