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bulaquine

Description

bulaquine: structure given in first source [MeSH]

bulaquine : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID9831444
CHEMBL ID3770139
SCHEMBL ID5002047
CHEBI ID135558
MeSH IDM0175182

Synonyms (21)

Synonym
bulaquine
CHEBI:135558
tsq6u39q3g ,
bulaquine [inn]
cdri 80-53
cdri 80/53
79781-00-3
compound 80/53
dihydro-3-(1-((4-((6-methoxy-8-quinolyl)amino)pentyl)amino)ethylidene)-2(3h)-furanone
2(3h)-furanone, dihydro-3-(1-((4-((6-methoxy-8-quinolinyl)amino)pentyl)amino)ethylidene)-
n'-(3-acetyl-4,5-dihydro-2-furanyl)-n(4)-(6-methoxy-8-quinolyl)-1,4-pentanediamine
aablaquine
unii-tsq6u39q3g
bulaquine [who-dd]
SCHEMBL5002047
CHEMBL3770139
(3z)-3-[1-[4-[(6-methoxyquinolin-8-yl)amino]pentylamino]ethylidene]oxolan-2-one
3-(1-((4-((6-methoxyquinolin-8-yl)amino)pentyl)amino)ethylidene)dihydrofuran-2(3h)-one
Q27290262
CS-0026779
HY-106866

Drug Classes (1)

ClassDescription
aminoquinolineAny member of the class of quinolines in which the quinoline skeleton is substituted by one or more amino or substituted-amino groups.

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1282060Cytotoxicity against HEK293T cells assessed as cell viability after 48 hrs by MTT assay2016Bioorganic & medicinal chemistry, Apr-15, Volume: 24, Issue:8
ISSN: 1464-3391
Novel squaramides with in vitro liver stage antiplasmodial activity.
AID1282058Antiplasmodial activity against liver stage Plasmodium berghei infected in Huh7 cells assessed as inhibition of parasite infection incubated for 1 hr prior to infection measured at 24 hrs by luciferase reporter gene assay2016Bioorganic & medicinal chemistry, Apr-15, Volume: 24, Issue:8
ISSN: 1464-3391
Novel squaramides with in vitro liver stage antiplasmodial activity.
AID1282062Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 infected in human erythrocytes after 24 hrs by [3H]-hypoxanthine incorporation assay2016Bioorganic & medicinal chemistry, Apr-15, Volume: 24, Issue:8
ISSN: 1464-3391
Novel squaramides with in vitro liver stage antiplasmodial activity.

Research

Studies (21)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (14.29)18.7374
1990's5 (23.81)18.2507
2000's11 (52.38)29.6817
2010's2 (9.52)24.3611
2020's0 (0.00)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials4 (18.18%)5.53%
Reviews1 (4.55%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other17 (77.27%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
amodiaquineaminoquinoline;
organochlorine compound;
phenols;
secondary amino compound;
tertiary amino compound
anticoronaviral agent;
antimalarial;
drug allergen;
EC 2.1.1.8 (histamine N-methyltransferase) inhibitor;
non-steroidal anti-inflammatory drug;
prodrug
00low000000
chloroquineaminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound
anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
00low000000
ciprofloxacinaminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion
antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic
00low000000
glafenineaminoquinoline;
carboxylic ester;
glycol;
organochlorine compound;
secondary amino compound
inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug
00low000000
hydroxychloroquineaminoquinoline;
organochlorine compound;
primary alcohol;
secondary amino compound;
tertiary amino compound
anticoronaviral agent;
antimalarial;
antirheumatic drug;
dermatologic drug
00low000000
6-anilino-5,8-quinolinedioneaminoquinoline;
aromatic amine;
p-quinones;
quinolone
antineoplastic agent;
EC 4.6.1.2 (guanylate cyclase) inhibitor
00low000000
primaquineaminoquinoline;
aromatic ether;
N-substituted diamine
antimalarial00low000000
n-methylquipazineaminoquinoline;
N-alkylpiperazine;
N-arylpiperazine
serotonergic agonist00low000000
pamaquineaminoquinoline00low000000
1,2-Dihydroquinolin-2-imineaminoquinoline00low000000
2-amino-3,4-dimethylimidazo(4,5-f)quinolineaminoquinoline00low000000
7-chloro-4-aminoquinolineaminoquinoline00low000000
desethylchloroquineaminoquinoline00low000000
pyronaridineaminoquinoline00low000000
tafenoquine(trifluoromethyl)benzenes;
aminoquinoline;
aromatic ether;
primary amino compound;
secondary amino compound
00low000000
6-methoxy-8-(3-diethylaminopropylamino)quinolineaminoquinoline00low000000
piperaquineaminoquinoline;
N-arylpiperazine;
organochlorine compound
antimalarial00low000000
2-methyl-8-quinolinamineaminoquinoline00low000000
N-[4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxy-6-quinolinyl]-4-(dimethylamino)-2-butenamideaminoquinoline00low000000
LSM-6401aminoquinoline00low000000
nsc 23766aminopyrimidine;
aminoquinoline;
primary amino compound;
secondary amino compound;
tertiary amino compound
antiviral agent;
apoptosis inducer;
EC 3.6.5.2 (small monomeric GTPase) inhibitor;
muscarinic antagonist
00low000000
amiridineaminoquinoline00low000000
5,7-dimethyl-2-(1-pyrrolidinyl)-3-quinolinecarbonitrileaminoquinoline00low000000
N-[2-[(3-cyano-6-ethoxy-2-quinolinyl)amino]ethyl]propanamideaminoquinoline00low000000
1-(3-cyano-7-methoxy-2-quinolinyl)-4-piperidinecarboxylic acid ethyl esteraminoquinoline00low000000
4-amino-5,8-dimethoxy-2-(1,1,2,2,2-pentafluoroethyl)-3-quinolinecarbonitrileaminoquinoline00low000000
1-(4-amino-2-methyl-3-quinolinyl)ethanoneaminoquinoline00low000000
4,6-dimethyl-N-phenyl-2-quinolinamineaminoquinoline00low000000
2,6-dimethyl-N-(4-methylphenyl)-4-quinolinamineaminoquinoline00low000000
4-[2-(dimethylamino)ethylamino]-3-benzo[h]quinolinecarboxylic acid ethyl esteraminoquinoline00low000000
N-(4-methoxyphenyl)-3,4-dihydroquinolin-2-amineaminoquinoline00low000000
1,4,8-trimethyl-12-quinolino[2,3-b]quinolinamineaminoquinoline00low000000
4-(2,3-dihydro-1,4-benzodioxin-6-ylamino)-3-quinolinecarboxylic acid ethyl esteraminoquinoline00low000000
6,7-dimethyl-2H-pyrazolo[3,4-b]quinolin-3-amineaminoquinoline00low000000
2,4-dibromo-6-[(3-quinolinylamino)methyl]phenolaminoquinoline00low000000
1-[2-[(3-cyano-5,7-dimethyl-2-quinolinyl)amino]ethyl]-3-(3-methoxypropyl)thioureaaminoquinoline00low000000
1-[3-[(7-cyano-[1,3]dioxolo[4,5-g]quinolin-6-yl)amino]propyl]-3-(3-methoxypropyl)thioureaaminoquinoline00low000000
1-[3-[(7-cyano-[1,3]dioxolo[4,5-g]quinolin-6-yl)amino]propyl]-3-(3-ethoxypropyl)thioureaaminoquinoline00low000000
1-[2-[(3-cyano-7-methyl-2-quinolinyl)amino]ethyl]-3-[3-(4-morpholinyl)propyl]thioureaaminoquinoline00low000000
N-[2-[(3-cyano-8-methyl-2-quinolinyl)amino]ethyl]benzenesulfonamideaminoquinoline00low000000
7-methoxy-2-(3-methoxyanilino)-3-quinolinecarbonitrileaminoquinoline00low000000
3-methoxy-N-[4-methyl-2-(4-morpholinyl)-6-quinolinyl]benzamideaminoquinoline00low000000
7-chloro-N-(phenylmethyl)-4-quinolinamineaminoquinoline00low000000
6-methoxy-2-methyl-N-[[3-(trifluoromethyl)phenyl]methyl]-4-quinolinamineaminoquinoline00low000000
N-[4-methyl-2-(4-morpholinyl)-6-quinolinyl]cyclohexanecarboxamideaminoquinoline00low000000
n-(4-amino-2-methylquinolin-6-yl)-2-(4-ethylphenoxymethyl)benzamideaminoquinoline00low000000
bosutinibaminoquinoline;
aromatic ether;
dichlorobenzene;
N-methylpiperazine;
nitrile;
tertiary amino compound
antineoplastic agent;
tyrosine kinase inhibitor
00low000000
ekb 569aminoquinoline;
monocarboxylic acid amide;
monochlorobenzenes;
nitrile
protein kinase inhibitor00low000000
cp-673,451aminoquinoline00low000000
amd 070aminoquinoline00low000000
N'-butan-2-yl-N-[2-(3,5-dimethyl-1-piperidinyl)-4-methyl-6-quinolinyl]butanediamideaminoquinoline00low000000
8-chloro-4-(3-chloro-4-fluoroanilino)-6-[[1-(1-ethyl-4-piperidinyl)-4-triazolyl]methylamino]-3-quinolinecarbonitrileaminoquinoline00low000000
N-[4-[3-chloro-4-(2-pyridinylmethoxy)anilino]-3-cyano-7-ethoxy-6-quinolinyl]-4-(dimethylamino)-2-butenamideaminoquinoline00low000000
5-hydroxyprimaquineaminoquinoline00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
primaquineaminoquinoline;
aromatic ether;
N-substituted diamine
antimalarial201620168.0low000010
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
chloroquineaminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound
anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
2000201817.2medium101210
primaquineaminoquinoline;
aromatic ether;
N-substituted diamine
antimalarial1989201824.2high4361010
pyrimethamineaminopyrimidine;
monochlorobenzenes
antimalarial;
antiprotozoal drug;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor
201820186.0low000010
sulfadoxinepyrimidines;
sulfonamide
antibacterial drug;
antimalarial
201820186.0low000010
artemisininorganic peroxide;
sesquiterpene lactone
antimalarial;
plant metabolite
2000200024.0low001000
sesquiterpenes2000200024.0low001000
quininecinchona alkaloidantimalarial;
muscle relaxant;
non-narcotic analgesic
2004201814.7low200210
mefloquine201820186.0low000010
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Acute Disease02004200420.0low100100
Adverse Drug Event02006200618.0low100100
Body Weight01989198935.0low010000
Deficiency of Glucose-6-Phosphate Dehydrogenase0201820186.0low000010
Disease Models, Animal02000200521.5low001100
Drug-Related Side Effects and Adverse Reactions02006200618.0low100100
Glucosephosphate Dehydrogenase Deficiency0201820186.0low000010
Infections, Plasmodium01989201624.0medium011110
Malaria01989201624.0medium011110
Malaria, Falciparum02004201814.7low200210
Malaria, Vivax02001200620.5low200200
Methemoglobinemia01989200029.5low011000
Parasitemia02004200619.0low200200
Plasmodium falciparum Malaria02004201814.7low200210
Plasmodium vivax Malaria02001200620.5low200200
Sensitivity and Specificity01998200323.5low001100

Safety/Toxicity (3)

ArticleYear
Safety and tolerability of elubaquine (bulaquine, CDRI 80/53) for treatment of Plasmidium vivax malaria in Thailand.
The Korean journal of parasitology, , Volume: 44, Issue:3
2006
A randomized, parallel study of the safety and efficacy of 45 mg primaquine versus 75 mg bulaquine as gametocytocidal agents in adults with blood schizonticide-responsive uncomplicated falciparum malaria [ISCRTN50134587].
BMC infectious diseases, , Feb-01, Volume: 6
2006
A simple and rapid evaluation of methemoglobin toxicity of 8-aminoquinolines and related compounds.
Ecotoxicology and environmental safety, , Volume: 45, Issue:3
2000

Pharmacokinetics (3)

ArticleYear
In Vitro and In Vivo pharmacokinetic studies of bulaquine (analogue of primaquine), a novel antirelapse antimalarial, in rat, rabbit and monkey--highlighting species similarities and differences.
Biopharmaceutics & drug disposition, , Volume: 28, Issue:5
2007
Analysis and pharmacokinetics of bulaquine and its major metabolite primaquine in rabbits using an LC-UV method--a pilot study.
Journal of pharmaceutical and biomedical analysis, , Apr-24, Volume: 32, Issue:1
2003
A rapid and sensitive high performance liquid chromatographic assay of the new antimalarial compound 80/53 in serum with a novel sample clean-up method and its pharmacokinetics in rabbits.
Journal of pharmaceutical and biomedical analysis, , Volume: 17, Issue:4-5
1998

Bioavailability (1)

ArticleYear
In Vitro and In Vivo pharmacokinetic studies of bulaquine (analogue of primaquine), a novel antirelapse antimalarial, in rat, rabbit and monkey--highlighting species similarities and differences.
Biopharmaceutics & drug disposition, , Volume: 28, Issue:5
2007