38198-16-2

Basic information

• Product Name: 2-CHLOROMETHYL-4-METHYLPYRIDINE
• Synonyms: 2-CHLOROMETHYL-4-METHYLPYRIDINE;Pyridine, 2-(chloromethyl)-4-methyl- (7CI,9CI);Pyridine, 2-(chloroMethyl)-4-Methyl-
• CAS NO: 38198-16-2
• Molecular Formula: C₇H₈ClN
• Molecular Weight: 141.6
• Product Categories: PYRIDINE
• Mol File: 38198-16-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 51-52℃ (0.9 Torr)
• Flash Point: 103.7 °C
• Appearance: /
• Density: 1.118 g/cm³
• Vapor Pressure: 0.229mmHg at 25°C
• Refractive Index: 1.5326 (589.3 nm 20℃)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.38±0.20(Predicted)
• CAS DataBase Reference: 2-CHLOROMETHYL-4-METHYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLOROMETHYL-4-METHYLPYRIDINE(38198-16-2)
• EPA Substance Registry System: 2-CHLOROMETHYL-4-METHYLPYRIDINE(38198-16-2)

Safety Data

• Hazardous Substances Data: 38198-16-2(Hazardous Substances Data)

Usage

General Description

2-Chloromethyl-4-methylpyridine is a chemical compound with the molecular formula C7H8ClN. It is a highly flammable liquid that is soluble in water and organic solvents. This chemical is used as a building block in the synthesis of pharmaceutical compounds and agrochemicals. It is also used as an intermediate in the production of other organic compounds. Due to its toxic and flammable nature, proper safety precautions should be taken when handling and storing this chemical, and it should only be used by qualified individuals in a controlled laboratory setting.

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

Upstream product

• 1122-45-8 2,4-dimethylpyridine N-oxide 
• 98-59-9 p-toluenesulfonyl chloride 
• 55485-91-1 acetic acid 4-methyl-pyridin-2-ylmethyl ester 
• 108-47-4 2,4-lutidine 
• 74405-07-5 4-chloro-2,2-dimethyl-2H-benzo[e][1,3]oxazine 
• 42508-74-7 (4-methyl-2-pyridinyl)methanol 

Downstream Products

• 38746-50-8 4-methyl-2-pyridineacetonitrile 

Relevant articles and documents

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.

Superoxide dismutase activity of iron(II)TPEN complex and its derivatives

Superoxide is involved in the pathogenesis of various diseases, such as inflammation, ischemia-reperfusion injury and carcinogenesis. Superoxide dismutases (SODs) catalyze the disproportionation reaction of superoxide to produce oxygen and hydrogen peroxide, and can protect living cells against the toxicity of free radicals derived from oxygen. Thus, SODs and their functional mimics have potential value as pharmaceuticals. We have previously reported that Fe(II)tetrakis-N,N,N',N'-(2-pyridylmethyl)ethylenediamine (Fe(II)TPEN) has an excellent SOD activity (IC50=0.5 μM) among many iron complexes examined (J. Biol. Chem., 264, 9243-9249 (1989)). Fe(II)TPEN can act like native SOD in living cells, and protect Escherichia coli cells from free radical toxicity caused by paraquat. In order to develop more effective SOD functional mimics, we synthesized Fe(II)TPEN derivatives with electron-donating or electron-withdrawing groups at the 4-position of all pyridines of TPEN, and measured the SOD activities and the redox potentials of these complexes. Fe(II) tetrakis-N,N,N',N'-(4-methoxy-2-pyridylmethyl)ethylenediamine (Fe(II)(4MeO)4TPEN) had the highest SOD activity (IC50=0.1 μM) among these iron-based SOD mimics. In addition, a good correlation was found between the redox potential and the SOD activity of 15 Fe(II) complexes, including iron-based SOD mimics reported in the previous paper (J. Organometal. Chem., in press). Iron-based SOD mimics may be clinically applicable, because these complexes are generally tissue-permeable and show low toxicity. Therefore our findings should be significant for the development of clinically useful SOD mimics.

INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE

The present invention is directed to compounds which inhibit farnesyl-protein transferase (FTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras