Skip to Content
Merck
All Photos(5)

Key Documents

View All Documentation

P9375

Sigma-Aldrich

1,10-Phenanthroline monohydrate

reagent grade

Synonym(s):

o-Phenanthroline monohydrate

Sign Into View Organizational & Contract Pricing
All Photos(5)

About This Item

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
UNSPSC Code:
12352116
PubChem Substance ID:
24278663
NACRES:
NA.77
Pricing and availability is not currently available.

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)

Looking for similar products? Visit Product Comparison Guide

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.[1] It complexes with iron and is exploited as a redox indicator.[2]

Application

1,10-Phenanthroline monohydrate has been used:
  • as an inhibitor of metalloproteinase (MMP) in MDA-MB-231 breast cancer cells[3]
  • as a negative control in in situ zymography of mice heart samples[4]
  • in in vitro resveratrol chelation and reducing activities assays to chelate iron[5]

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000424774
0000424774
0000377981
0000377981
0000342744

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Electrochemical and DFT study of the reduction of substituted phenanthrolines
Ferreira H, et al.
Polyhedron, 122, 147-154 (2017)
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)
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)
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service