165960-84-9

Basic information

• Product Name: 6-benzyl-5-isopropyl-3-(2-oxo-2-phenylethyl)pyrimidine-2,4(1H,3H)-dione
• Synonyms: 6-benzyl-5-isopropyl-3-(2-oxo-2-phenylethyl)pyrimidine-2,4(1H,3H)-dione
• CAS NO: 165960-84-9
• Molecular Weight: 362.428
• Mol File: 165960-84-9.mol

Chemical Properties

• CAS DataBase Reference: 6-benzyl-5-isopropyl-3-(2-oxo-2-phenylethyl)pyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6-benzyl-5-isopropyl-3-(2-oxo-2-phenylethyl)pyrimidine-2,4(1H,3H)-dione(165960-84-9)
• EPA Substance Registry System: 6-benzyl-5-isopropyl-3-(2-oxo-2-phenylethyl)pyrimidine-2,4(1H,3H)-dione(165960-84-9)

Safety Data

• Hazardous Substances Data: 165960-84-9(Hazardous Substances Data)

Upstream product

• 176519-55-4 6-benzyl-5-isopropylpyrimidine-2,4(1H,3H)-dione 
• 1026065-34-8 1-Ethoxymethyl-6-(hydroxy-phenyl-methyl)-5-isopropyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 175969-12-7 1-Ethoxymethyl-6-(hydroxy-phenyl-methyl)-5-isopropyl-1H-pyrimidine-2,4-dione 
• 149950-60-7 Emivirine 
• 161061-33-2 6-(acetoxyphenylmethyl)-1-(ethoxymethyl)-5-isopropyluracil 
• 70-11-1 α-bromoacetophenone 
• 144410-21-9 1-(ethoxymethyl)-5-isopropyl-2-thiouracil 
• 100-52-7 benzaldehyde 
• 1026714-30-6 6-benzyl-1-(ethoxymethyl)-5-isopropyl-3-(2-oxo-2-phenylethyl)pyrimidine-2,4(1H,3H)-dione 

Downstream Products

• 1027144-85-9 6-Benzyl-1-butyl-5-isopropyl-3-(2-oxo-2-phenyl-ethyl)-1H-pyrimidine-2,4-dione 
• 1026720-95-5 6-Benzyl-5-isopropyl-1-(2-methoxy-ethyl)-3-(2-oxo-2-phenyl-ethyl)-1H-pyrimidine-2,4-dione 
• 1281859-87-7 6-benzyl-1-(2-(4-fluorophenyl)ethyl)-5-isopropylpyrimidine-2,4(1H,3H)-dione 
• 1281859-88-8 6-benzyl-1-(3-(4-fluorophenyl)propyl)-5-isopropylpyrimidine-2,4(1H,3H)-dione 
• 1281859-89-9 6-benzyl-1-(4-(4-fluorophenyl)butyl)-5-isopropylpyrimidine-2,4(1H,3H)-dione 
• 1281859-90-2 6-benzyl-1-((4-fluorophenyl)ethyl)-3-hydroxy-5-isopropylpyrimidine-2,4(1H,3H)-dione 
• 1281859-91-3 6-benzyl-1-(3-(4-fluorophenyl)propyl)-3-hydroxy-5-isopropylpyrimidine-2,4(1H,3H)-dione 
• 1281859-92-4 6-benzyl-1-(4-(4-fluorophenyl)butyl)-3-hydroxy-5-isopropylpyrimidine-2,4(1H,3H)-dione 
• 1281859-86-6 6-benzyl-1-(4-(4-fluorophenyl)butyl)-5-isopropyl-3-(2-oxo-2-phenylethyl)pyrimidine-2,4(1H,3H)-dione 
• 1281859-85-5 6-benzyl-1-(3-(4-fluorophenyl)propyl)-5-isopropyl-3-(2-oxo-2-phenylethyl)pyrimidine-2,4(1H,3H)-dione 
• 1281859-84-4 6-benzyl-1-(2-(4-fluorophenyl)ethyl)-5-isopropyl-3-(2-oxo-2-phenylethyl)pyrimidine-2,4(1H,3H)-dione 

Relevant articles and documents

3-Hydroxypyrimidine-2,4-diones as an Inhibitor Scaffold of HIV Integrase

Integrase (IN) represents a clinically validated target for the development of antivirals against human immunodeficiency virus (HIV). Inhibitors with a novel structure core are essential for combating resistance associated with known IN inhibitors (INIs). We have previously disclosed a novel dual inhibitor scaffold of HIV IN and reverse transcriptase (RT). Here we report the complete structure-activity relationship (SAR), molecular modeling, and resistance profile of this inhibitor type on IN inhibition. These studies support an antiviral mechanism of dual inhibition against both IN and RT and validate 3-hydroxypyrimidine-2,4-diones as an IN inhibitor scaffold.

Synthesis and antiviral activity of 6-benzyl analogs of 1-[(2- hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT) as potent and selective anti-HIV-1 agents

Several 6-benzyl analogs of 1-[(2-hydroxyethoxy)methyl]-6- (phenylthio)thymine (1; HEPT) were synthesized and evaluated for their anti- HIV-1 activity. LDA (lithium diisopropylamide) lithiation of 5-ethyluracil derivatives 7 and 8 and subsequent reaction with an aryl aldehyde gave 6- (arylhydroxymethyl)-5-ethyluracil derivatives 9-12. 6-(Arylhydroxymethyl)-5- isopropyluracil derivatives 15-18 were prepared from the 5-isopropyl-2- thiouracil derivatives 13 and 14 by the above procedure following oxidative hydrolysis of the thione. Preparation of the target 5-alkyl-1-(alkoxymethyl)- 6-benzyluracil derivatives 27-34 was carried out by acetylation of 9-14 followed by Pd-catalyzed hydrogenolysis. The 1-butyl- (37 and 39) and 1-(2- methoxyethyl)- (38 and 40) 5-alkyl-6-benzyluracils were synthesized by 1- alkylation of the 3-phenacyl derivatives 35 and 36 with alkyl halides followed by deprotection of the 3-phenacyl group. Compounds synthesized in this study inhibited HIV-1 replication in MT-4 cells in the submicromolar to nanomolar concentration range. From this series of compounds, 6-benzyl-1- (ethoxymethyl)-5-isopropyluracil (33) was selected for clinical evaluation.