methoxymethyl 4'-nitrophenethyl ether | 1026606-32-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methoxymethyl 4'-nitrophenethyl ether
• 英文别名: 1-[2-(Methoxymethoxy)ethyl]-4-nitrobenzene
• CAS: 1026606-32-5
• 化学式: C₁₀H₁₃NO₄
• 分子量: 211.218
• InChiKey: CATQDMKFWXKSHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methoxymethyl 4'-nitrophenethyl ether 在 3percent Pt/C 氢气 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以99%的产率得到4-[2-(methoxmethoxy)ethyl]aniline
  参考文献：
  名称：

  Discovery of Novel N-Phenylglycine Derivatives as Potent and Selective β₃-Adrenoceptor Agonists for the Treatment of Frequent Urination and Urinary Incontinence

  摘要：

  With a novel assay using isolated ferret detrusor to estimate beta (3)-adrenoceptor agonistic activity, we found that a series of glycine derivatives of ritodrine, a beta (2)-adrenoceptor agonist, are potent beta (3)-adrenoceptor agonists, with excellent selectivity versus beta1 and beta (2) subtypes. Substitution of halogens in the phenyl ring increased potency and selectivity for the beta (3)-adrenoceptor, and this was dependent upon the position of the halogens. The chlorine-substituted derivatives 3f-i exhibited potent beta (3)-adrenoceptor-mediated relaxation of ferret detrusor (EC50 = 0.93, 11, 14, and 160 nM) and higher potency at beta (3)-adrenoceptors than at beta (1) or beta (2) The intravenous administration of 3h significantly reduced the urinary bladder pressure in anesthetized male rats (ED50 = 48 mug/kg) without cardiovascular side effects. This article is the first report of structure-activity relationships (SAR) concerning beta (3)-adrenoceptor agonists as agents for the treatment of urinary frequency and incontinence.

  DOI：

  10.1021/jm000455z
• 作为产物：
  描述：

  对硝基苯乙醇 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到methoxymethyl 4'-nitrophenethyl ether
  参考文献：
  名称：

  Discovery of Novel N-Phenylglycine Derivatives as Potent and Selective β₃-Adrenoceptor Agonists for the Treatment of Frequent Urination and Urinary Incontinence

  摘要：

  With a novel assay using isolated ferret detrusor to estimate beta (3)-adrenoceptor agonistic activity, we found that a series of glycine derivatives of ritodrine, a beta (2)-adrenoceptor agonist, are potent beta (3)-adrenoceptor agonists, with excellent selectivity versus beta1 and beta (2) subtypes. Substitution of halogens in the phenyl ring increased potency and selectivity for the beta (3)-adrenoceptor, and this was dependent upon the position of the halogens. The chlorine-substituted derivatives 3f-i exhibited potent beta (3)-adrenoceptor-mediated relaxation of ferret detrusor (EC50 = 0.93, 11, 14, and 160 nM) and higher potency at beta (3)-adrenoceptors than at beta (1) or beta (2) The intravenous administration of 3h significantly reduced the urinary bladder pressure in anesthetized male rats (ED50 = 48 mug/kg) without cardiovascular side effects. This article is the first report of structure-activity relationships (SAR) concerning beta (3)-adrenoceptor agonists as agents for the treatment of urinary frequency and incontinence.

  DOI：

  10.1021/jm000455z

文献信息

• Green Oxidation of Isochromans to Isochromanones with Molecular Oxygen Catalyzed by a Tetranuclear Vanadium Cluster
  作者：Huixin Huang、Baokuan Chen、Yiru Fu、Jing Sun、Yanfeng Bi、Ming‐Dong Zhou

  DOI：10.1002/cjoc.202300090

  日期：2023.8.15

  Isochromanone is the core structure of many bioactive compounds. Direct oxidation of isochromans is one of leading methods for the construction of isochromanones, while most established processes remain suffering from the use of environmentally unfriendly metal oxidants, harsh reaction conditions, and the difficulty in catalyst recycling and product separation. Herein, we report a convenient, cost-effective

  异色满酮是许多生物活性化合物的核心结构。异色满的直接氧化是构建异色满酮的主要方法之一，但大多数已建立的工艺仍然存在使用环境不友好的金属氧化剂、苛刻的反应条件以及催化剂回收和产物分离的困难。在此，我们报道了一种方便、经济、绿色的方法，通过新型非均相钒簇催化剂（Cat.1 ）在温和条件下通过O 2氧化异色满酮来合成高附加值异色满酮。该反应方案表现出高催化活性以及良好的催化剂可回收性和对多种底物的可重复使用性。