630116-49-3

Basic information

• Product Name: 2-(4-(pyridin-2-yl)piperidin-1-yl)-N-m-tolylacetamide
• Synonyms: 2-(4-(pyridin-2-yl)piperidin-1-yl)-N-m-tolylacetamide;N-(3-Methylphenyl)-2-[4-(pyridin-2-yl)piperidin-1-yl]acetaMide;N-(3-Methylphenyl)-4-(2-pyridinyl)-1-piperidineacetamide Dihydrochloride;N-(3-methylphenyl)-4-(2-pyridinyl)-1-Piperidineacetamide
• CAS NO: 630116-49-3
• Molecular Formula: C₁₉H₂₃N₃O
• Molecular Weight: 309.411
• Mol File: 630116-49-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 514.0±50.0 °C(Predicted)
• Appearance: /
• Density: 1.147±0.06 g/cm3(Predicted)
• PKA: 14.69±0.70(Predicted)
• CAS DataBase Reference: 2-(4-(pyridin-2-yl)piperidin-1-yl)-N-m-tolylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-(pyridin-2-yl)piperidin-1-yl)-N-m-tolylacetamide(630116-49-3)
• EPA Substance Registry System: 2-(4-(pyridin-2-yl)piperidin-1-yl)-N-m-tolylacetamide(630116-49-3)

Safety Data

• Hazardous Substances Data: 630116-49-3(Hazardous Substances Data)

Usage

Description

2-(4-(pyridin-2-yl)piperidin-1-yl)-N-m-tolylacetamide is a chemical compound with a complex structure that features a piperidine and pyridine moiety, as well as an N-m-tolyl acetyl group. It is known for its ability to selectively bind and activate dopamine D4 receptors, which are involved in various cognitive functions and behaviors.

Uses

Used in Pharmaceutical Industry:
2-(4-(pyridin-2-yl)piperidin-1-yl)-N-m-tolylacetamide is used as a selective agonist for dopamine D4 receptors, which play a crucial role in cognitive performance and activity. Its activation of these receptors may have potential therapeutic applications in the treatment of cognitive disorders and conditions related to cognitive decline.
Used in Research Applications:
In addition to its potential therapeutic uses, 2-(4-(pyridin-2-yl)piperidin-1-yl)-N-m-tolylacetamide is also utilized in research settings to study the function and role of dopamine D4 receptors in cognitive processes. 2-(4-(pyridin-2-yl)piperidin-1-yl)-N-m-tolylacetamide can help researchers better understand the mechanisms underlying cognitive performance and develop new strategies for enhancing cognitive function or treating related disorders.

Upstream product

• 5439-17-8 2-bromo-N-(3-methylphenyl)acetamide 
• 30532-37-7 4-(2-pyridinyl)piperidine 
• 108-44-1 1-amino-3-methylbenzene 

Relevant articles and documents

Discovery of 3-methyl-N-(1-oxy-3′,4′,5′,6′- tetrahydro-2′H-[2,4′-bipyridine]-1′-ylmethyl)benzamide (ABT-670), an orally bioavailable dopamine D4 agonist for the treatment of erectile dysfunction

The goal of this study was to identify a structurally distinct D4-selective agonist with superior oral bioavailability to our first-generation clinical candidate 1a (ABT-724) for the potential treatment of erectile dysfunction. Arylpiperazines such as (heteroarylmethyl)piperazine 1a, benzamide 2, and acetamides such as 3a,b exhibit poor oral bioavailability. Structure-activity relationship (SAR) studies with the arylpiperidine template provided potent partial agonists such as 4d and 5k that demonstrated no improvement in oral bioavailability. Further optimization with the (N-oxy-2-pyridinyl)piperidine template led to the discovery of compound 6b (ABT-670), which exhibited excellent oral bioavailability in rat, dog, and monkey (68%, 85%, and 91%, respectively) with comparable efficacy, safety, and tolerability to 1a. The N-oxy-2-pyridinyl moiety not only provided the structural motif required for agonist function but also reduced metabolism rates. The SAR study leading to the discovery of 6b is described herein.

Acetamides and benzamides that are useful in treating sexual dysfunction

The present invention relates to the use of compounds of formula (I) for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.