H8627
Sigma

Hydroxyurea

≥98% (TLC), powder

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Molecular Formula

NH₂CONHOH

Molecular Weight

76.05

CAS Number

127-07-1

Beilstein Registry Number

1741548

MDL number

MFCD00007943

PubChem Substance ID

24278474

EG/EC Number

204-821-7

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Descriptions

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.

Properties

assay

≥98% (TLC)

form

powder

color

white

solubility

H₂O: 50 mg/mL

Gene Information

human ... CA1(759), CA2(760), CYP1A2(1544), RRM1(6240)

storage temp.

2-8°C

References

Reference

Lassmann, G., et al., EPR stopped-flow studies of the reaction of the tyrosyl radical of protein R2 from ribonucleotide reductase with hydroxyurea. Biochem. Biophys. Res. Commun. 188, 879-887, (1992)

Hendricks, S.P., and Mathews, C.K., Differential effects of hydroxyurea upon deoxyribonucleoside triphosphate poolsanalyzed with vaccinia virus ribonucleotide reductase. J. Biol. Chem. 273, 29519-29523, (1998)

Gui, C.Y., et al., The apoptosis of HEL cells induced by hydroxyurea. Cell Res. 7, 91-97, (1997)

Yarbro, J.W., Mechanism of action of hydroxyurea. Semin. Oncol. 19, 1-10, (1992)

Merck

Merck 13,4874

Beilstein

Beil. 3,IV,170

reference

Corp MSDS 1, 1967:B / FT-IR 2 (1), 1360:A / FT-IR 1 (1), 801:C / IR-Spectra (3), 475:C / IR-Spectra (2), 421:E / NMR-Reference 2 (1), 671:D / RegBook 1 (1), 941:B / Sax 6, 1600 / Sigma FT-IR 1 (2), 648:A / Structure Index 1, 146:B:4

Safety

Hazard Codes

Risk Statements

46-63

Safety Statements

53-36/37-45

WGK Germany

RTECS

YT4900000