16927-00-7

Usage

Uses

Used in Pharmaceutical Industry:
2-(2-Chloroethyl)pyridine is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new medicinal compounds. Its unique structure allows it to be a versatile building block in the creation of drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(2-Chloroethyl)pyridine serves as an intermediate in the production of pesticides and herbicides. Its incorporation into these products helps in the development of effective agents for pest and weed control, contributing to agricultural productivity.
Used in Research and Academic Laboratories:
2-(2-Chloroethyl)pyridine is utilized as a reagent in organic synthesis reactions within research and academic settings. It aids chemists in conducting experiments and advancing the understanding of organic chemistry and the synthesis of complex molecules.
It is crucial to handle 2-(2-Chloroethyl)pyridine with caution due to its toxic and potentially harmful nature. Adequate safety measures are essential when working with 2-(2-Chloroethyl)pyridine to ensure the well-being of individuals and the environment.

InChI:InChI=1/C7H8ClN/c8-5-4-7-3-1-2-6-9-7/h1-3,6H,4-5H2

Upstream product

• 103-74-2 2-(2-Hydroxyethyl)pyridine 
• 109-06-8 α-picoline 

Downstream Products

• 6312-16-9 2-<2-(dipropylamino)ethyl>pyridine 
• 6304-27-4 2-<-(dimethylamino)ethyl>pyridine 
• 25877-30-9 diethyl-(2-pyridin-2-yl-ethyl)-amine 
• 2706-56-1 2-(aminoethyl)pyridine 
• 113848-96-7 P(CH₂CH₂C₅H₄N)2(C₆H₅) 
• 35549-47-4 2-(2-Cyanoethyl)pyridine 
• 68533-34-6 2-(2-(phenylphosphanyl)ethyl)pyridine 
• 17945-79-8 4-(alpha-Pyridyl)butanol 
• 1246620-07-4 1-(2-(pyridin-2-yl)ethyl)-3-mesitylimidazolium iodide 
• 84199-92-8 diethyl 2-(2-pyridyl)ethylmalonate 
• 100-69-6 2-vinylpyridine 
• 15583-16-1 3-(pyridin-2-yl)propan-1-amine 
• 2739-74-4 ethyl 3-(2-pyridinyl)propanoate 
• 2859-68-9 3-(pyridin-2-yl)-propanol 

Relevant academic research and scientific papers

Validation of Phosphodiesterase-10 as a Novel Target for Pulmonary Arterial Hypertension via Highly Selective and Subnanomolar Inhibitors

Pulmonary arterial hypertension (PAH) causes pathological increase in pulmonary vascular resistance, leading to right-heart failure and eventual death. Previously, phosphodiesterase-10 (PDE10) was reported to be a promising target for PAH based on the studies with a nonselective PDE inhibitor papaverine, but little progress has been made to confirm the practical application of PDE10 inhibitors. To validate whether PAH is ameliorated by PDE10 inhibition rather than other PDE isoforms, here we report an integrated strategy to discover highly selective PDE10 inhibitors as chemical probes. Structural optimization resulted in a PDE10 inhibitor 2b with subnanomolar affinity and good selectivity of >45 000-fold against other PDEs. The cocrystal structure of the PDE10-2b complex revealed an important H-bond interaction between 2b and Tyr693. Finally, compound 2b significantly decreased the arterial pressure in PAH rats and thus validated the potential of PDE10 as a novel anti-PAH target. These findings suggest that PDE10 inhibition may be a viable treatment option for PAH.

FLAVOR MODULATOR HAVING PYRIDINE DERIVATIVE OR SALT THEREOF AS ACTIVE INGREDIENT

2-(phenylalkyloxyalkyl)pyridine derivative or a 2-(phenylalkylthioalkyl)pyridine derivative imparts, when added to food and drink or cosmetics as an active ingredient, a flavor of natural impression thereto; and in particular, when added to food and drink, the compound imparts an umami imparting or enhancing, a saltiness enhancing a sweetness enhancing, and in particular, when added to a milk or dairy product, a food or drink product containing a milk or dairy product, or a dairy replacement product, the compound provides a milk richness enhancing.

Inhibition of 1-deoxy-d-xylulose-5-phosphate reductoisomerase by lipophilic phosphonates: SAR, QSAR, and crystallographic studies

1-Deoxy-d-xylulose-5-phosphate reductoisomerase (DXR) is a novel target for developing new antibacterial (including antituberculosis) and antimalaria drugs. Forty-one lipophilic phosphonates, representing a new class of DXR inhibitors, were synthesized, among which 5-phenylpyridin-2-ylmethylphosphonic acid possesses the most activity against E. coli DXR (EcDXR) with a K i of 420 nM. Structure-activity relationships (SAR) are discussed, which can be rationalized using our EcDXR:inhibitor structures, and a predictive quantitative SAR (QSAR) model is also developed. Since inhibition studies of DXR from Mycobacterium tuberculosis (MtDXR) have not been performed well, 48 EcDXR inhibitors with a broad chemical diversity were found, however, to generally exhibit considerably reduced activity against MtDXR. The crystal structure of a MtDXR:inhibitor complex reveals the flexible loop containing the residues 198-208 has no strong interactions with the 3,4-dichlorophenyl group of the inhibitor, representing a structural basis for the reduced activity. Overall, these results provide implications in the future design and development of potent DXR inhibitors.

Mechanism and proton activating factors in base-induced β-elimination reactions of 2-(2-chloroethyl)pyridine

The substrate 2-(2-chloroethyl)pyridine reacts in OH-/H2O, 50 deg C, μ=1 M KCl by an elimination reaction with the formation of 2-vinylpyridine; the second order rate constant is kNOH=4.59x10-4 dm3 mol-1 s-1. In acetohydroxamate-acetohydroxamic acid buffers, The elimination reaction competes with the SN2 reaction of the acetohydroxamate nucleophile. Studies of acid-base catalysis at pH values ranging from 8.42 to 9.42 are in agreement with an E1cb irreversible mechanism, where carbon deprotonation occurs from the substrate protonated at the nitrogen of the pyridine ring (NH+), even if it is present at very low concentrations with respect to the unprotonated substrate (N) under the reaction conditions. The value for the reactivity ratio between NH+ and N is of the irder of 105. The strong reactivity of NH+ is attributed to the high stability of the carbanion intermediate formed; this intermediate has an enamine structure.