(5Z)-6,7-dichloro-8,9-dihydro-7H-benzo[8]annulen-10-one | 144882-60-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5Z)-6,7-dichloro-8,9-dihydro-7H-benzo[8]annulen-10-one
• CAS: 144882-60-0
• 化学式: C₁₂H₁₀Cl₂O
• 分子量: 241.117
• InChiKey: IBTZNDWEHUNUQQ-XFFZJAGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (5Z)-6,7-dichloro-8,9-dihydro-7H-benzo[8]annulen-10-one 以 正己烷 、 苯 为溶剂， 反应 2.0h， 以30%的产率得到(5E)-6,7-dichloro-8,9-dihydro-7H-benzo[8]annulen-10-one
  参考文献：
  名称：

  General Photoisomerization Approach to trans-Benzobicyclo[5.1.0]octenes: Synthetic and Mechanistic Studies

  摘要：

  The preparation and photoisomerization of cis-bicyclo[5.1.0]octenes (+)-3, 16, and 21-23 are described. For the benzannulated substrates, the primary photochemical events established photostationary states between the cis isomers and the trans-fused cyclopropanes (+)-9, 32, 37, and 44. Studies employing enantioenriched 21, 32, and 44 demonstrated that the reactions occurred primarily but not exclusively via cleavage of the peripheral benzylic cyclopropane bonds. Utilization of the triplet quencher piperylene revealed a predominance of triplet diradical intermediates in the trans-to-cis conversions and afforded an improved protocol for preparative isomerizations.

  DOI：

  10.1021/jo00101a025
• 作为产物：
  描述：

  (2S,4S)-3,3-dichlorotricyclo[6.4.0.02,4]dodeca-1(12),8,10-trien-7-one 以 正己烷 、 苯 为溶剂， 反应 6.0h， 以16%的产率得到(5Z)-6,7-dichloro-8,9-dihydro-7H-benzo[8]annulen-10-one
  参考文献：
  名称：

  一个新颖的结构的反式-cyclooctene和反式生成-融合环丙烷经由一个光致异构的宝石-dichlorocyclopropyl-benzocycloheptenone

  摘要：

  所述光异构化的宝石-dichlorobenzobicyclo [5.1.0] octenone 1（6小时，派热克斯玻璃）得到的反式-融合环丙烷2和反式-和顺-cyclooctenes 3和4; 单晶X射线分析定义了新颖的光产物结构。

  DOI：

  10.1039/c39920001433

文献信息

• [EN] COMPOUNDS FOR FAST AND EFFICIENT CLICK RELEASE<br/>[FR] COMPOSÉS POUR LIBÉRATION DE CHIMIE CLICK RAPIDE ET EFFICACE
  申请人：TAGWORKS PHARMACEUTICALS B V

  公开号：WO2020256546A1

  公开（公告）日：2020-12-24

  The invention disclosed herein relates to compounds, combinations, kits, and methods using same, for use in bioorthogonal release reactions. In particular, the compounds, combinations and kits of the invention can be used to achieve fast and efficient click release. Applications of the compounds, combinations, and kits of the invention include both in vitro and in vivo applications.

  本发明涉及化合物、组合物、试剂盒及其使用方法，用于生物正交释放反应。特别是，本发明的化合物、组合物和试剂盒可用于实现快速高效的点击释放。本发明的化合物、组合物和试剂盒的应用包括体外和体内应用。
• [EN] TETRAZINES FOR HIGH CLICK RELEASE SPEED AND YIELD<br/>[FR] TÉTRAZINES POUR UNE VITESSE ET UN RENDEMENT DE LIBÉRATION DE CHIMIE CLIC ÉLEVÉS
  申请人：TAGWORKS PHARMACEUTICALS B V

  公开号：WO2020256544A1

  公开（公告）日：2020-12-24

  Disclosed herein are tetrazines substituted with groups that result in a high click conjugation yield and high click release yields. In some of several other aspects, the invention relates to combinations and kits comprising said tetrazines and a dienophile, preferably a trans-cyclooctene. In another aspect, the compounds, combinations, and kits are for use as a medicament.

  本文揭示了用于高点击共轭产量和高点击释放产量的基团替代的四唑类化合物。在其他几个方面，本发明涉及包括所述四唑类化合物和双亲核烯的组合和试剂盒，其中双亲核烯优选为反-环辛烯。在另一个方面，这些化合物、组合和试剂盒可用作药物。
• [EN] AGENTS FOR CLEAVING LABELS FROM BIOMOLECULES IN VIVO<br/>[FR] AGENTS PERMETTANT DE CLIVER IN VIVO DES MARQUEURS LIÉS À DES BIOMOLÉCULES
  申请人：TAGWORKS PHARMACEUTICALS B V

  公开号：WO2020256545A1

  公开（公告）日：2020-12-24

  Disclosed herein are compounds comprising trans-cyclooctene moieties, combinations, and kits that can be used to more quickly remove radionuclides from a subject, preferably a human being. Said compounds, combinations and kits can also be used to increase the tumor-to-blood ratio, or to more rapidly and/or conveniently achieve such an increase, of a label in targeted imaging or targeted radiotherapy in a subject, preferably a human being.

  本文所披露的化合物包括顺-环辛烯基团，组合物和套装，可用于更快地从受试者（最好是人）中清除放射性核素。所述化合物、组合物和套装还可用于增加靶向成像或靶向放射治疗中标记物的肿瘤/血液比率，或更快地和/或更方便地实现这种增加，适用于受试者（最好是人）。
• CLEAVABLE TETRAZINE USED IN BIO-ORTHOGONAL DRUG ACTIVATION
  申请人：Tagworks Pharmaceuticals B.V.

  公开号：US20190247513A1

  公开（公告）日：2019-08-15

  Disclosed is an advancement in provoked chemical cleavage. Thereby the invention provides the use of a diene as a chemically cleavable group attached to a Construct, and the use of a dienophile to provoke the release of the Construct by allowing the diene to react with a dienophile capable of undergoing an inverse electron demand Diels Alder reaction with the diene. The invention includes a kit for releasing a Construct C A bound to a Trigger T R , the kit comprising a tetrazine and a dienophile, wherein the Trigger is the tetrazine. The invention also includes the use of the formation of a pyridazine by reacting a tetrazine comprising a Construct C A bound thereto and a dienophile, as a chemical tool for the release, in a chemical, biological or physiological environment, of said Construct.
• TETRAZINES FOR HIGH CLICK CONJUGATION YIELD IN VIVO AND HIGH CLICK RELEASE YIELD
  申请人：Tagworks Pharmaceuticals B.V.

  公开号：US20210299286A1

  公开（公告）日：2021-09-30

  Disclosed herein are tetrazines substituted with groups that result in a high click conjugation yield in vivo and high click release yields. In one aspect, the invention relates to kits having the tetrazines and a dienophile, preferably a trans-cyclooctene. In another aspect, the kits of the invention are for use as a medicament.