Chloroquine

Category	Human immunodeficiency Virus (HIV)
CAS	54-05-7
Description	An antimalarial agent.

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Product Information

Synonyms	Aralen; Chlorochin; Chloraquine
Molecular Weight	319.87
Molecular Formula	C18H26ClN3
Canonical SMILES	CCN(CC)CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl
InChI	InChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)
InChIKey	WHTVZRBIWZFKQO-UHFFFAOYSA-N
Boiling Point	460.6±40.0 °C at 760 mmHg
Melting Point	87°C
Flash Point	232.3±27.3 °C
Purity	99.98%
Density	1.1±0.1 g/cm3
Solubility	In Vitro: Ethanol : 100 mg/mL(312.63 mM;Need ultrasonic) DMSO : 50 mg/mL(156.31 mM;Need ultrasonic) In Vivo: 1.Add each solvent one by one:10% DMSO >> 40%PEG300 >> 5%Tween-80 >> 45% saline Solubility: ≥ 2.5 mg/mL (7.82 mM); Clear solution 2.Add each solvent one by one:10% DMSO >> 90% (20%SBE-β-CDin saline) Solubility: ≥ 2.5 mg/mL (7.82 mM); Clear solution 3.Add each solvent one by one:10% DMSO >> 90%corn oil Solubility: ≥ 2.5 mg/mL (7.82 mM); Clear solution
Appearance	White to light yellow (Solid)
Storage	4°C, protect from light * In solvent : -80°C, 6 months -20°C, 1 month (protect from light)
Complexity	309
Exact Mass	319.1815255
Index Of Refraction	1.592
In Vitro	Chloroquine (CHQ, 20 μM) inhibits IL-12p70 release and reduces Th1-priming capacity of activated human monocyte-derived Langerhans-like cells (MoLC). Chloroquine (20 μM) enhances IL-1-induced IL-23 secretion in MoLC and subsequently increases IL-17A release by primed CD4+ T cells. Chloroquine (25 μM) suppresses MMP-9 mRNA expression in normoxia and hypoxia in parental MDA-MB-231 cells. TLR7 and TLR9 inhibition using IRS-954 or chloroquine significantly reduces HuH7 cell proliferation in vitro. Chloroquine (0.01-100μM; 48 hours) potently blocked virus infection (vero E6 cells infected with SARS-CoV-2) at low-micromolar concentration (EC50=1.13 μM). Chloroquine blocks virus infection by increasing endosomal pH required for virus/cell fusion, as well as interfering with the glycosylation of cellular receptors of SARS-CoV.
In Vivo	Chloroquine (80 mg/kg, i.p.) does not prevent the growth of the triple-negative MDA-MB-231 cells with high or low TLR9 expression levels in the orthotopic mouse model. TLR7 and TLR9 inhibition using IRS-954 or chloroquine significantly inhibits tumour growth in the mouse xenograft model. HCC development in the DEN/NMOR rat model is also significantly inhibited by Chloroquine.
PSA	28.16000
Target	Parasite; Autophagy; SARS-CoV; Toll-like Receptor (TLR); HIV; Antibiotic
Vapor Pressure	0.0±1.1 mmHg at 25°C
XLogP3-AA	4.6