5-Bromo-2,4-diamino-6-hydroxypyrimidine

CAS: 6312-72-7

Ref. 3D-FB19067

Product Information

• Name: 5-Bromo-2,4-diamino-6-hydroxypyrimidine
• Synonyms: 2,4-Diamino-6-hydroxy-5-bromopyrimidine2,6-Diamino-5-bromo-4(3H)-pyrimidinoneNSC 40393, 2,4-Diamino-6-hydroxy-5-bromopyrimidine, 2,6-Diamino-5-bromo-1,4-dihydropyrimidin-4-one, 2,6-Diamino-5-bromo-1H-pyrimidin-4-one, 2,6-Diamino-5-bromo-3,4-dihydropyrimidin-4-one, 2,6-Diamino-5-bromo-4(3H)-pyrimidinone, 2,6-Diamino-5-bromopyrimidin-4-ol, 2,6-diamino-5-bromopyrimidin-4(1H)-one, 4(1H)-Pyrimidinone, 2,6-diamino-5-bromo-, 4(3H)-Pyrimidinone, 2,6-diamino-5-bromo-, 4-Pyrimidinol, 2,6-diamino-5-bromo-, 5-Bromo-2,4-diamino-6-pyrimidinol, 5-Bromo-2,6-diaminopyrimidin-4(3H)-one, NSC 40393, NSC 67304, NSC 9303

Description

5-Bromo-2,4-diamino-6-hydroxypyrimidine (5BDAP) is a ribonucleotide and aminoimidazole analog that has been shown to be a potent inhibitor of the enzyme dihydrofolate reductase. 5BDAP is structurally similar to the natural substrate for this enzyme, thymine, and like other analogues, it competes with the natural substrate for binding to the enzyme's active site. 5BDAP binds to the enzyme and blocks its activity, preventing it from reducing dihydrofolic acid into tetrahydrofolic acid. This prevents the production of thymidylate synthase and thymidylate, which are key enzymes in DNA synthesis.

• Brand: Biosynth

Chemical properties

• Molecular weight: 205.01 g/mol
• Formula: C₄H₅BrN₄O
• Purity: Min. 95%
• InChI: InChI=1S/C4H5BrN4O/c5-1-2(6)8-4(7)9-3(1)10/h(H5,6,7,8,9,10)
• InChI key: InChIKey=NLKHCTSHGBTJTH-UHFFFAOYSA-N
• SMILES: Nc1nc(N)c(Br)c(=O)[nH]1