Viminol
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| Systematic (IUPAC) name | |
| 1-[1-(2-Chlorobenzyl)-1H-pyrrol-2-yl]-2-(di-sec-butylamino)ethanol | |
| Clinical data | |
| AHFS/Drugs.com | International Drug Names |
| Pregnancy cat. | ? |
| Legal status | OTC |
| Routes | Oral |
| Identifiers | |
| CAS number | 21363-18-8  |
| ATC code | N02BG05 |
| PubChem | CID 65697 |
| UNII | TPV54G6XBG |
| KEGG | D07295 |
| Synonyms | Viminol, Dividol |
| Chemical data | |
| Formula | C21H31ClN2O |
| Mol. mass | 362.94 g/mol |
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Viminol (marketed under the brandname Dividol) is an opioid analgesic developed by the drugs company Zambon in the 1960s.[1] It has an unusual chemical structure that is not similar to other opioids.[2][3]
Viminol has both antitussive (cough suppressing) and analgesic (pain reducing) effects. It has six different stereoisomers which have varying properties, with the 2-(R) isomer being a μ-opioid full agonist around 5 times more potent than morphine,[4] while the 2-(S) isomer is an antagonist.[5] Since vimonol is supplied as a racemic mixture of isomers, the overall effect produces a mixed agonist–antagonist profile similar to that of opioids such as pentazocine, although with somewhat fewer side effects.[6]
Viminol has similar effects to other opioids, and produces analgesia, sedation and euphoria.
[edit] Side Effects
Side effects are similar to other opioids, and can include:
- Itching
- Nausea
- Sedation
- Respiratory depression - can be potentially life-threatening
However, since viminol is supplied as a racemic mixture of agonist and antagonist isomers, the abuse potential and respiratory depression tends to be less than that of μ-opioid full agonist drugs.
[edit] References
- ^ US patent 3539589, Uberto M Teotino and Davide Della Bella, "1-(α-PYRRYL)-2-AMINO ETHANOLS", published 1967-05-08, issued 1970-10-11
- ^ Contri AM. Chromatographic separation of diastereoisomers of aminoalcohol salts and their densitometric determination. (Italian). Il Farmaco. 1981 Apr;36(4):215-22.
- ^ Neto JM, Murad JE, Monteiro SS. Psychopharmacological properties of the viminol-p-hydroxybenzoate. Revista Brasileira de Pesquisas Medicas e Biologicas. 1977 Dec;10(6):361-8.
- ^ US Patent 3857857 - Davide Della Bella, Carlo Veneziani Bresso, Dario Chiarnio Monza & Uberio Maria Tiotino 'Stereoisomers of 1(1'(-O-Chlorobenzyl)-2'-Pyrryl)-2-Disec.Butylamino-Ethanol'
- ^ Shook JE, Kallman MJ, Dewey WL. The discriminative stimulus properties of the R2 isomer of viminol. Pharmacology, Biochemistry and Behaviour. 1984 Jan;20(1):59-62.
- ^ Cinelli M, Costa V, Ventresca GP, Lodola E. Viminol R2 analgesic activity in patients with postoperative pain: comparison with pentazocine. International Journal of Clinical Pharmacology, Therapy and Toxicology. 1986 May;24(5):232-5.
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