5467-69-6

Basic information

• Product Name: 2-METHOXY-5-NITRO-6-PICOLINE
• Synonyms: 6-Methoxy-3-nitro-2-methylpyridine;2-METHOXY-5-NITRO-6-METHYLPYRIDINE;2-METHOXY-5-NITRO-6-PICOLINE (2-METHOXY-6-METHYL-5-NITROPYRIDINE);6-methoxy-2-methyl-3-nitropyridine;2-Methyl-3-nitro-6-methyoxypyridine;2-Methoxy-5-nitropyridine;6-Metho×y-2-Methyl-3-nitropyridine;6-Methoxy-2-Methyl-3-nitro-pyridin
• CAS NO: 5467-69-6
• Molecular Formula: C₇H₈N₂O₃
• Molecular Weight: 168.15
• Product Categories: Pyridines;Boronic Acid;Pyridine
• Mol File: 5467-69-6.mol

Chemical Properties

• Melting Point: 104-108 ºC
• Boiling Point: 261.1 °C at 760 mmHg
• Flash Point: 111.7 °C
• Appearance: /
• Density: 1.247 g/cm³
• Vapor Pressure: 3.73E-16mmHg at 25°C
• Refractive Index: 1.84
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 0.09±0.10(Predicted)
• CAS DataBase Reference: 2-METHOXY-5-NITRO-6-PICOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXY-5-NITRO-6-PICOLINE(5467-69-6)
• EPA Substance Registry System: 2-METHOXY-5-NITRO-6-PICOLINE(5467-69-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• Hazardous Substances Data: 5467-69-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Methoxy-5-nitro-6-picoline is used as a building block in organic synthesis for the production of various compounds, including pharmaceuticals, dyes, and agrochemicals. Its versatile structure allows for further chemical modifications and functionalization, making it a valuable intermediate in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2-Methoxy-5-nitro-6-picoline is used as a key component in the development of new drugs. Its potential biological and pharmacological properties, such as the ability to interact with receptors in the central nervous system, make it a promising candidate for the treatment of various diseases and disorders.
Used in Medicinal Chemistry:
2-Methoxy-5-nitro-6-picoline plays a significant role in medicinal chemistry, where it is employed for the design and synthesis of novel therapeutic agents. Its unique chemical structure and functional groups enable the development of compounds with specific biological activities, contributing to the advancement of drug discovery and development.
Used in Agrochemical Development:
In the agrochemical industry, 2-Methoxy-5-nitro-6-picoline is utilized as a building block for the synthesis of various agrochemicals, such as pesticides and herbicides. Its chemical properties allow for the creation of effective and targeted compounds that can be used to protect crops and enhance agricultural productivity.

InChI:InChI=1/C21H12I2N2O/c22-12-3-7-15-16-8-4-13(23)10-18(16)20-19(17(15)9-12)24-21(25-20)11-1-5-14(26)6-2-11/h1-10,24-25H

Upstream product

• 22280-60-0 6-chloro-4-methyl-3-nitropyridine 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 28489-45-4 6-methyl-5-nitropyridin-2-ol 
• 22280-62-2 6-methyl-5-nitro-2-pyridinamine 
• 63071-03-4 2-methoxy-6-methyl-pyridine 
• 823-96-1 Trimethylboroxine 
• 28489-45-4 6-methyl-5-nitropyridin-2(1H)-one 
• 5446-92-4 2-methoxy-5-nitropyridine 
• 16427-42-2 methanesulfonic acid 2,2-dimethyl-propyl ester 

Downstream Products

• 52090-56-9 3-amino-6-methoxy-2-methylpyridine 
• 17288-40-3 5-methoxy-4-aza-1H-indole 
• 28489-45-4 6-methyl-5-nitropyridin-2-ol 
• 1198085-41-4 5-cyclopropyl-3-(2,6-dichlorophenyl)-4-((6-methyl-5-nitropyridin-2-yloxy)methyl) isoxazole 
• 42309-15-9 2,6-Dibrom-1,5-naphthyridin 
• 17322-90-6 ethyl 5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylate 
• 17288-33-4 5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid 
• 1027068-77-4 5-oxo-4,5-dihydro-1H-pyrrolo<3,2-b>pyridine-3-carbaldehyde 
• 17288-55-0 3-formyl-5-methoxy-1H-pyrrolo<3,2-b>pyridine 

Relevant articles and documents

Alkylation of Nitropyridines via Vicarious Nucleophilic Substitution

Electrophilic nitropyridines react with sulfonyl-stabilized carbanions to give products of C-H alkylation via vicarious nucleophilic substitution. The process consists of formation of the Meisenheimer-type adduct followed by base-induced β-elimination of the sulfinic acid (e.g., PhSO2H). Mechanistic studies reveal that in the latter step alkyl substituent and adjacent nitro group tend to planarize for effective stabilization of benzyl anion, and thus, adduct of hindered isopropyl carbanion remains stable toward elimination for steric reasons.

Phenacylation of 6-methyl-beta-nitropyridin-2-ones and further heterocyclization of products

Reaction between the derivatives of 6-methyl-beta-nitropyridin-2-one and phenacyl bromides was studied, and the yields observed were extremely low. The pyridones were converted via chloropyridines to methoxyderivatives, which were N-phenacylated. N-Phenacyl derivatives of 4,6-dimethyl-5-nitropyridin-2-one under the action of base gave 5-hydroxy-8-nitroindolizine and under acidic conditions gave 5-methyl-6-nitrooxazole[3,2-a]pyridinium salt, which underwent recycization with MeONa to 5-methoxy-8-nitroindolizine.

INHIBITORS OF JANUS KINASES

The instant invention provides for compounds that inhibit the four known mammalian JAK kinases (JAK1, JAK2, JAK3 and TYK2) and PDK1. The invention also provides for compositions comprising such inhibitory compounds and methods of inhibiting the activity of JAK1, JAK2, JAK3, TYK2 and PDK1 by administering the compound to a patient in need of treatment for myeloproliferative disorders or cancer.

Heterocyclic FXR binding compounds

The present invention relates to compounds which bind to the NR1H4 receptor (FXR) and act as agonists or partial agonists of the NR1H4 receptor (FXR). The invention further relates to the use of the compounds for the preparation of a medicament for the treatment of diseases and/or conditions through binding of said nuclear receptor by said compounds, and to a process for the synthesis of said compounds.

PYRROLOPYRIDINE-2-CARBOXYLIC ACID AMIDE INHIBITORS OF GLYCOGEN PHOSHORYLASE

Compounds represented by Formula (I): or pharmaceutically acceptable salts thereof, are inhibitors of glycogen phosphorylase and are useful in the prophylactic or therapeutic treatment of diabetes, hyperglycemia, hypercholesterolemia, hyperinsulinemia, hyperlipidemia, hypertension, atherosclerosis or tissue ischemia e.g. myocardial ischemia, and as cardioprotectants.

HETEROARYL- SUBSTITUTED PYRROLO` 2, 3- B! PYRIDINE DERIVATIVES AS CRF RECEPTOR ANTAGONISTS

The present invention provides compounds of formula (I) including stereoisomers, prodrugs and pharmaceutically acceptable salts or solvates thereof, to processes for their preparation, to pharmaceutical compositions containing them and to their use in the treatment of conditions mediated by corticotropin-releasing factor (CRF).

5-HT1F agonists

The present invention relates to a compound of formula (I): or a pharmaceutical acid addition salt thereof; which is useful for activating 5-HT1freceptors and inhibiting protein extravasation in a mammal.

SUBSTITUTED HETEROAROMATIC 5-HT1F AGONISTS

This invention provides novel 5-HT 1F agonists of the Formula STR1 in which X, Y, E, R, A, B, and n are as defined in the specification, which are useful for the treatment of migraine and associated disorders.

Substituted heteroaromatic 5-HT 1F agonists

This invention provides novel 5-HT1Fagonists of the Formula in which X, Y, E, R, A, B, and n are as defined in the specification, which are useful for the treatment of migraine and associated disorders.