ethyl 6-chloro-2-oxo-4-phenyl-2H-chromene-3-carboxylate | 137711-59-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: ethyl 6-chloro-2-oxo-4-phenyl-2H-chromene-3-carboxylate
• 英文别名: 6-chloro-2-oxo-4-phenyl-2H-1-benzopyran-3-carboxylic acid ethyl ester；Ethyl 6-chloro-2-oxo-4-phenyl-chromene-3-carboxylate；ethyl 6-chloro-2-oxo-4-phenylchromene-3-carboxylate
• CAS: 137711-59-2
• 化学式: C₁₈H₁₃ClO₄
• 分子量: 328.752
• InChiKey: IEILXEYYPYUMKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 6-chloro-2-oxo-4-phenyl-2H-chromene-3-carboxylate 在 氧化铂 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、54.04 MPa 条件下， 反应 3.0h， 以to yield 6-chloro-3,4-dihydro-2-oxo-4-phenyl-2H-1-benzopyran-3-carboxylic acid ethyl ester as colorless crystals (2.24 g)的产率得到ethyl 3,4-trans-6-chloro-2-oxo-4-phenylchroman-3-carboxylate
  参考文献：
  名称：

  Condensed heterocyclic compounds, their production and use

  摘要：

  化合物的结构式为：##STR1## 其中A"，B，C，D，E，G，Ar，X，Y和Z的定义如下，或其盐。该化合物具有优异的抑制ACAT，降低血液中胆固醇和抑制Tachykinin受体的活性，或其盐，以及它们的生产和使用。

  公开号：

  US05700810A1
• 作为产物：
  描述：

  5-氯-2-羟基二苯甲酮 、 丙二酸二乙酯 在 哌啶 作用下， 以75%的产率得到ethyl 6-chloro-2-oxo-4-phenyl-2H-chromene-3-carboxylate
  参考文献：
  名称：

  香豆素和2-喹诺酮的3-脲基衍生物的合成作为有效的酰基辅酶A：胆固醇酰基转移酶抑制剂。

  摘要：

  合成了4-苯基香豆素和4-苯基-2-喹诺酮的新型3-脲基衍生物，并评估了其酰基辅酶A：胆固醇酰基转移酶（ACAT）的抑制活性。这些衍生物以10（-8）至10（-9）M的水平抑制大鼠肠道ACAT的IC50值，并发现当以膳食混合物的形式给予胆固醇喂养的大鼠时，血浆中的胆固醇水平正常化。

  DOI：

  10.1248/cpb.43.616

文献信息

• Integrative fungal solutions for protecting bees and overcoming colony collapse disorder (CCD)
  申请人：Stamets Paul Edward

  公开号：US10813960B2

  公开（公告）日：2020-10-27

  The present invention is based on a plurality of benefits from the extracts of mycelia of individual fungal species, and mixtures of species, to provide an armamentarium of defenses from multiple stressors in order to help bees survive a complex of symptoms collectively called colony collapse disorder (CCD). More particularly, the present invention utilizes specific concentrations of extracts from pure cultured mycelium from mushroom forming fungi to reduce harmful viruses in bees and to increase the longevity of bees.

  本发明基于从单个真菌物种的菌丝体和物种混合物的提取物中获得的多种益处，提供了防御多种压力的武器，以帮助蜜蜂在被统称为蜂群崩溃紊乱症（CCD）的一系列症状中存活下来。更具体地说，本发明利用纯培养的蘑菇真菌菌丝体中特定浓度的提取物来减少蜜蜂体内的有害病毒，并延长蜜蜂的寿命。
• Integrative fungal solutions for protecting bees
  申请人：Stamets Paul E.

  公开号：US10821145B2

  公开（公告）日：2020-11-03

  The present invention is based on a plurality of benefits from the extracts of mycelia of individual fungal species, and mixtures of species, to provide an armamentarium of defenses from multiple stressors in order to help bees survive a complex of symptoms collectively called colony collapse disorder (CCD). More particularly, the present invention utilizes specific concentrations of extracts from pure cultured mycelium from mushroom forming fungi to reduce harmful viruses in bees and to increase the longevity of bees.

  本发明基于从单个真菌物种的菌丝体和物种混合物的提取物中获得的多种益处，提供了防御多种压力的武器，以帮助蜜蜂在被统称为蜂群崩溃紊乱症（CCD）的一系列症状中存活下来。更具体地说，本发明利用从纯培养的蘑菇真菌菌丝体中提取的特定浓度的提取物来减少蜜蜂体内的有害病毒并延长蜜蜂的寿命。
• Chlorinated Coumarins from the Polypore Mushroom <i>Fomitopsis officinalis</i> and Their Activity against <i>Mycobacterium tuberculosis</i>
  作者：Chang Hwa Hwang、Birgit U. Jaki、Larry L. Klein、David C. Lankin、James B. McAlpine、José G. Napolitano、Nicole A. Fryling、Scott G. Franzblau、Sang Hyun Cho、Paul E. Stamets、Yuehong Wang、Guido F. Pauli

  DOI：10.1021/np400497f

  日期：2013.10.25

  An EtOH extract of the polypore mushroom Fomitopsis officinalis afforded two new naturally occurring chlorinated coumarins, which were identified as the previously synthesized compounds 6-chloro-4-phenyl-2H-chromen-2-one (1) and ethyl 6-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (2). The structures of the two isolates were deduced by ab initio spectroscopic methods and confirmed by chemical synthesis. In addition, an analogue of each was synthesized as 7-chloro-4-phenyl-2H-chromen-2-one (3) and ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (4). All four compounds were characterized physicochemically, and their antimicrobial activity profiles revealed a narrow spectrum of activity with lowest MICs against the Mycobacterium tuberculosis complex.
• INTEGRATIVE FUNGAL SOLUTIONS FOR PROTECTING BEES
  申请人：Stamets, Paul Edward

  公开号：EP3110260A1

  公开（公告）日：2017-01-04
• ANTIVIRAL ACTIVITY FROM MEDICINAL MUSHROOMS AND THEIR ACTIVE CONSTITUENTS
  申请人：Stamets, Paul Edward

  公开号：EP3277271A1

  公开（公告）日：2018-02-07