5-acetyl-4-hydroxy-6-methyl-α-pyrone | 20168-62-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-acetyl-4-hydroxy-6-methyl-α-pyrone
• 英文别名: 5-acetyl-6-methyl-4-hydroxy-2H-pyran-2-one；5-acetyl-6-methyl-2H-pyran-2,4(3H)-dione；5-acetyl-4-hydroxy-6-methyl-2-pyrone；5-acetyl-4-hydroxy-6-methyl-pyran-2-one；2H-Pyran-2-one, 5-acetyl-4-hydroxy-6-methyl-；5-acetyl-4-hydroxy-6-methylpyran-2-one
• CAS: 20168-62-1
• 化学式: C₈H₈O₄
• 分子量: 168.149
• InChiKey: ZJUDDTBXZZUHKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-acetyl-4-hydroxy-6-methyl-α-pyrone 在 lithium diisopropyl amide 作用下， 以 乙醚 为溶剂， 反应 18.0h， 生成 5-hydroxy-4-methoxy-5,7-dimethyl-7,8-dihydro-2H,5H-pyrano[4,3-b]pyran-2-one
  参考文献：
  名称：

  Synthesis of pyrenocines A, B and pyrenochaetic acid A

  摘要：

  DOI：

  10.1016/s0040-4020(01)87700-0
• 作为产物：
  描述：

  乙酰丙酮 、 丙二酰氯 在 乙醚 、 乙酸乙酯 、 甲醇乙酸乙酯 作用下， 以to give 1.75 g (10.4 mmol, 15.3%) of 5-acetyl-4-hydroxy-6-methyl-2-pyrone as brown crystals的产率得到5-acetyl-4-hydroxy-6-methyl-α-pyrone
  参考文献：
  名称：

  Ketone derivatives and medical application thereof

  摘要：

  本发明涉及以下式表示的酮衍生物及含有该酮衍生物或其药学上可接受的盐为活性成分的医药制剂，特别是涉及一种造血剂；本发明表明该制剂可提高血小板、白细胞和红细胞等血细胞数量，对于预防和治疗由癌症化疗、放疗等引起的细胞减少症具有良好的疗效。

  公开号：

  US06215016B1

文献信息

• Substrate Diversity of Macrophomate Synthase Catalyzing an Unusual Multistep Transformation from 2-Pyrones to Benzoates
  作者：Kenji WATANABE、Takashi MIE、Akitami ICHIHARA、Hideaki OIKAWA、Mamoru HONMA

  DOI：10.1271/bbb.64.530

  日期：2000.1

  Macrophomate synthase, which we have recently purified, catalyzes an unusual multistep transformation from 5-acetyl-4-methoxy-6-methyl-2-pyrone to 4-acetyl-3-methoxy-5-methyl-benzoic acid (macrophomic acid). To investigate the substrate diversity of the enzyme, 40 analogs of 2-pyrone were prepared and their relative efficiency was examined in the enzymatic conversions. The experimental results reveal the structural requirements of the substrates and the rough size of the enzyme active site, and eliminate the ambiguity caused by contamination by other enzymes in the whole-cell experiments.

  我们最近纯化了一种名为黑腐醇合酶的酶，它催化一种不寻常的多步转化过程，从5-乙酰基-4-甲氧基-6-甲基-2-吡営转变为4-乙酰基-3-甲氧基-5-甲基苯甲酸（黑腐酸）。为了研究该酶的底物多样性，我们制备了40种2-吡喃酮的类似物，并考察了它们在酶促转化中的相对效率。实验结果揭示了底物的结构要求和酶活性位点的大致尺寸，并消除了全细胞实验中因其他酶污染导致的模糊性。
• KETONE DERIVATIVES AND MEDICINAL USE THEREOF
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP0841063A1

  公开（公告）日：1998-05-13

  The present invention relates to ketone derivatives represented by the following formula and medical agents cotaining the ketone derivatives or pharmacologically acceptable salts thereof as an active ingredient, and in particular, relates to a hematopoietic agent; it is shown that the present invention increases blood cells, such as platelets, white blood cells, and red blood cells, and is effective in preventing and treating cytopenia caused by cancer chemotherapy, radiation therapy, and the like.

  本发明涉及下式所代表的酮衍生物和以酮衍生物或其药理学上可接受的盐作为活性成分的医用制剂，特别是涉及一种造血制剂；本发明可增加血小板、白细胞和红细胞等血细胞，对预防和治疗癌症化疗、放疗等引起的细胞减少症有效。
• Sakurai, Ikuo; Miyajima, Hisae; Akiyama, Katsuyoshi, Chemical and pharmaceutical bulletin, 1988, vol. 36, p. 2003 - 2011
  作者：Sakurai, Ikuo、Miyajima, Hisae、Akiyama, Katsuyoshi、Shimizu, Sakae、Yamamoto, Yuzuru

  DOI：——

  日期：——
• Reduction of a-Pyrone Derivatives with Borane-Methyl Sulfide Complex
  作者：Takeshi Shimizu、Sayoko Hiranuma、Tsumoru Watanabe

  DOI：10.3987/com-93-6509

  日期：——

  Selective reduction of the 5-carbomethoxy- and the 5-carbethoxy-4-hydroxy-2H-pyran-2-one derivatives (5a approximately 11, 19) to yield the 5-hydroxymethyl derivatives (12 approximately 18) was accomplished using 1.1 mol equivalent of borane-methyl sulfide complex. Additionally, reduction of the 3-acetyl-4-hydroxy-2H-pyran-2-one derivatives (23, 26 and 29) with borane-methyl sulfide complex afforded the binary condensed pyrone derivatives (25, 28 and 3 1) in good yields.
• Eine breit anwendbare Synthese fluoreszierender kondensierter ?-Pyrone
  作者：Otto S. Wolfbeis、Erich Ziegler、Andreas Knierzinger、Helmut Wipfler、Iris Trummer

  DOI：10.1007/bf00938720

  日期：——

表征谱图