(1-propyl-1H-1,2,3-triazole-4-yl)methanol | 497855-44-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (1-propyl-1H-1,2,3-triazole-4-yl)methanol
• 英文别名: 4-hydroxymethyl-1-propyl-1,2,3-triazole；(1-propyltriazol-4-yl)methanol
• CAS: 497855-44-4
• 化学式: C₆H₁₁N₃O
• 分子量: 141.173
• InChiKey: BLCYQMFMPCIFRP-UHFFFAOYSA-N

物化性质

• 沸点：
  290.6±32.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1-propyl-1H-1,2,3-triazole-4-yl)methanol 在 四丁基溴化铵 、 sodium hydroxide 作用下， 以 乙腈 为溶剂， 反应 48.5h， 生成 4-((oxiran-2-ylmethoxy)methyl)-1,3-dipropyl-1H-1,2,3-triazol-3-ium bromide
  参考文献：
  名称：

  Novel functionalized 1,2,3-triazole derivatives exhibit antileishmanial activity, increase in total and mitochondrial-ROS and depolarization of mitochondrial membrane potential of Leishmania amazonensis

  摘要：

  1,2,3-triazolium salts are poorly understood regarding their antileishmanial activity. Hence, as an effort to identify novel chemical scaffolds as antileishmanial agents, a series of 1,2,3-triazolium salts (TS) and corresponding 1,2,3-triazole (T) precursors including new epoxide derivatives were synthesized and assayed against Leishmania amazonensis promastigote and intracellular amastigote forms. Among them, the compound TS-6 exhibited promising activity on promastigotes (IC50 = 3.61 mu M) and intracellular amastigotes (IC50 = 7.61 mu M) of L. amazonensis, superior to miltefosine (IC50 > 10.0 mu M), used as reference drug. In addition, TS-6 showed negligible cytotoxicity on murine peritoneal macrophages with a SI of about 10. Studies on the mode of action of TS-6 indicate mitochondrial dysfunction through an increase in 'total' and mitochondrial-ROS as well as depolarization of mitochondrial membrane potential of L. amazonensis promastigotes. In silico physicochemical studies indicate that the TS-6 could potentially be used as an oral drug.

  DOI：

  10.1016/j.cbi.2019.108850
• 作为产物：
  描述：

  甲基1-丙基-1H-1,2,3-三唑-4-羧酸酯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (1-propyl-1H-1,2,3-triazole-4-yl)methanol
  参考文献：
  名称：

  BENZAZEPINE DERIVATIVE, PROCESS FOR PRODUCING THE SAME, AND USE

  摘要：

  本发明提供了一种新型的苯并氮杂环衍生物，其由以下公式表示： 其中，R1是一个5-或6-成员的芳香环，R2是低级烷基团等，Y是可选地取代的亚氨基，环A和环B是独立地选自一个可选地取代的芳香环，W是公式-W1-X2-W2-（W1和W2是独立地为S(O)m1（m1是0、1或2）等，X2是一个可选地取代的亚烷基团等），其制备方法及其用途。

  公开号：

  EP1422228A1

文献信息

• Benzazepine derivative, process for producing the same, and use
  申请人：——

  公开号：US20040235822A1

  公开（公告）日：2004-11-25

  The present invention provides a novel benzazepine derivative represented by formula: 1 wherein, R 1 is a 5- or 6-membered aromatic ring, R 2 is lower alkyl group, etc., Y is an optionally substituted imino group, ring A and ring B are independently an optionally substituted aromatic ring, W is formula —W 1 —X 2 —W 2 — (W 1 and W 2 are independently S(O) m1 (m1 is 0, 1, or 2), etc., and X 2 is an optionally substituted alkylene group etc.), a preparation method and use thereof.

  本发明提供了一种新型苯并氮杂环衍生物，其化学式表示为：1其中，R1为5-或6-成员芳香环，R2为低碳基，Y为可选取代的亚胺基，环A和环B分别为可选取代的芳香环，W为式—W1—X2—W2—（其中W1和W2分别为独立的S(O)m1（m1为0、1或2）等，X2为可选取代的烷基等），以及其制备方法和用途。
• Partially fluorinated amino acid derivatives as gelling and surface active agents
  申请人：Acosta Erick Jose

  公开号：US20080113573A1

  公开（公告）日：2008-05-15

  Disclosed are partially fluorinated amino acid derivatives useful as organogelators and surface treatment materials to provide oil- and water-repellency properties to substrates. Also disclosed are composite materials, comprising a porous support and a porous nanoweb. The porous nanoweb contains fibrous structures of about 10 nm to about 1000 nm effective average fiber diameter as determined with electron microscopy.

  本发明涉及部分氟化氨基酸衍生物，可用作有机凝胶剂和表面处理材料，以为基材提供油和水的抗性特性。还公开了复合材料，包括多孔支撑体和多孔纳米网。多孔纳米网包含纤维结构，其有效平均纤维直径为约10纳米至约1000纳米，由电子显微镜确定。
• NOVEL ANTIMICROBIALS
  申请人：Jain Rajesh

  公开号：US20110245258A1

  公开（公告）日：2011-10-06

  The present invention relates to novel phenyl oxazolidinone compounds of formula I, their pharmaceutically acceptable analogs, tautomeric forms, stereoisomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The invention also relates to the processes for the synthesis of novel compounds of formula I or their pharmaceutically acceptable analogs, tautomeric forms, stereoisomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The present invention also provides pharmaceutical compositions comprising novel compounds of formula I and methods of using them. The compounds of the present invention are useful as antimicrobial agents, effective against a number of aerobic and/or anaerobic Gram positive and/or Gram negative pathogens such as multi drug resistant species of Staphylococcus, Streptococcus, Enterococcus, Bacterioides, Clostridia, H. influenza, Moraxella, acid-fast organisms such as Mycobacterium tuberculosis as well as Linezolid resistant species of Staphylococcus and Enterococcus.

  本发明涉及公式I的新型苯基噁唑啉酮化合物，它们的药学上可接受的类似物、互变异构体、立体异构体、多晶形态、前药、代谢物、盐或其溶剂。本发明还涉及合成公式I的新化合物或其药学上可接受的类似物、互变异构体、立体异构体、多晶形态、前药、代谢物、盐或其溶剂的过程。本发明还提供了包含公式I的新化合物的制药组合物和使用它们的方法。本发明的化合物是抗微生物剂，对多种需氧和/或厌氧革兰阳性和/或革兰阴性病原体具有有效作用，如金黄色葡萄球菌、链球菌、肠球菌、拟杆菌、梭菌、流感嗜血杆菌、摩拉克斯氏菌、抗利多霉素的金黄色葡萄球菌和肠球菌等耐药菌。
• Single-component, metal-free, solvent-free HO-functionalized 1,2,3-triazole-based ionic liquid catalysts for efficient CO₂ conversion
  作者：Álvaro Farias Arruda da Mata、Nicolas Glanzmann、Pedro Henrique Fazza Stroppa、Felipe Terra Martins、Rafael Pavão das Chagas、Adilson David da Silva、Jorge Luiz Sônego Milani

  DOI：10.1039/d2nj02052a

  日期：——

  CO2, and 1 h), high conversion of all terminal epoxides was achieved, including in a scale-up experiment that produced an outstanding TOF value of 667 h−1. Moreover, a reaction using cyclohexene oxide achieved 85% conversion in only 6 h. In summary, our results show the attractive potential of HO-functionalized 1,2,3-triazole-based ionic liquid catalysts for efficient CO2 conversion to cyclic carbonates

  一系列带有不同烷基链和反阴离子的 H2O 功能化 1,2,3-三唑离子液体 ( 1-9b ) 被评估为绿色、单组分、双功能催化剂，用于涉及 CO 2和环氧化物的环加成反应。它们是使用廉价、无毒和广泛可用的起始材料通过清洁、简便和高产率的三步程序制备的。化合物1-9b通过光谱技术进行了表征， 3b的分子结构也通过单晶X射线衍射。催化结果证明羟基和抗衡阴离子之间的协同作用对于实现出色的周转频率 (TOF) 至关重要。平行地，中性三唑在相同反应条件下表现出非常低的活性。使用最佳反应条件（25 mmol 环氧化物、140 °C、30 bar CO 2和 1 小时），实现了所有末端环氧化物的高转化率，包括在产生 667 小时出色 TOF 值的放大实验中-1。此外，使用氧化环己烯的反应仅在 6 小时内就实现了 85% 的转化率。总之，我们的结果显示了 功能化 1,2,3-三唑基离子液体催化剂对高效
• Correlation of structural features of novel 1,2,3-triazoles with their neurotoxic and tumoricidal properties
  作者：Elaine Maria de Souza-Fagundes、Johannes Delp、PedroH.D.M. Prazeres、Lucas Bonfim Marques、Arturene Maria Lino Carmo、Pedro Henrique Fazza Stroppa、Nicolas Glanzmann、Jaffar Kisitu、Dàvid Szamosvàri、Thomas Böttcher、Marcel Leist、Adilson David da Silva

  DOI：10.1016/j.cbi.2018.06.029

  日期：2018.8

  Triazoles are interesting templates for novel chemotherapeutic drugs. We synthesized here 17 1,3,4-substituted-1,2,3-triazoles that differed in their l'-substituent (variable alkyl chain lengths C3-C12), the 3'-substituent (no substituent, -methyl or -propyl) or the salt form obtained. Several of the compounds were cytotoxic (mu M range) for tumor cells (HL-60, Jurkat, MCF-7, HCT-116), and when the effect was compared to non-transformed cells (Vero), selectivity ratios of up to 23-fold were obtained. To estimate the liability of these potential drug candidates for triggering neurotoxicity, we used the LUHMES cell-based NeuriTox assay. This test quantifies damage to the neurites of human neurons. The four most potent tumoricidal compounds were found to be neurotoxic in a concentration range similar to the one showing tumor cell toxicity. As the neurites of the LUHMES neurons were affected at > 4-fold lower concentrations than the overall cell viability, the novel triazoles were classified as specific neurotoxicants. The structure-activity relationship (SAR) for neurotoxicity was sharply defined and correlated with the one for anti-neoplastic activity. Based on this SAR, two non-neurotoxic compounds were predicted, and testing in the NeuriTox assay confirmed this prediction. In summary, the panel of novel triazoles generated and characterized here, allowed to define structural features associated with cytotoxicity and neurotoxicity. Moreover, the study shows that potential neurotoxic side effects may be predicted early in drug development if highly sensitive test methods for neurite integrity are applied.