Synonym
Irampanel; BIIR-561CL
IUPAC/Chemical Name
5-(o-(2-(Dimethylamino)ethoxy)phenyl)-3-phenyl-1,2,4-oxadiazole.
InChi Key
QZULPCPLWGCGSL-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H19N3O2/c1-21(2)12-13-22-16-11-7-6-10-15(16)18-19-17(20-23-18)14-8-4-3-5-9-14/h3-11H,12-13H2,1-2H3
SMILES Code
CN(CCOC1=CC=CC=C1C2=NC(C3=CC=CC=C3)=NO2)C
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
>2 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
309.37
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: Feigin V. Irampanel Boehringer Ingelheim. Curr Opin Investig Drugs. 2002 Jun;3(6):908-10. Review. PubMed PMID: 12137411.
2: Wienrich M, Brenner M, Löscher W, Palluk R, Pieper M, Potschka H, Weiser T. In vivo pharmacology of BIIR 561 CL, a novel combined antagonist of AMPA receptors and voltage-dependent Na(+) channels. Br J Pharmacol. 2001 Jul;133(6):789-96. PubMed PMID: 11454651; PubMed Central PMCID: PMC1572840.
3: Weiser T, Wienrich M, Brenner M, Kubiak R, Weckesser G, Palluk R. The AMPA receptor/Na(+) channel blocker BIIR 561 CL is protective in a model of global cerebral ischaemia. Eur J Pharmacol. 2001 Jun 15;421(3):165-70. PubMed PMID: 11516432.
4: Weiser T, Iizuka M, Nishimura S, Akiba I, Barsoumian E, Zhou M, Steinhäuser C, Brenner M, Palluk R, Wienrich M. Characterization of the anticonvulsant and neuroprotectant BIIR 561 CL in vitro: effects on native and recombinant alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors. Naunyn Schmiedebergs Arch Pharmacol. 2000 Nov;362(4-5):419-26. PubMed PMID: 11111837.
5: Weiser T, Brenner M, Palluk R, Bechtel WD, Ceci A, Brambilla A, Ensinger HA, Sagrada A, Wienrich M. BIIR 561 CL: a novel combined antagonist of alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptors and voltage-dependent sodium channels with anticonvulsive and neuroprotective properties. J Pharmacol Exp Ther. 1999 Jun;289(3):1343-9. PubMed PMID: 10336525.
