2-Ethyl-7-hydroxy-6-methoxy-1,2,3,4-tetrahydro-isochinolin | 15778-84-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 2-Ethyl-7-hydroxy-6-methoxy-1,2,3,4-tetrahydro-isochinolin
• 英文别名: 2-ethyl-6-methoxy-1,2,3,4-tetrahydro-isoquinolin-7-ol；2-ethyl-6-methoxy-3,4-dihydro-1H-isoquinolin-7-ol
• CAS: 15778-84-4
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: AEIGKQCPEGYLDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

文献信息

• 1,2,3,4-TETRAHYDROISOQUINOLINE DERIVATIVES HAVING EFFECTS OF PREVENTING AND TREATING DEGENERATIVE AND INFLAMMATORY DISEASES
  申请人：Hwang On-You

  公开号：US20100217003A1

  公开（公告）日：2010-08-26

  Provided are 7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline derivatives and synthesis methods thereof. The compounds significantly inhibit the production of nitrogen monoxide (NO) and superoxide in an activated microglial cell and expressions of TNF-α, IL-1β inducive NO synthase and cyclooxygenase-2 genes. They also prevent NF-kB shift to a nucleus, decrease reactive oxygen species (ROS), inhibit expression of GTP cyclohydrolase I gene and over-production of tetrahydrobiopterin (BH 4 ), and protect dopaminergic neurons from injury due to activated microglial cells. Consequently, the compounds are effective in treating inflammatory and neurodegenerative diseases.

  提供了7-羟基-6-甲氧基-1,2,3,4-四氢异喹啉衍生物及其合成方法。这些化合物显著抑制活化小胶质细胞中一氧化氮（NO）和超氧化物的产生，以及TNF-α、IL-1β诱导NO合成酶和环氧合酶-2基因的表达。它们还可以防止NF-kB转移到细胞核，降低活性氧自由基（ROS）的水平，抑制GTP环水合酶I基因的表达和四氢生物蝶呤（BH4）的过度产生，并保护多巴胺能神经元免受活化小胶质细胞引起的损伤。因此，这些化合物对于治疗炎症和神经退行性疾病具有有效性。
• Quinolizidinone M1 Receptor Positive Allosteric Modulators
  申请人：Kuduk Scott D.

  公开号：US20110046145A1

  公开（公告）日：2011-02-24

  The present invention is directed to compounds of formula (I) which are M1 receptor positive allosteric modulators and that are useful in the treatment of diseases in which the M1 receptor is involved, such as Alzheimer's disease, schizophrenia, pain or sleep disorders. The invention is also directed to pharmaceutical compositions comprising the compounds, and to the use of the compounds and compositions in the treatment of diseases mediated by the M1 receptor.

  本发明涉及式(I)的化合物，其为M1受体正向变构调节剂，并且在治疗M1受体参与的疾病，如阿尔茨海默病、精神分裂症、疼痛或睡眠障碍方面具有用途。本发明还涉及包含该化合物的制药组合物，以及在治疗由M1受体介导的疾病中使用该化合物和组合物。
• US8173672B2
  申请人：——

  公开号：US8173672B2

  公开（公告）日：2012-05-08
• [EN] 1,2,3,4-TETRAHYDROISOQUINOLINE DERIVATIVES HAVING EFFECTS OF PREVENTING AND TREATING DEGENERATIVE AND INFLAMMATORY DISEASES<br/>[FR] DÉRIVÉS DE 1,2,3,4-TÉTRAHYDROISOQUINOLINE POSSÉDANT DES EFFETS DE PRÉVENTION ET DE TRAITEMENT DE MALADIE DÉGÉNÉRATIVES OU INFLAMMATOIRES
  申请人：UNIV ULSAN FOUND FOR IND COOP

  公开号：WO2008069632A1

  公开（公告）日：2008-06-12

  [EN] Provided are 7-hydroxy-6-methoxy-l,2,3,4-tetrahydroisoquinoline derivatives and synthesis methods thereof. The compounds significantly inhibit the production of nitrogen monoxide (NO) and superoxide in an activated microglial cell and expressions of TNF-a, IL- lß inducive NO synthase and cyclooxygenase-2 genes. They also prevent NF-kB shift to a nucleus, decrease reactive oxygen species (ROS), inhibit expression of GTP cyclohydrolase I gene and over-production of tetrahydrobiopterin (BH ₄ ), and protect dopaminergic neurons from injury due to activated microglial cells. Consequently, the compounds are effective in treating inflammatory and neurodegenerative diseases.
  [FR] L'invention concerne des dérivés de 1,2,3,4-tétrahydroisoquinoline et des procédés de leur synthèse. Les composés inhibent sensiblement la production de monoxyde d'azote (NO) et de superoxyde dans une cellule microgliale et les expressions de gènes TNF-a, NO synthase inductrice d'IL- lß et cyclooxygenase-2. Ils empêchent également le décalage de NF-kB vers un noyau, réduisent les espèces d'oxygène réactives (ERO), inhibent l'expression du gène de GTP cyclohydrolase et la surproduction de tétrahydrobioptérine (BH 4 ). Ils protènes les neurones dopaminergiques contre les lésions grâce aux cellules microgliales activées. Par conséquent, les composés sont efficaces pour traiter des maldies inflammatoires ou neurogénératives.