5-甲基-2-(甲基硫代)-7-羟基-[1,2,4]三唑并[1,5-A]嘧啶 | 40775-78-8

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并嘧啶类
• 中文名称: 5-甲基-2-(甲基硫代)-7-羟基-[1,2,4]三唑并[1,5-A]嘧啶
• 中文别名: 5-甲基-2-甲基硫代-7-羟基-[1,2,4]三唑并[1,5-a]嘧啶；7-羟基-5-甲基-2-甲基硫代-s-三唑并[1,5-a]嘧啶；7-羟基-5-甲基-2-甲硫基均三唑[1,5-a]嘧啶
• 英文名称: 5-Methyl-2-(methylthio)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol
• 英文别名: 7-hydroxy-5-methyl-2-methylthio-(1,2,4)-triazolo[1,5-a]pyrimidine；5-methyl-2-methylsulfanyl-4H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one
• CAS: 40775-78-8
• 化学式: C₇H₈N₄OS
• 分子量: 196.233
• InChiKey: ATSUZWSBVKDCRP-UHFFFAOYSA-N

物化性质

• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.86
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  63.31
• 氢给体数：
  1.0
• 氢受体数：
  6.0

安全信息

• 海关编码：
  2933990090
• 安全说明：
  S24/25
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319

反应信息

• 作为反应物：
  描述：

  5-甲基-2-(甲基硫代)-7-羟基-[1,2,4]三唑并[1,5-A]嘧啶 在 sodium tungstate 、 双氧水 、 sodium hydride 、 溶剂黄146 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 10.0h， 生成 N-(3-chlorophenyl)-5-methyl-2-{[2-(methyloxy)ethyl]oxy}[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
  参考文献：
  名称：

  Structure-Guided Lead Optimization of Triazolopyrimidine-Ring Substituents Identifies Potent Plasmodium falciparum Dihydroorotate Dehydrogenase Inhibitors with Clinical Candidate Potential

  摘要：

  Drug therapy is the mainstay of antimalarial therapy, yet current drugs are threatened by the development of resistance. In an effort to identify new potential antimalarials, we have undertaken a lead optimization program around our previously identified triazolopyrimidine-based series of Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) inhibitors. The X-ray structure of PfDHODH was used to inform the medicinal chemistry program allowing the identification of a potent and selective inhibitor (DSM265) that acts through DHODH inhibition to kill both sensitive and drug resistant strains of the parasite. This compound has similar potency to chloroquine in the humanized SCID mouse P. falciparum model, can be synthesized by a simple route, and rodent pharmaco-kinetic studies demonstrated it has excellent oral bioavailability, a long half-life and low clearance. These studies have identified the first candidate in the triazolopyrimidine series to meet previously established progression criteria for efficacy and ADME properties, justifying further development of this compound toward clinical candidate status.

  DOI：

  10.1021/jm200592f

文献信息

• FUSED RING PYRIMIDINE COMPOUND AND PEST CONTROL AGENT CONTAINING THE SAME
  申请人：Mitsui Chemicals Agro, Inc.

  公开号：US20150368249A1

  公开（公告）日：2015-12-24

  Provided is a pest control agent containing a fused ring pyrimidine compound represented by the following formula (I) or a salt thereof as an effective component. In formula (I), A represents a nitrogen atom or C—R 4 , B represents a nitrogen atom or C—R 5 , D represents a nitrogen atom or C—R 6 , X represents an oxygen atom, N—R 7 or the like, each of R 1 , R 2 , R 4 and R 6 independently represents a hydrogen atom or the like, each of R 3a and R 3b independently represents a hydrogen atom or the like, R 5 represents an alkylthio group or the like, R 7 represents an alkoxy group or the like, and Ht represents a pyridyl group that may be substituted, or the like.

  提供的是一种杀虫剂，其有效成分为以下式子（I）所表示的融合环嘧啶化合物或其盐。在式（I）中，A表示氮原子或C-R4，B表示氮原子或C-R5，D表示氮原子或C-R6，X表示氧原子，N-R7或类似物，R1、R2、R4和R6中的每一个独立地表示氢原子或类似物，R3a和R3b中的每一个独立地表示氢原子或类似物，R5表示烷基硫基或类似物，R7表示烷氧基或类似物，Ht表示可能被取代的吡啶基或类似物。
• Black and white graphic arts film
  申请人：Eastman Kodak Company

  公开号：US20020061483A1

  公开（公告）日：2002-05-23

  A black and white graphic arts film comprising a support having thereon at least one emulsion layer, said emulsion layer comprising: a trinuclear merocyanine spectral sensitising dye; 2-methylthio-4-hydroxy-6-methyl-1,3,3a,7-tetraazaindene (SMe-TAI); and a photosensitive silver halide.

  一种黑白图形艺术胶片，包括一个支架，支架上至少有一层乳剂层，所述乳剂层包括 三核梅洛菁光谱感光染料； 2-甲硫基-4-羟基-6-甲基-1,3,3a,7-四氮杂吲哚（SMe-TAI）；以及 一种光敏卤化银。
• [EN] ANTIMALARIAL AGENTS THAT ARE INHIBITORS OF DIHYDROOROTATE DEHYDROGENASE<br/>[FR] AGENTS ANTIPALUDIQUES INHIBITEURS DE LA DIHYDRO-OROTATE DÉSHYDROGÉNASE
  申请人：UNIV TEXAS

  公开号：WO2011041304A3

  公开（公告）日：2011-08-04
• ANTIMALARIAL AGENTS THAT ARE INHIBITORS OF DIHYDROOROTATE DEHYDROGENASE
  申请人：Board of Regents, The University of Texas System

  公开号：EP2483274B1

  公开（公告）日：2014-10-29
• US9963451B2
  申请人：——

  公开号：US9963451B2

  公开（公告）日：2018-05-08

表征谱图