9-hydroxy-1-decalone | 10407-42-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-hydroxy-1-decalone
• 英文别名: 6-Hydroxybicyclo<4.4.0>decan-7-on；9-Hydroxy-1-decalon；1(2H)-Naphthalenone, octahydro-8a-hydroxy-；8a-hydroxy-2,3,4,4a,5,6,7,8-octahydronaphthalen-1-one
• CAS: 10407-42-8
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: ZFOOVBJHEUWTSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  291.5±23.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  萘烷 在 Co(II) Schiff base 氧气 、 异丁醛 作用下， 以 乙腈 为溶剂， 以60%的产率得到9-hydroxy-1-decalone
  参考文献：
  名称：

  Cobalt(II) catalyzed biomimetic oxidation of hydrocarbons in the presence of dioxygen and 2-methylpropanal

  摘要：

  Cobalt(II) Schiff base complex 1 catalyses the oxidation of aliphatic and aromatic hydrocarbons in the presence of 2-methylpropanol under 1 atmosphere of dioxygen to give corresponding ketones and alcohols.

  DOI：

  10.1016/0040-4039(95)01780-l

文献信息

• Generation of acyl anion equivalents by in situ cathodic reduction of acyl tributylphosphonium ions anodically generated from tributylphosphine and carboxylic acids: preparation of α-hydroxy cycloalkanones from keto acids
  作者：Hatsuo Maeda、Toshihide Maki、Haruka Ashie、Hidenobu Ohmori

  DOI：10.1039/c39950000871

  日期：——

  The preparation of α-hydroxy cycloalkanones from keto acids was effectively achieved by constant current electrolysis in the presence of Bu3P in an undivided cell under an N2 atmosphere, where the α-oxy ylides generated by the in situ cathodic reduction of acyl tributylphosphonium ions, formed anodically from tributylphosphine and carboxylic acids, seems to function as a novel acyl anion equivalent.

  通过恒电流电解法，在N2气氛下，使用Bu3P作为催化剂，在一个不分隔的电解槽中，成功实现了酮酸制备α-羟基环烷酮。在这个过程中，由酰基三苯基膦阴离子在阴极原位还原生成的α-氧叶立德，似乎扮演了一种新颖的酰基阴离子等价物的角色。这些酰基三苯基膦阴离子是由三苯基膦和羧酸在阳极形成的。
• Electroreductive intramolecular coupling of γ- and δ-cyanoketones
  作者：Tatsuya Shono、Naoki Kise

  DOI：10.1016/s0040-4039(00)88791-2

  日期：1990.1

  Electroreduction of γ- and δ-cyanoketones in i-PrOH gave cyclized products α-hydroxyketones and their dehydroxylated ketones, and this reaction was applied to the synthesis of dihydrojasmone, methyl dihydrojasmonate, and Rosaprostol.

  在i-PrOH中电还原γ-和δ-氰基酮，生成环化产物α-羟基酮及其脱羟基酮，并将该反应用于二氢茉莉酮，二氢茉莉酮酸甲酯和Rosaprostol的合成。
• NOVEL TRPA1 ANTAGONISTS
  申请人：Bilodeau Mark T.

  公开号：US20120196894A1

  公开（公告）日：2012-08-02

  The present invention relates to compositions and methods that modulate at least one TRP family member. Specifically, the present invention relates to novel TRPA1 antagonists and their use in the treatment of pain such as chronic inflammatory and neuropathic pain. Compounds that can modulate one or more TRPA1 functions are useful in many aspects including, but not limited to, maintaining calcium homeostasis; maintaining sodium homeostasis; modulating intracellular calcium levels; modulating membrane polarization (membrane potential); modulating cation levels; and/or treating or preventing diseases, disorders, or conditions associated with calcium homeostasis, sodium homeostasis, calcium or sodium dyshomeostasis, or membrane polarization/hyperpolarization (including hypo and hyperexcitability), and/or treating or preventing diseases, disorders, or conditions associated with regulation or misregulation of TRPA1 expression or function. The present invention further relates to methods and compositions that antagonize both a function of TRPA1 and a function of one or more additional TRP channels.

  本发明涉及调节至少一个TRP家族成员的组合物和方法。具体而言，本发明涉及新型TRPA1拮抗剂及其在治疗疼痛（如慢性炎症性和神经病性疼痛）中的应用。能够调节一个或多个TRPA1功能的化合物在许多方面都很有用，包括但不限于维持钙离子平衡；维持钠离子平衡；调节细胞内钙离子水平；调节膜极化（膜电位）；调节阳离子水平；和/或治疗或预防与钙离子平衡、钠离子平衡、钙或钠离子失调或膜极化/去极化（包括低和高兴奋性）有关的疾病、障碍或病况，和/或治疗或预防与TRPA1表达或功能调节或失调有关的疾病、障碍或病况。本发明还涉及同时拮抗TRPA1的一个功能和一个或多个额外TRP通道的功能的方法和组合物。
• Electroorganic chemistry. 140. Electroreductively promoted intra- and intermolecular couplings of ketones with nitriles.
  作者：Tatsuya Shono、Naoki Kise、Taku Fujimoto、Naoto Tominaga、Hiroshi Morita

  DOI：10.1021/jo00052a036

  日期：1992.12

  Electroreduction of gamma and delta-cyano ketones in i-PrOH with Sn cathode gave alpha-hydroxy ketones and their dehydroxylated ketones as the intramolecularly coupled products. Guaiazulene, (-)-valeranone, polyquinanes, dihydrojasmone, methyl dihydrojasmonate, and rosaprostol have been synthesized by utilizing this electroreductive intramolecular coupling of gamma and delta-cyano ketones in one of the key steps. Similarly, electroreduction of a mixture of ketone and nitrile gave the corresponding intermolecularly coupled product. The product obtained by the electroreductive intermolecular coupling of (+)-dihydrocarvone with acetonitrile has been found to be the precursor of an effective chiral ligand for the enantioselective addition of diethylzinc to aldehydes.
• Synthesis of Δ^8,9- and Δ^9,10-Octal-1-one¹
  作者：HERBERT O. HOUSE、HUGH W. THOMPSON

  DOI：10.1021/jo01068a027

  日期：1961.10