1,3-二甲基-吡唑-5-基胺盐酸盐 | 103068-64-0

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1,3-二甲基-吡唑-5-基胺盐酸盐
• 中文别名: 5-氨基-1,3-二甲基吡唑盐酸盐
• 英文名称: 5-amino-1,3-dimethylpyrazole hydrochloride
• 英文别名: 1,3-dimethyl-1H-pyrazol-5-amine hydrochloride；2,5-dimethylpyrazol-3-amine;hydrochloride
• CAS: 103068-64-0
• 化学式: C₅H₉N₃*ClH
• 分子量: 147.608
• InChiKey: MOGGYYLZLBLICG-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.73
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  43.8
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 安全说明：
  S24/25

反应信息

• 作为反应物：
  描述：

  1,3-二甲基-吡唑-5-基胺盐酸盐 生成 (5-Amino-1,3-dimethylpyrazol-4-yl)-(2,6-dichlorophenyl)methanone
  参考文献：
  名称：

  BROUGH, DEREK GILKERSON;DEVLIN, BARRY ROY JOHN;MAY, THERESA EVELYNE

  摘要：

  DOI：

文献信息

• (1,3-Dialkyl-5-amino-1H-pyrazol-4-yl)arylmethanones. A series of novel central nervous system depressants
  作者：Donald E. Butler、Lawrence D. Wise、Horace A. DeWald

  DOI：10.1021/jm00377a003

  日期：1984.11

  was synthesized. Pharmacological evaluation of these compounds demonstrated central nervous system depressant activity, potential anticonvulsant properties, and a low order of acute toxicity. In addition, selected compounds showed potential antipsychotic effects. This report focuses on the synthesis and structure-activity relationships of these compounds. (5-Amino-1-ethyl-3-methyl-1H-pyrazol-4-yl)(2-chlorophenyl)

  合成了一系列新颖的（1,3-二烷基-5-氨基-1H-吡唑-4-基）芳基甲烷酮。这些化合物的药理评估表明，中枢神经系统抑制活性，潜在的抗惊厥性质和低毒性的急性毒性。另外，选定的化合物显示出潜在的抗精神病作用。本报告重点介绍这些化合物的合成与构效关系。（5-氨基-1-乙基-3-甲基-1H-吡唑-4-基）（2-氯苯基）甲酮（21）是对抗戊四唑诱发的惊厥最有效的化合物。（5-氨基-1,3-二甲基-1H-吡唑-4-基）（3-氯苯基）甲酮（4）也具有良好的抗惊厥抑郁率。（5-氨基-1,3-二甲基-1H-吡唑-4-基）（3-三氟甲基苯基）甲烷一（8），（5-氨基-1,3-二甲基-1H-吡唑-4-基）（ 3-噻吩基）甲酮（13），和（5-氨基-3-乙基-1-甲基-1H-吡唑-4-基）苯基甲酮（14）是非常有效的抑制剂。（5-氨基-1,3-二甲基-1H-吡唑-4-基）（2-噻吩基）甲酮（12）具有显着的中央
• (5-Amino-1,3-dimethyl-1H-pyrazol-4-yl)(2-fluorophenyl)methanones. A series of novel potential antipsychotic agents
  作者：Lawrence D. Wise、Donald E. Butler、Horace A. DeWald、David Lustgarten、Linda L. Coughenour、David A. Downs、Thomas G. Heffner、Thomas A. Pugsley

  DOI：10.1021/jm00159a011

  日期：1986.9

  (5-Amino-1,3-dimethyl-1H-pyrazol-4-yl)(2-fluorophenyl)methanone (1) was found to have an antipsychotic-like profile in behavioral tests predictive of antipsychotic efficacy but, unlike available antipsychotic agents, did not bind in vitro to dopamine receptors. Upon further evaluation, 1 was found to cause clonic seizures in aged rodents. An examination of related structures revealed that 5-(substituted aminoacetamide) analogues of 1 shared this novel pharmacology and did not cause seizures. The synthesis and pharmacological evaluation of this series of compounds are described. Two compounds, 2-(diethylamino)acetamide (25) and 2-[[3-(2-methyl-1-piperidinyl)propyl]-amino]acetamide (38), were selected for examination in secondary tests. Like known antipsychotics both compounds reduced spontaneous locomotion in mice at doses that did not cause ataxia and inhibited conditioned avoidance selectively in both rats and monkeys. Unlike known antipsychotics neither 25 nor 38 elicited dystonic movements in haloperidol-sensitized cebus monkeys, a primate model of antipsychotic-induced extrapyramidal side effects. Biochemical studies indicated that these compounds act via a nondopaminergic mechanism. Neither 25 nor 38 bound to dopamine receptors in vitro or caused changes in striatal dopamine metabolism in vivo. In addition, they did not raise serum prolactin levels as do known antipsychotics. Although adverse animal toxicological findings have precluded clinical evaluation of these agents, the present results indicate that it is possible to identify at the preclinical level nondopaminergic compounds with antipsychotic-like properties.

  (5-氨基-1,3-二甲基-1H-吡唑-4-基)(2-氟苯基)甲酮(1)在预测抗精神病药物效力的行为测试中被发现具有抗精神病样特性,但它与现有的抗精神病药物不同,体外不与多巴胺受体结合。在进一步的评估中,发现1会导致老年啮齿类动物出现阵挛性癫痫。对相关结构的分析表明,1的5-(取代氨基乙酰胺)类似物具有这种新颖的药理学特性,但不会引起癫痫。文中描述了这一系列化合物的合成和药理学评价。两种化合物,2-(二乙基氨基)乙酰胺(25)和2-[[3-(2-甲基-1-吡咯烷基)丙基]氨基]乙酰胺(38),被选中进行次级测试。与已知的抗精神病药物一样,这两种化合物在不引起共济失调的情况下,降低了小鼠的自发运动,并在大鼠和猴子中选择性抑制了条件回避反应。与已知的抗精神病药物不同,25和38都不会引起氯丙嗪敏感的卷尾猴的迟发性运动障碍,这是一种模拟抗精神病药物引起的锥体外系副作用的灵长类动物模型。生化研究表明,这些化合物通过非多巴胺能机制发挥作用。25和38在体外均不与多巴胺受体结合,也不会改变纹状体中多巴胺的代谢,并且与已知的抗精神病药物不同,它们不会升高血清催乳素水平。尽管不良的动物毒理学结果排除了这些药物的临床评估,但目前的结果表明,在临床前阶段有可能发现具有抗精神病样特性的非多巴胺能化合物。
• NOVEL INHIBITORS OF FLAVIVIRUS REPLICATION
  申请人：Bardiot Dorothée

  公开号：US20110224208A1

  公开（公告）日：2011-09-15

  The present invention relates to a series of Isoquinolone derivatives which are suitable to treat infections with viruses belonging to the family of the Flaviviridae and more preferably infections with Hepatitis C virus (HCV). The present invention also relates to Isoquinolone compounds for use as a medicine for the prevention or treatment of viral infections, preferably infections with viruses belonging to the family of the Flaviviridae.

  本发明涉及一系列异喹啉衍生物，适用于治疗属于黄病毒科家族的病毒感染，更优选地是治疗丙型肝炎病毒（HCV）感染。本发明还涉及异喹啉化合物作为预防或治疗病毒感染的药物，优选是治疗属于黄病毒科家族的病毒感染。
• BROUGH, DEREK GILKERSON;DEVLIN, BARRY ROY JOHN;MAY, THERESA EVELYNE
  作者：BROUGH, DEREK GILKERSON、DEVLIN, BARRY ROY JOHN、MAY, THERESA EVELYNE

  DOI：——

  日期：——