1-ethyl-2-isothiocyanatopropyl methanesulfonate | 599207-01-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 1-ethyl-2-isothiocyanatopropyl methanesulfonate
• CAS: 599207-01-9
• 化学式: C₇H₁₃NO₃S₂
• 分子量: 223.317
• InChiKey: WXVCCIKTSCNEDS-RQJHMYQMSA-N

物化性质

• 沸点：
  368.9±25.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  1-ethyl-2-isothiocyanatopropyl methanesulfonate 在 ammonium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 ES-1537
  参考文献：
  名称：

  4,5-Dialkylsubstituted 2-imino-1,3-thiazolidine derivatives as potent inducible nitric oxide synthase inhibitors

  摘要：

  In the course of our search for selective iNOS inhibitors, we have previously reported that 2-imino-1,3-oxazolidine derivatives (1) and 2-aminothiazole derivatives (2) are selective iNOS inhibitors. In order to find more potent iNOS inhibitors, we focused our efforts on the synthesis and evaluation of the inhibitory activity against iNOS and selectivity for iNOS both in vitro and in vivo of a series of 2-imino-1,3-thiazolidine derivatives (3), which are analogues of I and 2. Our results show that among the compounds synthesized (4R,5R)-5-ethyl-2-imino-4-methyl-1,3-thiazolidine [(4R,5R)-14a: ES-1537] exhibited potent inhibitory activity and selectivity for iNOS. In addition, ES-1537 had good pharmacokinetic profile in rats with BA value of 80%. It is therefore expected that ES-1537 may be therapeutically useful for the treatment of diseases related to excess production of NO. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.05.031
• 作为产物：
  描述：

  N,N-dibenzyl-4-aminopentan-3-ol 在 palladium dihydroxide 盐酸 、 氢气 、 三乙胺 、 calcium carbonate 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 氯仿 、 水 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 生成 1-ethyl-2-isothiocyanatopropyl methanesulfonate
  参考文献：
  名称：

  4,5-Dialkylsubstituted 2-imino-1,3-thiazolidine derivatives as potent inducible nitric oxide synthase inhibitors

  摘要：

  In the course of our search for selective iNOS inhibitors, we have previously reported that 2-imino-1,3-oxazolidine derivatives (1) and 2-aminothiazole derivatives (2) are selective iNOS inhibitors. In order to find more potent iNOS inhibitors, we focused our efforts on the synthesis and evaluation of the inhibitory activity against iNOS and selectivity for iNOS both in vitro and in vivo of a series of 2-imino-1,3-thiazolidine derivatives (3), which are analogues of I and 2. Our results show that among the compounds synthesized (4R,5R)-5-ethyl-2-imino-4-methyl-1,3-thiazolidine [(4R,5R)-14a: ES-1537] exhibited potent inhibitory activity and selectivity for iNOS. In addition, ES-1537 had good pharmacokinetic profile in rats with BA value of 80%. It is therefore expected that ES-1537 may be therapeutically useful for the treatment of diseases related to excess production of NO. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.05.031