Imiquimod

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.

Imiquimod
Clinical data
Trade namesAldara, others
Other names1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine
AHFS/Drugs.comMonograph
MedlinePlusa698010
License data
Pregnancy
category
  • AU: B1
Routes of
administration
Topical
ATC code
Legal status
Legal status
  • UK: POM (Prescription only)
  • US: WARNINGRx-only
  • EU: Rx-only
Pharmacokinetic data
Elimination half-life30 hours (topical dose), 2 hours (subcutaneous dose)
Identifiers
  • 3-(2-Methylpropyl)-3,5,8-triazatricyclo[7.4.0.02,6]trideca-1(9),2(6),4,7,10,12-hexaen-7-amine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.131.047
Chemical and physical data
FormulaC14H16N4
Molar mass240.310 g·mol−1
3D model (JSmol)
SMILES
  • n3c1ccccc1c2c(ncn2CC(C)C)c3N
  • InChI=1S/C14H16N4/c1-9(2)7-18-8-16-12-13(18)10-5-3-4-6-11(10)17-14(12)15/h3-6,8-9H,7H2,1-2H3,(H2,15,17) Y
  • Key:DOUYETYNHWVLEO-UHFFFAOYSA-N Y
  (verify)

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.

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