Synonym
AZD-9272; AZD 9272; AZD9272.
IUPAC/Chemical Name
3-Fluoro-5-[3-(5-fluoro-2-pyridinyl)-1,2,4-oxadiazol-5-yl]benzonitrile
InChi Key
RBSPCALDSNXWEP-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H6F2N4O/c15-10-1-2-12(18-7-10)13-19-14(21-20-13)9-3-8(6-17)4-11(16)5-9/h1-5,7H
SMILES Code
N#CC1=CC(C2=NC(C3=NC=C(F)C=C3)=NO2)=CC(F)=C1
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, not in water
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
284.23
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: Swedberg MD, Raboisson P. AZD9272 and AZD2066: selective and highly central nervous system penetrant mGluR5 antagonists characterized by their discriminative effects. J Pharmacol Exp Ther. 2014 Aug;350(2):212-22. doi: 10.1124/jpet.114.215137. Epub 2014 May 29. PubMed PMID: 24876235.
2: Kalliomäki J, Huizar K, Kågedal M, Hägglöf B, Schmelz M. Evaluation of the effects of a metabotropic glutamate receptor 5-antagonist on electrically induced pain and central sensitization in healthy human volunteers. Eur J Pain. 2013 Nov;17(10):1465-71. doi: 10.1002/j.1532-2149.2013.00327.x. Epub 2013 May 6. PubMed PMID: 23650072.
3: Andersson JD, Seneca N, Truong P, Wensbo D, Raboisson P, Farde L, Halldin C. Palladium mediated ¹¹C-cyanation and characterization in the non-human primate brain of the novel mGluR5 radioligand [¹¹C]AZD9272. Nucl Med Biol. 2013 May;40(4):547-53. doi: 10.1016/j.nucmedbio.2012.12.012. Epub 2013 Mar 28. PubMed PMID: 23541825.
4: Raboisson P, Breitholtz-Emanuelsson A, Dahllöf H, Edwards L, Heaton WL, Isaac M, Jarvie K, Kers A, Minidis AB, Nordmark A, Sheehan SM, Slassi A, Ström P, Terelius Y, Wensbo D, Wilson JM, Xin T, McLeod DA. Discovery and characterization of AZD9272 and AZD6538-Two novel mGluR5 negative allosteric modulators selected for clinical development. Bioorg Med Chem Lett. 2012 Nov 15;22(22):6974-9. doi: 10.1016/j.bmcl.2012.08.100. Epub 2012 Sep 21. PubMed PMID: 23046966.
5: Kågedal M, Cselényi Z, Nyberg S, Jönsson S, Raboisson P, Stenkrona P, Hooker AC, Karlsson MO. Non-linear mixed effects modelling of positron emission tomography data for simultaneous estimation of radioligand kinetics and occupancy in healthy volunteers. Neuroimage. 2012 Jul 16;61(4):849-56. doi: 10.1016/j.neuroimage.2012.02.085. Epub 2012 Mar 9. PubMed PMID: 22425672.
