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464902

Sigma-Aldrich

2,6-Pyridinedicarboxamide

97%

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Empirical Formula (Hill Notation):
C7H7N3O2
CAS Number:
Molecular Weight:
165.15
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

317 °C (dec.) (lit.)

SMILES string

NC(=O)c1cccc(n1)C(N)=O

InChI

1S/C7H7N3O2/c8-6(11)4-2-1-3-5(10-4)7(9)12/h1-3H,(H2,8,11)(H2,9,12)

InChI key

UUVCRNTVNKTNRK-UHFFFAOYSA-N

General description

2,6-Pyridinedicarboxamide is an excellent tridentate ligand for transition metals (Cu2+, Ni2+).

Application

2,6-Pyridinedicarboxamide may be used in the preparation of new molecular turnstiles based on Sn-porphyrin derivatives.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

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)

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Victor Maurizot et al.
Chemical communications (Cambridge, England), (8)(8), 924-925 (2004-04-08)
A heptameric amide of 2,6-diaminopyridine and 2,6-pyridinedicarboxylic acid coordinates to Cu(II) to assemble into a double helical complex with a string of six shortly spaced Cu ions.
Aurélie Guenet et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(23), 6443-6452 (2011-04-22)
The design, synthesis and structural characterisation, in solution, of two new molecular turnstiles based on Sn-porphyrin derivatives are described. The system is composed of a stator (5-(4-pyridyl)-10,15,20-triphenylporphyrin), a hinge (Sn(IV)) and a rotor (handle equipped with 2,6-pyridinedicarboxamide as a tridentate
Sung-Kyun Ko et al.
Nature chemistry, 6(10), 885-892 (2014-09-23)
Anion transporters based on small molecules have received attention as therapeutic agents because of their potential to disrupt cellular ion homeostasis. However, a direct correlation between a change in cellular chloride anion concentration and cytotoxicity has not been established for

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