Compounds > nsc 181928
Page last updated: 2024-12-07

nsc 181928

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

Description

NSC 181928: potently stimulates tubulin-dependent GTP hydrolysis; member of 1-deaza-7,8-dihydropteridine class of mitotic inhibitors with antineoplastic activity; structure given in both sources [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID133466
CHEMBL ID172496
SCHEMBL ID5436621
MeSH IDM0100448

Synonyms (19)

Synonym
carbamic acid, (5-amino-1,2-dihydro-3-((methylphenylamino)methyl)pyrido(3,4-b)pyrazin-7-yl)-, ethyl ester
pyrido(3,4-b)pyrazine-7-carbamic acid, 1,2-dihydro-5-amino-3-((n-methylanilino)methyl)-, ethyl ester
brn 5151945
ethyl 5-amino-1,2-dihydro-3-((n-methylanilino)methyl)pyrido(3,4-b)pyrazin-7-yl carbamate
nsc 181928
93xta9f1xy ,
unii-93xta9f1xy
nsc181928
nsc-181928
ethyl n-[5-amino-3-[(n-methylanilino)methyl]-1,2-dihydropyrido[3,4-b]pyrazin-7-yl]carbamate
carbamic acid, [5-amino-1,2-dihydro-3-[(methylphenylamino)methyl]pyrido-[3,4-b]pyrazin-7-yl]-, ethyl ester
80434-77-1
CHEMBL172496
DTXSID30230318
SCHEMBL5436621
ethyl (5-amino-1,2-dihydro-3-((methylphenylamino)methyl)pyrido(3,4-b)pyrazin-7-yl)carbamate
ethyl (5-amino-3-((methyl(phenyl)amino)methyl)-1,2-dihydropyrido[3,4-b]pyrazin-7-yl)carbamate
ethyl n-(5-amino-3-{[methyl(phenyl)amino]methyl}-1h,2h-pyrido[3,4-b]pyrazin-7-yl)carbamate
ethyl(5-amino-3-((methyl(phenyl)amino)methyl)-1,2-dihydropyrido[3,4-b]pyrazin-7-yl)carbamate
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID96951inhibition of proliferation of cultured lymphoid leukemia L1210 cells during 48 hr.1983Journal of medicinal chemistry, Jan, Volume: 26, Issue:1
1,2-Dihydropyrido[3,4-b]pyrazines: structure-activity relationships.
AID131831Increase in life span at the highest nontoxic dose against methoxy resistant line of P-388 tumor cell after 1 day at 100 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
New anticancer agents: synthesis of 1,2-dihydropyrido[3,4-b]pyrazines (1-deaza-7,8-dihydropteridines).
AID131677Increase in life span at the highest nontoxic dose against P-388 tumor cell after 1 day at 67 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
New anticancer agents: synthesis of 1,2-dihydropyrido[3,4-b]pyrazines (1-deaza-7,8-dihydropteridines).
AID98834Fraction of the cell population of cultured lymphoid leukemia L1210 cells in mitosis after 12 hr; at the concentration of 0.03 uM1983Journal of medicinal chemistry, Jan, Volume: 26, Issue:1
1,2-Dihydropyrido[3,4-b]pyrazines: structure-activity relationships.
AID96768Fraction of cell population of cultured lymphoid leukemia L1210 cells in mitosis at a dose of 0.03 uM after 12 hr1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
New anticancer agents: synthesis of 1,2-dihydropyrido[3,4-b]pyrazines (1-deaza-7,8-dihydropteridines).
AID98692Inhibitory concentration against proliferation of cultured lymphoid leukemia L1210 cells during 48 hrs.1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
New anticancer agents: synthesis of 1,2-dihydropyrido[3,4-b]pyrazines (1-deaza-7,8-dihydropteridines).
AID153998antitumor activity against lymphocyte leukemia P388 in mice as percentage of increase in life span for 1 day schedule1983Journal of medicinal chemistry, Jan, Volume: 26, Issue:1
1,2-Dihydropyrido[3,4-b]pyrazines: structure-activity relationships.
AID131679Increase in life span at the highest nontoxic dose against P-388 tumor cell after 1 day was determined at 100 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
New anticancer agents: synthesis of 1,2-dihydropyrido[3,4-b]pyrazines (1-deaza-7,8-dihydropteridines).
AID98838Fraction of the cell population of cultured lymphoid leukemia L1210 cells in mitosis after 24 hr1983Journal of medicinal chemistry, Jan, Volume: 26, Issue:1
1,2-Dihydropyrido[3,4-b]pyrazines: structure-activity relationships.
AID96772Fraction of cell population of cultured lymphoid leukemia L1210 cells in mitosis at a dose of 0.3 uM after 24 hr1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
New anticancer agents: synthesis of 1,2-dihydropyrido[3,4-b]pyrazines (1-deaza-7,8-dihydropteridines).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (100.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)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]

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
carbamates
[no description available]		1.9610amino-acid anion
glycerol
Moon: The natural satellite of the planet Earth. It includes the lunar cycles or phases, the lunar month, lunar landscapes, geography, and soil.		1.9610alditol;
triol		algal metabolite;
detergent;
Escherichia coli metabolite;
geroprotector;
human metabolite;
mouse metabolite;
osmolyte;
Saccharomyces cerevisiae metabolite;
solvent
nocodazole
[no description available]		7.8840aromatic ketone;
benzimidazoles;
carbamate ester;
thiophenes		antimitotic;
antineoplastic agent;
microtubule-destabilising agent;
tubulin modulator
vincristine
[no description available]		1.9610acetate ester;
formamides;
methyl ester;
organic heteropentacyclic compound;
organic heterotetracyclic compound;
tertiary alcohol;
tertiary amino compound;
vinca alkaloid		antineoplastic agent;
drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
colchicine
(S)-colchicine : A colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.		2.3720alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
quinazolines
Quinazolines: A group of aromatic heterocyclic compounds that contain a bicyclic structure with two fused six-membered aromatic rings, a benzene ring and a pyrimidine ring.. quinazoline : A mancude organic heterobicyclic parent that is naphthalene in which the carbon atoms at positions 1 and 3 have been replaced by nitrogen atoms.. quinazolines : Any organic heterobicyclic compound based on a quinazoline skeleton and its substituted derivatives.		1.9710azaarene;
mancude organic heterobicyclic parent;
ortho-fused heteroarene;
quinazolines
pyrazines
Pyrazines: A heterocyclic aromatic organic compound with the chemical formula C4H4N2.. pyrazine : A diazine that is benzene in which the carbon atoms at positions 1 and 4 have been replaced by nitrogen atoms.		3.3570diazine;
pyrazines		Daphnia magna metabolite
podophyllotoxin
Podophyllum: A genus of poisonous American herbs, family BERBERIDACEAE. The roots yield PODOPHYLLOTOXIN and other pharmacologically important agents. The plant was formerly used as a cholagogue and cathartic. It is different from the European mandrake, MANDRAGORA.		1.9610furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antimitotic;
antineoplastic agent;
keratolytic drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
nsc 330770
NSC 330770: structure given in first source		2.8840
nsc 251635
[no description available]		1.9710
methotrexate
[no description available]		1.9610dicarboxylic acid;
monocarboxylic acid amide;
pteridines		abortifacient;
antimetabolite;
antineoplastic agent;
antirheumatic drug;
dermatologic drug;
DNA synthesis inhibitor;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
immunosuppressive agent
nsc 350386
NSC 350386: structure given in first source; NSC 370147 is the 2-hydroxyethanesulfonate hydrate, also called isethionate hydrate; NSC 613862 is the (S(-))-enantiomer; NSC 613863 is the (R(+))-enantiomer; RN given refers to compound with no isomeric designation		2.3720
maytansine
Maytansine: An ansa macrolide isolated from the MAYTENUS genus of East African shrubs.. maytansine : An organic heterotetracyclic compound and 19-membered macrocyclic lactam antibiotic originally isolated from the Ethiopian shrub Maytenus serrata but also found in other Maytenus species. It exhibits cytotoxicity against many tumour cell lines.		1.9610alpha-amino acid ester;
carbamate ester;
epoxide;
maytansinoid;
organic heterotetracyclic compound;
organochlorine compound		antimicrobial agent;
antimitotic;
antineoplastic agent;
plant metabolite;
tubulin modulator
guanosine diphosphate
Guanosine Diphosphate: A guanine nucleotide containing two phosphate groups esterified to the sugar moiety.		1.9610guanosine 5'-phosphate;
purine ribonucleoside 5'-diphosphate		Escherichia coli metabolite;
mouse metabolite;
uncoupling protein inhibitor
guanosine triphosphate
Guanosine Triphosphate: Guanosine 5'-(tetrahydrogen triphosphate). A guanine nucleotide containing three phosphate groups esterified to the sugar moiety.		2.3720guanosine 5'-phosphate;
purine ribonucleoside 5'-triphosphate		Escherichia coli metabolite;
mouse metabolite;
uncoupling protein inhibitor
tn 16
TN 16: structure given in first source		1.9610
ConditionIndicatedRelationship StrengthStudiesTrials
Leukemia L 1210
[description not available]		02.6530
Leukemia P388
An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.		02.3620
Experimental Leukemia
[description not available]		01.9610
Experimental Neoplasms
[description not available]		06.9610