Page last updated: 2024-12-07

4'-deoxy-4'-iododoxorubicin

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

Description

4'-deoxy-4'-iododoxorubicin: lipophilic derivative of doxorubicin which differs from the parent compound in substitution of hydroxyl group on the daunosamine sugar moiety [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID108161
CHEBI ID47897
SCHEMBL ID62735
MeSH IDM0150374

Synonyms (22)

Synonym
i-dox
iodo-dox
fce-21954
5,12-naphthacenedione, 10-(((2r,4s,5s,6s)-4-aminotetrahydro-5-iodo-6-methyl-2h-pyran-2-yl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8s,10s)-
fce 21954
5,12-naphthacenedione, 7,8,9,10-tetrahydro-10-((4-aminotetrahydro-5-iodo-6-methyl-2h-pyran-2-yl)oxy)-8-(hydroxyacetyl)-1-methoxy-6,8,11-trihydroxy-, (2r-(2-alpha(8s*,10s*),4-beta,5-beta,6-beta))-
nsc-378901
idx ,
4'-deoxy-4'-iododoxorubicin
CHEBI:47897
4'-iodo-4'-deoxydoxorubicin
iododoxorubicin
83997-75-5
(8s,10s)-10-{[(2r,4s,5s,6s)-4-amino-5-iodo-6-methyltetrahydro-2h-pyran-2-yl]oxy}-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione
unii-65jh75i9jx
65jh75i9jx ,
SCHEMBL62735
4-iodo-4-deoxydoxorubicin
Q27120844
wp 154;4'-iodo-4'-deoxydoxorubicin; fce 21954
10-[(4-amino-5-iodo-6-methyloxan-2-yl)oxy]-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione
DTXSID301004258

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"7 X 10(-7) M for 50% cell survival) which were not toxic if administered in the dark."( Photocytotoxicity of anthracyclines upon laser excitation in their long-wavelength absorption bands.
Andreoni, A; Colasanti, A; Malatesta, V; Roberti, G, 1991
)
0.28
" Treatments induced a significant widening of the S alpha T segment, but I-DXRol was significantly less toxic than I-DXR or DXR."( Cardiac toxicity and antitumor activity of 4'-deoxy-4'-iodo-doxorubicinol.
Bernardini, N; Bevilacqua, G; Danesi, R; Del Tacca, M; La Rocca, RV; Marchetti, A, 1990
)
0.28
"In a prospective phase I trial involving 35 patients with metastatic carcinoma, we tested a pharmacokinetic strategy for guiding dose escalation of the anthracycline 4'-iodo-4'-deoxydoxorubicin (I-DOX), a new analogue reported to be more potent and less toxic than doxorubicin."( Pharmacology and clinical toxicity of 4'-iodo-4'-deoxydoxorubicin: an example of successful application of pharmacokinetics to dose escalation in phase I trials.
Ballinari, D; Bonadonna, G; Casali, P; Collins, JM; Gianni, L; Surbone, A; Tarella, C; ViganĂ², L, 1990
)
0.28

Pharmacokinetics

ExcerptReferenceRelevance
" We describe correlations between pharmacokinetic parameters and toxicity."( Pharmacodynamic and pharmacokinetic aspects of iodo-doxorubicin.
Becker, K; Hossfeld, DK; Mayer, U; Mross, K; Zeller, W, 1992
)
0.28
"4); the metabolite was cleared from the plasma with an elimination half-life of 15."( Pharmacokinetics and metabolism of 4'-iodo-4'-deoxy-doxorubicin in humans.
Armand, JP; Huet, S; Hurteloup, P; Klink-Alakl, M; Recondo, G; Robert, J, 1992
)
0.28
" The pharmacokinetic parameters also implied metabolic differences between species."( Pharmacokinetics of iododoxorubicin in the rat, dog, and monkey.
Basileo, G; Edwards, DM; Efthymiopoulos, C; Fraier, D; Marrari, P; Pianezzola, E; Strolin-Benedetti, M,
)
0.13
"In a prospective phase I trial involving 35 patients with metastatic carcinoma, we tested a pharmacokinetic strategy for guiding dose escalation of the anthracycline 4'-iodo-4'-deoxydoxorubicin (I-DOX), a new analogue reported to be more potent and less toxic than doxorubicin."( Pharmacology and clinical toxicity of 4'-iodo-4'-deoxydoxorubicin: an example of successful application of pharmacokinetics to dose escalation in phase I trials.
Ballinari, D; Bonadonna, G; Casali, P; Collins, JM; Gianni, L; Surbone, A; Tarella, C; ViganĂ², L, 1990
)
0.28
" 4'-Deoxy-4'-I-DX disappears from plasma with a terminal half-life of 5 h, which is half the terminal half-life of doxorubicin (11 h), and its efficiency of absorption after oral administration is 27%."( Pharmacokinetics of 4'-deoxy-4'-iodo-doxorubicin in plasma and tissues of tumor-bearing mice compared with doxorubicin.
Carsana, R; Formelli, F; Pollini, C, 1987
)
0.27
"We have studied the practical implications and acceptability to patients of pharmacokinetic studies in 34 women receiving anthracyclines for advanced breast cancer."( Patient acceptability and practical implications of pharmacokinetic studies in patients with advanced cancer.
Dobbs, NA; Gregory, WM; Ramirez, AJ; Richards, MA; Towlson, KE; Twelves, CJ, 1993
)
0.29

Dosage Studied

ExcerptRelevanceReference
" A multicenter study attempted to develop a dosing schedule to confirm those results."( A multicenter phase II trial of 4'-iodo-4'deoxydoxorubicin (IDOX) in primary amyloidosis (AL).
Barlogie, B; Cheson, BD; Dispenzieri, A; Gertz, MA; Geyer, SM; Kyle, RA; Lacy, MQ; Merlini, G; Palladini, G, 2002
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
organoiodine compoundAn organoiodine compound is a compound containing at least one carbon-iodine bond.
primary alpha-hydroxy ketoneAn alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a -CH2 (methylene) group.
tertiary alpha-hydroxy ketoneAn alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing two organyl groups.
[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]

Research

Studies (59)

TimeframeStudies, This Drug (%)All Drugs %
pre-199010 (16.95)18.7374
1990's41 (69.49)18.2507
2000's8 (13.56)29.6817
2010's0 (0.00)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: 10.38

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 Index10.38 (24.57)
Research Supply Index4.39 (2.92)
Research Growth Index4.78 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.38)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials13 (19.40%)5.53%
Reviews6 (8.96%)6.00%
Case Studies2 (2.99%)4.05%
Observational0 (0.00%)0.25%
Other46 (68.66%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]