M320 (opioid) explained
| Iupac Name: | (1R,2S,6R,14R,15R,19R)-5-(Cyclopropylmethyl)-19-[(2''R'')-2-hydroxy-5-methylhexan-2-yl]-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.1<sup>2,8</sup>.0<sup>1,6</sup>.0<sup>2,14</sup>.0<sup>12,20</sup>]icosa-8(20),9,11,16-tetraen-11-ol |
| Legal Uk: | PSA |
| Atc Prefix: | none |
| Pubchem: | 71717732 |
| Chemspiderid: | 29420445 |
| Chembl: | 2338714 |
| Synonyms: | (5α,6β,14β,18R)-17-(Cyclopropylmethyl)-18-[(2''R'')-2-hydroxy-5-methyl-2-hexanyl]-6-methoxy-7,8-didehydro-18,19-dihydro-4,5-epoxy-6,14-ethenomorphinan-3-ol |
| C: | 30 |
| H: | 41 |
| N: | 1 |
| O: | 4 |
| Smiles: | CC(C)CC[C@](C)([C@H]1C[C@@]23C=C[C@@]1([C@H]4[C@@]25CCN([C@@H]3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)O |
| Stdinchi: | 1S/C30H41NO4/c1-18(2)9-10-27(3,33)22-16-28-11-12-30(22,34-4)26-29(28)13-14-31(17-19-5-6-19)23(28)15-20-7-8-21(32)25(35-26)24(20)29/h7-8,11-12,18-19,22-23,26,32-33H,5-6,9-10,13-17H2,1-4H3/t22-,23-,26-,27-,28-,29+,30-/m1/s1 |
| Stdinchikey: | MFIWLPVODKSMKX-XELDOGJXSA-N |
M320 is an extremely potent and long acting opioid. It produces long lasting narcosis in different animals, including mice, rats, cats, guinea pigs, dogs and monkeys.[1] M320 is a μ and κ-opioid receptor agonist.[2] [3] [4]
See also
Notes and References
- Boura AL, Fitzgerald AE . The pharmacology of N-(cyclopropylmethyl)-19-isopentylnororvinol hydrochloride. A potent and long lasting central depressant . British Journal of Pharmacology and Chemotherapy . 26 . 2 . 307–321 . February 1966 . 4958020 . 1510649 . 10.1111/j.1476-5381.1966.tb01910.x .
- Abrahams JM, Boura AL, Evans RG, Johnston CI, Olley JE . The effects of N-(cyclopropylmethyl)-19-isopentylnororvinol (M320), a potent agonist at kappa- and mu-opiate receptors, on urine excretion of rats . British Journal of Pharmacology . 89 . 4 . 759–767 . December 1986 . 3028550 . 1917223 . 10.1111/j.1476-5381.1986.tb11180.x .
- Evans RG, Rice GE, Olley JE . Studies of the effects of subacute treatment with N-(cyclopropylmethyl)-19-isopentylnororvinol (M320) on timing of parturition in the rat . British Journal of Pharmacology . 95 . 3 . 777–782 . November 1988 . 3207993 . 1854236 . 10.1111/j.1476-5381.1988.tb11704.x .
- Greedy BM, Bradbury F, Thomas MP, Grivas K, Cami-Kobeci G, Archambeau A, Bosse K, Clark MJ, Aceto M, Lewis JW, Traynor JR, Husbands SM . 6 . Orvinols with mixed kappa/mu opioid receptor agonist activity . Journal of Medicinal Chemistry . 56 . 8 . 3207–3216 . April 2013 . 23438330 . 3646402 . 10.1021/jm301543e .
