Page last updated: 2024-12-05

nornitrogen mustard

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

Description

nornitrogen mustard: structure; RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9533
CHEMBL ID913
CHEBI ID37599
SCHEMBL ID24674
MeSH IDM0046161

Synonyms (46)

Synonym
nor-n-mustard
ccris 807
nor-mechlorethamine
nor-mustard
nor-nitrogen mustard
di(2-chloroethyl)amine
n,n-bis-(beta-chloraethyl)-amin [german]
brn 0605316
ethanamine, 2-chloro-n-(2-chloroethyl)-
ai3-26386
nh-lost [german]
diethylamine, 2,2'-dichloro-
2,2'-dichlorodiethylamine
334-22-5
nh-lost
2-chloro-n-(2-chloroethyl)ethanamine
bis(chloroethyl)amine
nornitrogen mustard
bis(2-chloroethyl)amine
CHEBI:37599 ,
CHEMBL913
AKOS000120484
unii-ihv3i38uxh
ihv3i38uxh ,
n,n-bis-(beta-chloraethyl)-amin
n,n-bis(.beta.-chloroethyl)amine
.beta.,.beta.-dichlorodiethylamine
bis(.beta.-chloroethyl)amine
n,n-bis(2-chloroethyl)amine
n,n-bis(2-chloroethane)amine
bis-(beta-chloroethyl)-amine
bis[2-chloroethyl]amine
bis-(2-chloroethyl) amine
bis-(2-chloro-ethyl)-amine
bis-(2-chloroethyl)amine
SCHEMBL24674
bis-.beta.-chloroethylamine
n,n-bis-(.beta.-chloroethyl)-amine
bis(beta-chloroethyl)amine
AC-22676
DTXSID60187028
mfcd00128968
Q27117201
AB10357
EN300-33963
STL197468

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Treatment of yeast cells with the chemically activated form of CP (4-hydroperoxy-CP, 4-OOH-CP) and with several potentially toxic cleavage products revealed that cytotoxicity is closely linked to the formation of DNA interstrand cross-links and to DNA fragmentation."( Toxicity, interstrand cross-links and DNA fragmentation induced by 'activated' cyclophosphamide in yeast: comparative studies on 4-hydroperoxy-cyclophosphamide, its monofunctional analogon, acrolein, phosphoramide mustard, and nor-nitrogen mustard.
Brendel, M; Fleer, R, 1982
)
0.26
" On the other hand, acrolein was most toxic to cell proliferation and most active in inducing chromosome breakage."( Cytogenetic toxicity of cyclophosphamide and its metabolites in vitro.
Arrighi, FE; Au, W; Kopnin, B; Sokova, OI, 1980
)
0.26
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
nitrogen mustardCompounds having two beta-haloalkyl groups bound to a nitrogen atom, as in (X-CH2-CH2)2NR.
[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]

Pathways (2)

PathwayProteinsCompounds
Cyclophosphamide Action Pathway922
Cyclophosphamide Metabolism Pathway922

Bioassays (34)

Assay IDTitleYearJournalArticle
AID133551Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells after 4 hr at the concentration of 1x10E4M for experiment X1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133417Evaluated for the percent inhibition uptake of radiolabeled leucine as a measure of inhibition of protein synthesis i.e., cell death against the SV40-transformed 3T3 cells at 4 hr at the concentration of 3Mx10E4 for expt VII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133559Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at 4 hr at the concentration of 1.5Mx10E4 for expt VI1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133564Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at 4 hr at the concentration of 28Mx10E4 for expt VII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133566Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at 4 hr at the concentration of 3Mx10E4 for expt VII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133565Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at 4 hr at the concentration of 3Mx10E4 for expt VI1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133700Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at the concentration of 3*10-4M after 4 hr1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133558Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells after 4 hr at the concentration of 6x10E4M for experiment XI1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133570Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at 4 hr at the concentration of 8Mx10E4 for expt VII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133548Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the L1210 cells after 4 hr at the concentration of 1.5x10E4M1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133546Evaluated for the percent inhibition uptake of radiolabeled leucine as a measure of inhibition of protein synthesis i.e., cell death against the SV40-transformed 3T3 cells at 4 hr at the concentration of 6Mx10E4 for expt VIII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133701Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at the concentration of 3*10-4M after 6 hr1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133569Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at 4 hr at the concentration of 6Mx10E4 for expt VII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID140330Toxicity was evaluated for the compound at a concentration of 0.208 mM against P-185 Mastocytoma.1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133698Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at the concentration of 3*10-4M after 24 hr1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133568Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at 4 hr at the concentration of 6Mx10E4 for expt VI1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133561Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at 4 hr at the concentration of 17Mx10E4 for expt VII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133554Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells after 4 hr at the concentration of 3x10E4M for experiment X1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133702Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at the concentration of 3*10-4M after 8 hr1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133547Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the L1210 cells after 4 hr at the concentration of 0.5x10E4M1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133552Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells after 4 hr at the concentration of 1x10E4M for experiment XI1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133555Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells after 4 hr at the concentration of 3x10E4M for experiment XI1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133549Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the L1210 cells after 4 hr at the concentration of 3.0x10E4M1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133544Evaluated for the percent inhibition uptake of radiolabeled leucine as a measure of inhibition of protein synthesis i.e., cell death against the SV40-transformed 3T3 cells at 4 hr at the concentration of 3Mx10E4 for expt VIII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID102018Cytotoxicity of compound was determined against Lo Vo colon cancer cells2000Bioorganic & medicinal chemistry letters, Aug-21, Volume: 10, Issue:16
Synthesis and cytotoxic activity of a glucuronylated prodrug of nornitrogen mustard.
AID133545Evaluated for the percent inhibition uptake of radiolabeled leucine as a measure of inhibition of protein synthesis i.e., cell death against the SV40-transformed 3T3 cells at 4 hr at the concentration of 6Mx10E4 for expt VII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID140333Toxicity was evaluated for the compound at a concentration of 0.281 mM against P-185 Mastocytoma.1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133560Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at 4 hr at the concentration of 10Mx10E4 for expt VII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID129108Toxicity toward P-815 Mastocytoma cells after 5 hr was determined as percent of [51Cr]- release from labeled cells as a measure of cell death at a concentration of 0.208 mM (expt IV)1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133414Evaluated for the percent inhibition uptake of radiolabeled leucine as a measure of inhibition of protein synthesis i.e., cell death against the SV40-transformed 3T3 cells at 4 hr at the concentration of 17Mx10E4 for expt VII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133557Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells after 4 hr at the concentration of 6x10E4M for experiment X1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID129111Toxicity toward P-815 Mastocytoma cells after 5 hr was determined as percent of [51Cr]- release from labeled cells as a measure of cell death at a concentration of 0.218 mM (expt V)1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133699Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at the concentration of 3*10-4M after 3h1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID133567Evaluated for the percent inhibition uptake of radiolabeled thymidine as a measure of inhibition of cell division against the SV40-transformed 3T3 cells at 4 hr at the concentration of 4Mx10E4 for expt VII1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (19)

TimeframeStudies, This Drug (%)All Drugs %
pre-199012 (63.16)18.7374
1990's4 (21.05)18.2507
2000's2 (10.53)29.6817
2010's1 (5.26)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: 11.15

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 Index11.15 (24.57)
Research Supply Index3.09 (2.92)
Research Growth Index4.24 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.15)

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]