[2-(4-oxo-2-thioxo-thiazolidin-3-yl)-ethyl]-carbamic acid tert-butyl ester | 590363-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: [2-(4-oxo-2-thioxo-thiazolidin-3-yl)-ethyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]carbamate
• CAS: 590363-62-5
• 化学式: C₁₀H₁₆N₂O₃S₂
• 分子量: 276.381
• InChiKey: PUOSXTUKLOUPRM-UHFFFAOYSA-N

物化性质

• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [2-(4-oxo-2-thioxo-thiazolidin-3-yl)-ethyl]-carbamic acid tert-butyl ester 在 三乙胺 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 为溶剂， 反应 4.92h， 生成 3-(2-(5-(4-methoxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)ethyl)-2-thioxothiazolidin-4-one
  参考文献：
  名称：

  Prospective study directed to the synthesis of unsymmetrical linked bis-5-arylidene rhodanine derivatives via “one-pot two steps” reactions under microwave irradiation with their antitumor activity

  摘要：

  We here report on the synthesis of new unsymmetrical linked bis-5-arylidene rhodanine derivatives with stereocontrolled Z-configuration. The 6 steps synthesis was achieved and the key steps are the construction of the two 5-arylidene rhodanine moieties using an "one-pot two-steps" method under microwave dielectric heating in a closed reactor. The intermediates 6, 7 and desired unsymmetrical compounds 9 have been also evaluated for their in vitro inhibition of cell proliferation (Huh7 D12, Caco2, MDA-MB 231, HCT116, and NCI-H727 tumoral cell lines). Two of all compounds have shown potent activity against Huh7 D12, Caco2, and MDA-MB 231..

  DOI：

  10.1007/s00044-014-1186-7
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 三乙胺 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 为溶剂， 反应 15.17h， 生成 [2-(4-oxo-2-thioxo-thiazolidin-3-yl)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Prospective study directed to the synthesis of unsymmetrical linked bis-5-arylidene rhodanine derivatives via “one-pot two steps” reactions under microwave irradiation with their antitumor activity

  摘要：

  We here report on the synthesis of new unsymmetrical linked bis-5-arylidene rhodanine derivatives with stereocontrolled Z-configuration. The 6 steps synthesis was achieved and the key steps are the construction of the two 5-arylidene rhodanine moieties using an "one-pot two-steps" method under microwave dielectric heating in a closed reactor. The intermediates 6, 7 and desired unsymmetrical compounds 9 have been also evaluated for their in vitro inhibition of cell proliferation (Huh7 D12, Caco2, MDA-MB 231, HCT116, and NCI-H727 tumoral cell lines). Two of all compounds have shown potent activity against Huh7 D12, Caco2, and MDA-MB 231..

  DOI：

  10.1007/s00044-014-1186-7

文献信息

• ENGINEERED CELLS AND AGENT COMPOSITIONS FOR THERAPEUTIC AGENT DELIVERY AND TREATMENTS USING SAME
  申请人：UNIVERSITY OF WASHINGTON

  公开号：US20200276318A1

  公开（公告）日：2020-09-03

  Provided herein are engineered cells and methods for engineering cells to deliver a therapeutic agent, e.g., a small molecule, peptide or other drug, to a cell or tissue to be treated.

  本文提供了经过工程改造的细胞以及用于工程改造细胞以传递治疗剂的方法，例如小分子、肽或其他药物，以传递到待治疗的细胞或组织。
• CELL BASED METHODS AND COMPOSITIONS FOR THERAPEUTIC AGENT DELIVERY AND TREATMENTS USING SAME
  申请人：UNIVERSITY OF WASHINGTON

  公开号：US20200405881A1

  公开（公告）日：2020-12-31

  Provided herein are engineered cells and methods for engineering cells to deliver a therapeutic agent, e.g., a small molecule, peptide or other drug, to a cell or tissue to be treated.

  本文提供了经过工程改造的细胞以及用于工程改造细胞以传递治疗剂的方法，例如小分子、肽或其他药物，以治疗细胞或组织。
• Common ligand mimics: thiazolidinediones and rhodanines
  申请人：——

  公开号：US20040009526A1

  公开（公告）日：2004-01-15

  The present invention provides common ligand mimics that act as common ligands for a receptor family. The present invention also provides bi-ligands containing these common ligand mimics. Bi-ligands of the invention provide enhanced affinity and/or selectivity of ligand binding to a receptor or receptor family through the synergistic action of the common ligand mimic and specificity ligand which compose the bi-ligand. The present invention also provides combinatorial libraries containing the common ligand mimics and bi-ligands of the invention. Further, the present invention provides methods for manufacturing the common ligand mimics and bi-ligands of the invention and methods for assaying the combinatorial libraries of the invention.

  本发明提供了作为受体家族通用配体的共同配体模拟物。本发明还提供了含有这些共同配体模拟物的双配体。本发明的双配体通过共同配体模拟物和构成双配体的特异性配体的协同作用，提供了对受体或受体家族的配体结合的增强亲和力和/或选择性。本发明还提供了包含共同配体模拟物和本发明的双配体的组合库。此外，本发明提供了制造共同配体模拟物和本发明的双配体的方法，以及检测本发明的组合库的方法。
• Practical One-Pot Two-Step Protocol for the Microwave-Assisted Synthesis of Highly Functionalized Rhodanine Derivatives
  作者：Marco Radi、Lorenzo Botta、Gianni Casaluce、Martina Bernardini、Maurizio Botta

  DOI：10.1021/cc9001789

  日期：2010.1.11

  A fast and efficient protocol for the generation of substituted 5-arylidene rhodanines in a sequential one-pot two-step process combining the “Holmberg method” and the Knoevenagel condensation under microwave-assisted conditions has been developed. The final compounds 11a−k have been obtained in high yield and purity after a simple precipitation from methanol, making this procedure facile, practical

  已经开发了一种快速有效的方法，该方法在微波辅助条件下，通过“霍姆伯格法”和Knoevenagel缩合的顺序一锅式两步法生成取代的5-芳基罗丹宁。从甲醇中简单沉淀后，已以高收率和高纯度获得了最终化合物11a - k，从而使该程序简便，实用且执行迅速。
• [EN] COMMON LIGAND MIMICS: THIAZOLIDINEDIONES AND RHODANINES<br/>[FR] MIMETIQUES DE LIGANDS COMMUNS: THIAZOLIDINEDIONES ET RHODANINES
  申请人：TRIAD THERAPEUTICS INC

  公开号：WO2003072033A2

  公开（公告）日：2003-09-04

  The present invention provides common ligand mimics that act as common ligands for a receptor family. The present invention also provides bi-ligands containing these common ligand mimics. Bi-ligands of the invention provide enhanced affinity and/or selectivity of ligand binding to a receptor or receptor family through the synergistic action of the common ligand mimic and specificity ligand which compose the bi-ligand. The present invention also provides combinatorial libraries containing the common ligand mimics and bi-ligands of the invention. Further, the present invention provides methods for manufacturing the common ligand mimics and bi-ligands of the invention and methods for assaying the combinatorial libraries of the invention.