2-(methylthio)-3-nitropyrrole | 61201-15-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(methylthio)-3-nitropyrrole
• 英文别名: 1H-Pyrrole, 2-(methylthio)-3-nitro-；2-methylsulfanyl-3-nitro-1H-pyrrole
• CAS: 61201-15-8
• 化学式: C₅H₆N₂O₂S
• 分子量: 158.181
• InChiKey: YDLUFXQFKDNJBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  86.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(methylthio)-3-nitropyrrole 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 4.5h， 以85%的产率得到2-(methylsulfinyl)-3-nitropyrrole
  参考文献：
  名称：

  七个具有生物学意义的含极性polar的化合物的介电性能

  摘要：

  在水和乙二醇中已经确定了七个具有生物学意义的极性分子的静电电容，并对其有效偶极矩进行了估算。

  DOI：

  10.1016/s0040-4039(00)94768-3
• 作为产物：
  描述：

  (Z)-N-(2,2-diethoxyethyl)-1-(methylthio)-2-nitroethen-1-amine 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以92%的产率得到2-(methylthio)-3-nitropyrrole
  参考文献：
  名称：

  WO2021055849A5

  摘要：

  公开号：

  WO2021055849A5

文献信息

• 2-Heterocyclic alkylamino-3-nitropyrroles
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04238494A1

  公开（公告）日：1980-12-09

  3-Nitro-2-substituted aminopyrroles are histamine H.sub.2 -receptor antagonists. The 2-position substituent is a fully-unsaturated heterocyclyl alkyl group preferably with with alkyl group interrupted by sulfur or oxygen. The 4- and 5-positions of the pyrrole ring can also be substituted.

  3-硝基-2-取代氨基吡咯烷是组胺H.sub.2-受体拮抗剂。2-位置的取代基是一种完全不饱和的杂环烷基烷基，最好是由硫或氧中断的烷基团。吡咯烷环的4-和5-位置也可以被取代。
• Nitro pyrrols and their pharmaceutical use
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04482563A1

  公开（公告）日：1984-11-13

  3-Nitro-2-substituted aminopyrroles are histamine H.sub.2 - receptor antagonists. The 2- position substituent is a fully-unsaturated heterocyclyl alkyl group preferably with alkyl group interrupted by sulfur or oxygen. The 4- and 5- positions of the pyrrole ring can also be substituted.

  3-硝基-2-取代氨基吡咯是组胺H.sub.2-受体拮抗剂。2-位取代基是全不饱和的杂环烷基烷基，最好是硫或氧断开的烷基。吡咯环的4-和5-位置也可以被取代。
• Nitro pyrroles
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04584384A1

  公开（公告）日：1986-04-22

  3-Nitro-2-substituted aminopyrroles are histamine H.sub.2 -receptor antagonists. The 2-position substituent is a fully-unsaturated heterocyclyl alkyl group preferably with alkyl group interrupted by sulfur or oxygen. The 4- and 5-positions of the pyrrole ring can also be substituted.

  3-硝基-2-取代氨基吡咯是组胺H.sub.2-受体拮抗剂。2-位取代基是完全不饱和的杂环烷基烷基，最好是被硫或氧中断的烷基。吡咯环的4位和5位也可以被取代。
• Dipole moment in relation to hydrogen receptor histamine antagonist activity for cimetidine analogs
  作者：Rodney C. Young、Graham J. Durant、John C. Emmett、C. Robin Ganellin、Michael J. Graham、Robert C. Mitchell、H. Douglas Prain、Michael L. Roantree

  DOI：10.1021/jm00151a007

  日期：1986.1

  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.
• ——
  作者：ROANTREE M. L.、 YOUNG R. C.

  DOI：——

  日期：——