15936-09-1

Basic information

• Product Name: 1,8-NAPHTHYRIDIN-2(8H)-ONE
• Synonyms: 1,8-naphthyridine-2(1H)-o...;1,8-naphthyridine-2(1H)-one;1,8-naphthyridin-2-ol;8H-1,8-Naphthyridin-2-one;1,2-dihydro-1,8-naphthyridin-2-one;1,8-NAPHTHYRIDIN-2(8H)-ONE
• CAS NO: 15936-09-1
• Molecular Formula: C₈H₆N₂O
• Molecular Weight: 146.15
• Mol File: 15936-09-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 197-199 °C(Solv: benzene (71-43-2))
• Boiling Point: 391.8 °C at 760 mmHg
• Flash Point: 190.8 °C
• Appearance: /
• Density: 1.267g/cm³
• Vapor Pressure: 2.4E-06mmHg at 25°C
• Refractive Index: 1.602
• PKA: 2.61±0.20(Predicted)
• CAS DataBase Reference: 1,8-NAPHTHYRIDIN-2(8H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-NAPHTHYRIDIN-2(8H)-ONE(15936-09-1)
• EPA Substance Registry System: 1,8-NAPHTHYRIDIN-2(8H)-ONE(15936-09-1)

Safety Data

• Hazardous Substances Data: 15936-09-1(Hazardous Substances Data)

Usage

General Description

1,8-Naphthyridin-2(8H)-one, also known as 2H-1,8-Naphthyridin-2-one, is a chemical compound known for its heterocyclic aromatic organic structure. It is categorized under naphthyridines (compounds containing a naphthyridine moiety, which is a six-membered heterocyclic, aromatic ring made up of four carbon atoms along with two nitrogen atoms) and used frequently as intermediates in pharmaceutical and chemical research for its carbonyl group and aromatic ring which serve as reactive sites for further derivatization. 1,8-NAPHTHYRIDIN-2(8H)-ONE is quite significant due to its potential biological activities. However, specific details about its safety, toxicity, or potential hazards are relatively unknown, necessitating careful handling and storage.

InChI:InChI=1/C8H6N2O/c11-7-4-3-6-2-1-5-9-8(6)10-7/h1-5H,(H,9,10,11)

Upstream product

• 15992-83-3 [1,8]naphthyridin-2-ylamine 
• 104830-06-0 3-iodo-2-aminopyridine 
• 292638-85-8 acrylic acid methyl ester 
• 78607-36-0 2-chloro-3-iodopyridine 
• 6298-19-7 2-chloro-3-aminopyridine 
• 104830-08-2 ethyl 2-chloro-3-pyridineacrylate 
• 104830-07-1 ethyl 2-amino-3-pyridineacrylate 
• 127446-37-1 2-<(2,2-Dimethyl-1-oxopropyl)amino>-β-hydroxy-3-pyridinepropanoic Acid, 1,1-Dimethylethyl Ester 
• 125902-24-1 2-(Trichloromethyl)-1,8-naphthyridine 
• 141-86-6 2.6-diaminopyridine 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 1452560-14-3 (E)-methyl 3-(2-aminopyridin-3-yl)acrylate 
• 7521-41-7 2-Aminonicotinaldehyde 
• 15936-10-4 2-chloro-1,8-naphthyridine 

Downstream Products

• 15936-10-4 2-chloro-1,8-naphthyridine 
• 40000-79-1 3,4-dihydro-1H-[1,8]naphthyridin-2-one 
• 110681-64-6 [Rh₃(C₈H₅N₂O)2(CO)4(P(C₆H₅)3)2]⁽¹⁺⁾*ClO₄^(1-)=[Rh₃(C₈H₅N₂O)2(CO)4(P(C₆H₅)3)2]ClO₄ 
• 61323-17-9 2-bromo-1,8-naphthyridine 
• 960590-82-3 binaphthyridylamine 

Relevant articles and documents

Nonhelical heterometallic [Mo2M(npo)4(NCS)2] string complexes (M = Fe, Co, Ni) with high single-molecule conductance

Using the planar 1,8-naphthyridin-2(1H)-one (Hnpo) ligand, novel nonhelical HMSCs [Mo2M(npo)4(NCS)2] (M = Fe, Co, Ni) were synthesised and they exhibited high single-molecule conductance.

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Design, synthesis, and protein crystallography of biaryltriazoles as potent tautomerase inhibitors of macrophage migration inhibitory factor

Optimization is reported for biaryltriazoles as inhibitors of the tautomerase activity of human macrophage migration inhibitory factor (MIF), a proinflammatory cytokine associated with numerous inflammatory diseases and cancer. A combined approach was taken featuring organic synthesis, enzymatic assaying, crystallography, and modeling including free-energy perturbation (FEP) calculations. X-ray crystal structures for 3a and 3b bound to MIF are reported and provided a basis for the modeling efforts. The accommodation of the inhibitors in the binding site is striking with multiple hydrogen bonds and aryl-aryl interactions. Additional modeling encouraged pursuit of 5-phenoxyquinolinyl analogues, which led to the very potent compound 3s. Activity was further enhanced by addition of a fluorine atom adjacent to the phenolic hydroxyl group as in 3w, 3z, 3aa, and 3bb to strengthen a key hydrogen bond. It is also shown that physical properties of the compounds can be modulated by variation of solvent-exposed substituents. Several of the compounds are likely the most potent known MIF tautomerase inhibitors; the most active ones are more than 1000-fold more active than the well-studied (R)-ISO-1 and more than 200-fold more active than the chromen-4-one Orita-13.