(2R,3R,11bR)-2-(3-fluoroprop-1-ynyl)-9,10-dimethoxy-3-(2-methylpropyl)-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-ol | 1159496-76-0

• 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)-2-(3-fluoroprop-1-ynyl)-9,10-dimethoxy-3-(2-methylpropyl)-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-ol
• CAS: 1159496-76-0
• 化学式: C₂₂H₃₀FNO₃
• 分子量: 375.484
• InChiKey: NLEFIQZHZCVQFJ-SFGWALBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2R,3R,11bR)-2-(3-fluoroprop-1-ynyl)-3-isobutyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-yl acetate 在 甲醇 、 sodium 作用下， 反应 2.0h， 以92%的产率得到(2R,3R,11bR)-2-(3-fluoroprop-1-ynyl)-9,10-dimethoxy-3-(2-methylpropyl)-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-ol
  参考文献：
  名称：

  INTERMEDIATES FOR FLUORINATED TETRABENAZINE CARBINOL COMPOUNDS IMAGING AGENTS AND PROBES

  摘要：

  本发明提供了具有结构VII的新型亲氟化合物，其中R1是C1-C20脂肪族、C2-C20环脂肪族或含有至少一个易受亲核氟离子或亲电氟化剂反应的官能基的C2-C20芳香基团；R2是C1-C10脂肪基；R3是氢或C1-C10脂肪基；R4是氢或C1-C10脂肪基；R5是氢、C1-C10脂肪基、C2-C10环脂肪基或C2-C20芳香基。这些亲氟化合物以消旋和对映富集形式提供，并可用作新型PET成像剂的中间体，以及用于发现和评估PET成像剂的性能。这些亲氟化合物在制备具有对VMAT-2具有高亲和力的PET成像剂和探针方面特别有用，VMAT-2是涉及人类糖尿病和其他疾病（如帕金森病）的生物标志物。

  公开号：

  US20090149654A1

文献信息

• ALPHA-FLUOROALKYL DIHYDROTETRABENAZINE IMAGING AGENTS AND PROBES
  申请人：Rishel Michael James

  公开号：US20090142276A1

  公开（公告）日：2009-06-04

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

  本发明提供了新型α-氟烷基二氢四氢异脲白菜碱化合物I，其中R1是C1-C10氟化脂肪基；R2是氢或C1-C10脂肪基；R3是氢或C1-C10脂肪基；R4是C1-C10脂肪基、C3-C10环烷基或C3-C10芳香基。α-氟烷基二氢四氢异脲白菜碱化合物以两种形式提供，即外消旋和对映富集，并且可能包含氟-18和氟-19中的一个或两个。认为α-氟烷基二氢四氢异脲白菜碱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。含氟-18基团的α-氟烷基二氢四氢异脲白菜碱化合物可用作PET成像剂，针对VMAT-2生物标志物。非放射性α-氟烷基二氢四氢异脲白菜碱化合物可用作探针，用于发现PET成像剂。
• FLUOROALKYL TETRABENAZINE CARBINOL COMPOUNDS AS IMAGING AGENTS AND PROBES
  申请人：Amarasinghe Kande Kankanamalage Dayarathna

  公开号：US20110206609A1

  公开（公告）日：2011-08-25

  The present invention provides novel fluoroalkyl tetrabenazine carbinol compounds having structure I wherein R 1 is a C 1 -C 10 fluorinated aliphatic radical; R 2 is a C 1 -C 10 aliphatic radical; R 3 is hydrogen or a C 1 -C 10 aliphatic radical; R 4 is hydrogen or a C 1 -C 10 aliphatic radical; and R 5 is hydrogen, a C 1 -C 10 aliphatic radical, a C 2 -C 10 cycloaliphatic radical, or a C 2 -C 20 aromatic radical. In a particular embodiment, —OR 5 is an ester moiety. The fluoroalkyl tetrabenazine carbinol compounds are provided in both racemic and enantiomerically enriched forms and may comprise either or both of fluorine-18 and fluorine 19. The fluoroalkyl tetrabenazine carbinol compounds are shown to possess high affinity for VMAT-2, a biomarker implicated in human diabetes. The fluoroalkyl tetrabenazine carbinol compounds comprising a fluorine-18 group are useful as PET imaging agents targeting the VMAT-2 biomarker. The non-radiolabled fluoroalkyl tetrabenazine carbinol compounds are useful as probes for the discovery of PET imaging agents.
• US7919622B2
  申请人：——

  公开号：US7919622B2

  公开（公告）日：2011-04-05
• US8013161B1
  申请人：——

  公开号：US8013161B1

  公开（公告）日：2011-09-06
• US8053578B2
  申请人：——

  公开号：US8053578B2

  公开（公告）日：2011-11-08