97693-26-0

Basic information

• Product Name: 5-Pyrimidinecarbonitrile, 2-hydrazino-1,6-dihydro-1-methyl-6-oxo-4-phenyl-
• CAS NO: 97693-26-0
• Molecular Formula: C12H11N5O
• Molecular Weight: 241.252
• Mol File: 97693-26-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5-Pyrimidinecarbonitrile, 2-hydrazino-1,6-dihydro-1-methyl-6-oxo-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Pyrimidinecarbonitrile, 2-hydrazino-1,6-dihydro-1-methyl-6-oxo-4-phenyl-(97693-26-0)
• EPA Substance Registry System: 5-Pyrimidinecarbonitrile, 2-hydrazino-1,6-dihydro-1-methyl-6-oxo-4-phenyl-(97693-26-0)

Safety Data

• Hazardous Substances Data: 97693-26-0(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 2025-40-3 ethyl benzylidenecyanoacetate 
• 97693-21-5 2-methylsulfanyl-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile 
• 95534-78-4 1-methyl-2-(methylthio)-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile 

Downstream Products

• 1449008-58-5 1-methyl-6-oxo-4-phenyl-2-[3,4,6-trioxo-1,2,3,4,5,6-hexahydropyrano[2,3-c]pyrazol-2-yl]-1,6-dihydropyrimidine-5-carbonitrile 
• 1449008-60-9 3-cyanomethyl-8-methyl-7-oxo-5-phenyl-7,8-dihydro[1,2,4]triazolo[4,3-a]pyrimidine-6-carbonitrile 
• 1449008-61-0 ethyl 3-[2-cyano-N'-(5-cyano-1-methyl-6-oxo-4-phenyl-1,6-dihydropyrimidin-2-yl)acetohydrazido]-3-iminopropanoate 
• 216085-10-8 6-Cyano-8-methyl-3-p-nitrophenyl-5-phenyl-1,2,4-triazolo<4,3-a>pyrimidin-7-one 
• 216085-09-5 6-Cyano-8-methyl-3,5-diphenyl-1,2,4-triazolo<4,3-a>pyrimidin-7-one 

Relevant articles and documents

Synthesis, biological evaluation and molecular docking studies of some pyrimidine derivatives

Some novel pyrimidine-5-carbonitrile derivatives bearing various substituent have been synthesized. The structures of target compounds were confirmed by elemental analysis and spectral data. Some selected members of the newly synthesized compounds were investigated for their cytotoxic potency against certain human tumor cell lines. Five representative active anticancer compounds 6a, 6c, 6d, 17a and 18a were subjected to docking using MOE program on the 3D structure of two enzymes, namely; thymidylate synthase and dihydrofolate reductase. The antimicrobial activities of the synthesized compounds were tested against Staphylococcus aureus, Pseudomonas aeruginosa, Shigella flexneri and Candida albicans. Compounds 2c, 7a and 9c showed broad spectrum antimicrobial activity.

Reaction of pyrimidinonethione derivatives: Synthesis of N-methyl-2-hydrizinopyrimidine-4-one, thiazolo[3,4-b] N-methylpyrimidinone; 2-(1-pyrazolonyl) N-methylpyrimidine-4-one and 2-hydrazino-N-methyl pyrimidine-4-one derivatives

6-Aryl-5-cyano-4-pyrimidinone-2-thion derivatives 1a-c reacted with methyl iodide (1:2) to give the corresponding 2-S,N-dimethyl pyrimidine-4-one derivatives 2a-c. Compounds 2a-c were in turn, reacted with hydrazine hydrate to give the sulfur free reaction products 3a-c. These reaction products were taken as the starting materials for the synthesis of several new heterocyclic derivatives. Reaction of 3a-c with acetic anhydride and formic acid gave pyrimido triazines 4a-c and 7a-c, respectively. Their reactions with active methylene containing reagents gave the corresponding 2-(1-pyrazonyl)-N-methyl pyrimidine derivatives 9a-c and 10a-c, respectively. Their reactions with aromatic aldehydes afforded the corresponding 2-hydrazono pyrimidine derivatives 11a-c. The structure of these reactions products were established based on both elemental analysis and spectral data studies.

A One-Step Synthesis of 2-Methylthio-6-oxopyrimidine Derivatives: Preparation of Fused Pyrimidinones

Condensation of a ternary mixture of ethyl cyanoacetate, S-methylisothiourea and aromatic aldehydes in pyridine afforded directly the 4-aryl-5-cyano-6-oxopyrimidines IV in good yields.Alkylation of IV with alkyl halides in alkaline medium yielded the 1-al