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5-Nitro-1,10-phenanthroline

Name: 5-Nitro-1,10-phenanthroline
Brand: SIGMA

≥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

UNSPSC Code:

12352202

NACRES:

NA.77

PubChem Substance ID:

24897678

EC Number:

224-097-6

Beilstein/REAXYS Number:

196245

MDL number:

MFCD00004981

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Properties

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

Description

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.[1]

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This Item	E3876	230847	M6875
Sigma-Aldrich N8501 5-Nitro-1,10-phenanthroline	Sigma-Aldrich E3876 N-Ethylmaleimide	Sigma-Aldrich 230847 5-Methyl-1,10-phenanthroline	Sigma-Aldrich M6875 2-Mercaptopurine
biological source synthetic	biological source synthetic (organic)	biological source -	biological source -
assay ≥97%	assay ≥98% (HPLC)	assay ≥99%	assay ≥95%
Quality Level 100	Quality Level 200	Quality Level 100	Quality Level 100
form crystalline	form crystalline	form powder	form crystalline
solubility ethanol: 50 mg/mL, clear to slightly hazy, yellow to orange	solubility ethanol: 50 mg/mL, clear to slightly hazy, colorless to faint yellow or tan	solubility methanol: soluble 50 mg/mL, clear to slightly hazy, colorless to yellow	solubility 1 M NH4OH: 50 mg/mL, clear to slightly hazy, yellow to brown
mp 202-204 °C (lit.)	mp 43-46 °C (lit.)	mp 113-114 °C (lit.)	mp -

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis and crystal structures of novel copper(II) complexes with glycine and substituted phenanthrolines: reactivity towards DNA/BSA and in vitro cytotoxic and antimicrobial evaluation.

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

The effect of ancillary ligand chirality and phenanthroline functional group substitution on the cytotoxicity of platinum(II)-based metallointercalators.

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

Multifactorial study and kinetics of signal development in ferrous-methylthymol blue-gelatin gel dosimeters.

Kalin I Penev et al.

Medical physics, 44(5), 1948-1957 (2017-03-09)

To develop and characterize a ferrous-methylthymol blue-gelatin gel dosimeter with low optical background and appropriate additives for reduced rate of auto-oxidation and diffusion. A mixed-level multifactorial design of experiments was used to test the effects of the concentrations of sulfuric

Global Trade Item Number

SKU	GTIN
N8501-5G	04061832948324
N8501-1G	04061826745489

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