Physicochemical Properties
| Molecular Formula | C14H12F7N5S |
| Molecular Weight | 415.33 |
| Exact Mass | 415.07 |
| CAS # | 1282041-94-4 |
| PubChem CID | 51347395 |
| Appearance | White to off-white solid powder |
| LogP | 3.76 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 27 |
| Complexity | 566 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | OIZSVTOIBNSVOS-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C14H12F7N5S/c1-8-7-11(26-13(22-8)24-12(25-26)14(2,15)16)23-9-3-5-10(6-4-9)27(17,18,19,20)21/h3-7,23H,1-2H3 |
| Chemical Name | 2-(1,1-difluoroethyl)-5-methyl-N-[4-(pentafluoro-λ6-sulfanyl)phenyl]-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine |
| Synonyms | DSM 265; DSM-265; DSM265 |
| 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 Vivo | Strong in vivo antimalarial activity is exhibited by DSM265 (0.5 to 75 mg/kg; oral; twice daily; for 4 days; NOD-scid IL-2Rγnull (NSG) mice), with a 90% effective dosage (ED90) of 3 mg/kg/next day (1.5 mg/kg twice day). The greatest rate of parasite death occurs at doses of 13 mg/kg per day (6.4 mg/kg twice daily) or higher. DSM265 has a 2-4 hour terminal elimination half-life (t1/2) in mice when taken orally at doses of 0.5 to 75 mg/kg [2]. |
| Animal Protocol |
Animal/Disease Models: NOD-scid IL-2Rγnull (NSG) mice (23-36 g) [2] Doses: 0.5 to 75 mg/kg Route of Administration: oral; Route of Administration: oral. twice (two times) daily; for 4 days Experimental Results: Potent antimalarial activity at a 90% effective dose (ED90) of 3 mg/kg daily (1.5 mg/kg twice (two times) daily). |
| References |
[1]. Tetrahydro-2-naphthyl and 2-Indanyl Triazolopyrimidines Targeting Plasmodium falciparumDihydroorotate Dehydrogenase Display Potent and Selective Antimalarial Activity. J Med Chem. 2016 Jun 9;59(11):5416-31. [2]. A long-duration dihydroorotate dehydrogenase inhibitor (DSM265) for prevention and treatment of malaria. Sci Transl Med. 2015 Jul 15;7(296):296ra111. |
| Additional Infomation | DSM265 has been used in trials studying the prevention and treatment of Malaria. |
Solubility Data
| Solubility (In Vitro) |
DMSO : ~50 mg/mL (~120.39 mM) Ethanol : ~11.11 mg/mL (~26.75 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.75 mg/mL (6.62 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 27.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.75 mg/mL (6.62 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 27.5 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 | 2.4077 mL | 12.0386 mL | 24.0772 mL | |
| 5 mM | 0.4815 mL | 2.4077 mL | 4.8154 mL | |
| 10 mM | 0.2408 mL | 1.2039 mL | 2.4077 mL |