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Merck
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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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About This Item

经验公式（希尔记法）:
C4H5N3O2
CAS号:
4928-88-5
分子量:
127.10
MDL號碼:
MFCD00135989
分類程式碼代碼:
12352100
PubChem物質ID:
24877742
NACRES:
NA.22

化驗

98%

mp

196-199 °C (lit.)

SMILES 字串

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 密鑰

QMPFMODFBNEYJH-UHFFFAOYSA-N

相关类别

一般說明

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.

應用

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

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319,H335

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

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
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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