2-(2-'-hydroxyphenyl)-4-methyloxazole | 128064-23-3

• 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-(2-'-hydroxyphenyl)-4-methyloxazole
• 英文别名: 2-(2'-hydroxyphenyl)-4-methyloxazole；2-(2-hydroxyphenyl)-4-methyloxazole；2-(4-Methyl-2-oxazolyl)phenol；2-(4-methyloxazol-2-yl)phenol；6-(4-Methyl-1,3-oxazol-2(3H)-ylidene)cyclohexa-2,4-dien-1-one；2-(4-methyl-1,3-oxazol-2-yl)phenol
• CAS: 128064-23-3
• 化学式: C₁₀H₉NO₂
• 分子量: 175.187
• InChiKey: KKMKCMTWPFTGBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-'-hydroxyphenyl)-4-methyloxazole 在 N,N-二异丙基乙胺 、 zinc(II) chloride 作用下， 以 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 1.0h， 生成 5-bromo-4-(2-(4-methyloxazol-2-yl)phenoxy)-N-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine
  参考文献：
  名称：

  [EN] NOVEL ULK1 INHIBITORS AND METHODS USING SAME
  [FR] NOUVEAUX INHIBITEURS D'ULK 1 ET LEURS MÉTHODES D'UTILISATION

  摘要：

  在某些方面，该发明提供了一种治疗受试者疾病或病况的方法，该方法包括向需要的受试者联合给予至少一种ULK1抑制嘧啶的治疗有效量，以及mTOR抑制剂的治疗有效量。

  公开号：

  WO2016033100A1
• 作为产物：
  描述：

  一氯丙酮 、 水杨酰胺 在 calcium carbonate 作用下， 以17%的产率得到2-(2-'-hydroxyphenyl)-4-methyloxazole
  参考文献：
  名称：

  H-Atom Transfer and Rotational Processes in the Ground and First Singlet Excited Electronic States of 2-(2‘-Hydroxyphenyl)oxazole Derivatives:  Experimental and Theoretical Studies

  摘要：

  The H-atom transfer and the rotational processes of 2-(2'-hydroxyphenyl)oxazole derivatives in both ground (S-0) and first singlet (S-1) excited electronic states have been respectively studied from experimental and theoretical points of view. Experiment and theory support the coexistence of two ground state rotamers, E and ER, with OH ... N and OH ... O hydrogen bonds, respectively, rotamer E being the most stable and the only one that experiences a photoinduced H-atom motion in the S-1 state. The fluorescence of 2-(2'hydroxyphenyl)-4-methyloxazole in a rigid polymeric medium suggests that in fluid media the phototautomer of the excited enol rotamer suffers a twisting motion around the C-C bond linking both moieties of the molecule. Ab initio calculations at the Hartree-Fock and CI-all-singles levels reveal (a) the existence of a high-energy barrier to the H-atom transfer in the So state, whereas in the S-1 state this transfer has a small or null energy barrier, (b) a coupling between a charge transfer and the nuclear rearrangement (OH and N ... O modes) that makes the system move from the enol to the keto form, and (c) the presence of excited state rotamers of the keto phototautomer in these oxazole derivatives.

  DOI：

  10.1021/jp962026b

文献信息

• ULK1 inhibitors and methods using same
  申请人：SALK INSTITUTE FOR BIOLOGICAL STUDIES

  公开号：US10266549B2

  公开（公告）日：2019-04-23

  In certain aspects, the invention provides a method for treating a disease or condition in a subject, the method comprising co-administering to a subject in need thereof a therapeutically effective amount of at least one ULK1-inhibiting pyrimidine, and a therapeutically effective amount of an mTOR inhibitor.

  在某些方面，本发明提供了一种治疗受试者疾病或病症的方法，该方法包括向有需要的受试者联合施用治疗有效量的至少一种ULK1抑制嘧啶和治疗有效量的mTOR抑制剂。
• Freedman, Jules; Huber, Edward W., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 4, p. 343 - 346
  作者：Freedman, Jules、Huber, Edward W.

  DOI：——

  日期：——
• Highly Phosphorescent Iridium Complexes with Chromophoric 2-(2-Hydroxyphenyl)oxazole-Based Ancillary Ligands: Interligand Energy-Harvesting Phosphorescence
  作者：Youngmin You、Jangwon Seo、Se Hun Kim、Kil Suk Kim、Tae Kyu Ahn、Dongho Kim、Soo Young Park

  DOI：10.1021/ic701778f

  日期：2008.3.1

  We disclose a controlled phosphorescence color tuning in a Series of cyclometalated heteroleptic Ir(III) complexes (Ir(III) bis(2-(2,4-difluorophenyl)pyridinato-C,N-2') (LX)) containing chromophoric 2-(2-hydroxyphenyl)oxazole-derivative ancillary ligands (LX). From a cyclometalated chloride-bridged Ir(III) dimer, three highly emissive cyclometalated heteroleptic Ir(III) complexes were obtained in good yields, each with a different conjugative plane in the chromophoric ancillary ligand (i.e., 2-(2-hydroxyphenyl)-4-methyloxazole, 2-(2-hydroxyphenyl)-6-methylbenzoxazole, and 2-(2-hydroxyphenyl)naphthoxazole). The three Ir(Ill) complexes showed highly efficient greenish blue (500 nm), green (525 nm), and yellow (552 nm) phosphorescence, respectively; a regular ca. 0.11 eV bathochromic shift was observed for each additional phenyl ring fused to the oxazole ring in the ancillary ligand. From the absorption, electrochemical measurements, static and transient photoluminescence (PL), and time-dependent density functional theory (TD-DFT) calculations, it can be concluded that the Ir(Ill) complexes have a single emission center with dual excitation paths. Finally, this characteristic energy-harvesting phosphorescence was further demonstrated in electrophosphorescence devices.
• NOVEL ULK1 INHIBITORS AND METHODS USING SAME
  申请人：Salk Institute for Biological Studies

  公开号：EP3185868A1

  公开（公告）日：2017-07-05