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1-(5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methoxyphenyl)propan-1-one | 511530-03-3

中文名称
——
中文别名
——
英文名称
1-(5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methoxyphenyl)propan-1-one
英文别名
1-(5-hydroxy-2,2-dimethylchroman-6-yl)-3-(4-methoxyphenyl)-propan-1-one;1-(5-Hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-(4-methoxyphenyl)propan-1-one;1-(5-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-(4-methoxyphenyl)propan-1-one
1-(5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methoxyphenyl)propan-1-one化学式
CAS
511530-03-3
化学式
C21H24O4
mdl
——
分子量
340.419
InChiKey
VVSXPJKALFEASW-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    4.6
  • 重原子数:
    25
  • 可旋转键数:
    5
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.38
  • 拓扑面积:
    55.8
  • 氢给体数:
    1
  • 氢受体数:
    4

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    1-(5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methoxyphenyl)propan-1-one2,3-二氯-5,6-二氰基-1,4-苯醌 作用下, 以 为溶剂, 以68%的产率得到(E)-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-(4-methoxyphenyl)prop-2-en-1-one
    参考文献:
    名称:
    A convenient and biogenetic type synthesis of few naturally occurring chromeno dihydrochalcones and their in vitro antileishmanial activity
    摘要:
    2',2'-Dimethyl chromeno dihydrochalcones are very rare in nature as plant secondary metabolites. Recently we have reported three such compounds from the plant Crotalaria ramosissima. Chromeno dihydrochalcones contain a 2',2'-dimethyl benzopyran system, which are frequently encountered in many natural products and exhibit a variety of biological activities. We here report the strategy to conveniently synthesize naturally occurring chromeno dihydrochalcones by biogenetic type pyridine or Amberlyst-15 catalyzed chromenylation of dihydrochalcones and in vitro antileishmanial activity of chromeno dihydrochalcones and their intermediates. (C) 2004 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.bmcl.2004.05.071
  • 作为产物:
    描述:
    2,4-二羟基苯乙酮 在 palladium on activated charcoal 吡啶barium dihydroxide氢气 作用下, 以 甲醇乙醇 为溶剂, 反应 18.0h, 生成 1-(5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methoxyphenyl)propan-1-one
    参考文献:
    名称:
    Isolation and synthesis of chalcones with different degrees of saturation
    摘要:
    Crotaoprostrin, a chalcone not yet known as a plant constituent, was isolated from the aerial parts of the Indian medicinal plant Crotalaria prostrata. The structures of the chalcone polyarvin and the partially hydrogenated naturally occurring derivatives crotaramin, crotaramosmin, and crotin were confirmed by chemical synthesis. (C) 2002 Elsevier Science Ltd. All rights reserved.
    DOI:
    10.1016/s0031-9422(02)00475-2
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文献信息

  • Semi-Synthesis of Dihydrochalcone Derivatives and Their<i>in Vitro</i>Antimicrobial Activities
    作者:Maurice Awouafack、Souvik Kusari、Marc Lamshöft、Dieudonne Ngamga、Pierre Tane、Michael Spiteller
    DOI:10.1055/s-0029-1240619
    日期:2010.4
    We describe the semi-synthesis of dihydrochalcone derivatives and their in vitro antimicrobial activities. These compounds were prepared by modifying two naturally occurring antimicrobial dihydrochalcones, erioschalcones A and B, reported by us earlier. The structures of the compounds were assigned on the basis of spectroscopic evidence and by comparing their physical and spectroscopic data with those reported in the literature. All the compounds were subjected to in vitro antimicrobial assays against a panel of pathogenic microorganisms, including gram-positive and gram-negative bacteria, and fungi. The antimicrobial efficacies of this class of compounds were established by correlating the activity profile of each compound with its structure and by comparing the activities of all the compounds with each other based on their structure. This should enable the development of other derivatives of the dihydrochalcone family that would serve as more potent antimicrobial agents against specific pathogens.
    我们介绍了二氢查尔酮衍生物的半合成及其体外抗菌活性。这些化合物是通过对我们早先报道的两种天然抗菌二氢查耳酮(erioschalcones A 和 B)进行改良而制备的。这些化合物的结构是根据光谱证据并将其物理和光谱数据与文献报道的数据进行比较后确定的。对所有化合物都进行了体外抗菌试验,试验对象是一组病原微生物,包括革兰氏阳性菌、革兰氏阴性菌和真菌。通过将每个化合物的活性特征与其结构相关联,并根据其结构比较所有化合物的活性,确定了这一类化合物的抗菌功效。这将有助于开发二氢查尔酮家族的其他衍生物,使其成为针对特定病原体的更有效的抗菌剂。
  • A convenient and biogenetic type synthesis of few naturally occurring chromeno dihydrochalcones and their in vitro antileishmanial activity
    作者:Tadigoppula Narender、Shweta、Suman Gupta
    DOI:10.1016/j.bmcl.2004.05.071
    日期:2004.8
    2',2'-Dimethyl chromeno dihydrochalcones are very rare in nature as plant secondary metabolites. Recently we have reported three such compounds from the plant Crotalaria ramosissima. Chromeno dihydrochalcones contain a 2',2'-dimethyl benzopyran system, which are frequently encountered in many natural products and exhibit a variety of biological activities. We here report the strategy to conveniently synthesize naturally occurring chromeno dihydrochalcones by biogenetic type pyridine or Amberlyst-15 catalyzed chromenylation of dihydrochalcones and in vitro antileishmanial activity of chromeno dihydrochalcones and their intermediates. (C) 2004 Elsevier Ltd. All rights reserved.
  • Isolation and synthesis of chalcones with different degrees of saturation
    作者:Karsten Krohn、Klaus Steingröver、M Srinivasa Rao
    DOI:10.1016/s0031-9422(02)00475-2
    日期:2002.12
    Crotaoprostrin, a chalcone not yet known as a plant constituent, was isolated from the aerial parts of the Indian medicinal plant Crotalaria prostrata. The structures of the chalcone polyarvin and the partially hydrogenated naturally occurring derivatives crotaramin, crotaramosmin, and crotin were confirmed by chemical synthesis. (C) 2002 Elsevier Science Ltd. All rights reserved.
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