16081-87-1

Usage

Uses

Used in Pharmaceutical Research:
Pyrido[2,3-d]pyrimidin-4(1H)-one, 2-phenylis used as a building block for the development of new pharmaceutical compounds due to its unique structure and potential biological activities.
Used in Organic Synthesis:
Pyrido[2,3-d]pyrimidin-4(1H)-one, 2-phenylis used as a key intermediate in the synthesis of various organic compounds, contributing to the advancement of organic chemistry.
Used in Antitumor Applications:
Pyrido[2,3-d]pyrimidin-4(1H)-one, 2-phenylis used as an antitumor agent for its potential to inhibit tumor growth and progression, making it a promising candidate for cancer treatment.
Used in Protein Kinase Inhibition:
Pyrido[2,3-d]pyrimidin-4(1H)-one, 2-phenylis used as an inhibitor of protein kinases, which play a crucial role in various cellular processes. Its ability to inhibit these enzymes may contribute to the treatment of various diseases, including cancer.
Used in Cardiovascular Disease Treatment:
Pyrido[2,3-d]pyrimidin-4(1H)-one, 2-phenylis used as a potential treatment for cardiovascular diseases due to its potential to modulate biological pathways involved in these conditions.

Upstream product

• 112084-94-3 4-hydroxylamino-2-phenylpyrido<2,3-d>pyrimidine 
• 24517-64-4 2-amino-3-pyridinecarbonitrile 
• 98-88-4 benzoyl chloride 
• 112084-99-8 2-benzoylamino-3-(1',2',4'-oxadiazolyl-3')pyridine 
• 112085-00-4 N-Hydroxy-N'-(3-[1,2,4]oxadiazol-3-yl-pyridin-2-yl)-benzamidine 
• 119899-26-2 2-fluoronicotinic acid chloride 
• 618-39-3 benzamidin 
• 49609-84-9 2-Chloronicotinoyl chloride 
• 40134-18-7 methyl 2-chloropyridine-3-carboxylate 
• 1670-14-0 benzamidine monohydrochloride 
• 144267-78-7 methyl 2-(N-benzoylamino)-nicotinate 
• 13438-65-8 2-aminopyridine-3-carboxamide 
• 100-53-8 phenylmethanethiol 
• 100-46-9 benzylamine 

Downstream Products

• 353278-21-4 2-phenyl-N-(3-(trifluoromethyl)phenyl)pyrido[2,3-d]pyrimidin-4-amine 
• 41803-67-2 4-chloro-2-phenylpyrido[2,3-d]pyrimidine 
• 1436866-40-8 ethyl 2-[4-[(2-phenylpyrido[2,3-d]pyrimidin-4-yl)amino]phenyl]acetate 
• 1436866-41-9 2-[4-[(2-phenylpyrido[2,3-d]pyrimidin-4-yl)amino]phenyl]acetic acid 
• 1436866-39-5 (2-phenylpyrido[2,3-d]pyrimidin-4-yl) trifluoromethanesulfonate 

Relevant academic research and scientific papers

An efficient transition-metal-free route to quinazolin-4(3H)-onesvia2-aminobenzamides and thiols

An efficient approach to quinazolin-4(3H)-ones was developed by a one-pot intermolecular annulation reaction ofo-amino benzamides and thiols. This method has the features of good functional group tolerance, being transition metal and external oxidant free, and easy operation. Varieties of 2-aryl (heteroaryl) quinazolin-4(3H)-one, 2-phenyl-pyrido[2,3-d]pyrimidin-4(3H)-one and 3-phenyl-2H-1,2,4-benzo thiadiazine-1,1-dioxide derivatives were obtained with a yield of up to 98%. The control experiment revealed that the thiol substrate could promote the dehydroaromatization step.

Ortho -Naphthoquinone-catalyzed aerobic oxidation of amines to fused pyrimidin-4(3 H)-ones: A convergent synthetic route to bouchardatine and sildenafil

A facile access to fused pyrimidin-4(3H)-one derivatives has been established by using the metal-free ortho-naphthoquinone-catalyzed aerobic cross-coupling reactions of amines. The utilization of two readily available amines allowed a direct coupling strategy to quinazolinone natural product, bouchardatine, as well as sildenafil (Viagra) in a highly convergent manner. This journal is

Synthesis of 2-aryl quinazolinones: Via iron-catalyzed cross-dehydrogenative coupling (CDC) between N-H and C-H bonds

Herein, we describe the direct synthesis of quinazolinones via cross-dehydrogenative coupling between methyl arenes and anthranilamides. The C-H functionalization of the benzylic sp3 carbon is achieved by di-t-butyl peroxide under air, and the subsequent amination-aerobic oxidation process completes the annulation process. Iron catalyzed the whole reaction process and various kinds of functional groups were tolerated under the reaction conditions, providing 31 examples of 2-aryl quinazolinones using methyl arene derivatives in yields of 57-95percent. The synthetic potential has been demonstrated by the additional synthesis of aryl-containing heterocycles. This journal is

Quinazolin-4(3H)-ones and 5,6-dihydropyrimidin-4(3H)-ones from β-aminoamides and orthoesters

Quinazolin-4(3H)-ones have been prepared in one step from 2-aminobenzamides and orthoesters in the presence of acetic acid. Simple 2-aminobenzamides were easily converted to the heterocycles by refluxing in absolute ethanol with 1.5 equivalents of the orthoester and 2 equivalents of acetic acid for 12–24 h. Ring-substituted and hindered 2-aminobenzamides as well as cases incorporating an additional basic nitrogen required pressure tube conditions with 3 equivalents each of the orthoester and acetic acid in ethanol at 110?C for 12–72 h. The reaction was tolerant towards functionality on the benzamide and a range of structures was accessible. Workup involved removal of the solvent under vacuum and either recrystallization from ethanol or trituration with ether-pentane. Several 5,6-dihydropyrimidin-4(3H)-ones were also prepared from 3-amino-2,2-dimethylpropionamide. All products were characterized by melting point, FT-IR, 1H-NMR, 13C-NMR, and HRMS.

New Inhibitors of Breast Cancer Resistance Protein (ABCG2) Containing a 2,4-Disubstituted Pyridopyrimidine Scaffold

Multidrug resistance (MDR) occurring during cancer chemotherapy is a major obstacle for effectiveness and response to therapy and is often caused by ATP-binding cassette (ABC) efflux transporters. Belonging to the family of ABC transporters, breast cancer

Metal-free oxidative cyclization of 2-amino-benzamides, 2-aminobenzenesulfonamide or 2-(aminomethyl)anilines with primary alcohols for the synthesis of quinazolinones and their analogues

A general metal-free oxidative cyclization process has been developed for the synthesis of quinazolinones, benzothiadiazines and quinazolines. By this protocol, a range of substituted 2-aminobenzamides, 2-aminobenzenesulfonamide and 2-(aminomethyl)anilines react with various alcohols, leading to the desired annulated products smoothly. This protocol features many advantages as broad substrate scope, mild reaction conditions, low environmental pollution, high atom-economy and good to excellent yields.

Copper-catalyzed consecutive reaction to construct quinazolin-4(3H)-ones and pyrido[2,3-d]pyrimidin-4(3H)-ones

An efficient and practical copper-catalyzed consecutive synthesis of quinazolin-4(3H)-ones and pyrido[2,3-d]pyrimidin-4(3H)-ones from easily available 2-halobenzamides (or 2-halonicotinamides), aldehydes, and sodium azide has been developed, which gave the corresponding target products in 50-95% yields for 29 examples. This remarkable consecutive process involved sequential copper-catalyzed SNAr, reduction, cyclization, and oxidation. Notably, this work would provide a novel synthetic strategy for bioactive molecules containing quinazolinone class skeletons.

TANKYRASE INHIBITORS

The present invention relates to a compound of formula I wherein X is C(R6) or N, Y is C or N, and ring A, ring B, R1 and R2 have the meanings defined herein, provided that when ring B is carbocyclic, X is C(R6); or a pharmaceutically acceptable salt or solvate thereof. The compounds are tankyrase-1 and tankyrase-2 inhibitors and are useful in the treatment of a number of conditions, including cancer.

Identification of the fused bicyclic 4-amino-2-phenylpyrimidine derivatives as novel and potent PDE4 inhibitors

2-Phenyl-4-piperidinyl-6,7-dihydrothieno[3,4-d]pyrimidine derivative (2) was found to be a new PDE4 inhibitor with moderate PDE4B activity (IC 50 = 150 nM). A number of derivatives with a variety of 4-amino substituents and fused bicyclic pyrim

Highly efficient copper-catalyzed cascade synthesis of quinazoline and quinazolinone derivatives

We have developed a general and highly efficient copper-catalyzed method for synthesis of quinazoline and quinazolinone derivatives, the target products were obtained in good to excellent yields via cascade reactions of amidine hydrochlorides with substituted 2-halobenzaldehydes, 2-halophenylketones, or methyl 2-halobenzoates, and the method is of simple, economical and practical advantages. The Royal Society of Chemistry 2008.