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Merck

333662

Sigma-Aldrich

1H-1,2,3-Triazole

97%

Sinónimos:

2,3-Diazapyrrole, 2H-1,2,3-Triazole, Osotriazole, Pyrrodiazole, Triazacyclopentadiene

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About This Item

Fórmula empírica (notación de Hill):
C2H3N3
Número de CAS:
Peso molecular:
69.07
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

liquid

refractive index

n20/D 1.498 (lit.)

bp

203 °C/752 mmHg (lit.)

mp

23-25 °C (lit.)

density

1.192 g/mL at 25 °C (lit.)

SMILES string

c1c[nH]nn1

InChI

1S/C2H3N3/c1-2-4-5-3-1/h1-2H,(H,3,4,5)

InChI key

QWENRTYMTSOGBR-UHFFFAOYSA-N

General description

2H-1,2,3-triazole is tautomeric form of 1H-1,2,3-triazole. 1H-1,2,3-triazole effectively promotes the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism.

Application

  • Crystalline framework materials: Research on triazole carboxylic acid ligand has demonstrated its application in smart crystalline framework materials, notably for fluorescence sensing and catalytic reduction of p-nitrophenol, illustrating its utility in chemical sensing and environmental applications (Lv et al., 2023).
  • PXR receptor modulation: 1H-1,2,3-Triazole-4-carboxamides have been optimized as potent and selective inverse agonists and antagonists of the PXR receptor, providing insights into the design of receptor-specific drugs (Li et al., 2022).
  • Large-scale synthesis: The large-scale synthesis of a Notum inhibitor employing a modified Sakai reaction illustrates the importance of 1H-1,2,3-triazole in the production of biochemical reagents, which can be essential in medical research and drug development (Atkinson et al., 2022).

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Zhen Zhou et al.
Journal of the American Chemical Society, 127(31), 10824-10825 (2005-08-04)
We report 1H-1,2,3-triazole as an active group to dramatically enhance proton conduction in a polymer electrolyte membrane (PEM). The conductivities of a poly(4-vinyl-1H-1,2,3-triazole) membrane without any acidic dopants are about 105 times greater than those of poly(4-vinylimidazole) in dry air
Atul Bhardwaj et al.
Nature communications, 8(1), 1-1 (2017-02-25)
Cyclooxygenase-2 isozyme is a promising anti-inflammatory drug target, and overexpression of this enzyme is also associated with several cancers and neurodegenerative diseases. The amino-acid sequence and structural similarity between inducible cyclooxygenase-2 and housekeeping cyclooxygenase-1 isoforms present a significant challenge to
Fong-Fong Chu et al.
World journal of gastroenterology, 22(46), 10158-10165 (2016-12-29)
To test whether Nox1 plays a role in typhlitis induced by Salmonella enterica serovar Typhimurium (S. Tm) in a mouse model. Eight-week-old male wild-type (WT) and Nox1 knockout (KO) C57BL6/J (B6) mice were administered metronidazole water for 4 d to
Kashif Mahmood et al.
International journal of molecular sciences, 20(24) (2019-12-11)
NAC (NAM (no apical meristem), ATAF1/2, and CUC2 (cup-shaped cotyledon)) proteins are one of the largest families of plant-specific transcription factors, and this family is present in a wide range of land plants. Here, we have investigated the role of
Bertrand Boson et al.
PLoS pathogens, 7(7), e1002144-e1002144 (2011-08-05)
Hepatitis C virus (HCV) assembly remains a poorly understood process. Lipid droplets (LDs) are thought to act as platforms for the assembly of viral components. The JFH1 HCV strain replicates and assembles in association with LD-associated membranes, around which viral

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