80858-96-4

Upstream product

• 124921-27-3 1-cyano-1-(trimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene 
• 81580-80-5 1-Cyano-5-methoxy-(1,2,3,4-tetrahydronaphthalene) 
• 98218-37-2 5-Methoxy-3,4-dihydronaphthalene-1-carbonitrile 
• 33892-75-0 5-Methoxy-1-tetralone 

Downstream Products

• 178452-28-3 N-[2-(4-phenylpiperazin-1-yl)ethyl]-5-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxamide 
• 152148-33-9 (R)-5-Methoxy-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide 
• 152148-34-0 (S)-5-Methoxy-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide 

Relevant academic research and scientific papers

4-(Tetralin-1-yl)- and 4-(Naphthalen-1-yl)alkyl Derivatives of 1-Cyclohexylpiperazine as σ Receptor Ligands with Agonist σ 2 Activity

Several 1-cyclohexylpiperazine derivatives related to σ2 receptor ligand 1-cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl] piperazine (33, Ki = 0.34 nM) were synthesized and tested in radioligand binding assays, to attempt a structure-affinity relationship study. Intermediate alkyl chain length and methoxyl group position on the tetralin nucleus were varied. A few naphthalene analogues were also prepared. High affinities were found in σ2 receptor binding for almost all compounds, some of which displayed Ki values in subnanomolar range, but low σ2/σ1 selectivities were found. The highest σ2 affinities were displayed by compounds with an intermediate alkyl chain of three (32 and 43) or five methylenes (39 and 46). Quite high σ1 receptor affinity was found for compounds with a four-methylene chain; 36 (Ki = 0.036 nM) and 45 (Ki = 0. 22 nM) displaying good (σ1/σ2 selectivity (406- and 139-fold, respectively). Moreover, homologues of compound 33 displayed also satisfactory selectivities over dopamine D2-like, serotonin 5-HT3, and adrenergic α1 receptors. These compounds and a few others were tested in the inhibition of the electrically evoked contractions in guinea pig bladder and were demonstrated to be full σ2 agonists. The activity values correlated well to the affinity scale (EC50 in μM range). 33 and related compounds are proposed as a class of potential antineoplastic and PET diagnosis agents.

Structure-activity studies for a novel series of N-(arylethyl)-N- (1,2,3,4-tetrahydronaphthalen-1-ylmethyl)-N-methylamines possessing dual 5- HT uptake inhibiting and α2-antagonistic activities

In search of an α2-antagonist/5-HT uptake inhibitor as a potential new class of antidepressant with a more rapid onset of action, compound 3 was prepared and observed to possess high affinity for the α2-receptor (K(i) = 6.71 nM) and

1-Aryl-4-[(1-tetralinyl)alkyl]piperazines: Alkylamido and alkylamino derivatives. Synthesis, 5-HT(1A) receptor affinity, and selectivity

The synthesis and binding profile on 5-HT(1A), 5-HT2, D-1, D-2, α1, and α2receptors of the N-4 long-chain arylpiperazines 22-40 are reported, where an amino or amido function is inserted into the intermediate chain linked