215523-34-5

Basic information

• Product Name: 1,8-NAPHTHYRIDINE-2-CARBOXYLICACIDMONOHYDRATE
• Synonyms: 1,8-Naphthyridine-2-carboxylicacid(9CI);1,8-Naphthyridine-2-carboxylic acid;2-Carboxy-1,8-naphthyridine
• CAS NO: 215523-34-5
• Molecular Formula: C₉H₆N₂O₂
• Molecular Weight: 174.16
• Product Categories: NAPHTHYRIDINE
• Mol File: 215523-34-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 220℃(dec.)
• Boiling Point: 366.8 °C at 760 mmHg
• Flash Point: 175.6 °C
• Appearance: /
• Density: 1.421
• Vapor Pressure: 5.03E-06mmHg at 25°C
• Refractive Index: 1.697
• Storage Temp.: 2-8°C
• PKA: 3.65±0.30(Predicted)
• CAS DataBase Reference: 1,8-NAPHTHYRIDINE-2-CARBOXYLICACIDMONOHYDRATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-NAPHTHYRIDINE-2-CARBOXYLICACIDMONOHYDRATE(215523-34-5)
• EPA Substance Registry System: 1,8-NAPHTHYRIDINE-2-CARBOXYLICACIDMONOHYDRATE(215523-34-5)

Safety Data

• Hazardous Substances Data: 215523-34-5(Hazardous Substances Data)

Usage

General Description

1,8-Naphthyridine-2-carboxylic acid monohydrate is a chemical compound that is categorized as a naphthyridine carboxylic acid derivative. As reflected in the name, it consists of one molecule of water ("monohydrate"), which signifies it's a hydrated form of the compound. The chemical properties and uses depend on its specific derivatives or salts. It exhibits unique reactivity due to the aromatic rings in the naphthyridine structure. Though there isn't much specific information available, the primary use of the basic compounds is in the pharmaceutical industry, often as intermediates in a synthetic route to develop potential drugs. As always, the safe handling and use of such compounds should be adhered to, along with necessary safety measures.

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

Upstream product

• 64379-45-9 1,8-naphthyridine-2-carboxaldehyde 
• 7521-41-7 2-Aminonicotinaldehyde 
• 600-22-6 pyruvic acid methyl ester 
• 2802-08-6 (E)-4-(dimethylamino)but-3-en-2-one 
• 1569-16-0 2-methyl-[1,8]naphthyridine 
• 85191-50-0 (E)-2-styryl-1,8-naphthyridine 
• 125902-24-1 2-(Trichloromethyl)-1,8-naphthyridine 

Downstream Products

• 881675-48-5 [1,8]naphthyridine-2-carboxylic acid [4-methyl-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-phenyl]-amide 
• 289677-03-8 C₁₆H₁₀F₃N₃O 
• 289677-07-2 Naphthyridineamide 
• 1772625-41-8 (S)-4-benzyl-2-(1,8-naphthyridin-2-yl)-4,5-dihydrooxazole 

Relevant articles and documents

Controlling the Reactivity of a Metal-Hydroxo Adduct with a Hydrogen Bond

The enzymes manganese lipoxygenase (MnLOX) and manganese superoxide dismutase (MnSOD) utilize mononuclear Mn centers to effect their catalytic reactions. In the oxidized MnIIIstate, the active site of each enzyme contains a hydroxo ligand, and X-ray crystal structures imply a hydrogen bond between this hydroxo ligand and aciscarboxylate ligand. While hydrogen bonding is a common feature of enzyme active sites, the importance of this particular hydroxo-carboxylate interaction is relatively unexplored. In this present study, we examined a pair of MnIII-hydroxo complexes that differ by a single functional group. One of these complexes, [MnIII(OH)(PaPy2N)]+, contains a naphthyridinyl moiety capable of forming an intramolecular hydrogen bond with the hydroxo ligand. The second complex, [MnIII(OH)(PaPy2Q)]+, contains a quinolinyl moiety that does not permit any intramolecular hydrogen bonding. Spectroscopic characterization of these complexes supports a common structure, but with perturbations to [MnIII(OH)(PaPy2N)]+, consistent with a hydrogen bond. Kinetic studies using a variety of substrates with activated O-H bonds, revealed that [MnIII(OH)(PaPy2N)]+is far more reactive than [MnIII(OH)(PaPy2Q)]+, with rate enhancements of 15-100-fold. A detailed analysis of the thermodynamic contributions to these reactions using DFT computations reveals that the former complex is significantly more basic. This increased basicity counteracts the more negative reduction potential of this complex, leading to a stronger O-H BDFE in the [MnII(OH2)(PaPy2N)]+product. Thus, the differences in reactivity between [MnIII(OH)(PaPy2Q)]+and [MnIII(OH)(PaPy2N)]+can be understood on the basis of thermodynamic considerations, which are strongly influenced by the ability of the latter complex to form an intramolecular hydrogen bond.

FUSED BICYCLIC HETEROCYCLE DERIVATIVES AS PESTICIDES

The invention relates to novel compounds of the formula (I) or (I′) in which R1, R2, R3, Aa, Ab, Ac, Ad, Ae, Q and n have the definitions given above, to the use thereof as acaricides and/or insecticides for controlling animal pests and to processes and intermediates for the preparation thereof.

A one-pot method for the synthesis of naphthyridines via modified friedl?nder reaction

A one-pot method for the preparation of 1,8-naphthyridine derivatives is reported. The method involves the dimetalation of an appropriate N-2-pyridylpivalamide or tert-butylcarbamate followed by reaction with a β-dimethylamino or β-alkoxyacrolein derivative. This method is also applicable to 1,6-naphthyridines. Georg Thieme Verlag Stuttgart.