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Details:
Physical and chemical properties of chloroquine phosphate
Boiling point 460.6ºC at 760 mmHg
200 ° C (dec.) (Lit.)
Molecular formula C18H32ClN3O8P2
Molecular weight 515.862
Flash point 232.3ºC
Exact mass 515.135315
PSA 203.30000
LogP 3.02640
Appearance: white solid
Storage conditions
This product is sealed and protected from light and dried.
Water solubility H2O: 50 mg / mL, clear
Computational Chemistry
1. Hydrophobic parameter calculation reference value (XlogP): None
2.Number of hydrogen-bonded donors: 7
3.Number of hydrogen bond acceptors: 11
4.Number of rotatable chemical bonds: 8
5.Number of tautomers: 3
6. Topological molecular polar surface area 184
7.Number of heavy atoms: 32
8.Surface charge: 0
9.Complexity: 359
10.Number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 0
12. Uncertain number of atomic stereocenters: 1
13. Determine the number of chemical bond stereocenters: 0
14. Uncertain number of chemical bond stereocenters: 0
15.Number of covalent bond units: 3
More
1. Properties: colorless crystals. Bitter
2. Density (g / mL, 25/4 ℃): Not determined
3. Relative vapor density (g / mL, air = 1): not determined
4. Melting point (ºC): 193 to 195 ° C (215 to 218 ° C).
5. Boiling point (ºC, normal pressure): Not determined
6. Boiling point (ºC, 5.2 kPa): Not determined
7. Refractive index: Not determined
8. Flash point (ºC): Not determined
9. Specific rotation (º): Not determined
10. Spontaneous ignition point or ignition temperature (ºC): Not determined
11. Vapor pressure (kPa, 25 ºC): Not determined
12. Saturated vapor pressure (kPa, 60 ºC): Not determined
13. Heat of combustion (KJ / mol): Not determined
14. Critical temperature (ºC): Not determined
15. Critical pressure (KPa): Not determined
16. Logarithm of oil-water (octanol / water) partition coefficient: not determined
17. Upper explosion limit (%, V / V): Not determined
18. Lower explosion limit (%, V / V): Not determined
19. Solubility: Easily soluble in water (pH of 1% aqueous solution is about 4.5, less soluble when neutral or alkaline). Almost insoluble in ethanol, benzene, chloroform and ether.
In vitro studies Chloroquine (CHQ, 20 μM) inhibits IL-12p70 release and reduces Th1 priming ability of activated human monocyte-derived Langerhans-like cells (MoLC). Chloroquine (CHQ, 20 μM) enhanced IL-1 induced IL-23 secretion in MoLC, and subsequently increased IL-17A release by evoked CD4 + T cells. Chloroquine (25 μM) inhibited the expression of MMP-9 mRNA in normoxic and hypoxia in parental MDA-MB-231 cells. Chloroquine has cellular, dose, and hypoxia-dependent effects on MMP-2, MMP-9, and MMP-13 mRNA expression. Inhibition of TLR7 and TLR9 with IRS-954 or chloroquine can significantly reduce the proliferation of HuH7 cells in vitro.
In vivo studies Chloroquine (80 mg / kg, ip) did not prevent the growth of triple-negative MDA-MB-231 cells with high or low TLR9 expression levels in an orthotopic mouse model. TLR7 and TLR9 inhibition using IRS-954 or chloroquine significantly inhibited tumor growth in a mouse xenograft model. HCC development in the DEN / NMOR rat model was also significantly inhibited by chloroquine.
Cell experiments Cells were cultured in a 6-well plate with normal medium in the presence of a carrier or 25 or 50 μM chloroquine until near confluence, after which they were rinsed with sterile phosphate buffered saline (PBS) and further cultured for the indicated time. In serum-free medium. At the desired time point, the medium was discarded and the cells were quickly harvested in lysis buffer and clarified by centrifugation. After boiling the supernatant in a reduced sodium dodecyl sulfate (SDS) sample buffer, load equal amounts of protein (100 μg) per lane, and electrophorese the samples onto a 10 or 4-20% gradient polyacrylamide SDS gel And then transferred to a nitrocellulose membrane. membrane. To detect TLR9, the blots were incubated with anti-TLR9 antibodies overnight at 4 ° C and diluted 1: 500 in Tris buffered saline containing 0.1% (v / v) Tween-20 (TBST). Equal loading was confirmed with polyclonal rabbit anti-actin. Secondary detection was performed with a horseradish peroxidase-linked secondary antibody. Visualize protein bands with chemiluminescence using ECL kit
The images only for reference.
