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Methorphan information


Racemethorphan
Levomethorphan (L), dextromethorphan (R)
Clinical data
ATC code
  • None
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • BR: Class A1 (Narcotic drugs)[1]
  • CA: Schedule I
  • DE: Anlage I (Authorized scientific use only)
  • UK: Class A
  • US: Schedule II
  • UN: Psychotropic Schedule I
Identifiers
IUPAC name
  • 3-Methoxy-17-methylmorphinan
CAS Number
  • 510-53-2 ☒N
PubChem CID
  • 3008
ChemSpider
  • 2901 ☒N
UNII
  • 8YB8F78WM1
ChEBI
  • CHEBI:146177
ChEMBL
  • ChEMBL22207 ☒N
CompTox Dashboard (EPA)
  • DTXSID60859238 Edit this at Wikidata
Chemical and physical data
FormulaC18H25NO
Molar mass271.404 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)OC
InChI
  • InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3 ☒N
  • Key:MKXZASYAUGDDCJ-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Methorphan comes in two isomeric forms, each with differing pharmacology and effects:

  • Dextromethorphan – An over-the-counter cough suppressant, as well as dissociative hallucinogen.
  • Levomethorphan – A potent opioid analgesic that was never clinically developed; a prodrug of the powerful opioid agonist analgesic levorphanol (Levo-Dromoran).

Racemethorphan is the racemic mixture of both of these stereoisomers.[2] It is listed under the Single Convention on Narcotic Drugs 1961 and is therefore listed in the United States as a Controlled Substance, specifically as a Narcotic in Schedule II with an ACSCN of 9732 and an annual aggregate manufacturing quota of 3 grams in 2014.[3][4] The salts in use are the hydrobromide (free base conversion ratio 0.770) and the tartrate (0.644).

  1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. ^ Aumatell A, Wells RJ (December 1993). "Chiral differentiation of the optical isomers of racemethorphan and racemorphan in urine by capillary zone electrophoresis". Journal of Chromatographic Science. 31 (12): 502–8. doi:10.1093/chromsci/31.12.502. PMID 8120122.
  3. ^ "Conversion Factors for Controlled Substances". www.deadiversion.usdoj.gov.
  4. ^ Nordegren T (2002). "Racemethorphan". The A-Z Encyclopedia of Alcohol and Drug Abuse. Parkland, Fla.: Brown Walker Press. pp. 548–549. ISBN 978-1-58112-404-0.

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Methorphan

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Methorphan comes in two isomeric forms, each with differing pharmacology and effects: Dextromethorphan – An over-the-counter cough suppressant, as well...

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Racemorphan

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ratio 0.741), hydrochloride (0.876), and tartrate (0.632). Levallorphan Methorphan Morphinan Cyclorphan Cough syrup Noscapine Codeine; Pholcodine Dextromethorphan;...

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Cocaine

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PRE-084 Pregnenolone Pregnenolone sulfate Pridopidine Racemethorphan (methorphan) Racemorphan (morphanol) UMB-23 UMB-82 Antagonists: 3-PPP AC-927 BD-1008...

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MDMA

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PRE-084 Pregnenolone Pregnenolone sulfate Pridopidine Racemethorphan (methorphan) Racemorphan (morphanol) UMB-23 UMB-82 Antagonists: 3-PPP AC-927 BD-1008...

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Ketamine

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Levacetylmethadol Levomethadone Malouetine ME-18-MC Mecamylamine Memantine Methadone Methorphan (racemethorphan) Methyllycaconitine Metocurine Mivacurium Morphanol (racemorphan)...

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Methamphetamine

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Zinc

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Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine...

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Magnesium

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Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine...

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Promethazine

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Chlorphenamine

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Nicotine

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Levacetylmethadol Levomethadone Malouetine ME-18-MC Mecamylamine Memantine Methadone Methorphan (racemethorphan) Methyllycaconitine Metocurine Mivacurium Morphanol (racemorphan)...

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Levomethorphan

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has never been marketed. It is the L-stereoisomer of racemethorphan (methorphan). The effects of the two isomers of racemethorphan are quite different...

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Methylphenidate

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Bupropion

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Levacetylmethadol Levomethadone Malouetine ME-18-MC Mecamylamine Memantine Methadone Methorphan (racemethorphan) Methyllycaconitine Metocurine Mivacurium Morphanol (racemorphan)...

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Hydrochlorothiazide

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Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine...

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Progesterone

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Levacetylmethadol Levomethadone Malouetine ME-18-MC Mecamylamine Memantine Methadone Methorphan (racemethorphan) Methyllycaconitine Metocurine Mivacurium Morphanol (racemorphan)...

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Furosemide

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Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine...

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Chloroform

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Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine...

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Amitriptyline

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Phencyclidine

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Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine...

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Barbiturate

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Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine...

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Tramadol

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Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine...

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Fluoxetine

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Lamotrigine

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Donepezil

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Acetylcholine

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Levacetylmethadol Levomethadone Malouetine ME-18-MC Mecamylamine Memantine Methadone Methorphan (racemethorphan) Methyllycaconitine Metocurine Mivacurium Morphanol (racemorphan)...

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Pantothenic acid

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Levacetylmethadol Levomethadone Malouetine ME-18-MC Mecamylamine Memantine Methadone Methorphan (racemethorphan) Methyllycaconitine Metocurine Mivacurium Morphanol (racemorphan)...

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Methadone

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Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine...

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