2',3'-Dichlor-4'-methoxyisobutyrophenon | 53107-35-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2',3'-Dichlor-4'-methoxyisobutyrophenon
• 英文别名: 2',3'-Dichloro-4'-methoxyisobutyrophenone；1-(2,3-dichloro-4-methoxyphenyl)-2-methylpropan-1-one
• CAS: 53107-35-0
• 化学式: C₁₁H₁₂Cl₂O₂
• 分子量: 247.121
• InChiKey: VRQYDYLUERJKTM-UHFFFAOYSA-N

物化性质

• 沸点：
  120-130 °C(Press: 0.5 Torr)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2',3'-Dichlor-4'-methoxyisobutyrophenon 在 sodium hydroxide 、 硫酸 、 吡啶盐酸盐 、 乙酸酐 、 苄基三甲基氢氧化铵 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 为溶剂， 反应 51.0h， 生成 5,6-dichloro-9a-ethyl-1,2,9,9a-tetrahydro-7-hydroxy-3H-fluoren-3-one
  参考文献：
  名称：

  Agents for the treatment of brain edema. 2. [(2,3,9,9a-Tetrahydro-3-oxo-9a-substituted-1H-fluoren-7-yl)oxy]alkanoic acids and some of their analogs

  摘要：

  Our initial paper discussed brain edema resulting from traumatic head injury and the need for specific and effective agents to treat the disorder and disclosed a novel approach for the discovery of a drug of this kind. The current study describes the synthesis of a series of [(2,3,9,9a-tetrahydro-3-oxo-9a-substituted-1H-fluoren-7-yl)oxy]alk anoic acids and their analogues. These compounds were evaluated in an in vitro cerebrocortical tissue slice assay for their relative potencies in inhibiting K+ + HCO3- induced swelling. Structural modification at a number of sites in the "lead" compound revealed that significant biological activity was inherent only within a very narrow range of structural types. The observation that nearly all the biological activity resided in one of the two enantiomers demonstrated the marked stereospecificity of the most active compounds. One of the most potent compounds, (R)-(+)-[(5,6-dichloro-2,3,9,9a-tetrahydro-3-oxo-9a-propyl-1H-fluoren -7-yl) oxy]acetic acid ((+)-5c), exhibited a dose-response relationship in the in vivo acceleration/deceleration brain edema assay, and the data from the two highest doses were statistically significant. Electron microscopic examination demonstrated that the perivascular astroglial swelling that arises from this procedure is abolished in the animals treated with (+)-5c. This compound is currently being evaluated for its clinical efficacy and safety in the treatment of traumatic head injury.

  DOI：

  10.1021/jm00155a038
• 作为产物：
  描述：

  2,3-二氯茴香醚 、 异丁酰氯 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 生成 2',3'-Dichlor-4'-methoxyisobutyrophenon
  参考文献：
  名称：

  [1-Hydroxy-5-indanyloxy (or thio)]-alkanoic acids

  摘要：

  揭示了1-羟基-5-茚氧（或硫）烷酸及其盐、酯和酰胺。这些产品在药用上具有双重作用，表现出利尿、排钠和降尿酸活性。这些酸产品可以通过几种合成方法制备。

  公开号：

  US04012524A1
• 作为试剂：
  描述：

  2,3-二氯茴香醚 、 异丁酰氯 、 三氯化铝 、 、 盐酸 在 sodium hydroxide 、 水 、 magnesium sulfate 、 2',3'-Dichlor-4'-methoxyisobutyrophenon 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以affording 68 g的产率得到2',3'-Dichlor-4'-methoxyisobutyrophenon
  参考文献：
  名称：

  [1-Hydroximino-2,2-disubstituted-5-indanyloxy-(or thio)]alkanoic acids

  摘要：

  本发明公开了1-羟基亚胺基-2,2-二取代-5-吲哚氧（或硫）基]脂肪酸及其盐，酯，酸酐，酰胺和5-四唑基衍生物。这些产物具有双重药用价值，因为它们表现出利尿，盐利和尿酸排泄活性。酸性产物是通过在碱存在下用羟胺处理1-氧代-2,2-二取代-5-吲哚氧（或硫）基脂肪酸或其衍生物制备的。

  公开号：

  US03974212A1

文献信息

• (1-Oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio) alkanoic
  申请人：Merck & Co., Inc.

  公开号：US04096267A1

  公开（公告）日：1978-06-20

  [1-Oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio)]aklanoic acid, derivatives thereof, their salts, esters and amides are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity. Also disclosed are processes for the preparation of such [1-oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio)]alkanoic acids, pharmaceutical compositions comprising therapeutically effective amounts of such compounds and methods of treatment comprising administering such compounds and compositions.

  本文披露了[1-氧代-2-芳基或噻吩基-2-取代-5-茚氧（或硫）]癸酸及其衍生物、盐、酯和酰胺。这些产物具有双重药用效果，表现出利尿、排盐和利尿酸排泄活性。同时还揭示了制备这种[1-氧代-2-芳基或噻吩基-2-取代-5-茚氧（或硫）]癸酸的方法、含有这些化合物的药物组合物以及包括使用这些化合物和组合物的治疗方法。
• 6-Oxo-7-substituted and 7,7-disubstituted-6H-indeno-[5,4-b]furan (and
  申请人：Merck & Co., Inc.

  公开号：US03984552A1

  公开（公告）日：1976-10-05

  6-Oxo-7,7-disubstituted-1,2,7,8-tetrahydro (and 7,8-dihydro)-6H-indeno-[5,4-b]furan (and thiophene)carboxylic acids, the salt, ester and amide derivatives thereof and combinations of these compounds with antikaluretic agents are disclosed having diuretic-saluretic, uricosuric and antihypertensive activity.

  本文披露了6-Oxo-7,7-二取代-1,2,7,8-四氢(和7,8-二氢)-6H-吲哚[5,4-b]呋喃(和噻吩)羧酸，其盐，酯和酰胺衍生物以及这些化合物与抗钾利尿剂的组合物，具有利尿-排盐，尿酸排泄和降压活性。
• [1-Oxo-2-thienyl-2-substituted-5-indanyloxy (or thio)]alkanoic acids and
  申请人：Merck & Co., Inc.

  公开号：US04177285A1

  公开（公告）日：1979-12-04

  [1-Oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio)]alkaoic acid, derivatives thereof, their salts, esters and amides are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity. Also disclosed are processes for the preparation of such [1-oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio)]alkanoic acids, pharmaceutical compositions comprising therapeutically effective amounts of such compounds and methods of treatment comprising administering such compounds and compositions.

  本发明揭示了[1-氧代-2-芳基或噻吩基-2-取代-5-吲哚氧（或硫）基]脂肪酸及其衍生物、盐、酯和酰胺。该产品具有双重药物效用，表现出利尿、排盐和利尿酸活性。还揭示了制备这种[1-氧代-2-芳基或噻吩基-2-取代-5-吲哚氧（或硫）基]脂肪酸的方法、包含治疗有效量的这种化合物的药物组合物以及包括给予这种化合物和组合物的治疗方法。
• Tetrazole derivatives of [1-oxo-2-aryl or
  申请人：Merck & Co., Inc.

  公开号：US04182764A1

  公开（公告）日：1980-01-08

  [1-Oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio)]alkanoic acid, derivatives thereof, their salts, esters and amides are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity. Also disclosed are processes for the preparation of such [1-oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio)]alkanoic acids, pharmaceutical compositions comprising therapeutically effective amounts of such compounds and methods of treatment comprising administering such compounds and compositions.

  本发明揭示了[1-氧代-2-芳基或噻吩基-2-取代-5-茚氧(或硫)基]脂肪酸及其衍生物、盐、酯和酰胺。这些产物具有双重药用价值，因为它们表现出利尿、排盐和利尿酸作用。同时还揭示了制备这种[1-氧代-2-芳基或噻吩基-2-取代-5-茚氧(或硫)基]脂肪酸的方法、包含这些化合物的治疗有效量的制药组合物以及包括给予这些化合物和组合物的治疗方法。
• 1-Oxo-2,2-disubstituted-5-indanyloxy(or thio)alkanoic acids
  申请人：Merck & Co., Inc.

  公开号：US03984465A1

  公开（公告）日：1976-10-05

  1-Oxo-2,2-disubstituted-5-indanyloxy(or thio)alkanoic acids and their salt, ester, anhydride, amide and 5-tetrazolyl derivatives are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity. The acid products are prepared by treating a 2,2-disubstituted-5-hydroxy(or mercapto)-1-indanone with an haloalkanoic acid or ester thereof and, if the ester is employed, hydrolyzing the ester.

  披露了1-氧代-2,2-二取代-5-茚氧基（或硫代）脂肪酸及其盐、酯、酸酐、酰胺和5-四唑基衍生物。该产品具有双重药用功能，表现出利尿、盐利和尿酸排泄活性。通过将2,2-二取代-5-羟基（或巯基）-1-茚酮与卤代脂肪酸或其酯进行处理，并在使用酯时水解酯来制备酸产品。