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Sigma-Aldrich

2,3-Diaminopyridine

95%

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About This Item

Empirical Formula (Hill Notation):
C5H7N3
CAS Number:
452-58-4
Molecular Weight:
109.13
Beilstein:
109869
EC Number:
207-200-9
MDL number:
MFCD00006319
UNSPSC Code:
12352100
PubChem Substance ID:
24847682
NACRES:
NA.22

Assay

95%

form

powder

mp

110-115 °C (lit.)

solubility

H2O: soluble 50 mg/mL, opaque (brown to very dark brown)

SMILES string

Nc1cccnc1N

InChI

1S/C5H7N3/c6-4-2-1-3-8-5(4)7/h1-3H,6H2,(H2,7,8)

InChI key

ZZYXNRREDYWPLN-UHFFFAOYSA-N

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General description

2,3-Diaminopyridine forms the bis-condensed Schiff base with salicylaldehyde. It forms charge transfer complex with tetrachloro-p-benzoquinone and tetracyanoethylene.

Application

2,3-Diaminopyridine was used in the synthesis of 2,3-diaminopyridinium-4-hydroxybenzoate. It was used as internal standard in analysis of poly(amidoamine)dendrimers having different terminal functionalities by capillary electrophoresis. It was used as reagent in synthesis of imidazopyridines and organometallic complexes.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Journal of Organometallic Chemistry, 447, 299-299 (1993)
Synthesis and Spectroscopic Studies of the Charge-Transfer Complexes of 2, 3-Diaminopyridine and p-Electron Acceptors.
Alqaradawi SY and Nour EM.
Spectroscopy Letters, 37(4), 337-345 (2004)
Synthesis and anti-bacterial/catalytic properties of Schiff bases and Schiff base metal complexes derived from 2, 3-diaminopyridine.
Jeewoth T, et al.
Synth. React. Inorg. Met.-Org. Chem. , 30(6), 1023-1038 (2000)
Hoong-Kun Fun et al.
Acta crystallographica. Section E, Structure reports online, 65(Pt 7), o1496-o1497 (2009-01-01)
In the title compound, C(5)H(8)N(3) (+)·C(7)H(5)O(3) (-), the pyridine N atom is protonated. In the 4-hydroxy-benzoate anion, the carboxyl-ate group is twisted slightly out of the benzene ring plane by an angle of 3.77 (5)°. The protonated N atom and one
M Adler et al.
Toxicon : official journal of the International Society on Toxinology, 33(4), 527-537 (1995-04-01)
The effects of the potassium channel inhibitor and putative botulinum toxin antagonist 3,4-diaminopyridine (3,4-DAP) were investigated in vitro on the contractile properties of rat diaphragm muscle. In the presence of 100 pM botulinum neurotoxin A (BoNT/A), twitches elicited by supramaximal
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