18149-16-1

Usage

Class

Phenethylamine derivatives

Psychoactive drug

Yes, it has stimulant and entactogen effects

Relation to amphetamines

Closely related

Effects

Similar to MDMA, releases serotonin, norepinephrine, and dopamine

Scientific research use

Tool to study neurotransmitter systems in the brain and their role in physiological and psychological processes

Recreational use risks

Neurotoxicity and addiction potential

Upstream product

• 91341-93-4 3-Methoxy-4-methyl-phenylacetamid 
• 3556-81-8 1-(3-methoxy-4-methylphenyl)ethan-1-one 
• 64829-31-8 2-(3-methoxy-4-methylphenyl)acetonitrile 
• 4685-50-1 3-methoxy-4-methylbenzyl alcohol 
• 24973-22-6 3-methoxy-4-methylbenzaldehyde 
• 1391042-74-2 3-methoxy-4-methyl-1-[(E)-2′-nitrovinyl]benzene 
• 3556-83-0 methyl 4-methyl-3-methoxybenzoate 
• 92501-14-9 4-[(3-methoxy-4-methyl-phenyl)-thioacetyl]-morpholine 
• 100861-38-9 (3-methoxy-4-methylphenyl)acetic acid 

Downstream Products

• 916203-03-7 2-chloro-N-[2-(3-methoxy-4-methyl-phenyl)-ethyl]-acetamide 

Relevant academic research and scientific papers

Synthesis of Functionalized Indolines and Dihydrobenzofurans by Iron and Copper Catalyzed Aryl C-N and C-O Bond Formation

A simple and effective one-pot, two-step intramolecular aryl C-N and C-O bond forming process for the preparation of a wide range of benzo-fused heterocyclic scaffolds using iron and copper catalysis is described. Activated aryl rings were subjected to a highly regioselective, iron(III) triflimide-catalyzed iodination, followed by a copper(I)-catalyzed intramolecular N-or O-arylation step leading to indolines, dihydrobenzofurans, and six-membered analogues. The general applicability and functional group tolerance of this method were exemplified by the total synthesis of the neolignan natural product, (+)-obtusafuran. DFT calculations using Fukui functions were also performed, providing a molecular orbital rationale for the highly regioselective arene iodination process.

MODULATORS OF THE HISTAMINE H3 RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO

Amide derivatives of Formula (Ia) and pharmaceutical compositions thereof that modulate the activity of the histamine H3 receptor. Compounds of the present invention and pharmaceutical compositions thereof are directed to methods useful in the treatment of histamine H3-associated disorders, such as cognitive disorders, epilepsy, brain trauma, depression, obesity, disorders of sleep and wakefulness such as excessive daytime sleepiness, narcolepsy, shift-work sleep disorder, drowsiness as a side effect from a medication, maintenance of vigilance to aid in the completion of tasks and the like, cataplexy, hypersomnia, somnolence syndrome, jet lag, sleep apnea and the like, attention deficit hyperactivity disorder (ADHD), schizophrenia, allergies, allergic responses in the upper airway, allergic rhinitis, nasal congestion, dementia, Alzheimer's disease, pain and the like.

Process for the preparation of (8As,12AS,13AS)-decahydroisoquino ((2,1-G) (1,6)-naphthyridin-8-one derivatives

The invention provides a process for preparing single enantiomers of compounds represented by the formula: STR1 and chiral acid addition salts thereof; wherein: X and Y are independently hydrogen; lower alkyl; lower alkoxy; or halo; or X and Y taken together is methylenedioxy or ethylene-1,2-dioxy; which includes reduction of a compound represented by the formula: STR2 to give a mixture of stereoisomers represented by the formula: STR3 wherein each wavy line independently represents a bond in either the α or β position; followed by dissolving the mixture of stereoisomers and a chiral resolving acid in a suitable solvent and allowing the solution to crystallize, giving a salt of the desired enantiomer.