76135-31-4

Usage

Uses

Dopamine receptor Agonist.

Biological Activity

The standard selective 5-HT1A agonist. Also has moderate affinity for 5-HT7 receptors (pKi is 6.6 at the human 5-HT7 receptor expressed in HEK 293 cells). Reduces hippocampal 5-HT levels following systemic administration in rats in vivo.

Upstream product

• 3897-94-7 8-methoxy-2-(di-n-propylamino)tetralin 
• 612-16-8 (2-methoxyphenyl)methanol 
• 81185-19-5 N-benzyl-8-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine 
• 81185-18-4 Benzyl-(8-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine 
• 81185-18-4 Benzyl-(8-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine 
• 3894-47-1 (8-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine; hydrochloride 
• 78095-31-5 (8-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-dipropyl-amine; hydrochloride 
• 3894-47-1 (8-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine; hydrochloride 
• 78095-31-5 (8-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-dipropyl-amine; hydrochloride 
• 135-02-4 ortho-anisaldehyde 
• 142574-08-1 8-methoxy-2-tert-butoxycarbonylamino tetralin 
• 3880-76-0 8-Methoxy-(2R)-2-amino-1,2,3,4-tetrahydronaphthalene hydrochloride 
• 7035-02-1 o-Methoxybenzyl chloride 
• 32298-34-3 (2-methoxy benzyl) succinic acid 

Relevant academic research and scientific papers

A new synthesis of 8-hydroxy-2-di-n-propylamino-tetralin (8-OH-DPAT)

A new synthesis method for 8-OH-DPAT, a specific agonist at the 5-HT(1A) serotonin receptor, is described. It employs the Curtius degradation of a tetralin carboxylic acid easily prepared from (2-methoxy benzyl) succinic acid by Friedel-Craft cyclisation.

8-Hydroxy-2-(alkylamino)tetralins and related compounds as central 5-hydroxytryptamine receptor agonists

A series of 2-(alkylamino)tetralins related to 8-hydroxy-2-(di-n-propylamino)tetralin (21) were prepared and tested as dopamine (DA) and 5-hydroxytryptamine (5-HT) receptor agonists. Several of the compounds were potent 5-HT agonists devoid of DA-mimetic effects. N-Ethyl or N-propyl substitution of 8-hydroxy-2-aminotetralin gave the most potent agonists. It was shown that the most potent compound, (+)-21, has the 2R configuration. 5,8-Dimethoxy-2-(di-n-propylamino)tetralin (31) was found to be a weak DA agonist devoid of 5-HT activity. The corresponding indan derivative, 4,7-dimethoxy-2-(di-n-propylamino)indan (39), has been reported to be active on both DA and 5-HT receptors. The 5-HT-stimulating properties of compounds 21 and 39 as compared to the incapability of compound 31 to activate the 5-HT receptor is tentatively explained by the assumed mode of binding of the compounds to the 5-HT receptor.