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N8501

Sigma-Aldrich

5-Nitro-1,10-phenanthroline

≥97%, crystalline

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Synonym(s):
Nitroferroin
Empirical Formula (Hill Notation):
C12H7N3O2
CAS Number:
Molecular Weight:
225.20
Beilstein/REAXYS Number:
196245
EC Number:
MDL number:
PubChem Substance ID:

biological source

synthetic

Quality Level

assay

≥97%

form

crystalline

color

yellow to orange

mp

202-204 °C (lit.)

solubility

ethanol: 50 mg/mL, clear to slightly hazy, yellow to orange

SMILES string

[O-][N+](=O)c1cc2cccnc2c3ncccc13

InChI

1S/C12H7N3O2/c16-15(17)10-7-8-3-1-5-13-11(8)12-9(10)4-2-6-14-12/h1-7H

InChI key

PDDBTWXLNJNICS-UHFFFAOYSA-N

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This Item
E3876M6751B2515
5-Nitro-1,10-phenanthroline ≥97%, crystalline

N8501

5-Nitro-1,10-phenanthroline

N-Ethylmaleimide crystalline, ≥98% (HPLC)

E3876

N-Ethylmaleimide

5-Methylcytosine hydrochloride ≥99%

M6751

5-Methylcytosine hydrochloride

L-Buthionine-sulfoximine ≥97% (TLC)

B2515

L-Buthionine-sulfoximine

biological source

synthetic

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

form

crystalline

form

crystalline

form

crystalline powder

form

powder

solubility

ethanol: 50 mg/mL, clear to slightly hazy, yellow to orange

solubility

ethanol: 50 mg/mL, clear to slightly hazy, colorless to faint yellow or tan

solubility

water: 50 mg/mL, clear to slightly hazy, colorless

solubility

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

mp

202-204 °C (lit.)

mp

43-46 °C (lit.)

mp

-

mp

224-226  °C

color

yellow to orange

color

white to faint yellow

color

-

color

-

Biochem/physiol Actions

Platinum chelates of a variety of 5-substituted phenanthrolines, including this compound, were tested for cytotoxicity against L1210 murine leukemia cells. Though all tested compounds had very similar DNA-binding affinities, they exhibited a wide range of cytotoxicity.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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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Journal of inorganic biochemistry, 101(7), 1049-1058 (2007-06-05)
Fifteen platinum(II)-based metallointercalators have been synthesised that utilise substituted 1,10-phenanthroline (phen) ligands, including 5-chloro-1,10-phenanthroline (5-Cl-phen), 5-methyl-1,10-phenanthroline (5-CH3-phen), 5-amino-1,10-phenanthroline (5-NH2-phen), 5-nitro-1,10-phenanthroline (5-NO2-phen) and dipyrido[3,2-d:2',3'-f]quinoxaline (dpq), and achiral ethylenediamine (en) and the chiral ancillary ligands 1S,2S-diaminocyclohexane (S,S-dach) and 1R,2R-diaminocyclohexane (R,R-dach). Their cytotoxicity
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