Chemical Component Summary

Name1-(2-methylpropyl)imidazo[4,5-c]quinolin-4-amine
Identifiers1-(2-methylpropyl)imidazo[4,5-c]quinolin-4-amine
FormulaC14 H16 N4
Molecular Weight240.304
TypeNON-POLYMER
Isomeric SMILESCC(C)Cn1cnc2c1c3ccccc3nc2N
InChIInChI=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)
InChIKeyDOUYETYNHWVLEO-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count34
Chiral Atom Count0
Bond Count36
Aromatic Bond Count15

Drug Info: DrugBank

DrugBank IDDB00724 
NameImiquimod
Groups
  • investigational
  • approved
DescriptionImiquimod is an immune response modifier that acts as a toll-like receptor 7 agonist. Imiquimod is commonly used topically to treat warts on the skin of the genital and anal areas. Imiquimod does not cure warts, and new warts may appear during treatment. Imiquimod does not fight the viruses that cause warts directly, however, it does help to relieve and control wart production. Miquimod is also used to treat a skin condition of the face and scalp called actinic keratoses and certain types of skin cancer called superficial basal cell carcinoma.
Synonyms
  • Imiquimod
  • 4-Amino-1-isobutyl-1H-imidazo(4,5-c)quinoline
  • 1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine
  • Imiquimodum
Brand Names
  • Aldara
  • Taro-imiquimod
  • Imiquimod 5% / Tretinoin 0.025%
  • Imiquimod 5% / Levocetirizine Dihydrochloride 1% / Niacinamide 2%
  • Truemed Group LLC
IndicationFor the topical treatment of clinically typical, nonhyperkeratotic, nonhypertrophic actinic keratoses on the face or scalp in immunocompetent adults. Also indicated for the treatment of external genital and perianal warts/condyloma acuminata in individuals 12 years old and above.
Categories
  • Adjuvants, Immunologic
  • Aminoquinolines
  • Antineoplastic Agents
  • Cancer immunotherapy
  • Cytochrome P-450 CYP3A Substrates
ATC-CodeD06BB10
CAS number99011-02-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Toll-like receptor 7MVFPMWTLKRQILILFNIILISKLLGARWFPKTLPCDVTLDVPKNHVIVD...unknownagonist
Toll-like receptor 8MENMFLQSSMLTCIFLLISGSCELCAEENFSRSYPCDEKKQNDSVIAECS...unknownagonist
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL1282
PubChem 57469
ChEMBL CHEMBL1282
ChEBI CHEBI:36704
CCDC/CSD GAQTAU01, GAQTAU, GAQTAU02
COD 2206524