2.2-Dimethyl-4-hydroxy-3-pentanone | 52279-28-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2.2-Dimethyl-4-hydroxy-3-pentanone
• 英文别名: 2,2-dimethyl-4-hydroxypentan-3-one；4,4-dimethyl-2-hydroxy-3-pentanone；4-hydroxy-2,2-dimethyl-pentan-3-one；4-Hydroxy-2,2-dimethyl-pentan-3-on；Methyl-trimethylacetyl-carbinol；(α-Oxy-aethyl)-tert.-butyl-keton；4-hydroxy-2,2-dimethylpentan-3-one
• CAS: 52279-28-4
• 化学式: C₇H₁₄O₂
• 分子量: 130.187
• InChiKey: CLDPAGCOQSJLSP-UHFFFAOYSA-N

物化性质

• 沸点：
  100-101.5 °C(Press: 100 Torr)
• 密度：
  0.9483 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2.2-Dimethyl-4-hydroxy-3-pentanone 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 对甲苯磺酸 、 N,N-二甲基甲酰胺 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 48.5h， 生成 (5-tert-butyl-2-oxo-1,3-dioxol-4-yl)methyl (S)-3-hydroxy-α-methyltyrosinate
  参考文献：
  名称：

  3-Hydroxy-.alpha.-methyltyrosine progenitors, synthesis and evaluation of some (2-oxo-1,3-dioxol-4-yl)methyl esters

  摘要：

  The (5-methyl-2-oxo-1,3- dioxol -4-yl)methyl and (5-tert-butyl-2-oxo-1, 3- dioxol -4-yl)methyl esters of 3-hydroxy-alpha-methyltyrosine (methyldopa) were prepared and evaluated as progenitors of the amino acid. 1H NMR experiments reveal that the esters are converted cleanly to methyldopa and the corresponding alpha-diketone at pH 7.4, with the 5-methyl derivative undergoing hydrolysis faster than the 5-tert-butyl analogue. Bioavailability studies in dogs show that the esters, particularly the 5-methyl derivative, yield significant plasma levels of methyldopa. Both esters are orally effective antihypertensive agents in spontaneously hypertensive (SH) rats. These studies indicate that (2-oxo-1,3- dioxol -4-yl)methyl esters are viable prodrugs for the latentiation of methyldopa.

  DOI：

  10.1021/jm00372a002
• 作为产物：
  描述：

  2,2-二甲基-3-戊酮 在 正丁基锂 、 溶剂黄146 、 二异丙胺 、 锌 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.33h， 生成 2.2-Dimethyl-4-hydroxy-3-pentanone
  参考文献：
  名称：

  羰基化合物烯醇单电子转移氧化诱导的 TEMPO 普遍有效的 α-氧化反应

  摘要：

  报道了一种普遍适用的合成受保护的 α-氧化羰基化合物的方法。它基于将容易生成的烯醇化物单电子转移氧化为相应的 α-羰基自由基。与稳定的自由基 TEMPO 结合以中等至优异的产率提供 α-(哌啶基氧基) 酮、酯、酰胺、酸或腈。烯醇化物聚集体显着影响氧化反应的结果。对竞争反应进行了分析，并提出了将其最小化的条件。产物的化学选择性还原导致 N-O 键裂解为 α-羟基羰基化合物或羰基官能团还原为单保护的 1,2-二醇或 O-保护的氨基醇。

  DOI：

  10.1002/ejoc.201200736

文献信息

• Prodrugs of imidazole carboxylic acids as angiotensin II receptor
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US05310929A1

  公开（公告）日：1994-05-10

  Prodrugs of imidazole carboxylic acids which are AII antagonists useful in treating hypertension, pharmaceutical compositions thereof and a method of treating hypertension using such prodrugs are disclosed.

  咪唑羧酸的前药是AII拮抗剂，对治疗高血压有用，公开了这些前药的药物组合物以及使用这些前药治疗高血压的方法。
• 3-ACETYLENYL-PYRAZOLE-PYRIMIDINE DERIVATIVE, AND PREPARATION METHOD THEREFOR AND USES THEREOF
  申请人：Si Chuan University

  公开号：US20170305920A1

  公开（公告）日：2017-10-26

  The present invention relates to the field of chemical and medicine, more particularly, 3-ethynylpyrazolopyrimidine derivatives and their preparation methods and uses. The invention provides a 3-ethynylpyrazolopyrimidine derivative, and the structure is shown in formula I. The present invention also provides preparation methods and use of 3-ethynylpyrazolopyrimidine derivatives, comprising the compounds and derivatives, and their pharmaceutical compositions for the use of the treatment and prevention of tumors.

  本发明涉及化学和药物领域，更具体地涉及3-乙炔吡唑吡嘧啶衍生物及其制备方法和用途。该发明提供了一种3-乙炔吡唑吡嘧啶衍生物，其结构如公式I所示。本发明还提供了3-乙炔吡唑吡嘧啶衍生物的制备方法和用途，包括该化合物和衍生物，以及它们的药物组合物，用于治疗和预防肿瘤。
• Studies on prodrugs. II. Preparation and characterization of (5-substituted 2-Oxo-1,3-dioxolen-4-yl)methyl esters of ampicillin.
  作者：FUMIO SAKAMOTO、SHOJI IKEDA、GORO TSUKAMOTO

  DOI：10.1248/cpb.32.2241

  日期：——

  (5-Substituted 2-oxo-1, 3-dioxolen-4-yl) methyl esters were designed as a new type of ampicillin prodrug. These esters were prepared and confirmed to produce higher blood levels of ampicillin than ampicillin trihydrate itself after oral administration to mice. The compounds which produced particularly high blood levels of ampicillin were found to be hydrolyzed readily in blood in vitro. Ampicillin (5-methyl-2-oxo-1, 3-dioxolen-4-yl) methyl ester hydrochloride (KBT-1585) showed the best oral absorbability in mice.

  (5-取代的2-氧基-1,3-二恶烷-4-基)甲酸酯被设计为一种新型的青霉素前药。这些酯类化合物的制备经过确认，在小鼠口服给药后能产生比青霉素三水合物本身更高的血药浓度。那些能显著提高青霉素血药浓度的化合物在体外血液中容易水解。青霉素（5-甲基-2-氧基-1,3-二恶烷-4-基）甲酸酯盐酸盐（KBT-1585）在小鼠中显示出最佳的口服吸收性。
• MODULATION OF CHEMOSENSORY RECEPTORS AND LIGANDS ASSOCIATED THEREWITH
  申请人：Li Xiaodong

  公开号：US20080306076A1

  公开（公告）日：2008-12-11

  The present invention provides screening methods for identifying modifiers of chemosensory receptors and their ligands, e.g., by determining whether a test entity is suitable to interact with one or more interacting sites within the Venus flytrap domains of the chemosensory receptors as well as modifiers capable of modulating chemosensory receptors and their ligands.

  本发明提供了筛选方法，用于识别化学感受受体及其配体的调节剂，例如，通过确定测试实体是否适合与化学感受受体的捕蝇草结构域内的一个或多个相互作用位点发生相互作用，以及能够调节化学感受受体及其配体的调节剂。
• Oral absorption enhancement of carboxylic acid pharmaceuticals using
  申请人：Merck & Co., Inc.

  公开号：US04479947A1

  公开（公告）日：1984-10-30

  The (5-R-2-oxo-1,3-dioxolen-4-yl)methyl moiety: ##STR1## wherein R is loweralkyl of 1-6 carbon atoms, especially methyl or t-butyl; when utilized as an ester on a pharmaceutical having a carboxylic acid functionality, enhances oral absorption of the pharmaceutical. This effect is applicable to a broad range of pharmaceutically active substances, including antibiotics, and antihypertensives as well as other classes of therapeutic agents.

  (5-R-2-氧代-1,3-二氧杂环[4.3.0]庚-4-基)甲基基团：##STR1## 其中R是1-6碳原子的低碳基，特别是甲基或叔丁基；当在具有羧酸功能的药物上使用作为酯时，可以增强药物的口服吸收。这种效应适用于广泛的药物活性物质，包括抗生素、降压药以及其他类别的治疗剂。