4-Chloro-2-chloromethyl-3-methyl pyridine hydrochloride - CAS 152402-97-6
Main Product
Product Name:
4-Chloro-2-chloromethyl-3-methyl pyridine hydrochloride
Catalog Number:
4-Chloro-2-(chloromethyl)-3-Methyl Pyridine Hydrochloride
CAS Number:
Molecular Weight:
Molecular Formula:
Canonical SMILES:
Chemical Structure
CAS 152402-97-6 4-Chloro-2-chloromethyl-3-methyl pyridine hydrochloride

Reference Reading

1.CF3 Derivatives of the Anticancer Ru(III) Complexes KP1019, NKP-1339, and Their Imidazole and Pyridine Analogues Show Enhanced Lipophilicity, Albumin Interactions, and Cytotoxicity.
Chang SW1, Lewis AR1, Prosser KE1, Thompson JR1, Gladkikh M1, Bally MB2, Warren JJ1, Walsby CJ1. Inorg Chem. 2016 May 4. [Epub ahead of print]
The Ru(III) complexes indazolium [trans-RuCl4(1H-indazole)2] (KP1019) and sodium [trans-RuCl4(1H-indazole)2] (NKP-1339) are leading candidates for the next generation of metal-based chemotherapeutics. Trifluoromethyl derivatives of these compounds and their imidazole and pyridine analogues were synthesized to probe the effect of ligand lipophilicity on the pharmacological properties of these types of complexes. Addition of CF3 groups also provided a spectroscopic handle for 19F NMR studies of ligand exchange processes and protein interactions. The lipophilicities of the CF3-functionalized compounds and their unsubstituted parent complexes were quantified by the shake-flask method to give the distribution coefficient D at pH 7.4 (log D7.4). The solution behavior of the CF3-functionalized complexes was characterized in phosphate-buffered saline (PBS) using 19F NMR, electron paramagnetic resonance (EPR), and UV-vis spectroscopies. These techniques, along with fluorescence competition experiments, were also used to characterize interactions with human serum albumin (HSA).
2.A new one-dimensional cadmium(II) coordination polymer incorporating 4-[4-(1H-imidazol-1-yl)phenyl]pyridine and 5-hydroxybenzene-1,3-dicarboxylate ligands.
Zhang ZL1, Liu JC1. Acta Crystallogr C Struct Chem. 2016 May 1;72(Pt 5):389-92. doi: 10.1107/S2053229616004587. Epub 2016 Apr 6.
The design and synthesis of new organic lgands is important to the rapid development of coordination polymers (CPs). However, CPs based on asymmetric ligands are still rare, mainly because such ligands are usually expensive and more difficult to synthesize. The new asymmetric ligand 4-[4-(1H-imidazol-1-yl)phenyl]pyridine (IPP) has been used to construct the title one-dimensional coordination polymer, catena-poly[[[aqua{4-[4-(1H-imidazol-1-yl-κN(3))phenyl]pyridine}cadmium(II)]-μ-5-hydroxybenzene-1,3-dicarboxylato-κ(3)O(1),O(1'):O(3)] monohydrate], {[Cd(C8H4O5)(C14H11N3)2(H2O)]·H2O}n, under hydrothermal reaction of IPP with Cd(II) in the presence of 5-hydroxyisophthalic acid (5-OH-H2bdc). The Cd(II) cation is coordinated by two N atoms from two distinct IPP ligands, three carboxylate O atoms from two different 5-OH-bdc(2-) dianionic ligands and one water O atom in a distorted octahedral geometry. The cationic [Cd(IPP)2](2+) nodes are linked by 5-OH-bdc(2-) ligands to generate a one-dimensional chain.
3.Interaction of Di-2-pyridylketone 2-pyridine Carboxylic Acid Hydrazone and Its Copper Complex with BSA: Effect on Antitumor Activity as Revealed by Spectroscopic Studies.
Li C1, Huang T2, Fu Y3, Liu Y4, Zhou S5, Qi Z6, Li C7,8. Molecules. 2016 Apr 28;21(5). pii: E563.
The drug, di-2-pyridylketone-2-pyridine carboxylic acid hydrazone (DPPCAH) and its copper complex (DPPCAH-Cu) exhibit significant antitumor activity. However, the mechanism of their pharmacological interaction with the biological molecule bovine serum albumin (BSA) remains poorly understood. The present study elucidates the interactions between the drug and BSA through MTT assays, spectroscopic methods and molecular docking analysis. Our results indicate that BSA could attenuate effect on the cytotoxicity of DPPCAH, but not DPPCAH-Cu. Data from fluorescence quenching measurements demonstrated that both DPPCAH and DPPCAH-Cu could bind to BSA, with a reversed effect on the environment of tryptophan residues in polarity. CD spectra revealed that the DPPCAH-Cu exerted a slightly stronger effect on the secondary structure of BSA than DPPCAH. The association constant of DPPCAH with BSA was greater than that of DPPCAH-Cu. Docking studies indicated that the binding of DPPCAH to BSA involved a greater number of hydrogen bonds compared to DPPCAH-Cu.
4.Synthesis and Investigation of 2,6-Bis(picrylamino)-3,5-dinitro-pyridine (PYX) and Its Salts.
Klapötke TM1, Stierstorfer J2, Weyrauther M2, Witkowski TG2. Chemistry. 2016 May 4. doi: 10.1002/chem.201600769. [Epub ahead of print]
2,6-Bis(picrylamino)pyridine (1; pre-PYX) and 2,6-bis(picrylamino)-3,5-dinitropyridine (2; PYX) were synthesized using an improved literature method. Compounds 1 and 2 were reinvestigated in detail and the X-ray structures (1: ρ=1.698 g cm-3 at 173 K; 2: ρ=1.757 g cm-3 at 298 K) are given. The reactions of 2 with different bases, such as alkali metal hydroxides (sodium, potassium, rubidium, cesium), and N-bases (ammonia, hydrazine, hydroxylamine, guanidinium carbonate, aminoguanidine bicarbonate) are reported, as well as metathesis reactions producing energetic salts. Several energetic compounds were synthesized and characterized for the first time using vibrational (IR, Raman) and multinuclear NMR spectroscopy, mass spectrometry, elemental analysis, and DSC. The crystal structures of four energetic salts were determined using low temperature single-crystal X-ray diffraction. Heats of formation for the metal-free species were calculated using the Gaussian 09 software.