1-(3-cyclopentyloxy-4-methoxy-benzyl)-5,6-diamino-2-thiouracil | 162279-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(3-cyclopentyloxy-4-methoxy-benzyl)-5,6-diamino-2-thiouracil
• 英文别名: 5,6-diamino-1-[(3-cyclopentyloxy-4-methoxyphenyl)methyl]-2-sulfanylidenepyrimidin-4-one
• CAS: 162279-53-0
• 化学式: C₁₇H₂₂N₄O₃S
• 分子量: 362.453
• InChiKey: CSBVVGCOVXJYFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(3-cyclopentyloxy-4-methoxy-benzyl)-5,6-diamino-2-thiouracil 、 2-benzyloxy-2,2-dimethylacetyl chloride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.33h， 以78%的产率得到6-Amino-5-(2-benzyloxy-2-methyl-propionylamino)-1-(3-cyclopentyloxy-4-methoxy-benzyl)-2-thiouracil
  参考文献：
  名称：

  NOVEL HYPOXANTHINE AND THIOHYPOXANTHINE COMPOUNDS

  摘要：

  公开号：

  EP1202628B1

文献信息

• Purine derivatives having phosphodiesterase iv inhibition activity
  申请人：Euro-Celtique, S.A.

  公开号：US06413975B1

  公开（公告）日：2002-07-02

  Disclosed are compounds of the formula: wherein R3, R6a, R6b and R8 are substituted as disclosed herein. The compounds are effective in effecting PDE IV inhibition in patients in need thereof.

  揭示了以下化合物：其中R3、R6a、R6b和R8如本文所述被取代。这些化合物对需要PDE IV抑制作用的患者有效。
• [EN] NOVEL CHEMICAL COMPOUNDS HAVING PDE-IV INHIBITION ACTIVITY<br/>[FR] NOUVEAUX COMPOSES CHIMIQUES PRESENTANT UNE ACTIVITE D'INHIBITION DE LA PDE-IV (PHOSPHODIESTERASE IV)
  申请人：EURO-CELTIQUE S.A.

  公开号：WO1995000516A1

  公开（公告）日：1995-01-05

  (EN) Novel purine derivatives and their isoguanine and dithioxanthine precursor compounds are disclosed. These compounds have bronchial and tracheal relaxation and/or anti-inflammatory activity. The invention is also related to processes for their preparation, to pharmaceutical compositions containing them and to their medical use. In certain preferred embodiments, the invention relates to 3-substituted and 3,8-disubstituted 6-amino purine derivatives.(FR) On décrit de nouveaux dérivés de purine et leurs composés précurseurs à base d'isoguanine et de dithioxanthine. Ces composés présentent une activité de relaxation bronchique et trachéale et/ou anti-inflammatoire. L'invention concerne aussi leurs procédés de préparation, des compositions pharmaceutiques les contenant et leur utilisation médicale. Dans certaines variantes préférées, l'invention concerne des dérivés de 6-amino purine 3-substitués et 3,8 disubstitués.

  （中文）本发明揭示了新的嘌呤衍生物及其异鸟嘌呤和二硫黄黄质前体化合物。这些化合物具有支气管和气管松弛和/或抗炎活性。本发明还涉及它们的制备过程，含有它们的制药组合物以及它们的医疗用途。在某些优选实施例中，本发明涉及3-取代和3,8-二取代的6-氨基嘌呤衍生物。
• Purine derivatives having phosphodiesterase IV inhibition activity
  申请人：Euro-Celtique S.A.

  公开号：US06294541B1

  公开（公告）日：2001-09-25

  A compound of the formula: wherein R3 represent a C1-8 alkyl which is unbranched or branched and unsubstituted or substituted with OH, alkoxy, CO2H, ═NOH, ═NOCONH2, or ═O; C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, CO2H, ═NOH, ═NOCONH2, or ═O; C4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with OH, alkoxy, CO2H, ═NOH, ═NOCONH2, or ═O; aryl which is unsubstituted or substituted with Cl, NH2, alkylamino, dialkylamino, amido, C1-C8 alkylamido, C1-C3 dialkylamido, OH, alkoxy, HC═NOH, HC═NOCONH2, C1-C3 alkyl, phenyl or benzyl; aralkyl (C1-4); heterocyclyl; heterocyclylalkyl (C1-C4); and heteroaryl; R8 represents H or a C1-8 alkyl which is unbranched or branched and unsubstituted or substituted with OH, alkoxy, CO2H, ═NOH, ═NOCONH2, or ═O; C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, CO2H, ═NOH, ═NOCONH2, or ═O; C4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with OH, alkoxy, CO2H, ═NOH, ═NOCONH2, or ═O; aryl which is unsubstituted or substituted with Cl, NH2, alkylamino, dialkylamino, amido, C1-C8 alkylamido, C1-C3 dialkylamido, OH, alkoxy, HC═NOH, HC═NOCONH2, C1-C3 alkyl, phenyl or benzyl; aralkyl (C1-4); heterocyclyl; heterocyclylalkyl (C1-C4); and heteroaryl.

  一种化合物的化学式：其中R3代表C1-8烷基，该烷基是直链或支链的，未取代或取代为OH、烷氧基、CO2H、═NOH、═NOCONH2或═O；C3-8环烷基，未取代或取代为OH、烷氧基、CO2H、═NOH、═NOCONH2或═O；C4-8环烷基烷基，其中环烷基部分未取代或取代为OH、烷氧基、CO2H、═NOH、═NOCONH2或═O；苯基，未取代或取代为Cl、NH2、烷基氨基、二烷基氨基、酰胺、C1-C8烷基酰胺、C1-C3二烷基酰胺、OH、烷氧基、HC═NOH、HC═NOCONH2、C1-C3烷基、苯基或苄基；芳基烷基（C1-4）；杂环基；杂环基烷基（C1-C4）；和杂芳基。R8代表H或C1-8烷基，该烷基是直链或支链的，未取代或取代为OH、烷氧基、CO2H、═NOH、═NOCONH2或═O；C3-8环烷基，未取代或取代为OH、烷氧基、CO2H、═NOH、═NOCONH2或═O；C4-8环烷基烷基，其中环烷基部分未取代或取代为OH、烷氧基、CO2H、═NOH、═NOCONH2或═O；苯基，未取代或取代为Cl、NH2、烷基氨基、二烷基氨基、酰胺、C1-C8烷基酰胺、C1-C3二烷基酰胺、OH、烷氧基、HC═NOH、HC═NOCONH2、C1-C3烷基、苯基或苄基；芳基烷基（C1-4）；杂环基；杂环基烷基（C1-C4）；和杂芳基。
• Chemical compounds having PDE-IV inhibition activity
  申请人：Euro-Celtique, S.A.

  公开号：US05939422A1

  公开（公告）日：1999-08-17

  Disclosed is a compound of the formula (I): wherein R.sub.3, R.sub.6a and R.sub.8 are the same or different and represent a C.sub.2-8 alkyl which is unbranched or branched and unsubstituted or substituted; C.sub.3-8 cycloalkyl which is unsubstituted or substituted; C.sub.4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted; aryl which is unsubstituted or substituted; aralkyl C.sub.1-4 ; heterocyclyl; and heterocyclylalkyl (C.sub.1 -C.sub.4) R.sub.6b represents H or R.sub.6a, or together R.sub.6b, N, and R.sub.6a make a C.sub.3 -C.sub.8 ring containing from one to three nitrogen atoms, from zero to two oxygen atoms, from zero to two sulfur atoms, which is optionally substituted; and where aryl is phenyl or naphthyl, the heterocyclyl is a 5, 6 or 7 membered ring including from one to three nitrogen atoms, and from zero to two oxygen atoms, from zero to two sulfur atoms, and can be substituted as in aryl on the carbons or nitrogens of that ring; or a pharmaceutically acceptable salt thereof.

  本发明揭示了一种化合物的结构式（I）：其中，R.sub.3、R.sub.6a和R.sub.8相同或不同，表示未支链或支链的C.sub.2-8烷基，未取代或取代；未取代或取代的C.sub.3-8环烷基；未取代或取代的C.sub.4-8环烷基烷基，其中环烷基部分未取代或取代；未取代或取代的芳基；未取代或取代的芳基烷基C.sub.1-4；杂环烷基；和杂环烷基烷基（C.sub.1-C.sub.4）；R.sub.6b表示H或R.sub.6a，或者R.sub.6b，N和R.sub.6a共同构成一个含有从1到3个氮原子，从0到2个氧原子，从0到2个硫原子的C.sub.3-C.sub.8环，该环可以选择性地被取代；其中，苯基或萘基的芳杂环为5、6或7成员环，包括从1到3个氮原子和从0到2个氧原子、从0到2个硫原子，并且可以在该环的碳或氮上像芳基一样被取代；或其药学上可接受的盐。
• 6-Amino purine derivatives having PDE-IV inhibition activity and intermediates
  申请人：Euroceltique S.A.

  公开号：EP0916672A1

  公开（公告）日：1999-05-19

  Novel purine derivatives and their isoguanine and dithioxanthine precursor compounds are disclosed. These compounds have bronchial and tracheal relaxation and/or anti-inflammatory activity. The invention is also related to processes for their preparation, to pharmaceutical compositions containing them and to their medical use. In certain preferred embodiments, the invention relates to 3-substituted and 3,8-disubstituted 6-amino purine derivatives.

  本研究公开了新型嘌呤衍生物及其异鸟嘌呤和二硫黄嘌呤前体化合物。这些化合物具有舒张支气管和气管和/或抗炎活性。本发明还涉及它们的制备工艺、含有它们的药物组合物及其医疗用途。在某些优选的实施方案中，本发明涉及 3-取代和 3,8-二取代的 6-氨基嘌呤衍生物。