84923-28-4

Upstream product

• 76272-36-1 8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl-amine 
• 75-36-5 acetyl chloride 
• 532-24-1 tropinone 
• 76272-34-9 8-Benzyl-1αH,5αH-nortropan-3-one Oxime 
• 28957-72-4 N-benzylnortropinone 
• 1515-26-0 (1R,5S)-8-Methyl-8-aza-bicyclo[3.2.1]octan-3-one oxime 
• 542-05-2 acetonedicarboxylic acid 

Downstream Products

• 84923-21-7 2-Amino-4-methoxy-pyrimidine-5-carboxylic acid [(1R,3S,5S)-8-(4-nitro-benzyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-amide 
• 91596-03-1 2-Dimethylamino-4-methoxy-pyrimidine-5-carboxylic acid [(1R,3S,5S)-8-(4-chloro-benzyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-amide 
• 84923-17-1 2-amino-4-methoxy-N-<8-(4-fluorobenzyl)azabicyclo<3,2,1>oct-3-β-yl>-5-pyridine carboxamide 
• 84923-24-0 2-Amino-4-methoxy-pyrimidine-5-carboxylic acid ((1R,3S,5S)-8-cyclohexylmethyl-8-aza-bicyclo[3.2.1]oct-3-yl)-amide 
• 91596-06-4 N-[(1R,3S,5S)-8-(4-Fluoro-benzyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-acetamide 
• 76272-40-7 8-(4-chlorophenylmethyl)-8-azabicyclo[3.2.1]octane-3β-amine 
• 76352-33-5 3 β-amino-8-(4-fluorophenylmethyl)-8-azabicyclo<3,2,1>octane 
• 76272-53-2 8-(cyclohexylmethyl)-8-azabicyclo[3.2.1]octane-3β-amine 
• 858651-24-8 Acetic acid [1-((1R,3S,5S)-8-benzyl-8-aza-bicyclo[3.2.1]oct-3-ylamino)-eth-(Z)-ylidene]-hydrazide 

Relevant academic research and scientific papers

Synthesis and biological investigations of 3β-aminotropane arylamide derivatives with atypical antipsychotic profile

This work is a continuation of our previous research, concentrating this time on lead structure modification to increase the 5-HT1A receptor affinity and water solubility of designed compounds. Therefore, the compounds synthesised within the present project included structural analogues of 3β-acylamine derivatives of tropane with the introduction of a methyl substituent in the benzyl ring and a 2-quinoline, 3-quinoline, or 6-quinoline moiety. A series of novel 3β-aminotropane derivatives was evaluated for their affinity for 5-HT1A, 5-HT2A, and D2 receptors, which allowed for the identification of compounds 12e, 12i, and 19a as ligands with highest affinity for the tested receptors; they were then subjected to further evaluation in preliminary in vivo studies. Selected compounds 12i and 19a displayed antipsychotic properties in the d-amphetamine-induced and MK-801-induced hyperlocomotor activity test in mice. Moreover, compound 19a showed significant antidepressant-like activity in the forced swim test in mice.

Studies on the neuroleptic benzamides. III - Synthesis and antidopaminergic properties of new 3-nortropane derivatives

Various benzamides prepared from 4-alkoxy pyrimidine 5-carboxylic acids and 3-amino nortropane derivatives have been tested for their potential antipsychotic activity. Two compounds exhibited pharamacological activity equivalent to that of haloperidol but had lower toxicity and lower potency to induced catalepsy. Antidopaminergic activity is observed mainly in compounds in which the nortropane ring is substituted in the equatorial position, having a benzyl substituent on the basic nitrogen. The influence of electron attractor or donor substituents carried by the benzyl ring has been evaluated. Some aspects of structure-activity relationships are discussed.