dezocine

Also known as WY-16225, (-)-13beta-amino-5,6,7,8,9,10,11alpha,12-Octahydro-5alpha-methyl-5,11-methanobenzocyclodecen-3-ol

Dezocine, sold under the brand name Dalgan, is an atypical opioid analgesic which is used in the treatment of pain. It is used by intravenous infusion and intramuscular injection.

Key facts

Drug.Verifiedfields: verified
Drug.Watchedfields: verified
Drug.verifiedrevid: 460779162
Drug.IUPAC_name: (5R,11S,13R)-13-Amino-5-methyl-5,6,7,8,9,10,11,12-octahydro-5,11-methanobenzo[10]annulen-3-ol
Drug.image: Dezocine.svg
Drug.image_class: skin-invert-image
Drug.width: 200px
Drug.image2: Dezocine molecule ball.png
Drug.image_class2: bg-transparent
Drug.width2: 200px
Drug.tradename: Dalgan
Drug.legal_status: Rx-only
Drug.routes_of_administration: Intravenous infusion, intramuscular injection
Drug.metabolism: Hepatic
Drug.elimination_half life: 2.2 hours
Drug.CAS_number: 53648-55-8
Drug.ATC_prefix: N02
Drug.ATC_suffix: AX03

via Wikipedia infobox

Chemical data

Formula: C16H23NO
Molecular weight: 245.36 g/mol
IUPAC name: (1R,9S,15S)-15-amino-1-methyltricyclo[7.5.1.02,7]pentadeca-2(7),3,5-trien-4-ol
SMILES: C[C@]12CCCCC[C@H]([C@@H]1N)CC3=C2C=C(C=C3)O
InChIKey: VTMVHDZWSFQSQP-VBNZEHGJSA-N
XLogP: 3.7
Polar surface area: 46.3 Å²
H-bond donors: 2
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1989
Admin. routes: parenteral
Indications: pain

via ChEMBL · EBI

Research

278 papers

Dezocine as a potent analgesic: overview of its pharmacological characterization.Acta pharmacologica Sinica · 2022
Revisiting dezocine for opioid use disorder: A narrative review of its potential abuse liability.CNS neuroscience & therapeutics · 2024
Dezocine and Addiction: Friend or Foe?Pharmaceuticals (Basel, Switzerland) · 2025
Dezocine prevents sufentanil-induced cough during general anesthesia induction: a meta-analysis of randomised controlled trials.BMC anesthesiology · 2020
Dezocine for Preventing Postoperative Pain: A Meta-Analysis of Randomized Controlled Trials.PloS one · 2015

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 245.177964
Has use: medication

Show 7 more facts

chemical formula: C₁₆H₂₃NO
medical condition treated: pain
World Health Organisation international non-proprietary name: dezocine
isomeric SMILES: C[C@]12CCCCC[C@H]([C@@H]1N)CC3=C2C=C(C=C3)O
canonical SMILES: CC12CCCCCC(C1N)CC3=C2C=C(C=C3)O
subject has role: opioid
Commons category: Dezocine

Sources (5)

via Wikidata · CC0

~8 min read

Encyclopedic overview

16 sections

Contents

Medical uses
Side effects
Pharmacology
Pharmacodynamics
Pharmacokinetics
Chemistry
Synthesis
History
Society and culture
Generic names
Brand names
Availability
Legal status
Research
Depression
References

Dezocine, sold under the brand name Dalgan, is an atypical opioid analgesic which is used in the treatment of pain. It is used by intravenous infusion and intramuscular injection.

Dezocine is an opioid receptor modulator, acting as a partial agonist of the μ- and κ-opioid receptors. It is a biased agonist of the μ-opioid receptor. The drug has a similar profile of effects to related opioids acting at the μ-opioid receptor, including analgesia and euphoria. Unlike other opioids acting at the κ-opioid receptor however, dezocine does not produce side effects such as dysphoria or hallucinations at any therapeutically used dose.

Excerpted from Wikipedia’s “dezocine” article, available under the CC BY-SA 4.0 licence.

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