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Name

Naloxone

IUPAC names

3,14-Dihydroxy-17-(prop-2-en-1-yl)-4,5α-epoxymorphinan-6-one
(4R,4aS,7aR,12bS)-4a,9-Dihydroxy-3-(prop-2-en-1-yl)-2,3,4,4a,5,6-hexahydro-1H-4,12-methano[1]benzofuro[3,2-e]isoquinolin-7(7aH)-one
(5α)-3,14-Dihydroxy-17-(prop-2-en-1-yl)-4,5-epoxymorphinan-6-one

ID 3855 · Formula C₁₉H₂₁NO₄ · Molecular weight 327.374

InChI InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/t14-,17+,18+,19-/m1/s1

InChI Key UZHSEJADLWPNLE-GRGSLBFTSA-N This stereoisomer Any stereoisomer

SMILES C=CCN1CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@H]2C(=O)CC4)c(cc1)O)O

ChemSpider 4447644
PubChem 5284596
Wikidata Q282902
Erowid Naloxone
Wikipedia Naloxone
PsychonautWiki Naloxone

Burns, SM; Cunningham, CW; Mercer, SL. DARK classics in chemical neuroscience: Fentanyl ACS Chem. Neurosci., 17 Oct 2018, 9 (10), 2428-2437. 1.4 MB. https://doi.org/10.1021/acschemneuro.8b00174 #Naloxone

Chambers, SA; DeSousa, JM; Huseman, ED; Townsend, SD. The DARK side of total synthesis: Strategies and tactics in psychoactive drug production ACS Chem. Neurosci., 17 Oct 2018, 9 (10), 2307–2330. 8.1 MB. https://doi.org/10.1021/acschemneuro.7b00528 #9

Kronstrand, R; Guerrieri, D; Vikingsson, S; Wohlfarth, A; Gréen, H. Fatal poisonings associated with new psychoactive substances In New Psychoactive Substances: Pharmacology, Clinical, Forensic and Analytical Toxicology; Maurer, HH; Brandt, SD, Eds., Springer, Berlin, Heidelberg, 1 Jan 2018; pp 495–541. 477 kB. https://doi.org/10.1007/164_2018_110 #Naloxone

Armenian, P; Vo, KT; Barr-Walker, J; Lynch, KL. Fentanyl, fentanyl analogs and novel synthetic opioids: A comprehensive review Neuropharmacology, 1 May 2018, 134, 121–132. 847 kB. https://doi.org/10.1016/j.neuropharm.2017.10.016 #Naloxone

Devereaux, AL; Mercer, SL; Cunningham, CW. DARK classics in chemical neuroscience: Morphine ACS Chem. Neurosci., 17 Oct 2018, 9 (10), 2395-2407. 3.0 MB. https://doi.org/10.1021/acschemneuro.8b00150 #7, 16

Johnson, H. Quantitative stereo-structure activity relationships I. Opiate receptor binding In QuaSAR: Quantitative Structure Activity Relationships of Analgesics, Narcotic Antagonists, and Hallucinogens. NIDA Research Monograph 22; Barnett, G; Trsic, M; Willette, RE, Eds., U.S. Department of Health and Human Services, National Institute of Health, U.S. Government Printing Office, Washington, DC, 1 Jan 1978; Vol. 22, pp 146–158. 685 kB.

6-MAM

3-Acetylmorphine · 3-MAM

7 Dec 2019 · · Isomer Design