F-Phenibut FAA, ≥98%
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F-Phenibut FAA (4-Fluorophenibut free amino acid) is a several-fold more potent derivative of the nootropic and anxiolytic GABA derivative, Phenibut.
| Chemical Name | 4-Amino-3-(4-fluorophenyl)butanoic acid |
| CAS Number | 52237-19-1 |
| Purity | ≥98% |
| Form | White or off-white powder |
| Molecular Weight | 197.21 g/mol |
| Melting Point | Unknown |
| Molecular Formula | C10FH12NO2 |
| Synonyms | 4-Fluorophenibut, β-(4-fluorophenyl)-γ-aminobutyric acid, CGP-11130, Fluorophenibut, F-Phenibut, Fluoribut, Fenibut |
Precaution and Disclaimer:
This Material is Sold For Research Use Only. Terms of Sale Apply. Not for Human Consumption, nor Medical, Veterinary, or Household Uses.
Chemical Information
| CAS Number: | 1858241-03-8 |
|---|---|
| Purity: | ≥98% |
| Molecular Weight: | 233.66 g/mol |
| Melting Point: | Unknown |
| Molecular Formula: | C10FH12NO2 •HCl |
| Synonyms: | 4-Amino-3-(4-fluorophenyl)butanoic acid hydrochloride, 4-Amino-3-(4-fluorophenyl)butyric acid, 4-Fluorophenibut hydrochloride, β-(4-fluorophenyl)-γ-aminobutyric acid hydrochloride, CGP-11130, Fluorophenibut HCL, F-Phenibut, Fluoribut, Fenibut |
| PubChem CID: | 103611 |
| SMILES: | C1(F)=CC=C(C=C1)C(CC(=O)O)CN |
Technical Information
| Application: | F-Phenibut HCl (4-Fluorophenibut hydrochloride) is a several-fold more potent derivative of the nootropic and anxiolytic gamma amino butyric acid derivative, Phenibut; useful as a GABAB and α2δ subunit-containing voltage-gated calcium channel ligand |
|---|---|
| Appearance: | White or off-white crystalline powder |
| Physical State: | Solid |
| Solubility: | Freely soluble in Ethanol, Water. |
| Storage: | Store at room temperature or cooler, in a sealed airtight container, protected from heat, light and humidity. |
| Stability: | Stable for at least two years when stored as above. |
Biochemical Activity
F-Phenibut HCl (4-Fluorophenibut hydrochloride) is a several-fold more potent derivative of Phenibut. Phenibut is an atypical anxiolytic and nootropic compound structurally similar to the well known inhibitory neurotransmitter GABA, as well as to baclofen (β-(4-chlorophenyl)-GABA) and pregabalin (β-isobutyl-GABA)[1]. Phenibut was originally thought to act solely as a selective GABAB receptor agonist, similar to its much more potent relative baclofen, but has more recently been found to additionally act with somewhat higher affinity as an inhibitor of α2δ subunit-containing voltage-gated calcium channels, a mechanism of action shared with gabapentin and pregabalin.[2]
Phenibut is known to have a wider spectrum of effects than baclofen; for example Phenibut has been found to be more effective as a nootropic and neuroprotective compound than baclofen[2],[3], while baclofen has a more narrowly focused spectrum of effects and anecdotally shows a reduced tendency to induce habituation or tolerance to its effects upon chronic daily administration[4].
Preliminary (unpublished) research tentatively suggests that F-Phenibut (Fluorophenibut) has a behavioral potency of approximately five to tenfold higher than Phenibut in vivo, with approximately sixfold higher affinity as a GABAB agonist than Phenibut[5], but may also retain comparable affinity and inhibitory efficacy at α2δ subunit-containing voltage-gated calcium channels, making F-Phenibut unique as an evenly balanced ligand for these two binding sites. As an intermediary between Phenibut and baclofen, these findings hint at the potential promise that this p-fluoro relative of Phenibut might retain the broader nootropic, anxiolytic, and mood elevating characteristics of Phenibut, while simultaneously partially sharing the relatively reduced tolerance inducing properties of its p-chloro relative baclofen.
References
- [1] Lapin, I. (2001). "Phenibut (beta-phenyl-GABA): A tranquilizer and nootropic drug". CNS Drug Reviews 7 (4): 471–481. doi:10.1111/j.1527-3458.2001.tb00211.x. PMID 11830761.
- [2] Zvejniece, Liga; Vavers, Edijs; Svalbe, Baiba; Veinberg, Grigory; Rizhanova, Kristina; Liepins, Vilnis; Kalvinsh, Ivars; Dambrova, Maija (2015). "R-phenibut binds to the α2–δ subunit of voltage-dependent calcium channels and exerts gabapentin-like anti-nociceptive effects". Pharmacology Biochemistry and Behavior 137: 23–29. doi:10.1016%2Fj.pbb.2015.07.014 ISSN 0091-3057. PMID 26234470.
- [3] Tyurenkov I.N., Borodkina L.E., Bagmetova V.V., Berestovitskaya V.M., Vasil'eva O.S.. (2016). "Comparison of Nootropic and Neuroprotective Features of Aryl-Substituted Analogs of Gamma-Aminobutyric Acid". Bulletin of Experimental Biology and Medicine 160 (4): 465-9. doi:10.1007/s10517-016-3198-4. PMID 26906198
- [4] Gorsane MA, Kebir O, Hache G, Blecha L, Aubin HJ, Reynaud M, Benyamina A.. (2012). "Is baclofen a revolutionary medication in alcohol addiction management? Review and recent updates". Subst Abus. 33(4):336-49.doi:10.1080/08897077.2012.663326. PMID 22989277
- [5] Bowery, N.G., Hill, D.R. and Hudson, A.L. (1997), Characteristics of GABAB receptor binding sites on rat whole brain synaptic membranes. British Journal of Pharmacology, 120: 452–467. doi: 10.1111/j.1476-5381.1997.tb06835.x. PMID 9142424 , 6297646
Precaution and Disclaimer:
This Material is Sold For Research Use Only. Terms of Sale Apply. Not for Human Consumption, nor Medical, Veterinary, or Household Uses.