3-methoxy-1-methylxanthen-9-one | 3875-67-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-methoxy-1-methylxanthen-9-one
• 英文别名: 3-methoxy-1-methyl-9H-xanthen-9-one；3-Methoxy-1-methyl-xanthen-9-on
• CAS: 3875-67-0
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: JSYICFQIMMGPGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-methoxy-1-methylxanthen-9-one 在 吡啶盐酸盐 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 4-allyl-3-hydroxy-1-methyl-9-oxo-9H-xanthene
  参考文献：
  名称：

  排尿利尿剂的研究。I.黄嘌呤氧基氧乙酸和二氢呋喃蒽酮-2-羧酸的合成和活性。

  摘要：

  一系列取代的氧杂蒽氧基氧乙酸（5和6），1,2-二氢呋喃[2,3-c]蒽酮-2-羧酸（7）和2,3-二氢呋喃[3,2-b]蒽酮-2-合成了羧酸（8）并测试了大鼠的利尿和尿尿排尿活性。多数the吨-3-基氧基乙酸（5）和（7）显示出强效的利尿活性，而8个具有较低的利尿活性。在5c，5f，5k，5m，5o，5p，5r，7m，7p和8q中发现了泌尿外科活动。

  DOI：

  10.1248/cpb.38.1266
• 作为产物：
  描述：

  methyl 4-methoxy-5-methyl-2-phenoxybenzoate 在 碘 作用下， 以 环己烷 为溶剂， 反应 45.0h， 以9.5%的产率得到3-methoxy-1-methylxanthen-9-one
  参考文献：
  名称：

  Sargent, Melvyn V.; Stransky, Peter O., Journal of the Chemical Society. Perkin transactions I, 1982, # 7, p. 1605 - 1610

  摘要：

  DOI：

文献信息

• Targeting Orthosteric and Allosteric Pockets of Aromatase via Dual-Mode Novel Azole Inhibitors
  作者：Jessica Caciolla、Angelo Spinello、Silvia Martini、Alessandra Bisi、Nadia Zaffaroni、Silvia Gobbi、Alessandra Magistrato

  DOI：10.1021/acsmedchemlett.9b00591

  日期：2020.5.14

  Breast cancer (BC) is the most diffused cancer type in women and the second leading cause of death among the female population. Effective strategies to fight estrogen responsive (ER+) BC, which represents 70% of all BC cases, rely on estrogen deprivation, via the inhibition of the aromatase enzyme, or the modulation of its cognate estrogen receptor. Current clinical therapies significantly increased patient survival time. Nevertheless, the onset of resistance in metastatic BC patients undergoing prolonged treatments is becoming a current clinical challenge, urgently demanding to devise innovative strategies. In this context, here we designed, synthesized, and performed in vitro inhibitory tests on the aromatase enzyme and distinct ER+/ER- BC cell line types of novel azole bridged xanthones. These compounds are active in the low mu M range and behave as dual-mode inhibitors, targeting both the orthosteric and the allosteric sites of the enzyme placed along one access channel. Classical and quantum-classical molecular dynamics simulations of the new compounds, as compared with selected steroidal and nonsteroidal inhibitors, provide a rationale to the observed inhibitory potency and supply the guidelines to boost the activity of inhibitors able to exploit coordination to iron and occupation of the access channel to modulate estrogen production.
• SATO, HARUHIKO;DAN, TAKASHI;ONUMA, ETSURO;TANAKA, HARUKO;KOGA, HIROSHI, CHEM. AND PHAPM. BULL., 38,(1990) N, C. 1266-1277
  作者：SATO, HARUHIKO、DAN, TAKASHI、ONUMA, ETSURO、TANAKA, HARUKO、KOGA, HIROSHI

  DOI：——

  日期：——
• Studies on uricosuric diuretics. I. Syntheses and activities of xanthonyloxyacetic acids and dihydrofuroxanthone-2-carboxylic acids.
  作者：Haruhiko SATO、Takashi DAN、Etsuro ONUMA、Haruko TANAKA、Hiroshi KOGA

  DOI：10.1248/cpb.38.1266

  日期：——

  substituted xanthonyloxyacetic acids (5 and 6), 1,2-dihydrofuro[2,3-c]xanthone-2-carboxylic acids (7) and 2,3-dihydrofuro[3,2-b]xanthone-2-carboxylic acids (8) were synthesized and tested for diuretic and uricosuric activities in rats. Most of the xanthon-3-yloxyacetic acids (5) and 7 showed potent diuretic activities, while 8 had lower activities. Uricosuric activities were found in 5c, 5f, 5k, 5m,

  一系列取代的氧杂蒽氧基氧乙酸（5和6），1,2-二氢呋喃[2,3-c]蒽酮-2-羧酸（7）和2,3-二氢呋喃[3,2-b]蒽酮-2-合成了羧酸（8）并测试了大鼠的利尿和尿尿排尿活性。多数the吨-3-基氧基乙酸（5）和（7）显示出强效的利尿活性，而8个具有较低的利尿活性。在5c，5f，5k，5m，5o，5p，5r，7m，7p和8q中发现了泌尿外科活动。
• Sargent, Melvyn V.; Stransky, Peter O., Journal of the Chemical Society. Perkin transactions I, 1982, # 7, p. 1605 - 1610
  作者：Sargent, Melvyn V.、Stransky, Peter O.

  DOI：——

  日期：——