2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-(1H)-pyrid-6-one | 54855-69-5

• 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: 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-(1H)-pyrid-6-one
• 英文别名: 6-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethylamino]-1H-pyridin-2-one
• CAS: 54855-69-5
• 化学式: C₁₂H₁₆N₄OS
• 分子量: 264.351
• InChiKey: IQQXTZVAMNCRQG-UHFFFAOYSA-N

物化性质

• 沸点：
  636.7±55.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  95.1
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(((5-甲基-1H-咪唑-4-基)甲基)硫代)乙胺 在 盐酸 作用下， 反应 6.5h， 生成 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-(1H)-pyrid-6-one
  参考文献：
  名称：

  Dipole moment in relation to hydrogen receptor histamine antagonist activity for cimetidine analogs

  摘要：

  The activities of a series of H2 receptor histamine antagonists structurally related to cimetidine (1) have been compared to investigate the effect of replacing the cyanoguanidine moiety by other neutral, dipolar groups. Antagonist activity, as measured in vitro on the histamine-stimulated guinea pig right atrium, was found to be very sensitive to relatively minor structural changes. Differences in H2 antagonist activity are accounted for by dipole moment orientation and lipophilicity and are rationalized in terms of an optimum requirement for alignment of a hydrogen-bonding moiety in the antagonist with respect to the receptor and desolvation effects at the receptor. The most active compound in the series is the 2-amino-3-nitropyrrole derivative 5, which combines a near-optimal dipole orientation with high lipophilicity.

  DOI：

  10.1021/jm00151a007
• 作为试剂：
  描述：

  2-Ethoxy-6-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]pyridine 在 水 、 氯仿 、 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-(1H)-pyrid-6-one 作用下， 以 盐酸 为溶剂， 反应 18.0h， 以to give the pure product, m.p. 85°的产率得到2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-(1H)-pyrid-6-one
  参考文献：
  名称：

  Imidazoline containing imidazoles

  摘要：

  这是一种抑制组胺活性的杂环化合物，特别是抑制H-2组胺受体的化合物。本发明的一种具体化合物是2-[2-(4-甲基-5-咪唑甲基硫基)乙基氨基]-4-嘧啶酮。

  公开号：

  US04374251A1

文献信息

• H2 histamine receptor inhibitors
  申请人：Smith Kline & French Laboratories, Inc.

  公开号：US03932644A1

  公开（公告）日：1976-01-13

  Heterocyclic compounds which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A specific compound of this invention is 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-4-pyrimidone.

  这个发明的特定化合物是2-[2-(4-甲基-5-咪唑甲硫基)乙基氨基]-4-嘧啶酮。
• Pharmacologically active compounds
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04399142A1

  公开（公告）日：1983-08-16

  Heterocyclic compounds which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A specific compound of this invention is 2-[2-(4-methyl-5-imidazolymethylthio)ethylamino]-4-pyrimidone.

  这段话的中文翻译如下： 杂环化合物是组织胺活性的抑制剂，特别是H-2组织胺受体的抑制剂。本发明的一种特定化合物是2-[2-(4-甲基-5-咪唑甲硫基)乙基氨基]-4-嘧啶酮。
• Imidazo alkylamino pyrimidones
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04153793A1

  公开（公告）日：1979-05-08

  Heterocyclic compounds which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A specific compound of this invention is 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-4-pyrimidone.

  这是一种抑制组胺活性的杂环化合物，特别是抑制H-2组胺受体的化合物。本发明中的一种特定化合物是2-[2-(4-甲基-5-咪唑基甲硫基)乙基氨基]-4-嘧啶酮。
• Pharmacologically active compounds as inhibitors of H-2 histamine
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04181730A1

  公开（公告）日：1980-01-01

  Heterocyclic compounds which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A specific compound of this invention is 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-4-pyrimidone.

  这是一种抑制组胺活性的杂环化合物，特别是抑制H-2组胺受体的抑制剂。该发明的一个具体化合物是2-[2-(4-甲基-5-咪唑甲基硫基)乙基氨基]-4-嘧啶酮。
• Compositions and methods for inhibiting H.sub.2 histamine receptors
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04005205A1

  公开（公告）日：1977-01-25

  Heterocyclic compounds which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A specific compound of this invention is 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-4-pyrimidone.

  这是一种用于抑制组胺活性的杂环化合物，特别是用于抑制H-2组胺受体的抑制剂。该发明的具体化合物是2-[2-(4-甲基-5-咪唑基甲硫基)乙基氨基]-4-嘧啶酮。