33986-37-7

Basic information

• Product Name: 2-Pyridinamine, 6-methyl-N-nitro-
• Synonyms: 2-Pyridinamine, 6-methyl-N-nitro-;N-(6-methyl-2-pyridyl)nitramide
• CAS NO: 33986-37-7
• Molecular Formula: C6H7N3O2
• Molecular Weight: 153.14
• Mol File: 33986-37-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Pyridinamine, 6-methyl-N-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinamine, 6-methyl-N-nitro-(33986-37-7)
• EPA Substance Registry System: 2-Pyridinamine, 6-methyl-N-nitro-(33986-37-7)

Safety Data

• Hazardous Substances Data: 33986-37-7(Hazardous Substances Data)

Upstream product

• 1824-81-3 2-Amino-6-methylpyridine 
• 109-06-8 α-picoline 

Downstream Products

• 21901-29-1 6-amino-5-nitro-2-picoline 
• 22280-60-0 6-chloro-4-methyl-3-nitropyridine 
• 56057-19-3 2-chloro-6-methyl-3-nitropyridine 
• 28489-45-4 6-methyl-5-nitropyridin-2(1H)-one 
• 22280-62-2 6-methyl-5-nitro-2-pyridinamine 

Relevant articles and documents

Synthesis and biological evaluation of aroylguanidines related to amiloride as inhibitors of the human platelet Na+/H+ exchanger

Pyridine and benzene bioisosteres of amiloride were synthesized and evaluated for their inhibitory potency against the sodium-hydrogen exchanger (NHE) involved in intracellular pH regulation. The inhibition of NHE was determined by using the platelet swelling assay (PSA) in which the swelling of human platelets was induced by their incubation in an acid buffer (pH 6.7). Additionally, the inhibitory potency of the most active compounds was assessed by measuring the inhibition of the EIPA-sensitive 22Na+ uptake (UIA) by human platelets after intracellular acidosis. The results indicated that several benzene derivatives and compounds bearing an carbonylguanidine moiety in the meta position of the pyridine nitrogen were much more potent than amiloride (PSA:IC50=43.5 μM; UIA:IC50=100.1 μM), but less than EIPA, a pyrazine NHE inhibitor (PSA:IC50=0.08 μM; UIA:IC50=0.5 μM). In both biological assays (2-amino-5-bromo-pyridine-3-carbonyl)guanidine (32) was the most active molecule (PSA:IC50=0.8 μM, UIA:IC50=0.8 μM). Our investigations demonstrated that the replacement of the pyrazine ring of amiloride by a pyridine or a phenyl ring improved the NHE inhibitory potency (phenyl >pyridine >pyrazine).

Substituent Effects on the Isomer Ratios in the Rearrangement of Some 2- and 4-Nitraminopyridines

The preparation, and rearrangement in 92percent sulfuric acid, of 4-X-2-nitramino- (1), 2-X-4-nitramino- (2), and 6-X-2-nitramino-pyridines (3) is reported (X=H,Me,MeO,Br,Cl,CO2H).The product isomer ratios can be explained by differential electronic stabilization of the appropriate ? complexes for aromatic nitration and steric effects seem relatively unimportant.Deuteration had no effect on the product distribution