41877-40-1

Basic information

• Product Name: 3-Cyano-6-hydroxy-2-methylpyridine
• Synonyms: 3-Cyano-6-hydroxy-2-methylpyridine;6-hydroxy-2-methylnicotinonitrile;1,6-dihydro-2-Methyl-6-oxo-3-Pyridinecarbonitrile;2-Methyl-6-oxo-1,6-dihydro-pyridine-3-carbonitrile
• CAS NO: 41877-40-1
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.14
• Mol File: 41877-40-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 324.3 °C at 760 mmHg
• Flash Point: 149.9 °C
• Appearance: /
• Density: 1.2 g/cm³
• Vapor Pressure: 0.000248mmHg at 25°C
• Refractive Index: 1.552
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-Cyano-6-hydroxy-2-methylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyano-6-hydroxy-2-methylpyridine(41877-40-1)
• EPA Substance Registry System: 3-Cyano-6-hydroxy-2-methylpyridine(41877-40-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 41877-40-1(Hazardous Substances Data)

Usage

General Description

3-Cyano-6-hydroxy-2-methylpyridine is a chemical compound with the molecular formula C7H6N2O. It is a derivative of pyridine, and it contains a cyano group, a hydroxy group, and a methyl group. 3-Cyano-6-hydroxy-2-methylpyridine is used in the synthesis of pharmaceuticals and agrochemicals, and it has potential applications as a building block in organic synthesis. It is also used as a ligand in coordination chemistry, and it has been studied for its potential pharmacological properties. Additionally, it has been found to have antioxidant and anti-inflammatory properties. Overall, 3-Cyano-6-hydroxy-2-methylpyridine is a versatile compound with potential applications in various fields.

InChI:InChI=1/C7H6N2O/c1-5-6(4-8)2-3-7(10)9-5/h2-3H,1H3,(H,9,10)

Upstream product

• 870-64-4 2-aminocrotononitrile 
• 763-33-7 (E)-3-aminocrotononitrile 
• 922-67-8 propynoic acid methyl ester 
• 1118-61-2 3-Aminocrotononitrile 
• 623-47-2 propynoic acid ethyl ester 

Downstream Products

• 1721-23-9 2-methyl-nicotinonitrile 
• 66909-36-2 6-chloro-2-methyl-3-pyridinecarbonitrile 
• 116986-12-0 2-(bromomethyl)nicotinonitrile 
• 105277-14-3 5-bromo-7-methyl-1,6-naphthyridin-2(1H)-one 

Relevant articles and documents

3-(1H-PYRAZOL-4-YL)PYRIDINE ALLOSTERIC MODULATORS OF THE M4 MUSCARINIC ACETYLCHOLINE RECEPTOR

The present invention is directed to pyrazol-4-yl-pyridine compounds which are allosteric modulators of the M4 muscarinic acetylcholine receptor. The present invention is also directed to uses of the compounds described herein in the potential treatment or prevention of neurological and psychiatric disorders and diseases in which M4 muscarinic acetylcholine receptors are involved. The present invention is also directed to compositions comprising these compounds. The present invention is also directed to uses of these compositions in the potential prevention or treatment of such diseases in which M4 muscarinic acetylcholine receptors are involved.

One-Step Synthetic Access to Isosteric and Potent Anticancer Nitrogen Heterocycles with the Benzo[c]phenanthridine Scaffold

A versatile one-step two-component cyclization to build new tetracyclic nitrogen heterocycles is described. Ortho-methylhetarenecarbonitrile components were condensed with aldehydes to access a large library of differently substituted ring systems. The heterocyclic core can be easily modified by variation of the position of the endocyclic nitrogen atom in the o-methylhetarenecarbonitrile substrate. The manner of the nucleophilic attack that leads to the condensation can be triggered by different electron-density distribution in the molecule induced by the position of the nitrogen atom. Taking this into account, there is an electronic preference that leads to either pyridophenanthrolines or the corresponding pyridoazacarbazoles as the main products. We demonstrate the high antitumor potential of some of our synthesized heterocycles, which is strongly dependent on the substitution pattern introduced through the aldehyde component. The position and number of endocyclic nitrogen atoms play an important role regarding cytotoxicity of the studied compounds. Isosteric nitrogen heterocycles: A large library of heterocycles, some possessing promising anticancer properties, with different substitution patterns is accessible by a facile one-step cyclization method through application of different aldehydes and distinct o-methylhetarenecarbonitrile components with diverse numbers of nitrogen atoms at various positions in the ring (see scheme).

Azaindenoisoquinolines as topoisomerase i inhibitors and potential anticancer agents: A systematic study of structure-activity relationships

A comprehensive study of a series of azaindenoisoquinoline topoisomerase I (Top1) inhibitors is reported. The synthetic pathways have been developed to prepare 7-, 8-, 9-, and 10-azaindenoisoquinolines. The present study shows that 7-azaindenoisoquinolines possess the greatest Top1 inhibitory activity and cytotoxicity. Additionally, the introduction of a methoxy group into the D-ring of 7-azaindenoisoquinolines improved their biological activities, leading to new lead molecules for further development. A series of QM calculations were performed on the model "sandwich" complexes of azaindenoisoquinolines with flanking DNA base pairs from the Drug-Top1-DNA ternary complex. The results of these calculations demonstrate how changes in two forces contributing to the π-π stacking (dispersion and charge-transfer interactions) affect the binding of the drug to the Top1-DNA cleavage complex and thus modulate the drug's Top1 inhibitory activity.