1204-91-7

Usage

Molecular structure

1,2,3-triazole derivative with a nitrophenyl group

Applications

a. Organic synthesis
b. Medicinal chemistry
c. Building block for pharmaceuticals and agrochemicals
d. Drug discovery and development
e. Design and synthesis of new bioactive compounds

Potential uses

a. Ligand in coordination chemistry
b. Fluorescent probe in chemical biology research

Upstream product

• 110-00-9 furan 
• 1516-60-5 4-nitrophenyl azide 
• 88-12-0 1-ethenyl-2-pyrrolidinone 
• 17221-37-3 2-(4-chlorophenyl)furan 
• 947-57-9 dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate 
• 95450-03-6 4,9-epoxy-3a,4,9,9a-tetrahydro-1-(4-nitrophenyl)-1H-naphtho<2,3-d>triazole 
• 35727-00-5 1-(4-nitrophenyl)-4-(N-methylanilino)methyl-5-(N-methylanilino)-4,5-dihydro-v-triazole 
• 20033-29-8 5,6,7,8-tetrachloro-1,4-dihydro-1-methoxy-1,4-ethenonaphthalene 
• 14111-43-4 1-methoxy-5,6,7,8-tetrafluorobenzobenzobarrelene 
• 55415-75-3 2-methyl-1-methoxy-5,6,7,8-tetra-1,4-ethenonaphthalene 
• 56020-01-0 N′-(2,2-dichloroethylidene)-4-methylbenzenesulfonohydrazide 
• 100-01-6 4-nitro-aniline 
• 288-36-8 1,2,3-triazole 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 16279-88-2 1-(4-aminophenyl)-1H-1,2,3-triazole 
• 1225-76-9 1-(4-nitrophenyl)-5-phenyl-1H-1,2,3-triazole 
• 31802-49-0 1,5-bis(4-nitrophenyl)-1H-1,2,3-triazole 
• 217654-52-9 1-(2,2-diethoxyethyl)-1-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1H-1,2,3-triazol-1-yl)phenyl]urea 
• 181870-02-0 1-(2,2-diethoxy-ethyl)-3-(4-[1,2,3]triazol-1-yl-phenyl)-urea 
• 181869-83-0 C₉H₁₀N₆O 
• 181870-08-6 1-[4-(1H-1,2,3-triazol-1-yl)phenyl]-2(1H,3H)-imidazolone 

Relevant academic research and scientific papers

Preparation of polystyrene-supported vinyl sulfone and its application in the solid-phase organic synthesis of 1-monosubstituted 1,2,3-triazoles

A polystyrene-supported vinyl sulfone reagent was prepared and used for the solid-phase organic synthesis of 1-monosubstituted 1,2,3-triazoles via a 1,3-dipolar cycloaddition reaction with azides and subsequent cleavage from the polymer support through an elimination reaction in the presence of potassium tert-butoxide. The advantages of this method include straightforward operation, good yield and high purity of the crude products.

[4 + 1] Annulation of in situ generated azoalkenes with amines: A powerful approach to access 1-substituted 1,2,3-triazoles

1-Substituted 1,2,3-triazoles represents ‘privileged’ structural scaffolds of many clinical pharmaceuticals. However, the traditional methods for their preparation mainly rely on thermal [3 + 2] cycloaddition of potentially dangerous acetylene and azides. Here we report a base-mediated [4 + 1] annulation of azoalkenes generated in situ from readily available difluoroacetaldehyde N-tosylhydrazones (DFHZ-Ts) with amines under relatively mild conditions. This azide- and acetylene-free strategy provides facile access to diverse 1-substituted 1,2,3-triazole derivatives in high yield in a regiospecific manner. This transformation has great functional group tolerance and can suit a broad substrate scope. Furthermore, the application of this novel methodology in the gram-scale synthesis of an antibiotic drug PH-027 and in the late-stage derivatization of several bioactive small molecules and clinical drugs demonstrated its generality, practicability and applicability.

Microwave-assisted one-pot quick synthesis of 1-monosubstituted 1,2,3-triazoles from arylboronic acids, sodium azide and 3-butyn-2-ols

Abstract: Microwave-assisted one-pot quick synthesis to 1-monosubstituted 1,2,3-triazoles was achieved with good to excellent yields using the widely available arylboronic acids, sodium azide and 3-butyn-2-ols within 15 min. This method features high effi

An azide and acetylene free synthesis of 1-substituted 1,2,3-triazoles

This paper details a simple and efficient 3-component synthesis of 1-substituted 1,2,3-triazoles using a primary amine, 2,2-dimethoxyacetaldehyde and tosylhydrazide. The reaction proceeds in good to excellent yields using either aliphatic or aromatic amine substrates and is tolerant of a wide range of functional groups including electron-rich and deficient aryl groups, terminal alkynes, ketones and highly sterically encumbered amines.

One-Pot Synthesis of 1-Monosubstituted 1,2,3-Triazoles from Propargyl Alcohol

A one-pot synthesis of 1-monosubstituted-1,2,3-triazoles from propargyl alcohol and various aryl azides was achieved. This simple method provides concise and efficient access to various 1-monosubstituted 1,2,3-triazole derivatives through a three-step one

One-pot synthesis of 1-monosubstituted-1, 2, 3-triazoles from 2-methyl-3-butyn-2-ol

An efficient method for the synthesis of 1-monosubstituted-1, 2, 3-triazoles from 2-methyl-3-butyn-2-ol under copper catalyst conditions has been developed through a one-step one-pot sequence. This method provides a concise and efficient pathway to synthesize 1-monosubstituted-1, 2, 3-triazole derivatives in good to excellent yields.

NOVEL COMPOUNDS

The present invention relates to novel compounds and methods for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of ubiquitin C-terminal hydrolase L1 (UCHL1). The invention further relates to the use of DUB inhibitors in the treatment of cancer and other indications. Compounds of the invention include compounds having the formula (I) or a pharmaceutically acceptable salt thereof, wherein R1 to R8 are as defined herein.

HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions in need of inhibition of heparan sulfate biosynthesis.

PYRROLO AND PYRAZOLOPYRIMIDINES AS UBIQUITIN-SPECIFIC PROTEASE 7 INHIBITORS

The invention relates to inhibitors of USP7 inhibitors useful in the treatment of cancers, neurodegenerative diseases, immunological disorders, inflammatory disorders, cardiovascular diseases, ischemic diseases, viral infections and diseases, and bacterial infections and diseases, having the Formula: where m, n, X1, X2, R1-R5, R5′ and R6 are described herein.

Pd-catalyzed regioselective arylation on the C-5 position of N-aryl 1,2,3-triazoles

We herein report a highly efficient method for the arylation at the C-5 position of N-aryl 1,2,3-triazoles via a direct palladium catalyzed arylation reaction. The optimal reaction conditions required a combination of Pd(OAc)2 and tris(o-tolyl)