1-(呋喃-2-基)-2-(1H-1,2,4-三唑-1-基)乙酮 | 108674-95-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(呋喃-2-基)-2-(1H-1,2,4-三唑-1-基)乙酮
• 英文名称: 1-Furan-2-yl-2-[1,2,4]triazol-1-yl-ethanone
• 英文别名: 1-(Furan-2-yl)-2-(1,2,4-triazol-1-yl)ethanone
• CAS: 108674-95-9
• 化学式: C₈H₇N₃O₂
• 分子量: 177.162
• InChiKey: UITLYRYHMBAVHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(呋喃-2-基)-2-(1H-1,2,4-三唑-1-基)乙酮 在 溴 、 sodium acetate 、 溶剂黄146 作用下， 生成
  参考文献：
  名称：

  2-(1H-1,2,4-triazol-1-yl)-2H-1,4-benzothiazine 衍生物的方便合成

  摘要：

  通过1,2,4-三唑取代的ω-溴苯乙酮和邻-溴苯乙酮的缩合，设计并合成了一系列2-(1H-1,2,4-三唑-1-基)-2H-1,4-苯并噻嗪。氨基苯硫酚在 K2CO3 的帮助下在温和的条件下以中等至高的收率。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:332–336, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20434

  DOI：

  10.1002/hc.20434
• 作为产物：
  描述：

  1H-1,2,4-三唑 、 2-溴-1-(2-呋喃)-1-乙酮 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 1-(呋喃-2-基)-2-(1H-1,2,4-三唑-1-基)乙酮
  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

• Mullen, Goerge B.; Bennett, Grace A.; Swift, Patricia A., Liebigs Annalen der Chemie, 1989, p. 389 - 392
  作者：Mullen, Goerge B.、Bennett, Grace A.、Swift, Patricia A.、Kuipers, William J.、Georgiev, Vassil St.

  DOI：——

  日期：——
• MULLEN, GEORGE B.;BENNETT, GRACE A.;SWIFT, PATRICIA A.;KUIPERS, WILLIAM J+, LIEBIGS ANN. CHEM.,(1989) N, C. 389-392
  作者：MULLEN, GEORGE B.、BENNETT, GRACE A.、SWIFT, PATRICIA A.、KUIPERS, WILLIAM J+

  DOI：——

  日期：——
• 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.
• A convenient synthesis of 2-(1H-1,2,4-triazol-1-yl)-2H-1,4-benzothiazine derivatives
  作者：Weihui Zhong、Xiuling Sun、Weike Su

  DOI：10.1002/hc.20434

  日期：2008.4

  A series of 2-(1H-1,2,4-triazol-1-yl)-2H-1,4-benzothiazines were designed and synthesized by condensation of 1,2,4-triazole-substituted ω-bromoacetophenones and o-aminothiophenols with the aid of K2CO3 under mild conditions with moderate to high yields. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:332–336, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc

  通过1,2,4-三唑取代的ω-溴苯乙酮和邻-溴苯乙酮的缩合，设计并合成了一系列2-(1H-1,2,4-三唑-1-基)-2H-1,4-苯并噻嗪。氨基苯硫酚在 K2CO3 的帮助下在温和的条件下以中等至高的收率。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:332–336, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20434