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About This Item

Empirical Formula (Hill Notation):
C12H8N2 · H2O
CAS Number:
Molecular Weight:
198.22
Beilstein/REAXYS Number:
4008096
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77
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biological source

synthetic (organic)

Quality Level

grade

reagent grade

form

powder

mp

100-104 °C (lit.)

solubility

methanol: 200 mM (Stock solution is stable for months at –20° C.)

SMILES string

O.c1cnc2c(c1)ccc3cccnc23

InChI

1S/C12H8N2.H2O/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;/h1-8H;1H2

InChI key

PPQJCISYYXZCAE-UHFFFAOYSA-N

Gene Information

human ... FNTA(2339)

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General description

Phenanthroline is a heterocyclic organic compound, which forms complexes with metal ions. These complexes have wide applications in biochemistry, catalysis and analytical chemistry. It complexes with iron and is exploited as a redox indicator.

Application

1,10-Phenanthroline monohydrate has been used:
  • as an inhibitor of metalloproteinase (MMP) in MDA-MB-231 breast cancer cells
  • as a negative control in in situ zymography of mice heart samples
  • in in vitro resveratrol chelation and reducing activities assays to chelate iron

When complexed with copper, it possesses nuclease activity that has been used to study DNA-protein interactions.

Biochem/physiol Actions

Metalloprotease inhibitor; chelates iron, zinc and other divalent metals. Effective concentration 1-10 mM.

pictograms

Skull and crossbonesEnvironment

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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