| Identification | Back Directory | [Name]
4,6-PYRIMIDINE DICARBOXYLIC ACID | [CAS]
16490-02-1 | [Synonyms]
NSC 44347
6-PYRIMIDINE DICARBOXYLIC ACID
4,6-PYRIMIDINE DICARBOXYLIC ACID | [Molecular Formula]
C6H4N2O4 | [MDL Number]
MFCD00094473 | [MOL File]
16490-02-1.mol | [Molecular Weight]
168.11 |
| Chemical Properties | Back Directory | [Melting point ]
238-240℃ | [Boiling point ]
497.4±30.0 °C(Predicted) | [density ]
1.665±0.06 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
solid | [pka]
2.14±0.10(Predicted) | [color ]
White |
| Hazard Information | Back Directory | [Uses]
4,6-Pyrimidinedicarboxylic Acid is used in the preparation of inhibitor scaffolds that inhibit the human 2-oxoglutarate-dependent JMJD2 subfamily of histone demethylases. | [Synthesis]
General procedure for the synthesis of pyrimidine-4,6-dicarboxylic acid from dimethyl pyrimidine-4,6-dicarboxylate: To a solution of dimethyl pyrimidine-4,6-dicarboxylate (170 mg, 0.87 mmol) in methanol (5 mL) was added 1 N sodium hydroxide solution (5 mL, 5.00 mmol). The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the solvent was removed by evaporation and the resulting concentrated solution was acidified to pH 2-3 with 5 N hydrochloric acid.The resulting white precipitate was collected by filtration and washed with distilled water (2 mL) to give the final pyrimidine-4,6-dicarboxylic acid (125 mg, 86% yield). | [References]
[1] Journal of Medicinal Chemistry, 2008, vol. 51, # 22, p. 7053 - 7056
[2] Patent: WO2010/43866, 2010, A2. Location in patent: Page/Page column 77 |
|
|