3648-29-1

Basic information

• Product Name: 4-(dimethylamino)pyridine-2,6-dicarboxylic acid
• CAS NO: 3648-29-1
• Molecular Formula: C₉H₁₀N₂O₄
• Molecular Weight: 210.1867
• Mol File: 3648-29-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 513°C at 760 mmHg
• Flash Point: 264°C
• Density: 1.442g/cm³
• Vapor Pressure: 2.4E-11mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: 4-(dimethylamino)pyridine-2,6-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(dimethylamino)pyridine-2,6-dicarboxylic acid(3648-29-1)
• EPA Substance Registry System: 4-(dimethylamino)pyridine-2,6-dicarboxylic acid(3648-29-1)

Safety Data

• Hazardous Substances Data: 3648-29-1(Hazardous Substances Data)

Upstream product

• 499-51-4 Chelidamic acid 
• 71022-75-8 4-chloropyridine-2,6-dicarbonyl dichloride 
• 138-60-3 chelidamic acid 
• 5371-70-0 dimethyl 4-chloro-2,6-pyridinedicarboxylate 
• 124-40-3 dimethyl amine 
• 4722-94-5 4-chloro-2,6-pyridinedicarboxylic acid 

Downstream Products

• 1365064-31-8 2,6-(2,6-(i)Pr₂-C₆H₃N=CMe)2-4-Me₂N-C₅H₂N 

Relevant articles and documents

Dipicolinic Acid Derivatives as Inhibitors of New Delhi Metallo-β-lactamase-1

The efficacy of β-lactam antibiotics is threatened by the emergence and global spread of metallo-β-lactamase (MBL) mediated resistance, specifically New Delhi metallo-β-lactamase-1 (NDM-1). By utilization of fragment-based drug discovery (FBDD), a new class of inhibitors for NDM-1 and two related β-lactamases, IMP-1 and VIM-2, was identified. On the basis of 2,6-dipicolinic acid (DPA), several libraries were synthesized for structure-activity relationship (SAR) analysis. Inhibitor 36 (IC50 = 80 nM) was identified to be highly selective for MBLs when compared to other Zn(II) metalloenzymes. While DPA displayed a propensity to chelate metal ions from NDM-1, 36 formed a stable NDM-1:Zn(II):inhibitor ternary complex, as demonstrated by 1H NMR, electron paramagnetic resonance (EPR) spectroscopy, equilibrium dialysis, intrinsic tryptophan fluorescence emission, and UV-vis spectroscopy. When coadministered with 36 (at concentrations nontoxic to mammalian cells), the minimum inhibitory concentrations (MICs) of imipenem against clinical isolates of Eschericia coli and Klebsiella pneumoniae harboring NDM-1 were reduced to susceptible levels.

Electronic effects in 4-substituted bis(imino)pyridines and the corresponding reduced iron compounds

A family of 4-substituted bis(imino)pyridines, 4-X-iPrPDI (4-X-iPrPDI = 2,6-(2,6-iPr2-C6H 3N=CMe)2-4-X-C5H2N; X = CF 3, tBu, Bn, NMe2), has been synthesized and the iron coordination chemistry studied. Sodium amalgam reduction of the iron dihalides (4-X-iPrPDI)FeX2 (X = Cl, Br) in the presence of excess carbon monoxide furnished the corresponding iron dicarbonyl compounds (4-X-iPrPDI)Fe(CO)2. Equilibrium mixtures of the four- and five-coordinate iron dinitrogen compounds (4-X-iPrPDI)FeN 2 and (4-X-iPrPDI)Fe(N2)2 were prepared by performing the sodium amalgam reduction of the iron dihalides under a dinitrogen atmosphere. Electrochemical and spectroscopic measurements were conducted on the free ligands and the iron derivatives to systematically evaluate the influence of each para pyridine substituent on the electronic structure of the compound.

Synthesis of Some Copper(II)-Chelating (Dialkylamino)pyridine Amphiphiles and Evaluation of Their Esterolytic Capacities in Cationic Micellar Media

Three new (dialkylamino)pyridine (DAAP)-based ligand amphiphiles 3-5 have been synthesized. All of the compounds possess a metal ion binding subunit in the form of a 2,6-disubstituted DAAP moiety. In addition, at least one ortho-CH2OH substitue