Compounds > nsc 724998
Page last updated: 2024-11-12

nsc 724998

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

Cross-References

ID SourceID
PubMed CID11533060
CHEMBL ID216462
SCHEMBL ID7712572
MeSH IDM0552258

Synonyms (29)

Synonym
3-[(morpholine)-1-propyl]-5,3-dimethoxy-8,9-meth ylenedioxy-5,11-dioxo-11h-indeno[1,2-c]isoquinoline
nsc-724998
nsc724998
CHEMBL216462
indotecan
bta69l5m8d ,
915303-09-2
unii-bta69l5m8d
5h-(1,3)dioxolo(4',5':5,6)indeno(1,2-c)isoquinoline-5,12(6h)-dione, 2,3-dimethoxy-6-(3-(4-morpholinyl)propyl)-
lmp400
lmp-400
SCHEMBL7712572
DTXSID90238613
HY-18351
CS-0007476
ZB1545
2,3-dimethoxy-6-(3-morpholinopropyl)-5h-[1,3]dioxolo[4',5':5,6]indeno[1,2-c]isoquinoline-5,12(6h)-dione
EX-A3020
SB16793
BCP34018
lmp400; lmp-400; lmp 400
Q27274872
indotecan(lmp400)
MS-28890
indotecan hydrochloride (lmp-400)
nsc-724998lmp-400
15,16-dimethoxy-20-(3-morpholin-4-ylpropyl)-5,7-dioxa-20-azapentacyclo[10.8.0.02,10.04,8.013,18]icosa-1(12),2,4(8),9,13,15,17-heptaene-11,19-dione
AC-35734
AKOS040741879
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (38)

Assay IDTitleYearJournalArticle
AID1347411qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS Mechanism Interrogation Plate v5.0 (MIPE) Libary2020ACS chemical biology, 07-17, Volume: 15, Issue:7
High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
AID273198Cytotoxicity against human OVCAR-3 cell line2006Journal of medicinal chemistry, Oct-19, Volume: 49, Issue:21
Synthesis and evaluation of indenoisoquinoline topoisomerase I inhibitors substituted with nitrogen heterocycles.
AID273201Cytotoxicity against human MDA-MB-435 cell line2006Journal of medicinal chemistry, Oct-19, Volume: 49, Issue:21
Synthesis and evaluation of indenoisoquinoline topoisomerase I inhibitors substituted with nitrogen heterocycles.
AID615996Antiproliferative activity against human DU145 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID1309926Antiproliferative activity in human DU145 cells assessed as cell growth inhibition after 48 hrs by SRB assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Design, Synthesis, and Biological Evaluation of Potential Prodrugs Related to the Experimental Anticancer Agent Indotecan (LMP400).
AID497144Cytotoxicity against human OVCAR-3 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID497146Cytotoxicity against human SN12C cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID1309924Antiproliferative activity in human OVACR3 cells assessed as cell growth inhibition after 48 hrs by SRB assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Design, Synthesis, and Biological Evaluation of Potential Prodrugs Related to the Experimental Anticancer Agent Indotecan (LMP400).
AID497153Inhibition of human recombinant Top1-mediated DNA cleavage at 0.1 to 100 uM after 20 mins relative to camptothecin2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID497148Cytotoxicity against human DU145 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID1309919Inhibition of human recombinant Top1 expressed in baculovirus using [32P]-3-end labeled 117 bp DNA oligonucleotide as substrate assessed as enzyme mediated DNA cleavage after 20 mins by SDS-PAGE analysis relative to camptothecin2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Design, Synthesis, and Biological Evaluation of Potential Prodrugs Related to the Experimental Anticancer Agent Indotecan (LMP400).
AID709696Drug metabolism in human liver microsomes assessed as formation of 8,9-Dihydroxy-2,3-dimethoxy-6-(3-morpholinopropyl)-5Hindeno[ 1,2-c]isoquinoline-5,11(6H)-dione at 10 uM after 60 mins in presence of NADPH2012Journal of medicinal chemistry, Dec-27, Volume: 55, Issue:24
Identification, synthesis, and biological evaluation of metabolites of the experimental cancer treatment drugs indotecan (LMP400) and indimitecan (LMP776) and investigation of isomerically hydroxylated indenoisoquinoline analogues as topoisomerase I poiso
AID273194Cytotoxicity against human HOP62 cell line2006Journal of medicinal chemistry, Oct-19, Volume: 49, Issue:21
Synthesis and evaluation of indenoisoquinoline topoisomerase I inhibitors substituted with nitrogen heterocycles.
AID1309920Antiproliferative activity in human HOP62 cells assessed as cell growth inhibition after 48 hrs by SRB assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Design, Synthesis, and Biological Evaluation of Potential Prodrugs Related to the Experimental Anticancer Agent Indotecan (LMP400).
AID615994Antiproliferative activity against human OVCAR3 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID615995Antiproliferative activity against human SN12C cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID615997Antiproliferative activity against human MCF7 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID1309925Antiproliferative activity in human SN12C cells assessed as cell growth inhibition after 48 hrs by SRB assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Design, Synthesis, and Biological Evaluation of Potential Prodrugs Related to the Experimental Anticancer Agent Indotecan (LMP400).
AID615991Antiproliferative activity against human HCT116 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID273197Cytotoxicity against human UACC62 cell line2006Journal of medicinal chemistry, Oct-19, Volume: 49, Issue:21
Synthesis and evaluation of indenoisoquinoline topoisomerase I inhibitors substituted with nitrogen heterocycles.
AID497150Cytotoxicity against human MCF7 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID497138Cytotoxicity against human HCT116 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID273200Cytotoxicity against human DU145 cell line2006Journal of medicinal chemistry, Oct-19, Volume: 49, Issue:21
Synthesis and evaluation of indenoisoquinoline topoisomerase I inhibitors substituted with nitrogen heterocycles.
AID1309922Antiproliferative activity in human SF539 cells assessed as cell growth inhibition after 48 hrs by SRB assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Design, Synthesis, and Biological Evaluation of Potential Prodrugs Related to the Experimental Anticancer Agent Indotecan (LMP400).
AID615992Antiproliferative activity against human SF539 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID615990Antiproliferative activity against human HOP62 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID1309927Antiproliferative activity in human MCF7 cells assessed as cell growth inhibition after 48 hrs by SRB assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Design, Synthesis, and Biological Evaluation of Potential Prodrugs Related to the Experimental Anticancer Agent Indotecan (LMP400).
AID1309921Antiproliferative activity in human HCT116 cells assessed as cell growth inhibition after 48 hrs by SRB assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Design, Synthesis, and Biological Evaluation of Potential Prodrugs Related to the Experimental Anticancer Agent Indotecan (LMP400).
AID1309923Antiproliferative activity in human UACC62 cells assessed as cell growth inhibition after 48 hrs by SRB assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Design, Synthesis, and Biological Evaluation of Potential Prodrugs Related to the Experimental Anticancer Agent Indotecan (LMP400).
AID615993Antiproliferative activity against human UACC62 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID273196Cytotoxicity against human SF539 cell line2006Journal of medicinal chemistry, Oct-19, Volume: 49, Issue:21
Synthesis and evaluation of indenoisoquinoline topoisomerase I inhibitors substituted with nitrogen heterocycles.
AID709695Drug metabolism in human liver microsomes assessed as formation of 5,6-Dihydro-3-hydroxy-2-methoxy-8,9-methylenedioxy-6-3- [(morpholino)propyl)]-5,11-dioxo-11H-indeno[1,2-c]- isoquinoline at 10 uM after 60 mins in presence of NADPH2012Journal of medicinal chemistry, Dec-27, Volume: 55, Issue:24
Identification, synthesis, and biological evaluation of metabolites of the experimental cancer treatment drugs indotecan (LMP400) and indimitecan (LMP776) and investigation of isomerically hydroxylated indenoisoquinoline analogues as topoisomerase I poiso
AID497140Cytotoxicity against human SF539 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID615989Inhibition of recombinant human TOP1 mediated DNA cleavage after 20 mins by gel electrophoresis relative to camptothecin2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID497136Cytotoxicity against human HOP62 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID273199Cytotoxicity against human SN12C cell line2006Journal of medicinal chemistry, Oct-19, Volume: 49, Issue:21
Synthesis and evaluation of indenoisoquinoline topoisomerase I inhibitors substituted with nitrogen heterocycles.
AID497142Cytotoxicity against human UACC62 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID273195Cytotoxicity against human HCT116 cell line2006Journal of medicinal chemistry, Oct-19, Volume: 49, Issue:21
Synthesis and evaluation of indenoisoquinoline topoisomerase I inhibitors substituted with nitrogen heterocycles.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (16.67)29.6817
2010's4 (66.67)24.3611
2020's1 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
camptothecin
NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source		2.4620delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
nsc 314622
NSC 314622: structure in first source		2.4520
nsc 706744
[no description available]		2.4620
nsc 725776
NSC 725776: inhibits topoisomerase I; structure in first source		2.7630
rosettacin
rosettacin: structure in first source		2.0510
ConditionIndicatedRelationship StrengthStudiesTrials