5-n-butyl-7-chloropyrazolo[1,5-a]pyrimidine | 167371-63-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 5-n-butyl-7-chloropyrazolo[1,5-a]pyrimidine
• 英文别名: 5-Butyl-7-chloropyrazolo[1,5-a]pyrimidine
• CAS: 167371-63-3
• 化学式: C₁₀H₁₂ClN₃
• 分子量: 209.678
• InChiKey: NQDIXIVFAPCYDZ-UHFFFAOYSA-N

物化性质

• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-n-butyl-7-chloropyrazolo[1,5-a]pyrimidine 生成 5-n-butylpyrazolo[1,5-a]pyrimidin-7-amine
  参考文献：
  名称：

  Pyrazolo\x9b1,5-a!pyrimidine derivative

  摘要：

  本发明提供了以下式（1）的吡唑酮[1,5-a]嘧啶衍生物： ##STR1## 其中，R.sup.1、R.sup.3、R.sup.4、R.sup.5、R.sup.6、Q、A和n在说明书中定义；而R.sup.2是萘基、环烷基、呋喃基、噻吩基、可选取卤素取代的吡啶基、可选取卤素取代的苯氧基或苯基，该苯基可有1至3个取代基，所述取代基选择自下列基团：较低烷基、较低烷氧基、卤素、硝基、卤素取代的较低烷基、卤素取代的较低烷氧基、较低烷氧羰基、羟基、苯基（较低）烷氧基、氨基、氰基、较低烷酰氧基、苯基和二（较低）烷氧基磷酰（较低）烷基。该衍生物可用作有效的镇痛剂。

  公开号：

  US05707997A1
• 作为产物：
  描述：

  5-n-butyl-7-hydroxypyrazolo[1,5-a]pyrimidine 生成 5-n-butyl-7-chloropyrazolo[1,5-a]pyrimidine
  参考文献：
  名称：

  Pyrazolo\x9b1,5-a!pyrimidine derivative

  摘要：

  本发明提供了以下式（1）的吡唑酮[1,5-a]嘧啶衍生物： ##STR1## 其中，R.sup.1、R.sup.3、R.sup.4、R.sup.5、R.sup.6、Q、A和n在说明书中定义；而R.sup.2是萘基、环烷基、呋喃基、噻吩基、可选取卤素取代的吡啶基、可选取卤素取代的苯氧基或苯基，该苯基可有1至3个取代基，所述取代基选择自下列基团：较低烷基、较低烷氧基、卤素、硝基、卤素取代的较低烷基、卤素取代的较低烷氧基、较低烷氧羰基、羟基、苯基（较低）烷氧基、氨基、氰基、较低烷酰氧基、苯基和二（较低）烷氧基磷酰（较低）烷基。该衍生物可用作有效的镇痛剂。

  公开号：

  US05707997A1

文献信息

• Pyrazolo[1,5-a]pyrimidine derivatives
  申请人：Otsuka Pharmaceutical Factory, Inc.

  公开号：US06372749B1

  公开（公告）日：2002-04-16

  The present invention provides pyrazolo[1,5-a]pyrimidine derivatives represented by the formula (1) wherein R1 represents lower alkyl or the like; one of R2 and R3 represents hydrogen and the other represents phenyl having lower alkoxy or the like, and R4 is hydrogen, carboxyl, lower alkoxy-carbonyl or the like. The derivatives of the invention have pharmacological effects such as analgesic action, inhibitory effect on nitrogen monoxide synthetase and the like and are useful as analgesics. The derivatives of the invention are also useful as therapeutic or prophylactic agents for septicemia, endotoxin shock, chronic articular rheumatism, etc.

  本发明提供了由式（1）表示的吡唑并［1,5-a］嘧啶衍生物，其中R1代表较低的烷基或类似物；R2和R3中的一个代表氢，另一个代表具有较低烷氧基或类似物的苯基，R4为氢、羧基、较低烷氧基羰基或类似物。本发明的衍生物具有镇痛作用、对一氧化氮合酶的抑制作用等药理效应，并可用作镇痛剂。本发明的衍生物还可用作败血症、内毒素休克、慢性关节风湿病等的治疗或预防剂。
• Pyrazolo[1,5-a]pyrimidine derivatives
  申请人：Otsuka Pharmaceutical Factory, Inc.

  公开号：US05985882A1

  公开（公告）日：1999-11-16

  The invention provides pyrazolo[1,5-a]pyrimidine derivatives which are useful as potent analgesics and represented by the formula ##STR1## wherein R.sup.1 is lower alkenyl, hydroxy(lower)alkyl, (lower)alkylthio(lower)alkyl, (lower)alkanoyloxy(lower)alkyl, (lower)alkoxy(lower)alkyl, furyl or thienyl, R.sup.2 is pyridyl, 1-oxide-pyridyl, lower alkyl-substituted pyrazinyl, lower alkyl-substituted pyrimidinyl, or phenyl which may have 1 to 3 substituents selected from the group consisting of lower alkyl, lower alkoxy and halogen, R.sup.3 is hydrogen or halogen, and A is a single bond or lower alkylene.

  本发明提供了具有强效镇痛作用的吡唑并[1,5-a]嘧啶衍生物，其化学式为##STR1##其中，R.sup.1是较低的烯基，羟基(较低)烷基，(较低)烷基硫基(较低)烷基，(较低)酰氧基(较低)烷基，(较低)烷氧基(较低)烷基，呋喃基或噻吩基，R.sup.2是吡啶基，1-氧化吡啶基，较低烷基取代的吡嗪基，较低烷基取代的嘧啶基或苯基，其中可以选择1到3个取代基，所述取代基被选自较低烷基，较低烷氧基和卤素，R.sup.3是氢或卤素，A是单键或较低烷基。
• Pyrimidine compounds and their use as pharmaceuticals
  申请人：Beiersdorf-Lilly GmbH

  公开号：EP0628559A1

  公开（公告）日：1994-12-14

  Pharmaceutical compounds which are azolo-fused pyrimidine compounds having the formula in which =A―B- together with the pyrimidine ring forms a) a pyrazolo[1,5-a]pyrimidine of formula (A), b) a [1,2,4]triazolo[1,5-a]pyrimidine of formula (B), c) an imidazo[1,5-a]pyrimidine of formula (C), or d) an imidazo[1,2-a]pyrimidine of formula (D),

  属于偶氮唑融合嘧啶化合物的药物化合物，其式为 其中 =A-B- 与嘧啶环一起形成 a) 式（A）的吡唑并[1,5-a]嘧啶、 b) 式（B）的[1,2,4]三唑并[1,5-a]嘧啶、 c) 式（C）的咪唑并[1,5-a]嘧啶、 或 d) 式（D）的咪唑并[1,2-a]嘧啶、
• PYRAZOLO [1,5-a]PYRIMIDINE DERIVATIVE
  申请人：OTSUKA PHARMACEUTICAL FACTORY, INC.

  公开号：EP0714898A1

  公开（公告）日：1996-06-05

  The invention provides a pyrazolo[1,5-a]pyrimidine derivative of the following formula (1): wherein R¹ is hydrogen, lower alkyl which may have thienyl, lower alkoxy, lower alkylthio, oxo or hydroxyl as a substituent, cycloalkyl, thienyl, furyl, lower alkenyl, or phenyl which may have 1 to 3 substituents selected from the group consisting of lower alkyl, lower alkoxy, phenylthio and halogen; R² is naphthyl, cycloalkyl, furyl, thienyl, optionally halogen-substituted pyridyl, optionally halogen-substituted phenoxy, or phenyl which may have 1 to 3 substituents selected from the group consisting of lower alkyl, lower alkoxy, halogen, nitro, halogen-substituted lower alkyl, halogen-substituted lower alkoxy, lower alkoxycarbonyl, hydroxyl, phenyl(lower)alkoxy, amino, cyano, lower alkanoyloxy, phenyl and di(lower)alkoxyphosphoryl(lower)alkyl; R³ is hydrogen, phenyl or lower alkyl; R⁴ is hydrogen, lower alkyl, lower alkoxycarbonyl, phenyl(lower)alkyl, optionally phenylthio-substituted phenyl, or halogen; R⁵ is hydrogen or lower alkyl; R⁶ is hydrogen, lower alkyl, phenyl(lower)alkyl, or benzoyl having 1 to 3 substituents selected from the group consisting of lower alkoxy, halogen-substituted lower alkyl and halogen; R¹ and R⁵ may conjointly form lower alkylene; Q is carbonyl or sulfonyl; A is a single bond, lower alkylene or lower alkenylene; and n is 0 or 1. This derivative is useful as a potent analgesic.

  本发明提供了下式（1）的吡唑并[1,5-a]嘧啶衍生物： 其中 R¹ 是氢、可具有噻吩基、低级烷氧基、低级烷硫基、氧代或羟基作为取代基的低级烷基、环烷基、噻吩基、呋喃基、低级烯基或可具有 1 至 3 个选自低级烷基、低级烷氧基、苯硫基和卤素的取代基的苯基；R² 是萘基、环烷基、呋喃基、噻吩基、任选卤素取代的吡啶基、任选卤素取代的苯氧基或苯基，可具有 1 至 3 个取代基，这些取代基可从低级烷基、低级烷氧基、卤素、硝基和卤素组成的组中选出、低级烷氧基、卤素、硝基、卤素取代的低级烷基、卤素取代的低级烷氧基、低级烷氧基羰基、羟基、苯基（低级）烷氧基、氨基、氰基、低级烷酰氧基、苯基和二（低级）烷氧基磷酰（低级）烷基；R³ 是氢、苯基或低级烷基；R⁴ 是氢、低级烷基、低级烷氧基羰基、苯基（低级）烷基、任选的苯硫基取代苯基或卤素；R⁵ 是氢或低级烷基；R⁶ 是氢、低级烷基、苯基（低级）烷基或具有 1 至 3 个取代基的苯甲酰基，取代基可从低级烷氧基、卤素取代的低级烷基和卤素组成的组中选出；R¹ 和 R⁵ 可共同形成低级亚烷基；Q 是羰基或磺酰基；A 是单键、低级亚烷基或低级亚烯基；n 是 0 或 1。这种衍生物可用作强效镇痛剂。
• ANALGESICS
  申请人：OTSUKA PHARMACEUTICAL FACTORY, INC.

  公开号：EP0795555A1

  公开（公告）日：1997-09-17

  The invention provides an analgesic composition comprising as an active ingredient at least one pyrazolo[1,5-a]pyrimidine derivative of the following formula (1): wherein R11 represents hydrogen, lower alkyl, pyridyl, furyl, thienyl, phenyl optionally having lower alkyl or phenylthio as a substituent, N-(lower)alkylpyrrolyl or pyrazinyl; R12 represents hydrogen, halogen, phenyl, phenyl having halogen, phenylthio or trifluoromethyl as a substituent, phenyl having trifluoromethyl and nitro as substituents, or phenyl having lower alkoxy and phenylthio as substituents; R13 represents hydrogen, lower alkyl optionally having oxo, ethylenedioxy, lower alkanoyloxy, lower alkoxy, lower alkylthio, carboxyl, halogen or thienyl as a substituent, lower alkenyl, cycloalkyl, or phenyl optionally having 1 to 3 substituents selected from the group consisting of lower alkyl, halogen and lower alkoxy, furyl or thienyl; R14 represents hydrogen, carboxyl, lower alkoxycarbonyl, nitro, halogen, or lower alkyl having lower alkoxycarbonyl or the residue of an alkali metal salt of carboxylic acid as a substituent; R13 and R14 may conjointly form lower alkylene; R15 represents hydrogen, alkali metal, lower alkyl, phenyl optionally having 1 to 3 substituents selected from the group consisting of lower alkyl and lower alkoxy, pyridyl optionally having lower alkyl or halogen as a substituent, quinolyl or isoquinolyl; and A represents a single bond or lower alkylene. This composition exhibits potent analgesic activity and is effective for alleviating various types of pain such as postoperative pain.

  本发明提供了一种镇痛组合物，其活性成分包括至少一种下式（1）的吡唑并[1,5-a]嘧啶衍生物： 其中 R11 代表氢、低级烷基、吡啶基、呋喃基、噻吩基、任选以低级烷基或苯硫基为取代基的苯基、N-(低级)烷基吡咯基或吡嗪基；R12 代表氢、卤素、苯基、以卤素、苯硫基或三氟甲基为取代基的苯基、以三氟甲基和硝基为取代基的苯基或以低级烷氧基和苯硫基为取代基的苯基；R13 代表氢、任选具有氧代、亚乙基氧基、低级烷酰氧基、低级烷氧基、低级烷硫基、羧基、卤素或噻吩基作为取代基的低级烷基、任选具有 1 至 3 个选自低级烷基、卤素和低级烷氧基、呋喃基或噻吩基组成的取代基的环烷基或苯基；R14 代表氢、羧基、低级烷氧基羰基、硝基、卤素或具有低级烷氧基羰基或羧酸碱金属盐残基作为取代基的低级烷基；R13 和 R14 可共同形成低级亚烷基；R15 代表氢、碱金属、低级烷基、可选择具有 1 至 3 个取代基的苯基，这些取代基可从低级烷基和低级烷氧基、可选择具有低级烷基或卤素作为取代基的吡啶基、喹啉基或异喹啉基组成的组中选出；以及 A 代表单键或低级亚烷基。这种组合物具有强效镇痛活性，可有效缓解各种疼痛，如术后疼痛。