1-{2-(环丙基甲氧基)-6-[(4-甲氧基苄基)氧基]苯基}乙酮 | 405239-71-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-{2-(环丙基甲氧基)-6-[(4-甲氧基苄基)氧基]苯基}乙酮
• 中文别名: 1-[2-(环丙基甲氧基)-6-[(4-甲氧基苯基)甲氧基]苯基]乙酮
• 英文名称: 1-{2-(cyclopropylmethoxy)-6-[(4-methoxybenzyl)oxy]phenyl}ethanone
• 英文别名: 1-(2-(Cyclopropylmethoxy)-6-(4-methoxybenzyloxy)phenyl)ethanone；1-[2-(cyclopropylmethoxy)-6-[(4-methoxyphenyl)methoxy]phenyl]ethanone
• CAS: 405239-71-6
• 化学式: C₂₀H₂₂O₄
• 分子量: 326.392
• InChiKey: NDMGGAITAQQECE-UHFFFAOYSA-N

物化性质

• 沸点：
  477.4±35.0 °C(Predicted)
• 密度：
  1.153

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  1-{2-(环丙基甲氧基)-6-[(4-甲氧基苄基)氧基]苯基}乙酮 在 盐酸 、 ammonium acetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 13.0h， 生成 2-amino-6-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-4-piperidin-4-yl nicotinonitrile
  参考文献：
  名称：

  Synthesis and structure–activity relationships of novel IKK-β inhibitors. Part 3: Orally active anti-inflammatory agents

  摘要：

  A series of 2-amino-3-cyano-4-alkyl-6-(2-hydroxyphenyl)pyridine derivatives was synthesized and evaluated as IkappaB kinase beta (IKK-beta) inhibitors. Modification of a novel IKK-beta inhibitor 1 (IKK-beta IC50 = 1500 nM, Cell IC50 = 8000 nM) at the 4-phenyl ring and 6-phenol group on the pyridine core ring resulted in a marked increased in biological activities. An optimized compound, 2-amino-6-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-4-piperidin-4-yl nicotinonitrile, exhibited excellent in vitro profiles (IKK-beta IC50 = 8.5 nM, Cell IC50 = 60 nM) and a strong oral efficacy in in vivo anti-inflammatory assays (significant effects at 1 mg/kg, po in arachidonic acid-induced ear edema model in mice). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.041
• 作为产物：
  描述：

  4-甲氧基氯苄 、 1-(2-(环丙基甲氧基)-6-羟基苯基)乙酮 在 四丁基碘化铵 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 以89%的产率得到1-{2-(环丙基甲氧基)-6-[(4-甲氧基苄基)氧基]苯基}乙酮
  参考文献：
  名称：

  [EN] AN OPTICALLY ACITVE PYRIDINE DERIVATIVE AND A MEDICAMENT CONTAINING THE SAME
  [FR] DERIVE DE PYRIDINE OPTIQUEMENT ACTIF ET MEDICAMENT CONTENANT CE DERNIER

  摘要：

  一种具有优异抗炎活性和其他生物活性的光学活性化合物(-)-7-[2-(环丙基甲氧基)-6-羟基苯基]-5-[(3S)-3-哌啶基]-1,4-二氢-2H-吡啶[2,3-d][1,3]噁唑啉-2-酮（I）的盐或其盐。

  公开号：

  WO2003076447A1

文献信息

• Pyridine derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US06562811B1

  公开（公告）日：2003-05-13

  Pyridine compounds of general formula: wherein —R1 represents in which R11 is hydrogen, C1-6 alkyl, halogen, hydroxy, C1-12 alkoxy, nitro, amino, C1-6 alkylsulfonylamino, C1-6 alkoxycarbonyl, C1-6 alkylamino, di(C1-6 alkyl)amino, C1-6 alkanoylamino, phenyl C1-6 alkylamino, phenylsulfonylamino, or —O—(CH2)n—R111; R2 represents hydrogen or halogen; R3 represents hydrogen, —CR31R32R33, or —NR34R35; R4 is hydrogen, carbamoyl, CN, carboxyl, etc.; R5 is amino, C1-6 alkylamino, di C1-6 alkylamino, etc. or salt thereof. The compound has an excellent anti-inflammatory activity, and other biological activity.

  通式为的吡啶化合物：其中-R1代表其中R11为氢，C1-6烷基，卤素，羟基，C1-12烷氧基，硝基，氨基，C1-6烷基磺酰胺基，C1-6烷氧羰基，C1-6烷基氨基，二(C1-6烷基)氨基，C1-6烷酰胺基，苯基C1-6烷基氨基，苯基磺酰胺基，或-O-(CH2)n-R111；R2代表氢或卤素；R3代表氢，-CR31R32R33，或-NR34R35；R4为氢，氨基甲酰基，氰基，羧基等；R5为氨基，C1-6烷基氨基，二C1-6烷基氨基等或其盐。该化合物具有出色的抗炎活性和其他生物活性。
• 4-6-Diphenyl pyridine derivatives as antiinflammatory agents
  申请人：——

  公开号：US20040097563A1

  公开（公告）日：2004-05-20

  4-aryl pyrimidine compounds of general formula and salts thereof: wherein X is CH or N; R1 is hydrogen, halogen, C1-6 alkyl, C1-6 alkoxy, etc.; R2 is hydrogen or hydroxy; R3 is hydrogen, C1-6 alkyl, etc.; R4 is hydrogen, hydroxy, halogen, amino, etc.; R5 is hydroxy, amino, carboxy, etc.; R6 is hydrogen, carbamoyl, cyano, carboxy, C1-6 alkoxycarbonyl, etc. and R7 is amino or C1-6 alkanoylamino. The compounds (I) or the salts thereof have an excellent anti-inflammatory activity and the like.

  通用公式4-芳基嘧啶化合物及其盐：其中X为CH或N；R1为氢、卤素、C1-6烷基、C1-6烷氧基等；R2为氢或羟基；R3为氢、C1-6烷基等；R4为氢、羟基、卤素、氨基等；R5为羟基、氨基、羧基等；R6为氢、氨基甲酰基、氰基、羧基、C1-6烷氧羰基等；R7为氨基或C1-6烷酰胺基。化合物（I）或其盐具有出色的抗炎活性等。
• Optically active pyridine derivative and a medicament containing the same
  申请人：Murata Toshiki

  公开号：US20050215547A1

  公开（公告）日：2005-09-29

  An optically active (−)-7-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-5-[(3S)-3-piperidinyl]-1,4-dihydro-2H-pyrido[2,3-d][1,3]α-azin-2-one of the formula (I) or salt thereof. The compound has an excellent anti-inflammatory activity, and other biological activity.

  一种旋光性的(-)-7-[2-(环丙基甲氧基)-6-羟基苯基]-5-[(3S)-3-哌啶基]-1,4-二氢-2H-吡啶[2,3-d][1,3]α-氮杂-2-酮(I式)或其盐。该化合物具有出色的抗炎活性和其他生物活性。
• 4-6-diphenyl pyridine derivatives as antiinflammatory agents
  申请人：Bayer Aktiengesellschaft

  公开号：US07410986B2

  公开（公告）日：2008-08-12

  4-aryl pyrimidine compounds of general formula and salts thereof: wherein X is CH or N; R1 is hydrogen, halogen, C1-6 alkyl, C1-6 alkoxy, etc.; R2 is hydrogen or hydroxy; R3 is hydrogen, C1-6 alkyl, etc.; R4 is hydrogen, hydroxy, halogen, amino, etc.; R5 is hydroxy, amino, carboxy, etc.; R6 is hydrogen, carbamoyl, cyano, carboxy, C1-6 alkoxycarbonyl, etc. and R7 is amino or C1-6 alkanoylamino. The compounds (I) or the salts thereof have an excellent anti-inflammatory activity and the like.

  通式为4-芳基嘧啶化合物及其盐，其中X为CH或N；R1为氢、卤素、C1-6烷基、C1-6烷氧基等；R2为氢或羟基；R3为氢、C1-6烷基等；R4为氢、羟基、卤素、氨基等；R5为羟基、氨基、羧基等；R6为氢、氨基甲酰、氰基、羧基、C1-6烷氧羰基等；R7为氨基或C1-6脂肪酰胺基。该化合物(I)或其盐具有出色的抗炎活性等。
• PYRIDINE DERIVATIVES WITH IKB-KINASE (IKK-BETA) INHIBITING ACTIVITY
  申请人：Bayer HealthCare AG

  公开号：EP1326856B1

  公开（公告）日：2007-12-19