Page last updated: 2024-12-08

wr 225448

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Description

WR 225448: used as prophylaxis for Plasmodium yoelii infections; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID456317
CHEMBL ID289445
SCHEMBL ID4345333
MeSH IDM0129749

Synonyms (13)

Synonym
wr 225448
n4-[6-methoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]-8-quinolyl]pentane-1,4-diamine
(4-amino-1-methylbutyl){6-methoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy](8-quinolyl)}amine
CHEMBL289445
SCHEMBL4345333
8-((4-amino-1-methylbutyl)amino)-6-methoxy-4-methyl-5-(3-trifluoromethylphenoxy)quinoline
1,4-pentanediamine, n4-(6-methoxy-4-methyl-5-(3-(trifluoromethyl)phenoxy)-8-quinolinyl)-
wr-225448
80065-55-0
8-(4-amino-1-methylbutylamino)-6-methoxy-4-methyl-5-(3-trifluoromethylphenoxy)quinoline
n4-(6-methoxy-4-methyl-5-(3-(trifluoromethyl)phenoxy)quinolin-8-yl)pentane-1,4-diamine
n~4~-{6-methoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-yl}pentane-1,4-diamine
DTXSID401000954
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (43)

Assay IDTitleYearJournalArticle
AID111784Antimalarial activity against Plasmodium berghei in mice (Mus musculus) at a dose of 5 mg/kg and activity expressed as number cures surviving 60 days1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID127128Cures in Plasmodium cynomolgi infected Rhesus monkeys (Macaca mulatta) at 0.316 mg/kg dose; Cured 2 of 21985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID117458Suppressive antimalarial activity against Plasmodium berghei in Rane mice (Mus musculus) when administered at 640 mg/kg perorally; 4 Cured and in 1 Toxic1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID111779Antimalarial activity against Plasmodium berghei in mice (Mus musculus) at a dose of 10 mg/kg and activity expressed as number cures surviving 60 days1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID184594Acute toxicity administered orally was determined in 74 male rats1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID162092Minimal effective concentration inhibiting growth of Pneumocystis carinii was reported.1995Journal of medicinal chemistry, Nov-24, Volume: 38, Issue:24
New drug developments for opportunistic infections in immunosuppressed patients: Pneumocystis carinii.
AID139597Evaluated for number of cures against Plasmodium berghei in mice (Mus musculus) (surviving 60 days) at dose 160 mg/kg1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID125814Radical curative antimalarial activity against Plasmodium cynomolgi infected Rhesus monkeys (Macaca mulatta) at 0.10 mg/kg/day over 7 days; Cured 0 of 21989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID117456Suppressive antimalarial activity against Plasmodium berghei in Rane mice (Mus musculus) when administered at 5 mg/kg perorally; Inactive1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID111780Antimalarial activity against Plasmodium berghei in mice (Mus musculus) at a dose of 160 mg/kg and activity expressed as number cures surviving 60 days1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID139603Evaluated for number of cures against Plasmodium berghei in mice (Mus musculus) (surviving 60 days) at dose 80 mg/kg1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID111782Antimalarial activity against Plasmodium berghei in mice (Mus musculus) at a dose of 320 mg/kg and activity expressed as number cures surviving 60 days1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID199546Antimalarial activity against Plasmodium cynomolgi infected Rhesus monkeys (Macaca mulatta) at 0.316 mg/kg dose; Cured 2 of 21985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID125823Radical curative antimalarial activity against Plasmodium cynomolgi infected Rhesus monkeys (Macaca mulatta) at 1 mg/kg/day peroral dose over 7 days; Not tested1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID230860Molar primaquine index is ratio of ED50 of Compound by ED50 of primaquine in rhesus monkey1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID111786Antimalarial activity against Plasmodium berghei in mice (Mus musculus) at a dose of 640 mg/kg and activity expressed as toxic deaths on days 2-51985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID111781Antimalarial activity against Plasmodium berghei in mice (Mus musculus) at a dose of 20 mg/kg and activity expressed as number cures surviving 60 days1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID199435Antimalarial activity against Plasmodium cynomolgi infected Rhesus monkeys (Macaca mulatta) at 0.1 mg/kg; cured 0 of 11985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID199550Antimalarial activity against Plasmodium cynomolgi infected Rhesus monkeys (Macaca mulatta) at 1.0 mg/kg; cured 2 of 21985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID117465Suppressive antimalarial activity against Plasmodium berghei in Rane mice (Mus musculus) when administered at 80 mg/kg perorally; Cured1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID139601Evaluated for number of cures against Plasmodium berghei in mice (Mus musculus) (surviving 60 days) at dose 5 mg/kg1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID111787Antimalarial activity against Plasmodium berghei in mice (Mus musculus) at a dose of 80 mg/kg and activity expressed as number cures surviving 60 days1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID127130Cures in Plasmodium cynomolgi infected Rhesus monkeys (Macaca mulatta) at 1.0 mg/kg dose; Cures 2 of 21985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID111785Antimalarial activity against Plasmodium berghei in mice (Mus musculus) at a dose of 640 mg/kg and activity expressed as number cures surviving 60 days1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID117446Suppressive antimalarial activity against Plasmodium berghei in Rane mice (Mus musculus) when administered at 20 mg/kg perorally; Cured1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID117450Suppressive antimalarial activity against Plasmodium berghei in Rane mice (Mus musculus) when administered at 320 mg/kg perorally; Cured1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID111783Antimalarial activity against Plasmodium berghei in mice (Mus musculus) at a dose of 40 mg/kg and activity expressed as number cures surviving 60 days1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues as potential antimalarial agents.
AID139598Evaluated for number of cures against Plasmodium berghei in mice (Mus musculus) (surviving 60 days) at dose 20 mg/kg1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID184596Acute toxicity administered orally was determined in 85 female rats1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID139600Evaluated for number of cures against Plasmodium berghei in mice (Mus musculus) (surviving 60 days) at dose 40 mg/kg1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID184457Acute toxicity administered intra peritoneally was determined in 85 female rats1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID127125Cures in Plasmodium cynomolgi infected Rhesus monkeys (Macaca mulatta) at 0.1 mg/kg dose; Cured 0 of 11985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID683704Antimalarial activity against Plasmodium cynomolgi M infected in rhesus monkey administered as po qd for 7 days2012Journal of medicinal chemistry, Feb-09, Volume: 55, Issue:3
Targeting the liver stage of malaria parasites: a yet unmet goal.
AID117454Suppressive antimalarial activity against Plasmodium berghei in Rane mice (Mus musculus) when administered at 40 mg/kg perorally; Cured1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID125812Radical curative antimalarial activity against Plasmodium cynomolgi infected Rhesus monkeys (Macaca mulatta) at 0.0316 mg/kg/day peroral dose over 7 days; Cured 0 of 21989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID117442Suppressive antimalarial activity against Plasmodium berghei in Rane mice (Mus musculus) when administered at 160 mg/kg perorally; Cured1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID139599Evaluated for number of cures against Plasmodium berghei in mice (Mus musculus) (surviving 60 days) at dose 320 mg/kg1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID139602Evaluated for number of cures against Plasmodium berghei in mice (Mus musculus) (surviving 60 days) at dose 640 mg/kg1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID139596Evaluated for number of cures against Plasmodium berghei in mice (Mus musculus) (surviving 60 days) at dose 10 mg/kg1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID184456Acute toxicity administered intra peritoneally was determined in 74 male rats1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID117301Suppressive antimalarial activity against Plasmodium berghei in Rane mice (Mus musculus) when administered at 10 mg/kg perorally; Inactive1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
AID139758Evaluated for number of toxic deaths occurring on day 2-5 after infection with Plasmodium berghei in mice (Mus musculus) at dose 640 mg/kg1985Journal of medicinal chemistry, Dec, Volume: 28, Issue:12
Sulfur-interrupted 8-amino side chain analogues of 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine as potential antimalarial agents.
AID125817Radical curative antimalarial activity against Plasmodium cynomolgi infected Rhesus monkeys (Macaca mulatta) at 0.316 mg/kg/day peroral dose over 7 days; Cured 2 of 21989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
Antimalarials. 16. Synthesis of 2-substituted analogues of 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-[3- (trifluoromethyl)phenoxy]quinoline as candidate antimalarials.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (77.78)18.7374
1990's1 (11.11)18.2507
2000's0 (0.00)29.6817
2010's1 (11.11)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.83

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.83 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.13 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.83)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (33.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (66.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]