(±)-carbonic acid tert-butyl ester 2-formyl-2,5,7,8-tetramethylchroman-6-yl ester | 1621471-08-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (±)-carbonic acid tert-butyl ester 2-formyl-2,5,7,8-tetramethylchroman-6-yl ester
• 英文别名: tert-butyl 2-formyl-2,5,7,8-tetramethylchroman-6-yl carbonate；Tert-butyl (2-formyl-2,5,7,8-tetramethyl-3,4-dihydrochromen-6-yl) carbonate
• CAS: 1621471-08-6
• 化学式: C₁₉H₂₆O₅
• 分子量: 334.412
• InChiKey: IHMYBBVMROLNBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (±)-carbonic acid tert-butyl ester 2-formyl-2,5,7,8-tetramethylchroman-6-yl ester 生成 tert-butyl 2-(4-hydroxybut-1-enyl)-2,5,7,8-tetramethylchroman-6-yl carbonate
  参考文献：
  名称：

  Nitroalkene Trolox Derivatives and Methods of Use Thereof In The Treatment And Prevention of Inflammation Related Conditions

  摘要：

  本发明涉及一类抗炎、抗氧化的硝基烯烃化合物，用于生物或生物化学应用中减少氧化应激或损伤。本文描述的硝基烯烃化合物进一步避免了目前在该领域存在的不利代谢过程。

  公开号：

  US20180057475A1
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 (±)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carbaldehyde 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以76%的产率得到(±)-carbonic acid tert-butyl ester 2-formyl-2,5,7,8-tetramethylchroman-6-yl ester
  参考文献：
  名称：

  Optimization of troglitazone derivatives as potent anti-proliferative agents: Towards more active and less toxic compounds

  摘要：

  Δ2-Troglitazone derivatives were shown to exhibit anti-proliferative activity in a PPARγ-independent manner. We prepared various compounds in order to increase their potency and decrease their toxicity towards non-malignant primary cultured hepatocytes. Many compounds induced viabilities less than 20% at 10 μM on various cancer cell lines. Furthermore, five of them showed hepatocyte viability of 80% or more at 200 μM. In addition, compounds 17 and 18 exhibited promising maximum tolerated doses on a murine model, enabling future investigations.

  DOI：

  10.1016/j.ejmech.2014.06.015

文献信息

• A Focused Library of NO‐Donor Compounds with Potent Antiproliferative Activity Based on Green Multicomponent Reactions
  作者：Mariana Ingold、Lucía Colella、Paola Hernández、Carlos Batthyány、David Tejedor、Adrián Puerta、Fernando García‐Tellado、José M. Padrón、Williams Porcal、Gloria. V. López

  DOI：10.1002/cmdc.201900385

  日期：2019.9.18

  using green multicomponent reactions followed by antiproliferative activity and structure-activity relationship studies, is described. A second-generation focused library of nitric oxide-releasing compounds was prepared by microwave-assisted Passerini and Ugi reactions. Nearly all compounds displayed potent antiproliferative activities against a panel of human solid tumor cell lines, with 1-phenyl-1

  癌症是全球第二大死亡原因。本文中，描述了一种策略，该方法使用绿色多组分反应随后进行抗增殖活性和构效关系研究来快速有效地鉴定出新的先导化合物以开发抗癌药。通过微波辅助的Passerini和Ugi反应制备了第二代聚焦型一氧化氮释放库。几乎所有化合物都与1-苯基-1-[（叔丁基氨基）羰基]甲基3-[（3-苯基磺酰基-[1,2,5]恶二唑- （4-k N2-氧化物）氧基]苯甲酸酯和N- [1-（叔丁基氨基羰基）-1-苯基甲基] -N-（4-甲基苯基）-3-（3-苯基磺酰基-[1,2 ，5]恶二唑-4-基N 2-氧化物）氧基苯基羧酰胺（6 d）对SW1573肺细胞系（GI50 = 110和21 nm）表现出最强的活性，选择性指数分别为70和470。初步的机理研究表明，NO释放与抗增殖活性之间存在关系。我们的策略允许快速鉴定至少两种分子作为开发有效抗肿瘤药物的未来候选药物。
• US9994541B2
  申请人：——

  公开号：US9994541B2

  公开（公告）日：2018-06-12
• [EN] NITROALKENE TROLOX DERIVATIVES AND METHODS OF USE THEREOF IN THE TREATMENT AND PREVENTION OF INFLAMMATION RELATED CONDITIONS<br/>[FR] DÉRIVÉS DE NITROALCÈNE TROLOX ET LEURS MÉTHODES D'UTILISATION DANS LE TRAITEMENT ET LA PRÉVENTION D'ÉTATS ASSOCIÉS À UNE INFLAMMATION
  申请人：INST PASTEUR DE MONTEVIDEO

  公开号：WO2018037279A1

  公开（公告）日：2018-03-01

  The present invention is directed to a class of anti-inflammatory, antioxidant nitroalkene compounds used in biological or biochemical applications to reduce oxidative stress or damage. The nitroalkene compounds described herein further avoid disadvantageous metabolism currently present in this field.