6-Butan-2-yl-2-hydroxycyclohepta-2,4,6-trien-1-one | 1411673-84-1

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: 6-Butan-2-yl-2-hydroxycyclohepta-2,4,6-trien-1-one
• CAS: 1411673-84-1
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: QSELYFLDJMFIRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 samarium diiodide 、 potassium hydroxide 作用下， 生成 6-Butan-2-yl-2-hydroxycyclohepta-2,4,6-trien-1-one
  参考文献：
  名称：

  Tropolones As Lead-Like Natural Products: The Development of Potent and Selective Histone Deacetylase Inhibitors

  摘要：

  Natural products have long been recognized as a rich source of potent therapeutics but further development is often limited by high structural complexity and high molecular weight. In contrast, at the core of the thujaplicins is a lead-like tropolone scaffold characterized by relatively low molecular weight, ample sites for diversification, and metal-binding functionality poised for targeting a range of metalloenzyme drug targets. Here, we describe the development of this underutilized scaffold for the discovery of tropolone derivatives that function as isozyme-selective inhibitors of the validated anticancer drug target, histone deacetylase (HDAC). Several monosubstituted tropolones display remarkable levels of selectivity for HDAC2 and potently inhibit the growth of T-cell lymphocyte cell lines. The tropolones represent a new chemotype of isozyme-selective HDAC inhibitors.

  DOI：

  10.1021/ml400158k

文献信息

• The furan route to tropolones: probing the antiproliferative effects of β-thujaplicin analogs
  作者：E. Zachary Oblak、Erin S. D. Bolstad、Sophia N. Ononye、Nigel D. Priestley、M. Kyle Hadden、Dennis L. Wright

  DOI：10.1039/c2ob26553b

  日期：——

  A direct route to analogs of the naturally occurring tropolone β-thujaplicin has been developed in just four steps from furan. Using this method, a series of derivatives were synthesized and evaluated. Several of these compounds demonstrated very high levels of potency against bacterial and fungal pathogens with good selectivity over mammalian cells.

  距离天然托洛酮β-thujaplicin类似物的直接途径仅需四个步骤即可完成 呋喃。使用这种方法，合成并评估了一系列衍生物。这些化合物中的几种显示出对细菌和真菌病原体非常高的效力，并且对哺乳动物细胞具有良好的选择性。
• β-扁柏酚衍生物及其在制备动物专用抗菌剂以 及饲用抗菌生长促进剂中的应用
  申请人：广州英赛特生物技术有限公司

  公开号：CN103739471B

  公开（公告）日：2016-04-13

  本发明公开了β-扁柏酚衍生物及其在制备动物专用抗菌剂以及饲用抗菌生长促进剂中的应用。β-扁柏酚衍生物，其结构式如式（Ⅰ）所示：其中R为正丙基、正戊基、苄基、仲丁基、乙基、正丁基、对氯苄基、对氟苄基、正辛基、1-氟丙基或正十四烷基。本发明的如式1所示的化合物对畜禽低毒或者无毒，其比目前专利覆盖相关化合物有更高的安全性及更强的生长促进性能，因此更适合作为饲料用生长促进剂，在养殖行业具有非常好的应用前景。
• BETA-HINOKITOL DERIVATIVE AND USES THEREOF IN PREPARATION OF SPECIAL ANTIBACTERIAL AGENT FOR ANIMAL AND ANTIMICROBIAL GROWTH PROMOTER FOR FEED
  申请人：Guangzhou Insighter Biotechnology Co., Ltd

  公开号：EP3085685A1

  公开（公告）日：2016-10-26

  The present invention discloses β-hinokitiol derivatives and application thereof in preparation of animal antibacterial agents and antibacterial growth promoters used in feed. β-hinokitiol derivatives, having a structural formula as shown in formula (I): wherein, R is n-propyl, n-pentyl, benzyl, sec-butyl, ethyl, n-butyl, p-chlorobenzyl, p-fluorobenzyl, n-octyl, 1-fluoropropyl or n-tetradecyl. The compounds of the present invention as shown in formula I show low toxicity or non-toxicity to poultry, is safer and has stronger growth promotion properties in comparison with all patented compounds at present, and therefore is more suitable to be used as growth promoters in feed. The present invention has a very good application prospect in cultivation industry.

  本发明公开了β-桧醇衍生物及其在制备动物抗菌剂和饲料抗菌生长促进剂中的应用。β-桧醇衍生物，其结构式如式（I）所示：其中，R 是正丙基、正戊基、苄基、仲丁基、乙基、正丁基、对氯苄基、对氟苄基、正辛基、1-氟丙基或正十四烷基。式 I 所示的本发明化合物对家禽毒性低或无毒，与目前所有专利化合物相比更安全，具有更强的促生长特性，因此更适合用作饲料中的促生长剂。本发明在养殖业中具有很好的应用前景。
• BETA-HINOKITIOL DERIVATIVES AND APPLICATIONS THEREOF IN PREPARATION OF ANIMAL ANTIBACTERIAL AGENTS AND ANTIBACTERIAL GROWTH PROMOTERS USED IN FEED
  申请人：GUANGZHOU INSIGHTER BIOTECHNOLOGY CO., LTD.

  公开号：US20160316790A1

  公开（公告）日：2016-11-03

  β-hinokitiol derivatives and application thereof in preparation of animal antibacterial agents and antibacterial growth promoters used in feed. β-hinokitiol derivatives, having a structural formula as shown in formula (I): wherein, R is n-propyl, n-pentyl, benzyl, sec-butyl, ethyl, n-butyl, p-chlorobenzyl, p-fluorobenzyl, n-octyl, 1-fluoropropyl or n-tetradecyl. The compounds as shown in formula I show low toxicity or non-toxicity to poultry, are safer and have strong growth promotion properties, and therefore are suitable to be used as growth promoters in feed. The compounds have a very good application prospect in cultivation industry.