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ChemicalBook--->CAS DataBase List--->4533-39-5

4533-39-5

4533-39-5 Structure

4533-39-5 Structure
IdentificationBack Directory
[Name]

Nitracrine
[CAS]

4533-39-5
[Synonyms]

Nitracrine
3-(dimethylamino)propyl-(1-nitroacridin-9-yl)amine
N',N'-dimethyl-N-(1-nitroacridin-9-yl)propane-1,3-diamine
1,3-Propanediamine, N1,N1-dimethyl-N3-(1-nitro-9-acridinyl)-
[Molecular Formula]

C18H20N4O2
[MDL Number]

MFCD00866469
[MOL File]

4533-39-5.mol
[Molecular Weight]

324.38
Chemical PropertiesBack Directory
[Melting point ]

134-135°
[Boiling point ]

462.71°C (rough estimate)
[density ]

1.2155 (rough estimate)
[refractive index ]

1.6700 (estimate)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

Solid
[pka]

pKa1 6.45; pKa2 8.8(at 25℃)
[color ]

Brown to reddish brown
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

Nitracrine inhibits RNA synthesis and covalently, reversibly binds to DNA but also forms covalent adducts with DNA in vivo. Nitracrine, a 1-nitroacridine derivative, is a potent hypoxia-selective agent in vitro and antitumor agent. Nitracrine has cytotoxicity towards most cells[1][2][3].
[Definition]

ChEBI: Nitracrine is a member of acridines.
[References]

[1] Wilson WR, et al. Selective toxicity of nitracrine to hypoxic mammalian cells. Br J Cancer. 1984 Feb;49(2):215-23. DOI:10.1038/bjc.1984.34
[2] Gniazdowski M, et al. Nitracrine and its congeners--an overview. Gen Pharmacol. 1995 May;26(3):473-81. DOI:10.1016/0306-3623(94)00143-b
[3] Daghastanli NA, et al. Cytotoxicity of nitroheterocyclic compounds, quinifuryl and nitracrine, towards leukaemic and normal cells on the dark and under illumination with visible light. J Photochem Photobiol B. 2004 Jul 19;75(1-2):27-32. DOI:10.1016/j.jphotobiol.2004.04.005
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