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Compound

R-30490

Also called Fentanyl 4-Methoxymethyl, 4-Methoxymethylfentanyl

Original Wikipedia articleen.wikipedia.org/wiki/R-30490 revision used (24 October 2026)

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Overview

R-30490 (also known as 4-methoxymethylfentanyl) is an opioid analgesic related to the highly potent animal tranquilizer carfentanil, and with only slightly lower potency. It was first synthesised by a team of chemists at Janssen Pharmaceutica led by Paul Janssen, who were investigating the structure-activity relationships of the fentanyl family of drugs. R-30490 was found to be the most selective agonist for the μ-opioid receptor out of all the fentanyl analogues tested, but it has never been introduced for medical use in humans, although the closely related drug sufentanil is widely used for analgesia and anesthesia during major surgery.[1–4] WP

Side effects of fentanyl analogs are similar to those of fentanyl itself, which include itching, nausea and potentially serious respiratory depression, which can be life-threatening. Fentanyl analogs have killed hundreds of people throughout Europe and the former Soviet republics since the most recent resurgence in use began in Estonia in the early 2000s, and novel derivatives continue to appear.[5] WP

Chemistry

Formula
C24H32N2O2 PC
CAS number
60618-49-7 PC
Molar mass (g/mol)
380.5 PC
IUPAC name (computed by PubChem)
N-[4-(methoxymethyl)-1-(2-phenylethyl)piperidin-4-yl]-N-phenylpropanamide PC
SMILES
CCC(=O)N(C1=CC=CC=C1)C2(CCN(CC2)CCC3=CC=CC=C3)COC PC
InChIKey
GARXJOUQUSNOGK-UHFFFAOYSA-N PC
PubChem CID
124716

Harm reduction information

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Sources

  1. Journal / agency Cometta-Morini C, Maguire PA, Loew GH. Molecular determinants of mu receptor recognition for the fentanyl class of compounds. Molecular Pharmacology. January 1992. doi:10.1016/S0026-895X(25)08827-3 · PMID 1310142
  2. Journal / agency Maguire P, Tsai N, Kamal J, Cometta-Morini C, Upton C, Loew G. Pharmacological profiles of fentanyl analogs at mu, delta and kappa opiate receptors. European Journal of Pharmacology. March 1992. doi:10.1016/0014-2999(92)90685-W · PMID 1355735
  3. Journal / agency Meert TF. Pharmacotherapy of opioids: present and future developments. Pharmacy World & Science. January 1996. doi:10.1007/BF00449683 · PMID 8861825
  4. Journal / agency Subramanian G, Paterlini MG, Portoghese PS, Ferguson DM. Molecular docking reveals a novel binding site model for fentanyl at the mu-opioid receptor. Journal of Medicinal Chemistry. February 2000. doi:10.1021/jm9903702 · PMID 10669565
  5. Journal / agency Mounteney J, Giraudon I, Denissov G, Griffiths P. Fentanyls: Are we missing the signs? Highly potent and on the rise in Europe. The International Journal on Drug Policy. July 2015. doi:10.1016/j.drugpo.2015.04.003 · PMID 25976511

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.