1-苄基-1,2,3-三唑-5-甲醛 | 139454-85-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-苄基-1,2,3-三唑-5-甲醛
• 中文别名: 1-苄基-1H-1H-1,2,3-三氮唑-5-甲醛
• 英文名称: 1-benzyl-1,2,3-triazole-5-carbaldehyde
• 英文别名: 1-benzyl-5-formyl-1H-1,2,3-triazole；1-benzyl-1H-1,2,3-triazole-5-carbaldehyde；3-benzyltriazole-4-carbaldehyde
• CAS: 139454-85-6
• 化学式: C₁₀H₉N₃O
• mdl: MFCD11557214
• 分子量: 187.201
• InChiKey: ZDPCHGJCSNRESP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-苄基-1,2,3-三唑-5-甲醛 在 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 1-(3-Benzyltriazol-4-yl)ethanone
  参考文献：
  名称：

  Method for Assigning Structure of 1,2,3-Triazoles

  摘要：

  1,4-Disubstituted-1H-1,2,3-triazoles 1 can easily be distinguished from the isomeric 1,5-disubstituted-1H-1,2,3-triazoles 2 by simple one-dimensional C-13 NMR spectroscopy using gated decoupling. The C-5 signal of 1 appears at delta similar to 120 ppm, while the C-4 signal of 2 appears at delta similar to 133 ppm. Computational studies also predict the upfield shift of C-5 of 1 relative to C-4 in 2.

  DOI：

  10.1021/jo301265t
• 作为产物：
  描述：

  1-benzyl-5-(diethoxymethyl)-1H-1,2,3-triazole 在 硫酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 41.0h， 以100%的产率得到1-苄基-1,2,3-三唑-5-甲醛
  参考文献：
  名称：

  Method for Assigning Structure of 1,2,3-Triazoles

  摘要：

  1,4-Disubstituted-1H-1,2,3-triazoles 1 can easily be distinguished from the isomeric 1,5-disubstituted-1H-1,2,3-triazoles 2 by simple one-dimensional C-13 NMR spectroscopy using gated decoupling. The C-5 signal of 1 appears at delta similar to 120 ppm, while the C-4 signal of 2 appears at delta similar to 133 ppm. Computational studies also predict the upfield shift of C-5 of 1 relative to C-4 in 2.

  DOI：

  10.1021/jo301265t

文献信息

• [EN] DIAZEPANES AS HISTAMINE H3 RECEPTOR ANTAGONISTS<br/>[FR] DIAZÉPANES, ANTAGONISTES DU RÉCEPTEUR H3 DE L'HISTAMINE
  申请人：EVOTEC NEUROSCIENCES GMBH

  公开号：WO2009095394A1

  公开（公告）日：2009-08-06

  The invention relates to compounds of formula (I) wherein R1 to R8 and X1, X2 have the meaning as cited in the description and the claims. Said compounds are useful as Histamine H3 receptor antagonists. The invention also relates to pharmaceutical compositions, the preparation of such compounds as well as the production and use as medicament.

  该发明涉及式(I)的化合物，其中R1至R8和X1、X2的含义如描述和权利要求中所述。所述化合物可用作组胺H3受体拮抗剂。该发明还涉及制药组合物，制备此类化合物以及作为药物的生产和使用。
• 15N NMR spectroscopic and theoretical GIAO-DFT studies for the unambiguous characterization of disubstituted 1,2,3-triazoles
  作者：Miriam Corredor、Jordi Bujons、Àngel Messeguer、Ignacio Alfonso

  DOI：10.1039/c3ob41587b

  日期：——

  an easy task, and the development of robust characterization methodologies is needed. Herein, the three possible isomeric forms of disubstituted 1,2,3-triazole (1,4- or 1,5- or 2,4-disubstituted derivatives) have been characterized and distinguished by routine 1H/15N gHMBC experiments at 15N natural abundance. The calculated (GIAO-B3LYP/6-311++G**) 15N NMR chemical shifts showed good agreement with

  作为结构支架，1,2,3-三唑环最近引起了新的兴趣，在不同领域中有许多应用。但是，正确地分配正确的结构常常不是一件容易的事，因此需要开发可靠的表征方法。本文中，已通过常规的1 H / 15 N gHMBC实验（在15 ℃下）对三取代的1,2,3-三唑（1,4-或1,5-或2,4-二取代的衍生物）的三种可能的异构体形式进行了表征和区分。N自然丰度。计算得出的（GIAO-B3LYP / 6-311 ++ G **）15 N NMR化学位移与实验值显示出很好的一致性，进一步支持了其明确的结构表征。
• Khramchikhin, A. V.; Stadnichuk, M. D., Journal of general chemistry of the USSR, 1991, vol. 61, # 9.1, p. 1864 - 1869
  作者：Khramchikhin, A. V.、Stadnichuk, M. D.

  DOI：——

  日期：——
• Method for Assigning Structure of 1,2,3-Triazoles
  作者：Xavier Creary、Andrew Anderson、Carl Brophy、Frances Crowell、Zachary Funk

  DOI：10.1021/jo301265t

  日期：2012.10.5

  1,4-Disubstituted-1H-1,2,3-triazoles 1 can easily be distinguished from the isomeric 1,5-disubstituted-1H-1,2,3-triazoles 2 by simple one-dimensional C-13 NMR spectroscopy using gated decoupling. The C-5 signal of 1 appears at delta similar to 120 ppm, while the C-4 signal of 2 appears at delta similar to 133 ppm. Computational studies also predict the upfield shift of C-5 of 1 relative to C-4 in 2.