Synonym
BHF-177; BHF 177; BHF177.
IUPAC/Chemical Name
N-[(1R,2R,4S)-bicyclo[2.2.1]heptan-2-yl]-2-methyl-5-[4-(trifluoromethyl)phenyl]pyrimidin-4-amine
InChi Key
ADHZHPOKTRHZGT-DXCKQFNASA-N
InChi Code
InChI=1S/C19H20F3N3/c1-11-23-10-16(13-4-6-15(7-5-13)19(20,21)22)18(24-11)25-17-9-12-2-3-14(17)8-12/h4-7,10,12,14,17H,2-3,8-9H2,1H3,(H,23,24,25)/t12-,14+,17+/m0/s1
SMILES Code
FC(C1=CC=C(C2=CN=C(C)N=C2N[C@H]3[C@](C4)([H])CC[C@]4([H])C3)C=C1)(F)F
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
347.39
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: Li X, Kaczanowska K, Finn MG, Markou A, Risbrough VB. The GABA(B) receptor positive modulator BHF177 attenuated anxiety, but not conditioned fear, in rats. Neuropharmacology. 2015 Oct;97:357-64. doi: 10.1016/j.neuropharm.2015.05.001. PubMed PMID: 26002628; PubMed Central PMCID: PMC4537349.
2: Li X, Risbrough VB, Cates-Gatto C, Kaczanowska K, Finn MG, Roberts AJ, Markou A. Comparison of the effects of the GABAB receptor positive modulator BHF177 and the GABAB receptor agonist baclofen on anxiety-like behavior, learning, and memory in mice. Neuropharmacology. 2013 Jul;70:156-67. doi: 10.1016/j.neuropharm.2013.01.018. PubMed PMID: 23376712; PubMed Central PMCID: PMC3644349.
3: Orrù A, Fujani D, Cassina C, Conti M, Di Clemente A, Cervo L. Operant, oral alcoholic beer self-administration by C57BL/6J mice: effect of BHF177, a positive allosteric modulator of GABA(B) receptors. Psychopharmacology (Berl). 2012 Aug;222(4):685-700. doi: 10.1007/s00213-012-2672-6. PubMed PMID: 22411427.
4: Vlachou S, Guery S, Froestl W, Banerjee D, Benedict J, Finn MG, Markou A. Repeated administration of the GABAB receptor positive modulator BHF177 decreased nicotine self-administration, and acute administration decreased cue-induced reinstatement of nicotine seeking in rats. Psychopharmacology (Berl). 2011 May;215(1):117-28. doi: 10.1007/s00213-010-2119-x. PubMed PMID: 21181127; PubMed Central PMCID: PMC3072487.