1-甲基吡唑并[3,4-d][1,3]噻唑并[3,2-a]嘧啶-4(1H)-酮 | 150892-74-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 中文名称: 1-甲基吡唑并[3,4-d][1,3]噻唑并[3,2-a]嘧啶-4(1H)-酮
• 英文名称: 1-Methylpyrazolo[3,4-d]thiazolo[3,2-a]pyrimidin-4(1H)-one
• 英文别名: Pyrazolo(3,4-d)thiazolo(3,2-a)pyrimidin-4(1H)-one, 1-methyl-；6-methyl-10-thia-1,5,6,8-tetrazatricyclo[7.3.0.03,7]dodeca-3(7),4,8,11-tetraen-2-one
• CAS: 150892-74-3
• 化学式: C₈H₆N₄OS
• 分子量: 206.228
• InChiKey: BJRGPHUGHNOFHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  75.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-(2,2-Dimethoxy-ethylsulfanyl)-1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one 在 硫酸 作用下， 反应 120.0h， 以30%的产率得到1-甲基吡唑并[3,4-d][1,3]噻唑并[3,2-a]嘧啶-4(1H)-酮
  参考文献：
  名称：

  Pyrazolothiazolopyrimidine derivatives as a novel class of anti-inflammatory or antinociceptive agents: synthesis, structural characterization and pharmacological evaluation

  摘要：

  As a part of a research program on anti-inflammatory-analgesic compounds, pyrazolothiazolopyrimidines 5a-f and 5g-i were prepared by cyclodehydration in 98% H2SO4 or PPA of the corresponding 6-thioketomethylene-substituted-4-hydroxy-pyrazolo[3,4-d]pyrimidines 2a-i and 2g-i. The results of the pharmacological in vivo screening indicate an interesting dissociation of the analgesic from the anti-inflammatory activity depending on aromatic or aliphatic substitution at the C4 of the thiazole ring. Analgesic activity was not associated with any narcotic effect; in addition, all the active compounds showed a remarkable systemic and gastric tolerance. This indicated a mode of action different from that of the classical nonsteroidal anti-inflammatory drugs, acting on prostaglandin biosynthesis. To clarify the mechanism or the mechanisms underlying the pharmacological activity of these and other closely related compounds, we initiated a 'file chemical approach' to various systems involved in the inflammatory process. At present, some of the more active in vivo compounds tested as substance P antagonists showed a moderate and possibly non-specific effect on NK1 and NK2 receptors.

  DOI：

  10.1016/0223-5234(93)90123-v

文献信息

• Pyrazolothiazolopyrimidine derivatives
  申请人：Kyowa Hakko Kogyo Co., Ltd.

  公开号：US05527908A1

  公开（公告）日：1996-06-18

  Pyrazolothiazolopyrimidine derivatives represented by the Formula ##STR1## and pharmaceutically acceptable salts thereof are useful as anti-inflammatory, analgesic, immunomodulatory and anti-ulcer agents.

  Pyrazolothiazolopyrimidine衍生物，由公式##STR1##代表，以及其药用可接受的盐，可用作抗炎、镇痛、免疫调节和抗溃疡剂。
• PYRAZOLOTHIAZOLOPYRIMIDINE DERIVATIVE
  申请人：KYOWA HAKKO KOGYO CO., LTD.

  公开号：EP0573659B1

  公开（公告）日：2000-07-12
• US5527908A
  申请人：——

  公开号：US5527908A

  公开（公告）日：1996-06-18