3213-80-7

Basic information

• Product Name: 2-Phenyl-2H-1,2,3-triazole-4-carbaldehyde
• Synonyms: 2-Phenyl-1,2,3-triazole-4-aldehyde;2-phenyl-1,2,3-triazole-4-carbaldehyde;2-phenyltriazole-4-carbaldehyde
• CAS NO: 3213-80-7
• Molecular Formula: C₉H₇N₃O
• Molecular Weight: 173.1714
• Product Categories: Triazole Derivatives
• Mol File: 3213-80-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 359.8°Cat760mmHg
• Flash Point: 171.4°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 2.32E-05mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 2-Phenyl-2H-1,2,3-triazole-4-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-2H-1,2,3-triazole-4-carbaldehyde(3213-80-7)
• EPA Substance Registry System: 2-Phenyl-2H-1,2,3-triazole-4-carbaldehyde(3213-80-7)

Safety Data

• Hazardous Substances Data: 3213-80-7(Hazardous Substances Data)

Usage

General Description

2-Phenyl-2H-1,2,3-triazole-4-carbaldehyde is a chemical compound with the structural formula C9H7N3O. It is a triazole derivative and contains a benzene ring and a carbaldehyde functional group. 2-Phenyl-2H-1,2,3-triazole-4-carbaldehyde is commonly used as a building block in organic synthesis, particularly in the preparation of heterocyclic compounds. It has been found to exhibit a range of biological activities, including antimicrobial and antitumor properties. Additionally, 2-Phenyl-2H-1,2,3-triazole-4-carbaldehyde is also used in the development of fluorescent probes for the detection of metal ions. Overall, this compound has a diverse range of applications in both chemical and biological research.

InChI:InChI=1/C9H7N3O/c13-7-8-6-10-12(11-8)9-4-2-1-3-5-9/h1-7H

Upstream product

• 6206-85-5 (E)-2-phenyl-2H-1,2,3-triazole-4-carbaldehyde oxime 
• 6341-06-6 2-phenyl-4-(D-arabino-1',2',3',4'-tetrahydroxybutyl)-2H-1,2,3-triazole 
• 100-63-0 phenylhydrazine 
• 4343-71-9 1H-[1,2,3]triazole-4-carbaldehyde 
• 14575-41-8 1-(2-phenyl-2H-1,2,3-triazol-4-yl)butane-1,2,3,4-tetraol 
• 50-00-0 formaldehyd 
• 18615-48-0 L-arabino-6-deoxy-[2]hexosulose-bis-phenylhydrazone 
• 62289-79-6 methyl 2-phenyl-2H-1,2,3-triazole-4-carboxylate 
• 849021-50-7 trifluoro-N'-(2-phenyl-2H-1,2,3-triazol-4-yl-carbonyl)methanesulfonic hydrazide 
• 64-19-7 acetic acid 
• 7732-18-5 water 
• 546-67-8 lead(IV) tetraacetate 
• 15476-07-0 L_r-1cat_F-(2-phenyl-2H-[1,2,3]triazol-4-yl)-butane-1t_F,2c_F,3r_F-triol 
• 46994-10-9 4-(D-xylo-tetritol-1-yl)-2-phenyl-2H-1,2,3-triazole 

Downstream Products

• 3359-24-8 2-(2-phenyl-2H-1,2,3-triazole-4-yl)methanol 
• 13306-99-5 2-phenyl-2H-[1,2,3]triazole-4-carboxylic acid 
• 6206-87-7 3-(2-phenyl-2H-[1,2,3]triazol-4-yl)-acrylic acid 
• 6207-31-4 (2E)-1-phenyl-3-(2-phenyl-2H-1,2,3-triazol-4-yl)prop-2-en-1-one 
• 83741-68-8 (S)-6-((S)-1,2-Dihydroxy-ethyl)-2-(2-phenyl-2H-[1,2,3]triazol-4-yl)-1,2,3,6-tetrahydro-furo[3,4-d]imidazol-4-one 
• 36386-83-1 2-phenyl-1,2,3-triazole-4-carbonitrile 
• 212329-34-5 2-phenyl-2H-1,2,3-triazole-4-carboxamide 

Relevant articles and documents

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Synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents

To discover new agrochemicals with prominent pesticidal properties, a series of novel β-naphthol derivatives containing benzothiazolylamino and various heteroaryl groups (8a-q) were efficiently synthesised via Betti reaction. The bioassay results showed t

1-Aryl-1H- and 2-aryl-2H-1,2,3-triazole derivatives blockade P2X7 receptor in?vitro and inflammatory response in?vivo

Fifty-one 1,2,3-triazole derivatives were synthesized and evaluated with respect to P2X7 receptor (P2X7R) activity and its associated pore. These triazoles were screened in vitro for dye uptake assay and its cytotoxicity against mammalian cell types. Seven 1,2,3-triazole derivatives (5e, 6e, 8h, 9d, 9i, 11, and 12) potently blocked P2X7 receptor pore formation in vitro (J774.G8 cells and peritoneal macrophages). All blockers displayed IC50 value inferior to 500 nM, and they have low toxicity in either cell types. These seven selected triazoles inhibited P2X7R mediated interleukin-1 (IL-1β) release. In particular, compound 9d was the most potent P2X7R blocker. Additionally, in mouse acute models of inflammatory responses induced by ATP or carrageenan administration in the paw, compound 9d promoted a potent blocking response. Similarly, 9d also reduced mouse LPS-induced pleurisy cellularity. In silico predictions indicate this molecule appropriate to develop an anti-inflammatory agent when it was compared to commercial analogs. Electrophysiological studies suggest a competitive mechanism of action of 9d to block P2X7 receptor. Molecular docking was performed on the ATP binding site in order to observe the preferential interaction pose, indicating that binding mode of the 9d is by interacting its 1,2,3-triazole and ether moiety with positively charged residues and with its chlorobenzene moiety orientated toward the apolar end of the ATP binding site which are mainly composed by the Ile170, Trp167 and Leu309 residues from α subunit. These results highlight 9d derivative as a drug candidate with potential therapeutic application based on P2X7 receptor blockade.