MR-2096

MR-2096

Identifiers
IUPAC name (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-([(R)-tetrahydrofuran-2-yl]methyl)-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)one
CAS Number	62509-10-8 Y
PubChem CID	5748260
ChemSpider	4677855
CompTox Dashboard (EPA)	DTXSID30211526
Chemical and physical data
Formula	C21H25NO5
Molar mass	371.433 g·mol−1
3D model (JSmol)	Interactive image
SMILES O[C@]1([C@H]2C3)[C@@]4(CCN2C[C@H]5CCCO5)C6=C3C=CC(O)=C6O[C@H]4C(CC1)=O
InChI InChI=1S/C21H25NO5/c23-14-4-3-12-10-16-21(25)6-5-15(24)19-20(21,17(12)18(14)27-19)7-8-22(16)11-13-2-1-9-26-13/h3-4,13,16,19,23,25H,1-2,5-11H2/t13-,16-,19+,20+,21-/m1/s1 Key:JZVPTJLHOJSOLQ-JAYNPZNESA-N

MR-2096 is a relatively weak opioid analgesic. It has an unusual chiral tetrahydrofuran-2-ylmethyl substitution on the nitrogen which determines the character of effects and toxicity, with the (R) enantiomer MR-2096 being an opioid agonist, while the (S) enantiomer MR-2097 has similarly potent opioid antagonist effects. This substitution makes MR 2096 completely synthetic. It does not require the use of any opium derivatives to produce. This mix of activities has made these two enantiomers useful for characterising the binding site of the mu opioid receptor. It was never marketed due to its high toxicity. ^[1]

See also[]

• N-Phenethylnormorphine
• Ro4-1539

References[]

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