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| Clinical data | |
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| Trade names | Dividol |
| Other names | Dividol, viminolo, diviminol |
| AHFS/Drugs.com | International Drug Names |
| Routes of administration | Oral |
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| CompTox Dashboard(EPA) | |
| ECHA InfoCard | 100.040.301 |
| Chemical and physical data | |
| Formula | C21H31ClN2O |
| Molar mass | 362.94 g·mol−1 |
| 3D model (JSmol) | |
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Viminol (marketed under thebrandnameDividol) is anopioidanalgesic developed by a team at the drug companyZambon in the 1960s.[2] Viminol is based on the α-pyrryl-2-aminoethanol structure, unlike any other class of opioids.[3][4]
Viminol has bothantitussive (cough suppressing) andanalgesic (pain reducing) effects. Viminol has additional effects similar to other opioids includingsedation andeuphoria.[citation needed] It has six differentstereoisomers which have varying properties. Four are inactive, but the 1S-(R,R)-disecbutyl isomer is aμ-opioid full agonist around 5.5 times more potent thanmorphine and the 1S-(S,S)-disecbutyl isomer is anantagonist.[5][6] Since viminol is supplied as aracemic mixture of isomers, the overall effect is a mixedagonist–antagonist profile similar to that of opioids such aspentazocine, although with somewhat fewer side effects.[7]
Side effects are similar to other opioids, and can include:[medical citation needed]
However, since viminol is supplied as a racemic mixture of agonist and antagonist isomers, theabuse potential and respiratory depression tends to be less than that of μ-opioid full agonist drugs.[medical citation needed]
Drug dependence may occur.[8]
Later work showed that replacing the chlorine atom with a fluorine atom (2F-Viminol) or with atrifluoromethyl group produced a compound with twice the potency and half the acute toxicity.[9] A later team at Zambon found that one isomer of apyrrolidoneanalog is 318 times as potent as morphine in its analgesic activity in animal studies.[10] A number of related compounds were also found to be active, allowing aQSAR model to be constructed.
