(Z)-3-methyl-2-phenylchroman-4-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (Z)-3-methyl-2-phenylchroman-4-one
• 英文别名: 3-methyl-2-phenylchroman-4-one；(2R,3S)-3-methyl-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one；3-methyl-2-phenyl-2,3-dihydrochromen-4-one
• 化学式: C₁₆H₁₄O₂
• 分子量: 238.286
• InChiKey: KGDHGMYUWLSCKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 (Z)-3-methyl-2-phenylchroman-4-one 、 盐酸二甲胺 在 盐酸 作用下， 以 异丙醇 为溶剂， 反应 1.0h， 以100 mg的产率得到3-[(N,N-dimethylamino)methyl]-3-methylflavanone
  参考文献：
  名称：

  Antimicrobial 3-methylene flavanones

  摘要：

  The antimicrobial activity previously attributed to flavanone Mannich bases was found to be due to their breakdown products, 3-methyleneflavanones. Among the latter compounds, highest potency was observed when the flavanone phenyl ring contained bromine or chlorine substituents. 3-Methylene-2-phenylflavanone (8) was synthesized and shown to be equal to hexachlorophene in tests against representative Gram-positive microorganisms.

  DOI：

  10.1021/jm00141a011
• 作为产物：
  描述：

  3-chloromethyl-2-phenyl-chroman-4-one 在 溶剂黄146 、 锌 作用下， 生成 (Z)-3-methyl-2-phenylchroman-4-one
  参考文献：
  名称：

  Jagwani,U.K., Journal of the Indian Chemical Society, 1970, vol. 47, p. 119 - 122

  摘要：

  DOI：

文献信息

• Intermolecular C–O addition of carboxylic acids to arynes: synthesis of o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones
  作者：Anton V. Dubrovskiy、Richard C. Larock

  DOI：10.1016/j.tet.2013.01.078

  日期：2013.4

  An efficient and simple route to biologically and pharmaceutically important o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones has been developed utilizing readily available carboxylic acids and commercially available o-(trimethylsilyl)aryl triflates.

  利用现成的羧酸和市售的邻(三甲基甲硅烷基)芳基三氟甲磺酸酯，开发了一种有效且简单的途径来生产生物学和药学上重要的邻羟基芳基酮、呫吨酮、 4-色满酮和黄酮。
• Intermolecular C−O Addition of Carboxylic Acids to Arynes
  作者：Anton V. Dubrovskiy、Richard C. Larock

  DOI：10.1021/ol101017z

  日期：2010.7.16

  A novel, efficient, and expedient route to biologically and pharmaceutically important o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones has been developed starting from readily available carboxylic acids and commercially available o-(trimethylsilyl)aryl triflates.

  从容易获得的羧酸和市售的邻-(三甲基甲硅烷基)芳基三氟甲磺酸酯开始，已经开发出一种新颖、有效和方便的途径来制备生物学和药学上重要的邻羟基芳基酮、氧杂蒽酮、4-色满酮和黄酮。
• Antiinfective Flavononol Compounds and Methods of Use Thereof
  申请人：Alberte Randall S.

  公开号：US20090092624A1

  公开（公告）日：2009-04-09

  The present invention relates in part to antiinfective flavononol compounds represented by formula I: Another aspect of the invention is a method for treating an infection in a subject by administering the compounds of Formula I to the subject.

  本发明部分涉及由式I表示的抗感染类黄酮醇化合物。本发明的另一个方面是通过向受体注射式I化合物来治疗感染的方法。
• Benzopyran compounds, useful as chemotherapeutic agents
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0025599A1

  公开（公告）日：1981-03-25

  Known and novel compounds of formula (I) wherein R4 is hydrogen or lower alkyl, R3 is hydrogen or lower alkyl and R5 is a substituent, or R3 and R5 together form a group -CH2- or -CH2-CH2-, and R1 and R2 each represent four substituents or one or both R1 and R2 represents a methylenedioxy group and two substituents are active against viruses, especially rhinoviruses. Methods for producing the compounds are described, as are pharmaceutical formulations and methods for administering the compounds to cure or prevent rhinoviral infections.

  已知和新型的式(I)化合物 其中 R4 是氢或低级烷基，R3 是氢或低级烷基，R5 是一个取代基，或 R3 和 R5 共同组成一个基团-CH2-或-CH2-CH2-，R1 和 R2 各代表四个取代基，或 R1 和 R2 之一或二者代表一个亚甲基二氧基基团和两个取代基，对病毒，特别是鼻病毒具有活性。本文介绍了生产这些化合物的方法，以及使用这些化合物治疗或预防鼻病毒感染的药物制剂和方法。
• METHOD AND COMPOSITION FOR HAIR THICKENING
  申请人：SHISEIDO COMPANY, LTD.

  公开号：EP1683509A1

  公开（公告）日：2006-07-26

  The present invention provides a method for maintaining and promoting hair thickening by increasing the expression of keratinocyte growth factor (FGF-7) in hair follicle cells, and preferably dermal papilla cells, a composition for increasing expression of FGF-7 that contains adenosine and/or a derivative thereof, and particularly, an external scalp preparation for maintaining and promoting hair thickening.

  本发明提供了一种通过增加角质细胞生长因子（FGF-7）在毛囊细胞，最好是真皮乳头细胞中的表达来维持和促进头发增厚的方法，一种含有腺苷和/或其衍生物的增加 FGF-7 表达的组合物，特别是一种用于维持和促进头发增厚的头皮外用制剂。