TAFENOQUINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C24H28F3N3O3
Molecular Weight	463.4926
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=NC2=C(C(C)=C1)C(OC3=CC=CC(=C3)C(F)(F)F)=C(OC)C=C2NC(C)CCCN

InChI

InChIKey=LBHLFPGPEGDCJG-UHFFFAOYSA-N

InChI=1S/C24H28F3N3O3/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/h5,8-9,11-13,15,29H,6-7,10,28H2,1-4H3

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26610844 | https://www.ncbi.nlm.nih.gov/pubmed/20837758 | https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf | https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210795s000lbl.pdf

Tafenoquine is anti-malaria drug originated in Walter reed army institute of research and developed by GSK and 60 Degrees Pharmaceuticals. In 2018 United States Food and Drug Administration (FDA) approved single dose tafenoquine for the radical cure (prevention of relapse) of Plasmodium vivax malaria. Tafenoquine, an 8-aminoquinoline antimalarial, is active against all the stages of Plasmodium species that include the hypnozoite (dormant stage) in the liver. Studies in vitro with the erythrocytic forms of Plasmodium falciparum suggest that tafenoquine may exert its effect by inhibiting hematin polymerization and inducing apoptotic like death of the parasite. In addition to its effect on the parasite, tafenoquine causes red blood cell shrinkage in vitro. Tafenoquine is active against pre-erythrocytic (liver) and erythrocytic (asexual) forms as well as gametocytes of Plasmodium species that include P. falciparum and P. vivax. The activity of tafenoquine against the pre-erythrocytic liver stages of the parasite, prevents the development of the erythrocytic forms of the parasite.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Oxidative phosphorylation 15 Target ID: map00190 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20837758	Inhibitor 8297
Plasmodium berghei 9 Target ID: CHEMBL612653 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21141892	Inhibitor 8297
Plasmodium falciparum 74 Target ID: CHEMBL364 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25650255	Inhibitor 8297	217.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Malaria 95 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf	Curative		Approved 8429	ARAKODA Approved Use ARAKODA is an antimalarial indicated for the prophylaxis of malaria in patients aged 18 years and older Launch Date 2018

C_max

Value	Dose	Co-administered	Analyte	Population
147 ng/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:		TAFENOQUINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: HIGH-FAT

AUC

Value	Dose	Co-administered	Analyte	Population
70 μg × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:		TAFENOQUINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: HIGH-FAT

T_1/2

Value	Dose	Co-administered	Analyte	Population
16.5 day DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:		TAFENOQUINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: HIGH-FAT

F_unbound

Value	Dose	Co-administered	Analyte	Population
0.5% DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:		TAFENOQUINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: HIGH-FAT

Doses

Dose	Population	Adverse events
200 mg 1 times / day multiple, oral (starting) Recommended Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf	healthy, 29 years (range: 17-69 years) n = 492 Health Status: healthy Age Group: 29 years (range: 17-69 years) Sex: M+F Population Size: 492 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf	Other AEs: Headache, Sinus headache... Other AEs: Headache (15%) Sinus headache (15%) Migraine (15%) Tension headache (15%) Dizziness (1%) Dizziness postural (1%) Nervous system disorders (22%) Musculoskeletal and connective tissue disorders (29%) Back pain (14%) Gastrointestinal disorders (36%) Diarrhea (18%) Nausea (7%) Vomiting (5%) Psychiatric disorders (5%) Abnormal dreams (2%) Insomnia (2%) Nightmares (2%) Sleep disorder (2%) Somnambulism (2%) Anxiety disorder (1%) Panic attack (1%) Ear and labyrinth disorders (7%) Motion sickness (5%) Vertigo (5%) Vertigo positional (5%) Stress (1%) Headache (15%) Sinus headache (15%) Migraine (15%) Tension headache (15%) Dizziness (1%) Dizziness postural (1%) Nervous system disorders (22%) Musculoskeletal and connective tissue disorders (29%) Back pain (14%) Gastrointestinal disorders (36%) Diarrhea (18%) Nausea (7%) Vomiting (5%) Psychiatric disorders (5%) Abnormal dreams (2%) Insomnia (2%) Nightmares (2%) Sleep disorder (2%) Somnambulism (2%) Anxiety disorder (1%) Panic attack (1%) Ear and labyrinth disorders (7%) Motion sickness (5%) Vertigo (5%) Vertigo positional (5%) Stress (1%) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf
200 mg 1 times / day multiple, oral (starting) Recommended Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf	unhealthy, 29 years (range: 17-69 years) n = 333 Health Status: unhealthy Condition: malaria Age Group: 29 years (range: 17-69 years) Sex: M+F Population Size: 333 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf	Other AEs: Headache, Sinus headache... Other AEs: Headache (32%) Sinus headache (32%) Migraine (32%) Tension headache (32%) Dizziness (5%) Dizziness postural (5%) Nervous system disorders (35%) Musculoskeletal and connective tissue disorders (27%) Back pain (14%) Gastrointestinal disorders (31%) Diarrhea (5%) Nausea (5%) Vomiting (2%) ALT increased (4%) Psychiatric disorders (2%) Abnormal dreams (1%) Insomnia (1%) Nightmares (1%) Sleep disorder (1%) Somnambulism (1%) Depression (1%) Depressed mood (1%) Hemolytic anemia (<1%) Anemia (<1%) Thrombocytopenia (<1%) Hyperacusis (<1%) Meniere's disease (<1%) Hyperbilirubinemia (<1%) Jaundice cholestatic (<1%) Blood bilirubin increased (<1%) Blood creatinine increased (<1%) Glomerular filtration rate decreased (<1%) Amnesia (<1%) Coordination abnormal (<1%) Hyperesthesia (<1%) Hypoesthesia (<1%) Somnolence (<1%) Visual field defect (<1%) Urticaria (<1%) Headache (32%) Sinus headache (32%) Migraine (32%) Tension headache (32%) Dizziness (5%) Dizziness postural (5%) Nervous system disorders (35%) Musculoskeletal and connective tissue disorders (27%) Back pain (14%) Gastrointestinal disorders (31%) Diarrhea (5%) Nausea (5%) Vomiting (2%) ALT increased (4%) Psychiatric disorders (2%) Abnormal dreams (1%) Insomnia (1%) Nightmares (1%) Sleep disorder (1%) Somnambulism (1%) Depression (1%) Depressed mood (1%) Hemolytic anemia (<1%) Anemia (<1%) Thrombocytopenia (<1%) Hyperacusis (<1%) Meniere's disease (<1%) Hyperbilirubinemia (<1%) Jaundice cholestatic (<1%) Blood bilirubin increased (<1%) Blood creatinine increased (<1%) Glomerular filtration rate decreased (<1%) Amnesia (<1%) Coordination abnormal (<1%) Hyperesthesia (<1%) Hypoesthesia (<1%) Somnolence (<1%) Visual field defect (<1%) Urticaria (<1%) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210607lbl.pdf
400 mg 1 times / day multiple, oral (starting) Studied dose Dose: 400 mg, 1 times / day Route: oral Route: multiple Dose: 400 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	unhealthy, 34 years (range: 18-50 years) n = 62 Health Status: unhealthy Condition: malaria Age Group: 34 years (range: 18-50 years) Sex: M+F Population Size: 62 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf
200 mg 1 times / day multiple, oral (starting) Recommended Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	unhealthy, adolescents; adults n = 825 Health Status: unhealthy Condition: malaria Age Group: adolescents; adults Sex: M+F Population Size: 825 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	Disc. AE: ALT increased, Hemoglobin decreased... Other AEs: ALT increased, Hemoglobin decreased... AEs leading to discontinuation/dose reduction: ALT increased (0.7%) Hemoglobin decreased (0.4%) GFR decreased (0.2%) Malaria (0.5%) Pneumonia (0.1%) Viral infection (0.1%) Fall (0.1%) Joint injury (0.1%) Meniscus lesion (0.1%) Thermal burn (0.1%) Soft tissue injury (0.1%) Upper limb fracture (0.1%) Upper abdominal pain (0.1%) Irritable bowel syndrome (0.1%) Musculoskeletal pain (0.1%) Depression (0.1%) Metamorphopsia (0.1%) Night blindness (0.1%) Rash (0.1%) Lactose intolerance (0.1%) Hyperbilirubinemia (0.1%) Other AEs: ALT increased (0.7%) Hemoglobin decreased (0.4%) GFR decreased (0.2%) Malaria (0.5%) Pneumonia (0.1%) Viral infection (0.1%) Fall (0.1%) Joint injury (0.1%) Meniscus lesion (0.1%) Thermal burn (0.1%) Soft tissue injury (0.1%) Upper limb fracture (0.1%) Upper abdominal pain (0.1%) Irritable bowel syndrome (0.1%) Musculoskeletal pain (0.1%) Depression (0.1%) Metamorphopsia (0.1%) Night blindness (0.1%) Rash (0.1%) Lactose intolerance (0.1%) Hyperbilirubinemia (0.1%) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf
600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	healthy n = 36 Health Status: healthy Sex: M+F Population Size: 36 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf
600 mg 1 times / week multiple, oral Highest studied dose Dose: 600 mg, 1 times / week Route: oral Route: multiple Dose: 600 mg, 1 times / week Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	healthy n = 36 Health Status: healthy Sex: M+F Population Size: 36 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf
600 mg single, oral Highest studied dose Dose: 600 mg Route: oral Route: single Dose: 600 mg Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	healthy n = 75 Health Status: healthy Sex: M Population Size: 75 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf
400 mg 1 times / day multiple, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: multiple Dose: 400 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	healthy n = 52 Health Status: healthy Sex: unknown Population Size: 52 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	Disc. AE: Nausea, Vomiting... AEs leading to discontinuation/dose reduction: Nausea (1 patient) Vomiting (1 patient) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf
600 mg single, oral Studied dose Dose: 600 mg Route: oral Route: single Dose: 600 mg Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	healthy n = 52 Health Status: healthy Sex: unknown Population Size: 52 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf	Other AEs: CPK increased, Hemoglobin increased... Other AEs: CPK increased (4%) Hemoglobin increased (2%) Hypersensitivity (2%) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf

AEs

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 1587	inhibitor 1767	inhibitor 1852	inhibitor 1612

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 1524 CYP2C8 911 OCT2 647 MATE1 306 MATE2 263 OAT1 599 OAT3 642 OATP1B1 788 OATP1B3 706 BCRP 699 P-gp 1461 CYP2A6 707 CYP2C19 1478 CYP2E1 882 CYP4A9/11 37	OATP1B1 406 OATP1B3 350 P-gp 1537 BCRP 561

Drug as perpetrator

Target	Modality	Activity	Clinical evidence
CYP4A9/11 37	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=250 Page: 250.0	no [IC50 18 uM]
CYP2C19 1553	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=250 Page: 250.0	no [IC50 54 uM]
CYP2A6 739	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=250 Page: 250.0	no [IC50 7.1 uM]
CYP2E1 970	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=250 Page: 250.0	no [IC50 81 uM]
OAT1 603	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	no [IC50 >25 uM]
OAT3 644	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	no [IC50 >25 uM]
OATP1B1 803	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	no [IC50 >25 uM]
OATP1B3 715	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	no [IC50 >25 uM]
OCT2 648	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	yes [IC50 0.282 uM]
MATE2 263	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	yes [IC50 0.632 uM]
MATE1 308	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	yes [IC50 1.99 uM]
BCRP 773	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	yes [IC50 15 uM]
P-gp 1650	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	yes [IC50 5.61 uM]
CYP2D6 1891	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	yes [Ki 15 uM]	no (co-administration study) Comment: Subsequent clinical DDI studies demonstrated no clinically significant effects of TQ on the PK of desipramine (CYP2D6 substrate) (Study SB252263/015), caffeine (CYP1A2 substrate), midazolam (CYP3A4 substrate), and flurbiprofen (CYP2C9 substrate) (Study SB252263/040). Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0
CYP1A2 1692	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	yes [Ki 5.2 uM]	no (co-administration study) Comment: Subsequent clinical DDI studies demonstrated no clinically significant effects of TQ on the PK of desipramine (CYP2D6 substrate) (Study SB252263/015), caffeine (CYP1A2 substrate), midazolam (CYP3A4 substrate), and flurbiprofen (CYP2C9 substrate) (Study SB252263/040). Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0
CYP2C8 965	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	yes
CYP2C9 1819	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	yes	no (co-administration study) Comment: Subsequent clinical DDI studies demonstrated no clinically significant effects of TQ on the PK of desipramine (CYP2D6 substrate) (Study SB252263/015), caffeine (CYP1A2 substrate), midazolam (CYP3A4 substrate), and flurbiprofen (CYP2C9 substrate) (Study SB252263/040). Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0
CYP3A4 1925	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0	yes	no (co-administration study) Comment: Subsequent clinical DDI studies demonstrated no clinically significant effects of TQ on the PK of desipramine (CYP2D6 substrate) (Study SB252263/015), caffeine (CYP1A2 substrate), midazolam (CYP3A4 substrate), and flurbiprofen (CYP2C9 substrate) (Study SB252263/040). Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=72 Page: 72.0

Drug as victim

Target	Modality	Activity
BCRP 561	substrate 3367 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=73 Page: 73.0	yes
OATP1B1 406	substrate 3367 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=73 Page: 73.0	yes
OATP1B3 350	substrate 3367 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=73 Page: 73.0	yes
P-gp 1537	substrate 3367 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=73 Page: 73.0	yes

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 1647	inhibitor 1626 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2018/210607Orig1s000MultidisciplineR.pdf#page=39 Page: 39.0

Sourcing

Vendor/Aggregator	ID	URL
AA Blocks	AA008UWB	https://www.aablocks.com/goods/Goods/detail?id=AA008UWB
Ambeed	A299706	https://www.ambeed.com/products/106635-80-7.html
BLD Pharm	BD763954	http://www.bldpharm.com/products/106635-80-7.html
CSNpharm	CSN20176	https://www.csnpharm.com/products/tafenoquine.html
Chem Scene	CS-0042381	http://www.chemscene.com/106635-80-7.html
Chemspace	CSSB00020675268	https://chem-space.com/CSSB00020675268
DC Chemicals	DC21609	http://www.dcchemicals.com/product_show-DC21609.html
Excenen	EX-A3146	https://www.excenen.com/searchresultlist.php?id=106635-80-7
Finetech	FT-0775258	https://www.finetechnology-ind.com/prod/detail/pub/106635-80-7.html
MedChem Express	HY-111529	https://www.medchemexpress.com/Tafenoquine.html
MolPort	MolPort-046-683-250	https://www.molport.com/shop/molecule-link/MolPort-046-683-250
Smolecule	S544419	http://www.smolecule.com/products/s544419
Smolecule	S750577	https://www.smolecule.com/products/s750577
Synblock Inc	SB16555	http://www.synblock.com/product/106635-80-7.html
THE BioTek	bt-283108	https://www.thebiotek.com/product/inhibitors/bt-283108
THE BioTek	bt-312092	https://www.thebiotek.com/product/others/bt-312092
eNovation Chemicals	D674102	https://www.enovationchem.com/ProductDetails.asp?ProductID=D674102

PubMed

Title	Date	PubMed
8-Aminoquinolines from Walter Reed Army Institute for Research for treatment and prophylaxis of Pneumocystis pneumonia in rat models.	1991 Feb	2024961
8-aminoquinolines effective against Pneumocystis carinii in vitro and in vivo.	1993 Oct	8257140
New drug developments for opportunistic infections in immunosuppressed patients: Pneumocystis carinii.	1995 Nov 24	7490723
Development of new drugs for chemoprophylaxis of malaria.	2001	11584654
[Plasmodium vivax: therapy update].	2001 Apr 21	11360746
Malaria chemoprophylaxis in the age of drug resistance. II. Drugs that may be available in the future.	2001 Aug 1	11438908
Population pharmacokinetics of the new antimalarial agent tafenoquine in Thai soldiers.	2001 Dec	11736877
A new primaquine analogue, tafenoquine (WR 238605), for prophylaxis against Plasmodium falciparum malaria.	2001 Dec 15	11700577
Development of new drugs for chemoprophylaxis of malaria.	2001 Jul	16579068
In vitro activity of tafenoquine alone and in combination with artemisinin against Plasmodium falciparum.	2002 Jul	12363062
Adverse effects of the antimalaria drug, mefloquine: due to primary liver damage with secondary thyroid involvement?	2002 Mar 25	11914150
Triangular test applied to the clinical trial of azithromycin against relapses in Plasmodium vivax infections.	2002 Nov 12	12473182
In-vitro interaction of tafenoquine and chloroquine in Plasmodium falciparum from northwestern Thailand.	2003	15508777
A randomized, double-blind, placebo-controlled, dose-ranging trial of tafenoquine for weekly prophylaxis against Plasmodium falciparum.	2003 Mar 1	12594633
Molecule of the month. Tafenoquine succinate.	2003 May	12942153
Malaria chemoprophylaxis: when should we use it and what are the options?	2004 Feb	15482177
Efficacy of monthly tafenoquine for prophylaxis of Plasmodium vivax and multidrug-resistant P. falciparum malaria.	2004 Oct 15	15378438
Treatment of acute vivax malaria with tafenoquine.	2005 Jan	15550254
Drug development papers in PLoS Medicine: how we try to spot a winner.	2006 Dec	17526082
Antimalarial efficacy and drug interactions of the novel semi-synthetic endoperoxide artemisone in vitro and in vivo.	2007 Apr	17337512
Tafenoquine for the treatment of recurrent Plasmodium vivax malaria.	2007 Mar	17360873
Selective plasma protein binding of antimalarial drugs to alpha1-acid glycoprotein.	2008 Apr 1	18289858
The role of anti-malarial drugs in eliminating malaria.	2008 Dec 11	19091042
How antimalarial drug resistance affects post-treatment prophylaxis.	2008 Jan 11	18186948
In vitro activity of pyronaridine against Plasmodium falciparum and comparative evaluation of anti-malarial drug susceptibility assays.	2009 Apr 23	19389221
Effects of mefloquine and artesunate mefloquine on the emergence, clearance and sex ratio of Plasmodium falciparum gametocytes in malarious children.	2009 Dec 16	20015395
The role of simple mathematical models in malaria elimination strategy design.	2009 Sep 14	19747403
Structural modifications of quinoline-based antimalarial agents: Recent developments.	2010 Apr	21814435
Gateways to clinical trials.	2010 Jun	20664824
In vitro selection of Plasmodium falciparum drug-resistant parasite lines.	2010 Mar	20022938
Anti-bacterial activity of intermittent preventive treatment of malaria in pregnancy: comparative in vitro study of sulphadoxine-pyrimethamine, mefloquine, and azithromycin.	2010 Oct 29	21029476
A SYBR Green 1-based in vitro test of susceptibility of Ghanaian Plasmodium falciparum clinical isolates to a panel of anti-malarial drugs.	2013 Dec 17	24341604

Patents

Sample Use Guides

In Vivo Use Guide

Loading regimen: 200 mg (2 of the 100 mg tablets) once daily for 3 days Maintenance regimen: 200 mg (2 of the 100 mg tablets) once weekly – start 7 days after the last loading regimen dose Terminal prophylaxis regimen: 200 mg (2 of the 100 mg tablets) one-time 7 days after the last maintenance dose

Route of Administration: Oral

In Vitro Use Guide

After 72 h of tafenoquine exposure, proliferation of L. donovani and Leishmania major promastigotes was inhibited at the micromolar range in a dose-dependent manner, with 50% effective concentrations (EC50s) of 5.6 ± 1.0 uM and 5.3 ± 2.1 uM for L. donovani.

Name

Type

Language

TAFENOQUINE

Official Name

English

TAFENOQUINE [MI]

Common Name

English

SB-252263-AAB

Code

English

tafenoquine [INN]

Common Name

English

TAFENOQUINE [MART.]

Common Name

English

TAFENOQUINE [USAN]

Common Name

English

Tafenoquine [WHO-DD]

Common Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

385812