BHF-177

BHF-177
Identifiers
	IUPAC name N-[(1R,2R,4S)-bicyclo[2.2.1]hept-2-yl]-2-methyl-5-[4-(trifluoromethyl)phenyl]-4-pyrimidinamine;
CAS Number	917896-43-6 ;
IUPHAR/BPS	5503 ;
ChemSpider	26286940 ;
UNII	73Q4TVR90S ;
CompTox Dashboard (EPA)	DTXSID701028428 ;
Chemical and physical data
Formula	C19H20F3N3
Molar mass	347.385 g·mol−1
3D model (JSmol)	Interactive image ;
	SMILES Cc3nc(N[C@@H]2C[C@H]1CC[C@@H]2C1)c(cn3)c4ccc(cc4)C(F)(F)F;
	InChI 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 ; Key:ADHZHPOKTRHZGT-DXCKQFNASA-N ;
	(verify)

Last updated December 30, 2025

BHF-177 is a compound used in scientific research which acts as a positive allosteric modulator at the GABA_B receptor.^[1] It was shown to reduce self-administration of nicotine in animal studies.^[2]

References

↑ Guery S, Floersheim P, Kaupmann K, Froestl W (November 2007). "Syntheses and optimization of new GS39783 analogues as positive allosteric modulators of GABA B receptors". Bioorganic & Medicinal Chemistry Letters. 17 (22): 6206–11. doi:10.1016/j.bmcl.2007.09.023. PMC 2278029 . PMID 17884493.
↑ Paterson NE, Vlachou S, Guery S, Kaupmann K, Froestl W, Markou A (July 2008). "Positive modulation of GABA(B) receptors decreased nicotine self-administration and counteracted nicotine-induced enhancement of brain reward function in rats". The Journal of Pharmacology and Experimental Therapeutics. 326 (1): 306–14. doi:10.1124/jpet.108.139204. PMC 2574924 . PMID 18445779.

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[1] Guery S, Floersheim P, Kaupmann K, Froestl W (November 2007). "Syntheses and optimization of new GS39783 analogues as positive allosteric modulators of GABA B receptors". Bioorganic & Medicinal Chemistry Letters. 17 (22): 6206–11. doi:10.1016/j.bmcl.2007.09.023. PMC 2278029 . PMID 17884493.

[pmid18445779-2] Paterson NE, Vlachou S, Guery S, Kaupmann K, Froestl W, Markou A (July 2008). "Positive modulation of GABA(B) receptors decreased nicotine self-administration and counteracted nicotine-induced enhancement of brain reward function in rats". The Journal of Pharmacology and Experimental Therapeutics. 326 (1): 306–14. doi:10.1124/jpet.108.139204. PMC 2574924 . PMID 18445779.

[1]

[2]

Identifiers

IUPAC name N-[(1R,2R,4S)-bicyclo[2.2.1]hept-2-yl]-2-methyl-5-[4-(trifluoromethyl)phenyl]-4-pyrimidinamine
CAS Number	917896-43-6 ^Y
IUPHAR/BPS	5503
ChemSpider	26286940 ^Y
UNII	73Q4TVR90S
CompTox Dashboard (EPA)	DTXSID701028428
Chemical and physical data
Formula	C₁₉H₂₀F₃N₃
Molar mass	347.385 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Cc3nc(N[C@@H]2C[C@H]1CC[C@@H]2C1)c(cn3)c4ccc(cc4)C(F)(F)F
InChI 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^Y Key:ADHZHPOKTRHZGT-DXCKQFNASA-N^Y
(verify)