3-甲基-1H-1,2,4-噻唑-5-羧酸 | 7169-98-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3-甲基-1H-1,2,4-噻唑-5-羧酸
• 中文别名: 5-甲基-2H-[1,2,4]三唑-3-羧酸
• 英文名称: 3-Methyl-1H-1,2,4-triazole-5-carboxylic acid
• 英文别名: 5-methyl-4H-1,2,4-triazole-3-carboxylic acid
• CAS: 7169-98-4
• 化学式: C₄H₅N₃O₂
• mdl: MFCD13248725
• 分子量: 127.1
• InChiKey: QMTMACYGCXTDJL-UHFFFAOYSA-N

物化性质

• 熔点：
  131-132 °C
• 沸点：
  433.9±28.0 °C(Predicted)
• 密度：
  1.531±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-(1-氨基-1-甲基乙基)-N-[(4-氟苯基)甲基]-5-羟基-1-甲基-6-氧代-1,6-二氢嘧啶-4-甲酰胺 、 3-甲基-1H-1,2,4-噻唑-5-羧酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 氯仿 为溶剂， 以72%的产率得到N-(4-fluorobenzyl)-5-hydroxy-1-methyl-2-{1-methyl-1-{[(5-methyl-4H-1,2,4-triazol-3-yl)carbonyl]amino}ethyl}-6-oxo-1,6-dihydropyrimidine-4-carboxamide
  参考文献：
  名称：

  Discovery of Raltegravir, a Potent, Selective Orally Bioavailable HIV-Integrase Inhibitor for the Treatment of HIV-AIDS Infection

  摘要：

  Human immunodeficiency virus type-1 (HIV-1) integrase is one of the three virally encoded enzymes required for replication and therefore a rational target for chemotherapeutic intervention in the treatment of HIV-1 infection. We report here the discovery of Raltegravir, the first HIV-integrase inhibitor approved by FDA for the treatment of HIV infection. It derives from the evolution of 5,6-dihydroxypyrimidine-4-carboxamides and N-methyl-4-hydroxypyrimidinone-carboxamides, which exhibited potent inhibition of the HIV-integrase catalyzed strand transfer process. Structural modifications on these molecules were made in order to maximize potency as HIV-integrase inhibitors against the wild type virus, a selection of mutants, and optimize the selectivity, pharmacokinetic, and metabolic profiles in preclinical species. The good profile of Raltegravir has enabled its progression toward the end of phase III clinical trials for the treatment of HIV-1 infection and culminated with the FDA approval as the first HIV-integrase inhibitor for the treatment of HIV-1 infection.

  DOI：

  10.1021/jm800245z

文献信息

• [EN] INHIBITORS OF PROTEASE ACTIVATED RECEPTOR-2<br/>[FR] INHIBITEURS DU RÉCEPTEUR-2 ACTIVÉ DE PROTÉASE
  申请人：TAKEDA PHARMACEUTICALS CO

  公开号：WO2019124567A1

  公开（公告）日：2019-06-27

  The present invention relates generally to compounds capable of inhibiting Protease Activated Receptor-2 (PAR2), and uses thereof. More specifically, the present invention relates to inhibitors of PAR2, to their preparation, and to their use in the treatment of diseases and disorders mediated by PAR2 signaling.

  本发明一般涉及能够抑制蛋白酶活化受体-2（PAR2）的化合物，以及它们的用途。更具体地说，本发明涉及PAR2的抑制剂，它们的制备以及它们在治疗由PAR2信号传导介导的疾病和紊乱中的应用。
• [EN] PYRIMIDINE TBK/IKKε INHIBITOR COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS INHIBITEURS DE PYRIMIDINE TBK/IKKε ET LEURS UTILISATIONS
  申请人：MERCK PATENT GMBH

  公开号：WO2019079373A1

  公开（公告）日：2019-04-25

  The present invention relates to compounds of Formula I and pharmaceutically acceptable compositions thereof, useful as TBK/IKKε inhibitors.

  这项发明涉及公式I的化合物及其药用可接受的组合物，可用作TBK/IKKε抑制剂。
• [EN] PYRIMIDINE ΤΒΚ/ΙΚΚε INHIBITOR COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS INHIBITEURS ΤΒΚ/ΙΚΚΕ PYRIMIDINE ET LEURS UTILISATIONS
  申请人：MERCK PATENT GMBH

  公开号：WO2019079375A1

  公开（公告）日：2019-04-25

  The present invention relates to compounds of Formula I and pharmaceutically acceptable compositions thereof, useful as ΤΒΚ/ΙΚΚε inhibitors.

  这项发明涉及公式I的化合物及其药用可接受的组合物，可用作ΤΒΚ/ΙΚΚε抑制剂。
• HETEROCYCLIC MODULATORS OF HIF ACTIVITY FOR TREATMENT OF DISEASE
  申请人：Institute For Applied Cancer Science/The University of Texas MD Anderson Cancer Center

  公开号：US20140066424A1

  公开（公告）日：2014-03-06

  The present invention relates to compounds and methods which may be useful as inhibitors of HIF pathway activity for the treatment or prevention of cancer and other hypoxia-mediated diseases.

  本发明涉及化合物和方法，可用作HIF通路活性的抑制剂，用于治疗或预防癌症和其他缺氧介导的疾病。
• Heterocyclic modulators of HIF activity for treatment of disease
  申请人：Institute for Applied Cancer Science/The University of Texas MD Anderson Cancer Center

  公开号：US09018380B2

  公开（公告）日：2015-04-28

  The present invention relates to compounds and methods which may be useful as inhibitors of HIF pathway activity for the treatment or prevention of cancer and other hypoxia-mediated diseases.

  本发明涉及化合物和方法，可用作HIF通路活性的抑制剂，用于治疗或预防癌症和其他缺氧介导的疾病。