230617-61-5

Basic information

• Product Name: 2-CHLORO-5-(1H-IMIDAZOL-1-YLMETHYL)PYRIDINE
• Synonyms: 2-CHLORO-5-(1H-IMIDAZOL-1-YLMETHYL)PYRIDINE;pyridine, 2-chloro-5-(1H-imidazol-1-ylmethyl)-;2-chloro-5-(1H-imidazol-1-ylmethyl)pyridine(SALTDATA: FREE);2-chloro-5-(1-imidazolylmethyl)pyridine;2-chloro-5-(imidazol-1-ylmethyl)pyridine
• CAS NO: 230617-61-5
• Molecular Formula: C9H8ClN3
• Molecular Weight: 193.63
• Mol File: 230617-61-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-CHLORO-5-(1H-IMIDAZOL-1-YLMETHYL)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-5-(1H-IMIDAZOL-1-YLMETHYL)PYRIDINE(230617-61-5)
• EPA Substance Registry System: 2-CHLORO-5-(1H-IMIDAZOL-1-YLMETHYL)PYRIDINE(230617-61-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 230617-61-5(Hazardous Substances Data)

Usage

Description

2-CHLORO-5-(1H-IMIDAZOL-1-YLMETHYL)PYRIDINE is a chloropyridine-based chemical compound featuring a pyridine ring with a chlorine atom at the 2-position and an imidazole group attached at the 5-position through a methylene linkage. 2-CHLORO-5-(1H-IMIDAZOL-1-YLMETHYL)PYRIDINE is recognized for its potential as a building block in the synthesis of pharmaceuticals and agrochemicals, as well as for its biological activity as a potential antifungal and antibacterial agent.

Uses

Used in Pharmaceutical Industry:
2-CHLORO-5-(1H-IMIDAZOL-1-YLMETHYL)PYRIDINE is used as a key intermediate in the synthesis of various pharmaceuticals due to its unique structure and reactivity, which allows for the development of novel medicinal compounds with potential antifungal and antibacterial properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-CHLORO-5-(1H-IMIDAZOL-1-YLMETHYL)PYRIDINE serves as a valuable building block for the creation of new agrochemicals, leveraging its biological activity to combat fungal and bacterial infections in crops, thereby enhancing agricultural productivity.
Used in Organic Chemistry Research:
2-CHLORO-5-(1H-IMIDAZOL-1-YLMETHYL)PYRIDINE is utilized as an important tool by organic chemists for the construction of complex molecules, taking advantage of its distinctive structure to explore new chemical reactions and syntheses that can lead to innovative applications in various fields.

Upstream product

• 288-32-4 1H-imidazole 
• 70258-18-3 2-chloro-5-(chloromethyl)pyridine 

Relevant articles and documents

PYRIDYLOXYMETHYL AND BENZISOXAZOLE AZABICYCLIC DERIVATIVES

An aminomethylpyridyloxymethyl/benzisoxazole substituted azabicyclic compound according to formula (I) a pharmaceutical composition comprising same, and a method of treating one or more CNS or other disorders, including concurrent treatment of disorders such as chizophrenia and depression. Or the (R) or (S) enantiomer thereof, or the cis or trans isomer thereof, or a pharmaceutically acceptable salt, solvate or prodrug thereof, or of any of the foregoing, wherein m is 0 or 1, Z is wherein R7 is hydrogen or (C1-C3)alkoxy; R8 is hydrogen, hydroxy, or (C1-C3)alkoxy; and R9 is (C1-C3)alkoxy; X is oxygen or NR, wherein R is hydrogen or (C1-C6)alkyl; Y is methylene, wherein n is 0, 1 or 2; or oxygen, nitrogen or sulfur, wherein n is 2, 3 or 4; R1 and R2 are each independently hydrogen, halogen, or a (C1-C6)alkyl, (C1-C6)alkoxy or a (C1-C6)alkoxy(C1-C6)alkyl group, any one of which groups may be unsbustituted or substituted with one or more halogens.

Novel and potent 6-chloro-3-pyridinyl ligands for the α4β2 neuronal nicotinic acetylcholine receptor

1-[(6-Chloro-3-pyridinyl)methyl]-2-imidazolidine (1), the N-desnitro metabolite of the major insecticide imidacloprid, is known to have similar potency to that of (-)-nicotine as an inhibitor of [3H](-)-nicotine binding at the rat recombinant α4β2 neuronal nicotinic acetylcholine receptor (nAChR); IC50 values in the present study are 3.8 nM for (-)-nicotine, 6.0 nM for 1, and 155 nM for imidacloprid. Synthesis of new analogues of 1, modified only in the heterocyclic moiety (five-, six-, or seven-membered rings with NH, S, O, and CH2 substituents), gave compounds varying from 4- fold higher potency (2-iminothiazole analogue 10) to > 6000-fold less active than (-)-nicotine. Other potent N-[(6-chloro-3-pyridinyl)methyl] compounds are those in which the heterocyclic imine is replaced with pyrrolidine (19) (IC50 9 nM) or trimethylammonium (22) (IC50 18 nM). A novel conversion of (-)-nicotine to its 6-chloro analogue increased the potency 2-fold. These 6- chloro-3-pyridinyl compounds are of interest as novel nAChR probes and potential metabolites of candidate insecticides.