5,8-Dimethoxy-1-methyl-3,4-dihydro-isochinolin | 105901-26-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢异喹啉
• 英文名称: 5,8-Dimethoxy-1-methyl-3,4-dihydro-isochinolin
• 英文别名: 5,8-Dimethoxy-1-methyl-3,4-dihydroisoquinoline
• CAS: 105901-26-6
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: IEKCMEDDDXEACA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,8-Dimethoxy-1-methyl-3,4-dihydro-isochinolin 在 palladium on activated charcoal 作用下， 以 various solvent(s) 为溶剂， 反应 6.0h， 以70%的产率得到methyl-1 dimethoxy-5,8 isoquinoleine
  参考文献：
  名称：

  Croisy-Delcey, Martine; Huel, Christianne; Bisagni, Emile, Journal of Heterocyclic Chemistry, 1988, vol. 25, # 2, p. 655 - 660

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-二甲氧基苯乙胺 在 三氯氧磷 、 苯 作用下， 生成 5,8-Dimethoxy-1-methyl-3,4-dihydro-isochinolin
  参考文献：
  名称：

  Sugasawa; Shigehara, Chemische Berichte, 1941, vol. 74, p. 459,462

  摘要：

  DOI：

文献信息

• Pyrimidine derivatives and processes for the preparation thereof
  申请人：Yuhan Corporation

  公开号：US06352993B1

  公开（公告）日：2002-03-05

  The present invention relates to novel pyrimidine derivatives of formula (I) or pharmaceutically acceptable salts thereof which possess an excellent anti-secretory activity, pharmaceutical compositions containing the same as an active ingredient, their novel intermediates, and processes for the preparation thereof wherein: when A is piperidin-1-yl or —NH—B, wherein B is C3-C4 alkyl, C3-C4 alkenyl, C3-C7 cycloalkyl, C1-C3 alkoxyethyl, phenylethl which may be substituted or unsubstituted, 3-trifluoromethylphenylmethyl, 1-naphthylmethyl, 4-methylthiazol-2-yl or 4-phenylthiazol-2-yl, R1 is hydrogen or methyl; and R2, R3, R4 and R5 are hydrogen; or when A is a group of formula (II); when R1 is hydroxymethyl or C1-C3 alkoxymethyl, R2, R3, R4, R5 and R6 are hydrogen; and R7 is hydrogen or halogen; or when R1 is hydrogen or methyl, R7 is hydrogen or halogen; and one or two of R2, R3, R4, R5 and R6 is hydroxy, methoxy, or a group of formula (III) wherein Z is C1-C4 alkyl, substituted or unsubstituted C1-C4 alkenyl, cyloalkyl, benzyloxyalkyl, alkoxycarbonylalkyl, morpholinomethyl, piperidinomethyl, 4-substituted-piperazinomethyl, substituted or unsubstituted phenyl, naphthyl, substituted or unsubstituted benzyl, thiophen-2-yl-methyl, 1-substituted-pyrrolidin-2-yl or —CHR8NHR9, wherein R8 is hydrogen, methyl, isopropyl, benzyl, benzyloxymethyl, methylthioethyl, benzyloxycarbonylmethyl, carbamolymethyl, carbamoylethyl, or 1-benzylimidazol-4-ylmethyl and R9 is hydrogen or t-butoxycarbonyl; and the others are hydrogen or methyl.

  本发明涉及具有优异抗分泌活性的新型嘧啶衍生物的化学式(I)或其药学上可接受的盐，以及含有其作为活性成分的药物组合物，其新型中间体，以及其制备方法，其中：当A为哌啶-1-基或-NH-B时，其中B为C3-C4烷基，C3-C4烯基，C3-C7环烷基，C1-C3烷氧乙基，苯乙基，可以是取代或未取代的，3-三氟甲基苯甲基，1-萘甲基，4-甲基噻唑-2-基或4-苯基噻唑-2-基，R1为氢或甲基；而R2、R3、R4和R5为氢；或当A为化学式(II)的基团时；当R1为羟甲基或C1-C3烷氧甲基，R2、R3、R4、R5和R6为氢；而R7为氢或卤素；或当R1为氢或甲基，R7为氢或卤素；且R2、R3、R4、R5和R6中的一个或两个为羟基，甲氧基，或化学式(III)的基团，其中Z为C1-C4烷基，取代或未取代的C1-C4烯基，环烷基，苄氧基烷基，烷氧羰基烷基，吗啉甲基，哌啶甲基，4-取代哌嗪甲基，取代或未取代的苯基，萘基，取代或未取代的苄基，噻吩-2-基-甲基，1-取代吡咯啉-2-基或-NHR9，其中R8为氢，甲基，异丙基，苄基，苄氧甲基，甲硫乙基，苄氧羰基甲基，氨基甲基，氨基乙基，或1-苄基咪唑-4-基甲基，而R9为氢或叔丁氧羰基；其他为氢或甲基。
• [EN] NOVEL DIHYDROPYRIDOISOQUINOLINONES AND PHARMACEUTICAL COMPOSITIONS THEREOF FOR THE TREATMENT OF INFLAMMATORY DISORDERS<br/>[FR] NOUVELLES DIHYDROPYRIDOISOQUINOLINONES ET LEURS COMPOSITIONS PHARMACEUTIQUES POUR LE TRAITEMENT DE TROUBLES INFLAMMATOIRES
  申请人：GALAPAGOS NV

  公开号：WO2016169911A1

  公开（公告）日：2016-10-27

  A compound according to Formula (I): wherein R1, LA, CyA, RA, R2, R3, and R4 are as described herein. The present invention relates to novel compounds according to Formula I that antagonize GPR84, a G-protein-coupled receptor that is involved in inflammatory conditions, and methods for the production of these novel compounds, pharmaceutical compositions comprising these compounds, and methods for the prevention and/or treatment of inflammatory conditions, pain, neuroinflammatory conditions, neurodegenerative conditions, infectious diseases, autoimmune diseases, endocrine and/or metabolic diseases, cardiovascular diseases, leukemia, and/or diseases involving impairment of immune cell functions by administering a compound of the invention.

  根据公式（I）的化合物：其中R1、LA、CyA、RA、R2、R3和R4如本文所述。本发明涉及根据公式I的新化合物，这些化合物拮抗GPR84，GPR84是涉及炎症状况的G蛋白偶联受体，以及制备这些新化合物的方法，包括这些化合物的药物组合物，以及通过给予本发明的化合物预防和/或治疗炎症状况、疼痛、神经炎症状况、神经退行性疾病、传染病、自身免疫疾病、内分泌和/或代谢疾病、心血管疾病、白血病和/或通过给予本发明的化合物导致免疫细胞功能受损的疾病的方法。
• Dihydropyridoisoquinolinones and pharmaceutical compositions thereof for the treatment of inflammatory disorders
  申请人：GALAPAGOS NV

  公开号：US10568879B2

  公开（公告）日：2020-02-25

  A compound according to Formula I: wherein R1, LA, CyA, RA, R2, R3, and R4 are as described herein. The present invention relates to novel compounds according to Formula I that antagonize GPR84, a G-protein-coupled receptor that is involved in inflammatory conditions, and methods for the production of these novel compounds, pharmaceutical compositions comprising these compounds, and methods for the prevention and/or treatment of inflammatory conditions, pain, neuroinflammatory conditions, neurodegenerative conditions, infectious diseases, autoimmune diseases, endocrine and/or metabolic diseases, cardiovascular diseases, leukemia, and/or diseases involving impairment of immune cell functions by administering a compound of the invention.

  符合式 I 的化合物： 其中 R1、LA、CyA、RA、R2、R3 和 R4 如本文所述。 本发明涉及根据式 I 可拮抗参与炎症的 G 蛋白偶联受体 GPR84 的新型化合物、生产这些新型化合物的方法、包含这些化合物的药物组合物，以及通过施用本发明化合物预防和/或治疗炎症、疼痛、神经炎症、神经退行性疾病、传染性疾病、自身免疫性疾病、内分泌和/或代谢性疾病、心血管疾病、白血病和/或涉及免疫细胞功能损害的疾病的方法。
• Croisy-Delcey, Martine; Huel, Christianne; Bisagni, Emile, Journal of Heterocyclic Chemistry, 1988, vol. 25, # 2, p. 655 - 660
  作者：Croisy-Delcey, Martine、Huel, Christianne、Bisagni, Emile

  DOI：——

  日期：——
• Lora-Tamayo et al., Chemistry and industry, 1959, p. 657
  作者：Lora-Tamayo et al.

  DOI：——

  日期：——