126317-99-5

Usage

Structure

Contains a central tetrahydropyran ring with a 2,2-dimethyl-4-phenyl substitution and an ethylamine group attached to the 2-position.

Classification

It is a member of the tetrahydropyran family.

Biological activity

It is likely to have biological activity.

Potential applications

It could be used as a building block for creating other complex organic molecules.

Common uses

It is commonly used in organic synthesis and medicinal chemistry.

Chemical properties

As an amine derivative, it has the general properties of amines, such as basicity and the ability to form salts with acids.
It is an organic compound.

InChI:InChI=1/C15H23NO/c1-14(2)12-15(8-10-16,9-11-17-14)13-6-4-3-5-7-13/h3-7H,8-12,16H2,1-2H3

Upstream product

• 109878-42-4 Cyano-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic acid ethyl ester 
• 64792-49-0 Ethyl (2,2-dimethyl-4-tetrahydropyranylidene)cyanoacetate 
• 1194-16-7 2,2-dimethyltetrahydropyran-4-one 
• 109878-50-4 (2,2-Dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic acid 
• 130707-29-8 2,2-dimethyl-4-phenyltetrahydropyran-4-ylcarbonyl chloride 
• 130688-11-8 2,2-dimethyl-4-phenyltetrahydropyran-4-ylacetamide 
• 109878-46-8 (2,2-Dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetonitrile 

Downstream Products

• 1581258-07-2 N-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl)-6-(6-methoxypyridin-3-yl)pyrazin-2-amine 
• 1581258-06-1 4-(6-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethylamino)pyrazin-2-yl)benzonitrile 
• 1581258-05-0 3-(6-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethylamino)pyrazin-2-yl)-4-fluorobenzonitrile 
• 1581258-04-9 N-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl)-6-phenylpyrazin-2-amine 
• 1581258-03-8 N-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl)-6-(3-(trifluoromethoxy)phenyl)pyrazin-2-amine 
• 1581258-02-7 N-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl)-6-(1-methyl-1H-pyrazol-3-yl)pyrazin-2-amine 
• 1581258-01-6 6-(4-(1H-pyrazol-1-yl)phenyl)-N-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl)pyrazin-2-amine 
• 1581258-00-5 5-(6-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethylamino)pyrazin-2-yl)nicotinonitrile 
• 1581257-98-8 2-(6-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethylamino)pyrazin-2-yl)benzonitrile 
• 1581257-96-6 3-(6-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethylamino)pyrazin-2-yl)benzonitrile 
• 1581257-94-4 N-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl)-6-(3-methoxyphenyl)pyrazin-2-amine 
• 1581257-92-2 6-(2,5-difluorophenyl)-N-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl)pyrazin-2-amine 
• 1581258-17-4 6-(3,5-dimethyl-1H-pyrazol-4-yl)-N-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl)pyrazin-2-amine 
• 1581258-16-3 N-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl)-6-(2-fluoro-5-methoxyphenyl)pyrazin-2-amine 

Relevant academic research and scientific papers

Discovery and SAR of methylated tetrahydropyranyl derivatives as inhibitors of isoprenylcysteine carboxyl methyltransferase (ICMT)

A series of tetrahydropyranyl (THP) derivatives has been developed as potent inhibitors of isoprenylcysteine carboxyl methyltransferase (ICMT) for use as anticancer agents. Structural modification of the submicromolar hit compound 3 led to the potent 3-methoxy substituted analogue 27. Further SAR development around the THP ring resulted in an additional 10-fold increase in potency, exemplified by analogue 75 with an IC50 of 1.3 nM. Active and potent compounds demonstrated a dose-dependent increase in Ras cytosolic protein. Potent ICMT inhibitors also reduced cell viability in several cancer cell lines with growth inhibition (GI50) values ranging from 0.3 to >100 μM. However, none of the cellular effects observed using ICMT inhibitors were as pronounced as those resulting from a farnesyltransferase inhibitor.