4-Fluorophenibut

4-Fluorophenibut
Clinical data
Other names	CGP-11130; β-(4-Fluorophenyl)-γ-aminobutyric acid; β-(4-Fluorophenyl)-GABA; Baflofen; Fluorophenibut; F-Phenibut; Fluoribut
Routes of; administration	By mouth
Identifiers
	IUPAC name 4-Amino-3-(4-fluorophenyl)butanoic acid;
CAS Number	52237-19-1;
PubChem CID	103611;
ChemSpider	93547;
UNII	6DAU7M5P3D;
Chemical and physical data
Formula	C10H12FNO2
Molar mass	197.209 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1=CC(=CC=C1C(CC(=O)O)CN)F;
	InChI InChI=1S/C10H12FNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14); Key:QWHXHLDNSXLAPX-UHFFFAOYSA-N;

4-Fluorophenibut (developmental code name CGP-11130; also known as β-(4-fluorophenyl)-γ-aminobutyric acid or β-(4-fluorophenyl)-GABA) is a GABA_B receptor agonist which was never marketed.^[1] It is selective for the GABA_B receptor over the GABA_A receptor (IC₅₀ = 1.70 μM and > 100 μM, respectively).^[1] The drug is a GABA analogue and is closely related to baclofen (β-(4-chlorophenyl)-GABA), tolibut (β-(4-methylphenyl)-GABA), and phenibut (β-phenyl-GABA).^[1] It is less potent as a GABA_B receptor agonist than baclofen but more potent than phenibut.^[1]

The substance is sometimes referred to as 4F-phenibut or F-phenibut or baflofen and colloquially as fluorobut.

Legal status

F-Phenibut is a prohibited substance in Lithuania^[2] and Hungary.^[3]

References

^ ^a ^b ^c ^d Bowery NG, Hill DR, Hudson AL (1983). "Characteristics of GABAB receptor binding sites on rat whole brain synaptic membranes". Br. J. Pharmacol. 78 (1): 191–206. doi:10.1111/j.1476-5381.1983.tb09380.x. PMC 2044790. PMID 6297646.
^ "RINKOS RIBOJIMO PRIEMONĖS FENIBUTUI!". ntakd.lrv.lt (in Lithuanian). Retrieved 2020-01-27.
^ MAGYARORSZÁG HIVATALOS LAPJA. Retrieved 2021-04-28.

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[pmid6297646-1] Bowery NG, Hill DR, Hudson AL (1983). "Characteristics of GABAB receptor binding sites on rat whole brain synaptic membranes". Br. J. Pharmacol. 78 (1): 191–206. doi:10.1111/j.1476-5381.1983.tb09380.x. PMC 2044790. PMID 6297646.

[2] "RINKOS RIBOJIMO PRIEMONĖS FENIBUTUI!". ntakd.lrv.lt (in Lithuanian). Retrieved 2020-01-27.

[3] MAGYARORSZÁG HIVATALOS LAPJA. Retrieved 2021-04-28.

[1]

[2]

[3]

Clinical data

Other names	CGP-11130; β-(4-Fluorophenyl)-γ-aminobutyric acid; β-(4-Fluorophenyl)-GABA; Baflofen; Fluorophenibut; F-Phenibut; Fluoribut
Routes of administration	By mouth
Identifiers
IUPAC name 4-Amino-3-(4-fluorophenyl)butanoic acid
CAS Number	52237-19-1
PubChem CID	103611
ChemSpider	93547
UNII	6DAU7M5P3D
Chemical and physical data
Formula	C₁₀H₁₂FNO₂
Molar mass	197.209 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1=CC(=CC=C1C(CC(=O)O)CN)F
InChI InChI=1S/C10H12FNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14) Key:QWHXHLDNSXLAPX-UHFFFAOYSA-N