ChemicalBook >> CAS DataBase List >>RESIQUIMOD

RESIQUIMOD

CAS No.
144875-48-9
Chemical Name:
RESIQUIMOD
Synonyms
R0197;VML600;CS-2796;VML 600;VML-600;Leisimot;resquimod;resiquimo;RESIQUIMOD;Chebi:36706
CBNumber:
CB62446527
Molecular Formula:
C17H22N4O2
Molecular Weight:
314.38
MDL Number:
MFCD00937759
MOL File:
144875-48-9.mol
MSDS File:
SDS
Last updated:2025-10-21 14:56:34
Product description Number Pack Size Price
Resiquimod ≥98% (HPLC) SML0196 10mg $131
Resiquimod ≥98% (HPLC) SML0196 50mg $493.05
Resiquimod >98.0%(HPLC) R0197 25mg $101
Resiquimod >98.0%(HPLC) R0197 100mg $296
R-848 ≥98% 14806 5mg $49
More product size

RESIQUIMOD Properties

Melting point 190-193°
Boiling point 553.6±50.0 °C(Predicted)
Density 1.28
storage temp. -20°C
solubility DMSO: soluble10mg/mL, clear (warmed to 60 °C)
form powder
pka 14.63±0.29(Predicted)
color white to tan
λmax 325nm(lit.)
Merck 14,8151
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
InChI InChI=1S/C17H22N4O2/c1-4-23-9-13-20-14-15(21(13)10-17(2,3)22)11-7-5-6-8-12(11)19-16(14)18/h5-8,22H,4,9-10H2,1-3H3,(H2,18,19)
InChIKey BXNMTOQRYBFHNZ-UHFFFAOYSA-N
SMILES C12=C(C(=NC3C=CC=CC1=3)N)N=C(COCC)N2CC(O)(C)C
NCI Dictionary of Cancer Terms resiquimod
FDA UNII V3DMU7PVXF
NCI Drug Dictionary resiquimod
UNSPSC Code 51111800
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H301-H350
Precautionary statements  P501-P270-P202-P201-P264-P280-P308+P313-P301+P310+P330-P405
WGK Germany  3
RTECS  NJ5911320
HS Code  2933998090

RESIQUIMOD price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0196 Resiquimod ≥98% (HPLC) 144875-48-9 10mg $131 2025-07-31 Buy
Sigma-Aldrich SML0196 Resiquimod ≥98% (HPLC) 144875-48-9 50mg $493.05 2025-07-31 Buy
TCI Chemical R0197 Resiquimod >98.0%(HPLC) 144875-48-9 25mg $101 2025-07-31 Buy
TCI Chemical R0197 Resiquimod >98.0%(HPLC) 144875-48-9 100mg $296 2025-07-31 Buy
Cayman Chemical 14806 R-848 ≥98% 144875-48-9 5mg $49 2024-03-01 Buy
Product number Packaging Price Buy
SML0196 10mg $131 Buy
SML0196 50mg $493.05 Buy
R0197 25mg $101 Buy
R0197 100mg $296 Buy
14806 5mg $49 Buy

RESIQUIMOD Chemical Properties,Uses,Production

Description

Resiquimod (CAS 144875-48-9) is a Toll-like receptor 7/8 agonist.1 May be used as an immune adjuvant in cancer vaccines.2 Resiquimod-carrying synthetic vaccine particles augment the immune response to encapsulated antigen and exhibit strong local immune activation without inducing systemic cytokine release.3 Topical treatment of wild-type mice induces systemic autoimmune disease which may be used as a model of systemic Lupus erythematosus.4? It displayed potent antiviral activity (EC50 = 23.5 nM) in a murine norovirus replicon model.5

Uses

Resiquimod is an imidazoquinoline derivative that acts as an immune response modifier. Resiquimod shows antitumor and antiviral activity and is used in the treatment of skin lesions such as herpes simplex virus. Resiquimod is a toll-like receptor 9 (TLR7) agonist.

Uses

Resiquimod has been used in the stimulation of bone marrow-derived dendritic cells (BMDCs) stimulation( and B cells. It has also been used as a ligand for toll-like receptors (TLR7) in malignant melanoma cell line B16F10.

Definition

ChEBI: Resiquimod is an imidazoquinoline.

Biochem/physiol Actions

Resiquimod belongs to the class of imidazoquinolinamines compounds with immunomodulatory effects. Resiquimod increases the levels of cytokines such as TNF-α, IL-6 and IFN-α.

Synthesis

N-{2-chloro-4-[(2-hydroxy-2-methylpropyl)amino]quinolin-3-yl}-2-ethoxyacetamide

253120-65-9

RESIQUIMOD

144875-48-9

Preparation of R-848: A mixture of 2-amino-2-methyl-1-propanol (1.87 g, 5.3 mmol) and methanol was placed in an autoclave, sealed and then the reaction was stirred at 160 °C for 8 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/triethylamine=95:5) to finally obtain the target product R-848 (1.5 g).

storage

Store at +4°C

References

[1] MARION JURK. Human TLR7 or TLR8 independently confer responsiveness to the antiviral compound R-848[J]. Nature Immunology, 2002, 3 6: 499-499. DOI:10.1038/ni0602-499
[2] RACHEL LUBONG SABADO. Resiquimod as an immunologic adjuvant for NY-ESO-1 protein vaccination in patients with high-risk melanoma.[J]. Cancer immunology research, 2015, 3 3: 278-287. DOI:10.1158/2326-6066.cir-14-0202
[3] PETR O. ILYINSKII . Adjuvant-carrying synthetic vaccine particles augment the immune response to encapsulated antigen and exhibit strong local immune activation without inducing systemic cytokine release[J]. Vaccine, 2014, 32 24: Pages 2882-2895. DOI:10.1016/j.vaccine.2014.02.027
[4] MAKI YOKOGAWA. Epicutaneous Application of Toll-like Receptor 7 Agonists Leads to Systemic Autoimmunity in Wild-Type Mice: A New Model of Systemic Lupus Erythematosus[J]. Arthritis & Rheumatology, 2013, 66 3: 694-706. DOI:10.1002/art.38298
[5] DANIEL ENOSI TUIPULOTU. TLR7 Agonists Display Potent Antiviral Effects against Norovirus Infection via Innate Stimulation.[J]. Antimicrobial Agents and Chemotherapy, 2018. DOI:10.1128/aac.02417-17

253120-65-9
144875-48-9
Synthesis of RESIQUIMOD from N-{2-chloro-4-[(2-hydroxy-2-methylpropyl)amino]quinolin-3-yl}-2-ethoxyacetamide

RESIQUIMOD Preparation Products And Raw materials

Global( 290)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 33024 60
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 965 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
Accela ChemBio Inc.
+1-858-6993322 info@accelachem.com United States 21193 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19552 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49975 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29799 58
Jinan Liheng Biotechnology Co., Ltd.
15865262812 info@lihengpharm.com CHINA 938 58

View Lastest Price from RESIQUIMOD manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Resiquimod pictures 2025-10-20 Resiquimod
144875-48-9
US $30.00-79.00 / mg 99.67% 10g TargetMol Chemicals Inc.
RESIQUIMOD pictures 2021-11-27 RESIQUIMOD
144875-48-9
US $120.00 / g 100g 99.99% 5ton/Month Qiuxian Baitai New Material Co., LTD
Resiquimod pictures 2021-07-13 Resiquimod
144875-48-9
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
  • Resiquimod pictures
  • Resiquimod
    144875-48-9
  • US $30.00-79.00 / mg
  • 99.67%
  • TargetMol Chemicals Inc.
  • RESIQUIMOD pictures
  • RESIQUIMOD
    144875-48-9
  • US $120.00 / g
  • 99.99%
  • Qiuxian Baitai New Material Co., LTD
  • Resiquimod pictures
  • Resiquimod
    144875-48-9
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd

RESIQUIMOD Spectrum

RESIQUIMOD 1-[4-Amino-2-(ethoxymethyl)-1H-imidazo[4,5-C]quinolin-1-yl]-2-methylpropan-2-ol Chebi:36706 4-Amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol 4-Amino-2-(ethoxymethyl)-alpha alpha-dimethyl-1H-imidazo(4,5-c)quinoline-1-ethanol resquimod R848,Resiquimod R0197 RESIQUIMOD; 144875-48-9; R-848; R 848; R848 Resiquimod(R848) CS-2796 RESIQUIMOD; 144875-48-9; R-848; R 848; R848;S 2846; S2846; S-28463 JACS-144875-48-9 1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-α,α-dimethyl- 1-[4-Amino-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-... 6-Diacetoxyfluoran resiquimo 1-(4-amino-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol (Resiquimod) VML 600 VML600 VML-600 Leisimot R848|||S28463 Resiquimod, 10 mM in DMSO 1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol - [A19908] 144875-48-9 Agonist Anti-virals Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals