49850-62-6

Basic information

• Product Name: 1,5-NAPHTHYRIDINE-2-CARBOXYLICACID
• Synonyms: 2-Carboxy-1,5-naphthyridine
• CAS NO: 49850-62-6
• Molecular Formula: C₉H₆N₂O₂
• Molecular Weight: 174.16
• Mol File: 49850-62-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: >200°C
• Boiling Point: 366.766 °C at 760 mmHg
• Flash Point: 175.614 °C
• Appearance: /
• Density: 1.421 g/cm³
• Vapor Pressure: 5.03E-06mmHg at 25°C
• Refractive Index: 1.697
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.22±0.30(Predicted)
• CAS DataBase Reference: 1,5-NAPHTHYRIDINE-2-CARBOXYLICACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-NAPHTHYRIDINE-2-CARBOXYLICACID(49850-62-6)
• EPA Substance Registry System: 1,5-NAPHTHYRIDINE-2-CARBOXYLICACID(49850-62-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 49850-62-6(Hazardous Substances Data)

Usage

General Description

1,5-Naphthyridine-2-carboxylic acid is a heterocyclic organic compound with the molecular formula C11H7NO2. It is a derivative of naphthyridine, containing a carboxylic acid functional group at the 2-position. 1,5-NAPHTHYRIDINE-2-CARBOXYLICACID is used in the pharmaceutical industry as a building block for the synthesis of biologically active compounds and drugs. It exhibits antibacterial properties and has been studied for its potential as an antibiotic and antifungal agent. Additionally, 1,5-naphthyridine-2-carboxylic acid has also been investigated for its potential use in the development of new materials and as a fluorescent probe for detecting metal ions.

InChI:InChI=1/C9H6N2O2/c12-9(13)8-4-3-6-7(11-8)2-1-5-10-6/h1-5H,(H,12,13)

Upstream product

• 27305-48-2 1,5-naphthyridine N-⁽¹⁾-oxide 
• 1142927-36-3 1,5-naphthyridine-2-carbonitrile 
• 254-79-5 1,5-naphthyridine 
• 250674-50-1 ethyl 4,6-dichloro-1,5-naphthyridinecarboxylate 
• 24677-83-6 [1,5]naphthyridine-2-carboxylic acid ethyl ester 

Downstream Products

• 1147130-43-5 N-(5-phenylpentyl)-[1,5]naphthyridine-2-carboxamide 
• 1147130-45-7 N-(4-phenoxy-2-butynyl)-[1,5]naphthyridine-2-carboxamide 
• 1147130-44-6 N-(4-phenoxy-2-butenyl)-[1,5]naphthyridine-2-carboxamide 
• 1174670-80-4 C₂₁H₁₉N₃O₂ 
• 1174670-88-2 C₁₆H₁₃N₃O₂ 

Relevant articles and documents

Regioselective Cyanation of Six-Membered N-Heteroaromatic Compounds Under Metal-, Activator-, Base- and Solvent-Free Conditions

A regioselective cyanation of heteroaromatic N-oxides with trimethylsilyl cyanide has been developed to obtain 2-substituted N-heteroaromatic nitrile without the requirement of any external activator-, metal-, base-, and solvent. The present protocol is a straightforward, one-pot heteroaromatic C?H cyanation process, and proceeds smoothly in conventional heating but also under microwave irradiation with shorter reaction times. This approach now allows access to a broad class of quinoline N-oxides and other heteroarene N-oxides with high to good yields and can also be scaled up to obtain gram quantities. Further application of this process was observed and utilized in late-stage cyanation of the anti-malarial drug quinine as well as transformation of the 2-cyanoazines to a series of biologically important molecules. Based on the experimental observations, a plausible mechanism has also been proposed highlighting the dual role of trimethylsilyl cyanide as a nitrile source and as an activating agent. (Figure presented.).

NOVEL ANTIFUNGAL AGENT COMPRISING HETEROCYCLIC COMPOUND

The present invention provides an antifungal agent represented by the formula: [wherein A1 represents a 3-pyridyl group which may have a substituent, a quinolyl group which may have a substituent, or the like; X1 represents a group represented by the formula -NH-C(=O)-, a group represented by the formula -C(=O)-NH-, or the like; E represents a furyl group, a thienyl group, a pyrrolyl group, a phenyl group, a pyridyl group, a tetrazolyl group, a thiazolyl group or a pyrazolyl group; with the proviso that A1 may have 1 to 3 substituents, and E has one or two substituents].