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Merck

H8627

Hydroxyurea

98% (elemental analysis), powder, RNR inhibitor

Synonym(s):

Hydroxycarbamide

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About This Item

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
Assay:
98%
Form:
powder
Quality level:
200

Key Documents

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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)

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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. This non-alkylating S phase-specific myelosuppressive agent has a mechanism of action that is not specific to platelets.

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
GHS08

signalword

Danger

hcodes

H340,H361

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ0450
MKCN8510
MKCF8706
WXBB3838
MKBX3764V

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Flow cytometric chromosome sorting in plants: the next generation
Vrana J, et al.
Methods, 57(3), 331-337 (2012)
Protein tyrosine nitration in the cell cycle
Jia M, et al.
Biochemical and Biophysical Research Communications, 413(2), 270-276 (2011)
Activity of hydroxyurea against Leishmania mexicana
Martinez-Rojano H, et al.
Antimicrobial Agents and Chemotherapy, 52(10), 3642-3647 (2008)
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)
Guido Finazzi et al.
British journal of haematology, 161(5), 688-694 (2013-04-12)
Givinostat, a histone-deacetylase inhibitor (HDACi), inhibits proliferation of cells bearing the JAK2 V617F mutation and has shown significant activity with good tolerability in patients with chronic myeloproliferative neoplasms (MPN). In this multicentre, open-label, phase II study, 44 patients with polycythaemia
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Articles

Discover Bioactive Small Molecules for Cell Cycle

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Bioactive Molecules for Apoptosis

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

세포 주기 연구를 위한 생체 활성 저분자

증식하는 세포에서 세포 주기는 4단계로 구성됩니다. Gap 1(G1)은 유사분열과 세포 성장을 특징으로 하는 DNA 복제 사이의 기간입니다. DNA 복제는 합성(S)기에 일어나며, 세포 분열을 위한 성장 및 준비를 하는 Gap 2(G2)가 뒤따릅니다. 이 세 단계는 함께 세포주기의 간기 단계를 구성합니다. 간기 이후에 분열(M)기가 뒤따릅니다.

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세포사멸 연구를 위한 생체 활성 저분자

세포사멸, 즉 세포예정사(PCD)는 여러 생물학적 시스템에서 불필요하고 감염되거나 변형된 세포를 제거하기 위한 선택적인 과정입니다. 이 과정은 다세포 기관의 항상성에서 역할을 수행하고 있기 때문에, 세포자멸사는 많은 조절 및 효과인자 분자에 의해 두 가지 주요 경로를 통해서 철저하게 조절됩니다.

Product Information Sheet - H8627

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