3-aminopentan-2-ol | 599207-27-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-aminopentan-2-ol
• 英文别名: (2R,3R)-3-amino-pentan-2-ol；(2R,3R)-3-aminopentan-2-ol
• CAS: 599207-27-9
• 化学式: C₅H₁₃NO
• 分子量: 103.164
• InChiKey: BKFGLDUWYUYHRF-RFZPGFLSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-aminopentan-2-ol 在 盐酸 、 三乙胺 、 calcium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 、 水 为溶剂， 生成 2-isothiocyanato-1-methylbutyl 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
• 作为产物：
  描述：

  N,N-dibenzyl-3-aminopentan-2-ol 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 生成 3-aminopentan-2-ol
  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

文献信息

• 4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor
  作者：Shigeo Ueda、Hideo Terauchi、Akihiro Yano、Motoharu Ido、Masashi Matsumoto、Motoji Kawasaki

  DOI：10.1016/j.bmcl.2003.11.010

  日期：2004.1

  In our search for a novel class of inducible nitric oxide synthase (NOS) inhibitors, 1,3-oxazolidin-2-imine was found to weakly inhibit iNOS. Further modifications of this compound resulted in a remarkable increase in both the in vivo and in vitro inhibitory activity and selectivity for iNOS. (C) 2003 Elsevier Ltd. All rights reserved.
• [EN] NEW PURINE DERIVATIVES<br/>[FR] NOUVEAUX DERIVES PURIQUES
  申请人：CYCLACEL LTD

  公开号：WO2004016612A3

  公开（公告）日：2004-07-01
• [EN] PURINE DERIVATIVES AND THEIR USE AS ANTIPROLIFERATIVE AGENTS<br/>[FR] NOUVEAUX DERIVES DE PURINE
  申请人：CYCLACEL LTD

  公开号：WO2004016613A3

  公开（公告）日：2004-04-08

表征谱图