634616-95-8

Basic information

• Product Name: TBPB
• Synonyms: 2H-BenziMidazol-2-one, 1,3-dihydro-1-[1'-[(2-Methylphenyl)Methyl][1,4'-bipiperidin]-4-yl]-;1-(1′-(2-Methylbenzyl)-1,4′-bipiperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one;1,3-Dihydro-1-[1'-[(2-methylphenyl)methyl][1,4'-bipiperidin]-4-yl]-2H-benzimidazol-2-one;TBPB(1%EA)
• CAS NO: 634616-95-8
• Molecular Formula: C₂₅H₃₂N₄O
• Molecular Weight: 404.54778
• Product Categories: Inhibitors
• Mol File: 634616-95-8.mol
• Article Data: 3

Chemical Properties

• Appearance: white to beige/
• Density: 1.193±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble5mg/mL (clear solution; warmed)
• PKA: 12.04±0.30(Predicted)
• CAS DataBase Reference: TBPB(CAS DataBase Reference)
• NIST Chemistry Reference: TBPB(634616-95-8)
• EPA Substance Registry System: TBPB(634616-95-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 634616-95-8(Hazardous Substances Data)

Usage

Description

TBPB, also known as 3,3'-Bis(trifluoromethyl)diphenylborane, is a synthetic organic compound with a unique structure that allows it to selectively activate the M1 muscarinic acetylcholine receptor. This receptor plays a crucial role in various physiological processes, including cognitive function and memory. TBPB's ability to modulate this receptor makes it a promising candidate for the development of novel therapeutic agents.
Source:
TBPB is synthesized through a series of chemical reactions involving the formation of diphenylborane and subsequent trifluoromethylation.
Production Methods:
The synthesis of TBPB typically involves the reaction of diphenylborane with trifluoroacetic anhydride, followed by a reduction step to obtain the desired compound.

Uses

Used in Pharmaceutical Industry:
TBPB is used as an allosteric M1 muscarinic acetylcholine receptor activator for its potential therapeutic effects on cognitive disorders. Its ability to regulate amyloid processing and produce antipsychotic-like activity in rats suggests that it may have applications in the treatment of Alzheimer's disease and other neurodegenerative disorders.
Used in Research Applications:
TBPB is also used as a research tool to study the function and modulation of the M1 muscarinic acetylcholine receptor. This can help scientists better understand the receptor's role in cognitive processes and identify potential targets for the development of new drugs to treat cognitive disorders.

Upstream product

• 20662-53-7 4-(2-keto-1-benzimidazolinyl)piperidine 
• 76167-41-4 1-(2-Methylbenzyl)-4-piperidone 
• 79099-00-6 tert‐butyl 4‐((2‐aminophenyl)amino)piperidine‐1‐carboxylate 
• 95-54-5 1,2-diamino-benzene 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 1074762-36-9 1-(2-methylbenzyl)piperidin-4,4-diol 

Relevant articles and documents

Concise and simple synthesis of M1 allosteric agonist TBPB

A concise and simple synthesis of M1 allosteric agonist 1-(1′-(2-methylbenzyl)-1,4′-bipiperidin-4-yl)-1H-benzo[d] imidazol-2(3H)-one (TBPB) using economical and commercially available orthophenylenediamine (O-PDA) and Boc piperidone has been described. The disclosed scheme allows synthesizing more analogs that were otherwise difficult to prepare with the original method. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.

OPHTHALMIC COMPOSITIONS FOR TREATING OCULAR HYPERTENSION

This invention relates to selective m1 muscarinic agonist, their use or a formulation thereof in the treatment of glaucoma and/or other conditions which are related to elevated intraocular pressure in the eye of a patient. This invention also relates to t