519032-06-5

Basic information

• Product Name: 5,6-DIHYDROXY-2-P-TOLYL-PYRIMIDINE-4-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 5,6-DIHYDROXY-2-P-TOLYL-PYRIMIDINE-4-CARBOXYLIC ACID METHYL ESTER;Methyl 5,6-dihydroxy-2-(p-tolyl)pyrimidine-4-carboxylate
• CAS NO: 519032-06-5
• Molecular Formula: C₁₃H₁₂N₂O₄
• Molecular Weight: 260.25
• Mol File: 519032-06-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5,6-DIHYDROXY-2-P-TOLYL-PYRIMIDINE-4-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-DIHYDROXY-2-P-TOLYL-PYRIMIDINE-4-CARBOXYLIC ACID METHYL ESTER(519032-06-5)
• EPA Substance Registry System: 5,6-DIHYDROXY-2-P-TOLYL-PYRIMIDINE-4-CARBOXYLIC ACID METHYL ESTER(519032-06-5)

Safety Data

• Hazardous Substances Data: 519032-06-5(Hazardous Substances Data)

Upstream product

• 19227-13-5 p-toluamidoxime 
• 33262-65-6 (E)-2-[(4-Methyl-benzimidoyl)-aminooxy]-but-2-enedioic acid dimethyl ester 
• 19227-13-5 (Z)-N'-hydroxy-4-methylbenzimidamide 
• 33262-65-6 (E)-2-[(4-Methyl-benzimidoyl)-aminooxy]-but-2-enedioic acid dimethyl ester 
• 104-85-8 para-methylbenzonitrile 

Downstream Products

• 922159-46-4 5,6-bis-(4-methoxy-benzyloxy)-2-p-tolyl-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-(4-fluoro-benzyl)-amide 
• 922159-50-0 C₃₇H₃₅ClFN₃O₅ 
• 922159-48-6 5,6-bis-(4-methoxy-benzyloxy)-2-p-tolyl-pyrimidine-4-carboxylic acid (4-fluoro-benzyl)-(2-hydroxy-ethyl)-amide 
• 922159-44-2 5,6-bis-(4-methoxy-benzyloxy)-2-p-tolyl-pyrimidine-4-carboxylic acid 
• 922159-52-2 C₂₁H₁₈FN₃O₃ 
• 922159-42-0 5,6-bis-(4-methoxy-benzyloxy)-2-p-tolyl-pyrimidine-4-carboxylic acid methyl ester 
• 519031-79-9 methyl 5,6-bis(benzoyloxy)-2-[4-(bromomethyl)phenyl]pyrimidine-4-carboxylate 
• 1026337-37-0 5-benzoyloxy-2-(4-dimethylaminomethyl-phenyl)-6-hydroxy-pyrimidine-4-carboxylic acid methyl ester 
• 519031-78-8 methyl 5,6-bis(benzoyloxy)-2-(4-methylphenyl)pyrimidine-4-carboxylate 

Relevant articles and documents

Pharmacophore requirements for HIV-1 reverse transcriptase inhibitors that selectively “Freeze” the pre-translocated complex during the polymerization catalytic cycle

Reverse transcriptase (RT) is responsible for replicating the HIV-1 genome and is a validated therapeutic target for the treatment of HIV infections. During each cycle of the RT-catalyzed DNA polymerization process, inorganic pyrophosphate is released as the by-product of nucleotide incorporation. Small molecules were identified that act as bioisosteres of pyrophosphate and can selectively freeze the catalytic cycle of HIV-1 RT at the pre-translocated stage of the DNA- or RNA-template-primer-enzyme complex.

Dihydroxypyrimidine-4-carboxamides as novel potent and selective HIV integrase inhibitors

Human immunodeficiency virus type-1 (HIV-1) integrase, one of the three constitutive viral enzymes required for replication, is a rational target for chemotherapeutic intervention in the treatment of AIDS that has also recently been confirmed in the clinical setting. We report here on the design and synthesis of N-benzyl-5,6-dihydroxypyrimidine-4-carboxamides as a class of agents which exhibits potent inhibition of the HIV-integrase-catalyzed strand transfer process. In the current study, structural modifications on these molecules were made in order to examine effects on HIV-integrase inhibitory potencies. One of the most interesting compounds for this series is 2-[1-(dimethylamino)-1-methylethyl]-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine- 4-carboxamide 38, with a CIC95 of 78 nM in the cell-based assay in the presence of serum proteins. The compound has favorable pharmacokinetic properties in preclinical species (rats, dogs, and monkeys) and shows no liabilities in several counterscreening assays, highlighting its potential as a clinically useful antiviral agent.