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N8501

Sigma-Aldrich

5-Nitro-1,10-phenanthroline

≥97%, crystalline

Synonym(s):

Nitroferroin

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About This Item

Empirical Formula (Hill Notation):
C12H7N3O2
CAS Number:
4199-88-6
Molecular Weight:
225.20
Beilstein:
196245
EC Number:
224-097-6
MDL number:
MFCD00004981
UNSPSC Code:
12352202
PubChem Substance ID:
24897678
NACRES:
NA.77

biological source

synthetic

Assay

≥97%

form

crystalline

color

yellow to orange

mp

202-204 °C (lit.)

solubility

ethanol: 50 mg/mL, clear to slightly hazy, yellow to orange

SMILES string

[O-][N+](=O)c1cc2cccnc2c3ncccc13

InChI

1S/C12H7N3O2/c16-15(17)10-7-8-3-1-5-13-11(8)12-9(10)4-2-6-14-12/h1-7H

InChI key

PDDBTWXLNJNICS-UHFFFAOYSA-N

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Biochem/physiol Actions

Platinum chelates of a variety of 5-substituted phenanthrolines, including this compound, were tested for cytotoxicity against L1210 murine leukemia cells. Though all tested compounds had very similar DNA-binding affinities, they exhibited a wide range of cytotoxicity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Duygu İnci et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 22(1), 61-85 (2016-11-11)
New copper(II) complexes-dimeric-[Cu(nphen)(gly)(H
Sharon Kemp et al.
Journal of inorganic biochemistry, 101(7), 1049-1058 (2007-06-05)
Fifteen platinum(II)-based metallointercalators have been synthesised that utilise substituted 1,10-phenanthroline (phen) ligands, including 5-chloro-1,10-phenanthroline (5-Cl-phen), 5-methyl-1,10-phenanthroline (5-CH3-phen), 5-amino-1,10-phenanthroline (5-NH2-phen), 5-nitro-1,10-phenanthroline (5-NO2-phen) and dipyrido[3,2-d:2',3'-f]quinoxaline (dpq), and achiral ethylenediamine (en) and the chiral ancillary ligands 1S,2S-diaminocyclohexane (S,S-dach) and 1R,2R-diaminocyclohexane (R,R-dach). Their cytotoxicity

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