BSPP (drug)

BSPP
Clinical data
ATC code	none;
Identifiers
	IUPAC name 2,6-di-tert-butyl-4-{[1-(hydroxymethyl)cyclopentyl]methyl}phenol;
CAS Number	938174-18-6 [GSRS];
PubChem CID	16079861;
ChemSpider	17238838 ;
UNII	AN78SQ2WKC;
CompTox Dashboard (EPA)	DTXSID001028427 ;
Chemical and physical data
Formula	C21H34O2
Molar mass	318.501 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C(C)(C)(C)C1=C(C(=CC(=C1)CC1(CCCC1)CO)C(C)(C)C)O;
	InChI InChI=1S/C21H34O2/c1-19(2,3)16-11-15(12-17(18(16)23)20(4,5)6)13-21(14-22)9-7-8-10-21/h11-12,22-23H,7-10,13-14H2,1-6H3 ; Key:CTFKOMUXSHQLLL-UHFFFAOYSA-N ;
	(verify)

BSPP is a compound used in scientific research which acts as a positive allosteric modulator at the GABA_B receptor.^[1] It has a synergistic effect with GABA_B agonists such as baclofen at GABA_B autoreceptors but not heteroreceptors, suggesting it may be useful for distinguishing between these GABA_B receptor subtypes.^[2]

References

^ Kerr DI, Khalafy J, Ong J, Perkins MV, Prager RH, Puspawati NM, Rimaz M (September 2006). "Synthesis and biological activity of allosteric modulators of GABAB receptors, part 2. 3-(2, 6-bis-tert-butyl-4-hydroxyphenyl) propanols". Australian Journal of Chemistry. 59 (7): 457–62. doi:10.1071/CH06164.
^ Parker DA, Marino V, Ong J, Puspawati NM, Prager RH (September 2008). "The CGP7930 analogue 2,6-di-tert-butyl-4-(3-hydroxy-2-spiropentylpropyl)-phenol (BSPP) potentiates baclofen action at GABA(B) autoreceptors". Clinical and Experimental Pharmacology & Physiology. 35 (9): 1113–5. doi:10.1111/j.1440-1681.2008.04948.x. PMID 18430050. S2CID 25608408.

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[1] Kerr DI, Khalafy J, Ong J, Perkins MV, Prager RH, Puspawati NM, Rimaz M (September 2006). "Synthesis and biological activity of allosteric modulators of GABAB receptors, part 2. 3-(2, 6-bis-tert-butyl-4-hydroxyphenyl) propanols". Australian Journal of Chemistry. 59 (7): 457–62. doi:10.1071/CH06164.

[pmid18430050-2] Parker DA, Marino V, Ong J, Puspawati NM, Prager RH (September 2008). "The CGP7930 analogue 2,6-di-tert-butyl-4-(3-hydroxy-2-spiropentylpropyl)-phenol (BSPP) potentiates baclofen action at GABA(B) autoreceptors". Clinical and Experimental Pharmacology & Physiology. 35 (9): 1113–5. doi:10.1111/j.1440-1681.2008.04948.x. PMID 18430050. S2CID 25608408.

[1]

[2]

Clinical data

ATC code	none
Identifiers
IUPAC name 2,6-di-tert-butyl-4-{[1-(hydroxymethyl)cyclopentyl]methyl}phenol
CAS Number	938174-18-6^N[GSRS]
PubChem CID	16079861
ChemSpider	17238838^Y
UNII	AN78SQ2WKC
CompTox Dashboard (EPA)	DTXSID001028427
Chemical and physical data
Formula	C₂₁H₃₄O₂
Molar mass	318.501 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C(C)(C)(C)C1=C(C(=CC(=C1)CC1(CCCC1)CO)C(C)(C)C)O
InChI InChI=1S/C21H34O2/c1-19(2,3)16-11-15(12-17(18(16)23)20(4,5)6)13-21(14-22)9-7-8-10-21/h11-12,22-23H,7-10,13-14H2,1-6H3^Y Key:CTFKOMUXSHQLLL-UHFFFAOYSA-N^Y
(verify)