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Imiquimod is White to off white crystalline powder, while it's Molecular Formula is C14H16N4. Imiquimod is a caspase 3 activator which acts as an immunomodulator and displays antiviral and anti-tumor activity. It is a patient-applied cream used for the treatment of genital warts and basal cell carcinoma. It is also used to cure actinic keratosis on the face and scalp. It belongs to a group of drugs called immune response modifiers, which work by activating the immune system to fight abnormal skin growth.
The CAS number of Imiquimod is 99011-02-6.
More information of Imiquimod 99011-02-6 are:
Synonyms |
Aldara;4-Amino-1-isobutyl-1H-imidazo(4,5-c)quinoline;1H-Imidazo(4,5-c)quinolin-4-amine, 1-(2-methylpropyl)-; |
CAS Number |
99011-02-6 |
Molecular Formula |
C14H16N4 |
Molecular Weight |
240.308 |
Density |
1.28 g/cm3 |
Melting Point |
292-294 °C |
Boiling Point |
456.7 °C at 760 mmHg |
Flash Point |
230 °C |
HS CODE |
29339900 |
PSA |
56.73000 |
LogP |
3.40390 |
Pka |
6.28±0.30(Predicted) |
Aldara was launched in the US for the topical treatment of genital warts caused by human papillomavirus (HPV). It can be prepared in a six step approach beginning with the nucleophilic substitution of 4-chloro-3-nitroquinolone with isobutylamine or via a thermal electrocyclic ring closure of 1 - and 2-azahexatriene systems. Aldara has antiviral and antitumor properties, with the former activity arising from the induction of cytokines, in particular, INF-α. Aldara also induces TNF-γ, IL-1α, IL-1β, IL-1ra, IL-6, IL-8, IL-10, GM-CSF, G-CSF and MID-la formation 1-4 hr after stimuli. The exact cells responsible for the response have not been determined, however, it is not activating T lymphocytes, NK cells, B lymphocytes, or dendritic stem cells but monocytes (CD14+, CD36+, HLA-DR+, HLA-DQ±, CD19-, CD16- and CD23-) are partly responsible. The speculation is that Aldara may interact with a kinase modulating the transduction pathway leading to cytokine genes. There is no direct antiviral activity (induction of IFN does not follow true dose response) and it is not mutagenic. The hydroxylated metabolite also induces IFN-α.
InChI:InChI=1/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)
Articles related to Imiquimod:
Article |
Source |
Mild, General, and Regioselective Synthesis of 2-Aminopyridines from Pyridine N -Oxides via N -(2-Pyridyl)pyridinium Salts |
Xiong, Hui,Hoye, Adam T. supporting information, p. 371 - 375 (2022/01/27) |
Imiquimod Production Process |
- Page/Page column 2; 4, (2008/12/07) |
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