1-[2-(乙基磺酰基)乙基]-5-碘-2-甲基-4-硝基-1H-咪唑 | 154475-33-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-[2-(乙基磺酰基)乙基]-5-碘-2-甲基-4-硝基-1H-咪唑
• 英文名称: 1-<2-(ethylsulfonyl)ethyl>-2-methyl-4-nitro-5-iodoimidazole
• 英文别名: 1-[2-(ethylsulfonyl)ethyl]-5-iodo-2-methyl-4-nitroimidazole；1-[2-(Ethylsulfonyl)ethyl]-5-iodo-2-methyl-4-nitro-1h-imidazole；1-(2-ethylsulfonylethyl)-5-iodo-2-methyl-4-nitroimidazole
• CAS: 154475-33-9
• 化学式: C₈H₁₂IN₃O₄S
• 分子量: 373.171
• InChiKey: DAQQNSOGJTTXBA-UHFFFAOYSA-N

物化性质

• 沸点：
  581.7±45.0 °C(Predicted)
• 密度：
  1.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  哌啶 、 1-[2-(乙基磺酰基)乙基]-5-碘-2-甲基-4-硝基-1H-咪唑 在 potassium hydrogencarbonate 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以50%的产率得到1-[3-(2-Ethanesulfonyl-ethyl)-2-methyl-5-nitro-3H-imidazol-4-yl]-piperidine
  参考文献：
  名称：

  Novel Synthesis of 4(5)-Cyclic Amino-5(4)-nitroimidazoles

  摘要：

  A novel two step sequence for the synthesis of hitherto inaccessible 4(5)-cyclic amino-5(4)-nitroimidazoles is described.

  DOI：

  10.1080/00397919408011193
• 作为产物：
  描述：

  1-(2-乙基磺酰乙基)-2-甲基-4-硝基咪唑 在 硝酸 、 溶剂黄146 、 potassium iodide 作用下， 反应 4.0h， 以87%的产率得到1-[2-(乙基磺酰基)乙基]-5-碘-2-甲基-4-硝基-1H-咪唑
  参考文献：
  名称：

  Electrophilic Iodination of 4-Nitroimidazoles - a New High Yielding Method for the Synthesis of 4-Nitro-5-iodoimidazoles

  摘要：

  Electrophilic iodination of 4-nitroimidazoles employing the system KI-HN3-AcOH provided for the synthesis of 4-nitro-5-iodoimidazoles in high yields. With 2-unsubstituted-4-nitroimidazoles, 2,5-diiodo-4-nitro-imidazoles were obtained.

  DOI：

  10.1080/00397919408011194

文献信息

• 5-alkenyl and 5-alkynyl indole compounds
  申请人：Allelix Biopharmaceuticals Inc.

  公开号：US05856510A1

  公开（公告）日：1999-01-05

  Described herein are compounds selective for 5-HT.sub.1D -like receptors, which have the general formula: ##STR1## wherein: R.sup.1 is selected from H, aryl and aryl substituted with 1, 2 or 3 substituents independently selected from loweralkyl, loweralkoxy, loweralkylcarbonyl, loweralkyl-S--, loweralkyl-S(O)--, loweralkyl-SO.sub.2 -, S.dbd.C.dbd.N--, O.dbd.C.dbd.N--, halo, loweralkoxycarbonyl, nitro, amino, loweralkyl-NH--, (loweralkyl).sub.2 --N--, loweralkyl-SO.sub.2 -loweralkyl-; A is a double or triple bond; R.sup.2 is selected from a group of Formula II, III, IV and V: ##STR2## R.sup.3 is selected from H and loweralkyl; R.sup.4 is selected from H and loweralkyl; One of R.sup.5 and R.sup.6 is H and the other is independently selected from H, loweralkoxy, loweralkyl and hydroxy; and R.sup.7 and R.sup.8 are independently selected from H and loweralkyl or R.sup.7 and R.sup.8, together with the nitrogen atom to which they are attached, form an optionally substituted 3- to 6-membered ring; or a salt, solvate or hydrate thereof. Also described is the use of these compounds as pharmaceuticals to treat indications where stimulation of the 5-HT.sub.1D -like receptor is implicated, such as migraine.

  本文描述了选择性作用于5-HT.sub.1D-类受体的化合物，其具有以下一般式：##STR1##其中：R.sup.1从H、芳基和芳基中选择，所述芳基经1、2或3个取代基独立选择自loweralkyl、loweralkoxy、loweralkylcarbonyl、loweralkyl-S--、loweralkyl-S(O)--、loweralkyl-SO.sub.2-、S.dbd.C.dbd.N--、O.dbd.C.dbd.N--、卤素、loweralkoxycarbonyl、硝基、氨基、loweralkyl-NH--、(loweralkyl).sub.2--N--、loweralkyl-SO.sub.2-loweralkyl-；A为双键或三键；R.sup.2从Formula II、III、IV和V的一组中选择：##STR2##R.sup.3从H和loweralkyl中选择；R.sup.4从H和loweralkyl中选择；R.sup.5和R.sup.6中的一个为H，另一个独立选择自H、loweralkoxy、loweralkyl和羟基；R.sup.7和R.sup.8独立选择自H和loweralkyl，或R.sup.7和R.sup.8与它们连接的氮原子一起形成一个可选择取代的3-至6-成员环；或其盐、溶剂化合物或水合物。还描述了将这些化合物用作药物治疗刺激5-HT.sub.1D-类受体所涉及的适应症，如偏头痛。
• US5856510A
  申请人：——

  公开号：US5856510A

  公开（公告）日：1999-01-05
• Electrophilic Iodination of 4-Nitroimidazoles - a New High Yielding Method for the Synthesis of 4-Nitro-5-iodoimidazoles
  作者：Rao、Rao、Singh

  DOI：10.1080/00397919408011194

  日期：1994.2

  Electrophilic iodination of 4-nitroimidazoles employing the system KI-HN3-AcOH provided for the synthesis of 4-nitro-5-iodoimidazoles in high yields. With 2-unsubstituted-4-nitroimidazoles, 2,5-diiodo-4-nitro-imidazoles were obtained.
• Novel Synthesis of 4(5)-Cyclic Amino-5(4)-nitroimidazoles
  作者：Rao、Rao、Singh

  DOI：10.1080/00397919408011193

  日期：1994.2

  A novel two step sequence for the synthesis of hitherto inaccessible 4(5)-cyclic amino-5(4)-nitroimidazoles is described.