23579-79-5

Basic information

• Product Name: 3,5-DIBROMO-1-METHYL-1H-1,2,4-TRIAZOLE
• Synonyms: 3,5-DIBROMO-1-METHYL-1H-1,2,4-TRIAZOLE;3,5-dibromo-1-methyl-1,2,4-triazole;1-Methyl-3,5-dibroMo-1,2,4-triazole;1-Methyl-3,5-dibroMo-1H-1,2,4-triazole;3,5-dibroMoMethyl-1,2,4-triazole;Methyl-3,5-dibroMo-1,2,4-triazole
• CAS NO: 23579-79-5
• Molecular Formula: C₃H₃Br₂N₃
• Molecular Weight: 240.886
• Mol File: 23579-79-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 326.6±25.0 °C(Predicted)
• Appearance: /
• Density: 2.49±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.31±0.10(Predicted)
• CAS DataBase Reference: 3,5-DIBROMO-1-METHYL-1H-1,2,4-TRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIBROMO-1-METHYL-1H-1,2,4-TRIAZOLE(23579-79-5)
• EPA Substance Registry System: 3,5-DIBROMO-1-METHYL-1H-1,2,4-TRIAZOLE(23579-79-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 23579-79-5(Hazardous Substances Data)

Usage

Description

3,5-DIBROMO-1-METHYL-1H-1,2,4-TRIAZOLE is an organic compound that serves as a crucial intermediate in the synthesis of various chemical compounds, particularly those involved in the modulation of Rho-associated protein kinase (ROCK). This molecule is characterized by its triazole ring structure with a methyl group and two bromine atoms attached, which contribute to its reactivity and potential applications in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
3,5-DIBROMO-1-METHYL-1H-1,2,4-TRIAZOLE is used as an intermediate in the preparation of modulators of Rho-associated protein kinase (ROCK) for the pharmaceutical industry. These modulators play a significant role in the regulation of various cellular processes, including cell migration, proliferation, and survival. By targeting ROCK, these compounds have potential therapeutic applications in treating a range of diseases, such as cancer, neurological disorders, and cardiovascular conditions.
Used in Chemical Synthesis:
In the chemical industry, 3,5-DIBROMO-1-METHYL-1H-1,2,4-TRIAZOLE is utilized as a building block for the synthesis of other complex organic molecules. Its unique structure and reactivity make it a valuable component in the development of new compounds with diverse applications, such as agrochemicals, dyes, and materials with specific properties.

Upstream product

• 7411-23-6 3,5-dibromotriazole 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1217071-51-6 3-bromo-1-methyl-5-styryl-1H-1,2,4-triazole 
• 1217071-72-1 1-methyl-3,5-distyryl-1H-1,2,4-triazole 
• 1217071-48-1 3-bromo-5-(4-methoxystyryl)-1-methyl-1H-1,2,4-triazole 
• 1217071-52-7 3-bromo-1-methyl-5-[4-(trifluoromethyl)styryl]-1H-1,2,4-triazole 
• 1217071-75-4 1-methyl-3,5-bis[4-(trifluoromethyl)styryl]-1H-1,2,4-triazole 
• 1219132-23-6 4-(3-bromo-1-methyl-1H-1,2,4-triazol-5-yl)-1-phenyl-1H-1,2,3-triazole 
• 1219132-08-7 3-bromo-1-methyl-5-(phenylethynyl)-1H-1,2,4-triazole 
• 1219132-07-6 3-bromo-1-methyl-5-phenyl-1H-1,2,4-triazole 
• 1262197-24-9 3-bromo-N-[2-fluoro-5-(trifluoromethyl)phenyl]-1-methyl-1H-1,2,4-triazol-5-amine 
• 1262197-25-0 C₁₀H₁₁BrN₄ 

Relevant articles and documents

Design of selective PI3Kα inhibitors starting from a promiscuous pan kinase scaffold

Starting from compound 1, a potent PI3Kα inhibitor having poor general kinase selectivity, we used structural data and modelling to identify key exploitable differences between PI3Kα and the other kinases. This approach led us to design chemical modifications of the central pyrazole, which solved the poor kinase selectivity seen as a strong liability for the initial compound 1. Amongst the modifications explored, a 1,3,4-triazole ring (as in compound 4) as a replacement of the initial pyrazole provided good potency against PI3Kα, with excellent kinase selectivity.

SSAO INHIBITOR

The present invention provides an SSAO inhibitor and an application thereof in preparing a drug for treating a disease related to SSAO. In particular, the present invention provides a compound shown in formula (IV) and a pharmaceutically acceptable salt thereof.

Synthesis of 1-Alkyl-5-amino-1,2,4-triazoles Based on Nucleophilic Substitution and Reduction Reactions

A series of 1-alkyl-5-amino-1H-1,2,4-triazoles were synthesized starting from 3,5-dibromo-1H- 1,2,4-triazole by alkylation and subsequent nucleophilic substitution of the 5-bromine atom by azido group, reduction of the latter to amino group, and hydrodebromination.