(2,5-dioxopyrrolidin-1-yl) (1R,3E,5S)-5-(2,5-dioxopyrrolidin-1-yl)oxycarbonyloxy-1-methylcyclooct-3-ene-1-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (2,5-dioxopyrrolidin-1-yl) (1R,3E,5S)-5-(2,5-dioxopyrrolidin-1-yl)oxycarbonyloxy-1-methylcyclooct-3-ene-1-carboxylate
• 化学式: C₁₉H₂₂N₂O₉
• 分子量: 422.4
• InChiKey: GKDAEVHBBACMKK-LBMDNDPNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  137
• 氢给体数：
  0
• 氢受体数：
  9

文献信息

• [EN] CHEMICALLY CLEAVABLE GROUP<br/>[FR] GROUPE CLIVABLE PAR VOIE CHIMIQUE
  申请人：TAGWORKS PHARMACEUTICALS B V

  公开号：WO2014081303A1

  公开（公告）日：2014-05-30

  Disclosed is the use of the reactive components of the inverse electron-demand Diels Alder reaction for chemical masking and unmasking in vitro. This can be applied in complex chemical reactions and, particularly in the synthesis of biomolecules, e.g. on solid supports. The reactice components are a dienophile, particularly a trans-cyclooctene, and a diene, particularly a tetrazine.

  本文揭示了逆电子需求Diels-Alder反应的反应性组分用于体外化学掩蔽和解除掩蔽。这可以应用于复杂的化学反应中，特别是在生物分子合成中，例如在固相支持上。反应性组分包括双烯，特别是反式环辛二烯，和二烯，特别是四氮唑。
• [EN] ACTIVATABLE LIPOSOMES<br/>[FR] LIPOSOME POUVANT ÊTRE ACTIF
  申请人：TAGWORKS PHARMACEUTICALS B V

  公开号：WO2014081299A1

  公开（公告）日：2014-05-30

  Disclosed are reactive liposome, comprising a lipid bilayer enclosing a cavity, wherein the bilayer comprises a linkage to an eight-membered non-aromatic cyclic alkenylene group, preferably a cyclooctene group, and more preferably a trans-cyclooctene group. The liposomes are use in a kit comprising the liposome linked, directly or indirectly, to a Trigger, and an Activator for the Trigger, wherein the Trigger comprises an eight-membered non-aromatic cyclic alkenylene group, and the Activator comprises a diene.

  揭示了一种反应性脂质体，包括一个脂质双层包裹的腔隙，其中该双层包括与一个含有八个成员的非芳香环烯基基团连接的连接，最好是环辛烯基团，更好是反式环辛烯基团。这些脂质体用于一种工具包，该工具包包括直接或间接地与一个触发器连接的脂质体，以及用于触发器的活化剂，其中触发器包括一个含有八个成员的非芳香环烯基基团，而活化剂包括一个二烯。
• CHEMICALLY CLEAVABLE GROUP
  申请人：TAGWORKS PHARMACEUTICALS B.V.

  公开号：US20150344514A1

  公开（公告）日：2015-12-03

  Disclosed is the use of the reactive components of the inverse electron-demand Diels Alder reaction for chemical masking and unmasking in vitro. This can be applied in complex chemical reactions and, particularly in the synthesis of biomolecules, e.g. on solid supports. The reactive components are a dienophile, particularly a trans-cyclooctene, and a diene, particularly a tetrazine.

  本发明揭示了在体外使用反电子需求Diels-Alder反应的反应组分进行化学遮蔽和解除遮蔽的方法。这可以应用于复杂的化学反应中，特别是在生物分子的合成中，例如在固体支持体上。反应组分是二烯丙烯，特别是反式-环辛烯，和二烯，特别是四唑。
• BIO-ORTHOGONAL DRUG ACTIVATION
  申请人：TAGWORKS PHARMACEUTICALS B.V.

  公开号：US20150297741A1

  公开（公告）日：2015-10-22

  Disclosed is a kit for the administration and activation of a Prodrug. The kit comprises a Masking Moiety linked, directly or indirectly, to a Trigger moiety, which in turn is linked to a Drug, and an Activator for the Trigger moiety. The Trigger moiety comprises a dienophile and the Activator comprises a diene, whereby the dienophile is an eight-membered non-aromatic cyclic alkenylene group, preferably a cyclooctene group, and more preferably a trans-cyclooctene group. The Trigger and the Activator undergo a fast, bio-orthogonal reaction resulting in the release of the Masking Moiety, and activation of the drug.

  本发明揭示了一种用于前药管理和激活的套件。该套件包括一个与触发物质直接或间接连接的掩蔽基团，该触发物质又连接到药物，以及触发物质的活化剂。触发物质包括二亚甲基丙烯酰基，活化剂包括二烯，其中二亚甲基丙烯酰基是一种八元非芳香环烯基基团，优选为环辛烯基团，更优选为反式环辛烯基团。触发物质和活化剂经历快速的生物正交反应，导致掩蔽基团的释放和药物的激活。
• Chemically cleavable group
  申请人：Tagworks Pharmaceuticals B.V.

  公开号：US10927139B2

  公开（公告）日：2021-02-23

  Disclosed is the use of the reactive components of the inverse electron-demand Diels Alder reaction for chemical masking and unmasking in vitro. This can be applied in complex chemical reactions and, particularly in the synthesis of biomolecules, e.g. on solid supports. The reactive components are a dienophile, particularly a trans-cyclooctene, and a diene, particularly a tetrazine.

  本发明公开了利用反电子需求 Diels Alder 反应的反应组分进行体外化学掩蔽和解除掩蔽的方法。这可用于复杂的化学反应，特别是生物大分子的合成，例如在固体支持物上的合成。反应组分是亲二烯（尤其是反式环辛烯）和二烯（尤其是四嗪）。