39745-39-6

Usage

Chemical Properties

Yellow crystalline powder

InChI:InChI=1/C6H6N2O3/c1-4-2-3-5(8(10)11)6(9)7-4/h2-3H,1H3,(H,7,9)

Upstream product

• 3279-76-3 6-hydroxy-2-methylpyridine 
• 56057-19-3 2-chloro-6-methyl-3-nitropyridine 
• 21901-29-1 6-amino-5-nitro-2-picoline 
• 70959-85-2 ethyl 2-amino-6-methylnicotinate 
• 14011-21-3 2-nitroacetamide 
• 41125-09-1 3-oxo-butyraldehyde; sodium enolate 
• 109-06-8 α-picoline 
• 1556-32-7 1,3-dinitroquinolizin-4-one 
• 67-64-1 acetone 
• 1824-81-3 2-Amino-6-methylpyridine 

Downstream Products

• 52334-79-9 2-hydroxy-6-methyl-3-aminopyridine 
• 374633-31-5 2-bromo-6-methyl-3-nitropyridine 
• 56057-19-3 2-chloro-6-methyl-3-nitropyridine 
• 28489-45-4 6-methyl-5-nitropyridin-2-ol 
• 353277-27-7 6-chloro-5-nitropyridine-2-carboxylic acid 
• 52334-80-2 3-benzoylamino-6-methyl-2-pyridone 
• 475272-62-9 6-methoxy-5-nitropicolinic acid 
• 112163-03-8 5-nitro-6-methoxy-2-methylpyridine 
• 1027251-06-4 6-methyl-2-(2-phenylethynyl)-2-piperidyl-3-pyridylamine 
• 179010-39-0 6-methyl-3-nitro-2-piperidylpyridine 
• 313950-14-0 6-methyl-2-piperidyl-3-pyridylamine 

Relevant academic research and scientific papers

Phenacylation of 6-methyl-beta-nitropyridin-2-ones and further heterocyclization of products

Reaction between the derivatives of 6-methyl-beta-nitropyridin-2-one and phenacyl bromides was studied, and the yields observed were extremely low. The pyridones were converted via chloropyridines to methoxyderivatives, which were N-phenacylated. N-Phenacyl derivatives of 4,6-dimethyl-5-nitropyridin-2-one under the action of base gave 5-hydroxy-8-nitroindolizine and under acidic conditions gave 5-methyl-6-nitrooxazole[3,2-a]pyridinium salt, which underwent recycization with MeONa to 5-methoxy-8-nitroindolizine.

THE NITROPYRIDINYL ETHYLENEIMINE COMPOUND, THE PHARMACEUTICAL COMPOSITION CONTAINING IT, THE PREPARATION METHOD AND USE THEREOF

The present invention discloses a nitropyridinyl ethyleneimine compound as shown in the formula I and a preparation method of the same, as well as use of the compound in manufacture of a prodrug and in manufacture of a drug for treating a tumor.

Synthetic equivalent of α-nitroformylacetic acid

A novel synthetic procedure for 3-nitro-2-pyridone derivatives (2) is provided, which includes the ring transformation of 1,3-dinitroquinolizin-4-one (3) with ketones in the presence of ammonium acetate.

Structure-activity relationships of a series of pyrrolo[3,2-d]pyrimidine derivatives and related compounds as neuropeptide Y5 receptor antagonists

Neuropeptide Y (NPY) has been shown to play an important role in the regulation of food intake and energy balance. Pharmacological data suggests that the Y5 receptor subtype contributes to the effects of NPY on appetite, and therefore a Y5 antagonist might be a useful therapeutic agent for the treatment of obesity. In attempts to identify potential Y5 antagonists, a series of pyrrolo[3,2-d]pyrimidine derivatives was prepared and evaluated for their ability to bind to Y5 receptors in vitro. We report here the synthesis and initial structure-activity relationship investigations for this class of compounds. The target compounds were prepared by a variety of synthetic routes designed to modify both the substitution and the heterocyclic core of the pyrrolo[3,2-d]pyrimidine lead 1. In addition to identifying several potent Y5 antagonists for evaluation as potential antiobesity agents, a pharmacophore model for the human Y5 receptor is presented.

Versatile synthesis of 6-substituted 8-deazapteridine-2,4-diamines. Formal total synthesis of 8,10-dideazaminopterin

A new synthesis of 4-amino-4-deoxy-8,10-dideazapteroic acid (11d) and 6-substituted and 5,6-anellated 8-deazapteridine-2,4-diamines, 10a, 10d, 25, is described. Starting from keteneaminals 1 or 12 and enaminones 4 or β-aminoketone 17 the title compounds can be prepared via functional group transformation of 2-amino-3-nitropyridines 5 or nicotinate 13a yielding 3-amino-α-picolinonitriles 9 which are cyclocondensed with guanidine.

Anti-inflammatory oxazole[4,5-b]pyridines

The various isomers of oxazolo- and thiazolopyridines having utility as antiinflammatory, antipyretic and analgesic agents are prepared by condensation of an appropriate amino-hydroxypyridine or amino-mercaptopyridine with a carboxylic acid, halide or anhydride.

Chemotherapeutically effective nitro compounds. III. Nitropyridines, nitroimidazopyridines and related compounds

New 2 nitropyridines and 3 nitropyridines, and 3 nitroimidazo [1,2 a] pyridines and related compounds (together 106) were synthesized and tested for their chemotherapeutic efficacy against trichomonads, amoebas and other organisms, such as Eimeria tenella, bacteria, fungi and helminths. Several 2 nitropyridines revealed a detectable systemic effect against Entamoeba histolytica (extraintestinal amoebiasis of the golden hamster) and also a weak activity against Trichomonas fetus in the NMRI mouse. Only a few 3 nitropyridines showed a marked systemic effect against trichomonads. Of the 3 nitroimidazo [1,2 a] pyridines, only the electroneutral carboxylic acid amide group exhibited a pronounced activity, exclusively against trichomonads; however, the activity was nullified by electronegative, electropositive and other electroneutral substituents. As they were not superior in chemotherapeutic respect compared to the known standard preparations (metronidazole), no further tests were carried out with the most effective compounds.