Page last updated: 2024-12-11

5-aminolevulinic acid hexyl ester

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

Description

5-aminolevulinic acid hexyl ester: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6433083
CHEMBL ID1201784
CHEBI ID134892
SCHEMBL ID1070663
MeSH IDM0378672

Synonyms (28)

Synonym
CHEBI:134892
5-aminolevulinic acid hexyl ester
hexyl 5-amino-4-oxopentanoate
hexaminolevulinate
CHEMBL1201784
hexyl 5-aminolevulinate
g7h20tki67 ,
unii-g7h20tki67
pentanoic acid, 5-amino-4-oxo-, hexyl ester
140898-97-1
aminolevulinic acid hexyl ester
hexaminolevulinate [vandf]
hexaminolevulinate [mi]
hexaminolevulinate [who-dd]
5-amino-4-oxopentanoic acid hexyl ester
SCHEMBL1070663
RYQOILLJDKPETL-UHFFFAOYSA-N
DTXSID40161487 ,
4-hexyloxycarbonyl-2-oxobutylammoniumchloride
DB06261
5-aminolevulinic acid hexyl-ester
Q27095709
STARBLD0000848
EN300-7513846
hexvixr
hexyl(5-amino-4-oxopentanoat)-hydrochlorid
dtxcid9083978
hexaminolevulinato

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Between 41% and 58% of the patients had at least 1 adverse event (AE), although predominantly mild to moderate."( Safety of hexaminolevulinate for blue light cystoscopy in bladder cancer. A combined analysis of the trials used for registration and postmarketing data.
Chang, SS; Gomella, LG; Grossman, HB; Stenzl, A; Witjes, JA; Zaak, D, 2014
)
0.4
"This combined and detailed analysis of patients from 6 HAL-BLC studies with very comparable criteria shows that HAL-BLC is safe and poses very little additional risks other than expected for WL cystoscopy for bladder tumor resection in this specific patient population."( Safety of hexaminolevulinate for blue light cystoscopy in bladder cancer. A combined analysis of the trials used for registration and postmarketing data.
Chang, SS; Gomella, LG; Grossman, HB; Stenzl, A; Witjes, JA; Zaak, D, 2014
)
0.4
" None of the 12 adverse events during surveillance were serious."( Efficacy and Safety of Blue Light Flexible Cystoscopy with Hexaminolevulinate in the Surveillance of Bladder Cancer: A Phase III, Comparative, Multicenter Study.
Bivalacqua, T; Daneshmand, S; DeCastro, J; Downs, T; Huang, W; Jones, J; Jones, JS; Kamat, A; Konety, B; Lotan, Y; O'Donnell, M; Patel, S; Pohar, K; Resnick, M; Schoenberg, M; Steinberg, G; Trabulsi, E; Woods, M, 2018
)
0.48
"Office based blue light flexible cystoscopy significantly improves the detection of patients with recurrent bladder cancer and it is safe when used for surveillance."( Efficacy and Safety of Blue Light Flexible Cystoscopy with Hexaminolevulinate in the Surveillance of Bladder Cancer: A Phase III, Comparative, Multicenter Study.
Bivalacqua, T; Daneshmand, S; DeCastro, J; Downs, T; Huang, W; Jones, J; Jones, JS; Kamat, A; Konety, B; Lotan, Y; O'Donnell, M; Patel, S; Pohar, K; Resnick, M; Schoenberg, M; Steinberg, G; Trabulsi, E; Woods, M, 2018
)
0.48
" Adverse events (AEs) were recorded, and the safety of repeat use of HAL was determined by comparing the proportion of patients with AEs considered causally related to HAL in the surveillance examination compared to the OR examination."( Safety of repeat blue light cystoscopy with hexaminolevulinate (HAL) in the management of bladder cancer: Results from a phase III, comparative, multi-center study.
Bivalacqua, TJ; Daneshmand, S; DeCastro, J; Downs, T; Huang, WC; Jones, J; Jones, JS; Kamat, AM; Konety, B; Lotan, Y; O'Donnell, M; Patel, S; Pohar, KS; Resnick, MJ; Schoenberg, M; Steinberg, G; Taylor, J; Trabulsi, E; Woods, M, 2022
)
0.72
"Repeat use of HAL is safe even when administered within a few weeks of receiving a dose of intravesical therapy."( Safety of repeat blue light cystoscopy with hexaminolevulinate (HAL) in the management of bladder cancer: Results from a phase III, comparative, multi-center study.
Bivalacqua, TJ; Daneshmand, S; DeCastro, J; Downs, T; Huang, WC; Jones, J; Jones, JS; Kamat, AM; Konety, B; Lotan, Y; O'Donnell, M; Patel, S; Pohar, KS; Resnick, MJ; Schoenberg, M; Steinberg, G; Taylor, J; Trabulsi, E; Woods, M, 2022
)
0.72

Bioavailability

ExcerptReferenceRelevance
" An approach to improve the bioavailability of protoporphyrin IX (PpIX) is the use of ALA derivatives instead of ALA."( Topical application of ALA and ALA hexyl ester on a subcutaneous murine mammary adenocarcinoma: tissue distribution.
Batlle, A; Casas, A; Fukuda, H; Perotti, C; Sacca, P, 2003
)
0.32
" Hexaminolevulinate should ideally be confined to the bladder only, but it is likely that some absorption occurs during administration, and therefore the systemic bioavailability is of interest."( Determination of the bioavailability of [14C]-hexaminolevulinate using accelerator mass spectrometry after intravesical administration to human volunteers.
de Vries, DE; Garner, RC; Klem, B; Lappin, G; Nicholson, S; Oosterhuis, B; van de Wetering, J, 2006
)
0.33
" However, in the case of deep, nodular-ulcerative lesions, the complete response rates are lower, possibly related to a lower bioavailability of PpIX."( Comparison of ALA- and ALA hexyl-ester-induced PpIX depth distribution in human skin carcinoma.
Ballini, JP; Dögnitz, N; Gabrecht, T; Lange, N; Salomon, D; van den Bergh, H; Wagnières, G; Zellweger, M, 2008
)
0.35
" However, the effectiveness of ALA-PDT is limited by the relatively poor bioavailability of ALA and rapid conversion of PpIX to haem."( Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.
Battah, S; Dobbin, PS; Hider, RC; MacRobert, AJ; Zhou, T, 2017
)
0.46
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
organonitrogen compoundAny heteroorganic entity containing at least one carbon-nitrogen bond.
organooxygen compoundAn organochalcogen compound containing at least one carbon-oxygen bond.
[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 (12)

Assay IDTitleYearJournalArticle
AID1481973Phototoxicity in human MCF7 cells assessed as reduction in cell viability preincubated for 4 hrs followed by irradiation with blue light at 2.5 J/cm2 and subsequent incubation for 18 hrs measured after 24 hrs post treatment by MTT assay2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.
AID1589820Photodynamic anticancer activity against rat AY27 cells assessed as cell death at 0.5 uM incubated for 2 hrs followed by 10 mW/cm2 laser light irradiation for 30 mins and measured after 24 hrs by MTT assay relative to control2019Bioorganic & medicinal chemistry letters, 06-15, Volume: 29, Issue:12
Singlet oxygen-activatable Paclitaxel prodrugs via intermolecular activation for combined PDT and chemotherapy.
AID1481978Potency index, ratio of ALA LD80 to test compound LD80 for phototoxicity against human CNE2 cells2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.
AID519388Antibacterial activity against Escherichia coli K-12 assessed as reduction in microbial viability incubated at 10 mM followed by irradiation at 120 J.cm2 light2008Antimicrobial agents and chemotherapy, Apr, Volume: 52, Issue:4
Effects on gram-negative and gram-positive bacteria mediated by 5-aminolevulinic Acid and 5-aminolevulinic acid derivatives.
AID1481974Phototoxicity in human doxorubicin resistant MCF7/R cells assessed as reduction in cell viability preincubated for 4 hrs followed by irradiation with blue light at 2.5 J/cm2 and subsequent incubation for 18 hrs measured after 24 hrs post treatment by MTT 2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.
AID1481977Phototoxicity in human CNE2 cells assessed as reduction in cell viability preincubated for 4 hrs followed by irradiation with 4 J/cm2 light dose measured after 24 hrs by MTT assay2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.
AID1481972Phototoxicity in human KB cells assessed as reduction in cell viability preincubated for 4 hrs followed by irradiation with blue light at 2.5 J/cm2 and subsequent incubation for 18 hrs measured after 24 hrs post treatment by MTT assay2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.
AID1481980Dark toxicity against human KB cells assessed as cell survival at 100 uM after 4 hrs by MTT assay2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.
AID1589819Drug localization in mitochondria of rat AY27 cells at 0.5 uM assessed as protoporphyrin IX level after 2 hrs by Mitotracker deep Red staining-based confocal fluorescence microscopic method2019Bioorganic & medicinal chemistry letters, 06-15, Volume: 29, Issue:12
Singlet oxygen-activatable Paclitaxel prodrugs via intermolecular activation for combined PDT and chemotherapy.
AID519387Induction of photoactive porphyrins in Escherichia coli K-12 at 10 mM exposed to irradiation at 120 J.cm2 light by HPLC2008Antimicrobial agents and chemotherapy, Apr, Volume: 52, Issue:4
Effects on gram-negative and gram-positive bacteria mediated by 5-aminolevulinic Acid and 5-aminolevulinic acid derivatives.
AID1481993Dark toxicity against human KB cells preincubated for 4 hrs followed by compound washout measured after 24 hrs by MTT assay2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.
AID1481966Drug metabolism in human KB cells assessed as formation of protoporphyrin 9 after 2 to 24 hrs by fluorescence spectrometer2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Hydroxypyridinone and 5-Aminolaevulinic Acid Conjugates for Photodynamic Therapy.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (202)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (0.50)18.7374
1990's0 (0.00)18.2507
2000's67 (33.17)29.6817
2010's113 (55.94)24.3611
2020's21 (10.40)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.42

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 Index11.42 (24.57)
Research Supply Index5.49 (2.92)
Research Growth Index6.91 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.42)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials35 (16.91%)5.53%
Reviews29 (14.01%)6.00%
Case Studies2 (0.97%)4.05%
Observational5 (2.42%)0.25%
Other136 (65.70%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]