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Contents

   



(Top)
 


1 Mechanism of action  





2 Therapeutic potential  



2.1  Opioid overdose  







3 References  














Methocinnamox







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From Wikipedia, the free encyclopedia
 


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

3D model (JSmol)

ChEMBL
ChemSpider

PubChem CID

  • 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

  • CC1=CC=C(C=C1)/C=C/C(=O)N[C@@]23CCC(=O)[C@H]4[C@@]25CCN([C@@H]3CC6=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 naloxoneinopioid 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]
  1. ^ Gerak, Lisa R.; Minervini, Vanessa; Latham, Elizabeth; Ghodrati, Saba; Lillis, Katherine V.; Wooden, Jessica; Disney, Alex; Husbands, Stephen M.; France, Charles P. (November 2019). "Methocinnamox Produces Long-Lasting Antagonism of the Behavioral Effects of μ-Opioid Receptor Agonists but Not Prolonged Precipitated Withdrawal in Rats". The Journal of Pharmacology and Experimental Therapeutics. 371 (2): 507–516. doi:10.1124/jpet.119.260331. ISSN 1521-0103. PMC 6863459. PMID 31439807.
  • ^ Jimenez, Victor M.; Castaneda, Gabriel; France, Charles P. (April 2021). "Methocinnamox Reverses and Prevents Fentanyl-Induced Ventilatory Depression in Rats". The Journal of Pharmacology and Experimental Therapeutics. 377 (1): 29–38. doi:10.1124/jpet.120.000387. ISSN 1521-0103. PMC 7985616. PMID 33431611.
  • ^ "Opioid Overdose Limitations in Naloxone Reversal". pubs.asahq.org. Retrieved 2024-02-11.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Methocinnamox&oldid=1224106438"

    Categories: 
    Opioid antagonist
    Mu-opioid receptor antagonists
    Heterocyclic compounds with 5 rings
    Oxygen heterocycles
    Nitrogen heterocycles
    Cyclopropyl compounds
    Carboxamides
    Cyclic ketones
    Hydroxyarenes
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    Short description matches Wikidata
    Articles without KEGG source
    Articles without UNII source
    Articles with changed CASNo identifier
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    Short description is different from Wikidata
     



    This page was last edited on 16 May 2024, at 08:41 (UTC).

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