67730-09-0

Usage

Uses

Used in Organic Synthesis:
N-ethyl-5-nitropyridin-2-amine is utilized as a key building block in organic synthesis for the preparation of a wide range of other organic compounds. Its unique structure and functional groups make it a versatile component in the synthesis of various chemical entities.
Used in Chemical Research:
In the field of chemical research, N-ethyl-5-nitropyridin-2-amine serves as an important compound for studying the properties and reactions of nitro-substituted pyridine derivatives. Its reactivity and functional group chemistry contribute to a deeper understanding of related chemical systems.
Used in Pharmaceutical Development:
N-ethyl-5-nitropyridin-2-amine is being explored for its potential applications in the pharmaceutical industry. Its unique structure and properties make it a promising candidate for the development of new drugs and medicines. Researchers are investigating its therapeutic potential and evaluating its efficacy in treating various diseases and conditions.
Used in Drug Design and Medicinal Chemistry:
In drug design and medicinal chemistry, N-ethyl-5-nitropyridin-2-amine is employed as a starting material or intermediate in the synthesis of novel drug candidates. Its presence in the molecular structure can impart specific biological activities and improve the pharmacokinetic and pharmacodynamic properties of the resulting compounds.

InChI:InChI=1/C7H9N3O2/c1-2-8-7-4-3-6(5-9-7)10(11)12/h3-5H,2H2,1H3,(H,8,9)

Upstream product

• 4548-45-2 2-chloro-5-nitropyridine 
• 75-04-7 ethylamine 
• 115474-10-7 N-ethyl-N-(nitro-2-pyridyl)acetamide 
• 109-89-7 diethylamine 
• 5418-51-9 5-nitro-2-hydroxypyridine 
• 4214-76-0 5-nitro-pyridin-2-ylamine 
• 37059-57-7 2-(ethylamino)pyridine 

Downstream Products

• 52025-39-5 2-(N-ethylamino)-5-aminopyridine 

Relevant academic research and scientific papers

α2-adrenoceptor antagonists: Synthesis, pharmacological evaluation, and molecular modeling investigation of pyridinoguanidine, pyridino-2-aminoimidazoline and their derivatives

We have previously identified phenylguanidine and phenyl-2-aminoimidazoline compounds as high affinity ligands with conflicting functional activity at the α2-adrenoceptor, a G-protein-coupled receptor with relevance in several neuropsychiatric conditions. In this paper we describe the design, synthesis, and pharmacological evaluation of a new series of pyridine derivatives [para substituted 2- and 3-guanidino and 2- and 3-(2-aminoimidazolino)pyridines, disubstituted 2-guanidinopyridines and N-substituted-2-amino-1,4-dihydroquinazolines] that were found to be antagonists/inverse agonists of the α2-adrenoceptor. Furthermore, the compounds exert their effects at the α2-adrenoceptor both in vitro in human prefrontal cortex tissue and in vivo in rat brain as shown by microdialysis experiments. We also provide a docking study at the α2A- and α2C-adrenoceptor subtypes demonstrating the structural features required for high affinity binding to the receptor.

Thiazolidinones, their production and use as pharmaceutical agents

Thiazolidinones of general formula I in which Q, A, B, X, R1 and R2 have the meanings that are indicated in the description, as well as those of general formula IA in which Q, A, B, X, R1 and R2a have the meanings that are indicated in the description, their production and use as inhibitors of the polo-like kinase (PLK) for treating various diseases as well as intermediate products for the production of thiazolidinones are described.

Substitution reactions of 5-nitropyridine-2-sulfonic acid. A new pathway to 2,5-disubstituted pyridines

We have investigated reactions of 5-nitropyridine-2-sulfonic acid and its potassium salt in which substitution of the sulfonate group by oxygen, nitrogen and halogen nucleophiles has been attempted. By this approach, 2-methoxy-(95% yield), 2-ethoxy- (97%), 2-isopropoxy- (65%), 2-amino- (92%), 2- butylamino- (76%), 2-diethylamino- (62%), 2-ethylamino- (32%), 2-benzylamino- (77%), 2-(R-1-phenylethylamino)- (71%) and 2-chloro-5-nitropyridine (87%) have been obtained. No reactions were observed with phenols or anilines. With t-BuOH, 2-hydroxy-5-nitropyridine was formed together with 2-methylpropene.

Process for the production of 2,5-diamino-6-nitro-pyridine derivatives, their use in hair dye compositions and new 2,5-diamino-6-nitropyridine derivatives

A process for producing 2,5-diamino-6-nitropyridine derivatives having the general formula (I) STR1 wherein R1 to R4 represent hydrogen or the radicals alkyl, hydroxy alkyl, dihydroxy alkyl, alkoxy alkyl, alkoxy carbonyl, hydroxy- or chlorine-substituted alkoxy carbonyl, aminoalkyl and aminoalkyl substituted by alkyl or hydroxy alkyl groups, the alkyl groups in each case containing 1 to 4 carbon atoms or an oxazolidinone ring being formed by R1 and R2 and/or R3 and R4. The present invention also relates to novel 2,5-diamino-6-nitropyridine derivatives and to a hair dyeing agent containing 2,5-diamino-6-nitropyridine derivatives, which are direct nitro dyes coloring the hair yellow orange to blue violet and are physiologically harmless.

Alkaline Hydrolysis of N-Methyl-2,4-dinitroacetanilide and N-Alkyl-N-(5-nitro-2-pyridyl)acetamides

The kinetics of the alkaline hydrolysis of N-methyl-2,4-dinitroacetanilide (2), N-ethyl- (3), and N-methyl-N-(5-nitro-2-pyridyl)acetamide (4) was carried out.The reaction path consists of two stages: the first one is the rate-limiting formation of the first tetrahedral intermediate (monoanionic) and the second one the fast decomposition of the intermediate.The latter fast decomposition of the intermediate (monoanionic) involves two processes: one is the direct decomposition of the intermediate to the products and the other is a proton abstraction of the hydroxyl group of the intermediate by -OH giving the second tetrahedral intermediate (dianionic), followed by its deconposition to the products.For the alkaline hydrolysis of 2-4, the decomposition of the first intermediate occurred predominantly via the latter process.