Page last updated: 2024-11-05

lophine

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

Lophine, also known as 2,4,5-triphenylimidazole, is a heterocyclic organic compound with a triphenylimidazole skeleton. It is a pale yellow crystalline solid. Lophine is a fluorescent compound, exhibiting strong blue fluorescence in solution and solid state. It is synthesized by the condensation reaction of benzil with benzaldehyde in the presence of ammonia. Lophine has been studied for its potential applications in organic electronics, as a fluorescent dye, and in coordination chemistry. It forms complexes with various metals, which have been explored for their luminescent properties and potential applications in sensing and imaging. Lophine is also known to exhibit biological activity. It has been investigated for its potential anticancer and antimicrobial properties.'

Cross-References

ID SourceID
PubMed CID10232
CHEMBL ID34173
SCHEMBL ID104130
MeSH IDM0279378

Synonyms (55)

Synonym
bdbm50051887
cid_10232
NCI60_008969
2,4,5-triphenylimidazole
2,4,5-triphenyl-1h-imidazole
2,4,5-triphenyl-1,3-imidazole
ai3-50036
nsc 62790
einecs 207-606-6
imidazole, 2,4,5-triphenyl-
1h-imidazole, 2,4,5-triphenyl-
imidazole,4,5-triphenyl-
nsc62790
nsc-62790
lophine
484-47-9
2,5-triphenyl-1,3-imidazole
2,5-triphenylimidazole
1h-imidazole,4,5-triphenyl-
lophin
nsc-95931
nsc95931
OPREA1_374739
CHEMDIV1_027296
2,4,5-triphenylimidazole, 98%
NCIOPEN2_003361
SR-01000510787-2
CHEMBL34173 ,
HMS664I16
T0999
AKOS002664609
A827535
ccris 8668
unii-q6k46g80zd
q6k46g80zd ,
FT-0627974
c21h16n2
triphendazole
SCHEMBL104130
J-610082
2,4,5-triphenyl-1h-imidazole #
DTXSID3022039
mfcd00005187
SR-01000510787-1
sr-01000510787
F1204-0058
SY041522
STL575101
carbifenehydrochloride
AS-18377
Q11762376
2,4,5-triphenylimidazol
CS-W009969
EN300-1661101
Z57178689

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Less potent but more water soluble compounds such as 13h (IC50 = 60 nM) and 13n (IC50 = 70 nM) are absorbed following oral dosing and achieve plasma levels significantly in excess of their IC50 for ACAT inhibition."( Acyl-CoA:Cholesterol O-acyltransferase (ACAT) inhibitors. 2. 2-(1,3-Dioxan-2-yl)-4,5-diphenyl-1H-imidazoles as potent inhibitors of ACAT.
Ashton, MJ; Astles, PC; Bridge, AW; Harris, NV; Hart, TW; Parrott, DP; Porter, B; Riddell, D; Smith, C; Williams, RJ, 1996
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
NADPH oxidase 1Homo sapiens (human)IC50 (µMol)17.00000.04401.26095.5000AID2808
Sterol O-acyltransferase 1Rattus norvegicus (Norway rat)IC50 (µMol)0.26000.00580.66266.0000AID31667
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (20)

Assay IDTitleYearJournalArticle
AID284338Antiinflammatory activity assessed as reduction of carrageenan-induced paw volume in intraperitoneally dosed Wistar rat after 3 hrs2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
AID284333Antinociceptive activity in ip dosed Swiss albino mouse assessed as latency time by tail flick method2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
AID1389178Inhibition of equine serum BChE at 10 uM using S-butyrylthiocholine chloride as substrate preincubated for 15 mins followed by substrate addition and measured for 45 mins by Ellmans microplate assay2018Bioorganic & medicinal chemistry, 05-01, Volume: 26, Issue:8
In silico studies, synthesis and pharmacological evaluation to explore multi-targeted approach for imidazole analogues as potential cholinesterase inhibitors with neuroprotective role for Alzheimer's disease.
AID1335178Antimalarial activity against chloroquine-resistant asexual erythrocyte stage of Plasmodium falciparum K1 infected in human type O+ erythrocytes assessed as growth inhibition incubated for 48 hrs by NBT dye based LDH release assay2017ACS medicinal chemistry letters, Feb-09, Volume: 8, Issue:2
Identification and Mechanistic Evaluation of Hemozoin-Inhibiting Triarylimidazoles Active against
AID1389182Antioxidant activity in brain homogenate (unknown origin) assessed as decrease in TBARS formation by UV-visible spectrophotometric method2018Bioorganic & medicinal chemistry, 05-01, Volume: 26, Issue:8
In silico studies, synthesis and pharmacological evaluation to explore multi-targeted approach for imidazole analogues as potential cholinesterase inhibitors with neuroprotective role for Alzheimer's disease.
AID1335175Inhibition of beta-hematin formation incubated for 5 to 6 hrs by NP40 detergent-mediated assay2017ACS medicinal chemistry letters, Feb-09, Volume: 8, Issue:2
Identification and Mechanistic Evaluation of Hemozoin-Inhibiting Triarylimidazoles Active against
AID284329Antinociceptive activity in ip dosed Swiss albino mouse assessed as latency time after 15 mins by hot plate method2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
AID1576564Inhibition of AChE in Swiss mouse brain using acetylthiocholine iodide as substrate incubated for 10 mins followed by substrate addition and measured after 10 mins2019MedChemComm, Dec-01, Volume: 10, Issue:12
Synthesis of new lophine-carbohydrate hybrids as cholinesterase inhibitors: cytotoxicity evaluation and molecular modeling.
AID284330Antinociceptive activity in ip dosed Swiss albino mouse assessed as latency time after 30 mins by hot plate method2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
AID1576565Inhibition of BuChE in Swiss mouse serum using butyrylthiocholine iodide as substrate incubated for 10 mins followed by substrate addition and measured after 10 mins2019MedChemComm, Dec-01, Volume: 10, Issue:12
Synthesis of new lophine-carbohydrate hybrids as cholinesterase inhibitors: cytotoxicity evaluation and molecular modeling.
AID284335Antinociceptive activity in ip dosed Swiss albino mouse assessed as latency time after 30 mins by tail flick method2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
AID284328Antinociceptive activity in ip dosed Swiss albino mouse assessed as latency time by hot plate method2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
AID31667In vitro inhibition of Acyl coenzyme A:cholesterol acyltransferase 1 from rat liver.1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Acyl-CoA:Cholesterol O-acyltransferase (ACAT) inhibitors. 2. 2-(1,3-Dioxan-2-yl)-4,5-diphenyl-1H-imidazoles as potent inhibitors of ACAT.
AID1335176Antimalarial activity against chloroquine-sensitive asexual erythrocyte stage of Plasmodium falciparum D6 infected in human type O+ erythrocytes assessed as growth inhibition incubated for 48 hrs by NBT dye based LDH release assay2017ACS medicinal chemistry letters, Feb-09, Volume: 8, Issue:2
Identification and Mechanistic Evaluation of Hemozoin-Inhibiting Triarylimidazoles Active against
AID284334Antinociceptive activity in ip dosed Swiss albino mouse assessed as latency time after 15 mins by tail flick method2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
AID284331Antinociceptive activity in ip dosed Swiss albino mouse assessed as latency time after 60 mins by hot plate method2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
AID1389179Inhibition of electric eel AChE at 10 uM using acetylthiocholine iodide as substrate preincubated for 15 mins followed by substrate addition and measured for 45 mins by Ellmans microplate assay2018Bioorganic & medicinal chemistry, 05-01, Volume: 26, Issue:8
In silico studies, synthesis and pharmacological evaluation to explore multi-targeted approach for imidazole analogues as potential cholinesterase inhibitors with neuroprotective role for Alzheimer's disease.
AID284337Antinociceptive activity in ip dosed Swiss albino mouse assessed as latency time after 120 mins by tail flick method2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
AID284332Antinociceptive activity in ip dosed Swiss albino mouse assessed as latency time after 120 mins by hot plate method2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
AID284336Antinociceptive activity in ip dosed Swiss albino mouse assessed as latency time after 60 mins by tail flick method2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
Antinociceptive and antiinflammatory activities and QSAR studies on 2-substituted-4,5-diphenyl-1H-imidazoles.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (5.56)18.2507
2000's5 (27.78)29.6817
2010's11 (61.11)24.3611
2020's1 (5.56)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.27

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 Index30.27 (24.57)
Research Supply Index3.09 (2.92)
Research Growth Index5.01 (4.65)
Search Engine Demand Index36.71 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.27)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other21 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]