H8627

Hydroxyurea

98% (elemental analysis), powder, RNR inhibitor

• Synonym(s): Hydroxycarbamide
• Linear Formula: NH₂CONHOH
• CAS Number: 127-07-1
• Molecular Weight: 76.05
• NACRES: NA.77
• PubChem Substance ID: 24278474
• UNSPSC Code: 12352200
• EC Number: 204-821-7
• MDL number: MFCD00007943
• Beilstein/REAXYS Number: 1741548

Properties

• Product Name: Hydroxyurea, 98%, powder
• InChI key: VSNHCAURESNICA-UHFFFAOYSA-N
• InChI: 1S/CH4N2O2/c2-1(4)3-5/h5H,(H3,2,3,4)
• SMILES string: NC(=O)NO
• assay: 98%
• form: powder
• color: white
• solubility: H₂O: 50 mg/mL
• storage temp.: 2-8°C
• Quality Level: 200
• Gene Information: human ... CA1(759), CA2(760), CYP1A2(1544), RRM1(6240), RRM2(6241), RRM2B(50484)

Description

Application

Hydroxyurea has been used:

• for cell cycle synchronization in MCF-7 human breast carcinoma cells,[1] Schizosaccharomyces pombe,[2] primary root of seedling[3]
• as a drug for treating the parasite Leishmania mexicana in cell viability and cell cycle assay[4]
• as an inhibitor in the cell adhesion and motility assay in Caki control and CD9 knockdown cells[5]

Biochem/physiol Actions

Anti-neoplastic. Inactivates ribonucleoside reductase by forming a free radical nitroxide that binds a tyrosyl free radical in the active site of the enzyme. This blocks the synthesis of deoxynucleotides, which inhibits DNA synthesis and induces synchronization or cell death in S-phase.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

General description

Hydroxyurea is a hydroxylated analog of urea. It is beneficial in increasing fetal hemoglobin (HbF) levels, which in turn reduces the frequency of severe crises and the need for blood transfusions in sickle cell anemia patients. Hydroxyurea exhibits cell-cycle specificity for the S phase, leading to cell arrest at G1 to S.[6] This non-alkylating S phase-specific myelosuppressive agent has a mechanism of action that is not specific to platelets.[7]

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H340,H361
• pcodes: P201 - P308 + P313
• Hazard Classifications: Muta. 1B - Repr. 2
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges