CHEBI:36704 - imiquimod

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ChEBI Name imiquimod
ChEBI ID CHEBI:36704
Definition An imidazoquinoline fused [4,5-c] carrying isobutyl and amino substituents at N-1 and C-4 respectively. A prescription medication, it acts as an immune response modifier and is used to treat genital warts, superficial basal cell carcinoma, and actinic keratosis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H16N4
Net Charge 0
Average Mass 240.304
Monoisotopic Mass 240.137
InChI 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)
InChIKey DOUYETYNHWVLEO-UHFFFAOYSA-N
SMILES C1=2C=CC=CC2N=C(C=3N=CN(C13)CC(C)C)N
Roles Classification
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
interferon inducer
An agent that promotes the production and release of interferons.
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ChEBI Ontology
Outgoing imiquimod (CHEBI:36704) has role antineoplastic agent (CHEBI:35610)
imiquimod (CHEBI:36704) has role interferon inducer (CHEBI:36710)
imiquimod (CHEBI:36704) is a imidazoquinoline (CHEBI:38776)
IUPAC Name
1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine
INNs Sources
imiquimod WHO MedNet
imiquimod WHO MedNet
imiquimod WHO MedNet
imiquimodum WHO MedNet
Synonyms Sources
1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine IUPAC
4-Amino-1-isobutyl-1H-imidazo(4,5-c)quinoline ChemIDplus
Imiquimod ChemIDplus
R 837 ChemIDplus
Database Links Databases
1429 DrugCentral
AU2005320890 Patent
DB00724 DrugBank
EP1831219 Patent
Imiquimod Wikipedia
KR20070102652 Patent
LSM-5408 LINCS
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Registry Numbers Types Sources
7710060 Beilstein Registry Number Beilstein
7710060 Reaxys Registry Number Reaxys
99011-02-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10861101 PubMed citation Europe PMC
15868314 PubMed citation Europe PMC
16217984 PubMed citation Europe PMC
18424373 PubMed citation Europe PMC
27548435 PubMed citation Europe PMC
28872561 PubMed citation Europe PMC
29422777 PubMed citation Europe PMC
29485187 PubMed citation Europe PMC
29505317 PubMed citation Europe PMC
29596875 PubMed citation Europe PMC
Last Modified
17 April 2018