15910-77-7

Upstream product

• 75-52-5 nitromethane 
• 111-30-8 Glutaraldehyde 
• 100-46-9 benzylamine 
• 38150-01-5 (1α,2β,3α)-2-nitro-1,3-cyclohexanediol 
• 51269-14-8 (1R,2r,3S)-3-acetoxy-2-nitrocyclohexyl acetate 
• 31285-24-2 1r,3c-Dimesyloxy-2t-nitrocyclohexan 

Downstream Products

• 19034-88-9 2t-Nitro-1r,3c-bis-(ethoxymethyl-benzylamino)-cyclohexan 
• 16906-89-1 2trans-Nitro-1ref,3cis-bis--cyclohexan 
• 19034-87-8 2t-Nitro-1r,3c-bis-(methoxymethyl-benzylamino)-cyclohexan 

Relevant academic research and scientific papers

Combination of cyclohexane and piperazine based κ-opioid receptor agonists: Synthesis and pharmacological evaluation of trans,trans-configured perhydroquinoxalines

Desymmetrization of the pseudochiral (2r)-configured cyclohexane-1,2,3- triamines 8 with dimethyl oxalate led to racemic aminoquinoxaline-2,3-diones 9. Selective introduction of the κ pharmacophoric structural elements pyrrolidine and 3,4-dichlorophenylacetamide with a two-carbon distance afforded conformationally restricted κ agonists 13-15 based on the quinoxaline ring system. In competitive radioligand receptor binding studies the benzylamine 13b, the secondary amine 14b, and the carbamate 15 displayed high κ receptor affinity. The Ki value of the lead compound derived methoxycarbonyl derivative 15 is 9.7 nM. However, the κ affinity of 15 is exceeded by 13b and 14b with a basic functional group instead of the methoxycarbonyl group in 1-position of the quinoxaline system. The chlorine atoms of the dichlorophenylacetyl residue are essential, since the corresponding phenylacetyl analogs show considerably reduced κ affinity. The potent κ ligands 13b, 14b and 15 are selective over the related μ- and δ-opioid receptors, σ1, σ2 and NMDA receptors. In the [35S]GTPγS-binding assay 13b behaved as partial agonist with lower activity than U-69,593.

PERHYDROQUINOXALINE DERIVATIVES USEFUL AS ANALGESICS

The present invention relates to perhydroquinoxaline compounds according to the general formula (1), their use as a medicament, in particular as analgesic, antipruritic and antiinflammatory agents, and their preparation.

PERHYDROQUINOXALINE DERIVATIVES

The present invention relates to perhydroquinoxaline derivatives, processes for their preparation, their use for the preparation of a medicament and medicaments containing perhydroquinoxaline derivatives.