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Tafenoquine Succinate

CAT: 0572-TRC-T004760-50MGSize: 50 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-T004760-50MGSize:50 mg
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CAS Number
106635-81-8
Synonyms
Butanedioic acid, compd. with N4-[2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]-8-quinolinyl]-1,4-pentanediamine (1:1); 1,4-Pentanediamine, N4-[2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]-8-quinolinyl]-, butanedioate (1:1) (9CI); 8-[(4-Amino-1-methylbutyl)amino]-2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinoline succinate; SB 252263; SB 252263AX; Tafenoquine succinate; WR 238605 succinate; SB-252263-AX
Hazard Statement
Not a hazardous substance according to GHS.
Purity
>95% (HPLC)
Smiles
COc1cc(C)c2c(Oc3cccc(c3)C(F)(F)F)c(OC)cc(NC(C)CCCN)c2n1.OC(=O)CCC(=O)O
Molecular Formula
C24 H28 F3 N3 O3 . C4 H6 O4
Molecular Weight
581.58
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)
Additionnal Information
IUPAC name: butanedioic acid;4-N-[2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-yl]pentane-1,4-diamine
Shipping Conditions
Room Temperature
Storage Conditions
+4°C

Chemical Information

Tafenoquine Succinate

Tafenoquine Succinate is the succinate salt form of tafenoquine, an orally bioavailable 8-aminoquinoline derivative, with antimalarial activity. Although the mechanism is not completely understood, upon administration, tafenoquine inhibits the parasitic enzyme heme polymerase in the blood stages of the parasites. This inhibits the conversion of the toxic heme into non-toxic hemazoin, thereby resulting in the accumulation of toxic heme within the parasite. Tafenoquine is active against all the stages of Plasmodium species and is also active against the pre-erythrocytic liver stages of the parasites. This prevents the development of the erythrocytic forms of the parasite which are responsible for relapses in P. vivax malaria.

CAS Number106635-81-8
PubChem CID163761
IUPAC Namebutanedioic acid;4-N-[2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-yl]pentane-1,4-diamine
Molecular FormulaC28H34F3N3O7
Molecular Weight581.6
Topological Polar Surface Area153
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count13
Rotatable Bond Count12
Heavy Atom Count41
Formal Charge0
Complexity690
SMILES
CC1=CC(=NC2=C1C(=C(C=C2NC(C)CCCN)OC)OC3=CC=CC(=C3)C(F)(F)F)OC.C(CC(=O)O)C(=O)O
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)
InChIKey
CQBKFGJRAOXYIP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Tafenoquine Succinate
CAS: 106635-81-8
CID: 163761
Formula: C28H34F3N3O7
MW: 581.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight581.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count13
Rotatable Bond Count12
Exact Mass581.23488492
Monoisotopic Mass581.23488492
Topological Polar Surface Area153 Ų
Heavy Atom Count41
Formal Charge0
Complexity690
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
HY-111529A-01Tafenoquine (Succinate)
T13083L-01Tafenoquine Succinate
A18024-25Tafenoquine Succinate 25mg
A18024-1Tafenoquine Succinate 1mg
IVB37883-01Tafenoquine-d3 succinate
A18024-100Tafenoquine Succinate 100mg
HY-111529AR-01Tafenoquine (Succinate) (Standard)
A18024-50Tafenoquine Succinate 50mg
A18024-10Tafenoquine Succinate 10mg
A18024-5Tafenoquine Succinate 5mg

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