2,6-Diaminopyridine Chemical Properties

Melting point:

117-122 °C (lit.)

Boiling point:

285 °C (lit.)

Density 

1.7110 (rough estimate)

refractive index 

1.5340 (estimate)

Flash point:

155°C

storage temp. 

Store below +30°C.

solubility 

180g/l

pka

6.13±0.24(Predicted)

form 

Flakes or Crystalline Powder

color 

Beige to dark brown-gray

PH

>7 (H2O)

Water Solubility 

9.9 g/100 mL (20 ºC)

BRN 

108513

InChIKey

VHNQIURBCCNWDN-UHFFFAOYSA-N

LogP

0.550 (est)

CAS DataBase Reference

141-86-6(CAS DataBase Reference)

NIST Chemistry Reference

2,6-Pyridinediamine(141-86-6)

EPA Substance Registry System

2,6-Pyridinediamine (141-86-6)

Safety Information

Hazard Codes 

Xn,T,Xi

Risk Statements 

22-36/37/38-25-20/21

Safety Statements 

26-45-37/39-28A-36

RIDADR 

2811

WGK Germany 

3

RTECS 

US7570000

F 

9

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29333999

MSDS

• Language:English Provider:2,6-Pyridinediamine

2,6-Diaminopyridine Usage And Synthesis

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).

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