39853-81-1

Basic information

• Product Name: 2-Chloro-6-methylnicotinoylchloride
• Synonyms: 2-Chloro-6-methylnicotinoylchloride;2-Chloro-6-methyl-3-pyridinecarbonyl chloride
• CAS NO: 39853-81-1
• Molecular Formula: C₇H₅Cl₂NO
• Molecular Weight: 190.0267
• EINECS: -0
• Mol File: 39853-81-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 277℃
• Flash Point: 121℃
• Appearance: /
• Density: 1.384
• Vapor Pressure: 0.00462mmHg at 25°C
• Refractive Index: 1.5715
• PKA: -1.03±0.10(Predicted)
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 2-Chloro-6-methylnicotinoylchloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-6-methylnicotinoylchloride(39853-81-1)
• EPA Substance Registry System: 2-Chloro-6-methylnicotinoylchloride(39853-81-1)

Safety Data

• Statements: 34
• Safety Statements: 20-26-36/37/39-45
• RIDADR: UN3265
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 39853-81-1(Hazardous Substances Data)

Usage

Description

2-Chloro-6-methylnicotinoylchloride, also known as 2-Chloro-6-methylpyridine-3-carbonyl chloride, is a chemical compound with the formula C7H6Cl2NO. It is a white to off-white crystalline powder that is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a reagent in organic synthesis to introduce the 6-methylpyridine-3-carbonyl chloride functional group into various organic molecules. 2-Chloro-6-methylnicotinoylchloride is considered to be corrosive and may cause irritation to the skin and eyes upon contact. Additionally, it should be handled and stored in a well-ventilated area in a tightly sealed container, away from heat and open flame.

Uses

Used in Pharmaceutical Industry:
2-Chloro-6-methylnicotinoylchloride is used as an intermediate in the synthesis of pharmaceuticals for its ability to introduce the 6-methylpyridine-3-carbonyl chloride functional group into various organic molecules, which can enhance the properties and effectiveness of the final drug product.
Used in Agrochemical Industry:
2-Chloro-6-methylnicotinoylchloride is used as an intermediate in the synthesis of agrochemicals for its ability to introduce the 6-methylpyridine-3-carbonyl chloride functional group into various organic molecules, which can improve the performance and efficacy of the final agrochemical product.
Used in Organic Synthesis:
2-Chloro-6-methylnicotinoylchloride is used as a reagent in organic synthesis for its ability to introduce the 6-methylpyridine-3-carbonyl chloride functional group into various organic molecules, enabling the creation of new compounds with specific properties and applications.

InChI:InChI=1/C7H5Cl2NO/c1-4-2-3-5(7(9)11)6(8)10-4/h2-3H,1H3

Upstream product

• 38116-61-9 2-hydroxy-6-methylnicotinic acid 
• 30529-70-5 2-chloro-6-methyl nicotinic acid 

Downstream Products

• 54957-84-5 2-chloro-6-methyl-3-pyridinecarboxamide 
• 53277-47-7 2-chloro-6-methylnicotinic acid methyl ester 
• 78593-73-4 N-Ethyl-6-methyl-2-phenylamino-nicotinamide 
• 78593-71-2 6,N-Dimethyl-2-p-tolylamino-nicotinamide 
• 101952-52-7 N-Ethyl-6-methyl-2-p-tolylamino-nicotinamide 
• 78593-72-3 2-(4-Methoxy-phenylamino)-6,N-dimethyl-nicotinamide 
• 78593-78-9 N-Butyl-6-methyl-2-phenylamino-nicotinamide 
• 78593-76-7 6-Methyl-N-propyl-2-p-tolylamino-nicotinamide 
• 78593-75-6 N-Ethyl-2-(4-methoxy-phenylamino)-6-methyl-nicotinamide 
• 78593-79-0 N-Butyl-6-methyl-2-p-tolylamino-nicotinamide 
• 78593-77-8 2-(4-Methoxy-phenylamino)-6-methyl-N-propyl-nicotinamide 
• 39745-40-9 2-chloro-6-methyl-3-aminopyridine 
• 676534-28-4 2-chloro-N-(cyclohexylmethyl)-6-methylnicotinamide 
• 676534-08-0 2-chloro-N-cyclohexyl-6-methylnicotinamide 

Relevant articles and documents

Synthesis of 2-pyridone-fused 2,2′-bipyridine derivatives. An unexpectedly complex solid state structure of 3,6-dimethyl-9H-4,5,9- triazaphenanthren-10-one

2-Pyridone-fused 2,2′-bipyridine derivatives 1a and 1b were synthesised. X-Ray diffraction analysis of 1b revealed a highly complex solid state structure with a disordered molecule imbedded in a channel structure formed by a centrosymmetric lattice of hexagonally packed, hydrogen bonded columns. The columns are assembled from three symmetry independent molecules. Dimerisation of the self-complementary cis-amide hydrogen bond motif is overridden by the fulfilment of the proton coordination ability of the phenanthroline nitrogens in accordance with Etter's rules of hydrogen bond priorities. The Royal Society of Chemistry 2005.

Design, synthesis, and biological evaluation of AT1 angiotensin II receptor antagonists based on the pyrazolo[3,4-b]pyridine and related heteroaromatic bicyclic systems

Novel AT1 receptor antagonists bearing the pyrazolo[3,4-b] pyridine bicyclic heteroaromatic system (or structurally related moieties) were designed and synthesized as the final step of a large program devoted to the development of new antihypertensive agents and to the understanding of the molecular basis of their pharmacodynamic and pharmacokinetic properties. The preliminary pharmacological characterization revealed nanomolar AT1 receptor affinity for several compounds of the series and a potent antagonistic activity in isolated rabbit aortic strip functional assay for 7c and 8a. These results stimulated the study of the biopharmaceutical properties of some selected compounds, which were found to be characterized by a permeability from medium to high. Remarkably, the least permeable 7c showed both permeability and oral bioavailability (80%) higher than losartan, but its terminal half-life was shorter. These results suggest that the permeability is not a limiting factor in the pharmacokinetics of these AT1 receptor antagonists.

2-Phenyl-3H-imidazopyridine-3-acetamides as Non-Benzodiazepine Anticonvulsants and Anxiolytics

A series of 2-phenyl-3H-imidazopyridine-3-acetamides were designed and synthesized as non-benzodiazepine anxiolytics based on a molecular disconnection of a typical 1,4-benzodiazepine (BZD).A number of these compounds showed submicromolar potency i