methyl 2-(2,5-dimethoxybenzoyl)benzoate | 68216-90-0

• 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: methyl 2-(2,5-dimethoxybenzoyl)benzoate
• 英文别名: 2-(2,5-dimethoxy-benzoyl)-benzoic acid methyl ester；2-(2,5-Dimethoxy-benzoyl)-benzoesaeure-methylester
• CAS: 68216-90-0
• 化学式: C₁₇H₁₆O₅
• 分子量: 300.311
• InChiKey: VQDQCJNJSNKBGB-UHFFFAOYSA-N

物化性质

• 熔点：
  85-86 °C
• 沸点：
  468.3±40.0 °C(Predicted)
• 密度：
  1.184±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2-(2,5-dimethoxybenzoyl)benzoate 在 环己胺 作用下， 以 乙腈 、 苯 为溶剂， 生成 methyl 2-[(2,5-dimethoxyphenyl)-hydroxymethyl]benzoate
  参考文献：
  名称：

  2-Benzoylbenzoic Acid:  A Photolabile Mask for Alcohols and Thiols

  摘要：

  Photolysis of 2-benzoylbenzoate esters of primary and secondary alcohols 1 in the presence of a hydrogen donor (2-isopropanol) or an electron donor (primary amines) produces the corresponding alcohol in high yield. The fate of the benzoate is dependent on the conditions used for the photoreaction. In 2-propanol, the ketyl radical that derives from photoreduction dimerizes, to afford the benzpinacol product 3,3'-diphenylbiphthalidyl, 5. In the presence of amines the product is 3-phenylphthalide, 6, a benzhydrol derivative which is the result of simple reduction of the ketone followed by lactonization. While the photoproduct of the benzoate-2-propanol reaction results from anticipated free radical chemistry, the amine-promoted reaction appears to result from a second, ''dark'', electron transfer process. We conclude that 2-benzoylbenzoic acid is an effective photolabile protecting group for primary and secondary alcohols, and preliminary studies indicate that thiols can be protected in an analogous way. Studies on the effect of benzophenone substituents and reaction solvent on the benzhydrol:benzpinacol product ratio provide mechanistic insight into the process.

  DOI：

  10.1021/jo961638p
• 作为产物：
  描述：

  邻苯二甲酸单甲酯 在 二硫化碳 、 三氯化铝 、 氯化亚砜 作用下， 生成 methyl 2-(2,5-dimethoxybenzoyl)benzoate
  参考文献：
  名称：

  Methadone is safe for treating hospitalized patients with severe pain

  摘要：

  Purpose: Methadone is still regarded as a second line opioid for patients suffering from severe pain, and is rarely used in hospitalized patients. The infrequent use of methadone is probably due to its long plasma half-life that could lead to accumulation and toxicity. In the present study we report that clinically effective analgesic doses of methadone, given either epidurally or orally, can be used safely for prolonged treatment in hospitalized patients.Clinical features: Over a five-year period we administered methadone at Hadassah Hospital in Jerusalem to 3,954 in-patients with severe pain, 12% of whom were younger than 17 yr. Satisfactory pain relief was recorded in more than 85% of the patients. None of the patients treated with oral methadone developed serious side effects. Three patients, treated with epidural methadone (0.09%), developed a clinically significant respiratory depression, In all three cases, epidural pump failure or pump misprogramming resulted in methadone overdose, None of the children or adults treated with methadone developed addiction during hospitalization.Conclusion: Based on its analgesic properties and marked safety profile, we suggest that methadone could be added to the analgesic armamentarium of in-hospital health-care providers. Moreover, methadone could serve as the opioid of first choice in some inpatient populations.

  DOI：

  10.1007/bf03020377

文献信息

• 2-Aroylbenzoyl Serine Proteases:  Photoreversible Inhibition or Photoaffinity Labeling?
  作者：Paul B. Jones、Ned A. Porter

  DOI：10.1021/ja9842518

  日期：1999.3.1

  an acyl thrombin was isolated that showed no lytic activity but which slowly regained activity in pH 7.4 buffer. Irradiation of this acyl enzyme with 366 nm light led to an enzyme that showed no gain of lytic activity over time. Incubation of chymotrypsin with 1a−3a and 4 led to acyl enzymes which showed no activity but which regained activity slowly. Irradiation of these inactive acyl enzymes with

  2-苯甲酰苯甲酸酯的苯酯被确定为丝氨酸蛋白酶糜蛋白酶和凝血酶的抑制剂。因此，对胍基苯基 2-苯甲酰苯甲酸酯 (1b) 抑制凝血酶，而相应的对硝基​​苯基酯 (1a) 抑制胰凝乳蛋白酶活性。制备了其他对硝基苯酯显示出作为胰凝乳蛋白酶抑制剂的活性，三种在苯甲酰基环上具有甲氧基取代：2-甲氧基 (2a)、2,5-二甲氧基 (3a) 和 2,4,5-三甲氧基苯甲酰基 (4 ）。与 1b 孵育后，分离出无裂解活性但在 pH 7.4 缓冲液中缓慢恢复活性的酰基凝血酶。用 366 nm 光照射这种酰基酶导致酶的裂解活性没有随时间增加。胰凝乳蛋白酶与 1a-3a 和 4 一起孵育导致酰基酶不显示活性但缓慢恢复活性。用 366 nm 光照射这些无活性的酰基酶导致酶活性迅速增加。酰基胰凝乳蛋白酶的形成...