Merck
CN
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文件

530352

Sigma-Aldrich

1H-1,2,4-三唑-3-羧酸甲酯

98%

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经验公式（希尔记法）:
C4H5N3O2
CAS号:
4928-88-5
分子量:
127.10
MDL编号:
MFCD00135989
PubChem化学物质编号:
24877742
NACRES:
NA.22

质量水平

100

检测方案

98%

mp

196-199 °C (lit.)

SMILES字符串

COC(=O)c1nc[nH]n1

InChI

1S/C4H5N3O2/c1-9-4(8)3-5-2-6-7-3/h2H,1H3,(H,5,6,7)

InChI key

QMPFMODFBNEYJH-UHFFFAOYSA-N

相关类别

一般描述

Methyl-1H-1,2,4-triazole-3-carboxylate can be synthesized from 5-amino-1,2,4-triazole-3-carboxylic acid via esterification with methanol. It is utilized as precursor for preparing the nucleoside analogue, Ribavirin. The crystal structure of methyl-1H-1,2,4-triazole-3-carboxylate has been analyzed.

应用

Methyl-1H-1,2,4-triazole-3-carboxylate (1,2,4-Triazole-3-methylcarboxylate) may be used in the preparation of 1H-1,2,4-triazole-3-carbohydrazide.
It may also be used in the synthesis of the following nucleoside analogues:
  • 1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta-[1,3]dioxol-4-yl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester
  • methyl 4,6-O-benzylidene-2-(methyl 1H-1,2,4-triazol-1-yl-3-carboxylate)-2-deoxy-<SC>D</SC>-altrohexopyranoside
  • 1,5-anhydro-4,6-O-benzylidene-2-(methyl 1H-1,2,4-triazol-1-yl-3-carboxylate)-2-deoxy-<SC>D</SC>-altro-hexitol

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315 - H319 - H335

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

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Arthur Van Aerschot et al.
Antiviral chemistry & chemotherapy, 14(1), 23-30 (2003-06-07)
Current standard therapy for the treatment of chronic infections with hepatitis C virus consists of combination therapy with (pegylated) interferon-alpha and ribavirin. 1,5-Anhydrohexitol nucleoside analogues are constrained congeners known to mimic the ribonucleoside conformation. Within this series some analogues are
Dinuclear, Tetranuclear and Chain (MnII, CoII) Complexes of Multifunctional Hydrazone Ligands?Structural and Magnetic Studies.
Bettle PJ, et al.
European Journal of Inorganic Chemistry, 2011(32), 5036-5042 (2011)
Jong Hyun Cho et al.
Journal of medicinal chemistry, 49(3), 1140-1148 (2006-02-03)
A practical and convenient methodology for the synthesis of chiral cyclopentenol derivative (+)-12a has been developed as the key intermediate that was utilized for the synthesis of biologically active carbocyclic nucleosides. The selective protection of allylic hydroxyl group followed by
Methyl 1H-1,2,4-triazole-3-carboxylate.
Guo XH and Wang QX.
Acta Crystallographica Section E, Structure Reports Online, 61(10), o3217-o3218 (2005)

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