CAS 670-19-9

5-(difluoromethyl)pyrimidine-2,4(1H,3H)-dione

Description:

5-(Difluoromethyl)pyrimidine-2,4(1H,3H)-dione, with the CAS number 670-19-9, is a heterocyclic organic compound characterized by its pyrimidine ring structure, which is a six-membered aromatic ring containing two nitrogen atoms at the 1 and 3 positions. This compound features a difluoromethyl group (-CF2H) at the 5-position and two carbonyl groups (C=O) at the 2 and 4 positions, contributing to its diketone functionality. The presence of the difluoromethyl group enhances its reactivity and potential applications in medicinal chemistry, particularly in the development of pharmaceuticals. The compound is typically a solid at room temperature and may exhibit moderate solubility in polar organic solvents. Its unique structure allows for various chemical modifications, making it a valuable intermediate in organic synthesis. Additionally, the presence of fluorine atoms can influence the compound's biological activity and lipophilicity, which are critical factors in drug design and development.

Formula: C₅H₄F₂N₂O₂

InChI: InChI=1/C5H4F2N2O2/c6-3(7)2-1-8-5(11)9-4(2)10/h1,3H,(H2,8,9,10,11)

SMILES: c1c(C(F)F)c(nc(n1)O)O

5-(Difluoromethyl)-2,4(1H,3H)-pyrimidinedione

Controlled Product

CAS: 670-19-9

Applications 5-(Difluoromethyl)-2,4(1H,3H)-pyrimidinedione is a thymine analog used for anti-tumor screening; A potential thymidylate synthetase inhibitor; Also, it is derived from 5-Formyl Uracil (F701500), which is a nucleoside derivatives of 5-substituted uracil have been explored for their potential application as anti-viral agents and in the treatment of tumors.
References Mertes, M. P., et al.: J. Med. Chem., 6, 619 (1963); Mertes, M. P., et al.: J. Med. Chem., 9, 876-881 (1966); Ressner, E.C., et al.: J. Med. Chem., 19, 1, 194 (1976)

Formula: C₅H₄F₂N₂O₂

Color and Shape: Neat

Molecular weight: 162.094

Ref: TR-D447830