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P9375

Sigma-Aldrich

1,10-Phenanthroline monohydrate

reagent grade

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Synonym(s):
o-Phenanthroline monohydrate
Empirical Formula (Hill Notation):
C12H8N2 · H2O
CAS Number:
5144-89-8
Molecular Weight:
198.22
Beilstein:
4008096
EC Number:
200-629-2
MDL number:
MFCD00149973
PubChem Substance ID:
24278663
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

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
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301 - H410

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Katy Satué et al.
Acta veterinaria Hungarica, 68(1), 79-84 (2020-05-10)
In women and females of different species of laboratory animals, oestrogens stimulate the renin-angiotensin-aldosterone system (RAAS) by increasing tissue and circulating levels of angiotensinogen and renin during the preovulatory period. Progesterone and cortisol compete with aldosterone for mineralocorticoid receptors, which
Resveratrol attenuates iron-induced toxicity in a chronic post-treatment paradigm in Caenorhabditis elegans
Soares MV, et al.
Free Radical Research, 52(9), 939-951 (2018)
The transmodulation of HER2 and EGFR by substance P in breast cancer cells requires c-Src and metalloproteinase activation
Garcia-Recio S, et al.
PLoS ONE, 10(6), e0129661-e0129661 (2015)
Central Role of Phenanthroline Mono-N-oxide in the Decomposition Reactions of Tris (1, 10-phenanthroline) iron (II) and-iron (III) Complexes
Beller G, et al.
Inorganic Chemistry, 49(9), 3968-3970 (2010)
Electrochemical and DFT study of the reduction of substituted phenanthrolines
Ferreira H, et al.
Polyhedron, 122, 147-154 (2017)
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