69872-15-7

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-4-methyl-5-nitropyridine is used as a synthetic intermediate for the production of 4-bromo-6-azaindole and other azaindole derivatives. These azaindole compounds are of significant interest in the pharmaceutical industry due to their diverse biological activities and potential applications as therapeutic agents.
Used in Chemical Synthesis:
3-Bromo-4-methyl-5-nitropyridine serves as a key building block in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structural features allow for further functionalization and modification, enabling the development of new and innovative chemical entities with potential applications in various industries.

InChI:InChI=1/C6H5BrN2O2/c1-4-5(7)2-8-3-6(4)9(10)11/h2-3H,1H3

Upstream product

• 31872-63-6 3-bromo-4-chloro-5-nitropyridine 
• 105-53-3 diethyl malonate 
• 5435-54-1 4-hydroxy-3-nitropyridine 
• 31872-65-8 3-bromo-5-nitropyridin-4-ol 
• 69872-14-6 diethyl 2-(3-bromo-5-nitro-4-pyridyl)propanedioate 

Downstream Products

• 850892-12-5 5-bromo-4-methylpyridin-3-amine 
• 850892-97-6 tert-butyl 4-bromo-1H-pyrrolo[2,3-c]pyridine-1-carboxylate 
• 69872-17-9 4-bromo-1H-pyrrolo[2,3-c]pyridine 
• 1086392-42-8 ethyl 4-bromo-1H-pyrrolo[2,3-c]pyridine-2-carboxylate 
• 627510-83-2 4-bromo-2-phenyl-1H-pyrrolo[2,3-c]pyridin-1-ol 
• 627510-81-0 4-bromo-2-phenyl-1H-pyrrolo[2,3-c]pyridine 
• 627510-77-4 3-bromo-5-nitro-4-[(E)-2-phenylethenyl]pyridine 
• 1578264-56-8 C₁₈H₁₆FN₃O₃ 
• 1578264-57-9 C₁₈H₁₆FN₃O₃ 
• 1578264-53-5 C₁₈H₁₆FN₃O₃ 
• 1578264-54-6 C₁₈H₁₆FN₃O₃ 
• 1578264-55-7 C₁₈H₁₆FN₃O₃ 

Relevant academic research and scientific papers

BICYCLIC DERIVATIVES

The present invention provides compounds of formula (I): which are useful in the control of endoparasites, for example heartworms, in warm-blooded animals.

SUBSTITUTED 5-CYANOINDOLE COMPOUNDS AND USES THEREOF

A compound of Formula (I), or a pharmaceutically acceptable salt thereof, is provided that has been shown to be useful for the treatment of lysine (K)-specific demethylase 1A (LSD1) - mediated diseases or disorders, Formula (I), wherein R1, R2, R3, R4, and R5 are as defined herein.

1-(2-hydroxy-2-methyl-3-phenoxypropanoyl)indoline-4-carbonitrile derivatives as potent and tissue selective androgen receptor modulators

We present a novel series of selective androgen receptor modulators (SARMs) which shows excellent biological activity and physical properties. 1-(2-Hydroxy-2-methyl-3-phenoxypropanoyl)-indoline-4-carbonitriles showed potent binding to the androgen receptor (AR) and activated AR-mediated transcription in vitro. Representative compounds demonstrated diminished activity in promoting the intramolecular interaction between the AR carboxyl (C) and amino (N) termini. This N/C-termini interaction is a biomarker assay for the undesired androgenic responses in vivo. In orchidectomized rats, daily administration of a lead compound from this series showed anabolic activity by increasing levator ani muscle weight. Importantly, minimal androgenic effects (increased tissue weights) were observed in the prostate and seminal vesicles, along with minimal repression of circulating luteinizing hormone (LH) levels and no change in the lipid and triglyceride levels. This lead compound completed a two week rat toxicology study, and was well tolerated at doses up to 100 mg/kg/day, the highest dose tested, for 14 consecutive days.

Azaindolines: Derisking the indoline structural alert

4-Substitued azaindolines, which are isosteres of indolines, are useful synthetic building blocks that reduce the risk of bioactivation induced idiosyncratic toxicity have been prepared. Multigram routes to 2,3-dihydro-1H-pyrrolo[2,3-c]pyridine-4-triflate 16, 2,3-dihydro-1H-pyrrolo[2,3- b]pyridine-4-carbonitrile 20 and 4-chloro-2,3-dihydro-1H-pyrrolo[2,3-d] pyridazine 30 are outlined.

INDAZOLECARBOXAMIDE DERIVATIVES FOR THE TREATMENT AND PREVENTION OF MALARIA

The invention relates to methods of treating or preventing malaria which comprises administering to a patient in need thereof, an effective amount of a 1H-indazole-3-carboxamide derivative of general formula (I), in the form of a base or of an addition salt with an acid, or in the form of a hydrate or of a solvate of said base or acid addition salt.

Indazolecarboxamide derivatives, preparation and use thereof as CDK1, CDK2 and CDK4 inhibitors

Compound corresponding to general formula (I): [image] in which, R1 represents a hydrogen or halogen atom, an NH2, NHR2, NHCOR2, NO2, CN, CH2NH2 and CH2NHR2; or alternatively R1 represents an optionally substituted phenyl or an optionally substituted heteroaromatic group; Ar represents an optionally substituted phenyl group or an optionally substituted heteroaromatic group; n represents 0, 1, 2 or 3; in the form of a base, of an addition salt with an acid, of a hydrate or of a solvate. Application in therapy.

3,5 Disubstituted indazole compounds with nitrogen-bearing 5-membered heterocycles, pharmaceutical compositions, and methods for mediating or inhibiting cell proliferation

3,5 disubstituted indazole compounds with substituted nitrogen bearing 5-membered heterocycles in the 3-position that modulate and/or inhibit cell proliferation, such as the activity of protein kinases are described. These compounds and pharmaceutical com