15951-30-1

Basic information

• Product Name: 2-CHLORO-6-METHYL-3,5-DINITROPYRIDINE
• Synonyms: 2-CHLORO-6-METHYL-3,5-DINITROPYRIDINE
• CAS NO: 15951-30-1
• Molecular Formula: C6H4ClN3O4
• Molecular Weight: 217.57
• Mol File: 15951-30-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 72.5-73 °C
• Boiling Point: 331.4°C at 760 mmHg
• Flash Point: 154.2°C
• Appearance: /
• Density: 1.616g/cm³
• Vapor Pressure: 0.000301mmHg at 25°C
• Refractive Index: 1.618
• PKA: -6.00±0.10(Predicted)
• CAS DataBase Reference: 2-CHLORO-6-METHYL-3,5-DINITROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-6-METHYL-3,5-DINITROPYRIDINE(15951-30-1)
• EPA Substance Registry System: 2-CHLORO-6-METHYL-3,5-DINITROPYRIDINE(15951-30-1)

Safety Data

• Hazardous Substances Data: 15951-30-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H4ClN3O4/c1-3-4(9(11)12)2-5(10(13)14)6(7)8-3/h2H,1H3

Upstream product

• 25864-34-0 2-amino-3,5-dinitro-6-methylpyridine 
• 15889-25-5 2-hydroxy-6-methyl-3,5-dinitropyridine 

Downstream Products

• 465513-12-6 3,5-diamino-6-chloropyridine-2-carboxylic acid 
• 465513-08-0 3,5-diamino-2-chloro-6-methylpyridine 

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).