3099-29-4

Usage

Uses

Used in Pharmaceutical Industry:
2-(CHLOROMETHYL)-6-METHYLPYRIDINE is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
2-(CHLOROMETHYL)-6-METHYLPYRIDINE is utilized as a precursor in the production of agrochemicals, aiding in the creation of pesticides and other agricultural chemicals to enhance crop protection and yield.

InChI:InChI=1/C7H8ClN/c1-6-3-2-4-7(5-8)9-6/h2-4H,5H2,1H3

Upstream product

• 108-48-5 2,6-dimethylpyridine 
• 1073-23-0 2,6-lutidine N-oxide 
• 74405-07-5 4-chloro-2,2-dimethyl-2H-benzo[e][1,3]oxazine 
• 6890-58-0 2,6-dimethylpyridine N-oxide hydrochloride 
• 10025-87-3 trichlorophosphate 
• 13602-11-4 6-methylpicolinic acid methyl ester 
• 1122-72-1 6-methyl-2-pyridinecarboxaldehyde 
• 1122-71-0 2-(Hydroxymethyl)-6-methylpyridine 
• 13287-64-4 acetic acid 6-methyl-pyridin-2-ylmethyl ester 

Downstream Products

• 39077-66-2 3-(6-methyl-pyridin-2-yl)-2-phenyl-propionitrile 
• 790235-48-2 N,N-bis(6-methyl-2-picolyl)-p-tolylsulfonamide 
• 92814-05-6 2-methyl-6-{4-[1-(4-chlorophenyl)-1-hydroxypropyl]-phenoxymethyl}-pyridine 
• 92814-12-5 2-Methyl-6-{4-[1-(2-methoxyphenyl)-1-hydroxypropyl]-phenoxymethyl}-pyridine 
• 1313408-93-3 3-bromo-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole 
• 1454918-37-6 C₂₂H₁₉N₃O₂S 
• 790235-49-3 C₅₂H₅₁N₅O₁₁S 

Relevant academic research and scientific papers

Synthesis of 2-aminomethylpyridene-appended [60]fullerenes. On the difference in the metal-binding properties between 5,6-open and 6,6-closed isomers

Two 2-aminomethylpyridine-appended [60]fullerenes (1) with the 5,6-open and the 6,6-closed structure were synthesized in order to examine the influence of the structural difference on the metal-binding ability. Both compounds could form the 1:1 complex with Ag+ but the Kass for 5,6-1 was larger by more than two orders of magnitude than that for 6,6-1.

Stable Dye-Sensitized Solar Cells Based on Copper(II/I) Redox Mediators Bearing a Pentadentate Ligand

In recent years, copper redox mediators have attracted growing interest in dye-sensitized solar cells (DSCs). However, experiments revealed that ubiquitously used Lewis-base additives in the electrolytes coordinate to the CuII species, which restricts further enhancement of device performance and stability. We report the application of copper complexes endowed with diamine-tripyridine pentadentate ligands, [Cu(tpe)]2+/+ (tpe=N-benzyl-N,N′,N′-tris(pyridin-2-ylmethyl)ethylenediamine) and [Cu(tme)]2+/+ (tme=N-benzyl-N,N′,N′-tris(6-methylpyridin-2-ylmethyl)ethylenediamine), as redox mediators in DSCs. Experimental measurements demonstrate that the coordination environment of Cu(II) complexes with pentadentate ligands remains unchanged in the presence of TBP, which is in stark contrast to the state-of-the-art bipyridyl counterpart. DSCs based on [Cu(tme)]2+/+ complexes exhibit an excellent long-term stability and maintain more than 90 % of the initial efficiency after 400 h under continuous illumination, which outperform the reference devices incorporating the bipyridyl counterpart (less than 80 %) under identical conditions.

Rapid and Effective Reaction of 2-Methylpyridin-N-oxides with Triphosgene via a [3,3]-Sigmatropic Rearrangement: Mechanism and Applications

A facile and effective synthesis of 2-chloromethylpyridines was developed by a one-pot reaction of 2-alkylpyridin-N-oxides and triphosgene at room temperature. As starting materials, N-oxides of 2-alkylpyridine derivatives, including 2-alkylpyridines, 2-methyl quinolines, and phenanthroline, can react rapidly with triphosgene in the presence of triethylamine, affording 2-chloromethylpyridines in good to excellent yields (52-95%). Using the 2-methylquinoline substrate for the mechanistic study, it has been well demonstrated that the chlorination reaction undergoes a [3,3]-sigmatropic rearrangement, which can be observed as a reversible process by monitoring the intermediates. Moreover, the chlorination reaction can be used to construct a rapid and sensitive fluorescent probe for the detection of phosgene.

Palladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid

Four palladium(ii) complexes with tripodal ligands of the tpa family (tpa = tris(2-pyridylmethyl)amine) have been synthesized and X-ray characterized. These complexes efficiently catalyze benzylic C-H oxidation of various substrates with peracetic acid, affording the corresponding ketones in high yields (up to 100%), at 1 mol% catalyst loadings. Complex [(tpa)Pd(OAc)](PF6) with the least sterically demanding ligand tpa demonstrates the highest substrate conversions and ketone selectivities. Preliminary mechanistic data provide evidence in favor of metal complex-mediated rate-limiting benzylic C-H bond cleavage by an electron-deficient oxidant.

Selective recognition of HIV RNA by dinuclear metallic ligands

We describe the development of dinuclear metallic ligands to target specific HIV RNA structures. Two series of dipyridinyl-N bridged dinuclear metal complexes were synthesized in moderate to good yields and their binding activities toward TAR and RRE RNA were studied both experimentally and theoretically. The docking calculation elucidated some structure features in dimetallic complexes that can affect TAR RNA-binding properties.

PYRIDINE DERIVATIVES SUBSTITUTED BY HETEROCYCLIC RING AND PHOSPHONOAMINO GROUP, AND ANTI-FUNGAL AGENT CONTAINING SAME

Anti-fungal agent having excellent anti-fungal action physicochemical properties including safety and water solubility. Compound represented by formula (I), or salt thereof: wherein R1 represents hydrogen, halogen, amino, R11-NH- wherein R11 represents C1-6 alkyl, hydroxy C1-6 alkyl, C1-6 alkoxy C1-6 alkyl, or C1-6alkoxycarbonyl C1-6 alkyl, R12-(CO)-NH- wherein R12 represents C1-6 alkyl group or C1-6 alkoxy C1-6 alkyl, C1-6 alkyl, hydroxy C1-6 alkyl, cyano C1-6 alkyl, C1-6 alkoxy, or C1-6 alkoxy C1-6 alkyl or a phosphonoamino group; R2 represents hydrogen, C1-6 alkyl, amino, or a di C1-6 alkylamino group or a phosphonoamino group; one of X and Y is nitrogen while the other is nitrogen or oxygen; ring A represents a 5- or 6-member heteroaryl ring or a benzene ring which may have a halogen atom or 1 or 2 C1-6 alkyl groups; Z represents a single bond, a methylene group, an ethylene group, oxygen, sulfur, -CH2O-, -OCH2-, -NH-, -CH2NH-, -NHCH2-, -CH2S-, or -SCH2-; R3 represents hydrogen or halogen or C1-6 alkyl, C3-8 cycloalkyl, C6-10 aryl, a 5- or 6-member heteroaryl group or a 5- or 6-member nonaromatic heterocyclic group which may have 1 or 2 substituents; and R4 represents hydrogen or halogen; provided that either R1 or R2 represents a phosphonoamino group.

Heterocycles substituted pyridine derivatives and antifungal agent containing thereof

An object of the present invention is to provide an antifungal agent which has excellent antifungal effects and is superior in terms of its physical properties, safety and metabolic stability. According to the present invention, there is disclosed a compound represented by the following formula (I), or a salt thereof: wherein R1 represents a hydrogen atom, a halogen atom, an amino group, a C1-6 alkyl group, a C1-6 alkoxy group or a C1-6 alkoxy C1-6 alkyl group; R2 represents a hydrogen atom, a C1-6 alkyl group, an amino group or a di C1-6 alkylamino group; one of X and Y is a nitrogen atom while the other is a nitrogen atom or an oxygen atom; ring A represents a 5- or 6-member heteroaryl ring or a benzene ring which may have a halogen atom, or 1 or 2 C1-6 alkyl groups; Z represents a single bond, a methylene group, an ethylene group, an oxygen atom, a sulfur atom, —CH2O—, —OCH2—, —NH—, —CH2NH—, —NHCH2—, —CH2S—, or —SCH2—; R3 represents a hydrogen atom, a halogen atom, a C1-6 alkyl group, a C3-8 cycloalkyl group, a C6-10 aryl group, a 5- or 6-member heteroaryl group, or 5- or 6-member non-aromatic heterocyclic group which may have 1 or 2 substituents; and R4 represents a hydrogen atom or a halogen atom.

Selective zinc sensor molecules with various affinities for Zn 2+, revealing dynamics and regional distribution of synaptically released Zn2+ in hippocampal slices

We have developed a series of fluorescent Zn2+ sensor molecules with distinct affinities for Zn2+, because biological Zn2+ concentrations vary over a wide range from sub-nanomolar to millimolar. The new sensors have K

2--1H-thienoimidazoles. A Novel Class of Gastric H+/K+-ATPase Inhibitors

2-thienoimidazoles were synthesized and investigated as potential inhibitors of gastric H+/K+-ATPase.The isomers of the two possible thienoimidazole series were found to be potent inhibitors of gastric acid secretion in vitro and in vivo.Structure-activity relationships indicate that especially lipophilic alkoxy, benzyloxy, and phenoxy substituents with additional electron-demanding properties in the 4-position of the pyridine moiety combined with an unsubstituted thienoimidazole lead to highly active compounds with a favorable chemical stability.Various substitution patterns in the thienoimidazole moiety result in lower biological activity.The heptafluorobutyloxy derivative saviprazole (HOE 731, 5d) was selected for further development and is currently undergoing clinical evaluation.Comprehensive pharmacological studies indicate a pharmacodynamic profile different to omeprazole, the first H+/K+-ATPase blocker introduced on the market.