6-(2-hydroxy-4-methoxymethoxyphenyl)-5-hydroxymethyl-2,2,4-trimethyl-1,2-dihydroquinoline | 929523-82-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-(2-hydroxy-4-methoxymethoxyphenyl)-5-hydroxymethyl-2,2,4-trimethyl-1,2-dihydroquinoline
• 英文别名: 2-[5-(hydroxymethyl)-2,2,4-trimethyl-1H-quinolin-6-yl]-5-(methoxymethoxy)phenol
• CAS: 929523-82-0
• 化学式: C₂₁H₂₅NO₄
• 分子量: 355.434
• InChiKey: QBRYQENKISTNKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(2-hydroxy-4-methoxymethoxyphenyl)-5-hydroxymethyl-2,2,4-trimethyl-1,2-dihydroquinoline 在 盐酸 、 三丁基膦 、 potassium carbonate 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 2.0h， 生成 SA22313
  参考文献：
  名称：

  GLUCOCORTICOID RECEPTOR AGONIST COMPOSED OF 2,2,4-TRIMETHYL-6-PHENYL-1,2-DIHYDROQUINOLINE DERIVATIVE HAVING SUBSTITUTED OXY GROUP

  摘要：

  公开号：

  EP2319835B1
• 作为产物：
  描述：

  8-amino-3-hydroxy-6H-benzo[c]chromen-6-one 在 lithium aluminium tetrahydride 、 碘 、 potassium carbonate 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.5h， 生成 6-(2-hydroxy-4-methoxymethoxyphenyl)-5-hydroxymethyl-2,2,4-trimethyl-1,2-dihydroquinoline
  参考文献：
  名称：

  GLUCOCORTICOID RECEPTOR AGONIST COMPOSED OF 2,2,4-TRIMETHYL-6-PHENYL-1,2-DIHYDROQUINOLINE DERIVATIVE HAVING SUBSTITUTED OXY GROUP

  摘要：

  公开号：

  EP2319835B1

文献信息

• NOVEL 1,2-DIHYDROQUINOLINE DERIVATIVE HAVING (SUBSTITUTED PHENYL OR SUBSTITUTED HETEROCYCLIC) CARBONYLOXY LOWER ALKYL GROUP AND ESTER-INTRODUCED PHENYL GROUP AS SUBSTITUENTS
  申请人：Matsuda Mamoru

  公开号：US20090298826A1

  公开（公告）日：2009-12-03

  The compounds represented in general formula (1) and a salt thereof are useful for glucocorticoid receptor modulator. The R 1 represents a hydrogen atom or a lower alkyl group; R 2 represents a hydrogen atom or a lower alkyl group; R 3 and R 4 may be the same or different and represent a hydrogen atom or a lower alkyl group; R 5 represents a hydrogen atom or a lower alkyl group; R 6 represents a halogen atom, a lower alkyl group, a hydroxy group, a lower alkoxy group, a nitro group or a cyano group; X represents —C(O)—, —C(O)NR 8 —, —S(O) 2 — and the like; R 7 and/or R 8 may be the same or different and represent a hydrogen atom, a lower alkyl group which may have a substituent, an aryl group which may have a substituent, a heterocyclic group which may have a substituent, a lower alkoxy group which may have a substituent and the like; Y represents a lower alkylene group; Z represents a benzene ring or a heterocyclic ring; and P represents 0, 1, 2 or 3.

  通用公式（1）中代表的化合物及其盐对糖皮质激素受体调节剂非常有用。其中，R1代表氢原子或较低的烷基基团；R2代表氢原子或较低的烷基基团；R3和R4可以相同也可以不同，代表氢原子或较低的烷基基团；R5代表氢原子或较低的烷基基团；R6代表卤素原子、较低的烷基基团、羟基、较低的烷氧基、硝基或氰基；X代表—C(O)—、—C(O)NR8—、—S(O)2—等；R7和/或R8可以相同也可以不同，代表氢原子、可能具有取代基团的较低烷基基团、可能具有取代基团的芳基、可能具有取代基团的杂环基团、可能具有取代基团的较低烷氧基团等；Y代表较低的烷基烯基团；Z代表苯环或杂环环；P代表0、1、2或3。
• Novel 1-2-Dihydroquinoline Derivative Having Glucocorticoid Receptor Binding Activity
  申请人：Matsuda Mamoru

  公开号：US20090326009A1

  公开（公告）日：2009-12-31

  An object of the present invention is to study synthesis of a novel 1,2-dihydroquinoline derivative and to find a pharmacological action of the derivative. A compound represented by the general formula (1) or a salt thereof is effective in the treatment of a glucocorticoid receptor-related disease. In the formula, the ring X represents a benzene ring or a pyridine ring; R 1 represents a halogen atom, an alkyl group, a hydroxy group, an alkoxy group, an amino group or the like; p represents an integer of 0 to 5; R 2 represents a halogen atom, an alkyl group, a hydroxy group or the like; q represents an integer of 0 to 2; R 3 represents a hydrogen atom, an alkyl group, an alkenyl group or the like; R 4 and R 5 represent a hydrogen atom or the like; R 6 represents a hydrogen atom or the like; A represents an alkylene group or the like; and R 7 represents OR 8 , NR 8 R 9 , SR 8 , S(O)R 8 or S(O) 2 R 8 , wherein R 8 represents an aryl group, a heterocyclic group or the like and R 9 represents a hydrogen atom or the like.

  本发明的目的是研究合成一种新型1,2-二氢喹啉衍生物，并发现该衍生物的药理作用。通式（1）表示的化合物或其盐在治疗糖皮质激素受体相关疾病方面具有有效性。在该式中，环X表示苯环或吡啶环；R1表示卤素原子、烷基、羟基、烷氧基、氨基或类似物；p表示0至5的整数；R2表示卤素原子、烷基、羟基或类似物；q表示0至2的整数；R3表示氢原子、烷基、烯基或类似物；R4和R5表示氢原子或类似物；R6表示氢原子或类似物；A表示烷基链或类似物；R7表示OR8、NR8R9、SR8、S（O）R8或S（O）2R8，其中R8表示芳基、杂环基或类似物，R9表示氢原子或类似物。
• NOVEL 1,2-DIHYDROQUINOLINE DERIVATIVE HAVING SUBSTITUTED PHENYLAMINO LOWER ALKYL GROUP AND ESTER-INTRODUCED PHENYL GROUP AS SUBSTITUENTS
  申请人：Matsuda Mamoru

  公开号：US20090298827A1

  公开（公告）日：2009-12-03

  The compounds represented in general formula (1) and a salt thereof are useful for glucocorticoid receptor modulator. The R 1 represents a hydrogen atom or a lower alkyl group; R 2 represents a hydrogen atom or a lower alkyl group; R 3 and R 4 may be the same or different and represents a hydrogen atom or a lower alkyl group; R 5 represents a hydrogen atom or a lower alkyl group; R 6 represents a halogen atom, a lower alkyl group, a hydroxy group, a lower alkoxy group, a nitro group or a cyano group; X represents —C(O)—, —C(O)NR 8 —, —S(O) 2 — and the like; R 7 and/or R 8 may be the same or different and represent a hydrogen atom, a lower alkyl group which may have a substituent, an aryl group which may have a substituent, a heterocyclic group which may have a substituent, a lower alkoxy group which may have a substituent and the like; Y represents a lower alkylene group; and P represents 0, 1, 2 or 3.

  通式（1）及其盐对于糖皮质激素受体调节剂很有用。其中，R1代表氢原子或较低烷基；R2代表氢原子或较低烷基；R3和R4可以相同也可以不同，代表氢原子或较低烷基；R5代表氢原子或较低烷基；R6代表卤原子、较低烷基、羟基、较低烷氧基、硝基或氰基；X代表—C（O）—，—C（O）NR8—，—S（O）2—等；R7和/或R8可以相同也可以不同，代表氢原子、较低烷基（可能具有取代基）、芳基（可能具有取代基）、杂环基（可能具有取代基）、较低烷氧基（可能具有取代基）等；Y代表较低烷基烯基；P代表0、1、2或3。
• Method for preventing or treating a disease related to the glucocorticoid receptor
  申请人：Matsuda Mamoru

  公开号：US20110275620A1

  公开（公告）日：2011-11-10

  A method for preventing or treating a disease related to the glucocorticoid receptor involving administering a pharmacologically effective amount of a 1,2-hydroquinoline compound.

  一种预防或治疗与糖皮质激素受体相关的疾病的方法，涉及给予1,2-羟基喹啉化合物的药理有效剂量。
• 1,2-dihydroquinoline derivative having substituted phenylamino lower alkyl group and ester-introduced phenyl group as substituents
  申请人：Santen Pharmaceutical Co., Ltd.

  公开号：US08008498B2

  公开（公告）日：2011-08-30

  The compounds represented in general formula (1) and a salt thereof are useful for glucocorticoid receptor modulator. The R1 represents a hydrogen atom or a lower alkyl group; R2 represents a hydrogen atom or a lower alkyl group; R3 and R4 may be the same or different and represents a hydrogen atom or a lower alkyl group; R5 represents a hydrogen atom or a lower alkyl group; R6 represents a halogen atom, a lower alkyl group, a hydroxy group, a lower alkoxy group, a nitro group or a cyano group; X represents —C(O)—, —C(O)NR8—, —S(O)2— and the like; R7 and/or R8 may be the same or different and represent a hydrogen atom, a lower alkyl group which may have a substituent, an aryl group which may have a substituent, a heterocyclic group which may have a substituent, a lower alkoxy group which may have a substituent and the like; Y represents a lower alkylene group; and P represents 0, 1, 2 or 3.

  通式（1）所代表的化合物及其盐对于糖皮质激素受体调节剂很有用。其中，R1代表氢原子或较低的烷基；R2代表氢原子或较低的烷基；R3和R4可以相同也可以不同，代表氢原子或较低的烷基；R5代表氢原子或较低的烷基；R6代表卤原子、较低的烷基、羟基、较低的烷氧基、硝基或氰基；X代表—C（O）—、—C（O）NR8—、—S（O）2—等；R7和/或R8可以相同也可以不同，代表氢原子、较低的烷基（可能有取代基）、芳基（可能有取代基）、杂环基（可能有取代基）、较低的烷氧基（可能有取代基）等；Y代表较低的烷基；P代表0、1、2或3。