Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(2-difluoromethyl-4-nitro-phenoxy)-tetrahydro-pyran-4-yl ester | 361385-16-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(2-difluoromethyl-4-nitro-phenoxy)-tetrahydro-pyran-4-yl ester
• CAS: 361385-16-2
• 化学式: C₂₁H₂₄F₂N₂O₁₁
• 分子量: 518.425
• InChiKey: OXZOJTHZJAYMCS-DRJBRKBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  36.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  169.6
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(2-difluoromethyl-4-nitro-phenoxy)-tetrahydro-pyran-4-yl ester 在 palladium on activated charcoal 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  A mechanism-based affinity-labeling agent for possible use in isolating N-acetylglucosaminidase

  摘要：

  We have prepared several mechanism-based affinity-labeling agents for possible use in isolating N-acetylglucosaminidase, in which an N-acetylglucosamine is linked to an o-monofluoro- or difluoro-methyl phenoxy glycoside with or without a cleavable disulfide group in the tether to biotin. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00300-6
• 作为产物：
  描述：

  5-硝基水杨醛 在 sodium hydroxide 、 四丁基溴化铵 、 4,4'-二氨基二苯乙烯-2,2'-二磺酸 作用下， 以 二氯甲烷 为溶剂， 生成 Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(2-difluoromethyl-4-nitro-phenoxy)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  A mechanism-based affinity-labeling agent for possible use in isolating N-acetylglucosaminidase

  摘要：

  We have prepared several mechanism-based affinity-labeling agents for possible use in isolating N-acetylglucosaminidase, in which an N-acetylglucosamine is linked to an o-monofluoro- or difluoro-methyl phenoxy glycoside with or without a cleavable disulfide group in the tether to biotin. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00300-6

文献信息

• INTRACELLULAR SUBSTANCE TRANSPORT SYSTEM AND USE THEREOF
  申请人：National University Corporation Hokkaido University

  公开号：US20200138973A1

  公开（公告）日：2020-05-07

  The present invention pertains to a complex including nanoparticles and, carried on the surface of the nanoparticles, a lysosomal enzyme inhibitor or kinase inhibitor shown by general formula (A) and a phospholipid mimetic substance shown by general formula (B). In general formula (A), n1 is an integer of 2-30, n2 is an integer of 2-30, the -S- terminal is a nanoparticle-carrying site, and R10 is a suicide substrate site or a kinase inhibition site. In general formula (B), n3 is an integer in the range of 2-30, and the -S- terminal is a nanoparticle-carrying site. The present invention provides a versatile system capable of efficiently delivering a drug to endolysosomes and allowing the drug to function at a low concentration on lysosomal enzymes, and an anticancer agent in which this system is used.

  本发明涉及一种包括纳米粒子的复合物，所述纳米粒子表面携带有一种由通用式（A）显示的溶酶体酶抑制剂或激酶抑制剂以及一种由通用式（B）显示的磷脂类拟物物质。 在通用式（A）中，n1是2-30的整数，n2是2-30的整数，-S-端是纳米粒子携带位点，R10是自杀底物位点或激酶抑制位点。在通用式（B）中，n3是2-30范围内的整数，-S-端是纳米粒子携带位点。本发明提供了一种多功能系统，能够有效地将药物传递至内溶酶体，并使药物在低浓度下对溶酶体酶起作用，以及使用该系统的抗癌剂。