ethyl 3-bromo-2-oxohexanoate | 39005-44-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3-bromo-2-oxohexanoate
• 英文别名: 3-Brom-2-oxohexansaeureaethylester；ethyl β-propyl-bromopyruvate；3-bromo-2-oxo-hexanoic acid ethyl ester
• CAS: 39005-44-2
• 化学式: C₈H₁₃BrO₃
• 分子量: 237.093
• InChiKey: OVRHKBKPUIMFNZ-UHFFFAOYSA-N

物化性质

• 沸点：
  251.0±23.0 °C(Predicted)
• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-bromo-2-oxohexanoate 在 sodium tetrahydroborate 、 邻苯二甲酸二甲酯 、 potassium carbonate 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 水 、 丙酮 为溶剂， 生成 ethyl 2,2-dimethyl-5-propyl-1,3-dioxolane-4-carboxylate
  参考文献：
  名称：

  Novel synthesis of 4-chloro-3-hydroxy-2-pyrone by the reaction of acetonide protected 4,5-dihydroxy-2-chloroglycidic ester with magnesium chloride

  摘要：

  Treatment of acetonide protected 4,5-dihydroxy-2-chloroglycidic ester with magnesium chloride gave 4-chloro-3-hydroxy2-pyrone in excellent to good yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.101
• 作为产物：
  描述：

  2-Chlor-2,3-epoxy-capronsaeureaethylester 在 magnesium bromide 作用下， 以 乙醚 为溶剂， 生成 ethyl 3-bromo-2-oxohexanoate
  参考文献：
  名称：

  Novel synthesis of 4-chloro-3-hydroxy-2-pyrone by the reaction of acetonide protected 4,5-dihydroxy-2-chloroglycidic ester with magnesium chloride

  摘要：

  Treatment of acetonide protected 4,5-dihydroxy-2-chloroglycidic ester with magnesium chloride gave 4-chloro-3-hydroxy2-pyrone in excellent to good yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.101

文献信息

• [EN] DEOXYCYTIDINE KINASE BINDING COMPOUNDS<br/>[FR] COMPOSÉS DE LIAISON À LA DÉSOXYCYTIDINE KINASE
  申请人：UNIV CALIFORNIA

  公开号：WO2012122368A1

  公开（公告）日：2012-09-13

  The invention provides compounds that bind to deoxycytidine kinase (dCK) and compositions including pharmaceutically acceptable compositions containing the compounds. The compounds are useful in treating diseases and disorders where dCK activity is implicated such as cancer and immune disorders. The compounds also find use in clinical methodologies including positron emission tomography (PET) imaging.

  本发明提供了与脱氧胞苷激酶（dCK）结合的化合物以及包含药学上可接受的组合物，其中含有这些化合物。这些化合物在治疗涉及dCK活性的疾病和障碍，如癌症和免疫障碍方面具有用途。这些化合物还适用于包括正电子发射断层扫描（PET）成像在内的临床方法。
• Discovery and mechanistic study of thiazole-4-acylsulfonamide derivatives as potent and orally active ChemR23 inhibitors with a long-acting effect in cynomolgus monkeys
  作者：Takamichi Imaizumi、Shigeki Otsubo、Michihiro Maemoto、Atsuko Kobayashi、Masato Komai、Hidenori Takada、Yumi Sakaida、Nobumasa Otsubo

  DOI：10.1016/j.bmc.2021.116587

  日期：2022.2

  2-aminobenzoxazole-based ChemR23 inhibitors. This report also shows the synthesis and evaluation of fluorescein-labeled compound 45c for a mechanistic study, and we could confirm the direct binding of our thiazole derivative to ChemR23. We believe that our research on small molecule ChemR23 inhibitors and chemical probe will contribute to the elucidation and analysis of the functions of ChemR23 as well as identifying

  浆细胞样树突状细胞 (pDC) 是树突状细胞的一个子集，可分泌大量 I 型干扰素。ChemR23 是一种在 pDC 表面表达的 G 蛋白偶联受体 (GPCR)，通过趋化性信号传导有助于将 pDC 募集到炎症组织，因此被认为是治疗自身免疫性疾病的有吸引力的靶点。我们之前报道了可以通过受体内化抑制 ChemR23 信号传导的基于苯并恶唑的化合物。尽管这些化合物在口服给药后在食蟹猴的 pDC 上显示出 ChemR23 内化，但临床候选者需要进一步改善药代动力学特征，因此我们尝试从苯并恶唑核心结构中进行支架跳跃，从而产生新的噻唑衍生物。在本报告中，设计、合成、描述了新的基于噻唑的 ChemR23 抑制剂的生物学评价。通过关于 (i) 侧链的顺序结构-活性关系研究N-酰基磺酰胺部分，(ii) 噻唑环的 5 位，和 (iii) 1,2,4-oxadiazol-5-one 部分，我们成功地找到了一种有效的噻唑基
• The nonadrides. Part VI. Dimerisation of the C9 unit in vivo and in vitro
  作者：R. K. Huff、C. E. Moppett、J. K. Sutherland

  DOI：10.1039/p19720002584

  日期：——

  anhydride (4) has been synthesised and shown to act as an efficient (55% incorporation) precursor of the cyclononadienes, glauconic and glaucanic acids, in Penicillium purpurogenum. Base-catalysed dimerisation of compound (4) yields 5% of an epimer of glaucanic acid.

  已合成了丁-1-烯基（甲基）马来酸酐（4），在紫青霉菌中可作为环壬二烯，葡糖醛酸和葡聚糖酸的有效前体（掺入量为55％）。化合物（4）的碱催化的二聚反应产生了5％的葡糖二酸的差向异构体。
• Heteroaryl substituted fused bicyclic heteroaryl compound as GABAA receptor ligands
  申请人：——

  公开号：US20030207885A1

  公开（公告）日：2003-11-06

  This invention relates to heteroaryl substituted fused bicyclic heteroaryl compounds, such as heteroaryl substituted imidazopyridines, imidazopyrazines, imidazopyridizines, imidazopyrimidines, and imidazothiazoles, which may be described by Formula I or Formula II: 1 The invention is particularly related to such compounds that bind with high selectivity and high affinity to the benzodiazepine site of GABA A receptors. This invention also relates to pharmaceutical compositions comprising such compounds and to the use of such compounds in treatment of certain central nervous system (CNS) diseases. Processes for preparing compounds of Formula I and Formula II are disclosed. This invention also relates to the use of benzimidazoles, pyridylimidazoles and related bicyclic heteroaryl compounds of Formula I or Formula II in combination with one or more other CNS agents to potentiate the effects of the other CNS agents. Additionally this invention relates to the use such compounds as probes for the localization of GABA A receptors in tissue sections.

  本发明涉及杂环取代的融合双环杂环化合物，例如杂环取代的咪唑吡啶、咪唑吡嗪、咪唑吡二嗪、咪唑嘧啶和咪唑噻唑，可以用公式I或公式II描述：1本发明特别涉及与GABAA受体的苯二氮卓位点高选择性和高亲和力结合的这些化合物。本发明还涉及包含这些化合物的制药组合物以及使用这些化合物治疗某些中枢神经系统（CNS）疾病的用途。公开了制备公式I和公式II化合物的方法。本发明还涉及使用苯并咪唑、吡啶基咪唑和相关的公式I或公式II的双环杂环化合物与一个或多个其他CNS药物结合，以增强其他CNS药物的作用。此外，本发明还涉及使用这些化合物作为探针来定位组织切片中的GABAA受体。
• Synthesis of chiral dihydrofuran compounds by thiourea derivatives-catalyzed “interrupted” Feist-Bénary reaction
  作者：Hui Chen、Ru Jiang、Qiao Feng Wang、Xiao Li Sun、Jing Luo、Sheng Yong Zhang

  DOI：10.1016/j.cclet.2009.10.012

  日期：2010.2

  study, six thiourea derivatives of cinchona alkaloids with 9-nat or 9-epi-configuration were synthesized. After characterized the structures, we adopted them to the asymmetric “interrupted” Feist-Bénary (IFB) reaction of α-haloketones with β-dicarbonyl compounds, to give optically active dihydrofurans. Various thiourea derivatives as organocatalysts were examined. The corresponding chiral hydroxyl dihydrofurans

  在这项研究中，合成了具有9-nat或9-epi构型的金鸡纳生物碱的6种硫脲衍生物。对结构进行表征后，我们将其用于α-卤代酮与β-二羰基化合物的不对称“中断”Feist-Bénary（IFB）反应，从而生成光学活性的二氢呋喃。研究了各种硫脲衍生物作为有机催化剂。以优异的产率和中等的ee获得了相应的手性羟基二氢呋喃。对于无环底物，我们获得了令人鼓舞和有希望的结果。