DC661 is a novel dimeric chloroquine which acts as a potent inhibitor of palmitoyl-protein thioesterase 1 (PPT1) with anti-cancer activity, DC661 inhibits autophagy, and acts as an anti-lysosomal agent. DC661 is capable of deacidifying the lysosome and inhibiting autophagy significantly better than hydroxychloroquine (HCQ). Clinical trials repurposing lysosomotropic chloroquine (CQ) derivatives as autophagy inhibitors in cancer demonstrate encouraging results, but the underlying mechanism of action remains unknown.
Physicochemical Properties
| Molecular Formula | C31H39CL2N5 |
| Molecular Weight | 552.58 |
| Exact Mass | 551.258 |
| CAS # | 1872387-43-3 |
| PubChem CID | 130467298 |
| Appearance | White to yellow solid powder |
| LogP | 8.3 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 16 |
| Heavy Atom Count | 38 |
| Complexity | 587 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | ClC1C=CC2C(C=1)=NC=CC=2NCCCCCCN(C)CCCCCCNC1C=CN=C2C=C(C=CC=12)Cl |
| InChi Key | VJKCWFZTSDXOBS-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C31H39Cl2N5/c1-38(20-8-4-2-6-16-34-28-14-18-36-30-22-24(32)10-12-26(28)30)21-9-5-3-7-17-35-29-15-19-37-31-23-25(33)11-13-27(29)31/h10-15,18-19,22-23H,2-9,16-17,20-21H2,1H3,(H,34,36)(H,35,37) |
| Chemical Name | N-(7-chloroquinolin-4-yl)-N'-[6-[(7-chloroquinolin-4-yl)amino]hexyl]-N'-methylhexane-1,6-diamine |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | Melanoma cells accumulate autophagic vesicles when exposed to DC661 at concentrations of 0.1 and 10 µM [1]. |
| References |
[1]. PPT1 Promotes Tumor Growth and Is the Molecular Target of Chloroquine Derivatives in Cancer. ancer Discov. 2019 Feb;9(2):220-229. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~62.5 mg/mL (~113.11 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (3.76 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.8097 mL | 9.0485 mL | 18.0969 mL | |
| 5 mM | 0.3619 mL | 1.8097 mL | 3.6194 mL | |
| 10 mM | 0.1810 mL | 0.9048 mL | 1.8097 mL |