7-PET
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|---|---|
| Systematic (IUPAC) name | |
| 7-[1-phenyl-3-hydroxybut-3-yl]endoethenotetrahydrothebaine | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | ? |
| Identifiers | |
| CAS number | 13965-63-4  |
| ATC code | ? |
| PubChem | CID 203125 |
| ChemSpider | 21106246 |
| Chemical data | |
| Formula | C31H39NO4 |
| Mol. mass | 487.64 g/mol |
| SMILES | eMolecules & PubChem |
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7-PET was discovered by K.W. Bentley[1] and is a potent analgesic drug, 300 times the potency of morphine by weight.[2] It is related to the more well-known oripavine derivative opioid etorphine, which is used as a very potent veterinary painkiller and anesthetic medication, used primarily for the sedation of large animals such as elephants, giraffes and rhinos. 7-PET itself has a 3-O-methyl ether which reduces potency, but the 3-OH derivative is around 2200x morphine, almost the same potency as etorphine as a μ agonist,[3][4] and unexpectedly the 3-desoxy compound is also around the same potency of 2000x morphine.[5]
Unlike etorphine however, 7-PET is not an illegal drug, and is not controlled under the UN drug conventions, but it might still be considered to be a controlled substance analogue of etorphine on the grounds of its related chemical structure in some jurisdictions such as the USA, Canada, Australia and New Zealand.
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[edit] See also
- 14-Cinnamoyloxycodeinone
- 14-Phenylpropoxymetopon
- N-Phenethylnormorphine
- N-Phenethyl-14-ethoxymetopon
- Phenomorphan
- RAM-378
- Ro4-1539
[edit] References
- ^ Bentley,K.W. et al. Journal of the American Chemical Society, 1967, vol. 89, p. 3273 - 3280
- ^ Lewis JW, Bentley KW, Cowan A. Narcotic Analgesics and Antagonists. Annual Reviews in Pharmacology 1971;11:241-270.
- ^ Feinberg AP, Creese I, Snyder SH. The opiate receptor: a model explaining structure-activity relationships of opiate agonists and antagonists. Proceedings of the National Academy of Sciences U S A. 1976 Nov;73(11):4215-9.
- ^ Bentley KW, Lewis JW. Agonist and Antagonist Actions of Narcotic Analgesic Drugs. pp 7-16. University Park Press, Baltimore. (1973)
- ^ Lewis, J. W.; Readhead, M. J. (1970). "Novel analgetics and molecular rearrangements in the morphine-thebaine group. XVIII. 3-Deoxy-6,14-endo-etheno-6,7,8,14-tetrahydrooripavines". Journal of Medicinal Chemistry 13 (3): 525–527. doi:10.1021/jm00297a041. PMID 5441135.
