Tolibut

Tolibut
Clinical data
ATC code	None;
Identifiers
	IUPAC name 4-Amino-3-(4-methylphenyl)butanoic acid;
CAS Number	28311-38-8 ; 28311-37-7 (HCl);
PubChem CID	49344;
ChemSpider	44852;
CompTox Dashboard (EPA)	DTXSID00951003 ;
Chemical and physical data
Formula	C11H15NO2
Molar mass	193.246 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=CC=C(C=C1)C(CC(=O)O)CN;
	InChI InChI=1S/C11H15NO2/c1-8-2-4-9(5-3-8)10(7-12)6-11(13)14/h2-5,10H,6-7,12H2,1H3,(H,13,14); Key:MSZRPURXKHMSFF-UHFFFAOYSA-N;

Tolibut, also known as 3-(p-tolyl)-4-aminobutyric acid (or β-(4-methylphenyl)-GABA), is drug that was developed in Russia. It is an analogue of γ-aminobutyric acid (GABA) (that is, a GABA analogue) and is the 4-methyl analogue of phenibut, and is also an analogue of baclofen where the 4-chloro substitution has been replaced with a 4-methyl substitution. Tolibut has been described as possessing analgesic, tranquilizing, and neuroprotective properties. It is not fully clear as to whether the drug was ever approved or used medically in Russia, though it may have been.^[1]^[2]^[3]^[4]

References

^ Tyurenkov, I. N.; Borodkina, L. E.; Bagmetova, V. V. (2012). "Functional Aspects of Neuroprotective Effects of New Salts and Compositions of Baclofen in the Convulsive Syndrome Caused by Electroshock". Bulletin of Experimental Biology and Medicine. 153 (5): 710–713. doi:10.1007/s10517-012-1806-5. ISSN 0007-4888. PMID 23113265.
^ "Effect of analogs of γ -aminobutyric acid on the uptake of [3H]-γ -aminobutyric acid by synaptosomes of the rat brain". Pharmaceutical Chemistry Journal. 11 (1): 10–12. January 1977. doi:10.1007/BF00779108 (inactive 2020-04-29). {{cite journal}}: Unknown parameter |authors= ignored (help)CS1 maint: DOI inactive as of April 2020 (link)
^ Dmitriev AV, Andreev NIu (1987). "[The spectrum of analgesic activity of baclofen and tolibut]". Farmakol Toksikol (in Russian). 50 (1): 24–7. PMID 3556547.
^ Artem'ev IIu, Darinskiĭ IuA, Sologub MI (1992). "[A hypothesis of the possible mechanism of the action of analgesic agents at the neuronal level]". Eksp Klin Farmakol (in Russian). 55 (1): 16–8. PMID 1363942.

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[TyurenkovBorodkina2012-1] Tyurenkov, I. N.; Borodkina, L. E.; Bagmetova, V. V. (2012). "Functional Aspects of Neuroprotective Effects of New Salts and Compositions of Baclofen in the Convulsive Syndrome Caused by Electroshock". Bulletin of Experimental Biology and Medicine. 153 (5): 710–713. doi:10.1007/s10517-012-1806-5. ISSN 0007-4888. PMID 23113265.

[Morozov1977-2] "Effect of analogs of γ -aminobutyric acid on the uptake of [3H]-γ -aminobutyric acid by synaptosomes of the rat brain". Pharmaceutical Chemistry Journal. 11 (1): 10–12. January 1977. doi:10.1007/BF00779108 (inactive 2020-04-29). {{cite journal}}: Unknown parameter |authors= ignored (help)CS1 maint: DOI inactive as of April 2020 (link)

[pmid3556547-3] Dmitriev AV, Andreev NIu (1987). "[The spectrum of analgesic activity of baclofen and tolibut]". Farmakol Toksikol (in Russian). 50 (1): 24–7. PMID 3556547.

[pmid1363942-4] Artem'ev IIu, Darinskiĭ IuA, Sologub MI (1992). "[A hypothesis of the possible mechanism of the action of analgesic agents at the neuronal level]". Eksp Klin Farmakol (in Russian). 55 (1): 16–8. PMID 1363942.

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v t e Anxiolytics (N05B)
5-HT_1ARTooltip 5-HT1A receptor agonists	Buspirone Gepirone Tandospirone
GABA_ARTooltip GABAA receptor PAMsTooltip positive allosteric modulators	Benzodiazepines: Adinazolam Alprazolam Bromazepam Camazepam Chlordiazepoxide Clobazam Clonazepam Clorazepate Clotiazepam Cloxazolam Diazepam^# Ethyl loflazepate Etizolam Fludiazepam Halazepam Ketazolam Lorazepam^# Medazepam Nordazepam Oxazepam Pinazepam Prazepam; Others: Alpidem^‡ Barbiturates (e.g., phenobarbital) Carbamates (e.g., meprobamate) Carisoprodol Chlormezanone^‡ Ethanol (alcohol) Etifoxine
Hypnotics	Zopiclone
Gabapentinoids (α₂δ VDCC blockers)	Gabapentin Gabapentin enacarbil Phenibut Pregabalin
Antidepressants	SSRIsTooltip Selective serotonin reuptake inhibitors (e.g., escitalopram) SNRIsTooltip Serotonin-norepinephrine reuptake inhibitors (e.g., duloxetine) SARIsTooltip Serotonin antagonist and reuptake inhibitors (e.g., trazodone) TCAsTooltip Tricyclic antidepressants (e.g., clomipramine^#) TeCAsTooltip Tetracyclic antidepressants (e.g., mirtazapine) MAOIsTooltip Monoamine oxidase inhibitors (e.g., phenelzine); Others: Agomelatine Bupropion Tianeptine Vilazodone Vortioxetine
Antipsychotics	Quetiapine Flupentixol
Sympatholytics (Antiadrenergics)	Alpha-1 blockers (e.g., prazosin) Alpha-2 agonists (e.g., clonidine, dexmedetomidine, guanfacine) Beta blockers (e.g., propranolol)
Others	Benzoctamine Cycloserine Fabomotizole Hydroxyzine Lorpiprazole Mebicar Mepiprazole Nicotine Opipramol Oxaflozane^‡ Phenaglycodol Phenibut Picamilon Selank Tiagabine Tofisopam Validolum
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

See also

References