Tolibut CAS No. 28311-38-8

Product Description

Tolibut is a β-substituted GABA analogue whose γ-aminobutyric acid skeleton carries a p-methylphenyl group on the β-carbon atom, a modification that enhances its lipophilicity and central nervous system permeability. Tolibut belongs to the same structural family as phenylbutyric acid, pregabalin and baclofen, and is believed to exert GABAergic activity through GABA_B receptors and/or voltage-gated calcium channels containing α₂δ subunits, thereby producing anxiolytic, nootropic and possible anticonvulsant effects. We would like to remind you that Tolibut was mainly developed and studied in research projects in the former Soviet Union. It is still an investigational compound with limited clinical data and has not yet been approved for treatment in most jurisdictions. The Tolibut we sell is for scientific research only.

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Product Use & Characteristics

Identity

• IUPAC name: 4-amino-3-(4-methylphenyl)butanoic acid

• Molecular formula: C₁₁H₁₅NO₂

• Molecular weight: 193.24 g mol⁻¹

• CAS registry: 28311-38-8

• Synonyms: Tolibut, β-(4-methylphenyl)-GABA

Structural Features

• γ-Aminobutyric acid (GABA) core

• 4-methylphenyl (p-tolyl) group at β-carbon → increased lipophilicity and blood–brain-barrier penetration

Proposed Mechanism of Action

• GABA_B receptor agonism (baclofen-like)

• Binding to α₂δ subunit of voltage-gated Ca²⁺ channels (pregabalin/gabapentin-like)

Pharmacological Effects / Activities

• Anxiolytic

• Nootropic (improves passive-avoidance conditioning, retards memory extinction)

• Anticonvulsant (reduces electroshock seizures)

• Analgesic (dose-dependent inhibition of thermal/electrical nociception; potentiates promedol)

• Neuroprotective (shortens electroshock-induced coma and motor-recovery time)

Uses / Applications

• Research chemical / investigational nootropic

• Potential therapeutic indications: neuropathic pain, anxiety, cognitive enhancement, epilepsy

• Not approved for medical use in USA, EU, Japan

Pre-clinical Dosage Range

• 20 mg kg⁻¹ (nootropic / antiamnestic, rats)

• 12.5–100 mg kg⁻¹ (analgesic, mice/rats)

Side-Effects / Safety

• Sedation, dizziness, headache

• Possible dependence / withdrawal (GABAergic profile)

Synthesis Methods

• Route A: Pd(II)-catalysed enantioselective C(sp³)–H arylation using 8-aminoquinoline directing group → R-tolibut (86 % yield after deprotection)
  – Chiral ligand: acetyl-protected amino quinoline (APAQ) → up to 74 % ee

Computational Insight

• Rosetta docking & GROMACS MD/MMPB(GB)SA calculations show R-tolibut and related aryl-GABA analogues exhibit stronger binding to human GABA_B1 receptor extracellular domain than R-baclofen or R-phenibut, highlighting their lead compound potential.

Why us!

Qingdao Sigma Chemical Co., Ltd., established in January 2017 and headquartered in Qingdao, China, is a reliable chemical supplier. Specializing in pharmaceuticals, biochemical intermediates, and research chemicals, the company offers a diverse product portfolio, including peptides (e.g., Tirzepatide, Semaglutide), nootropics, veterinary products, and APIs, often marketed with ≥99% purity and COA certification. We provides R&D, custom synthesis, and contract manufacturing services at various scales, while claiming a global export presence across 100+ countries. With international warehouses in the USA, Europe, Australia, and Canada, Qingdao Sigma Chemical also facilitates drop-shipping and reshipments, positioning itself as a key supplier for laboratory and research applications.