7-羟基-4-甲基-3-丙基-2H-色烯-2-酮 | 19491-93-1

• 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
• 中文名称: 7-羟基-4-甲基-3-丙基-2H-色烯-2-酮
• 英文名称: 7-hydroxy-4-methyl-3-propylcoumarin
• 英文别名: 3-n-Propyl-4-methyl-7-hydroxycoumarin；7-Hydroxy-4-methyl-3-propyl-cumarin；7-Hydroxy-4-methyl-3-(n-propyl)coumarin；7-Hydroxy-4-methyl-3-propyl-2H-chromen-2-one；7-hydroxy-4-methyl-3-propylchromen-2-one
• CAS: 19491-93-1
• 化学式: C₁₃H₁₄O₃
• mdl: MFCD01036930
• 分子量: 218.252
• InChiKey: HKJUWQFMRNKNAF-UHFFFAOYSA-N

物化性质

• 熔点：
  169-171 °C
• 沸点：
  395.1±37.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.307
• 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：

  7-羟基-4-甲基-3-丙基-2H-色烯-2-酮 生成 7-acetoxy-4-methyl-3-propylcoumarin
  参考文献：
  名称：

  Chakravarti, Journal of the Indian Chemical Society, 1931, vol. 8, p. 129,132

  摘要：

  DOI：
• 作为产物：
  描述：

  2-丙基乙酰乙酸乙酯 生成 7-羟基-4-甲基-3-丙基-2H-色烯-2-酮
  参考文献：
  名称：

  Compound

  摘要：

  描述了一种化合物。具体地，描述了一种非甾体磺酸酯化合物。该化合物适用于用作雌二醇磺酸酶的抑制剂。该化合物具有通用的A式，其中R1-R6独立选择自H、卤素、羟基、磺酸酯、烷基和其取代物或盐；但是其中至少一个R1-R6是磺酸酯基；且X是S、NH、取代N、CH2或取代C中的任意一种。

  公开号：

  US20050154050A1

文献信息

• A Novel Method for the Synthesisof Oxazolocoumarin Derivatives
  作者：Essam Abdelghani、Ali Abd El-Aal、Wesam Shehab、Medhat El-Mobayed

  DOI：10.1055/s-2003-40208

  日期：——

  acetonitrile-lithium perchlorate at constant potential between 1.70-1.80 V (vs. Ag/10 - 2 M Ag + ) using an undivided cell and platinium gauze electrodes leadsto the formation of the corresponding oxazolocoumarin derivatives 2 and/or 3 according to the position of the second OH group in the benzene ring of the coumarin derivatives le,f. The formation of these oxidation products is discussed.

  7-羟基香豆素衍生物 1a-fin 无水乙腈-高氯酸锂在 1.70-1.80 V (vs. Ag/10 - 2 M Ag + ) 之间的恒定电位下使用未分裂的电池和铂网电极进行阳极氧化导致形成相应的恶唑香豆素根据香豆素衍生物 le、f 的苯环中第二个 OH 基团的位置，得到衍生物 2 和/或 3。讨论了这些氧化产物的形成。
• Coumarins as novel 17β-hydroxysteroid dehydrogenase type 3 inhibitors for potential treatment of prostate cancer
  作者：Koichiro Harada、Hideki Kubo、Yoshitaka Tomigahara、Kazuhiko Nishioka、Junya Takahashi、Mio Momose、Shinichi Inoue、Atsuyuki Kojima

  DOI：10.1016/j.bmcl.2009.10.111

  日期：2010.1

  The synthesis and SAR studies of 3- and 4-substituted 7-hydroxycoumarins as novel 17 beta-HSD3 inhibitors are discussed. The most potent compounds from this series exhibited low nanomolar inhibitory activity with acceptable selectivity versus other 17 beta-HSD isoenzymes and nuclear receptors. (c) 2009 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.
• Calreticulin transacetylase: A novel enzyme-mediated protein acetylation by acetoxy derivatives of 3-alkyl-4-methylcoumarins
  作者：Sarah Jalal、Karam Chand、Abha Kathuria、Prabhjot Singh、Nivedita Priya、Bhavna Gupta、Hanumantharao G. Raj、Sunil K. Sharma

  DOI：10.1016/j.bioorg.2011.10.005

  日期：2012.2

  Our earlier investigations culminated in the discovery of a unique membrane-bound enzyme Calreticulin transacetylase (CRTAase) in mammalian cells catalyzing the transfer of acetyl group from polyphenolic acetates (PAs) to certain functional proteins viz. Glutathione S-transferase (GST), NADPH Cytochrome c reductase and Nitric oxide synthase (NOS) resulting in the modulation of their biological activities. In order to develop SAR study, herein, we studied the influence of alkyl group at C-3 position of acetoxy coumarins on the CRTAase activity. The alkylated acetoxy coumarins lead to inhibition of catalytic activity of GST, and ADP induced platelet aggregation by the way of activation of platelet Nitric oxide synthase (NOS). Furthermore, the increase in size of the coumarin C-3 alkyl group was found to decrease the CRTAase activity. (C) 2011 Elsevier Inc. All rights reserved.
• Mentzer et al., Bulletin de la Societe Chimique de France, 1952, p. 91
  作者：Mentzer et al.

  DOI：——

  日期：——