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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/REAXYS Number:
196245
EC Number:
224-097-6
MDL number:
MFCD00004981
UNSPSC Code:
12352202
PubChem Substance ID:
24897678

biological source

synthetic

Quality Level

100

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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