4370-22-3

Basic information

• Product Name: 2-CHLOROMETHYL-3-METHYL-PYRIDINE HYDROCHLORIDE
• Synonyms: 2-CHLOROMETHYL-3-METHYL-PYRIDINE HYDROCHLORIDE;Pyridine,2-(chloroMethyl)-3-Methyl-, hydrochloride;Pyridine,2-(chloroMethyl)-3-Methyl-, hydrochloride (1:1);-3-methylpyridine hydrochloride;2-(CHLOROMETHYL)-3-METHYLPYRIDINE HCL
• CAS NO: 4370-22-3
• Molecular Formula: C₇H₈ClN*ClH
• Molecular Weight: 178.06
• Mol File: 4370-22-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 159℃ (isopropanol )
• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-CHLOROMETHYL-3-METHYL-PYRIDINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLOROMETHYL-3-METHYL-PYRIDINE HYDROCHLORIDE(4370-22-3)
• EPA Substance Registry System: 2-CHLOROMETHYL-3-METHYL-PYRIDINE HYDROCHLORIDE(4370-22-3)

Safety Data

• Hazardous Substances Data: 4370-22-3(Hazardous Substances Data)

Usage

General Description

2-Chloromethyl-3-methyl-pyridine hydrochloride is a chemical compound commonly used in the pharmaceutical industry as a building block for various drug molecules. It is a white crystalline solid with the molecular formula C7H9Cl2N. 2-CHLOROMETHYL-3-METHYL-PYRIDINE HYDROCHLORIDE is known for its versatile reactivity and is used in the synthesis of a range of pharmaceuticals and agrochemicals. It acts as an intermediate in the production of antihistamines, antipsychotic drugs, and anti-infective medications. In addition, it is also used in the manufacturing of pesticides, flavors, and fragrances. Due to its important role in drug development and other industrial applications, 2-chloromethyl-3-methyl-pyridine hydrochloride is a valuable compound in the chemical and pharmaceutical industries.

Upstream product

• 583-61-9 2,3-Lutidine 
• 63071-09-0 2-hydroxymethyl-3-methyl pyridine 
• 22710-07-2 2,3-dimethylpyridine 1-oxide 
• 52814-41-2 2-(acetoxymethyl)-3-methylpyridine 
• 70580-08-4 C₇H₉NO*ClH 

Downstream Products

• 202192-54-9 tris(2-(6-methylpyridine)methyl)amine 

Relevant articles and documents

5-lipoxygenase-activating protein (FLAP) inhibitors. Part 4: Development of 3-[3-tert-butylsulfanyl-1-[4-(6-ethoxypyridin-3-yl)benzyl]-5-(5-methylpyridin- 2-ylmethoxy)-1 H -indol-2-yl]-2,2-dimethylpropionic acid (AM803), a potent, oral, once daily FLAP inhibitor

The potent 5-lipoxygenase-activating protein (FLAP) inhibitor 3-[3-tert-butylsulfanyl-1-[4-(6-ethoxypyridin-3-yl)benzyl]-5-(5-methylpyridin-2- ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid 11cc is described (AM803, now GSK2190915). Building upon AM103 (1) (Hutchinson et al. J. Med Chem.2009, 52, 5803-5815; Stock et al. Bioorg. Med. Chem. Lett. 2010, 20, 213-217; Stock et al. Bioorg. Med. Chem. Lett.2010, 20, 4598-4601), SAR studies centering around the pyridine moiety led to the discovery of compounds that exhibit significantly increased potency in a human whole blood assay measuring LTB4 inhibition with longer drug preincubation times (15 min vs 5 h). Further studies identified 11cc with a potency of 2.9 nM in FLAP binding, an IC50 of 76 nM for inhibition of LTB4 in human blood (5 h incubation) and excellent preclinical toxicology and pharmacokinetics in rat and dog. 11cc also demonstrated an extended pharmacodynamic effect in a rodent bronchoalveolar lavage (BAL) model. This compound has successfully completed phase 1 clinical studies in healthy volunteers and is currently undergoing phase 2 trials in asthmatic patients.

Side Chain Chlorinations of N-Heterocyclic Compounds by Trichloroisocyanuric Acid (TCC)

N-Heterocyclic compounds such as 2-methylpyridines, 2-methylquinoline, and 2-methylquinoxaline react with trichloroisocyanuric acid (TCC) without the addition of an initiator to provide the corresponding chloromethyl derivatives in good yields.