5-肼基-2-甲基吡啶 | 197516-48-6

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 5-肼基-2-甲基吡啶
• 中文别名: 6-甲基-3-肼基吡啶盐酸盐
• 英文名称: 5-hydrazino-2-methyl-pyridine
• 英文别名: 5-Hydrazinyl-2-methylpyridine；(6-methylpyridin-3-yl)hydrazine
• CAS: 197516-48-6
• 化学式: C₆H₉N₃
• 分子量: 123.158
• InChiKey: XWKGPVBYRBTGRC-UHFFFAOYSA-N

物化性质

• 沸点：
  261.1±20.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  50.9
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 储存条件：
  存储条件：2-8°C，干燥，密封。

反应信息

• 作为反应物：
  描述：

  5-肼基-2-甲基吡啶 在 盐酸 、 碳酸氢钠 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 21.5h， 生成 1-{2-[(1H-indazol-5-yl)oxy]benzyl}-3-[3-tert-butyl-1-(6-methylpyridin-3-yl)-1H-pyrazol-5-yl]urea
  参考文献：
  名称：

  新型色烯二芳基脲类化合物,其制备方法及其用途

  摘要：

  本发明涉及通式I化合物，或其异构体、可药用盐及溶剂化物；本发明还涉及包含通式I化合物或其异构体、可药用盐及溶剂化物，以及药学上可接受的载体、赋形剂或稀释剂的组合物；本发明还涉及通式I化合物，或其异构体、可药用盐及溶剂化物，用于克服炎症、炎症相关疾病、肿瘤及窒息性气体或刺激性气体造成的急性肺损伤疾病或症状的用途；特别是用于与P38 MAPK通路有关的疾病或症状中的用途。

  公开号：

  CN106518848A
• 作为产物：
  描述：

  2-甲基-5-硝基吡啶 在 palladium on activated charcoal 盐酸 、 氢气 、 sodium nitrite 作用下， 以 1,4-二氧六环 为溶剂， 反应 29.5h， 生成 5-肼基-2-甲基吡啶
  参考文献：
  名称：

  Structure−Activity Relationships of the p38α MAP Kinase Inhibitor 1-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-[4-(2-morpholin-4-yl-ethoxy)naph- thalen-1-yl]urea (BIRB 796)

  摘要：

  We report on the structure-activity relationships (SAR) of 1-(5-tert-butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-[4-(2-morpholin-4-yl-ethoxy)naphthalen-1-yl]urea (BIRB 796), an inhibitor of p38alpha MAP kinase which has advanced into human clinical trials for the treatment of autoimmune diseases. Thermal denaturation was used to establish molecular binding affinities for this class of p38alpha inhibitors. The tert-butyl group remains a critical binding element by occupying a lipophilic domain in the kinase which is exposed upon rearrangement of the activation loop. An aromatic ring attached to N-2 of the pyrazole nucleus provides important pi-CH2 interactions with the kinase. The role of groups attached through an ethoxy group to the 4-position of the naphthalene and directed into the ATP-binding domain is elucidated. Pharmacophores with good hydrogen bonding potential, such as morpholine, pyridine, and imidazole, shift the melting temperature of p38alpha by 16-17 degreesC translating into K-d values of 50-100 pM. Finally, we describe several compounds that potently inhibit TNF-alpha production when dosed orally in mice.

  DOI：

  10.1021/jm030121k

文献信息

• 1,4-Benzofused urea compounds useful in treating cytokine mediated diseases
  申请人：Boehringer Ingelheim Pharmaceuticals, Inc.

  公开号：US20030232865A1

  公开（公告）日：2003-12-18

  Disclosed are 1,4-disubstituted benzo-fused urea compounds of formula (I): 1 wherein Ar, X, A, L, and Q of formula(I) are defined herein. The compounds inhibit production of cytokines involved in inflammatory processes and are thus useful for treating diseases and pathological conditions involving inflammation such as chronic inflammatory disease. Also disclosed are processes for preparing these compounds and pharmaceutical compositions comprising these compounds.

  披露了公式(I)的1,4-二取代苯并尿素化合物：1其中，公式(I)中的Ar、X、A、L和Q在本文中定义。这些化合物抑制参与炎症过程的细胞因子的产生，因此可用于治疗涉及炎症的疾病和病理状况，如慢性炎症疾病。还披露了制备这些化合物的方法以及包含这些化合物的药物组合物。
• Methods of treating cytokine mediated diseases
  申请人：Boehringer Ingelheim Pharmaceuticals, Inc.

  公开号：US20030130309A1

  公开（公告）日：2003-07-10

  Disclosed are methods of treating certain cytokine mediated diseases or conditions using novel aromatic heterocyclic compounds of the formula(I) wherein Ar 1 ,Ar 2 ,L,Q and X are described herein. 1

  披露了使用公式(I)中描述的新芳香杂环化合物治疗特定细胞因子介导的疾病或症状的方法，其中Ar1，Ar2，L，Q和X如下所述。
• Aromatic heterocyclic compounds as antiinflammatory agents
  申请人：Boehringer Ingelheim Pharmaceuticals, Inc.

  公开号：US06525046B1

  公开（公告）日：2003-02-25

  Disclosed are novel aromatic heterocyclic compounds of the formula(I) wherein Ar1,Ar2,L,Q and X are described herein. The compounds are useful in pharmaceutic compositions for treating diseases or pathological conditions involving inflammation such as chronic inflammatory diseases. Also disclosed are processes of making such compounds.

  揭示了一种新颖的芳香杂环化合物，其化学式为(I)，其中Ar1、Ar2、L、Q和X如本文所述。这些化合物在制备用于治疗涉及炎症的疾病或病理状况，如慢性炎症性疾病的药物组合物中具有用途。还公开了制备这种化合物的方法。
• Extending the Scope of the Aza-Fischer Synthesis of 4- and 6-Azaindoles
  作者：David Thomae、Matthieu Jeanty、Jérome Coste、Gérald Guillaumet、Franck Suzenet

  DOI：10.1002/ejoc.201300167

  日期：2013.6

  Fischer indole cyclization has recently been described as an efficient approach to the synthesis of azaindoles bearing electron-donating groups. We now show that this cascade reaction can be very efficient for the formation of a wider range of 4- and 6-azaindoles by using microwave irradiation.

  Fischer 吲哚环化最近被描述为合成带有给电子基团的氮杂吲哚的有效方法。我们现在表明，通过使用微波辐射，这种级联反应可以非常有效地形成更广泛的 4- 和 6-氮杂吲哚。
• Double nucleophilic addition. A new one-pot synthesis of 2-alkyl- and 2-phenyl-5-hydrazinopyridine from pyridine
  作者：Lin-hua Zhang、Zhulin Tan

  DOI：10.1016/s0040-4039(00)00340-3

  日期：2000.4

  A new method for the synthesis of 2-alkyl- and 2-phenyl-5-hydrazinopyridine has been developed. Nucleophilic addition on pyridine by alkyl or phenyl lithium reagents generated a 2-substituted dihydropyridine anion that reacts with di-t-butyl azodicarboxylate to form 2,5-disubstituted dihydropyridine. Conversion of the dihydropyridines to pyridines was achieved by a mild air oxidation.

  已经开发了合成2-烷基和2-苯基-5-肼基吡啶的新方法。上吡啶亲核加成被烷基或苯基锂试剂生成的2-取代的二氢吡啶的阴离子起反应与二吨丁基偶氮二羧酸酯，以形成2,5-二取代的二氢吡啶。通过温和的空气氧化将二氢吡啶转化为吡啶。