Cas no 112668-45-8 (2-Hydroxy Imiquimod)

2-Hydroxy Imiquimod is a derivative of imiquimod, a well-known immunomodulatory compound. This hydroxylated analog retains the parent molecule's ability to activate Toll-like receptor 7 (TLR7), thereby stimulating innate immune responses. Its modified structure may offer improved solubility or metabolic stability compared to imiquimod, making it a valuable candidate for research in immunology and dermatology. The compound is particularly relevant for studies involving antiviral, antitumor, or adjuvant applications due to its potential to enhance cytokine production and dendritic cell maturation. Researchers value 2-Hydroxy Imiquimod for its precise mechanism of action and utility in exploring TLR7-mediated pathways.
2-Hydroxy Imiquimod structure
2-Hydroxy Imiquimod structure
Product Name:2-Hydroxy Imiquimod
CAS No:112668-45-8
MF:C14H16N4O
MW:256.303042411804
CID:156301
PubChem ID:130714
Update Time:2025-05-20

2-Hydroxy Imiquimod Chemical and Physical Properties

Names and Identifiers

    • 1H-Imidazo[4,5-c]quinoline-1-ethanol,4-amino-a,a-dimethyl-
    • 4-amino-alpha,alpha-dimethyl-1H-imidazo(4,5-c)quinolin-1-ethanol
    • 2-Hydroxy Imiquimod
    • 1-(4-aminoimidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol
    • 2-Hydroxy Imiquimod
    • 1-(4-amino-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol
    • 1H-Imidazo(4,5-c)quinoline-1-ethanol, 4-amino-alpha,alpha-dimethyl-
    • 4-Amino-alpha,alpha-dimethyl-1H-imidazo(4,5-c)quinoline-1-ethanol
    • R 842
    • R-842
    • Imiquimod Impurity 1
    • R842
    • A-dimethyl-
    • 4-AMINO-.ALPHA.,.ALPHA.-DIMETHYL-1H-IMIDAZO(4,5-C)QUINOLINE-1-ETHANOL
    • SCHEMBL189202
    • 1-{4-AMINO-1H-IMIDAZO[4,5-C]QUINOLIN-1-YL}-2-METHYLPROPAN-2-OL
    • 4-amino-1-(2-hydroxy-2-methylpropyl)-1H-imidazo[4,5-c]quinoline
    • CNBOKXFMODKQCT-UHFFFAOYSA-N
    • DTXSID80150133
    • T8NPD94NTJ
    • A,
    • BDBM50403024
    • 1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-
    • 4-amino-alpha,alpha-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol
    • 112668-45-8
    • 4-amino-alpha,alphadimethyl-1H-imidazo [4,5-c]quinoline-1-ethanol
    • UNII-T8NPD94NTJ
    • 1H-IMIDAZO(4,5-C)QUINOLINE-1-ETHANOL, 4-AMINO-.ALPHA.,.ALPHA.-DIMETHYL-
    • PD159670
    • CHEMBL195276
    • 4-amino-alpha,alpha,-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol
    • Inchi： 1S/C14H16N4O/c1-14(2,19)7-18-8-16-11-12(18)9-5-3-4-6-10(9)17-13(11)15/h3-6,8,19H,7H2,1-2H3,(H2,15,17)
    • InChI Key： CNBOKXFMODKQCT-UHFFFAOYSA-N
    • SMILES： OC(C)(C)CN1C=NC2C(N)=NC3C=CC=CC=3C1=2

Computed Properties

  • Exact Mass: 256.13258
  • Monoisotopic Mass: 256.132411
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 335
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 77
  • XLogP3: 1.2

Experimental Properties

  • Density: 1.34
  • Boiling Point: 513.6°C at 760 mmHg
  • Flash Point: 264.4°C
  • Refractive Index: 1.685
  • PSA: 76.96

2-Hydroxy Imiquimod Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A611515-2.5mg
2-Hydroxy Imiquimod
 112668-45-8
2.5mg
 $ 230.00 2023-09-08
TRC
A611515-25mg
2-Hydroxy Imiquimod
 112668-45-8
25mg
 $ 1804.00 2023-09-08

2-Hydroxy Imiquimod Related Literature

Related Categories

Additional information on 2-Hydroxy Imiquimod

Research Brief on 2-Hydroxy Imiquimod (CAS: 112668-45-8): Recent Advances and Applications

2-Hydroxy Imiquimod (CAS: 112668-45-8) is a derivative of the well-known immunomodulatory compound Imiquimod, which has been widely used in the treatment of various dermatological conditions, including actinic keratosis and superficial basal cell carcinoma. Recent studies have focused on exploring the pharmacological properties, mechanisms of action, and potential new applications of 2-Hydroxy Imiquimod. This research brief aims to summarize the latest findings and their implications for the field of chemical biology and medicine.

One of the key areas of interest is the enhanced immunomodulatory effects of 2-Hydroxy Imiquimod compared to its parent compound. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that 2-Hydroxy Imiquimod exhibits a higher affinity for Toll-like receptor 7 (TLR7), leading to a more robust activation of the innate immune response. This finding suggests potential applications in cancer immunotherapy, particularly in combination with checkpoint inhibitors.

Another significant advancement is the development of novel formulations to improve the bioavailability and stability of 2-Hydroxy Imiquimod. Researchers at the University of California recently reported a nanoparticle-based delivery system that significantly enhances the compound's penetration through the skin barrier while minimizing systemic absorption. This innovation could expand the therapeutic applications of 2-Hydroxy Imiquimod beyond dermatology.

In the field of antiviral research, preliminary studies have shown promising results for 2-Hydroxy Imiquimod as a broad-spectrum antiviral agent. Its ability to induce interferon production makes it a potential candidate for treating viral infections, including those caused by emerging pathogens. However, further clinical trials are needed to validate these findings.

The safety profile of 2-Hydroxy Imiquimod has also been a subject of recent investigation. While generally well-tolerated, some studies have reported localized inflammatory reactions at higher concentrations. Ongoing research is focused on optimizing dosing regimens to maximize therapeutic benefits while minimizing adverse effects.

From a chemical perspective, advances in the synthesis of 2-Hydroxy Imiquimod have led to improved yields and purity. The development of more efficient synthetic routes has facilitated larger-scale production, making the compound more accessible for research and potential clinical applications.

In conclusion, 2-Hydroxy Imiquimod (CAS: 112668-45-8) represents a promising compound with diverse potential applications in immunology, oncology, and virology. The recent research highlights its enhanced pharmacological properties and the development of innovative delivery systems. As our understanding of its mechanisms of action continues to grow, 2-Hydroxy Imiquimod may emerge as an important therapeutic agent in multiple medical specialties.

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