Thioisobutyrimidic acid methyl ester; hydrochloride | 105919-01-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚氨硫酯类
• 英文名称: Thioisobutyrimidic acid methyl ester; hydrochloride
• 英文别名: Methyl 2-methylpropanimidothioate;hydrochloride；methyl 2-methylpropanimidothioate;hydrochloride
• CAS: 105919-01-5
• 化学式: C₅H₁₁NS*ClH
• 分子量: 153.676
• InChiKey: ZZMDOINSSDQFKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  49.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Thioisobutyrimidic acid methyl ester; hydrochloride 、 (3'S,5RS)-5-[N-(6-amino-3-benzyloxycarbonylaminohexanoyl)-N-methylamino]-5,6-dihydro-2-ureidopyrimid-4(1H)-one hydrochloride 在 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 以44%的产率得到(3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-(isobutyrimidoylamino)hexanoyl]-N-methylamino]-5,6-dihydro-2-ureidopyrimid-4(1H)-one
  参考文献：
  名称：

  Novel Antibiotics for the Treatment of Gram-Positive Bacterial Infections

  摘要：

  The natural dipeptide antibiotic TAN 1057 A,B displays excellent antibacterial activity against staphylococci including methicillin resistant Staphylococcus aureus. However, the in vitro activity against additional Gram-positive strains, in particular pneumococci and Enterococcus faecalis, proved to be considerably lower. We report the synthesis and pharmacological evaluation of new derivatives of this natural product that displayed increased antibacterial potency against staphylococci and were also active against pneumococci. In particular, the analogues bearing modified beta-homoarginine side chains with methylated guanidine moieties were shown to be significantly more potent than the natural product TAN 1057 A,B.

  DOI：

  10.1021/jm0111191

文献信息

• Novel Antibiotics for the Treatment of Gram-Positive Bacterial Infections
  作者：Michael Brands、Rainer Endermann、Reinhold Gahlmann、Jochen Krüger、Siegfried Raddatz、Jürgen Stoltefuβ、Vladimir N. Belov、Shamil Nizamov、Viktor V. Sokolov、Armin de Meijere

  DOI：10.1021/jm0111191

  日期：2002.9.1

  The natural dipeptide antibiotic TAN 1057 A,B displays excellent antibacterial activity against staphylococci including methicillin resistant Staphylococcus aureus. However, the in vitro activity against additional Gram-positive strains, in particular pneumococci and Enterococcus faecalis, proved to be considerably lower. We report the synthesis and pharmacological evaluation of new derivatives of this natural product that displayed increased antibacterial potency against staphylococci and were also active against pneumococci. In particular, the analogues bearing modified beta-homoarginine side chains with methylated guanidine moieties were shown to be significantly more potent than the natural product TAN 1057 A,B.