Tafenoquine succinateProduct ingredient for Tafenoquine
- Name
- Tafenoquine succinate
- Drug Entry
- Tafenoquine
Tafenoquine is an 8-aminoquinoline analogue of primaquine which varies only on the presence of a 5-phenoxy group.1,3 It was discovered by the scientists at the Walter Reed Army Institute of Research in 1978 as a substitute for primaquine that would be more effective against relapsing vivax malaria.3 Tafenoquine was further developed collaboratively between GlaxoSmithKline and Medicines for Malaria Venture.2 It was FDA approved on July 20, 2018.6
- Accession Number
- DBSALT002809
- Structure
Structure for Tafenoquine succinate (DBSALT002809)
- Synonyms
- Not Available
- External IDs
- SB-252263-AX / WR-238605
- UNII
- DL5J0B8VSS
- CAS Number
- 106635-81-8
- Weight
- Average: 581.589
Monoisotopic: 581.234884936 - Chemical Formula
- C28H34F3N3O7
- InChI Key
- CQBKFGJRAOXYIP-UHFFFAOYSA-N
- InChI
- InChI=1S/C24H28F3N3O3.C4H6O4/c1-14-11-20(32-4)30-22-18(29-15(2)7-6-10-28)13-19(31-3)23(21(14)22)33-17-9-5-8-16(12-17)24(25,26)27;5-3(6)1-2-4(7)8/h5,8-9,11-13,15,29H,6-7,10,28H2,1-4H3;1-2H2,(H,5,6)(H,7,8)
- IUPAC Name
- N4-{2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-yl}pentane-1,4-diamine; butanedioic acid
- SMILES
- OC(=O)CCC(O)=O.COC1=NC2=C(C(C)=C1)C(OC1=CC(=CC=C1)C(F)(F)F)=C(OC)C=C2NC(C)CCCN
- External Links
- ChemSpider
- 143631
- ChEMBL
- CHEMBL2364635
- Predicted Properties
Property Value Source Water Solubility 0.00137 mg/mL ALOGPS logP 5.07 ALOGPS logP 4.97 Chemaxon logS -5.5 ALOGPS pKa (Strongest Acidic) 17.14 Chemaxon pKa (Strongest Basic) 10.2 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 78.63 Å2 Chemaxon Rotatable Bond Count 13 Chemaxon Refractivity 122.55 m3·mol-1 Chemaxon Polarizability 46.97 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon