1,4-dioxaspiro[4.4]nonane-9-carbonyl chloride | 854133-08-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-dioxaspiro[4.4]nonane-9-carbonyl chloride
• CAS: 854133-08-7
• 化学式: C₈H₁₁ClO₃
• 分子量: 190.627
• InChiKey: NFVTYILINQBXEJ-UHFFFAOYSA-N

物化性质

• 沸点：
  264.9±35.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.29
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,4-dioxaspiro[4.4]nonane-9-carbonyl chloride 在 吡啶 、 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 反应 15.0h， 生成 2-oxo-N-(2-phenylethyl)cyclopentane-1-carboxamide
  参考文献：
  名称：

  Design, new synthesis, and calcilytic activity of substituted 3H-pyrimidin-4-ones

  摘要：

  Design, new synthesis, structure-activity relationship studies and calcium receptor antagonist (calcilytic) properties of novel 3H-pyrimidin-4-ones are described. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.054
• 作为产物：
  描述：

  2-亚乙二氧基环戊环羧酸乙酯 在 氢氧化钾 、 草酰氯 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 1,4-dioxaspiro[4.4]nonane-9-carbonyl chloride
  参考文献：
  名称：

  Design, new synthesis, and calcilytic activity of substituted 3H-pyrimidin-4-ones

  摘要：

  Design, new synthesis, structure-activity relationship studies and calcium receptor antagonist (calcilytic) properties of novel 3H-pyrimidin-4-ones are described. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.054

文献信息

• Design of Inhibitors of Scytalone Dehydratase: Probing Interactions with an Asparagine Carboxamide
  作者：Gregory S Basarab、Douglas B Jordan、Troy C Gehret、Rand S Schwartz

  DOI：10.1016/s0968-0896(02)00272-9

  日期：2002.12

  Among the active-site residues of scytalone dehydratase, the side-chain carboxamide of asparagine 131 has the greatest potential for strong electrostatic interactions. Structure-based inhibitor design aimed at enhancing interactions with this residue led to the synthesis of a series of highly potent inhibitors that have a five- or six-membered ring containing a carbonyl functionality for hydrogen bonding. To achieve a good orientation for hydrogen bonding, the inhibitors incorporate a phenyl substituent that displaces a phenylalanine residue away from the five- or six-membered rings. Without the phenyl substituent, inhibitor binding potency is diminished by three orders of magnitude. Larger K, values of a site-directed mutant (Asn131Ala) of scytalone dehydratase in comparison to those of wild-type enzyme validate the design concept. The most potent inhibitor (K-i = 15 pM) contains a tetrahydrothiophenone that can form a single hydrogen bond with the asparagine carboxamide. Inhibitors with a butyrolactam that can form two hydrogen bonds with the asparagine carboxamide demonstrate excellent in vivo fungicidal activity. (C) 2002 Elsevier Science Ltd. All rights reserved.