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Nalorphine information


Nalorphine
Clinical data
Trade namesLethidrone, Nalline
Other namesN-Allylnormorphine
AHFS/Drugs.comInternational Drug Names
ATC code
  • V03AB02 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • BR: Class A2 (Narcotic drugs)[1]
  • CA: Schedule I
  • US: Schedule III
Identifiers
IUPAC name
  • 17-allyl-7,8-didehydro-4,5α-epoxymorphinan-3,6α-diol
CAS Number
  • 62-67-9 checkY
PubChem CID
  • 5284595
IUPHAR/BPS
  • 1629
DrugBank
  • DB11490 checkY
ChemSpider
  • 4447643 checkY
UNII
  • U59WB2WRY2
KEGG
  • D08247
ChEBI
  • CHEBI:7458
ChEMBL
  • ChEMBL415284 checkY
CompTox Dashboard (EPA)
  • DTXSID3023348 Edit this at Wikidata
ECHA InfoCard100.000.497 Edit this at Wikidata
Chemical and physical data
FormulaC19H21NO3
Molar mass311.381 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O[C@H]2\C=C/[C@H]5[C@@H]4N(CC[C@@]51c3c(O[C@H]12)c(O)ccc3C4)C\C=C
InChI
  • InChI=1S/C19H21NO3/c1-2-8-20-9-7-19-12-4-6-15(22)18(19)23-17-14(21)5-3-11(16(17)19)10-13(12)20/h2-6,12-13,15,18,21-22H,1,7-10H2/t12-,13+,15-,18-,19-/m0/s1 checkY
  • Key:UIQMVEYFGZJHCZ-SSTWWWIQSA-N checkY
  (verify)

Nalorphine (INNTooltip International Nonproprietary Name) (brand names Lethidrone, Nalline), also known as N-allylnormorphine, is a mixed opioid agonist–antagonist with opioid antagonist and analgesic properties.[2] It was introduced in 1954[3] and was used as an antidote to reverse opioid overdose and in a challenge test to determine opioid dependence.[4]

Nalorphine was the second opioid antagonist to be introduced, preceded by nalodeine (N-allylnorcodeine) in 1915 and followed by naloxone in 1960 and naltrexone in 1963.[3] Due to potent activation of the κ-opioid receptor, nalorphine produces side effects such as dysphoria, anxiety, confusion, and hallucinations, and for this reason, is no longer used medically.[2][3][5]

  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 2023-08-03.
  2. ^ a b Glatt M (6 December 2012). The Dependence Phenomenon. Springer Science & Business Media. pp. 121–. ISBN 978-94-011-7457-2.
  3. ^ a b c Aggrawal A. APC Essentials of Forensic Medicine and Toxicology. Avichal Publishing Company. pp. 554–. ISBN 978-81-7739-441-2.
  4. ^ "Medicine: Drug Detector". Time. 24 December 1956. Archived from the original on July 26, 2005.
  5. ^ Satoskar RS, Rege N, Bhandarkar SD (27 July 2015). Pharmacology and Pharmacotherapeutics. Elsevier Health Sciences APAC. pp. 166–. ISBN 978-81-312-4371-8.

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Nalorphine

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Nalorphine (INNTooltip International Nonproprietary Name) (brand names Lethidrone, Nalline), also known as N-allylnormorphine, is a mixed opioid agonist–antagonist...

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Nalorphine dinicotinate

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Nalorphine dinicotinate (trade name Nimelan), also known as N-allylnormorphine dinicotinate, dinicotinoylnalorphine, or niconalorphine, is a semisynthetic...

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Opioid antagonist

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doses to opioid-naive individuals. Examples of such compounds include nalorphine and levallorphan. However, the analgesic effects from these specific drugs...

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Diacetylnalorphine

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6-diacetyl ester of nalorphine, and therefore the heroin analogue of nalorphine. Diacetylnalorphine may behave as a prodrug to nalorphine, similarly to the...

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C19H21NO3

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C19H21NO3 (molar mass: 311.37 g/mol, exact mass: 311.1521 u) may refer to: Nalorphine, also known as N-allylnormorphine 2-OH-NPA Thebaine, also known as paramorphine...

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Fentanyl

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Methylsamidorphan chloride Naldemedine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Nalorphine dinicotinate Naloxazone Naloxegol Naloxol Naloxonazine Naloxone...

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List of opioids

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Fedotozine HZ-2 Kolokol-1 Matrine MCOPPB Menthol MT-7716 Nalfurafine Nalorphine Nalorphine dinicotinate PZM21 Proglumide Ro65-6570  SoRI-9409  Spiradoline ...

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Brazilian Controlled Drugs and Substances Act

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Dextropropoxyphene Dihydrocodeine Ethylmorphine (Dionine) Pholcodine Nalbufina Nalorphine Nicocodine Nicodicodine Norcodeine Propiram Tramadol Amphetamine Cathine...

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MDMA

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Levomethorphan Levorphanol LPK-26 Metazocine Morphine Nalbuphine Nalmefene Nalorphine Noribogaine Oxilorphan Pentazocine Phenazocine Proxorphan Racemethorphan...

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Naltrexone

Last Update:

β-funaltrexamine (naltrexone fumarate methyl ester), nalodeine (N-allylnorcodeine), nalorphine (N-allylnormorphine), and nalbuphine (N-cyclobutylmethyl-14-hydroxydihydronormorphine)...

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Laudanum

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Methylsamidorphan chloride Naldemedine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Nalorphine dinicotinate Naloxazone Naloxegol Naloxol Naloxonazine Naloxone...

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Ketamine

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Methylsamidorphan chloride Naldemedine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Nalorphine dinicotinate Naloxazone Naloxegol Naloxol Naloxonazine Naloxone...

Word Count : 11403

Opium

Last Update:

Methylsamidorphan chloride Naldemedine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Nalorphine dinicotinate Naloxazone Naloxegol Naloxol Naloxonazine Naloxone...

Word Count : 15006

LSD

Last Update:

Levomethorphan Levorphanol LPK-26 Metazocine Morphine Nalbuphine Nalmefene Nalorphine Noribogaine Oxilorphan Pentazocine Phenazocine Proxorphan Racemethorphan...

Word Count : 16528

Butorphanol

Last Update:

which considers it a class A drug. Levallorphan Nalbuphine Nalfurafine Nalorphine Xorphanol Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes...

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Oxycodone

Last Update:

Methylsamidorphan chloride Naldemedine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Nalorphine dinicotinate Naloxazone Naloxegol Naloxol Naloxonazine Naloxone...

Word Count : 11356

Mitragyna speciosa

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Methylsamidorphan chloride Naldemedine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Nalorphine dinicotinate Naloxazone Naloxegol Naloxol Naloxonazine Naloxone...

Word Count : 8924

Cannabidiol

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Methylsamidorphan chloride Naldemedine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Nalorphine dinicotinate Naloxazone Naloxegol Naloxol Naloxonazine Naloxone...

Word Count : 11150

Normorphine

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intermediate which can be used to produce both opioid antagonists such as nalorphine, and also potent opioid agonists such as N-phenethylnormorphine. with...

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Barbituric acid

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PMC 2424120. PMID 18568113. U.S. patent 3,461,461 Boyd E M, Pearl M. Can nalorphine hydrochloride prevent respiratory depression and death from overdose of...

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Psilocybin

Last Update:

Levomethorphan Levorphanol LPK-26 Metazocine Morphine Nalbuphine Nalmefene Nalorphine Noribogaine Oxilorphan Pentazocine Phenazocine Proxorphan Racemethorphan...

Word Count : 14638

Loperamide

Last Update:

Methylsamidorphan chloride Naldemedine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Nalorphine dinicotinate Naloxazone Naloxegol Naloxol Naloxonazine Naloxone...

Word Count : 4053

Opioid

Last Update:

MR-2266 1.0 3.0 0.16 Nalbuphine 11 >1,000 3.9 Nalmefene 0.24 16 0.083 Nalorphine 0.97 148 1.1 Naloxonazine 0.054 8.6 11 Naloxone 1.1 16 12 (−)-Naloxone...

Word Count : 19665

Ayahuasca

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Levomethorphan Levorphanol LPK-26 Metazocine Morphine Nalbuphine Nalmefene Nalorphine Noribogaine Oxilorphan Pentazocine Phenazocine Proxorphan Racemethorphan...

Word Count : 10920

Methadone

Last Update:

Methylsamidorphan chloride Naldemedine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Nalorphine dinicotinate Naloxazone Naloxegol Naloxol Naloxonazine Naloxone...

Word Count : 7673

Doxylamine

Last Update:

Levomethorphan Levorphanol LPK-26 Metazocine Morphine Nalbuphine Nalmefene Nalorphine Noribogaine Oxilorphan Pentazocine Phenazocine Proxorphan Racemethorphan...

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Recreational drug use

Last Update:

Levomethorphan Levorphanol LPK-26 Metazocine Morphine Nalbuphine Nalmefene Nalorphine Noribogaine Oxilorphan Pentazocine Phenazocine Proxorphan Racemethorphan...

Word Count : 9963

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