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333662

Sigma-Aldrich

1H-1,2,3-Triazole

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C2H3N3
CAS Number:
288-36-8
Molecular Weight:
69.07
MDL number:
MFCD00014490
UNSPSC Code:
12352100
PubChem Substance ID:
24860165
NACRES:
NA.22

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
GHS07

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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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
Paco Pino et al.
PLoS pathogens, 3(8), e115-e115 (2007-09-06)
Toxoplasma gondii is an aerobic protozoan parasite that possesses mitochondrial antioxidant enzymes to safely dispose of oxygen radicals generated by cellular respiration and metabolism. As with most Apicomplexans, it also harbors a chloroplast-like organelle, the apicoplast, which hosts various biosynthetic
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
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