5-NITROSO-8-HYDROXYQUINOLINE Chemical Properties

Melting point:

245 °C

Boiling point:

305.12°C (rough estimate)

Density 

1.40

refractive index 

1.5651 (estimate)

storage temp. 

Store at RT

solubility 

insoluble in EtOH; insoluble in H2O; ≥7.35 mg/mL in DMSO

form 

solid

color 

Needles from EtOH

CAS DataBase Reference

3565-26-2(CAS DataBase Reference)

EPA Substance Registry System

8-Quinolinol, 5-nitroso- (3565-26-2)

Safety Information

Hazard Codes 

Xn

Risk Statements 

5-40-20/21/22

Safety Statements 

36/37

Toxicity

mmo-sat 1 mmol/plate MUREAV 164,263,86

MSDS

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5-NITROSO-8-HYDROXYQUINOLINE Usage And Synthesis

Chemical Properties

slightly yellow to yellow-green powder

Uses

5-NITROSO-8-HYDROXYQUINOLINE is shown to have cell differentiation and antiproliferative activity in human breast cancer cells in tissue culture and antitumor activity in mice bearing P388 and L1210 leukemic cells.

Definition

ChEBI: 5-nitroso-8-quinolinol is a hydroxyquinoline.

Biological Activity

Histone deacetylase inhibitor. Causes cell differentiation and antiproliferative activity in MCF-7 human breast cancer cells in vitro and displays antitumor activity in vivo .

Safety Profile

Poison by intravenous and intraperitoneal routes. Many nitroso compounds are carcinogens. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

storage

Room temperature

References

[1]. martirosyan a, leonard s, shi x, et al. actions of a histone deacetylase inhibitor nsc3852 (5-nitroso-8-quinolinol) link reactive oxygen species to cell differentiation and apoptosis in mcf-7 human mammary tumor cells. j pharmacol exp ther, 2006, 317(2): 546-552.
[2]. strobl js, seibert cw, li y, et al. inhibition of toxoplasma gondii and plasmodium falciparum infections in vitro by nsc3852, a redox active antiproliferative and tumor cell differentiation agent. j parasitol, 2009, 95(1): 215-223.

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