5-pyrimidinebutanamine | 88940-41-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-pyrimidinebutanamine
• 英文别名: 4-pyrimidin-5-ylbutan-1-amine
• CAS: 88940-41-4
• 化学式: C₈H₁₃N₃
• 分子量: 151.211
• InChiKey: SHQIHVMDMUULLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-pyrimidinebutanamine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 5-<4-<<(2,3-dimethyl-11-oxo-11H-pyrido<2,1-b>quinazolin-8-yl)carbonyl>amino>butyl>-1-methylpyrimidinium chloride
  参考文献：
  名称：

  Pyrido[2,1-b]quinazolinecarboxamide derivatives as platelet activating factor antagonists

  摘要：

  A series of N-[(heteroaryl)alkyl]pyrido[2,1-b]quinazolines were evaluated for their ability to inhibit the binding of radiolabeled platelet activating factor (PAF) to its receptor on dog platelets. The most potent compounds in this series were found to be pyrido[2,1-b]quinazoline-8-carboxamides possessing a four- or six-carbon chain between the carboxamide nitrogen atom and a 3-pyridinyl or 5-pyrimidinyl moiety. Since earlier metabolism studies with pyridoquinazolinecarboxamides suggest that the carboxamide moiety is labile to hydrolysis in vivo, attempts were made to find isosteric replacements for this group. The substitutions examined led to a loss of activity; however, insertion of a methyl group on the carbon atom alpha to the carboxamide nitrogen led to an enantioselective enhancement of potency. (R)-2-(1-Methylethyl)-N-[1-methyl-4-(3-pyridinyl)butyl]-11-oxo-11H- pyrido[2,1-b]quinazoline-8-carboxamide (34) was more potent than the corresponding S enantiomer in the PAF binding assay and was also shown to be more resistant to degradation by amidases present in whole liver homogenates obtained from guinea pig, dog, and squirrel monkey. The corresponding rac-2-(1-methylethyl)-N-[1-methyl-4-(3-pyridinyl)butyl]-11-oxo-11H- pyrido[2,1-b]quinazoline-8-carboxamide (33) was found to inhibit transient PAF-induced thrombocytopenia and decreases in blood pressure in guinea pigs after intravenous or oral administration and to have a duration of action of greater than 5 h after an oral dose of 200 mg/kg. Compound 33 thus represents the prototype of a new class of orally active PAF antagonists.

  DOI：

  10.1021/jm00397a034
• 作为产物：
  描述：

  2-<4-(5-pyrimidinyl)butyl>-1H-isoindole-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以87%的产率得到5-pyrimidinebutanamine
  参考文献：
  名称：

  N-（杂环烷基）吡啶并[2,1-b]喹唑啉-8-羧酰胺为口服活性抗过敏剂。

  摘要：

  评价了一系列N-（杂环烷基）吡啶并[2,1-b]喹唑啉-8-羧酰胺类拮抗豚鼠回肠过敏反应（SRS-A）引起的收缩反应和抑制血栓烷的缓慢反应能力。体外合成酶。结果表明，那些在2-位带有支链烷基部分且在3-或4-取代的吡啶或1之间具有4至6个原子的线性链的吡啶并[2,1-b]喹唑啉-8-甲酰胺在两种测定中，取代的咪唑环和羧酰胺氮原子显示出最佳的效能组合。发现这些化合物中的几种是豚鼠LTE4诱导的支气管收缩和大鼠LTE4诱导的皮肤形成的口服活性抑制剂。最有效的类似物之一，2-（1-甲基-乙基）-N-（1H-咪唑-1-基丁基）-11-氧代-11H-吡啶酮[2，选择1-b]喹唑啉-8-羧酰胺（36）进行广泛的药理研究。已发现该化合物不是LTE4诱导的症状的特异性抑制剂，但通过抑制LTC4，LTD4，PAF诱导的豚鼠支气管痉挛以及LTC4诱导的大鼠和豚鼠中的组胺和皮肤形成而表现出更一般的活性。 ，LT

  DOI：

  10.1021/jm00384a031

文献信息

• Derivatives of 4-acetyl-3-hydroxy-2-alkyl-phenoxycarboxylic acids
  申请人：Hoffmann-La Roche Inc.

  公开号：US04672066A1

  公开（公告）日：1987-06-09

  The invention relates to compounds of the formula ##STR1## wherein R is hydrogen or lower alkyl, Y is alkylene; Z is alkylene, ##STR2## the asterisk herein denotes bonding to the substituted acetophenone; R.sub.2 is hydrogen or lower alkoxy; and n is an integer of 1 to 3; A is ##STR3## and HET is a 5-or 6- membered nitrogen containing heterocyclic group, and their acid addition salts. The compounds of formula I of the invention are useful for the treatment of allergic conditions, such as, asthma and cardiovascular diseases, such as, angina and arrhythmias.

  本发明涉及一种公式为##STR1##的化合物，其中R为氢或低级烷基，Y为烷基；Z为烷基，##STR2##此处星号表示与取代的乙酰苯酮结合；R.sub.2为氢或低级烷氧基；n为1至3的整数；A为##STR3##，HET为含有5或6个成员的氮杂环异构基团，以及它们的酸加成盐。本发明的I型化合物可用于治疗过敏症，如哮喘和心血管疾病，如心绞痛和心律失常。
• Omega-[(hetero)alkyl]benz[cd]indol-2-amines
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0230035A2

  公开（公告）日：1987-07-29

  Omega-[(hetero)alkyl]benz[cd]indol-2-amines useful in inhibition of thromboxane synthetase and in treatment of hypertension in warm-blooded animals are disclosed.

  公开了可用于抑制血栓素合成酶和治疗温血动物高血压的ω-[（杂）烷基]苯并[cd]吲哚-2-胺。
• TILLEY, JEFFERSON W.;BURGHARD, BARBARA;BURGHARDT, CHARLES;MOWLES, THOMAS +, J. MED. CHEM., 31,(1988) N 2, 466-472
  作者：TILLEY, JEFFERSON W.、BURGHARD, BARBARA、BURGHARDT, CHARLES、MOWLES, THOMAS +

  DOI：——

  日期：——
• TILLEY J. W. LEVITAN P.; LIND J.; WELTON A. F. CROWLEY H. J.; TOBIAS L. D+, J. MED. CHEM., 30,(1987) N 1, 185-193
  作者：TILLEY J. W. LEVITAN P.、 LIND J.、 WELTON A. F. CROWLEY H. J.、 TOBIAS L. D+

  DOI：——

  日期：——
• Pyrido(2,1-b)chinazolinderivate
  申请人：F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft

  公开号：EP0094080B1

  公开（公告）日：1987-09-09