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GardiquiMod

CAS No.
1020412-43-4
Chemical Name:
GardiquiMod
Synonyms
GardiquiMod;Gardiquimod DiTFA salt;Gardiquimod >=98% (HPLC);1-(4-Amino-2-ethylaminomethylimidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol;4-Amino-2-[(ethylamino)methyl]-?,?-dimethyl-1H-Imidazo[4,5-c]quinoline-1-ethanol;1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-[(ethylamino)methyl]-α,α-dimethyl-;1-(4-amino-2-((ethylamino)methyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol;4-Amino-2-[(ethylamino)methyl]-alpha,alpha-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol;2-amino-9-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-prop-2-enyl-3H-purine-6,8-dione;HIV-1,Gardiquimod,HepG2,Toll-like Receptor (TLR),Inhibitor,PBMCs,inhibit,HIV,cells,peripheral,macrophages,blood,liver,carcinoma,Human immunodeficiency virus,mononuclear
CBNumber:
CB52677812
Molecular Formula:
C17H23N5O
Molecular Weight:
313.39742
MDL Number:
MFCD11041176
MOL File:
1020412-43-4.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

GardiquiMod Properties

Boiling point 562.0±50.0 °C(Predicted)
Density 1.29±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble10mg/mL, clear
form powder
pka 14.70±0.29(Predicted)
color white to beige
FDA UNII Y3W4QVW5BY

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
NFPA 704
0
2 0

GardiquiMod price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0877 Gardiquimod ≥98% (HPLC) 1020412-43-4 5mg $73.2 2024-03-01 Buy
Sigma-Aldrich SML0877 Gardiquimod ≥98% (HPLC) 1020412-43-4 25mg $286.8 2024-03-01 Buy
Cayman Chemical 18877 Gardiquimod ≥95% 1020412-43-4 5mg $49 2024-03-01 Buy
Cayman Chemical 18877 Gardiquimod ≥95% 1020412-43-4 10mg $92 2024-03-01 Buy
Cayman Chemical 18877 Gardiquimod ≥95% 1020412-43-4 25mg $168 2024-03-01 Buy
Product number Packaging Price Buy
SML0877 5mg $73.2 Buy
SML0877 25mg $286.8 Buy
18877 5mg $49 Buy
18877 10mg $92 Buy
18877 25mg $168 Buy

GardiquiMod Chemical Properties,Uses,Production

Biological Activity

gardiquimod is an agonist of human toll-like receptor 7 (tlr7) [1][2].toll-like receptors (tlrs) are a family of highly conserved pattern recognition receptors involved in innate immune responses to pathogen infection. tlr7 is highly expressed by plasmacytoid dendritic cells, and is also found on other leukocyte subpopulations. tlr7 and tlr8 recognize single-stranded rna from viruses [4].gardiquimod is an agonist of human toll-like receptor 7 (tlr7), but not human tlr8, although it activates both porcine tlr7 and tlr8. in transfected 293t cells, gardiquimod preferentially activated porcine tlr8 (ptlr8) [1]. gardiquimod is a member of imidazoquinoline family. when codelivered intranasally with plant-derived norwalk virus virus-like particles (nv vlps), gardiquimod (gard) induced nv vlp-specific serum igg and igg isotype responses and mucosal iga responses in the gastrointestinal, respiratory, and reproductive tracts [3]. in macrophages and activated peripheral blood mononuclear cells (pbmcs) infected with x4, r5 or dual-tropic (r5/x4) strains of hiv-1, gardiquimod inhibited hiv-1 reverse transcriptase and significantly reduced infection. gardiquimod also induced interferon-alpha (ifn-a) transcription and sustained ifn-a protein secretion [4]. in bxpc-3 cells, gardiquimod inhibited cell proliferation and migration, and induced apoptosis [5].in c57bl/6 mice, gardiquimod enhanced the ability of treg cell to suppress the proliferation of tresp cells. the cd4+cd25+treg cells from mice that had received gardiquimod exhibited an increased inhibitory effect on anti-cd3/anti-cd28 mab-coated bead-stimulated tresp cells [2].

Biochem/physiol Actions

Gardiquimod is a potent and specific agonist for human or mouse Toll-like receptor 7 (TLR7). Also, at high concentration gardiquimod activates TLR8. Similarly to imiquimod, gardiquimod could mimic the effects of viral nucleic acids on the immune system.

storage

+4°C

References

[1]. zhu j, lai k, brownile r, et al. porcine tlr8 and tlr7 are both activated by a selective tlr7 ligand, imiquimod. mol immunol. 2008 jun;45(11):3238-43.
[2]. forward na1, furlong sj, yang y, et al. signaling through tlr7 enhances the immunosuppressive activity of murine cd4+cd25+ t regulatory cells. j leukoc biol. 2010 jan;87(1):117-25.
[3]. velasquez ls, hjelm be, arntzen cj, et al. an intranasally delivered toll-like receptor 7 agonist elicits robust systemic and mucosal responses to norwalk virus-like particles. clin vaccine immunol. 2010 dec;17(12):1850-8.
[4]. buitendijk m, eszterhas sk, howell al. gardiquimod: a toll-like receptor-7 agonist that inhibits hiv type 1 infection of human macrophages and activated t cells. aids res hum retroviruses. 2013 jun;29(6):907-18.
[5]. zou bb, wang f, li l, et al. activation of toll-like receptor 7 inhibits the proliferation and migration, and induces the apoptosis of pancreatic cancer cells. mol med rep. 2015 oct;12(4):6079-85.

GardiquiMod Preparation Products And Raw materials

Raw materials

Preparation Products

GardiquiMod Suppliers

Global( 39)Suppliers
Supplier Tel Email Country ProdList Advantage
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
Coresyn Pharmatech Co., Ltd.
+86-571-86626709 +86-18157142896 cbc@coresyn.com China 9991 58
Shenyang Zhongshen Zekang Biomedical Technology Research Co., Ltd
+86-18341751992 +86-15382112998 757984502@qq.com China 892 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
Shanghai Aladdin Bio-Chem Technology Co.,LTD 18521735133 18521732826; market@aladdin-e.com China 25014 65
Shanghai Tauto Biotech Co., Ltd. 021-51320588 tauto@tautobiotech.com China 3989 66
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
GardiquiMod 4-Amino-2-[(ethylamino)methyl]-alpha,alpha-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol 1-(4-Amino-2-ethylaminomethylimidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol 4-Amino-2-[(ethylamino)methyl]-?,?-dimethyl-1H-Imidazo[4,5-c]quinoline-1-ethanol 2-amino-9-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-prop-2-enyl-3H-purine-6,8-dione Gardiquimod >=98% (HPLC) Gardiquimod DiTFA salt 1-(4-amino-2-((ethylamino)methyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol HIV-1,Gardiquimod,HepG2,Toll-like Receptor (TLR),Inhibitor,PBMCs,inhibit,HIV,cells,peripheral,macrophages,blood,liver,carcinoma,Human immunodeficiency virus,mononuclear 1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-[(ethylamino)methyl]-α,α-dimethyl- 1020412-43-4