7-PET

7-PET

Systematic (IUPAC) name
7-[1-phenyl-3-hydroxybut-3-yl]endoethenotetrahydrothebaine
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	13965-63-4 Y
ATC code	?
PubChem	CID 203125
ChemSpider	21106246 Y
Chemical data
Formula	C31H39NO4
Mol. mass	487.64 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C31H39NO4/c1-28(33,13-12-20-8-6-5-7-9-20)23-19-29-14-15-31(23,35-4)27-30(29)16-17-32(2)24(29)18-21-10-11-22(34-3)26(36-27)25(21)30/h5-11,23-24,27,33H,12-19H2,1-4H3/t23?,24-,27?,28?,29-,30+,31-/m1/s1 Y Key:CSZMZMPPNJFGRW-TZBHJBKBSA-N Y
Y(what is this?)  (verify)

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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See also

• 14-Cinnamoyloxycodeinone
• 14-Phenylpropoxymetopon
• N-Phenethylnormorphine
• N-Phenethyl-14-ethoxymetopon
• Phenomorphan
• RAM-378
• Ro4-1539

References

1. ^ Bentley,K.W. et al. Journal of the American Chemical Society, 1967, vol. 89, p. 3273 - 3280
2. ^ Lewis JW, Bentley KW, Cowan A. Narcotic Analgesics and Antagonists. Annual Reviews in Pharmacology 1971;11:241-270.
3. ^ 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.
4. ^ Bentley KW, Lewis JW. Agonist and Antagonist Actions of Narcotic Analgesic Drugs. pp 7-16. University Park Press, Baltimore. (1973)
5. ^ 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.  edit