产品名称
1H-1,2,4-三唑-3-羧酸甲酯, 98%
InChI
1S/C4H5N3O2/c1-9-4(8)3-5-2-6-7-3/h2H,1H3,(H,5,6,7)
SMILES string
COC(=O)c1nc[nH]n1
InChI key
QMPFMODFBNEYJH-UHFFFAOYSA-N
assay
98%
mp
196-199 °C (lit.)
functional group
ester
Quality Level
Application
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:
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
General description
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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
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)
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
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)
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