1-benzyl-2,6-dimethyl-1H-pyridin-4-one | 92247-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-benzyl-2,6-dimethyl-1H-pyridin-4-one
• 英文别名: 1-benzyl-2,6-dimethyl-1H-pyridin-4-one；1-Benzyl-2,6-dimethyl-1H-pyridin-4-on；N-Benzyl-lutidon；4[1H]-Pyridone 1-benzyl-2,6-dimethyl-；1-benzyl-2,6-dimethylpyridin-4-one
• CAS: 92247-78-4
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: LVKJPXFJGZFUNP-UHFFFAOYSA-N

物化性质

• 沸点：
  337.9±42.0 °C(Predicted)
• 密度：
  1.094±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzyl-2,6-dimethyl-1H-pyridin-4-one 在 甲酸 、 钯 作用下， 以 甲醇 为溶剂， 反应 10.0h， 以87%的产率得到2,6-二甲基-4-羟基吡啶
  参考文献：
  名称：

  Inhibitors of Acyl-CoA:Cholesterol O-Acyltransferase. 3. Discovery of a Novel Series of N-Alkyl-N-[(fluorophenoxy)benzyl]-N‘-arylureas with Weak Toxicological Effects on Adrenal Glands

  摘要：

  A series of N-alkyl-N-[(fluorophenoxy)benzyl] -N'-arylureas were prepared and evaluated for their ability to inhibit intestinal acyl-CoA:cholesterol O-acyltransferase and to inhibit accumulation of cholesteryl esters in macrophages in vitro. In vivo hypocholesterolemic activity was assessed in cholesterol-fed rats by oral administration as a dietary admixture and/or by gavage in a PEG400 vehicle. Modification of the alkyl substituent on the N'-aryl moiety and on the urea nitrogen significantly influenced macrophage assay in vitro. Toxicological study revealed a distinct relationship between macrophage assay and the toxicity observed in adrenal glands of rabbits treated with representatives of this series of compounds. Investigations utilizing the macrophage assay as an indicator for adrenal toxicity led to the identification of compounds 1g (FR190809) and 1k (FR186485, or FR195249 as its hydrochloride salt) as potent, nonadrenotoxic, orally efficacious ACAT inhibitors irrespective of the administration method.

  DOI：

  10.1021/jm980399q
• 作为产物：
  描述：

  苄胺 在 乙醇 、 xylene 作用下， 生成 1-benzyl-2,6-dimethyl-1H-pyridin-4-one
  参考文献：
  名称：

  Chauvelier, Bulletin de la Societe Chimique de France, 1954, p. 736

  摘要：

  DOI：

文献信息

• 4-Pyranyliden-oxazolone-(5)
  作者：F. Eiden、A. Engelhardt

  DOI：10.1002/ardp.19673000305

  日期：——

  Aus 4‐Pyronen und N‐Acylaminosäuren bzw. 2‐Phenyloxazolon‐(5) entstehen 4‐Pyranyliden‐oxazolone‐(5), die mit Alkoholen, primären und sekundären Aminen zu Pyranyliden‐aminosäurederivaten oder Pyridinylidenoxazolonen reagieren können.

  4-吡喃酮与N-酰基氨基酸或2-苯基恶唑酮-(5)形成4-吡喃基-恶唑酮-(5)，可与醇类、伯胺和仲胺反应生成吡喃基-氨基酸衍生物或吡啶基-恶唑酮。
• Preparation of n-substituted lutidones
  申请人：CARBIDE & CARBON CHEM CORP

  公开号：US02185243A1

  公开（公告）日：1940-01-02
• Chauvelier, Bulletin de la Societe Chimique de France, 1954, p. 736
  作者：Chauvelier

  DOI：——

  日期：——
• Inhibitors of Acyl-CoA:Cholesterol <i>O</i>-Acyltransferase. 3. Discovery of a Novel Series of <i>N</i>-Alkyl-<i>N</i>-[(fluorophenoxy)benzyl]-<i>N</i>‘-arylureas with Weak Toxicological Effects on Adrenal Glands
  作者：Akira Tanaka、Takeshi Terasawa、Hiroyuki Hagihara、Noriko Ishibe、Masae Sawada、Yuri Sakuma、Masaharu Hashimoto、Hisashi Takasugi、Hirokazu Tanaka

  DOI：10.1021/jm980399q

  日期：1998.10.1

  A series of N-alkyl-N-[(fluorophenoxy)benzyl] -N'-arylureas were prepared and evaluated for their ability to inhibit intestinal acyl-CoA:cholesterol O-acyltransferase and to inhibit accumulation of cholesteryl esters in macrophages in vitro. In vivo hypocholesterolemic activity was assessed in cholesterol-fed rats by oral administration as a dietary admixture and/or by gavage in a PEG400 vehicle. Modification of the alkyl substituent on the N'-aryl moiety and on the urea nitrogen significantly influenced macrophage assay in vitro. Toxicological study revealed a distinct relationship between macrophage assay and the toxicity observed in adrenal glands of rabbits treated with representatives of this series of compounds. Investigations utilizing the macrophage assay as an indicator for adrenal toxicity led to the identification of compounds 1g (FR190809) and 1k (FR186485, or FR195249 as its hydrochloride salt) as potent, nonadrenotoxic, orally efficacious ACAT inhibitors irrespective of the administration method.