39631-37-3

Upstream product

• 7653-42-1 N¹-(o-methoxybenzoyl)-3-thiosemicarbazide 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 579-75-9 2-Methoxybenzoic acid 
• 606-45-1 2-methoxybenzoic acid methyl ester 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 7466-54-8 2-methoxybenzoylhydrazine 
• 1448538-32-6 4-benzyl-3-(2-methoxyphenyl)-5-(phenylsulfanyl)-4H-1,2,4-triazole 

Downstream Products

• 1276032-75-7 5-o-methoxyphenyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)-1,2,4-triazole 
• 1276032-85-9 5-o-methoxyphenyl-3-(β-D-glucopyranosylthio)-1,2,4-triazole 
• 114362-03-7 2-(o-methoxyphenyl)-5-(p-nitrophenyl)thiazolo-<3,2-b>-s-triazole 
• 114362-01-5 2-(o-methoxyphenyl)-5-(p-bromophenyl)thiazolo<3,2-b>-s-triazole 
• 114362-02-6 2-(o-methoxyphenyl)-5-(p-chlorophenyl)thiazolo-<3,2-b>-s-triazole 
• 114361-95-4 5-(p-bromophenacylthio)-3-o-methoxyphenyl-s-triazole 
• 114361-96-5 5-(-p-chlorophenacylthio)-3-o-methoxyphenyl-s-triazole 
• 114361-97-6 5-(p-nitrophenacylthio)-3-o-methoxyphenyl-s-triazole 

Relevant academic research and scientific papers

Development of phenyltriazole thiol-based derivatives as highly potent inhibitors of DCN1-UBC12 interaction

Defective in cullin neddylation 1(DCN1) is a co-E3 ligase that is important for cullin neddylation. Dysregulation of DCN1 highly correlates with the development of various cancers. Herein, from the initial high-throughput screening, a novel hit compound 5a containing a phenyltriazole thiol core (IC50 value of 0.95 μM for DCN1-UBC12 interaction) was discovered. Further structure-based optimization leads to the development of SK-464 (IC50 value of 26 nM). We found that SK-464 not only directly bound to DCN1 in vitro, but also engaged cellular DCN1, suppressed the neddylation of cullin3, and hindered the migration and invasion of two DCN1-overexpressed squamous carcinoma cell lines (KYSE70 and H2170). These findings indicate that SK-464 may be a novel lead compound targeting DCN1-UBC12 interaction.

POLYCYCLIC AMIDES AS UBE2K MODULATORS FOR TREATING CANCER

Provided are compounds of Formula (I) and pharmaceutically acceptable salts and compositions thereof, which are useful for treating conditions associated with modulation of UBE2K.

Metal beta-lactamase inhibitor

The invention discloses application of a triazole compound, or a stereoisomer thereof, or a salt thereof, or a solvate thereof, represented by formula I in preparation of a metal beta-lactamase inhibitor drug, and belongs to the field of medicinal chemistry. The invention further discloses a preparation method of compounds, and a pharmaceutical composition comprising the compounds.

Discovery of [1,2,4]triazole derivatives as new metallo-β-lactamase inhibitors

The emergence and spread of metallo-β-lactamase (MBL)-mediated resistance to β-lactam antibacterials has already threatened the global public health. A clinically useful MBL inhibitor that can reverse β-lactam resistance has not been established yet. We here report a series of [1,2,4]triazole derivatives and analogs, which displayed inhibition to the clinically relevant subclass B1 (Verona integron-encoded MBL-2) VIM-2. 3-(4-Bromophenyl)-6,7-dihydro-5H-[1,2,4]triazolo [3,4-b][1,3]thiazine (5l) manifested the most potent inhibition with an IC50 (half-maximal inhibitory concentration) value of 38.36 μM. Investigations of 5l against other B1 MBLs and the serine β-lactamases (SBLs) revealed the selectivity to VIM-2. Molecular docking analyses suggested that 5l bound to the VIM-2 active site via the triazole involving zinc coordination and made hydrophobic interactions with the residues Phe61 and Tyr67 on the flexible L1 loop. This work provided new triazole-based MBL inhibitors and may aid efforts to develop new types of inhibitors combating MBL-mediated resistance.

Synthesis of 5-substituted 3-mercapto-1,2,4-triazoles via Suzuki-Miyaura reaction

3-Bromo- and 3-iodo-N,S-dibenzyl-5-mercapto-1,2,4-triazoles were prepared and demonstrated as versatile building blocks for Suzuki-Miyaura cross-coupling with aryl, heteroaryl, and vinyl boronic acid derivatives. Deprotection of the resulting coupling products provided 5-substituted-3-mercapto-1,2,4-triazoles in good overall yields. This represents a novel and convenient approach for the introduction of a 3-mercapto-1,2,4-triazole substructure into target compounds.

Trimethylsilyl isothiocyanate (TMSNCS): An efficient reagent for the one-pot synthesis of mercapto-1,2,4-triazoles

A mild, convenient, and efficient one-pot synthesis of mercapto-1,2,4- triazoles is described. Various hydrazides efficiently reacted with trimethylsilyl isothiocyanate (TMSNCS) under basic condition to give mercapto-1,2,4-triazoles in high yields.

Synthesis and antibacterial activities of new S-glycosides bearing 1,2,4-triazole

Several new 5-aryl-3-(β-D-glucopyranosylthio)-1,2,4-triazoles have been synthesized. The structures of these new compounds were confirmed by 1H NMR, 13C NMR and elemental analyses.The antibacterial activities of the compounds were also evaluated.

Novel synthesis of condensed heterocyclic systems containing 1,2,4-triazole ring

3-Aryl-6,7-dihydro-s-triazolo[3,4-b][1,3]thiazines and 3-aryl-5,6-dihydro-thiazolo[2,3-c]-s-triazoles were synthesized by nucleophilic substitution of 3-aryl-5-mercapto-1,2,4-triazoles with 1,3-dibromopropane and 1,2-dichloroethane. And the bis-Mannich re

Cytoprotection utilizing aryltriazol-3-thiones

5-Aryltriazol-3-thiones are useful for inhibiting adhesion of Mac-1 and thereby providing cytoprotection for diseases mediated by Mac-1 adhesion.

Heterocyclic Systems Containing Bridgehead Nitrogen Atom: Part LVII-Syntheses of 2,5-Disubstituted Thiazolo-s-triazoles and 3,5-Disubstituted Thiazolo-s-triazoles

5-Mercapto-3-substituted-s-triazoles (III, R1 = o-MeOC6H4, R1 = o-BrC6H4) on reaction with α-halogenoketones in anhyd. ethanol give ketones (IVa-a2, IVb-b3) which on cyclization with polyphosphoric acid (PPA) furnish the respective thiazolo-s-triaz