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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
10806BH
37126JQ
14728LN
00611CS
04031CB

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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)
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)
On the electronic structure of ethidium.
Luedtke NW, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 11(2), 495-508 (2005)

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