34684-87-2

Usage

Synthesis Reference(s)

Tetrahedron, 24, p. 5861, 1968 DOI: 10.1016/S0040-4020(01)96316-1

InChI:InChI=1/C7H8N4/c1-4-6(3-8)7(9)11-5(2)10-4/h1-2H3,(H2,9,10,11)

Upstream product

• 141-52-6 sodium ethanolate 
• 143-37-3 acetamidine 
• 109-77-3 malononitrile 
• 5417-82-3 (1-ethoxyethylidene)malononitrile 
• 124-42-5 acetamidine hydrochloride 
• 7752-80-9 4-amino-5-bromo-2,6-dimethylpyrimidine 
• 128199-32-6 2,4-dimethyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 

Downstream Products

• 98337-38-3 2,6-Dimethyl-4-amino-5-aminomethyl-pyrimidin 
• 124111-19-9 3-(4-amino-2,6-dimethyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-thiazolium; dipicrate 
• 1202648-41-6 C₃₀H₃₇N₅O₆S 
• 1202648-40-5 C₃₀H₃₈N₆O₅S 
• 1201793-66-9 N-(4,5-dimethyl-3-isoxazolyl)-N-(methoxymethyl)-4'-[[(2,6-dimethyl-5-cyano-4-pyrimidinyl)amino]methyl]-2'-(ethoxymethyl)[1,1'-biphenyl]-2-sulfonamide 
• 87118-49-8 4-Amino-5-bromomethyl-2,6-dimethylpyrimidine hydrobromide 
• 76574-92-0 6-(2,6-dichlorophenyl)-2,4-dimethylpyrido[2,3-d]-pyrimidin-7-amine 
• 76574-91-9 2,4-Dimethyl-6-o-tolyl-pyrido[2,3-d]pyrimidin-7-ylamine 
• 76574-47-5 2,6-dimethyl-4-amino-5-pyrimidinecarbaldehyde 

Relevant academic research and scientific papers

Design, Synthesis, and Antifungal Activity of 2,6-Dimethyl-4-aminopyrimidine Hydrazones as PDHc-E1 Inhibitors with a Novel Binding Mode

A series of novel 2,6-dimethyl-4-aminopyrimidine hydrazones 5 were rationally designed and synthesized as pyruvate dehydrogenase complex E1 (PDHc-E1) inhibitors. Compounds 5 strongly inhibited Escherichia coli (E. coli) PDHc-E1 (IC50 values 0.94-15.80 μM). As revealed by molecular docking, site-directed mutagenesis, enzymatic, and inhibition kinetic analyses, compounds 5 competitively inhibited PDHc-E1 and bound in a "straight"pattern at the E. coli PDHc-E1 active site, which is a new binding mode. In in vitro antifungal assays, most compounds 5 at 50 μg/mL showed more than 80% inhibition against the mycelial growth of six tested phytopathogenic fungi, including Botrytis cinerea, Monilia fructigena, Colletotrichum gloeosporioides, andBotryosphaeria dothidea. Notably, 5f and 5i were 1.8-380 fold more potent against M. fructigena than the commercial fungicides captan and chlorothalonil. In vivo, 5f and 5i controlled the growth of M. fructigena comparably to the commercial fungicide tebuconazole. Thus, 5f and 5i have potential commercial value for the control of peach brown rot caused by M. fructigena.

Antihypertensive Activity of 6-Arylpyridopyrimidin-7-amine Derivatives

A series of 51 6-arylpyridopyrimidin-7-amine derivatives was prepared and evaluated for antihypertensive activity in the conscious spontaneously hypertensive rat.A number of these compounds, notably 6-(2,6-dichlorophenyl)-2-methylpyridopyrimidin-7-amine (36), lowered blood pressure in these rats in a gradual and sustained manner to normotensive levels at oral doses of 10-50 mg/kg.Normalized blood pressure levels could then be maintained by single daily oral doses.The effect of structural variation in the 6-aryl group and in the 2 and 4 positions of the pyridopyrimidine ring on activity is reported and discussed.