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GardiquiMod

Product Name
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
Formula Weight
313.39742
MOL File
1020412-43-4.mol
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GardiquiMod Property

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
pka
14.70±0.29(Predicted)
form 
powder
color 
white to beige
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0877
Product name
Gardiquimod
Purity
≥98% (HPLC)
Packaging
5mg
Price
$73.2
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0877
Product name
Gardiquimod
Purity
≥98% (HPLC)
Packaging
25mg
Price
$286.8
Updated
2024/03/01
Cayman Chemical
Product number
18877
Product name
Gardiquimod
Purity
≥95%
Packaging
5mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
18877
Product name
Gardiquimod
Purity
≥95%
Packaging
10mg
Price
$92
Updated
2024/03/01
Cayman Chemical
Product number
18877
Product name
Gardiquimod
Purity
≥95%
Packaging
25mg
Price
$168
Updated
2024/03/01
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GardiquiMod Chemical Properties,Usage,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

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GardiquiMod Suppliers

Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
18521735133 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25015
Advantage
65
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51471
Advantage
80
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9709
Advantage
58
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 4009686088
Email
3193328036@qq.com
Country
China
ProdList
29797
Advantage
68
Suzhou Nuobeike Biological Technology Co., Ltd.
Tel
13962527677
Fax
-
Email
1551481742@qq.com
Country
China
ProdList
249
Advantage
58
Shanghai jing Hao pharmaceutical technology co., LTD
Tel
021-68900963 15618693615
Fax
021-68900963
Email
sales@jinghaopharma.com
Country
China
ProdList
311
Advantage
58
Shanghai Changyu Medical Technology Co. Ltd.
Tel
+86-13301875428
Email
sales@changyuhe.com
Country
China
ProdList
290
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
19892
Advantage
58
InvivoChem
Tel
+1-708-310-1919 +1-13798911105
Fax
708-557-7486
Email
sales@invivochem.cn
Country
United States
ProdList
6393
Advantage
58

1020412-43-4, GardiquiModRelated Search:


  • 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