(S)-methyl 2-(tert-butoxycarbonylamino)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)propanoate | 1236031-30-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-methyl 2-(tert-butoxycarbonylamino)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)propanoate
• 英文别名: methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(2,3-dihydrobenzo-[b][1,4]dioxin-6-yl)propanoate；methyl (2S)-3-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 1236031-30-3
• 化学式: C₁₇H₂₃NO₆
• 分子量: 337.373
• InChiKey: RKQDDJUSTQPCBV-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-methyl 2-(tert-butoxycarbonylamino)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)propanoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-methyl 2-amino-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)propanoate
  参考文献：
  名称：

  A self-assembled tetrapeptide that acts as a “turn-on” fluorescent sensor for Hg2+ ion

  摘要：

  The tetrapeptide (Bz-Delta Phe(p-NPh2)-L-DOPA(protected)-L-Phe-L-Phe-OMe was designed to incorporate seven phenyl rings so that it's conformation, self-assembly and application in Hg2+ ions sensing could be studied. Peptide molecules adopted an overlapping beta-turn of type III/III conformation in crystals. The peptide showed a highly selective turn-on response towards mercuric ion over other metal ions with a 10-fold enhancement in fluorescence intensity. This intensity change coupled with the selectivity of the peptide towards mercury allowed us to demonstrate simple colorimetric dip sensing of Hg2+ ions. The technique provides a highly selective and effective way to detect He ions. The peptide also self-assembled into nanospheres with diameter ranges from 100 to 500 nm. Mercuric ion coordination enabled these peptide nanospheres to aggregate into well-defined nanoparticles. The enhanced fluorescence upon Hg2+ addition demonstrates that peptide scaffolds can be exploited in the development of different selective sensors. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2018.08.043
• 作为产物：
  描述：

  左旋多巴 在 氯化亚砜 、 碳酸氢钠 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 (S)-methyl 2-(tert-butoxycarbonylamino)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)propanoate
  参考文献：
  名称：

  A self-assembled tetrapeptide that acts as a “turn-on” fluorescent sensor for Hg2+ ion

  摘要：

  The tetrapeptide (Bz-Delta Phe(p-NPh2)-L-DOPA(protected)-L-Phe-L-Phe-OMe was designed to incorporate seven phenyl rings so that it's conformation, self-assembly and application in Hg2+ ions sensing could be studied. Peptide molecules adopted an overlapping beta-turn of type III/III conformation in crystals. The peptide showed a highly selective turn-on response towards mercuric ion over other metal ions with a 10-fold enhancement in fluorescence intensity. This intensity change coupled with the selectivity of the peptide towards mercury allowed us to demonstrate simple colorimetric dip sensing of Hg2+ ions. The technique provides a highly selective and effective way to detect He ions. The peptide also self-assembled into nanospheres with diameter ranges from 100 to 500 nm. Mercuric ion coordination enabled these peptide nanospheres to aggregate into well-defined nanoparticles. The enhanced fluorescence upon Hg2+ addition demonstrates that peptide scaffolds can be exploited in the development of different selective sensors. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2018.08.043

文献信息

• [EN] FLUOROISOQUINOLINE SUBSTITUTED THIAZOLE COMPOUNDS AND METHODS OF USE<br/>[FR] THIAZOLES SUBSTITUÉS PAR FLUOROISOQUINOLÉINE ET LEURS MÉTHODES D'APPLICATION
  申请人：AMGEN INC

  公开号：WO2010083246A1

  公开（公告）日：2010-07-22

  The invention relates to thiazole compounds of Formula (I) and compositions thereof useful for treating diseases mediated by protein kinase B (PKB) where the variables have the definitions provided herein. The invention also relates to the therapeutic use of such thiazole compounds and compositions thereof in treating disease states associated with abnormal cell growth, cancer, inflammation, and metabolic disorders.

  该发明涉及式(I)的噻唑化合物及其组合物，用于治疗由蛋白激酶B（PKB）介导的疾病，其中变量具有此处提供的定义。该发明还涉及在治疗与异常细胞生长、癌症、炎症和代谢紊乱相关的疾病状态中使用这种噻唑化合物和其组合物的治疗用途。
• FLUOROISOQUINOLINE SUBSTITUTED THIAZOLE COMPOUNDS AND METHODS OF USE
  申请人：Zeng Qingping

  公开号：US20110263647A1

  公开（公告）日：2011-10-27

  The invention relates to thiazole compounds of Formula I and compositions thereof useful for treating diseases mediated by protein kinase B (PKB) where the variables have the definitions provided herein. The invention also relates to the therapeutic use of such thiazole compounds and compositions thereof in treating disease states associated with abnormal cell growth, cancer, inflammation, and metabolic disorders.

  本发明涉及一种式I的噻唑化合物及其组合物，其在治疗由蛋白激酶B（PKB）介导的疾病方面具有用途，其中变量具有本文所提供的定义。本发明还涉及在治疗与异常细胞生长、癌症、炎症和代谢紊乱有关的疾病状态中使用此类噻唑化合物和其组合物的治疗用途。
• Design and Preparation of a Potent Series of Hydroxyethylamine Containing β-Secretase Inhibitors That Demonstrate Robust Reduction of Central β-Amyloid
  作者：Matthew M. Weiss、Toni Williamson、Safura Babu-Khan、Michael D. Bartberger、James Brown、Kui Chen、Yuan Cheng、Martin Citron、Michael D. Croghan、Thomas A. Dineen、Joel Esmay、Russell F. Graceffa、Scott S. Harried、Dean Hickman、Stephen A. Hitchcock、Daniel B. Horne、Hongbing Huang、Ronke Imbeah-Ampiah、Ted Judd、Matthew R. Kaller、Charles R. Kreiman、Daniel S. La、Vivian Li、Patricia Lopez、Steven Louie、Holger Monenschein、Thomas T. Nguyen、Lewis D. Pennington、Claire Rattan、Tisha San Miguel、E.Allen Sickmier、Robert C. Wahl、Paul H. Wen、Stephen Wood、Qiufen Xue、Bryant H. Yang、Vinod F. Patel、Wenge Zhong

  DOI：10.1021/jm300119p

  日期：2012.11.8

  A series of potent hydroxyethyl amine (HEA) derived inhibitors of beta-site APP cleaving enzyme (BACE1) was optimized to address suboptimal pharmacokinetics and poor CNS partitioning. This work identified a series of benzodioxolane analogues that possessed improved metabolic stability and increased oral bioavailability. Subsequent efforts focused on improving CNS exposure by limiting susceptibility to Pgp-mediated efflux and identified an inhibitor which demonstrated robust and sustained reduction of CNS beta-amyloid (A beta) in Sprague-Dawley rats following oral administration.
• Discovery of Novel <i>N</i>-Heterocyclic-Fused Deoxypodophyllotoxin Analogues as Tubulin Polymerization Inhibitors Targeting the Colchicine-Binding Site for Cancer Treatment
  作者：Jiafu Leng、Yongjun Zhao、Ping Sheng、Yuanzheng Xia、Tingting Chen、Shifang Zhao、Shanshan Xie、Xiangyu Yan、Xiaobing Wang、Yong Yin、Lingyi Kong

  DOI：10.1021/acs.jmedchem.2c01595

  日期：2022.12.22
• Discovery of Novel Isoquinoline Analogues as Dual Tubulin Polymerization/V-ATPase Inhibitors with Immunogenic Cell Death Induction
  作者：Jiafu Leng、Yongjun Zhao、Shifang Zhao、Shanshan Xie、Ping Sheng、Liqiao Zhu、Mengyu Zhang、Tingting Chen、Lingyi Kong、Yong Yin

  DOI：10.1021/acs.jmedchem.3c02399

  日期：2024.2.22