Methadone intermediate

{{Short description|Chemical compound}}

{{Infobox drug

| IUPAC_name = 4-cyano-2-dimethylamino-4,4-diphenylbutane

| image = Methadone Intermediate Structure.svg

| image_class = skin-invert-image

| width = 160

| tradename =

| pregnancy_AU =

| pregnancy_US =

| pregnancy_category =

| legal_AU = S9

| legal_AU_comment = {{cite web|url=https://www.legislation.gov.au/Details/F2020L01255|publisher=Federal Register of Legislation|title=STANDARD FOR THE UNIFORM SCHEDULING OF MEDICINES AND POISONS|date=October 2020|accessdate=2021-08-15|archive-date=2021-01-25|archive-url=https://web.archive.org/web/20210125152359/https://www.legislation.gov.au/Details/F2020L01255}}

| 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 =

| legal_UK =

| legal_US =

| legal_UN = N I

| legal_DE = Anlage II

| routes_of_administration = N/A

| bioavailability =

| protein_bound =

| metabolism =

| elimination_half-life =

| excretion =

| CAS_number = 125-79-1

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

| UNII = 0GYB2HJA89

| ATC_prefix = none

| ATC_suffix =

| PubChem = 31331

| DrugBank =

| KEGG = C22686

| ChemSpiderID = 29065

| C=19 | H=22 | N=2

| smiles = CC(CC(C#N)(C1=CC=CC=C1)C2=CC=CC=C2)N(C)C

| StdInChI = 1S/C19H22N2/c1-16(21(2)3)14-19(15-20,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-13,16H,14H2,1-3H3

| StdInChIKey = GJJQIGFCGLPOQK-UHFFFAOYSA-N

}}

Methadone intermediate (pre-methadone, methadone nitrile, dimethylaminodiphenylbutanonitrile) is a methadone precursor scheduled by UN Single Convention on Narcotic Drugs. It is a Schedule II Narcotic controlled substance in the United States and has an ACSCN of 9254. The 2014 annual manufacturing quota was 32 875 kilos.{{Cite web |url=http://www.deadiversion.usdoj.gov/quotas/conv_factor/index.html |title=Quotas - Conversion Factors for Controlled Substances |access-date=2016-02-28 |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 is listed as a Schedule I drug in Canada,{{cite web | url = https://laws-lois.justice.gc.ca/eng/acts/c-38.8/page-9.html | title = Controlled Drugs and Substances Act (S.C. 1996, c. 19) | work = Justice Laws Website | date = 24 November 2023 | publisher = Government of Canada }} but is only significant as a precursor for methadone, as it does not have analgesic activity in its own right, though it does show some atropine-like activity.{{ cite book | vauthors = Janssen PA | chapter = VII Nitriles | series = Synthetic Analgesics | volume = 1 | title = Diphenylpropylamines | publisher = Pergamon Press | year = 1960 | pages = 122–128 | lccn = 59-13814 | url = }}