2-ethynyloxazole | 794588-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-ethynyloxazole
• 英文别名: Oxazole, 2-ethynyl-；2-ethynyl-1,3-oxazole
• CAS: 794588-82-2
• 化学式: C₅H₃NO
• 分子量: 93.0849
• InChiKey: MDHZULUDMSSOSC-UHFFFAOYSA-N

物化性质

• 沸点：
  146.0±23.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-ethynyloxazole 在 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.5h， 生成 3-(oxazol-2-yl)propynoic acid [3-(4-hydroxy-5-oxo-8,9,11,14-tetrahydro-5H,7H-6,10-dioxabenzocyclododecen-7-yl)propenyl]amide
  参考文献：
  名称：

  Ring-closing metathesis: a powerful tool for the synthesis of simplified salicylihalamide-based V-ATPase inhibitors

  摘要：

  Based on our synthetic strategy developed for the total synthesis of the macrocyclic salicylate natural product salicylihalamide, we describe herein the synthesis of a series of simplified salicylihalamide-based analogs. Alterations in the aromatic fragment, the macrolactone scaffold and side-chain were evaluated for in vitro inhibition of V-ATPase activity and human tumor cell growth. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.06.146
• 作为产物：
  描述：

  Trimethylsilylethynyloxazole 在 甲醇 、 potassium hydroxide 作用下， 生成 2-ethynyloxazole
  参考文献：
  名称：

  Design and characterization of a heterocyclic electrophilic fragment library for the discovery of cysteine-targeted covalent inhibitors

  摘要：

  通过半胱氨酸反应性和水稳定性测试，对亲电性小杂环片段库进行了表征，结果表明它们有潜力作为共价战斗头。

  DOI：

  10.1039/c8md00327k

文献信息

• Heterocyclic indole derivatives and mono- or diazaindole derivatives
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US06673797B1

  公开（公告）日：2004-01-06

  There is provided a compound represented by the general formula (1): wherein Het represents an optionally substituted heterocyclic group; A1 and A2 each independently represent —CH═, etc.; A3 represents —CH2—, etc.; R1 represents a 4-fluorophenyl group, etc.; R2 represents an alkyl group; n represents 0, 1 or 2, provided that when A1 and A2 both are —CH═, A3 represents —CH2— or —SO2—, which is an indole derivative or a mono- or diazaindole derivative that has COX-2 inhibitory activity and is useful as a pharmaceutical, such as an anti-inflammatory agent, or addition salts thereof with a pharmaceutically acceptable acid or base, or hydrates thereof.

  提供一种化合物，其一般式表示为（1）：其中Het代表可选择地取代的杂环基团；A1和A2各自独立地表示—CH═等；A3表示—CH2—等；R1表示4-氟苯基团等；R2表示烷基团；n表示0、1或2，但当A1和A2都为—CH═时，A3表示—CH2—或—SO2—，它是一种COX-2抑制活性的吲哟衍生物或单或二氮杂吲哟衍生物，可用作药物，如抗炎药物，或其与药用可接受的酸或碱形成的加合盐，或其水合物。
• Design and characterization of a heterocyclic electrophilic fragment library for the discovery of cysteine-targeted covalent inhibitors
  作者：A. Keeley、P. Ábrányi-Balogh、G. M. Keserű

  DOI：10.1039/c8md00327k

  日期：——

  A fragment library of electrophilic small heterocycles was characterized through cysteine-reactivity and aqueous stability tests that suggested their potential as covalent warheads.

  通过半胱氨酸反应性和水稳定性测试，对亲电性小杂环片段库进行了表征，结果表明它们有潜力作为共价战斗头。
• Ring-closing metathesis: a powerful tool for the synthesis of simplified salicylihalamide-based V-ATPase inhibitors
  作者：Sylvain Lebreton、Xiao-Song Xie、Deborah Ferguson、Jef K. De Brabander

  DOI：10.1016/j.tet.2004.06.146

  日期：2004.10

  Based on our synthetic strategy developed for the total synthesis of the macrocyclic salicylate natural product salicylihalamide, we describe herein the synthesis of a series of simplified salicylihalamide-based analogs. Alterations in the aromatic fragment, the macrolactone scaffold and side-chain were evaluated for in vitro inhibition of V-ATPase activity and human tumor cell growth. (C) 2004 Elsevier Ltd. All rights reserved.