Uses
2,6-Diaminopyridine(141-86-6) can be used to synthesize pentamidine derivatives which show antitumor activities and DNA binding activities. It can also be used to synthesize N-monocarbamoyl derivatives of symmetrical diamines with antiviral activity. Its derivatives can be used as models of molecular sensor for nucleic acid base detection.
Description
2,6-Diaminopyridine is an important organic reagent with a wide range of uses. It can be used for fluorescence detection, 2,6-Diaminopyridine fluorescence method for the determination of certain aromatic primary amines. It can also be used to prepare 2,6-Diaminopyridine imprinted core-shell nanoparticles. A new method for the detection of diaminopyridine derivatives using molecularly imprinted electrochemical sensors has been established, which has been applied to the detection of 2,6-Diaminopyridine in hair dyes with good sensitivity and selectivity.
Chemical Properties
Off-white crystal powder/granuale
Uses
2,6-Diaminopyridine, used as a pharmaceutical intermediate and a hair dye coupler in oxidation/permanent formulations.
Preparation
In a 600 mL autoclave equipped with a gas entrapment stirrer, a solution of 5 g CuI in 120 g aqueous ammonia (30% NH3 by weight) was added and mixed with 77 g ammonium acetate and 60 g of 2, 6-dichloropyridine. After purging with nitrogen, 24 g of liquid ammonia was added resulting in a pressure of about 150 psi (1.03 MPa). Subsequently, the reaction mixture was heated to 150°C for 8 h under stirring. Throughout the reaction, the pressure decreased from an initial pressure of 680 psi (4.69 MPa) to 450 psi (3.10 MPa). The reaction mixture was allowed to cool to room temperature, and the pressure was brought back to atmospheric pressure. Finally, 2,6-Diaminopyridine was obtained after purification.
Safety Profile
Poison by intravenous
and intraperitoneal routes. Mutation data
reported. When heated to decomposition it
emits toxic fumes of NOx.
Toxicity evaluation
2,6-Diaminopyridine was not mutagenic in Salmonella typhimurium strain TA98 in the
presence or absence of nonharman at 200 μg/plate. The mutagenicity of this
compound was not enhanced by rodent liver S-9 (Sugimura et al., 1982).
In another study, it was not mutagenic in S. typhimurium strain
TA98 without rodent liver S-9. However, it was mutagenic in the presence of rodent
liver S-9 (Takahashi & Ono, 1993).
This compound was not mutagenic in S. typhimurium strains TA98, TA100, and
TA1535 in the presence or absence of rodent liver S-9 (JETOC, 1997; Takahashi &
Ono, 1993)
It was mutagenic in S. typhimurium strain TA1537 in the presence
or absence of rodent liver S-9 (JETOC, 1997).
2,6-Diaminopyridine was not mutagenic in Escherichia coli strain WP2 uvrA in the
presence or absence of rodent liver S-9 (JETOC, 1997).
