916203-59-3 Usage
Chemical Class
Naphthyridinone
Explanation
The compound belongs to the naphthyridinone class, which is a group of heterocyclic compounds with a naphthyridine ring structure.
Explanation
It is a heterocyclic compound, meaning it contains a ring of atoms with at least one atom being different from carbon.
Explanation
The compound has a naphthyridine ring structure, which is a type of fused-ring system containing nitrogen atoms.
Explanation
The compound has a 5-chloro-1-(2,6-dichlorophenyl) substituent attached to the naphthyridine ring, which contributes to its chemical properties and potential applications.
Explanation
It is used in the pharmaceutical industry as a potential drug candidate for various therapeutic applications due to its unique chemical structure and properties.
Explanation
The compound has been studied for its potential antifungal properties, which could make it useful in treating fungal infections.
Explanation
It has also been studied for its potential antibacterial properties, which could lead to its use in treating bacterial infections.
Explanation
The compound may have applications in the treatment of cancer due to its unique chemical structure and potential biological activities.
Explanation
It may also have potential applications in the treatment of other diseases, as further research is ongoing to explore its medicinal uses.
Explanation
Further research is being conducted to explore the potential medicinal uses of 1,6-Naphthyridin-2(1H)-one, 5-chloro-1-(2,6-dichlorophenyl)-, as its full range of applications and properties are not yet fully understood.
Heterocyclic Compound
Yes
Ring Structure
Naphthyridine
Substituent
5-chloro-1-(2,6-dichlorophenyl)
Pharmaceutical Industry
Potential drug candidate
Antifungal Properties
Potential
Antibacterial Properties
Potential
Cancer Treatment
Possible application
Other Disease Treatments
Possible application
Ongoing Research
Yes
Check Digit Verification of cas no
The CAS Registry Mumber 916203-59-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,1,6,2,0 and 3 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 916203-59:
(8*9)+(7*1)+(6*6)+(5*2)+(4*0)+(3*3)+(2*5)+(1*9)=153
153 % 10 = 3
So 916203-59-3 is a valid CAS Registry Number.
916203-59-3Relevant academic research and scientific papers
Unique tandem heck-lactamization naphthyridinone ring formation between acrylanilides and halogenated pyridines
Cvetovich, Raymond J.,Reamer, Robert A.,DiMichele, Lisa,Chung, John Y. L.,Chilenski, Jennifer R.
, p. 8610 - 8613 (2007/10/03)
The Heck coupling of acrylanilides with 4-bromo-2-chloro-3-iodo-pyridine using palladium acetate can produce bis-Heck products or undergo an unusual tandem Heck-lactamization ring formation to generate 5-chloro-1-aryl-1,6- naphthyridin-2(1H)-ones.
Synthesis of a naphthyridone p38 MAP kinase inhibitor
Chung, John Y. L.,Cvetovich, Raymond J.,McLaughlin, Mark,Amato, Joseph,Tsay, Fuh-Rong,Jensen, Mark,Weissman, Steve,Zewge, Daniel
, p. 8602 - 8609 (2007/10/03)
Compound 1 is a p38 MAP kinase inhibitor potentially useful for the treatment of rheumatoid arthritis and psoriasis. A novel six-step synthesis suitable for large-scale preparation was developed in support of a drug development program at Merck Research Laboratories. The key steps include a tandem Heck-lactamization, N-oxidation, and a highly chemoselective Grignard addition of 4-(N-tert-butylpiperidinyl)-magnesium chloride to a naphthyridone N-oxide. The N-oxide exerted complete chemoselectivity via chelation in directing the Grignard addition to the α position as opposed to 1,4-addition on the enelactam. The dihydropyridyl adduct was in situ aromatized with isobutylchloroformate followed by heating in pyridine. Syntheses of Grignard precursor, N-tert-butyl-4-chloro-piperidine, were accomplished via transamination with a quaternary ammonium piperidone or via addition of methylmagnesium chloride to an iminium ion. Utilizing this chemistry, multi-kilogram preparation of compound 1 was successfully demonstrated. American Chemical Society.
