3-异丙基-1,3-噻唑烷-2,4-二酮 | 39137-26-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 3-异丙基-1,3-噻唑烷-2,4-二酮
• 英文名称: 3-isopropylthiazolidine-2,4-dione
• 英文别名: 3-propan-2-yl-1,3-thiazolidine-2,4-dione
• CAS: 39137-26-3
• 化学式: C₆H₉NO₂S
• mdl: MFCD17010961
• 分子量: 159.209
• InChiKey: CUGWAHWCGMTXGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.72
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-异丙基-1,3-噻唑烷-2,4-二酮 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 2-((3-isopropyl-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl cyclopropanecarboxylate
  参考文献：
  名称：

  Discovery of Potent and Selective CB2 Agonists Utilizing a Function-Based Computational Screening Protocol

  摘要：

  DOI：

  10.1021/acschemneuro.3c00580
• 作为产物：
  描述：

  1,3-thiazolidine-2,4-dione potassium salt 、 alkaline earth salt of/the/ methylsulfuric acid 以 N,N-二甲基甲酰胺 为溶剂， 以75%的产率得到3-异丙基-1,3-噻唑烷-2,4-二酮
  参考文献：
  名称：

  Thiazolidinone–Peptide Hybrids as Dengue Virus Protease Inhibitors with Antiviral Activity in Cell Culture

  摘要：

  The protease of dengue virus is a promising target for antiviral drug discovery. We here report a new generation of peptide hybrid inhibitors of dengue protease that incorporate N-substituted 5-arylidenethiazolidinone heterocycles (rhodanines and thiazolidinediones) as N-terminal capping groups of the peptide moiety. The compounds were extensively characterized with respect to inhibition of various proteases, inhibition mechanisms, membrane permeability, antiviral activity, and cytotoxicity in cell culture. A sulfur/oxygen exchange in position 2 of the capping heterocycle (thiazolidinedione-capped vs rhodanine-capped peptide hybrids) has a significant effect on these properties and activities. The most promising in vitro affinities were observed for thiazolidinedione-based peptide hybrids containing hydrophobic groups with K-i values between 1.5 and 1.8 mu M and competitive inhibition mechanisms. Rhodanine-capped peptide hybrids with hydrophobic substituents have, in correlation with their membrane permeability, a more pronounced antiviral activity in cell culture than the thiazolidinediones.

  DOI：

  10.1021/jm400828u

文献信息

• UBIQUITIN-SPECIFIC-PROCESSING PROTEASE 7 (USP7) MODULATORS AND USES THEREOF
  申请人：FLX Bio, Inc.

  公开号：US20190142834A1

  公开（公告）日：2019-05-16

  Disclosed herein, inter alia, compounds and methods of use thereof for the modulation of USP7 activity.

  本公开内容包括，但不限于，化合物及其使用方法，用于调节USP7活性。
• Dual inhibitors of the dengue and West Nile virus NS2B–NS3 proteases: Synthesis, biological evaluation and docking studies of novel peptide-hybrids
  作者：Allan Bastos Lima、Mira A.M. Behnam、Yasmin El Sherif、Christoph Nitsche、Sergio M. Vechi、Christian D. Klein

  DOI：10.1016/j.bmc.2015.07.012

  日期：2015.9

  Dengue virus (DENV) and West Nile virus (WNV) are mosquito-borne arboviruses responsible for causing acute systemic diseases and severe health conditions in humans. The discovery of therapies capable to prevent infections or treat infected individuals remains an important challenge, since no vaccine or specific efficient treatment could be developed so far. In this context, we present herein the synthesis

  登革热病毒（DENV）和西尼罗河病毒（WNV）是蚊子传播的虫媒病毒，负责引起人类的急性系统性疾病和严重的健康状况。由于迄今为止尚未开发出疫苗或特定的有效疗法，因此发现能够预防感染或治疗受感染个体的疗法仍然是一项重要的挑战。在此背景下，我们在此介绍基于含有非极性基团的2,4-噻唑烷二酮骨架的新型肽杂交体的合成，表征，生物学评估和对接研究。最有前途的化合物的IC 500.75μM的抗WNV蛋白酶活性，与我们先前报道的化合物相比，活性提高了70倍。实验结果和对接研究与以下假设一致：支架中的非极性基团对于获得抑制剂与DENV和WNV NS2B–NS3丝氨酸蛋白酶的底物识别区域中的疏水口袋之间的相互作用很重要。
• [EN] FUSED 1,3-AZOLE DERIVATIVES USEFUL FOR THE TREATMENT OF PROLIFERATIVE DISEASES<br/>[FR] DÉRIVÉS FUSIONNÉS DE 1,3-AZOLE UTILES POUR LE TRAITEMENT DE MALADIES PROLIFÉRATIVES
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2016094688A1

  公开（公告）日：2016-06-16

  The present disclosure provides compounds of Formula (I-a), Formula (I), and Formula (II),. The compounds described herein may be Myc modulators (e.g., Myc inhibitors) and may be useful in treating in a subject in need thereof diseases associated with Myc and proliferative diseases (e.g., cancer). Also provided in the present disclosure are pharmaceutical compositions, kits, methods, and uses including a compound described herein. (Formulae (I-a), (I), (II))

  本公开提供了式(I-a)、式(I)和式(II)的化合物。本文描述的化合物可能是Myc调节剂（例如，Myc抑制剂），并且可能在治疗与Myc和增殖性疾病（例如癌症）相关的患者中有用。本公开还提供了包括本文描述的化合物的药物组合物、试剂盒、方法和用途。（式(I-a)、(I)、(II)）
• MYC MODULATORS AND USES THEREOF
  申请人：Massachusetts Institute of Technology

  公开号：US20160168165A1

  公开（公告）日：2016-06-16

  The present disclosure provides compounds of Formula (I-a), Formula (I), and Formula (II). The compounds described herein may be Myc modulators (e.g., Myc inhibitors) and may be useful in treating in a subject in need thereof diseases associated with Myc and proliferative diseases (e.g., cancer). Also provided in the present disclosure are pharmaceutical compositions, kits, methods, and uses including a compound described herein.

  本公开提供式(I-a)、式(I)和式(II)的化合物。本文所描述的化合物可能是Myc调节剂（例如Myc抑制剂），并且可能有用于治疗与Myc和增殖性疾病（例如癌症）相关的患者。本公开还提供了包括所述化合物的药物组合物、试剂盒、方法和用途。
• 苯亚甲基噻唑烷二酮类衍生物及其制备方法和应用
  申请人：湖州师范学院

  公开号：CN114890963B

  公开（公告）日：2023-05-05

  本发明公开了一种苯亚甲基噻唑烷二酮类衍生物及其制备方法和应用，实验表明，苯亚甲基噻唑烷二酮类衍生物或其药学上可接受的盐或水合物对CB2受体表现出较高的钙流激动或拮抗活性及较好的选择性，可用于制备CB2受体的特异性激动剂或反向激动剂等，具有较好的药物开发前景。