N-(5-tetrazolyl)-6-chloro-2-pyridinecarboxamide | 83282-20-6

• 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
• 英文名称: N-(5-tetrazolyl)-6-chloro-2-pyridinecarboxamide
• 英文别名: 6-chloro-N-(2H-tetrazol-5-yl)pyridine-2-carboxamide
• CAS: 83282-20-6
• 化学式: C₇H₅ClN₆O
• 分子量: 224.609
• InChiKey: RHZDKEBPHAPCOA-UHFFFAOYSA-N

物化性质

• 密度：
  1.708±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(5-tetrazolyl)-6-chloro-2-pyridinecarboxamide 生成 sodium;6-chloro-N-(1,2,3-triaza-4-azanidacyclopenta-2,5-dien-5-yl)pyridine-2-carboxamide
  参考文献：
  名称：

  TAKEHDA, MIKIO;XOMMA, YASUSI;KUROKUDZUXARA, XADZIMEH

  摘要：

  DOI：
• 作为产物：
  描述：

  6-氯吡啶-2-羧酸 在 氯化亚砜 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-(5-tetrazolyl)-6-chloro-2-pyridinecarboxamide
  参考文献：
  名称：

  Antiallergic agents. 3. N-(1H-tetrazol-5-yl)-2-pyridinecarboxamides

  摘要：

  A series of N-tetrazolylpyridinecarboxamides was prepared and evaluated for antiallergic activity by the passive cutaneous anaphylaxis (PCA) assay. From the structure-activity relationships (SAR) of this class of compounds, it was revealed that the N-tetrazolylcarbamoyl group as an acidic functionality is required to be at the 2-position of the pyridine nucleus and that the phenyl group as a subtituent is not necessarily required for activity. 6-Methyl-N-(1H-tetrazol-5-yl)-2-pyridinecarboxamide (36) showed good oral activity and low toxicity.

  DOI：

  10.1021/jm00368a005

文献信息

• Studies on antiallergic agents. I. Synthesis and antiallergic activity of novel pyrazine derivatives.
  作者：Eiichi MAKINO、Nobuhiko IWASAKI、Noriyuki YAGI、Tetsuo OHASHI、Hideo KATO、Yasuo ITO、Hiroshi AZUMA

  DOI：10.1248/cpb.38.201

  日期：——

  Various pyrazine derivatives were synthesized and their antiallergic activity was examined. The inhibitory activity on allergic histamine release of the compounds bearing a 5-tetrazolyl group was more potent than that of the corresponding carboxyl derivatives. The introduction of -CONH- or -NHCO- between the pyrazine ring and the 5-tetrazolyl group as a spacer greatly enhanced the activity. N-(1H-

  合成了各种吡嗪衍生物，并检查了它们的抗过敏活性。带有5-四唑基的化合物对过敏性组胺释放的抑制活性比相应的羧基衍生物更有效。在吡嗪环和5-四唑基之间作为间隔基引入-CONH-或-NHCO-大大提高了活性。N-（1H-替硝唑-5-基）-2-吡嗪甲酰胺（I-3）估计显示出与色甘酸二钠（DSCG）几乎相同的效价。研究了通过将一些取代基引入I-3的吡嗪环的3位，5位或6位而修饰的各种衍生物之间的构效关系。当取代基如甲基，氯，甲氧基，在3-或5-位引入甲基氨基和二甲基氨基。相反，具有各种烷基氨基的6-取代或多或少地增加了活性。其中，6-二甲基氨基（I-17c）和6-（1-吡咯烷基）（I-34）衍生物被证明是最有效的。测定I-17c和I-34的IC 50值（对变应性组胺释放产生50％抑制的浓度）分别为4.7×10（-10）和4.6×10（-10）M。这两种化合物不仅通过静脉内途径（两种化合物的ED50 =
• 2-Pyridinecarboxamide derivatives compositions containing same and
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US04404214A1

  公开（公告）日：1983-09-13

  A 2-pyridinecarboxamide derivative of the formula: ##STR1## wherein R.sup.1 is hydrogen, lower alkyl, lower alkoxy, halogen, lower alkyl-thio or nitro and is in the 3rd-, 4th- or 5th-position of the pyridyl group, and R.sup.2 is hydrogen, lower alkyl, lower alkoxy, phenoxy, phenyl-lower alkyl, phenyl-lower alkenyl, or halogen. Said 2-pyridinecarboxamide derivative (I) or a pharmaceutically acceptable salt thereof is useful as an anti-allergic agent.

  该2-吡啶羧酰胺衍生物的化学式为：##STR1## 其中R.sup.1为氢、较低的烷基、较低的烷氧基、卤素、较低的烷基硫或硝基，并位于吡啶基的第3、第4或第5位置，而R.sup.2为氢、较低的烷基、较低的烷氧基、苯氧基、苯基-较低的烷基、苯基-较低的烯基或卤素。所述的2-吡啶羧酰胺衍生物(I)或其药用可接受的盐可用作抗过敏药物。
• 2-Pyridinecarboxamide derivative, process for preparing same and pharmaceutical composition, useful as an anti-allergic agent
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：EP0053789A1

  公开（公告）日：1982-06-16

  A 2-pyridinecarboxamide derivative of the formula: wherein R' is hydrogen, lower alkyl, lower alkoxy, halogen, lower alkyl-thio or nitro and is in the 3rd-, 4th- or 5th- position of the pyridyl group, and R2 is hydrogen, lower alkyl, lower alkoxy, phenoxy, phenyl-lower alkyl, phenyl-lower alkenyl, or halogen. Said 2-pyridinecarboxamide derivative (I) or a pharmaceutically acceptable salt thereof is useful as an anti-allergic agent.

  式中的 2-吡啶甲酰胺衍生物： 其中 R' 为氢、低级烷基、低级烷氧基、卤素、低级烷硫基或硝基，且位于吡啶基的第 3 位、第 4 位或第 5 位；R2 为氢、低级烷基、低级烷氧基、苯氧基、苯基-低级烷基、苯基-低级烯基或卤素。所述 2-吡啶甲酰胺衍生物（I）或其药学上可接受的盐可用作抗过敏剂。
• ITO, YASUO;KATO, XIDEHO;EHTTYU, EHJITI;MITANI, KADZUYA;YAGI, NORIYUKI;JOS+
  作者：ITO, YASUO、KATO, XIDEHO、EHTTYU, EHJITI、MITANI, KADZUYA、YAGI, NORIYUKI、JOS+

  DOI：——

  日期：——
• ITO, YASUO;KATO, XIDEHO;EHTTYU, EHJITI;OGAVA, NOBUO;YAGI, NORIYUKI
  作者：ITO, YASUO、KATO, XIDEHO、EHTTYU, EHJITI、OGAVA, NOBUO、YAGI, NORIYUKI

  DOI：——

  日期：——