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H8627

Sigma-Aldrich

Hydroxyurea

98%, powder

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Synonym(s):
Hydroxycarbamide
Linear Formula:
NH2CONHOH
CAS Number:
Molecular Weight:
76.05
Beilstein:
1741548
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Assay

98%

form

powder

color

white

solubility

H2O: 50 mg/mL

storage temp.

2-8°C

SMILES string

NC(=O)NO

InChI

1S/CH4N2O2/c2-1(4)3-5/h5H,(H3,2,3,4)

InChI key

VSNHCAURESNICA-UHFFFAOYSA-N

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Application

Hydroxyurea has been used:
  • for cell cycle synchronization in MCF-7 human breast carcinoma cells, Schizosaccharomyces pombe, primary root of seedling
  • as a drug for treating the parasite Leishmania mexicana in cell viability and cell cycle assay
  • as an inhibitor in the cell adhesion and motility assay in Caki control and CD9 knockdown cells

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.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Muta. 1B - Repr. 2

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The utility of tetraspanin CD9 as a biomarker for metastatic clear cell renal cell carcinoma
Garner JM, et al.
Biochemical and Biophysical Research Communications, 471(1), 21-25 (2016)
Activity of hydroxyurea against Leishmania mexicana
Martinez-Rojano H, et al.
Antimicrobial Agents and Chemotherapy, 52(10), 3642-3647 (2008)
Protein tyrosine nitration in the cell cycle
Jia M, et al.
Biochemical and Biophysical Research Communications, 413(2), 270-276 (2011)
Flow cytometric chromosome sorting in plants: the next generation
Vrana J, et al.
Methods, 57(3), 331-337 (2012)
Mus81, Rhp51(Rad51), and Rqh1 form an epistatic pathway required for the S-phase DNA damage checkpoint.
Willis N and Rhind N
Molecular Biology of the Cell, 20(3), 819-833 (2009)

Articles

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

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