171048-65-0

Basic information

• Product Name: 2,4(1H,3H)-Pyrimidinedione, 6-[(3,5-dimethylphenyl)methyl]-5-ethyl-
• CAS NO: 171048-65-0
• Molecular Formula: C15H18N2O2
• Molecular Weight: 258.32
• Mol File: 171048-65-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,4(1H,3H)-Pyrimidinedione, 6-[(3,5-dimethylphenyl)methyl]-5-ethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4(1H,3H)-Pyrimidinedione, 6-[(3,5-dimethylphenyl)methyl]-5-ethyl-(171048-65-0)
• EPA Substance Registry System: 2,4(1H,3H)-Pyrimidinedione, 6-[(3,5-dimethylphenyl)methyl]-5-ethyl-(171048-65-0)

Safety Data

• Hazardous Substances Data: 171048-65-0(Hazardous Substances Data)

Upstream product

• 225232-08-6 2,4-dichloro-6-(3,5-dimethylbenzyl)-5-ethylpyrimidine 
• 39101-54-7 3,5-dimethylphenylacetonitrile 
• 1187742-97-7 6-(3,5-dimethylbenzyl)-5-ethyl-1-({[3-(4-nitrophenyl)prop-2-ynyl]oxy}methyl)uracil 
• 29875-08-9 3,5-dimethylbenzyl magnesium chloride 
• 1780-38-7 2,4,6-trichloro-5-ethylpyrimidine 
• 225232-56-4 2,4-dimethoxy-6-(3,5-dimethylbenzyl)-5-ethylpyrimidine 
• 17356-08-0 thiourea 
• 176519-54-3 4-(3,5-Dimethyl-phenyl)-2-ethyl-3-oxo-butyric acid ethyl ester 
• 1204750-02-6 2-(2,6-dichloro-5-ethylpyrimidin-4-yl)-2-(3,5-dimethylphenyl)acetonitrile 

Downstream Products

• 488702-38-1 6-(3,5-dimethyl-benzyl)-5-ethyl-1-prop-2-ynyloxymethyl-1H-pyrimidine-2,4-dione 
• 136105-79-8 6-(3,5-dimethylbenzyl)-5-ethyl-1-[(2-hydroxyethoxy)methyl]pyrimidine-2,4(1H,3H)-dione 
• 1313401-86-3 6-(3,5-dimethylbenzyl)-5-ethyl-1-[4-(3-fluoroprop-1-ynyl)benzyl]pyrimidine-2,4(1H,3H)-dione 
• 1313401-85-2 6-(3,5-dimethylbenzyl)-5-ethyl-1-[4-(3-hydroxyprop-1-ynyl)benzyl]pyrimidine-2,4(1H,3H)-dione 
• 1313401-84-1 6-(3,5-dimethylbenzyl)-5-ethyl-1-(4-iodobenzyl)pyrimidine-2,4(1H,3H)-dione 
• 1313401-83-0 6-(3,5-dimethylbenzyl)-5-ethyl-1-[(2-fluoroethoxy)methyl]pyrimidine-2,4(1H,3H)-dione 
• 1202175-28-7 5-ethyl-6-(3,5-dimethylbenzyl)-1-(3-phenylprop-1-yloxymethyl)uracil 
• 1202175-24-3 5-ethyl-6-(3,5-dimethylbenzyl)-1-(2-phenylethyloxymethyl)uracil 
• 1202175-16-3 1-benzyloxymethyl-5-ethyl-6-(4-methylbenzyl)uracil 
• 1202175-20-9 1-cyclopropylmethyloxymethyl-5-ethyl-6-(3,5-dimethylbenzyl)uracil 
• 444788-52-7 1-(4-benzoyloxybutyloxymethyl)-6-(3,5-dimethylbenzyl)-5-ethyluracil 
• 1007895-04-6 C₂₃H₂₅IN₂O₃ 
• 136160-30-0 5-ethyl-1-ethoxymethyl-6-(3,5-dimethylbenzyl)uracil 

Relevant articles and documents

Synthesis and Antiviral Evaluation of 1-[(2-Phenoxyethyl)oxymethyl] and 6-(3,5-Dimethoxybenzyl) Analogues of HIV Drugs Emivirine and TNK-651

Novel emivirine analogues 6a, b were synthesized by reacting chloromethyl ethyl ether with 5-ethyl/isopropyl-6-(3,5-dimethoxybenzyl)uracils 5e, f. On the other hand, A series of new TNK-651 analogues 10a-f substituted at N-1 with phenoxyethoxymethyl moiety was prepared on treatment of the corresponding uracils 5a-f with bis(phenoxyethoxy)methane (9). The newly synthesized non-nucleosides were tested for antiviral activity against wild type HIV-1 IIIB as well as the resistant strains N119 (Y181C), A17 (K103N+Y181C), and the triple mutant EFVR (K103R+V179D+P225H) in MT-4 cells. Most of the tested compounds showed good activities. Among them 6-(3,5-dimethylbenzyl)-5-ethyl-1-[(2-phenoxyethyl)oxymethyl]uracil (10c) and 6-(3,5-dimethylbenzyl)-5-isopropyl-1-[(2-phenoxyethyl)oxymethyl]uracil (10d) that showed inhibitory potency higher than emivirine against both wild type HIV-1 and the tested mutant strains, as well as higher activity than efavirenz against EFVR.

Novel synthetic route for 5-substituted 6-arylmethylluracils from 2,4,6-trichloropyrimidines

(Chemical Equation Presented) Treatment of 2,4,6-trichloropyrimidines (1a,b) with the sodium salt of benzyl cyanide derivatives (2a,b) afforded 5-substituted 4-aryl(cyanomethyl)-2,6-dichloropyrimidines (3a-f). Compounds 3a,b were alkylated with methyl iod

Regioselective alkylation and arylation at the 6-position of pyrimidine: Synthesis of 5-alkyl-6-arylmethyl-2,4-pyrimidinediones

5-Alkyl-2,4,6-trichloropyrimidines reacted with various nucleophiles to afford the regioselectivity 6-substituted pyrimidines as the major products in good yields, which were transformed to 5-alkyl-6-arylmethyl-2,4- pyrimidinediones of a key intermediate