1569-15-9

Basic information

• Product Name: 7-amino-4-methyl-1,8-naphthyridin-2-ol
• Synonyms: 7-Amino-4-methyl-1,8-naphthyridin-2-ol,98%;Einecs 216-375-0
• CAS NO: 1569-15-9
• Molecular Formula: C₉H₉N₃O
• Molecular Weight: 175.19
• EINECS: 216-375-0
• Mol File: 1569-15-9.mol

Chemical Properties

• Melting Point: 405 °C (decomp)
• Boiling Point: 445.9°C at 760 mmHg
• Flash Point: 223.5°C
• Appearance: /
• Density: 1.292g/cm³
• Vapor Pressure: 3.81E-08mmHg at 25°C
• Refractive Index: 1.634
• PKA: 3.49±0.20(Predicted)
• CAS DataBase Reference: 7-amino-4-methyl-1,8-naphthyridin-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 7-amino-4-methyl-1,8-naphthyridin-2-ol(1569-15-9)
• EPA Substance Registry System: 7-amino-4-methyl-1,8-naphthyridin-2-ol(1569-15-9)

Safety Data

• Hazardous Substances Data: 1569-15-9(Hazardous Substances Data)

Usage

Uses

Used in Pesticide Industry:
7-amino-4-methyl-1,8-naphthyridin-2-ol is used as an insecticide for its insecticidal activities. The compound has been shown to effectively control and manage various insect pests, thereby protecting crops and improving agricultural productivity. Its insecticidal properties make it a valuable addition to the arsenal of pest control agents, offering an alternative to traditional chemical pesticides.
Used in Pharmaceutical Industry:
7-amino-4-methyl-1,8-naphthyridin-2-ol is used as a potential pharmaceutical candidate for its diverse biological activities. The compound's unique chemical structure allows it to interact with various biological targets, making it a promising candidate for the development of new drugs. Its insecticidal properties could also be harnessed for the development of novel treatments for parasitic infections, offering a new approach to combating drug-resistant parasites.
Used in Chemical Research:
7-amino-4-methyl-1,8-naphthyridin-2-ol is used as a research tool in the field of organic chemistry and medicinal chemistry. The compound's unique structure and biological activities make it an interesting subject for further study, allowing researchers to explore its potential applications and optimize its properties for various uses. 7-amino-4-methyl-1,8-naphthyridin-2-ol can also serve as a starting material for the synthesis of new compounds with improved or novel biological activities.

InChI:InChI=1/C9H9N3O/c1-5-4-8(13)12-9-6(5)2-3-7(10)11-9/h2-4H,1H3,(H3,10,11,12,13)

Upstream product

• 141-86-6 2.6-diaminopyridine 
• 64-17-5 ethanol 
• 141-97-9 ethyl acetoacetate 
• 626-34-6 ethyl aminocrotonate 
• 130056-88-1 2-Amino-5-chloromethyl-7-hydroxy-1,8-naphthyridine 
• 63896-85-5 N-(6-amino-[2]pyridyl)-acetoacetamide 
• 39539-66-7 4-methyl-piperazine-1-carbonyl chloride 

Relevant articles and documents

Synthesis and pharmacological activities of 1,8-naphthyridine derivatives.

In the present study, a series of 2-substituted-4-methyl-7-amino/4,7-dimethyl-1,8-naphthyridines were synthesized and characterized by IR, 1H-NMR and elemental analysis. The compounds were investigated for anticonvulsant (125, 250 mg/kg), cardiac and antimicrobial activities. The compounds were screened for antibacterial activity against gram (+) bacteria (Staphylococcus epidermidis, Bacillus subtilis, Enterococcusfaecalis and Micrococcus luteus) and gram (-) bacteria (Proteus vulgaris, Pseudomonas aeruginosa, Escherichia coli and Salmonella typhi). All the compounds except 2-(3'-phenylaminopropyloxy)-4-methyl-7-amino-1,8-naphthyridine exhibited significant anticonvulsant activity. The anticonvulsant activity of 2-(3-morpholino-2'-hydroxypropyloxy)-4-methyl-7-amino-1,8-naphthyridine, 2-(3'-diphenylamino-2'-hydroxypropyloxy)-4-methyl-7-amino-1,8-naphthyridine and 2-(3'-diethanolamino-propyloxy)-4,7-dimethy-1,8-naphthyridine at the dose of 250 mg/kg were found to be equivalent to diazepam (5 mg/kg). Sympathetic blocking activity was observed with 2-(3'-phenylamino-2'-hydroxypropyloxy)-4-methyl-7-amino-1,8-naphthyridine, 2-(3'-diethanolamino-2'-hydroxypropyloxy)-4-methyl-7-amino-1,8-naphthyridine and 2-(3'-diphenylamino-2'-hydroxypropyloxy)-4-methyl-7-amino-1,8-naphthyridine only. All the compounds were devoid of antibacterial activity against the tested bacteria.

Antithrombotic quinoxazolines

Quinoxazolines having antithrombotic activity. Exemplary of those disclosed are: 4-{[6-(N-carboxymethyl-quinolin-8-yl-sulphonylamino)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzamidine, 4-{[6-(1-(N-cyclopentyl-carboxymethylcarbonylamino)-cyclo-propyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzamidine, and 4-{[7-(N-carboxymethylaminocarbonyl-ethylamino)-4-methyl-quinolin-2-yl]-oxo}-benzamidine.

One Step Synthesis of Pyrimidonaphthyridinones, Pyridopyrimidinones and 1,8-Naphthyridinones. Antihypertensive Agents. V

The condensation of 2,6-diaminopyridine and 2-acetamido-6-aminopyridine with β-keto esters in polyphosphoric acid was studied.In this reaction some 1,8-naphthyridinones, pyridopyrimidinones and pyrimidonaphthyridinones variously substituted were obtained.

Transition metal-naphthyridine chemical complexes

New coordination complex compounds formed between first row transition metal salts and naphthyridine compounds substituted with electron donor groups at positions ortho and para to the nitrogen positions.

1,4-Dithiino(2,3-c)pyrrole derivatives

New compounds of the formula: SPC1 Wherein A is a phenyl, pyridyl, pyridazinyl, 2-, 3- or 4-quinolyl or naphthyridinyl radical, or a said radical substituted by one or two atoms or radicals selected from halogen, alkyl, alkoxy cyano and nitro, R is alkyl, alkenyl or hydroxyalkyl, and n is zero or 1, possess pharmacological properties and are, in particular, active as tranquilisers, anti-convulsant agents, decontracturants and agents to produce hypnosis.