2-[(2-氟苯氧基)甲基]环氧乙烷 | 15620-80-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-[(2-氟苯氧基)甲基]环氧乙烷
• 英文名称: 1-(2,3-epoxypropoxy)-2-fluorobenzene
• 英文别名: 2-((2-fluorophenoxy)methyl)oxirane；2-fluoro-1-(oxiran-2-ylmethoxy)benzene；1,2-epoxy-3-o-fluorophenoxypropane；2-fluorophenyl glycidyl ether；2-[(2-Fluorophenoxy)methyl]oxirane
• CAS: 15620-80-1
• 化学式: C₉H₉FO₂
• mdl: MFCD13271542
• 分子量: 168.168
• InChiKey: ZGBJAUZQXAADQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  246.1±10.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(2-氟苯氧基)甲基]环氧乙烷 在 potassium carbonate 、 potassium iodide 作用下， 以 异丙醇 、 丙酮 为溶剂， 反应 96.0h， 生成
  参考文献：
  名称：

  Selective .beta.3-adrenergic agonists of brown adipose tissue and thermogenesis. 2. [4-[2-[(2-Hydroxy-3-phenoxypropyl)amino]ethoxy]phenoxy]acetamides

  摘要：

  The ester methyl [4-[2-[(2-hydroxy-3-phenoxypropyl)amino]ethoxy]phenoxy]acetate (1) (R1 = OMe) had previously been identified as the most interesting member of a series of selective beta-3-adrenergic agonists of brown adipose tissue and thermogenesis in the rat. In vivo it acts mainly via the related acid 1 (R1 = OH). Amides have been examined to determine whether they have advantages over the ester. In particular, in the rat and dog the half-lives of amides of appropriate potency were no longer than those of the ester. The amide (S)-4-[2-[(2-hydroxy-3-phenoxypropyl)amino]ethoxy]-N-(2-methoxyethyl)phenoxyacetamide [S-27, ICI D7114] was selected as having properties consistent with a sustained-release formulation should that prove necessary. Unlike the ester it is resistant to hydrolysis in the gut lumen. Further testing of ICI D7114 has shown that in the rat, cat, and dog it stimulates the beta-3-adrenergic receptor in brown adipose tissue at doses lower than those at which it affects beta-1- and beta-2-adrenergic receptors in other tissues. Slimming effects were observed in the dog. ICI D7114 may be a selective thermogenic agent in man and may be useful in the treatment of obesity and diabetes.

  DOI：

  10.1021/jm00088a010
• 作为产物：
  描述：

  2-氟苯酚 在 哌啶 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 生成 2-[(2-氟苯氧基)甲基]环氧乙烷
  参考文献：
  名称：

  Antihypertensive indole derivatives of phenoxypropanolamines with .beta.-adrenergic receptor antagonist and vasodilating activity

  摘要：

  A series of 25 aryloxypropanolamines containing the 3-indolyl-tert-butyl [i.e., 1,1-dimethyl-2-(1H-indol-3-yl)ethyl] or substituted 3-indolyl-tert-butyl moiety as the N substituent is reported. These compounds have been tested for antihypertensive activity in spontaneously hypertensive rats (SHR), beta-adrenergic receptor antagonist action in conscious normotensive rats, vasodilating activity in ganglion-blocked rats with blood pressure maintained by angiotensin II infusion, and for intrinsic sympathomimetic action (ISA) in reserpinized rats. Some of the compounds exhibit antihypertensive activity in combination with beta adrenergic receptor antagonist and vasodilating action. The structure--activity relationships in these tests are discussed.

  DOI：

  10.1021/jm00177a015

文献信息

• Substituted heterocyclic compounds
  申请人：——

  公开号：US20030176447A1

  公开（公告）日：2003-09-18

  Disclosed are novel heterocyclic derivatives, useful for the treatment of various disease states, in particular cardiovascular diseases such as atrial and ventricular arrhythmias, intermittent claudication, Prinzmetal's (variant) angina, stable and unstable angina, exercise induced angina, congestive heart disease, and myocardial infarction. The compounds are also useful in the treatment of diabetes, and for increasing HDL plasma levels in mammals.

  揭示了一种新颖的杂环衍生物，用于治疗各种疾病状态，特别是心血管疾病，如心房和心室心律失常、间歇性跛行、普林兹梅塔（变异）心绞痛、稳定和不稳定心绞痛、运动诱发性心绞痛、充血性心力衰竭和心肌梗死。这些化合物还可用于治疗糖尿病，并可增加哺乳动物的高密度脂蛋白血浆水平。
• Studies on Agents with Vasodilator and .BETA.-Blocking Activities. II.
  作者：Toshimi SEKI、Takayuki TAKEZAKI、Rikio OHUCHI、Hiroshi OHUYABU、Yoshitaka TANIMOTO、Takashi YAMAGUCHI、Norinobu SAITOH、Tsutomu ISHIMORI、Kikuo YASUDA

  DOI：10.1248/cpb.43.247

  日期：——

  A series of phenoxypropanolamines having a hydrazinopyridazinyl moiety was synthesized. Their hypotensive and β-blocking activities were evaluated after intravenous administration of the compounds to anethetized rats.Some of them exhibited both activities. In particular, compound 20k is a candidate for clinical use due to its hypotensive activity, equal to that of hydralazine, and its β-blocking activity, 2.7-fold more potent than that of propranolol.

  一系列含有哒嗪基肼结构的苯氧丙醇胺类化合物被合成，并通过静脉注射给麻醉大鼠后评估了它们的降压和β阻断活性。其中一些化合物显示了这两种活性。特别是化合物20k，由于其降压活性与肼达嗪相当，且β阻断活性比普萘洛尔强2.7倍，因此被认为是临床应用的候选药物。
• Design, synthesis and biological evaluation of novel desloratadine derivatives with anti-inflammatory and H1 antagonize activities
  作者：Feng Li、Qinlong Xu、Qihua Zhu、Zhaoxing Chu、Gaofeng Lin、Jiajia Mo、Yan Zhao、Jiaming Li、Guangwei He、Yungen Xu

  DOI：10.1016/j.bmcl.2019.126712

  日期：2019.12

  To improve the anti-inflammatory activity of desloratadine, we designed and synthesized a series of novel desloratadine derivatives. All compounds were evaluated for their anti-inflammatory and H1 antagonistic activities. Among them, compound 2c showed the strongest H1 antagonistic and anti-inflammatory activity. It also exhibited promising pharmacokinetic profiles and low toxicity. All these results

  为了提高去氯雷他定的抗炎活性，我们设计并合成了一系列新型的去氯雷他定衍生物。评价所有化合物的抗炎和H 1拮抗活性。其中，化合物2c显示出最强的H 1拮抗和抗炎活性。它还显示出有希望的药代动力学特征和低毒性。所有这些结果表明，化合物2c作为新型抗过敏剂值得进一步研究。
• Copper-catalyzed/mediated borylation reactions of epoxides with diboron reagents: access to β-hydroxyl boronic esters
  作者：Ebrahim-Alkhalil M. A. Ahmed、Xi Lu、Tian-Jun Gong、Zhen-Qi Zhang、Bin Xiao、Yao Fu

  DOI：10.1039/c6cc07924e

  日期：——

  We report the first copper-catalyzed/mediated borylative ring opening reaction of epoxides.

  我们报道了环氧的第一个铜催化/介导的硼化开环反应。
• Copper-catalyzed cross-coupling reactions of epoxides with gem-diborylmethane: access to γ-hydroxyl boronic esters
  作者：Ahmed Ebrahim-Alkhalil、Zhen-Qi Zhang、Tian-Jun Gong、Wei Su、Xiao-Yu Lu、Bin Xiao、Yao Fu

  DOI：10.1039/c5cc09817c

  日期：——

  Herein, we describe a novel copper-catalyzed epoxide opening reaction with gem-diborylmethane.

  在本文中，我们描述了与宝石-二硼烷基甲烷的新型铜催化的环氧化物开环反应。