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viminol

Structure via PubChem · Public domain (PubChem)

EntityQ4012999· pop 8· linked from 818 articles

Viminol (marketed under the brandname Dividol) is an opioid analgesic developed by a team at the drug company Zambon in the 1960s. Viminol is based on the α-pyrryl-2-aminoethanol structure, unlike any other class of opioids.

In the Vinony graph

Within Vinony's link graph, viminol is referenced by 818 other articles, and connects out to (+)-catechin, butorphanol and OPRM1.

Vinony files it under 2-Chlorophenyl compounds, Chemical pages without DrugBank identifier and Drugboxes which contain changes to verified fields.

Its subject is documented across 7 Wikipedia language editions.

Chemical data

Formula
C21H31ClN2O
Molecular weight
362.9 g/mol
IUPAC name
1-[1-[(2-chlorophenyl)methyl]pyrrol-2-yl]-2-[di(butan-2-yl)amino]ethanol
SMILES
CCC(C)N(CC(C1=CC=CN1CC2=CC=CC=C2Cl)O)C(C)CC
InChIKey
ZILPIBYANAFGMS-UHFFFAOYSA-N
XLogP
4.8
Polar surface area
28.4 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
Fever, pain

via ChEMBL · EBI

Wikidata facts

Mass
362.212
Show 3 more facts
canonical SMILES
CCC(C)N(CC(C1=CC=CN1CC2=CC=CC=C2Cl)O)C(C)CC
chemical formula
C₂₁H₃₁ClN₂O
Commons category
Viminol
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

3 sections
Contents
  • Side effects
  • Related compounds
  • References

Viminol (marketed under the brandname Dividol) is an opioid analgesic developed by a team at the drug company Zambon in the 1960s. Viminol is based on the α-pyrryl-2-aminoethanol structure, unlike any other class of opioids.

Viminol has both antitussive (cough suppressing) and analgesic (pain reducing) effects. Viminol has additional effects similar to other opioids including sedation and euphoria. It has six different stereoisomers which have varying properties. Four are inactive, but the 1S-(R,R)-disecbutyl isomer is a μ-opioid full agonist around 5.5 times more potent than morphine and the 1S-(S,S)-disecbutyl isomer is an antagonist. Since viminol is supplied as a racemic mixture of isomers, the overall effect is a mixed agonist–antagonist profile similar to that of opioids such as pentazocine, although with somewhat fewer side effects.

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

Available in 7 languages

via Wikidata sitelinks · CC0

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