Synonym
NLP 1; NLP-1; NLP1; 2-Nlp-3
IUPAC/Chemical Name
Phenanthridinium, 5-(3-(2-nitro-1H-imidazol-1-yl)propyl)-, bromide
InChi Key
GYVSOOVXJXMCIJ-UHFFFAOYSA-M
InChi Code
InChI=1S/C19H17N4O2.BrH/c24-23(25)19-20-10-13-21(19)11-5-12-22-14-15-6-1-2-7-16(15)17-8-3-4-9-18(17)22;/h1-4,6-10,13-14H,5,11-12H2;1H/q+1;/p-1
SMILES Code
O=[N+](C1=NC=CN1CCC[N+]2=CC3=CC=CC=C3C4=C2C=CC=C4)[O-].[Br-]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
413.28
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Panicucci R, Heal R, Laderoute K, Cowan D, McClelland RA, Rauth AM. NLP-1: a DNA intercalating hypoxic cell radiosensitizer and cytotoxin. Int J Radiat Oncol Biol Phys. 1989 Apr;16(4):1039-43. PubMed PMID: 2703383.
2: Cowan DS, McClelland RA, Rauth AM. Isolation and characterization of a cell line resistant to 5-[3-(2-nitro-1-imidazoyl)-propyl]-phenanthridinium bromide (2-NLP-3), a DNA-intercalating hypoxic cell radiosensitizer and cytotoxin. Biochem Pharmacol. 1995 Jun 29;50(1):61-8. PubMed PMID: 7605346.
3: Buchko GW, Weinfeld M. DNA-targeted 2-nitroimidazoles: studies of the influence of the phenanthridine-linked nitroimidazoles, 2-NLP-3 and 2-NLP-4, on DNA damage induced by ionizing radiation. Radiat Res. 2002 Sep;158(3):302-10. PubMed PMID: 12175307.
4: Cowan DS, Kanagasabapathy VM, McClelland RA, Rauth AM. Mechanistic studies of enhanced in vitro radiosensitization and hypoxic cell cytotoxicity by targeting radiosensitizers to DNA via intercalation. Int J Radiat Oncol Biol Phys. 1992;22(3):541-4. PubMed PMID: 1735693.
5: Cowan DS, Matejovic JF, Wardman P, McClelland RA, Rauth AM. Radiosensitizing and cytotoxic properties of DNA targeted phenanthridine-linked nitroheterocycles of varying electron affinities. Int J Radiat Biol. 1994 Dec;66(6):729-38. PubMed PMID: 7814971.