3-Butyl-4-methyl-7-hydroxycumarin | 53666-73-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-Butyl-4-methyl-7-hydroxycumarin
• 英文别名: 3-butyl-7-hydroxy-4-methyl-coumarin；3-Butyl-7-hydroxy-4-methyl-cumarin；7-Hydroxy-3-n-butyl-4-methyl-coumarin；3-Butyl-7-hydroxy-4-methylchromen-2-one
• CAS: 53666-73-2
• 化学式: C₁₄H₁₆O₃
• 分子量: 232.279
• InChiKey: NAYSXHKASBQZRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Butyl-4-methyl-7-hydroxycumarin 以83%的产率得到
  参考文献：
  名称：

  CASCAVAL, AL.;NICOLAESCU, TATIANA;BIBIAN-CILIANU, ST.;ZANOAGA, CRISTINEL +, BUL. INST. POLITEHN. IASI. SEC. 2, 35,(1989) N-4, C. 77-80

  摘要：

  DOI：
• 作为产物：
  描述：

  2-正丁基乙酰乙酸乙酯 、 间苯二酚 在 硫酸 作用下， 生成 3-Butyl-4-methyl-7-hydroxycumarin
  参考文献：
  名称：

  Sethna; Shah, Journal of the Indian Chemical Society, 1938, vol. 15, p. 383,387

  摘要：

  DOI：

文献信息

• Discovery and structure–activity relationship of coumarin derivatives as TNF-α inhibitors
  作者：Jie-Fei Cheng、Mi Chen、David Wallace、Sovouthy Tith、Thomas Arrhenius、Hirotaka Kashiwagi、Yoshiyuki Ono、Akira Ishikawa、Haruhiko Sato、Toshiro Kozono、Hediki Sato、Alex M. Nadzan

  DOI：10.1016/j.bmcl.2004.03.022

  日期：2004.5

  The discovery and structure-activity relationship of a novel series of coumarin-based TNF-alpha inhibitors is described. Starting from the initial lead la, various derivatives were prepared surrounding the coumarin core structure to optimize the in vitro inhibitory activity of TNF-alpha production by human peripheral blood mononuclear cells (hPBMC), stimulated by bacterial lipopolysaccharide (LPS). Selected compounds also demonstrated in vivo inhibition of TNF-alpha production in rats. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis and bioactivity of novel coumarin derivatives containing (E)-methyl 2-(methoxyimino)-2-phenylacetates
  作者：Ai Ying Guan、Chang Ling Liu、Zhi Nian Li、Ming Xing Zhang

  DOI：10.1016/j.cclet.2010.12.028

  日期：2011.6

  Ten coumarin derivatives containing (E)-methyl 2-(methoxyimino)-2-phenylacetate were synthesized and bioassayed. The compounds were identified by IR, (1)H NMR and elemental analyses. The test results indicated that compound 5j (R(1) is methyl and R(2) is n-C(6)H(13)) was the optimal structure in this paper with good fungicidal activity against CDM (85%) at 6.25 mg/L concentration. (C) 2010 Chang Ling Liu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Neue Arylether, Verfahren zu deren Herstellung sowie diese Verbindungen enthaltende Arzneimittel
  申请人：BOEHRINGER MANNHEIM GMBH

  公开号：EP0013894B1

  公开（公告）日：1982-02-03
• US4330549A
  申请人：——

  公开号：US4330549A

  公开（公告）日：1982-05-18
• US4427680A
  申请人：——

  公开号：US4427680A

  公开（公告）日：1984-01-24