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Merck
CN

115207

Hydroxyurea

98%

Synonym(s):

Hydroxycarbamide

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About This Item

Linear Formula:
NH2CONHOH
CAS Number:
Molecular Weight:
76.05
EC Number:
204-821-7
UNSPSC Code:
12352103
MDL number:
Beilstein/REAXYS Number:
1741548
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assay

98%

SMILES string

NC(=O)NO

InChI

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

InChI key

VSNHCAURESNICA-UHFFFAOYSA-N

Application

Inhibitor of DNA synthesis.

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.


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Carl E Wagner et al.
Journal of medicinal chemistry, 52(19), 5950-5966 (2009-10-02)
This report describes the synthesis of analogues of 4-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)ethynyl]benzoic acid (1), commonly known as bexarotene, and their analysis in acting as retinoid X receptor (RXR)-specific agonists. Compound 1 has FDA approval to treat cutaneous T-cell lymphoma (CTCL); however, its use
Hugo Martinez-Rojano et al.
Antimicrobial agents and chemotherapy, 52(10), 3642-3647 (2008-08-13)
Leishmania mexicana is a protozoan parasite that causes a disease in humans with frequent relapses after treatment. It is also highly resistant to the currently available drugs. For this reason, there is an urgent need for more effective antileishmanial drugs.
Howard M Stern et al.
Nature chemical biology, 1(7), 366-370 (2005-12-24)
Bmyb is a ubiquitously expressed transcription factor involved in cellular proliferation and cancer. Loss of bmyb function in the zebrafish mutant crash&burn (crb) results in decreased cyclin B1 expression, mitotic arrest and genome instability. These phenotypic observations in crb mutants