4-Hydroxy-3-(1-phenylallyl)coumarin | 75572-80-4

• 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: 4-Hydroxy-3-(1-phenylallyl)coumarin
• 英文别名: 4-hydroxy-3-(1-phenyl-2-propen-1-yl)coumarin；4-hydroxy-3-(1-phenylallyl)-chromen-2-one；4-hydroxy-3-(1-phenylallyl)-2H-chromen-2-one；4-Hydroxy-3-(1-phenyl-2-propenyl)-coumarin；4-hydroxy-3-(1-phenylprop-2-enyl)chromen-2-one
• CAS: 75572-80-4
• 化学式: C₁₈H₁₄O₃
• 分子量: 278.307
• InChiKey: LOCAQXJYSRQECH-UHFFFAOYSA-N

物化性质

• 沸点：
  466.0±45.0 °C(Predicted)
• 密度：
  1.281±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  4-Hydroxy-3-(1-phenylallyl)coumarin 生成 3-methyl-2-phenyl-2,3-dihydro-4H-furo[3,2-c]chromen-4-one
  参考文献：
  名称：

  Patra, Amarendra; Mukhopadhyay, Apurba K.; Mitra, Alok K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 1167 - 1170

  摘要：

  DOI：
• 作为产物：
  描述：

  4-Cinnamyloxycoumarin 在 sodium acetate 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 4-Hydroxy-3-(1-phenylallyl)coumarin
  参考文献：
  名称：

  Patra, Amarendra; Mukhopadhyay, Apurba K.; Mitra, Alok K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 1167 - 1170

  摘要：

  DOI：

文献信息

• 4-hydroxy-benzopyran-2-ones and 4-hydroxy-cycloalkyl\x9bb!pyran-2-ones
  申请人：Pharmacia & Upjohn Company

  公开号：US05686486A1

  公开（公告）日：1997-11-11

  The present invention relates to compounds of formula I which are 4-hydroxy-benzopyran-2-ones and 4-hydroxy-cycloalkyl\x9bb!pyran-2-ones useful for inhibiting a retrovirus in a mammalian cell infected with said retrovirus. ##STR1## Wherein R.sub.10 and R.sub.20 taken together are: ##STR2##

  本发明涉及式I化合物，它们是4-羟基苯并吡喃-2-酮和4-羟基环烷基并吡喃-2-酮，用于抑制哺乳动物细胞中感染的逆转录病毒。其中，R10和R20共同为：##STR2##。
• Direct enantioselective allylic substitution of 4-hydroxycoumarin derivatives with branched allylic alcohols <i>via</i> iridium catalysis
  作者：Ruigang Xu、Kai Li、Jiaqi Wang、Jiamin Lu、Lina Pan、Xiaofei Zeng、Guofu Zhong

  DOI：10.1039/d0cc02832k

  日期：——

  A highly efficient direct asymmetric allylic substitution (AAS) reaction of 4-hydroxycoumarin derivatives with branched allylic alcohols was realized by combining a chiral iridium complex catalyst with a Lewis acid under mild reaction conditions, delivering various chiral allylation products in remarkably high yields and excellent enantioselectivities. The salient features of this transformation include

  通过在温和的反应条件下将手性铱配合物催化剂与路易斯酸结合，以高收率提供各种手性烯丙基化产物，实现了4-羟基香豆素衍生物与支链烯丙基醇的高效直接不对称烯丙基取代（AAS）反应。 。该转化的显着特征包括温和的反应条件，一般的底物范围，良好的官能团耐受性，高收率，优异的选择性和易于扩大规模。此外，所获得的产物可以容易地转化成几种生物活性化合物。
• In(OTf)₃-catalysed easy access to dihydropyranocoumarin and dihydropyranochromone derivatives
  作者：Naouel Boufroua、Elisabet Dunach、Fabien Fontaine-Vive、Samia Achouche-Bouzroura、Sophie Poulain-Martini

  DOI：10.1039/d0nj00080a

  日期：——

  Allylation/cyclization of β-ketolactone-type heterocyclic compounds, under In(OTf)₃-catalysis, for the construction of biologically active dihydropyranocoumarin and dihydropyranochromone derivatives.

  β-酮内酯类杂环化合物的烯丙基化/环化反应，在In(OTf)₃催化下进行，用于构建具有生物活性的二氢吡喃香豆素和二氢吡喃色酮衍生物。
• 2H-PHTHALAZIN-1-ONE DERIVATIVES AND DRUGS COMPRISING THESE DERIVATIVES AS THE ACTIVE INGREDIENT
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP1148053A1

  公开（公告）日：2001-10-24

  Poly(ADP-ribose)polymerase inhibitors containing as the active ingredient 2H-phthalazin-1-one derivatives represented by general formula (I) (wherein each symbol is as defined in the description) or salts thereof. The compounds of the general formula (I) inhibit poly(ADP-ribose)polymerase and are useful as preventives and/or remedies for various ischemic diseases (brain, heart, digestive tract, skeletal muscle, retina, etc.), inflammatory diseases (inflammatory intestinal diseases, multiple encephalosclerosis, arthritis, etc.), nerve degeneration diseases (extrapyramidal disorder, Alzheimer's disease, muscular dystrophy, etc.), diabetes, shock, head trauma, renal insufficiency, hyperalgesia, etc. These compounds are also useful as sensitizers for agents against retroviruses (HIV, etc.) and chemotherapy for cancer.

  聚(ADP-核糖)聚合酶抑制剂，其活性成分为通式(I)代表的 2H-酞嗪-1-酮衍生物（其中各符号如描述中所定义）或其盐。 通式（I）化合物可抑制聚（ADP-核糖）聚合酶，可用于预防和/或治疗各种缺血性疾病（脑、心脏、消化道、骨骼肌、视网膜等）、炎症性疾病（炎症性心肌梗塞、心肌梗死、心律失常、心肌梗死等）。这些化合物可用于预防和/或治疗各种缺血性疾病（脑部、心脏、消化道、骨骼肌、视网膜等）、炎症性疾病（肠道炎症性疾病、多发性脑硬化症、关节炎等）、神经变性疾病（锥体外系障碍、老年痴呆症、肌肉萎缩症等）、糖尿病、休克、头部外伤、肾功能不全、痛觉减退等。这些化合物还可用作抗逆转录病毒（HIV 等）药物和癌症化疗的增敏剂。
• Ahluwalia, Vinod Kumar; Dhingra, Sunita; Rani, Nimmi, Gazzetta Chimica Italiana, 1980, vol. 110, # 4, p. 263 - 266
  作者：Ahluwalia, Vinod Kumar、Dhingra, Sunita、Rani, Nimmi

  DOI：——

  日期：——