1,3-Dimethyluracil-5-carboxaldehyde

CAS: 4869-46-9

Ref. 3D-FD147434

Product Information

• Name: 1,3-Dimethyluracil-5-carboxaldehyde
• Synonyms: 1,3-Dimethyl-5-formyluracil, 1,3-DiMe-5-FormU, 5-Pyrimidinecarboxaldehyde, 1,2,3,4-tetrahydro-1,3-dimethyl-2,4-dioxo-, 1,3-Dimethyl-2,4-Dioxo-1,2,3,4-Tetrahydropyrimidine-5-Carbaldehyde

Description

1,3-Dimethyluracol-5-carboxaldehyde is an amide of 1,3-dimethyluracil and 5-carboxaldehyde. It has been shown to be an effective radiation sensitizer for the treatment of lymphoblastic leukemia cells in culture. 1,3-Dimethyluracil-5-carboxaldehyde binds to DNA and alters the conformation of the molecule so that it can't be read by the ribosome. This inhibits protein synthesis and causes cell death. The drug also conjugates with DNA to form a covalent bond which causes double strand breaks in the DNA strands. The drug deprotonates at physiological pH levels and reacts with 6-methyluracil to form oxetane derivatives. These compounds are then excreted in urine as quinolizidine alkaloids.

• Brand: Biosynth

Chemical properties

• Molecular weight: 168.15 g/mol
• Formula: C₇H₈N₂O₃
• Purity: Min. 95%
• InChI: InChI=1S/C7H8N2O3/c1-8-3-5(4-10)6(11)9(2)7(8)12/h3-4H,1-2H3
• InChI key: InChIKey=KGJFRZOATIXYPW-UHFFFAOYSA-N
• SMILES: Cn1cc(C=O)c(=O)n(C)c1=O