十一烷-2,4-二酮 | 25826-10-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 十一烷-2,4-二酮
• 英文名称: 2,4-undecanedione
• 英文别名: Undecane-2,4-dione
• CAS: 25826-10-2
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.279
• InChiKey: PZMFITAWSPYPDV-UHFFFAOYSA-N

物化性质

• 熔点：
  26 °C
• 沸点：
  276 °C
• 密度：
  0.8741 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  十一烷-2,4-二酮 在 ammonium cerium(IV) nitrate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以88%的产率得到辛酸
  参考文献：
  名称：

  β-二酮和β-酮​​酸酯轻度转化为羧酸

  摘要：

  描述了在CAN 3 CN中使用CAN将β-酮酸酯和β-二酮转化为羧酸的温和方案。该方法与许多官能团相容，并且可以在室温下在中性条件下生成羧酸。该反应快速且通用，为常用的丙二酸酯制备提供了另一种方法。初步的机理研究表明，β-二羰基烯醇形式的初始氧化可引发反应。硝酸盐作为氧化剂的配体或添加剂的存在对于反应成功至关重要。

  DOI：

  10.1021/jo0602975
• 作为产物：
  描述：

  1-硝基庚烷 在 aluminum oxide 、 potassium permanganate 、 silica gel 、 cesium fluoride 作用下， 以 乙醇 、 苯 为溶剂， 反应 11.0h， 生成 十一烷-2,4-二酮
  参考文献：
  名称：

  Clark, James H.; Cork, David G.; Gibbs, Hugh W., Journal of the Chemical Society. Perkin transactions I, 1983, p. 2253 - 2258

  摘要：

  DOI：

文献信息

• Design and synthesis of analogues of ionomycin
  作者：Thomas Q. Hu、Larry Weller

  DOI：10.1139/v94-187

  日期：1994.6.1

  Based on the analysis of the crystal structure of the Ca²⁺ salt of ionomycin and the chemical and physical data on ionomycin, a number of ionomycin analogues have been synthesized to study the structural features affecting the Ca²⁺ binding and transport. Compounds 2, 3, and 4 were synthesized to study the effect of additional intramolecular oxygen coordination sites on Ca²⁺ transport. Compounds 5a–5d were prepared to study the effect of lipid solubility on Ca²⁺ binding and transport. Compounds 6a–6c were prepared to study the effect of the distance between the β-diketone and the carboxyl group on Ca²⁺ transport. A general synthetic route to these compounds has been developed. The key reactions in this route are the consecutive regioselective alkylations of the dianion of 2,4-pentanedione with the appropriate bromides.[Formula: see text]

  根据对离子霉素（ionomycin）的Ca²⁺盐的晶体结构分析以及对离子霉素的化学和物理数据，合成了许多离子霉素类似物以研究影响Ca²⁺结合和传输的结构特征。化合物2、3和4被合成用于研究额外的分子内氧配位位点对Ca²⁺传输的影响。化合物5a–5d被制备用于研究脂溶性对Ca²⁺结合和传输的影响。化合物6a–6c被制备用于研究β-二酮和羧基之间距离对Ca²⁺传输的影响。已经开发了这些化合物的一般合成路线。该路线中的关键反应是对2,4-戊二酮的二阴离子进行连续的区域选择性烷基化反应，使用适当的溴化物。
• [EN] CARBOCYCLIC PROLINAMIDE DERIVATIVES<br/>[FR] DÉRIVÉS DE PROLINAMIDE CARBOCYCLIQUES
  申请人：INCEPTION 4 INC

  公开号：WO2017222914A1

  公开（公告）日：2017-12-28

  This invention is directed to novel carbocyclic prolinamide derivatives of Formula (I), and pharmaceutically acceptable salts, solvates, solvates of the salt and prodrugs thereof, useful in the prevention (e.g., delaying the onset of or reducing the risk of developing) and treatment (e.g., controlling, alleviating, or slowing the progression of) of age-related macular degeneration (AMD) and related diseases of the eye. These diseases include dry-AMD, wet-AMD, geographic atrophy, diabetic retinopathy, retinopathy of prematurity, polypoidal choroidal vasculopathy, and degeneration of retinal or photoreceptor cells. The invention disclosed herein is further directed to methods of prevention, slowing the progress of, and treatment of dry-AMD, wet-AMD, and geographic atrophy, diabetic retinopathy, retinopathy of prematurity, polypoidal choroidal vasculopathy, and degeneration of retinal or photoreceptor cells, comprising: administration of a therapeutically effective amount of compound of the invention. The compounds of the invention are inhibitors of HTRA1. Thus, the compounds of the invention are useful in the prevention and treatment of a wide range of diseases mediated (in whole or in part) by HTRA1. The compounds of the invention are also useful for inhibiting HTRA1 protease activity in an eye or locus of an arthritis or related condition.

  这项发明涉及一种新型的Formula (I)的碳环脯氨酰胺衍生物，以及在预防（例如，延缓或降低发展风险）和治疗（例如，控制、缓解或减缓进展）与眼睛相关的年龄相关性黄斑变性（AMD）和相关疾病方面有用的药用盐、溶剂化合物、盐的溶剂化合物和前药。这些疾病包括干性AMD、湿性AMD、地理性萎缩、糖尿病视网膜病变、早产儿视网膜病变、多发性脉络膜脉络膜病变以及视网膜或光感受器细胞的退化。本公开的发明还涉及预防、减缓进展和治疗干性AMD、湿性AMD和地理性萎缩、糖尿病视网膜病变、早产儿视网膜病变、多发性脉络膜脉络膜病变以及视网膜或光感受器细胞的方法，包括：给予所述发明的化合物的治疗有效量。本发明的化合物是HTRA1的抑制剂。因此，本发明的化合物在预防和治疗通过HTRA1（全部或部分）介导的广泛疾病方面有用。本发明的化合物还可用于抑制眼睛或关节炎或相关疾病部位的HTRA1蛋白酶活性。
• [EN] GEM-DISUBSTITUTED AND SPIROCYCLIC AMINO PYRIDINES/PYRIMIDINES AS CELL CYCLE INHIBITORS<br/>[FR] PYRIDINES/PYRIMIDINES AMINO SPIROCYCLIQUES ET DISUBSTITUÉES PAR GEM EN TANT QU'INHIBITEURS DE CYCLE CELLULAIRE
  申请人：AMGEN INC

  公开号：WO2009126584A1

  公开（公告）日：2009-10-15

  Compounds, pharmaceutical compositions and methods are provided that are useful in the treatment of CDK4-mediated disorders, such as cancer. The subject compounds are gem-disubstituted or spirocyclic pyridine, pyrimidine and triazine derivatives.

  提供了一些化合物、药物组合物和方法，这些化合物、药物组合物和方法可用于治疗CDK4介导的疾病，如癌症。所述化合物是 gem-二取代或螺环的吡啶、嘧啶和三嗪衍生物。
• Divergent synthesis of 1,3- and 1,4-diketones from β-methoxy-γ-phenylthio ketones accessible through novel phenylthio migration reaction
  作者：Tsuneo Sato、Masami Inoue、Satoru Kobara、Junzo Otera、Hitosi Nozaki

  DOI：10.1016/s0040-4039(01)80331-2

  日期：——

  Both 1,3- and 1,4-diketones are obtained from common precursors, β-methoxy-γ-phenylthio ketones. These compounds are derived through the novel phenylthio migration reaction of the aldehyde adducts with methoxy(phenylthio)-methane upon exposure to enol silyl ethers. The compounds thus obtained are converted into 1,3- and 1,4-diketones.

  1,3-和1,4-二酮均得自常见的前体β-甲氧基-γ-苯硫基酮。这些化合物通过醛加成物与甲氧基（苯硫基）-甲烷接触烯醇甲硅烷基醚后的新型苯硫基迁移反应而衍生。由此获得的化合物被转化为1，3-和1，4-二酮。
• Degradative Pathway of 2-Deceno-<i>δ</i>-lactone by the Lactone-producing Fungus,<i>Fusarium solani</i>
  作者：Hiroshi Nago、Miwako Matsumoto、Syuryo Nakai

  DOI：10.1271/bbb.57.2111

  日期：1993.1

  The degradative pathway of 5-alkanolides (alkano-δ-lactones) and 2-deceno-δ-lactone (massoialactone) by Fusarium solani PM-1, a massoialactone-producing fungus, was investigated. (±)-Alkano-δ-lactones were shown to be degraded first to a one-carbon-atom-less methyl ketone, 4-hydroxy-2-alkanones, after hydroxylation. The 4-hydroxy-2-alkanones were then converted to 2,4-alkanediones or to 2,4-alkanediols, and are suggested to be successively degraded by modified β-oxidation. (R)-Massoialactone, the main compound in the volatiles produced by the strain, was first saturated to (R)-decano-δ-lactone, and then this saturated lactone was degraded in the same way. These observations lead to a conceptional cycle of acetate moieties throughout the production and degradation of the secondary metabolites.

  研究了产生大豆内酯的真菌 Fusarium solani PM-1 降解 5-烷醇内酯（烷-δ-内酯）和 2-癸烯-δ-内酯（大豆内酯）的途径。研究表明，(±)-烷-δ-内酯经羟基化后首先降解为无一碳原子的甲基酮，即 4-羟基-2-烷酮。然后，4-羟基-2-烷酮被转化为 2,4-烷二酮或 2,4-烷二醇，并被认为通过改良的 β-氧化作用连续降解。(R)-马索内酯是该菌株产生的挥发性物质中的主要化合物，首先被饱和成(R)-癸内酯，然后这种饱和内酯以同样的方式被降解。这些观察结果表明，在次生代谢物的整个生产和降解过程中，醋酸酯分子在概念上是一个循环。