5-Nitro-1,10-phenanthroline

Names

[ Name ]:
5-Nitro-1,10-phenanthroline

[Synonym ]:
5-nitro-1,10-phenenthroline
1,10-Phenanthroline, 5-nitro-
5-Nitro-1,10-phenanthroline
5-Nitro-1,10-diazaphenanthrene
EINECS 224-097-6
5-nitro-1,10-phenantroline
1,10-Phenanthroline,5-nitro
Nitroferroin
MFCD00004981

Biological Activity

[Description]:

5-Nitro-1,10-phenanthroline (5-NP), is a o-Phenanthroline (HY-W004544) derivative, as a mediator of glucose oxidase (GOX) with antituberculous activity. 5-Nitro-1,10-phenanthroline can be applied as redox mediators for oxidases and is suitable for the development of reagent-less biosensors and biofuel cells[1][1].

[Related Catalog]:

Research Areas >> Infection

[In Vitro]

5-Nitro-1,10-phenanthroline (25 μM; 24 h) kills naturally resistant intracellular bacteria by inducing autophagy in THP-1 macrophages[2]. 5-Nitro-1,10-phenanthroline (1x, 5x, 20x or 50x MIC, MIC=0.78 μM; 1 h) also modulates the host machinery to kill intracellular pathogens by inhibiting mycolic acid biosynthesis of Mtb[2]. Cell Viability Assay[2] Cell Line: Mtb H37Rv, M. bovis BCG and M. bovis BCG-5NP resistant strain Concentration: 0-12.5 μM Incubation Time: 24 hours Result: Inhibited pathogens with MIC99 values of 0.78 μM (Mtb H37Rv), 0.78 μM (M. bovis BCG), and >12.5 μM (M. bovis BCG-5NP), respectively.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
444.0±30.0 °C at 760 mmHg

[ Melting Point ]:
202-204 °C(lit.)

[ Molecular Formula ]:
C₁₂H₇N₃O₂

[ Molecular Weight ]:
225.203

[ Flash Point ]:
222.3±24.6 °C

[ Exact Mass ]:
225.053833

[ PSA ]:
71.60000

[ LogP ]:
1.56

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.768

[ Water Solubility ]:
insoluble

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

The effect of ancillary ligand chirality and phenanthroline functional group substitution on the cytotoxicity of platinum(II)-based metallointercalators.

J. Inorg. Biochem. 101 , 1049-1058, (2007)

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-phe...