Hydroxyurea

Alkylating Agent
DB01005
Approved Indication

For management of melanoma, resistant chronic myelocytic leukemia, and recurrent, metastatic, or inoperable carcinoma of the ovary and Sickle-cell anemia.

1 Targets
0 Resistance Mutations
0 References
3D Structure No structure available
No co-crystal structure available
Protein Targets
Mechanism of Action

Hydroxyurea is converted to a free radical nitroxide (NO) in vivo, and transported by diffusion into cells where it quenches the tyrosyl free radical at the active site of the M2 protein subunit of ribonucleotide reductase, inactivating the enzyme. The entire replicase complex, including ribonucleotide reductase, is inactivated and DNA synthesis is selectively inhibited, producing cell death in S phase and synchronization of the fraction of cells that survive. Repair of DNA damaged by chemicals or irradiation is also inhibited by hydroxyurea, offering potential synergy between hydroxyurea and radiation or alkylating agents. Hydroxyurea also increases the level of fetal hemoglobin, leading to a reduction in the incidence of vasoocclusive crises in sickle cell anemia. Levels of fetal hemoglobin increase in response to activation of soluble guanylyl cyclase (sGC) by hydroxyurea-derived NO.

Details
DrugBank ID DB01005 ↗
Approval Date 1998-10-19
Molecular Weight 76.0547 g/mol
Drug Class Alkylating Agent
ATC Codes L01XX05
Synonyms Carbamohydroxamic Acid, Carbamohydroximic Acid, Carbamoyl Oxime
SMILES
NC(=O)NO
ADMET Profile
Computing properties…