Tramadol

Tramadol

cis-(1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol

PubChem CID: 33741

(R,R)-tramadol is a 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol in which both stereocentres have R-configuration; the (R,R)-enantiomer of the racemic opioid analgesic tramadol, it exhibits ten-fold higher analgesic potency than the (S,S)-enantiomer. It has a role as a metabolite, an opioid analgesic, an adrenergic uptake inhibitor, a serotonergic antagonist, a muscarinic antagonist, a nicotinic antagonist, a serotonin uptake inhibitor, an antitussive, a mu-opioid receptor agonist, a kappa-opioid receptor agonist, a NMDA receptor antagonist, a delta-opioid receptor agonist and a capsaicin receptor antagonist. It is a conjugate base of a (R,R)-tramadol(1+). It is an enantiomer of a (S,S)-tramadol.

2D Structure

Properties

SMILES

Synonyms(20)