177082-62-1

Basic information

• Product Name: 8-methyl-1,3-diphenyl-5-(phenylamino)pyrido[2,3-d]pyrimidine-2,4,7(1H,3H,8H)-trione
• Synonyms: 5-anilino-8-methyl-1,3-diphenyl-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidine-2,4,7-trione
• CAS NO: 177082-62-1
• Molecular Formula: C₂₆H₂₀N₄O₃
• Molecular Weight: 436.462
• Mol File: 177082-62-1.mol

Chemical Properties

• Boiling Point: 569.3°C at 760 mmHg
• Flash Point: 298.1°C
• Density: 1.42g/cm³
• Vapor Pressure: 5.64E-13mmHg at 25°C
• Refractive Index: 1.744
• CAS DataBase Reference: 8-methyl-1,3-diphenyl-5-(phenylamino)pyrido[2,3-d]pyrimidine-2,4,7(1H,3H,8H)-trione(CAS DataBase Reference)
• NIST Chemistry Reference: 8-methyl-1,3-diphenyl-5-(phenylamino)pyrido[2,3-d]pyrimidine-2,4,7(1H,3H,8H)-trione(177082-62-1)
• EPA Substance Registry System: 8-methyl-1,3-diphenyl-5-(phenylamino)pyrido[2,3-d]pyrimidine-2,4,7(1H,3H,8H)-trione(177082-62-1)

Safety Data

• Hazardous Substances Data: 177082-62-1(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 177082-54-1 8-methyl-1,3-diphenyl-5-(4-toluenesulfonyloxy)-pyrido<2,3-d>pyrimidine-2,4,7(1H,3H,8H)-trione 
• 66400-26-8 6-methylamino-1,3-diphenyl-1H-pyrimidine-2,4-dione 
• 177082-44-9 5-hydroxy-8-methyl-1,3-diphenyl-pyrido<2,3-d>pyrimidine-2,4,7-trione 

Relevant articles and documents

5-AMINO-2,4,7-TRIOXO-3,4,7,8-TETRAHYDRO-2H-PYRIDO’2,3-D! PYRIMIDINE DERIVATIVES AND RELATED COMPOUNDS FOR THE TREATMENT OF CANCER

The present invention relates to a pyrimidine compound represented by the following formula [I] wherein each symbol is as defined in the specification, a pharmaceutically acceptable salt thereof, and a pharmaceutical agent for the prophylaxis or treatment of a disease caused by undesirable cell proliferation, particularly an antitumor agent, which contains such compound. The compound of the present invention has superior undesirable cell proliferation suppressing action, particularly, an antitumor action, and is useful as an antitumor agent for the prophylaxis or treatment of cancer, antirheumatoid agent and the like. In addition, by the combined use with other antitumor agent such as alkylating agent, metabolism antagonist and the like, it can be a more effective antitumor agent.

Ring closure reaction of 5-hydroxy-pyrido[2,3-d]pyrimidine-2,4,7-triones to benzo[b]pyrimido[4,5-h]1,6-naphthyridine-1,3,6-triones

N-Substituted aminouracils (1) react with malonates by cyclocondensation to 5-hydroxy-pyrido[2,3-d]pyrimidine-2,4,7-triones (2), which give with triethylorthoformate and aniline 6-(phenylaminomethylene)-pyrido[2,3-d]pyrimidine-tetraone (3). Halogenation of 2a-d (with R2 = Me) with phosphorylchloride leads to 5,7-dichloro-pyrido[2,3-d]pyrimidine-2,4-diones (4) by cleavage of the methyl group at N-8, whereas Vilsmeier reaction of 2 affords 5-chloro-6-formyl derivatives (6), which cyclize with arylamines to give benzo[b]pyrimido[4,5-h]1,6-naphthyridines (9). Compounds 9 were obtained independently by animation of the tosylates 5 to the 5-arylamino compounds 8, and Vilsmeier formylation to yield 9. Johann Ambrosius Barth 1996.