Methocinnamox

Names
IUPAC name (E)-N-[(4R,4aS,7aR,12bR)-3-(cyclopropylmethyl)-9-hydroxy-7-oxo-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-4a-yl]-3-(4-methylphenyl)prop-2-enamide
Identifiers
CAS Number	117339-76-1 N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL610884
ChemSpider	24673142
PubChem CID	46877713
InChI InChI=1S/C30H32N2O4/c1-18-2-4-19(5-3-18)8-11-25(35)31-30-13-12-23(34)28-29(30)14-15-32(17-20-6-7-20)24(30)16-21-9-10-22(33)27(36-28)26(21)29/h2-5,8-11,20,24,28,33H,6-7,12-17H2,1H3,(H,31,35)/b11-8+/t24-,28+,29+,30-/m1/s1 Key: PJOHVEQSYPOERL-SHEAVXILSA-N
SMILES CC1=CC=C(C=C1)C=CC(=O)NC23CCC(=O)C4C25CCN(C3CC6=C5C(=C(C=C6)O)O4)CC7CC7
Properties
Chemical formula	C30H32N2O4
Molar mass	484.596 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Methocinnamox is an opioid antagonist.

Mechanism of action[edit]

Methocinnamox is an opioid antagonist, it works at the µ-opioid receptor.^[1] By being an antagonist, it binds to the receptor but does not activate it, thus blocking the action of agonists such as Fentanyl.

Therapeutic potential[edit]

Opioid overdose[edit]

In rats, methocinnamox is able to reverse the respiratory depressant effects of fentanyl. However, unlike naloxone, another opioid antagonist, its action lasts around 2 weeks if administered subcutaneously and up to 5 days if administered intravenously.^[2] This could make it a better antidote than naloxone in opioid overdoses, because naloxone usually lasts around 30 minutes, there is a need for repeated administration and a danger of renarcotization.^[3] By acting longer, methocinnamox prevents these dangers.

Other tests have also shown this result, methocinnamox was able to reverse the respiratory depressant effect of heroin.

References[edit]