(9H-fluoren-9-yl)methyl (3-mercaptopropyl)carbamate | 522607-47-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (9H-fluoren-9-yl)methyl (3-mercaptopropyl)carbamate
• 英文别名: 9H-fluoren-9-ylmethyl N-(3-sulfanylpropyl)carbamate
• CAS: 522607-47-2
• 化学式: C₁₈H₁₉NO₂S
• 分子量: 313.42
• InChiKey: QCSJZONMJYMKCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  39.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (9H-fluoren-9-yl)methyl (3-mercaptopropyl)carbamate 、 β-D-葡萄糖五乙酸酯 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以54%的产率得到N-Fmoc-3'-amino-1-thio-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose
  参考文献：
  名称：

  [EN] PHOTODYNAMIC THERAPY AND DIAGNOSIS
  [FR] THÉRAPIE ET DIAGNOSTIC PHOTODYNAMIQUES

  摘要：

  本发明涉及叶绿素类似物及其药学上可接受的盐，以及包含叶绿素类似物及其药学上可接受的盐的组合物。叶绿素类似物及其药学上可接受的盐适用于光动力疗法、细胞发光疗法和光动力诊断，例如用于治疗或检测肿瘤或抗病毒治疗。本发明还涉及使用叶绿素类似物及其药学上可接受的盐制造光治疗或光诊断剂，并提供一种光动力疗法、细胞发光疗法或光动力诊断的方法，例如用于治疗或检测肿瘤或抗病毒治疗。

  公开号：

  WO2022112537A1
• 作为产物：
  描述：

  bis(N-Fmoc-3-aminopropyl) disulfide 在 三丁基膦 、 水 作用下， 以 氯仿 为溶剂， 反应 0.75h， 生成 (9H-fluoren-9-yl)methyl (3-mercaptopropyl)carbamate
  参考文献：
  名称：

  Synthesis, in vitro screening and in vivo evaluation of cyclic RGD analogs cyclized through oxorhenium and oxotechnetium coordination

  摘要：

  A library of RGD tripeptide analogs cyclized through oxorhenium coordination by an NS2/S chelation motif was synthesized. Screening towards integrins alpha V beta 3, alpha llb beta 3 and alpha V beta 5 led to the identification of 6 oxorhenium complexes that bind to integrin alpha V beta 3 in the submicromolar range. In vivo evaluation of five of the corresponding oxotechnetium complexes using nude mice bearing a U87MG human tumor xenograft showed a significant and specific accumulation of radioactivity inside the tumor. The best results in vivo were obtained with complexes Tc-16 and Tc-50 that displayed a higher tumor accumulation and a lower distribution in other tissues relative to a reference cyclopentapeptide tracer. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.032

文献信息

• [EN] PHOTODYNAMIC THERAPY AND DIAGNOSIS<br/>[FR] THÉRAPIE ET DIAGNOSTIC PHOTODYNAMIQUES
  申请人：RMW CHO GROUP LTD

  公开号：WO2022112537A1

  公开（公告）日：2022-06-02

  The present invention relates to phyllochlorin analogues and their pharmaceutically acceptable salts, and compositions comprising phyllochlorin analogues and their pharmaceutically acceptable salts. Phyllochlorin analogues and pharmaceutically acceptable salts thereof are suitable for use in photodynamic therapy, cytoluminescent therapy and photodynamic diagnosis, for example, for treating or detecting a tumour, or for antiviral treatment. The present invention also relates to the use of phyllochlorin analogues and pharmaceutically acceptable salts thereof in the manufacture of a phototherapeutic or photodiagnostic agent, and to a method of photodynamic therapy, cytoluminescent therapy or photodynamic diagnosis, for example, for treating or detecting a tumour, or for antiviral treatment.

  本发明涉及叶绿素类似物及其药学上可接受的盐，以及包含叶绿素类似物及其药学上可接受的盐的组合物。叶绿素类似物及其药学上可接受的盐适用于光动力疗法、细胞发光疗法和光动力诊断，例如用于治疗或检测肿瘤或抗病毒治疗。本发明还涉及使用叶绿素类似物及其药学上可接受的盐制造光治疗或光诊断剂，并提供一种光动力疗法、细胞发光疗法或光动力诊断的方法，例如用于治疗或检测肿瘤或抗病毒治疗。
• Molecular Design of Cyclic Peptides with Cell Membrane Permeability and Development of MDMX-p53 Inhibitor
  作者：Mai Mizuno-Kaneko、Ichihiko Hashimoto、Kenta Miyahara、Masahiro Kochi、Noriyuki Ohashi、Kyosuke Tsumura、Koo Suzuki、Takashi Tamura

  DOI：10.1021/acsmedchemlett.3c00102

  日期：2023.9.14

  Cyclic peptides have been expected to be one of the modalities of intracellular protein–protein interaction (PPI) inhibitors, but they are generally known to have low cell membrane permeability. In this study, we focused on the conformation of cyclic peptides in the cell membrane to determine the requirement for their cell membrane permeability through passive diffusion. Utilizing the requirement,

  环肽被认为是细胞内蛋白质-蛋白质相互作用（PPI）抑制剂的一种形式，但众所周知，它们的细胞膜通透性较低。在本研究中，我们重点关注细胞膜中环肽的构象，以确定其通过被动扩散对细胞膜渗透性的要求。利用这一要求，我们通过计算化学寻找对MDMX具有高亲和力的结构，并获得了环肽19 （ P app = 0.80 × 10 –6 cm s –1 ，IC 50 = 0.07 μM）。
• Synthesis, in vitro screening and in vivo evaluation of cyclic RGD analogs cyclized through oxorhenium and oxotechnetium coordination
  作者：Marie Aufort、Marta Gonera、Marie-Anne Lelait、Bertrand Czarny、Loïc Le Clainche、Robert Thaï、Amandine Landra、Mathias Ruinart de Brimont、Christophe Dugave

  DOI：10.1016/j.ejmech.2011.02.032

  日期：2011.5

  A library of RGD tripeptide analogs cyclized through oxorhenium coordination by an NS2/S chelation motif was synthesized. Screening towards integrins alpha V beta 3, alpha llb beta 3 and alpha V beta 5 led to the identification of 6 oxorhenium complexes that bind to integrin alpha V beta 3 in the submicromolar range. In vivo evaluation of five of the corresponding oxotechnetium complexes using nude mice bearing a U87MG human tumor xenograft showed a significant and specific accumulation of radioactivity inside the tumor. The best results in vivo were obtained with complexes Tc-16 and Tc-50 that displayed a higher tumor accumulation and a lower distribution in other tissues relative to a reference cyclopentapeptide tracer. (C) 2011 Elsevier Masson SAS. All rights reserved.