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2,6-Diaminopyridine

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2,6-Diaminopyridine Basic information

Product Name:
2,6-Diaminopyridine
Synonyms:
  • 2,6-diamino-pyridin
  • Diaminopyridine
  • Pyridine, 2,6-diamino-
  • pyridine-2,6-diyldiamine
  • 2 6-DIAMINOPYRIDINE 99+% &
  • 2,6-Diaminopyridine,>98%
  • D**2,6-Diaminopyridine
  • 2,6-DAP
CAS:
141-86-6
MF:
C5H7N3
MW:
109.13
EINECS:
205-507-2
Product Categories:
  • Pyridine
  • C5
  • compounds of pyridine
  • Pyridines derivates
  • Heterocyclic Building Blocks
  • Pyridines
  • Intermediates
Mol File:
141-86-6.mol
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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)
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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
9
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29333999

MSDS

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2,6-Diaminopyridine Usage And Synthesis

Uses

2,6-Diaminopyridine 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.

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).

2,6-Diaminopyridine Preparation Products And Raw materials

Preparation Products

Raw materials

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