1-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-1H-pyridin-2-one | 108664-55-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-1H-pyridin-2-one
• 英文别名: 1-[2-(4-chlorophenyl)-2-oxoethyl]-2(1H)-pyridinone；1-[2-(4-chlorophenyl)-2-oxoethyl]pyridin-2-one
• CAS: 108664-55-7
• 化学式: C₁₃H₁₀ClNO₂
• mdl: MFCD00139074
• 分子量: 247.681
• InChiKey: MZFXBVCPIXLEHF-UHFFFAOYSA-N

物化性质

• 熔点：
  147-148 °C
• 沸点：
  489.8±25.0 °C(Predicted)
• 密度：
  1.306±0.06 g/cm3(Predicted)
• 溶解度：
  31.4 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  四甲基甲烷二胺 、 1-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-1H-pyridin-2-one 在 乙酸酐 作用下， 反应 0.25h， 生成 1-[1-(4-Chloro-benzoyl)-vinyl]-1H-pyridin-2-one
  参考文献：
  名称：

  Synthesis and antifungal activity of a series of novel 1,2-disubstituted propenones

  摘要：

  To find an antifungal agent other than those of the imidazole and triazole series, a new class of 1,2-disubstituted propenones I and II was prepared and tested for antifungal activity. Comparison of the structure-activity relationships showed that the conjugated structure of carbonyl and exomethylene groups in I and II plays an important role in potent antifungal activity. However, it is noteworthy that compounds 53, 54, and 56, which have a hydroxymethyl or methoxymethyl group instead of an exo-methylene group in I, also showed potent activity. Although many compounds exhibited strong antifungal activity in vitro, none showed activity in vivo of oral efficacy against subacute systemic candidiasis in mice.

  DOI：

  10.1021/jm00391a037
• 作为产物：
  描述：

  2-羟基吡啶 、 2'-溴-4-氯苯乙酮 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以1.2 g的产率得到1-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-1H-pyridin-2-one
  参考文献：
  名称：

  Synthesis and antifungal activity of a series of novel 1,2-disubstituted propenones

  摘要：

  To find an antifungal agent other than those of the imidazole and triazole series, a new class of 1,2-disubstituted propenones I and II was prepared and tested for antifungal activity. Comparison of the structure-activity relationships showed that the conjugated structure of carbonyl and exomethylene groups in I and II plays an important role in potent antifungal activity. However, it is noteworthy that compounds 53, 54, and 56, which have a hydroxymethyl or methoxymethyl group instead of an exo-methylene group in I, also showed potent activity. Although many compounds exhibited strong antifungal activity in vitro, none showed activity in vivo of oral efficacy against subacute systemic candidiasis in mice.

  DOI：

  10.1021/jm00391a037

文献信息

• Synthesis of 1-(2-amino-2-phenylethyl)-2-piperidinones
  申请人：PENNWALT CORPORATION

  公开号：EP0194484A2

  公开（公告）日：1986-09-17

  Synthesis of 1/2-ammo-2-phenylethyll-2-pipendmone and certain denvaoves thereof, from 1-phenacyl-2-pyndone and certain derivatives thereof.

  从 1-苯乙酰基-2-炔酮及其某些衍生物合成 1/2-ammo-2-phenylethyll-2-pipendmone 及其某些变性衍生物。
• Substituierte 4-Hetaryl-pyrazoline
  申请人：BAYER AG

  公开号：EP0515893A1

  公开（公告）日：1992-12-02

  Es werden neue substituierte 4-Hetaryl-pyrazoline der allgemeinen Formel (I) bereitgestellt, in welcher R¹für einen ungesättigten sechsgliedrigen, 1 bis 3 Stickstoffatome enthaltenden, gegebenenfalls substituierten und gegebenenfalls benzokondensierten Heterocyclus steht, R²für Wasserstoff, Alkyl oder gegebenenfalls substituiertes Aryl steht, R³für Wasserstoff oder Alkyl steht, R⁴für Wasserstoff, Alkyl, Phenyl oder Alkylthio steht, R⁵für gegebenenfalls substituiertes Alkyl, gegebenenfalls substituiertes Cycloalkyl oder für den Rest steht, wobei R⁶ und R⁷ die im Anmeldungstext angegebene Bedeutung haben, Xfür Sauerstoff oder Schwefel steht und Y und Zdie im Anmeldungstext angegebene Bedeutung besitzen. Die Verbindungen (I) weisen eine stark ausgeprägte Wirksamkeit gegen tierische Schädlinge auf.

  通式 (I) 的新取代的 4-芳基吡唑啉类化合物 其中 R¹ 代表含有 1 至 3 个氮原子的不饱和、任选取代和任选苯并融合的六元杂环、 R² 代表氢、烷基或任选取代的芳基、 R³ 代表氢或烷基、 R⁴ 代表氢、烷基、苯基或硫代烷基、 R⁵代表任选取代的烷基、任选取代的环烷基或基 代表 其中 R⁶ 和 R⁷ 具有本申请正文中给出的含义、 X 代表氧或硫，以及 Y 和 Zh 具有本申请正文中给出的含义。 化合物 (I) 对动物害虫具有明显的活性。
• OGATA, MASARU;MATSUMOTO, HIROSHI;KIDA, SHIRO;SHIMIZU, SUMIO;TAWARA, KATSU+, J. MED. CHEM., 30,(1987) N 8, 1497-1502
  作者：OGATA, MASARU、MATSUMOTO, HIROSHI、KIDA, SHIRO、SHIMIZU, SUMIO、TAWARA, KATSU+

  DOI：——

  日期：——
• Synthesis and antifungal activity of a series of novel 1,2-disubstituted propenones
  作者：Masaru Ogata、Hiroshi Matsumoto、Shiro Kida、Sumio Shimizu、Katsuya Tawara、Yoshimi Kawamura

  DOI：10.1021/jm00391a037

  日期：1987.8

  To find an antifungal agent other than those of the imidazole and triazole series, a new class of 1,2-disubstituted propenones I and II was prepared and tested for antifungal activity. Comparison of the structure-activity relationships showed that the conjugated structure of carbonyl and exomethylene groups in I and II plays an important role in potent antifungal activity. However, it is noteworthy that compounds 53, 54, and 56, which have a hydroxymethyl or methoxymethyl group instead of an exo-methylene group in I, also showed potent activity. Although many compounds exhibited strong antifungal activity in vitro, none showed activity in vivo of oral efficacy against subacute systemic candidiasis in mice.