Page last updated: 2024-09-27

4-dimethylaminostilbene

Description

4-dimethylaminostilbene: RN given refers to cpd without isomeric designation; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID640024
CHEMBL ID83880
SCHEMBL ID1557242
MeSH IDM0050685

Synonyms (53)

Synonym
CHEMBL83880
unii-1v7p79915n
1v7p79915n ,
4-12-00-03400 (beilstein handbook reference)
838-95-9
nsc30991
wln: 1n1&r d1u1r
benzenamine,n-dimethyl-4-(2-phenylethenyl)-
stilbenyl-n,n-dimethylamine
nsc-30991
4-stilbenamine,n-dimethyl-
4-dimethylaminostilbene
1145-73-9
4-dimethylaminostilben
IDI1_014233
benzenamine, n,n-dimethyl-4-[(e)-2-phenylethenyl]-
inchi=1/c16h17n/c1-17(2)16-12-10-15(11-13-16)9-8-14-6-4-3-5-7-14/h3-13h,1-2h3/b9-8
n,n-dimethyl-4-[(e)-2-phenylvinyl]aniline
SR-01000641230-1
4-stilbenamine, n,n-dimethyl-, (e)-
benzenamine, n,n-dimethyl-4-(2-phenylethenyl)-
trans-4-dimethylaminostilbene
4-stilbenamine, trans-n,n-dimethyl-
brn 2211373
benzenamine, n,n-dimethyl-4-(2-phenylethenyl)-, (e)-
ccris 988
trans-4-(dimethylamino)stilbene
trans-n,n-dimethyl-4-stilbenamine
trans-p-(dimethylamino)stilbene
D0255
4-(dimethylamino)stilbene
HMS1439B08
n,n-dimethyl-4-[(e)-2-phenylethenyl]aniline
CCG-51967
AKOS015850692
benzenamine, n,n-dimethyl-4-((1e)-2-phenylethenyl)-
bdbm150266
us8980954, 4cc
SCHEMBL1557242
n,n-dimethyl-4-[(e)-2-phenylethenyl]aniline #
4-dimethylamino-trans-stilbene
XGHHHPDRXLIMPM-CMDGGOBGSA-N
n,n-dimethyl-4-styrylaniline
mfcd00017151
AS-66960
4-stilbenamine,n,n-dimethyl-,e-
benzenamine, n,n-dimethyl-4-[(1e)-2-phenylethenyl]-
(e)-n,n-dimethyl-4-styrylaniline
BRD-K62258207-001-01-3
Q27252942
A894190
DTXSID401020720
(e)-4-dimethylaminostilbene

Bioassays (17)

Assay IDTitleYearJournalArticle
AID168085Carcinogenic activity on liver after oral administration of the compound1981Journal of medicinal chemistry, Mar, Volume: 24, Issue:3
Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID168112Carcinogenic activity after oral administration1981Journal of medicinal chemistry, Mar, Volume: 24, Issue:3
Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID692960Inhibition of Wnt/beta-casein in human LS174T cells assessed as reduction in Axin-2 protein level at 10 uM by Western blotting2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
Fluorinated N,N-dialkylaminostilbenes for Wnt pathway inhibition and colon cancer repression.
AID273485Antioxidant activity measured as ability to reduce ferric tripyridyltriazine complex at 15 uM by FRAP assay2006Journal of medicinal chemistry, Nov-30, Volume: 49, Issue:24
Substituted trans-stilbenes, including analogues of the natural product resveratrol, inhibit the human tumor necrosis factor alpha-induced activation of transcription factor nuclear factor kappaB.
AID273486Inhibition of TNF-alpha-induced NF-kappaB activation in HEK293T cells2006Journal of medicinal chemistry, Nov-30, Volume: 49, Issue:24
Substituted trans-stilbenes, including analogues of the natural product resveratrol, inhibit the human tumor necrosis factor alpha-induced activation of transcription factor nuclear factor kappaB.
AID273490Suppression of LPS-stimulated COX2 mRNA expression in mouse BV2 cells at 0.15 uM2006Journal of medicinal chemistry, Nov-30, Volume: 49, Issue:24
Substituted trans-stilbenes, including analogues of the natural product resveratrol, inhibit the human tumor necrosis factor alpha-induced activation of transcription factor nuclear factor kappaB.
AID167955Carcinogenic activity on ear duct after oral administration1981Journal of medicinal chemistry, Mar, Volume: 24, Issue:3
Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID692957Inhibition of Wnt/beta-casein in human LS174T cells assessed as reduction in c-Myc protein level at 30 uM by Western blotting2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
Fluorinated N,N-dialkylaminostilbenes for Wnt pathway inhibition and colon cancer repression.
AID692959Inhibition of Wnt/beta-casein in human LS174T cells assessed as reduction in c-Myc protein level at 10 uM by Western blotting2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
Fluorinated N,N-dialkylaminostilbenes for Wnt pathway inhibition and colon cancer repression.
AID273484Antioxidant activity measured as ability to react with ABTS radical cation at 15 uM by TRAP assay2006Journal of medicinal chemistry, Nov-30, Volume: 49, Issue:24
Substituted trans-stilbenes, including analogues of the natural product resveratrol, inhibit the human tumor necrosis factor alpha-induced activation of transcription factor nuclear factor kappaB.
AID167927Carcinogenic activity on all sites after oral administration1981Journal of medicinal chemistry, Mar, Volume: 24, Issue:3
Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID167940Tested for carcinogenic activity on breast after oral administration of the compound; - denotes non carcinogenic activity.1981Journal of medicinal chemistry, Mar, Volume: 24, Issue:3
Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID660956Displacement of fluormone Pan-PPAR Green from mouse recombinant GST-tagged PPARbeta/delta LBD at 1 uM after 60 mins by TR-FRET assay2012Journal of medicinal chemistry, Mar-22, Volume: 55, Issue:6
(Z)-2-(2-bromophenyl)-3-{[4-(1-methyl-piperazine)amino]phenyl}acrylonitrile (DG172): an orally bioavailable PPARβ/δ-selective ligand with inverse agonistic properties.
AID692958Inhibition of Wnt/beta-casein in human LS174T cells assessed as reduction in Axin-2 protein level at 30 uM by Western blotting2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
Fluorinated N,N-dialkylaminostilbenes for Wnt pathway inhibition and colon cancer repression.
AID692961Inhibition of Wnt/beta-casein in human LS174T cells assessed as effect on beta-casein protein level at 10 uM by Western blotting2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
Fluorinated N,N-dialkylaminostilbenes for Wnt pathway inhibition and colon cancer repression.
AID273487Loss in viability of human HEK293T cells at 15 uM after 7 hrs relative to control2006Journal of medicinal chemistry, Nov-30, Volume: 49, Issue:24
Substituted trans-stilbenes, including analogues of the natural product resveratrol, inhibit the human tumor necrosis factor alpha-induced activation of transcription factor nuclear factor kappaB.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (24)

TimeframeStudies, This Drug (%)All Drugs %
pre-199019 (79.17)18.7374
1990's1 (4.17)18.2507
2000's1 (4.17)29.6817
2010's3 (12.50)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%
Other25 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research Highlights

Safety/Toxicity (2)

ArticleYear
Correlation of nucleic acid binding by metabolites of trans-4-aminostilbene derivatives with tissue specific acute toxicity and carcinogenicity in rats.
Carcinogenesis, Volume: 1, Issue: 10
1980
Tissue specific, acute toxic effects of the carcinogen trans-4-dimethylaminostilbene.
Archives of toxicology, Volume: 56, Issue: 3
1985
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioavailability (1)

ArticleYear
(Z)-2-(2-bromophenyl)-3-{[4-(1-methyl-piperazine)amino]phenyl}acrylonitrile (DG172): an orally bioavailable PPARβ/δ-selective ligand with inverse agonistic properties.
Journal of medicinal chemistry, Mar-22, Volume: 55, Issue: 6
2012
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Dosage (5)

ArticleYear
Fluorinated N,N-dialkylaminostilbenes for Wnt pathway inhibition and colon cancer repression.
Journal of medicinal chemistry, Mar-10, Volume: 54, Issue: 5
2011
Substituted trans-stilbenes, including analogues of the natural product resveratrol, inhibit the human tumor necrosis factor alpha-induced activation of transcription factor nuclear factor kappaB.
Journal of medicinal chemistry, Nov-30, Volume: 49, Issue: 24
2006
Biochemical effects and early lesions in regard to dose-response studies.
Oncology, Volume: 37, Issue: 4
1980
Dose-response relationship in the primary lesion of strong electrophilic carcinogens.
Archives of toxicology. Supplement. = Archiv fur Toxikologie. Supplement, Volume: 3
1980
Some examples of dose-response studies in chemical carcinogenesis.
Oncology, Volume: 33, Issue: 2
1976
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]