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H8627

Sigma-Aldrich

Hydroxyurea

98% (elemental analysis), powder, RNR inhibitor

Sinónimos:

Hydroxycarbamide

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About This Item

Fórmula lineal:
NH2CONHOH
Número de CAS:
127-07-1
Peso molecular:
76.05
Beilstein:
1741548
Número CE:
204-821-7
Número MDL:
MFCD00007943
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24278474
NACRES:
NA.77

Nombre del producto

Hydroxyurea, 98%, powder

Ensayo

98%

Formulario

powder

color

white

solubilidad

H2O: 50 mg/mL

temp. de almacenamiento

2-8°C

cadena SMILES

NC(=O)NO

InChI

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

Clave InChI

VSNHCAURESNICA-UHFFFAOYSA-N

Información sobre el gen

human ... CA1(759) , CA2(760) , CYP1A2(1544) , RRM1(6240) , RRM2(6241) , RRM2B(50484)

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Descripción general

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.

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

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.

Pictogramas

Health hazard
GHS08

Palabra de señalización

Danger

Frases de peligro

H340,H361

Consejos de prudencia

P201 - P308 + P313

Clasificaciones de peligro

Muta. 1B - Repr. 2

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (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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Discover Bioactive Small Molecules for Apoptosis

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.

Discover Bioactive Small Molecules for Cell Cycle Research

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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