imiquimod

Also known as R-837, 1-Isobutyl-1H-imidazo[4,5-c]quinolin-4-amine, 4-Amino-1-isobutyl-1H-imidazo(4,5-c)quinoline, R 837, S-26308, Imiquimodum, Zartra

Imiquimod, sold under the brand name Aldara among others, is a medication that acts as an immune response modifier that is used to treat genital warts, superficial basal cell carcinoma, and actinic keratosis.

In the Vinony graph

Vinony's link graph records 136 inbound references to imiquimod, and connects out to chemotherapy, nucleoside analogue and medication.

It sits within the topics Antineoplastic drugs, Antiviral drugs and Drugboxes which contain changes to watched fields.

Vinony links it to 22 Wikipedia language editions.

Key facts

Drug.Watchedfields: changed
Drug.caption2: 3D representation of an imiquimod molecule
Drug.verifiedrevid: 461936187
Drug.image: Imiquimod.svg
Drug.image_class: skin-invert-image
Drug.width: 180
Drug.caption: Molecular structure of imiquimod
Drug.image2: Imiquimod 3D.png
Drug.image_class2: bg-transparent
Drug.tradename: Aldara, others
Drug.MedlinePlus: a698010
Drug.licence_EU: yes
Drug.DailyMedID: Imiquimod
Drug.pregnancy_AU: B1
Drug.routes_of_administration: Topical
Drug.ATC_prefix: D06
Drug.ATC_suffix: BB10
Drug.legal_UK: POM

via Wikipedia infobox

Chemical data

Formula: C14H16N4
Molecular weight: 240.3 g/mol
IUPAC name: 1-(2-methylpropyl)imidazo[4,5-c]quinolin-4-amine
SMILES: CC(C)CN1C=NC2=C1C3=CC=CC=C3N=C2N
InChIKey: DOUYETYNHWVLEO-UHFFFAOYSA-N
XLogP: 2.6
Polar surface area: 56.7 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Research

6,309 papers

Imiquimod.Dermatologic clinics · 2003
Imiquimod.Current opinion in infectious diseases · 2003
Imiquimod for Anal High Grade Intraepithelial Neoplasia: A Systematic Review.Current oncology reports · 2025
Imiquimod: a review.Journal of cutaneous medicine and surgery · 2002
Imiquimod-Associated Pemphigus Foliaceus.American journal of therapeutics · 2022

via PubMed

Wikidata facts

Mass: 240.137

Show 3 more facts

chemical formula: C₁₄H₁₆N₄
canonical SMILES: CC(C)CN1C=NC2=C1C3=CC=CC=C3N=C2N
Commons category: Imiquimod

Sources (6)

via Wikidata · CC0

~5 min read

Encyclopedic overview

7 sections

Contents

Medical uses
Side effects
Mechanism of action
History
Research
References
External links

Scientists at 3M's pharmaceuticals division discovered the drug and 3M obtained the first FDA approval in 1997. As of 2015, imiquimod is generic and is available worldwide under many brands. In 2021, it was the 290th most commonly prescribed medication in the United States, with more than 600,000 prescriptions.

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