95534-78-4

Basic information

• Product Name: 1-methyl-2-(methylsulfanyl)-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile
• Synonyms: 1-methyl-2-(methylsulfanyl)-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile
• CAS NO: 95534-78-4
• Molecular Formula: C₁₃H₁₁N₃OS
• Molecular Weight: 257.31094
• Mol File: 95534-78-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-methyl-2-(methylsulfanyl)-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-2-(methylsulfanyl)-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile(95534-78-4)
• EPA Substance Registry System: 1-methyl-2-(methylsulfanyl)-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile(95534-78-4)

Safety Data

• Hazardous Substances Data: 95534-78-4(Hazardous Substances Data)

Upstream product

• 70638-52-7 5-cyano-6-phenyl-2-thiouracil 
• 74-88-4 methyl iodide 
• 2025-40-3 ethyl benzylidenecyanoacetate 
• 100-52-7 benzaldehyde 
• 97693-21-5 2-methylsulfanyl-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile 

Downstream Products

• 1311274-10-8 N'-(5-cyano-1-methyl-6-oxo-4-phenyl-pyrimidin-2-yl)pyridine-4-carbohydrazide 
• 1311274-12-0 N'-(5-cyano-1-methyl-6-oxo-4-phenylpyrimidin-2-yl)-4-(4-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carbohydrazide 
• 1311393-88-0 N-(4-(2-(2-(5-cyano-3-N-methyl-4-oxo-6-phenyl-3,4-dihydropyrimidin-2-yl)hydrazinyl)-2-oxoethoxy)phenyl)acetamide 
• 1311393-93-7 6-phenyl-5-cyano-2-[2-methoxy-4-(prop-2-en-1-yl)phenoxyacetohydrazone]-3-N-methyl-3,4-dihydropyrimidin-4-one 
• 1449008-56-3 2-(4-benzylpiperazin-1-yl)-1-methyl-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile 
• 1449008-54-1 1-methyl-6-oxo-4-phenyl-2-(1-piperidinyl)-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 
• 1449008-58-5 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 
• 97693-32-8 2-{N'-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-hydrazino}-1-methyl-6-oxo-4-phenyl-1,6-dihydro-pyrimidine-5-carbonitrile 
• 97693-34-0 4-Methyl-5-oxo-7-phenyl-4,5-dihydro-tetrazolo[1,5-a]pyrimidine-6-carbonitrile 

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.

Synthesis and screening of substituted eugenol and paracetamol linked pyrimidines

Several 6-(substituted)-5-cyano-2-methylthio-3-N-methyl-3,4- dihydropyrimidin-4-ones 1a-e were treated with N-[4-(2-hydrazinyl-2-oxoethoxy) phenyl] acetamide and 2-[3-methoxy-4-(prop-2-en-1-yl) phenoxy] aceto hydrazide, to get 2a-e and 3a-e respectively. All the synthesized compounds were screened for their antimicrobial activity and were characterized by elemental analyses, IR, 1H NMR and mass spectral data.

Synthesis and biological evaluation of some new 3,4-dihydropyrimidin-4-ones

Condensation of 5-cyano-2-hydrazino-3-N-methyl-6-phenyl/p-chlorophenyl-3,4-dihydropyrimidin-4 -one (3a and 3b) with 2,4-bisalkyl/arylamino-6-chloro-s-triazine (4) gave the corresponding 2,4-bisalkyl/arylamino-6-[5′-cyano-3′-N-methyl]-6′-phenyl/p -chlorophenyl-3′,4′-dihydropyrimidin-4′-one-2′-yl-hyd razino-s-triazines (5a-n and 6a-n). The compounds 4 have been prepared by the condensation of cyanuric chloride and different alkyl/aryl amines. The reaction between 5-cyano-3-N-methyl-2-methylthio-6-phenyl/p-chlorophenyl-3,4-dihydropyrimidin- 4-one (2a and 2b) with hydrazine hydrate furnished 3a and 3b, respectively. The condensation of 6-phenyl/p-chlorophenyl/5-cyano-2-mercapto-3,4-dihydropyrimidin-4-one (1a and 1b) with methyl iodide yielded 2a and 2b, respectively. All the products have been evaluated in vitro for their antimicrobial activity against several microbes and antitubercular activity against Mycobacterium tuberculosis H37 Rv. Copyright