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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:
Molecular Weight:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

224.6 °F - closed cup

Flash Point(C)

107 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Amanda R Robinson et al.
PLoS pathogens, 8(2), e1002516-e1002516 (2012-02-22)
The Epstein-Barr virus (EBV) latent-lytic switch is mediated by the BZLF1 immediate-early protein. EBV is normally latent in memory B cells, but cellular factors which promote viral latency specifically in B cells have not been identified. In this report, we
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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