Compounds > arteflene
Page last updated: 2024-11-11

arteflene

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

arteflene: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6436134
CHEMBL ID380230
CHEBI ID177515
SCHEMBL ID250453
MeSH IDM0239693

Synonyms (27)

Synonym
(1s,4r,5r,8s)-4-[(z)-2-[2,4-bis(triluoromethyl)phenyl]ethenyl]-4,8-dimethyl-2,3-dioxabicyclo[3.3.1]nonan-7-one
CHEBI:177515
arteflene
ro-42-1611
D02989
arteflene (usan/inn)
123407-36-3
ro 42-1611
arteflene [usan:inn]
2,3-dioxabicyclo(3.3.1)nonan-7-one, 4-(2-(2,4-bis(trifluoromethyl)phenyl)ethenyl)-4,8-dimethyl-(1s-(1alpha,4beta(z),5alpha,8beta))-
(1s,4r,5r,8s)-4-((z)-2,4-bis(trifluoromethyl)styryl)-4,8-dimethyl-2,3-dioxabicyclo(3.3.1)nonan-7-one
CHEMBL380230
ro-421611
5pe5hv9nf0 ,
unii-5pe5hv9nf0
(1s,4r,5r,8s)-4-[(z)-2,4-bis(trifluoromethyl)styryl]-4,8-dimethyl-2,3-dioxabicyclo[3.3.1]nonan-7-one
2,3-dioxabicyclo(3.3.1)nonan-7-one, 4-(2-(2,4-bis(trifluoromethyl)phenyl)ethenyl)-4,8-dimethyl-(1s-(1.alpha.,4.beta.(z),5.alpha.,8.beta.))-
arteflene [inn]
arteflene [usan]
arteflene [mi]
SCHEMBL250453
Q27262694
(1s,4r,5r,8s)-4-[(z)-2-[2,4-bis(trifluoromethyl)phenyl]ethenyl]-4,8-dimethyl-2,3-dioxabicyclo[3.3.1]nonan-7-one
(1r,4s,5s,8r)-8-[(z)-2-[2,4-bis(trifluoromethyl)phenyl]ethenyl]-4,8-dimethyl-6,7-dioxabicyclo[3.3.1]nonan-3-one
gtpl10397
DTXSID001318573
lrtrtvpzzjaadl-dahzfvmqsa-n

Research Excerpts

Overview

Arteflene is a synthetic endoperoxide antimalarial. It is found in the Chinese plant Artabotrys uncinatus.

ExcerptReferenceRelevance
"Arteflene is a synthetic endoperoxide antimalarial. "( Hepatocellular bioactivation and cytotoxicity of the synthetic endoperoxide antimalarial arteflene.
Batty, KT; Bishop, LP; Dodd, CC; Edwards, G; Ilett, KF; Kevin Park, B; Maggs, JL; O'Neill, PM, 2004)		1.99
"Arteflene is a synthetic peroxide recently developed from an indication of antimalarial activity found in the Chinese plant Artabotrys uncinatus. "( Arteflene compared with mefloquine for treating Plasmodium falciparum malaria in children.
Kremsner, PG; Mittelholzer, ML; Nkeyi, M; Philipps, J; Radloff, PD; Sturchler, D, 1996)		3.18

Pharmacokinetics

ExcerptReferenceRelevance
"5% in cynomolgus) as expected from the high metabolic clearance and the relative short apparent half-life (1."( Animal pharmacokinetics and metabolism of the new antimalarial Ro 42-1611 (arteflene).
Girometta, MA; Guenzi, A; Jauch, R; Ponelle, C; Wiegand-Chou, RC, 1994)		0.52
" For pharmacokinetic evaluation serial plasma and urine samples were collected up to 48 h after drug intake."( Tolerability and pharmacokinetics of Ro 42-1611 (arteflene) in man.
Dumont, E; Jaquet, C; Weidekamm, E, 1994)		0.54

Bioavailability

ExcerptReferenceRelevance
" The oral bioavailability was very low and variable (0."( Animal pharmacokinetics and metabolism of the new antimalarial Ro 42-1611 (arteflene).
Girometta, MA; Guenzi, A; Jauch, R; Ponelle, C; Wiegand-Chou, RC, 1994)		0.52
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
(trifluoromethyl)benzenesAn organofluorine compound that is (trifluoromethyl)benzene and derivatives arising from substitution of one or more of the phenyl hydrogens.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID1237992Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 assessed as inhibition of parasite growth2015Bioorganic & medicinal chemistry, Aug-15, Volume: 23, Issue:16
From hybrid compounds to targeted drug delivery in antimalarial therapy.
AID112564In vivo antimalarial activity in mice (Mus musculus) against chloroquine-sensitive Plasmodium berghei N after subcutaneous administration2003Journal of medicinal chemistry, Jun-05, Volume: 46, Issue:12
A short synthesis and biological evaluation of potent and nontoxic antimalarial bridged bicyclic beta-sulfonyl-endoperoxides.
AID158365In vitro antimalarial activity against chloroquine-sensitive Plasmodium falciparum NF 541998Bioorganic & medicinal chemistry letters, Apr-21, Volume: 8, Issue:8
Synthesis and in vitro antimalarial activity of sulfone endoperoxides.
AID113169In vivo antimalarial activity in mice (Mus musculus) against chloroquine-sensitive Plasmodium berghei N after oral administration2003Journal of medicinal chemistry, Jun-05, Volume: 46, Issue:12
A short synthesis and biological evaluation of potent and nontoxic antimalarial bridged bicyclic beta-sulfonyl-endoperoxides.
AID143650In vitro antimalarial activity against chloroquine-sensitive NF54 strain of Plasmodium falciparum2003Journal of medicinal chemistry, Jun-05, Volume: 46, Issue:12
A short synthesis and biological evaluation of potent and nontoxic antimalarial bridged bicyclic beta-sulfonyl-endoperoxides.
AID266344Antimalarial activity against chloroquine-resistant Plasmodium falciparum K12006Bioorganic & medicinal chemistry letters, Jun-01, Volume: 16, Issue:11
Diels-Alder/thiol-olefin co-oxygenation approach to antimalarials incorporating the 2,3-dioxabicyclo[3.3.1]nonane pharmacophore.
AID113170In vivo antimalarial activity in mice (Mus musculus) against chloroquine-sensitive Plasmodium berghei N after subcutaneous administration2003Journal of medicinal chemistry, Jun-05, Volume: 46, Issue:12
A short synthesis and biological evaluation of potent and nontoxic antimalarial bridged bicyclic beta-sulfonyl-endoperoxides.
AID112562In vivo antimalarial activity in mice (Mus musculus) against chloroquine-sensitive Plasmodium berghei N after oral administration2003Journal of medicinal chemistry, Jun-05, Volume: 46, Issue:12
A short synthesis and biological evaluation of potent and nontoxic antimalarial bridged bicyclic beta-sulfonyl-endoperoxides.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (17)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's11 (64.71)18.2507
2000's5 (29.41)29.6817
2010's1 (5.88)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: 16.24

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index16.24 (24.57)
Research Supply Index3.09 (2.92)
Research Growth Index4.15 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (16.24)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials4 (23.53%)5.53%
Reviews1 (5.88%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (70.59%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
chloroquine
Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.		3.8130aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
ketoconazole
1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.		210dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine
artemisinin
(+)-artemisinin : A sesquiterpene lactone obtained from sweet wormwood, Artemisia annua, which is used as an antimalarial for the treatment of multi-drug resistant strains of falciparum malaria.		2.0110organic peroxide;
sesquiterpene lactone		antimalarial;
plant metabolite
artemether
Artemether: An artemisinin derivative that is used in the treatment of MALARIA.. artemether : An artemisinin derivative that is artemisinin in which the lactone has been converted to the corresponding lactol methyl ether. It is used in combination with lumefantrine as an antimalarial for the treatment of multi-drug resistant strains of falciparum malaria.		2.0110artemisinin derivative;
cyclic acetal;
organic peroxide;
semisynthetic derivative;
sesquiterpenoid		antimalarial
3,5-dibromo-4-nitrosobenzenesulfonate
3,5-dibromo-4-nitrosobenzenesulfonate: structure given in first source		210
puromycin
[no description available]		3.2110puromycinsantiinfective agent;
antimicrobial agent;
antineoplastic agent;
EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor;
EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor;
nucleoside antibiotic;
protein synthesis inhibitor
sesquiterpenes
[no description available]		2.420
artemotil
artemotil: structure given in first source; RN given refers to cpd without isomeric designation		2.420artemisinin derivative
artenimol
artenimol: derivative of antimalarial drug artemisinin (quinghaosu)		1.9810
mefloquine
Mefloquine: A phospholipid-interacting antimalarial drug (ANTIMALARIALS). It is very effective against PLASMODIUM FALCIPARUM with very few side effects.. mefloquine : A racemate composed of (+)-(11R,2'S)- and (-)-(11S,2'R)-enantiomers of mefloquine. An antimalarial agent which acts as a blood schizonticide; its mechanism of action is unknown.		8.7821
heme
Heme: The color-furnishing portion of hemoglobin. It is found free in tissues and as the prosthetic group in many hemeproteins.. ferroheme : Any iron(II)--porphyrin coordination complex.. ferroheme b : Heme b in which the iron has oxidation state +2.. heme : A heme is any tetrapyrrolic chelate of iron.		210
ConditionIndicatedRelationship StrengthStudiesTrials
Infections, Plasmodium
[description not available]		04.0250
Malaria
A protozoan disease caused in humans by four species of the PLASMODIUM genus: PLASMODIUM FALCIPARUM; PLASMODIUM VIVAX; PLASMODIUM OVALE; and PLASMODIUM MALARIAE; and transmitted by the bite of an infected female mosquito of the genus ANOPHELES. Malaria is endemic in parts of Asia, Africa, Central and South America, Oceania, and certain Caribbean islands. It is characterized by extreme exhaustion associated with paroxysms of high FEVER; SWEATING; shaking CHILLS; and ANEMIA. Malaria in ANIMALS is caused by other species of plasmodia.		04.0250
Parasitemia
The presence of parasites (especially malarial parasites) in the blood. (Dorland, 27th ed)		02.0110
Pregnancy
The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.		01.9810
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		01.9810
Plasmodium falciparum Malaria
[description not available]		05.243
Malaria, Falciparum
Malaria caused by PLASMODIUM FALCIPARUM. This is the severest form of malaria and is associated with the highest levels of parasites in the blood. This disease is characterized by irregularly recurring febrile paroxysms that in extreme cases occur with acute cerebral, renal, or gastrointestinal manifestations.		05.243
Pyrexia
[description not available]		03.3711
Fever
An abnormal elevation of body temperature, usually as a result of a pathologic process.		03.3711
Malignant Melanoma
[description not available]		01.9810
Melanoma
A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)		01.9810