Compounds > naphthol as-e
Page last updated: 2024-12-06

naphthol as-e

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Description

naphthol AS-E: inhibits the KIX-KID interaction; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID66720
CHEMBL ID65653
SCHEMBL ID2743095
MeSH IDM0575351

Synonyms (63)

Synonym
CBMICRO_013654
cibanaphthol rc
azoic coupling component 10
naphthol acna pc
2-naphthalenecarboxamide, n-(4-chlorophenyl)-3-hydroxy-
naphtazol e
naphtanilide e
naphtoelan e
2-naphthanilide, 4'-chloro-3-hydroxy-
4'-chloro-3-hydroxy-2-napthanilide
c.i. 37510
daito grounder e
c.i. azoic coupling component 10
sanatol e
92-78-4
tulathol as-e
naphthol as-e
amarthol as-e
amanil naphthol as-e
nsc50684
acna naphthol pc
naphtol as-e supra
hiltonaphthol as-e
nsc-50684
n-(4-chlorophenyl)(3-hydroxy(2-naphthyl))carboxamide
n-(4-chlorophenyl)-3-hydroxy-naphthalene-2-carboxamide
OPREA1_676950
BIM-0013553.P001
C2103
4'-chloro-3-hydroxy-2-naphthanilide
n-(4-chlorophenyl)-3-hydroxy-2-naphthamide
bdbm50091999
3-hydroxy-naphthalene-2-carboxylic acid (4-chloro-phenyl)-amide
CHEMBL65653 ,
n-(4-chlorophenyl)-3-hydroxynaphthalene-2-carboxamide
inchi=1/c17h12clno2/c18-13-5-7-14(8-6-13)19-17(21)15-9-11-3-1-2-4-12(11)10-16(15)20/h1-10,20h,(h,19,21)
ohaxncgnvggwso-uhfffaoysa-
A844347
nsc-751298
nsc751298
ec 202-189-7
nsc 50684
8v561wae43 ,
unii-8v561wae43
einecs 202-189-7
CB05876
smsf0005400
AKOS008973402
FT-0631456
DTXSID7059066
mfcd00021639
SCHEMBL2743095
OHAXNCGNVGGWSO-UHFFFAOYSA-N
W-100272
3-hydroxy-4'-chloro-2-naphthanilide
ci 37510
sr-01000200943
SR-01000200943-1
nas-e
n-(4-chlorophenyl)-3-hydroxy-2-naphthalenecarboxamide
Q27271063
HY-104068
CS-0028070
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
DNA polymerase catalytic subunitHuman herpesvirus 6 (strain Uganda-1102)IC50 (µMol)69.00000.40000.40000.4000AID160323
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (40)

Assay IDTitleYearJournalArticle
AID718945Induction of apoptosis in human A549 cells assessed as early apoptotic cells at 5 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 3.9%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID1168969Inhibition of CREB (unknown origin) assessed as reduction in KIX-KID interaction after 20 to 24 hrs by renilla luciferase complementation assay2014ACS medicinal chemistry letters, Oct-09, Volume: 5, Issue:10
Novel Type of Prodrug Activation through a Long-Range O,N-Acyl Transfer: A Case of Water-Soluble CREB Inhibitor.
AID718869Induction of apoptosis in human A549 cells assessed as late apoptotic cells at 10 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 2.98%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718874Induction of apoptosis in human A549 cells assessed as early apoptotic cells at 7.5 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 3.9%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718949Inhibition of CREB in human A549 cells assessed as reduction in VEGF gene expression at 10 uM after 4 hrs by quantitative RT-PCR analysis2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718868Induction of apoptosis in human A549 cells assessed as necrotic cells at 10 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 1.5%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718946Induction of apoptosis in human A549 cells assessed as viable cells at 5 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 91.6%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718960Inhibition of KIX domain of CBP interaction with KID domain of CREB after 20-24 hrs by Renilla luciferase complementation assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718944Induction of apoptosis in human A549 cells assessed as late apoptotic cells at 5 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 2.98%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718862Cytotoxicity against HMEC assessed as decrease in cell viability at >10 uM after 48 hrs by trypan blue exclusion assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718867Cytotoxicity against human MCF7 cells expressing VP16-CREB mutant assessed as effect on cell proliferation at 0.5 to 10 uM after 48 hrs by MTT assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718870Induction of apoptosis in human A549 cells assessed as early apoptotic cells at 10 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 3.9%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718956Growth inhibition of human MDA-MB-231 cells after 72 hrs by MTT assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID1168972Growth inhibition of human MCF7 cells after 72 hrs by MTT assay2014ACS medicinal chemistry letters, Oct-09, Volume: 5, Issue:10
Novel Type of Prodrug Activation through a Long-Range O,N-Acyl Transfer: A Case of Water-Soluble CREB Inhibitor.
AID718863Cytotoxicity against HMEC assessed as effect on cell viability at less than or equal to 10 uM after 48 hrs by trypan blue exclusion assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID1168971Growth inhibition of human A549 cells after 72 hrs by MTT assay2014ACS medicinal chemistry letters, Oct-09, Volume: 5, Issue:10
Novel Type of Prodrug Activation through a Long-Range O,N-Acyl Transfer: A Case of Water-Soluble CREB Inhibitor.
AID718958Growth inhibition of human A549 cells after 72 hrs by MTT assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718947Induction of apoptosis in human A549 cells assessed as PARP cleavage at 5 to 10 uM after 48 hrs by Western blot analysis2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718872Induction of apoptosis in human A549 cells assessed as necrotic cells at 7.5 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 1.5%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718948Inhibition of p53 in human A549 cells assessed as effect on p21 gene expression at 1 to 10 uM after 4 hrs by quantitative RT-PCR analysis2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718951Inhibition of p53 transfected in HEK293T cells assessed as gene transcription after 5 hrs by Renilla luciferase reporter assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718875Induction of apoptosis in human A549 cells assessed as viable cells at 7.5 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 91.6%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718952Inhibition of p53 in human A549 cells assessed as effect on p21 protein expression at 5 to 10 uM after 48 hrs by Western blot analysis2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718955Growth inhibition of human MDA-MB-468 cells after 72 hrs by MTT assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID1168970Inhibition of CREB (unknown origin) expressed in HEK293T cells assessed as reduction in CREB-mediated gene tanscription after 5 hrs by luciferase reporter gene assay2014ACS medicinal chemistry letters, Oct-09, Volume: 5, Issue:10
Novel Type of Prodrug Activation through a Long-Range O,N-Acyl Transfer: A Case of Water-Soluble CREB Inhibitor.
AID669610Inhibition of CREB kinase-inducible domain/CREB binding protein KID-interacting domain interaction after 20 to 24 hrs by luciferase reporter gene assay2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Design, synthesis, and biological evaluation of conformationally constrained analogues of naphthol AS-E as inhibitors of CREB-mediated gene transcription.
AID718959Inhibition of CREB-mediated gene transcription in human HEK293T cells by renilla luciferase reporter assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718954Inhibition of CREB in human A549 cells assessed as reduction in Bcl-2 protein expression at 5 to 10 uM after 48 hrs by Western blot analysis2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID669611Inhibition of CREB expressed in HEK293T cells assessed as inhibition of forskolin-stimulated CRE transcription incubated for 30 mins prior to forskolin-stimulation measured after 4.5 hrs by luciferase reporter gene assay2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Design, synthesis, and biological evaluation of conformationally constrained analogues of naphthol AS-E as inhibitors of CREB-mediated gene transcription.
AID718950Inhibition of CREB in human A549 cells assessed as reduction in Bcl-2 gene expression at 1 to 10 uM after 4 hrs by quantitative RT-PCR analysis2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718861Cytotoxicity against human HFF cells assessed as effect on cell viability at 5 to 10 uM after 48 hrs by trypan blue exclusion assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718943Induction of apoptosis in human A549 cells assessed as necrotic cells at 5 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 1.5%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718957Growth inhibition of human MCF7 cells after 72 hrs by MTT assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718871Induction of apoptosis in human A549 cells assessed as viable cells at 10 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 91.6%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID718953Inhibition of CREB in human A549 cells assessed as reduction in VEGF level at 2.5 to 10 uM after 24 hrs by ELISA2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID1168974Growth inhibition of human MDA-MB-468 cells after 72 hrs by MTT assay2014ACS medicinal chemistry letters, Oct-09, Volume: 5, Issue:10
Novel Type of Prodrug Activation through a Long-Range O,N-Acyl Transfer: A Case of Water-Soluble CREB Inhibitor.
AID718873Induction of apoptosis in human A549 cells assessed as late apoptotic cells at 7.5 uM after 48 hrs by Annexin V-FITC/PI staining based flow cytometry (Rvb = 2.98%)2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
AID160323Inhibitory activity against Human Cytomegalovirus (HCMV) polymerase2000Bioorganic & medicinal chemistry letters, Sep-18, Volume: 10, Issue:18
Naphthalene carboxamides as inhibitors of human cytomegalovirus DNA polymerase.
AID1168973Growth inhibition of human MDA-MB-231 cells after 72 hrs by MTT assay2014ACS medicinal chemistry letters, Oct-09, Volume: 5, Issue:10
Novel Type of Prodrug Activation through a Long-Range O,N-Acyl Transfer: A Case of Water-Soluble CREB Inhibitor.
AID718866Cytotoxicity against human MCF7 cells expressing wild type CREB assessed as reduction in cell proliferation at 0.5 to 10 uM after 48 hrs by MTT assay2012Bioorganic & medicinal chemistry, Dec-01, Volume: 20, Issue:23
Structure-activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (28.57)29.6817
2010's4 (57.14)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 18.31

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index18.31 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index5.21 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (18.31)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
2-naphthol
2-naphthol: RN given refers to parent cpd. 2-naphthol : A naphthol carrying a hydroxy group at position 2.. naphthols : Any hydroxynaphthalene derivative that has a single hydroxy substituent.		3.0340naphtholantinematodal drug;
genotoxin;
human urinary metabolite;
human xenobiotic metabolite;
mouse metabolite;
radical scavenger
naphthol as
naphthol AS: azo dye coupling component implicated in occupational pigmented contact dermatitis; RN given refers to unlabeled parent cpd; structure		210
aphidicolin
Aphidicolin: An antiviral antibiotic produced by Cephalosporium aphidicola and other fungi. It inhibits the growth of eukaryotic cells and certain animal viruses by selectively inhibiting the cellular replication of DNA polymerase II or the viral-induced DNA polymerases. The drug may be useful for controlling excessive cell proliferation in patients with cancer, psoriasis or other dermatitis with little or no adverse effect upon non-multiplying cells.. aphidicolin : A tetracyclic diterpenoid that has an tetradecahydro-8,11a-methanocyclohepta[a]naphthalene skeleton with two hydroxymethyl substituents at positions 4 and 9, two methyl substituents at positions 4 and 11b and two hydroxy substituents at positions 3 and 9. An antibiotic with antiviral and antimitotical properties. Aphidicolin is a reversible inhibitor of eukaryotic nuclear DNA replication.		210tetracyclic diterpenoidantimicrobial agent;
antimitotic;
antineoplastic agent;
antiviral drug;
apoptosis inducer;
Aspergillus metabolite;
DNA synthesis inhibitor;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
fungal metabolite
ganciclovir
[no description available]		2102-aminopurines;
oxopurine		antiinfective agent;
antiviral drug
ConditionIndicatedRelationship StrengthStudiesTrials
Cytomegalovirus
A genus of the family HERPESVIRIDAE, subfamily BETAHERPESVIRINAE, infecting the salivary glands, liver, spleen, lungs, eyes, and other organs, in which they produce characteristically enlarged cells with intranuclear inclusions. Infection with Cytomegalovirus is also seen as an opportunistic infection in AIDS.		0210
Benign Neoplasms
[description not available]		02.0710
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.0710
Bone Cancer
[description not available]		02.2110
Bone Loss, Osteoclastic
[description not available]		02.2110
Breast Cancer
[description not available]		02.2110
Bone Neoplasms
Tumors or cancer located in bone tissue or specific BONES.		02.2110
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.2110