2-[5-[3,4-diamino-5-[(2R)-tetrahydrofuran-2-yl]phenyl]pyrimidin-2-yl]propane-2-ol | 1384979-54-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-[5-[3,4-diamino-5-[(2R)-tetrahydrofuran-2-yl]phenyl]pyrimidin-2-yl]propane-2-ol
• 英文别名: 2-[5-[3,4-diamino-5-[(2R)-tetrahydrofuran-2-yl]phenyl]pyrimidin-2-yl]propan-2-ol；2-[5-[3,4-diamino-5-[(2R)-oxolan-2-yl]phenyl]pyrimidin-2-yl]propan-2-ol
• CAS: 1384979-54-7
• 化学式: C₁₇H₂₂N₄O₂
• 分子量: 314.387
• InChiKey: JEMRHBCMFBGQFC-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  107
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-[4-bromo-2-nitro-6-[(2R)-oxolan-2-yl]phenyl]-2,2,2-trifluoroacetamide 在 四(三苯基膦)钯 、 palladium on activated charcoal 、 氢气 、 sodium carbonate 、 sodium hydroxide 作用下， 生成 2-[5-[3,4-diamino-5-[(2R)-tetrahydrofuran-2-yl]phenyl]pyrimidin-2-yl]propane-2-ol
  参考文献：
  名称：

  Evaluation of WO2012177707 and WO2012097269: Vertex's phosphate prodrugs of gyrase and topoisomerase antibacterial agents

  摘要：

  The two patent applications describe two novel compounds in the benzimidazole class of GyrB/ParE antibacterial agents and multiple phosphate prodrugs derived from these compounds. The new benzimidazole compounds have excellent antibacterial activity on Gram-positive strains. But like previous benzimidazoles, they have limited solubility and are highly protein bound. The phosphate prodrugs offer a drug substance with high aqueous solubility that should aid both intravenous and oral formulations. The potential utility of the prodrugs was demonstrated in efficacy studies.

  DOI：

  10.1517/13543776.2013.820707

文献信息

• SOLID FORMS OF GYRASE INHIBITOR (R)-1-ETHYL-3-[5-[2-(1-HYDROXY-METHYL-ETHYL)PYRIMIDIN-5-YL]-7-(TETRAHYDROFURAN-2-YL)-1H-BENZIMIDAZOL-2-YL]UREA
  申请人：Shannon Dean

  公开号：US20120184741A1

  公开（公告）日：2012-07-19

  The present application is directed to solid forms of compounds of formula (I): and pharmaceutically acceptable salts thereof, that inhibit bacterial gyrase and/or Topo IV and pharmaceutical compositions comprising said compounds and salts. These compounds and salts are useful in treating bacterial infection.

  本申请涉及公式（I）化合物的固态形式及其药用盐，这些化合物和盐能抑制细菌旋转酶和/或Topo IV，以及包含这些化合物和盐的药物组合物。这些化合物和盐在治疗细菌感染中具有用途。
• SOLID FORMS OF GYRASE INHIBITOR (R)-1-ETHYL-3-[5-[2-(1-HYDROXY-1-METHYL-ETHYL)PYRIMIDIN-5-YL]-7-(TETRAHYDROFURAN-2-YL]-1H-BENZIMIDAZOL-2-YL]UREA
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：US20130317222A1

  公开（公告）日：2013-11-28

  The present application is directed to solid forms of compounds of formula (I): and pharmaceutically acceptable salts thereof, that inhibit bacterial gyrase and/or Topo IV and pharmaceutical compositions comprising said compounds and salts. These compounds and salts are useful in treating bacterial infection.

  本申请涉及公式(I)化合物的固态形式和其药学上可接受的盐，该化合物可以抑制细菌的DNA旋转酶和/或Topo IV，并且包括含有该化合物和盐的药物组合物。这些化合物和盐可用于治疗细菌感染。
• SOLID FORMS OF GYRASE INHIBITOR (R)-1-ETHYL-3-[5-[2-{1-HYDROXY-1-METHYL-ETHYL}PYRIMIDIN-5-YL]-7-(TETRAHYDROFURAN-2-YL}-1H-BENZIMIDAZOL-2-YL]UREA
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：EP2663558A1

  公开（公告）日：2013-11-20
• US8481552B2
  申请人：——

  公开号：US8481552B2

  公开（公告）日：2013-07-09
• [EN] SOLID FORMS OF GYRASE INHIBITOR (R)-1-ETHYL-3-[5-[2-{1-HYDROXY-1-METHYL-ETHYL}PYRIMIDIN-5-YL]-7-(TETRAHYDROFURAN-2-YL}-1H-BENZIMIDAZOL-2-YL]UREA<br/>[FR] FORMES SOLIDES DE L'INHIBITEUR DE GYRASE, LA (R)-1-ÉTHYL-3-[5-[2-{1-HYDROXY-1-MÉTHYL-ÉTHYL}PYRIMIDIN-5-YL]-7-(TÉTRAHYDROFURAN-2-YL}-1H-BENZIMIDAZOL-2-YL]URÉE
  申请人：VERTEX PHARMA

  公开号：WO2012097270A1

  公开（公告）日：2012-07-19

  The present application is directed to solid forms of compounds of formula (I): and pharmaceutically acceptable salts thereof, that inhibit bacterial gyrase and/or Topo IV and pharmaceutical compositions comprising said compounds and salts. These compounds and salts are useful in treating bacterial infection.