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338966

Sigma-Aldrich

3,8-Diamino-6-phenylphenanthridine

98%

Synonym(s):

6-Phenyl-3,8-phenanthridinediamine

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About This Item

Empirical Formula (Hill Notation):
C19H15N3
CAS Number:
52009-64-0
Molecular Weight:
285.34
EC Number:
257-602-3
MDL number:
MFCD00075152
UNSPSC Code:
12352103
PubChem Substance ID:
24860595
NACRES:
NA.23

Assay

98%

form

solid

impurities

~2% ammonium chloride

mp

196-198 °C (lit.)

SMILES string

Nc1ccc2c(c1)nc(-c3ccccc3)c4cc(N)ccc24

InChI

1S/C19H15N3/c20-13-6-8-15-16-9-7-14(21)11-18(16)22-19(17(15)10-13)12-4-2-1-3-5-12/h1-11H,20-21H2

InChI key

CPNAVTYCORRLMH-UHFFFAOYSA-N

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Application

Used in the synthesis of rigid polyamides. It has been investigated for its anti-tumor and anti-viral properties. Small organic molecules, such as 3,8-Diamino-6-phenylphenanthridine, can bind to DNA by means of a non-specific binding along the DNA exterior.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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Binding of cationic and neutral phenanthridine Intercalators to a DNA oligomer is controlled by dispersion energy: Quantum chemical calculations and molecular mechanics simulations.
Kubar T, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 12(1), 280-290 (2006)
On the electronic structure of ethidium.
Luedtke NW, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 11(2), 495-508 (2005)
Aromatic polyamides of 3, 8-diamino-6-phenylphenanthridine and their molecular complexes with sulfonated polystyrene ionomers.
Cimecioglu AL, et al.
Macromolecules, 28(18), 6343-6346 (1995)

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