Norlevorphanol

{{cs1 config|name-list-style=vanc|display-authors=6}}

{{Short description|Chemical compound}}

{{Drugbox

| IUPAC_name = (–)-morphinan-3-ol

| image = 3-Hydroxymorphinan.svg

| image_class = skin-invert-image

| tradename =

| pregnancy_category = ?

| legal_BR = A1

| legal_BR_comment = {{Cite web |author=Anvisa |author-link=Brazilian Health Regulatory Agency |date=2023-03-31 |title=RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial |trans-title=Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control|url=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |url-status=live |archive-url=https://web.archive.org/web/20230803143925/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |archive-date=2023-08-03 |access-date=2023-08-16 |publisher=Diário Oficial da União |language=pt-BR |publication-date=2023-04-04}}

| legal_CA = Schedule I

| legal_DE = Anlage I

| routes_of_administration = ?

| bioavailability =

| metabolism =

| elimination_half-life =

| excretion =

| CAS_number = 1531-12-0

| ATC_prefix = none

| ATC_suffix =

| PubChem = 519103

| ChemSpiderID = 16735936

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = IL94262N7K

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = D12692

| C=16 | H=21 | N=1 | O=1

}}

Norlevorphanol is an opioid analgesic of the morphinan family that was never marketed.{{cite book | title = Dictionary of organic compounds | publisher = Chapman & Hall | location = London | year = 1996 | isbn = 0-412-54090-8 | url = https://books.google.com/books?id=r7z8W69GcoMC&q=%221531-12-0%22&pg=PA4660}} It is the levo-isomer of 3-hydroxymorphinan (morphinan-3-ol). Norlevorphanol is a Schedule I Narcotic controlled substance in the United States with an ACSCN of 9634 and in 2014 it had an annual aggregate manufacturing quota of 52 grams. It is used as the hydrobromide (free base conversion ratio 0.750) and hydrochloride (0.870).{{Cite web |url=http://www.deadiversion.usdoj.gov/quotas/conv_factor/index.html |title=Quotas - Conversion Factors for Controlled Substances |access-date=2016-02-27 |archive-date=2016-03-02 |archive-url=https://web.archive.org/web/20160302162948/http://deadiversion.usdoj.gov/quotas/conv_factor/index.html |url-status=dead }} It has morphine-like pharmacological properties.{{cite journal | vauthors = Fraser HF, Kay DC, Gorodetzky CW, Yeh SY, Dewey WL | title = Evidence for the importance of N-dealkylation in opioid pharmacology. | journal = Drug and Alcohol Dependence | date = January 1978 | volume = 3 | issue = 1 | pages = 1–22 | doi = 10.1016/0376-8716(78)90031-5 }}