89570-84-3

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Hydrazino-4-(trifluoromethyl)pyridine is utilized as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs due to its unique chemical properties and reactivity.
Used in Agrochemical Production:
In the agrochemical industry, 2-Hydrazino-4-(trifluoromethyl)pyridine is employed as a building block for the creation of novel agrochemicals, potentially enhancing crop protection and yield.
Used in Organic Electronics:
2-Hydrazino-4-(trifluoromethyl)pyridine is used as a component in the development of organic electronics, leveraging its electronic properties to improve the performance of devices such as organic light-emitting diodes (OLEDs) and organic solar cells.
Used in Materials Science:
In the field of materials science, 2-Hydrazino-4-(trifluoromethyl)pyridine is applied in the research and development of new materials, including those with specific optical, electronic, or mechanical properties.
Used in Antibacterial Agent Development:
2-Hydrazino-4-(trifluoromethyl)pyridine is studied for its potential as an inhibitor of DNA gyrase, a bacterial enzyme vital for DNA replication and transcription. This makes it a promising candidate for the development of new antibacterial agents to combat drug-resistant bacteria.

InChI:InChI=1/C6H6F3N3/c7-6(8,9)4-1-2-11-5(3-4)12-10/h1-3H,10H2,(H,11,12)

Upstream product

• 143812-76-4 8-Trifluoromethyl-tetrazolo[1,5-a]pyridine 
• 81565-18-6 2-chloro-4-trifluoromethyl pyridine 

Downstream Products

• 1613150-00-7 7-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one 

Relevant academic research and scientific papers

Metal free [4+1] and [5+1] annulation reactions to prepare heterocycles using DMF and its derivatives as one-carbon source

1,2,4-Triazolo[3,4-a]pyridines and related heterocycles and substituted triazines were commonly discovered scaffolds in a variety of pharmaceutical and agrochemical agents. Herein, we report a highly efficient and practical method using DMF and its derivative for the [4+1] and [5+1] annulation reactions to prepare these heterocycles. This metal free reaction takes advantages of shelf stable DMF as solvent and carbon donor, imidazole chloride as a catalyst, the mild reaction condition tolerates a broad substrate range and substitutes. The prepared 3-unsubstituted 1,2,4-triazolo[3,4-a]pyridine and derivatives allow further introduction of a variety of functional group1 at 3-position.

Discovery of Molidustat (BAY 85-3934): A Small-Molecule Oral HIF-Prolyl Hydroxylase (HIF-PH) Inhibitor for the Treatment of Renal Anemia

Small-molecule inhibitors of hypoxia-inducible factor prolyl hydroxylases (HIF-PHs) are currently under clinical development as novel treatment options for chronic kidney disease (CKD) associated anemia. Inhibition of HIF-PH mimics hypoxia and leads to increased erythropoietin (EPO) expression and subsequently increased erythropoiesis. Herein we describe the discovery, synthesis, structure–activity relationship (SAR), and proposed binding mode of novel 2,4-diheteroaryl-1,2-dihydro-3H-pyrazol-3-ones as orally bioavailable HIF-PH inhibitors for the treatment of anemia. High-throughput screening of our corporate compound library identified BAY-908 as a promising hit. The lead optimization program then resulted in the identification of molidustat (BAY 85-3934), a novel small-molecule oral HIF-PH inhibitor. Molidustat is currently being investigated in clinical phase III trials as molidustat sodium for the treatment of anemia in patients with CKD.

SUBSTITUTED DIHYDROPYRAZOLONES FOR TREATING CARDIOVASCULAR AND HEMATOLOGICAL DISEASES

The invention relates to dihydropyrazolon-derivatives of formula (I), to methods for their production, to their use for treating and/or for preventing diseases and their use for producing medicaments for treating and/or for preventing diseases, in particular cardiovascular and haematological diseases, kidney diseases and for promoting the healing of wounds.

2-Pyridylnitrene-1,3-diazacyclohepta-1,2,4,6-tetraene rearrangements in the trifluoromethyl-2-pyridyl azide series

Photolysis of Ar matrix isolated trifluoromethyl-substituted 2-pyridyl azides/tetrazolo[1,5-a]pyridines at 12-18 K causes rapid and mostly clean conversion to the corresponding 1,3-diazacyclohepta-1,2,4,6-tetraenes (4D, 5D, 5,6D, and 4,6D) absorbing near 2000 cm-1 in the IR. In the latter case, the intermediate 3,5-bis(trifluoromethyl)-2-pyridylnitrene (4,6N) was observed by both ESR and IR spectroscopy and converted to the diazacycloheptatetraene 4,6D in the course of 90 min of UV irradiation. The 2-pyridylnitrenes were generally observable by ESR spectroscopy (D/hc ~ 1.05-1.10; E/hc ~ 0.0 cm-1) following both photochemical and thermal (FVP) generation from the 2-azidopyridines. Irradiation of the Ar matrix isolated mixtures of nitrenes and diazacycloheptatetraenes also caused development of weak carbene transitions (D/hc ~ 0.40-0.45; E/hc ~ 0.006 cm-1) in the ESR spectra.

Trifluoromethyl-substituted Dehydrodiazepines and Cyanopyrroles from Azido-/Tetrazolo-pyridines

1,2-Didehydro-1,3-diazepines 4D, 5D, 4,6D and 5,6D are identified as unique products of both photolysis and thermolysis of azido-/tetrazolo-pyridines; the ultimate thermolysis products are trifluoromethylpyrrolecarbonitriles (7-9, 11-13 and 16-18).