2-oxycyclohexyl 4-methylphenyl ketone | 23611-59-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-oxycyclohexyl 4-methylphenyl ketone
• 英文别名: 2-(4-methylbenzoyl)cyclohexan-1-one；2-(4'-methyl)benzoylcyclohexanone；2-(4-methylbenzoyl)cyclohexanone；2-oxycyclohexyl-4-methylphenyl ketone；2-(4-methylbenzoyl)-cyclohexanone；2-p-toluoylcyclohexanone
• CAS: 23611-59-8
• 化学式: C₁₄H₁₆O₂
• 分子量: 216.28
• InChiKey: OADQEYNOCSVVRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  2-oxycyclohexyl 4-methylphenyl ketone 在 palladium on activated charcoal 一水合肼 作用下， 以 甲醇 为溶剂， 反应 24.5h， 生成 3-(4-甲基苯基)-1H-吲唑
  参考文献：
  名称：

  Synthesis of N2-(substituted benzyl)-3-(4-methylphenyl)indazoles as novel anti-angiogenic agents

  摘要：

  To search for novel compounds with potent anti-angiogenic activity, a series of N-1-(substituted benzyl)-3-(4-methylphenyl)-1H-indazoles (16, 18, 20, 22, 24, 26, 28, 30, 32) and N-2-(substituted benzyl)-3-(4-methylphenyl)-2H-indazoles (17, 19, 21, 23, 25, 27, 29, 31, and 33) were synthesized. The structures of these regioisomers were established by IR, UV, and NMR spectral data. 3-(4-Methylphenyl)-1H-indazole (6) and the N-2-substituted derivatives (17, 19, 21, 23, 25, 29, 31, 33) were evaluated for their anti-angiogenic activity. Most of them showed more prominent activity than ethyl 4-(1-benzyl-1H-indazol-3-yl)benzoate (YD-3). Among these tested compounds, 2-(4-chlorobenzyl)-3-(4-methylphenyl)-2H-indazole (19), 2-(4-methylbenzyl)-3-(4-methylphenyl)-2H-indazole (25), and 2-(4-methoxybenzyl)-3-(4-methylphenyl)-2H-indazole (31) showed significant anti-angiogenic activity and are worthy of further investigation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.032
• 作为产物：
  描述：

  1-吗啉基-1-环己烯 在 盐酸 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 8.0h， 生成 2-oxycyclohexyl 4-methylphenyl ketone
  参考文献：
  名称：

  Synthesis of N2-(substituted benzyl)-3-(4-methylphenyl)indazoles as novel anti-angiogenic agents

  摘要：

  To search for novel compounds with potent anti-angiogenic activity, a series of N-1-(substituted benzyl)-3-(4-methylphenyl)-1H-indazoles (16, 18, 20, 22, 24, 26, 28, 30, 32) and N-2-(substituted benzyl)-3-(4-methylphenyl)-2H-indazoles (17, 19, 21, 23, 25, 27, 29, 31, and 33) were synthesized. The structures of these regioisomers were established by IR, UV, and NMR spectral data. 3-(4-Methylphenyl)-1H-indazole (6) and the N-2-substituted derivatives (17, 19, 21, 23, 25, 29, 31, 33) were evaluated for their anti-angiogenic activity. Most of them showed more prominent activity than ethyl 4-(1-benzyl-1H-indazol-3-yl)benzoate (YD-3). Among these tested compounds, 2-(4-chlorobenzyl)-3-(4-methylphenyl)-2H-indazole (19), 2-(4-methylbenzyl)-3-(4-methylphenyl)-2H-indazole (25), and 2-(4-methoxybenzyl)-3-(4-methylphenyl)-2H-indazole (31) showed significant anti-angiogenic activity and are worthy of further investigation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.032

文献信息

• Iridium-catalyzed reaction of enones with alcohols affording 1,3-diketones
  作者：Yasushi Obora、Kazuhiro Nakamura、Shintaro Hatanaka

  DOI：10.1039/c2cc32787b

  日期：——

  An iridium-catalyzed coupling reaction of alcohols with enones has been successfully developed providing access to 1,3-diketones with high selectivity in good yields. This reaction provides an atom-economical route to 1,3-diketones from readily available alcohols.

  一种以铱催化的醇与烯酮的偶联反应已成功开发，为高选择性和良好收率的1,3-二酮提供了通路。这种反应为从易得的醇合成1,3-二酮提供了一种原子经济的途径。
• Synthesis of N2 - (substituted arylmethyl) -3- (substituted phenyl) indazoles as novel anti-angiogenic agents
  申请人：Kuo Sheng-Chu

  公开号：US20060106032A1

  公开（公告）日：2006-05-18

  Novel compounds of 2-(substituted arylmethyl)-3-(substituted phenyl)-2H-indazoles and 1-(substituted arylmethyl)-3-(substituted phenyl)-1H-indazoles are synthesized, and useful as anti-angiogenic agents.

  合成了2-(取代芳基甲基)-3-(取代苯基)-2H-吲唑并1-(取代芳基甲基)-3-(取代苯基)-1H-吲唑的新化合物，可作为抗血管生成抑制剂。
• [EN] SUBSTITUTED ARYLALCANOIC ACID DERIVATIVES AS PPAR PAN AGONISTS WITH POTENT ANTIHYPERGLYCEMIC AND ANTIHYPERLIPIDEMIC ACTIVITY<br/>[FR] DERIVES D'ACIDES ARYLALCANOIQUES SUBSTITUES SERVANT D'AGONISTES DE PPAR PAN AYANT UNE FORTE ACTIVITE ANTIHYPERGLYCEMIQUE ET ANTIHYPERLIPIDEMIQUE
  申请人：SHENZHEN CHIPSCREEN BIOSCIENCE

  公开号：WO2004048333A1

  公开（公告）日：2004-06-10

  Disclosed is the preparation and pharmaceutical use of substituted arylalcanoic acid derivatives of Formula I, wherein ring A, ring B, Rl, R2, R3, R4, R5, X, Alkl, Alk2, Arl, and Ar2 are as defined in the specification. These compounds, as selective agonists activating peroxisome proliferator-activated receptors (PPAR), in particularly the RXR/PPARalpha, RXR/PPARgamma, and RXRJPPARdelta heterodimers, are useful in the treatment and/or prevention of type 2 diabetes and associated metabolic syndrome such as hypertension, obesity, insulin resistance, hyperlipidemia, hyperglycemia, hypercholesterolemia, atherosclerosis, coronary artery disease, and other cardiovascular disorders with improved side effects profile commonly associated with conventional PPARgamma agonists.

  本文披露了按照公式I的替代芳基脂肪酸衍生物的制备和药用，其中环A、环B、R1、R2、R3、R4、R5、X、Alkl、Alk2、Arl和Ar2如规范中定义。这些化合物作为选择性激动剂，激活过氧化物酶体增殖物激活受体（PPAR），特别是RXR/PPARα、RXR/PPARγ和RXR/PPARδ异源二聚体，在治疗和/或预防2型糖尿病及相关代谢综合征（如高血压、肥胖、胰岛素抵抗、高脂血症、高血糖、高胆固醇血症、动脉粥样硬化、冠状动脉疾病等）方面具有用处，且常规PPARγ激动剂常见的副作用改善。
• 2-(Phenylmethylene)cycloalkylamines and -azetidines
  申请人：The Upjohn Company

  公开号：US04540690A1

  公开（公告）日：1985-09-10

  2-(Phenylmethylene)cycloalkylamines and -azetidines of the formula ##STR1## and acid addition salts thereof, e.g., 1-[2-(phenylmethylene)cyclohexyl]azetidine, and related compounds, which have analgesic, antidepressant and mixed analgesic/antidepressant central nervous system (CNS) activities, and which are useful in treating pain and/or depression in mammals including humans. The invention provides processes for preparing the compounds as well as compositions containing the compounds and methods for using the compounds as analgesic and/or antidepressant drugs for humans and valuable mammalian animals.

  本发明涉及公式##STR1##的2-(苯亚甲基)环烷胺和-氮杂环己烷化合物及其酸加成盐，例如1-[2-(苯亚甲基)环己基]氮杂环己烷和相关化合物。这些化合物具有镇痛、抗抑郁和镇痛/抗抑郁的中枢神经系统(CNS)活性，并且对于治疗哺乳动物包括人类的疼痛和/或抑郁症是有用的。本发明提供了制备这些化合物的方法，以及含有这些化合物的组合物和将这些化合物用作人类和有价值的哺乳动物的镇痛和/或抗抑郁药物的方法。
• Photochemistry of Substituted 2-Benzoylcyclohexanones
  作者：Tadashi Hasegawa、Yiming Yang、Michikazu Yoshioka

  DOI：10.1246/bcsj.64.3488

  日期：1991.11

  The photoreactivities of substituted 2-benzoylcyclohexanones were distinguished as three different types; 1) the exclusive Norrish Type II cleavage when there were no alkyl groups on the 2- nor on the ortho-position, 2) the benzoyl group shift from the 2- to the 4-position when an alkyl group was present on the 2- and not on the ortho-position, and 3) 1,2,3,4,4a,9a-hexahydro-9(10H)-anthracenone derivative

  取代的2-苯甲酰基环己酮的光反应性分为三种不同类型；1) 当 2- 位和邻位上没有烷基时，发生独有的 Norrish II 型裂解，2) 当 2- 位上存在烷基时，苯甲酰基从 2- 位转移到 4-位并且不在邻位，和 3) 1,2,3,4,4a,9a-六氢-9(10H)-蒽酮衍生物的形成，当存在邻甲基时。