Imiquimod

  • CAT Number: A001023
  • CAS Number: 99011-02-6
  • Molecular Formula: C14H16N4
  • Molecular Weight: 240.3
  • Purity: ≥95%
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Imiquimod is a prescription medication that acts as an immune response modifier. Imiquimod signals to the innate arm of the immune system through the toll-like receptor 7 (TLR7), commonly involved in pathogen recognition. Cells activated by imiquimod via TLR-7 secrete cytokines (primarily interferon-α (INF-α), interleukin-6 (IL-6), and tumor necrosis factor-α (TNF-α)). Imiquimod, when applied to skin, can lead to the activation of Langerhans cells, which subsequently migrate to local lymph nodes to activate the adaptive immune system. Other cell types activated by imiquimod include natural killer cells, macrophages and B-lymphocytes.

Catalog Number A001023
CAS Number 99011-02-6
Molecular Formula

C14H16N4

Purity 95%
Storage -20°C
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 CC(C)CN1C=NC2=C1C3=CC=CC=C3N=C2N
Reference

1: Kawaguchi M, Oka T, Sugaya M, Suga H, Kimura T, Morimura S, Fujita H, Sato S.
IRF-2 haploinsufficiency causes enhanced imiquimod-induced psoriasis-like skin
inflammation. J Dermatol Sci. 2017 Dec 28. pii: S0923-1811(17)31018-6. doi:
10.1016/j.jdermsci.2017.12.014. [Epub ahead of print] PubMed PMID: 29305258.
<br>

2: Ogawa H, Luxardi G, Kirane A, Kulkarni R, Monjazeb AM, Cheng MY, Ma C,
Maverakis E. T cells dominate the local immune response induced by intralesional
IL-2 in combination with imiquimod and retinoid for in-transit metastatic
melanoma. J Invest Dermatol. 2017 Dec 29. pii: S0022-202X(17)33369-9. doi:
10.1016/j.jid.2017.12.027. [Epub ahead of print] PubMed PMID: 29291382.
<br>

3: Neugebauer R, Levandoski KA, Zhu Z, Sokil M, Chren MM, Friedman GD, Asgari MM.
A real-world, community-based cohort study comparing the effectiveness of topical
fluoruracil vs. topical imiquimod for the treatment of actinic keratosis. J Am
Acad Dermatol. 2017 Dec 22. pii: S0190-9622(17)32882-7. doi:
10.1016/j.jaad.2017.12.042. [Epub ahead of print] PubMed PMID: 29277731.
<br>

4: Wang P, Zhang L, Zhang G, Zhou Z, Zhang H, Zhao Z, Wang LSX. Successful
treatment of giant invasive cutaneous squamous cell carcinoma by plum-blossom
needle assisted photodynamic therapy sequential with imiquimod: case experience.
Photodiagnosis Photodyn Ther. 2017 Dec 19. pii: S1572-1000(17)30501-X. doi:
10.1016/j.pdpdt.2017.12.010. [Epub ahead of print] PubMed PMID: 29277296.
<br>

5: Tio D, Kirtschig G, Hoekzema R, van Montfrans C. Lymphoedema in Lentigo
Maligna patients treated with imiquimod, a long term adverse effect. Br J
Dermatol. 2017 Dec 23. doi: 10.1111/bjd.16267. [Epub ahead of print] PubMed PMID:
29274234.
<br>

6: Yu A, Tanizaki H, Kokunai Y, Kaneda K, Sugimoto A, Otsuka T, Kurokawa T,
Moriwaki S. Association between the clinical and histopathological
classifications of actinic keratosis and the efficacy of topical imiquimod
treatment. J Dermatol. 2017 Dec 19. doi: 10.1111/1346-8138.14192. [Epub ahead of
print] PubMed PMID: 29265412.
<br>

7: Shaw KS, Nguyen GH, Lacouture M, Deng L. Combination of imiquimod with
cryotherapy in the treatment of penile intraepithelial neoplasia. JAAD Case Rep.
2017 Nov 6;3(6):546-549. doi: 10.1016/j.jdcr.2017.07.018. eCollection 2017 Nov.
PubMed PMID: 29264388; PubMed Central PMCID: PMC5728708.
<br>

8: Higashi Y, Yamakuchi M, Fukushige T, Ibusuki A, Hashiguchi T, Kanekura T.
High-fat diet exacerbates imiquimod-induced psoriasis-like dermatitis in mice.
Exp Dermatol. 2017 Dec 16. doi: 10.1111/exd.13484. [Epub ahead of print] PubMed
PMID: 29247486.
<br>

9: Serra-Guillén C, Nagore E, Llombart B, Sanmartín O, Requena C, Calomarde L,
Guillén C. A 12-Day Course of Imiquimod 5% for the Treatment of Actinic
Keratosis: Effectiveness and Local Reactions. Actas Dermosifiliogr. 2017 Dec 12.
pii: S0001-7310(17)30601-4. doi: 10.1016/j.ad.2017.10.008. [Epub ahead of print]
English, Spanish. PubMed PMID: 29246367.
<br>

10: Kim HJ, Kim SH, Kim TG, Park JY, Lee M, Kim DS, Lee MG. Interleukin-21
receptor signalling is not critically required for imiquimod-induced psoriasiform
dermatitis in mice. Exp Dermatol. 2017 Dec 8. doi: 10.1111/exd.13481. [Epub ahead
of print] PubMed PMID: 29220875.

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