لوالورفان

Also known as Lorfan®, Levalorfano, Levallorphan, Levallorphanum, Lévallorphane, Naloxiphan, Lorfan, Levallofano

Levallorphan (INN, BAN; USAN levallorphan tartrate; brand names Lorfan, Naloxifan, and Naloxiphan) is an opioid modulator of the morphinan family used as an opioid analgesic and opioid antagonist/antidote. It acts as an antagonist of the μ-opioid receptor (MOR) and as an agonist of the κ-opioid receptor (KOR), and as a result, blocks the effects of stronger agents with greater intrinsic activity such as morphine whilst simultaneously producing analgesia.

Chemical data

Formula: C19H25NO
Molecular weight: 283.4 g/mol
IUPAC name: (1R,9R,10R)-17-prop-2-enyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol
SMILES: C=CCN1CC[C@]23CCCC[C@H]2[C@H]1CC4=C3C=C(C=C4)O
InChIKey: OZYUPQUCAUTOBP-QXAKKESOSA-N
XLogP: 3.5
Polar surface area: 23.5 Å²
H-bond donors: 1
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1982
Admin. routes: parenteral

via ChEMBL · EBI

Research

503 papers

via PubMed

Wikidata facts

Mass: 283.193614
Has use: medication

Show 6 more facts

chemical formula: C₁₉H₂₅NO
subject has role: opioid antagonist
isomeric SMILES: C=CCN1CC[C@]23CCCC[C@H]2[C@H]1CC4=C3C=C(C=C4)O
canonical SMILES: C=CCN1CCC23CCCCC2C1CC4=C3C=C(C=C4)O
found in taxon: Papaver somniferum
Commons category: Levallorphan

Sources (2)

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