(1H-1,2,4-三唑-3-基)甲胺盐酸盐 | 1197157-75-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: (1H-1,2,4-三唑-3-基)甲胺盐酸盐
• 英文名称: 1H-[1,2,4]triazole-3-ylmethylamine hydrochloride
• 英文别名: (1H-1,2,4-triazol-3-yl)methanamine hydrochloride；1H-1,2,4-triazol-5-ylmethanamine;hydrochloride
• CAS: 1197157-75-7
• 化学式: C₃H₆N₄*ClH
• 分子量: 134.568
• InChiKey: SQXRGHNXMHGTIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.31
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1H-1,2,4-三唑-3-基)甲胺盐酸盐 、 2-chloro-4-((2-fluoro-6-(trifluoromethyl)benzyl)amino)quinazoline-8-carbonitrile 在 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以63.2%的产率得到2-(((1H-1,2,4-triazol-3-yl)methyl)amino)-4-((2-fluoro-6-(trifluoromethyl)benzyl)amino)quinazoline-8-carbonitrile
  参考文献：
  名称：

  2,4-Diamino-8-quinazoline carboxamides as novel, potent inhibitors of the NAD hydrolyzing enzyme CD38: Exploration of the 2-position structure-activity relationships

  摘要：

  Starting from 4-amino-8-quinoline carboxamide lead 1a and scaffold hopping to the chemically more tractable quinazoline, a systematic exploration of the 2-substituents of the quinazoline ring, utilizing structure activity relationships and conformational constraint, resulted in the identification of 39 novel CD38 inhibitors. Eight of these analogs were 10-100-fold more potent human CD38 inhibitors, including the single digit nanomolar inhibitor 1am. Several of these molecules also exhibited improved therapeutic indices relative to hERG activity. A representative analog 1r exhibited suitable pharmacokinetic parameters for in vivo animal studies, including moderate clearance and good oral bioavailability. These inhibitor compounds will aid in the exploration of the enzymatic functions of CD38, as well as furthering the study of the therapeutic implications of NAD enhancement in metabolic disease models. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2018.03.021
• 作为产物：
  描述：

  N-(1H-[1,2,4]triazol-3-ylmethyl)-phthalimide 在 盐酸 作用下， 生成 (1H-1,2,4-三唑-3-基)甲胺盐酸盐
  参考文献：
  名称：

  3-Aminoalkyl-1,2,4-triazoles

  摘要：

  DOI：

  10.1021/ja01651a014

文献信息

• MONOBACTAM ORGANIC COMPOUNDS FOR THE TREATMENT OF BACTERIAL INFECTIONS
  申请人：AULAKH Virender Singh

  公开号：US20150266867A1

  公开（公告）日：2015-09-24

  This invention pertains generally to antibacterial compounds of Formula I, as further described herein, and pharmaceutically acceptable salts and formulations thereof. In certain aspects, the invention pertains to methods of using such compounds to treat infections such as those caused by Gram-negative bacteria.

  这项发明通常涉及公式I的抗菌化合物，如本文进一步描述，并其药用盐和制剂。在某些方面，该发明涉及使用这些化合物治疗由革兰氏阴性细菌引起的感染的方法。
• [EN] 4—(1H— IMIDAZOL— 5— YL) -1H-PYRROLO [2, 3-B] PYRIDINES FOR USE IN THE TREATMENT OF LEUKAEMIAS, LYMPHOMAS AND SOLID TUMORS<br/>[FR] 4-(1H-IMIDAZOL-5-YL)-1H-PYRROLO [2,3-B] PYRIDINES DESTINÉES À ÊTRE UTILISÉES DANS LE TRAITEMENT DE LEUCÉMIES, DE LYMPHOMES ET DE TUMEURS SOLIDES
  申请人：UNIV MASARYKOVA

  公开号：WO2019185631A1

  公开（公告）日：2019-10-03

  The present invention relates to novel 4-(1H-imidazol-5-yl)-1H-pyrrolo[2,3-b]pyridine compounds which are useful in the treatment of lymphomas, leukaemias, and solid tumors.

  本发明涉及一种新型的4-(1H-咪唑-5-基)-1H-吡咯[2,3-b]吡啶化合物，可用于治疗淋巴瘤、白血病和实体肿瘤。
• Facile synthesis of hexahydropyrazino[2,3-e]pyrazines from 3-aminomethyl-1,2,4-triazoles
  作者：Dmytro M. Khomenko、Roman O. Doroschuk、Vladimir V. Trachevskii、Sergiu Shova、Rostyslav D. Lampeka

  DOI：10.1016/j.tetlet.2016.01.068

  日期：2016.3

  The cyclocondensation of aminomethyl-1,2,4-triazoles and glyoxal gives hexahydropyrazino[2,3-e]pyrazines in good yields. 1H and 13C NMR spectra of the title compounds are described and the molecular structure of 4a,5,6,10a,11,12-hexahydro-(4aR,10aR)-[1,2,4]triazolo[1,5-a][1,2,4]triazolo[1′,5′:1,6]pyrazino[2,3-e]pyrazine was established by single crystal X-ray analysis.

  氨基甲基1,2,4-三唑和乙二醛的环缩合以良好的收率得到六氢吡嗪并[2,3- e ]吡嗪。描述了标题化合物的1 H和13 C NMR光谱，以及4a，5,6,10a，11,12-六氢-（4a R，10a R）-[1,2,4]三唑[1]的分子结构通过单晶X射线分析建立了，5- a ] [1,2,4]三唑并[1'，5'：1,6]吡嗪并[2,3- e ]吡嗪。
• Discovery of Potent and Exquisitely Selective Inhibitors of Kinase CK1 with Tunable Isoform Selectivity
  作者：Václav Němec、Prashant Khirsariya、Pavlína Janovská、Paula Martín Moyano、Lukáš Maier、Petra Procházková、Pavlína Kebková、Tomáš Gybel'、Benedict‐Tilman Berger、Apirat Chaikuad、Maria Reinecke、Bernhard Kuster、Stefan Knapp、Vítězslav Bryja、Kamil Paruch

  DOI：10.1002/anie.202217532

  日期：2023.3.6

  and CK1ϵ in cells as well as in vivo. Our observations suggest that the central scaffold can be used more broadly in compounds targeting other protein kinases, as evidenced by the highly selective p38α inhibitor MU1299.

  新发现的化学生物学探针MU1250、MU1500和MU1742，基于 1 H-吡咯并[2,3- b ]吡啶-咪唑支架，允许高度特异性靶向细胞中的亚型 CK1α、CK1δ 和 CK1ε体内。我们的观察表明，中央支架可以更广泛地用于靶向其他蛋白激酶的化合物，高选择性 p38α 抑制剂MU1299证明了这一点。
• VERCEK B.; STANOVNIK B.; TISLER M., HETEROCYCLES, 1976, 4, NO 5, 943-946
  作者：VERCEK B.、 STANOVNIK B.、 TISLER M.

  DOI：——

  日期：——