Page last updated: 2024-11-06

naphthol as

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

Description

Naphthol AS, also known as 4-amino-2,5-diethoxybenzenediazonium chloride, is a diazonium salt used as a coupling component in azo dye synthesis. It is a versatile reagent that forms intense colored azo dyes with various aromatic amines and phenols. The resulting dyes are used in various applications, including textiles, printing inks, and pigments. Naphthol AS is widely studied due to its ability to form stable and highly colored azo dyes, making it a valuable tool in dye chemistry and related fields. The synthesis of Naphthol AS involves a multi-step process, starting with the nitration of 2,5-diethoxyphenol followed by reduction to the corresponding amine and diazotization.'

naphthol AS: azo dye coupling component implicated in occupational pigmented contact dermatitis; RN given refers to unlabeled parent cpd; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID66719
CHEMBL ID63731
SCHEMBL ID57970
MeSH IDM0052560

Synonyms (109)

Synonym
LS-14551
diathol asf
azoic coupling component 2
naphtazol a
diathol as
2-hydroxy-3-naphthalenecarboxanilide
naphthoide as
2-naphthanilide, 3-hydroxy-
amarthol as
naphtanilide rc supra
hiltonaphthol as
.beta.-hydroxynaphthoic anilide
anthonaphthol as
3-hydroxy-2-naphthoylanilide
naphtol as
naphthoide as no. 100
naphtoelan a
acna naphthol c
lake developer a
2-hydroxy-3-naphthanilide
celcot rf
naphtanilide ol supra
amanil naphthol as
brenthol as
c.i. 37505
nsc45173
azoground as
nsc-45173
azonaphtol a
mitsui naphthozol as
tulathol as
3-hydroxy-2-naphthalenecarboxanilide
naphthol as-a
solunaptol a
2-naphthalenecarboxamide, 3-hydroxy-n-phenyl-
3-(n-phenylcarbamoyl)-2-naphthol
naftolo mm
kambothol as
naphthol as
acco naphthol as
naphthol as supra
dragonthol a
naphtholate as soln
2-hydroxy-3-naphthoic anilide
naftoelan a
naphthanil as
2-hydroxy-3-naphthoic acid anilide
naphthol acna c
naphtolate as soln
azotol a
naphtanilide rc
ultrazol i-as
naphtholate as
c.i. azoic coupling component 2
cibanaphthol rf
naphthanilide rc supra
nsc 45173
naphthol acnac
einecs 202-188-1
beta-hydroxynaphthoic anilide
3-hydroxy-n-phenyl-2-naphthalenecarboxamide
naphthanilide ol supra
naphthanilide rc
hiltonphthol as
aquafine red e 9
azonaphthol a
3-hydroxy-n-phenyl-naphthalene-2-carboxamide
3-hydroxy-2-naphthanilide
92-77-3
OPREA1_096551
bdbm50091993
3-hydroxy-naphthalene-2-carboxylic acid phenylamide
CHEMBL63731 ,
3-hydroxy-n-phenylnaphthalene-2-carboxamide
AKOS003381951
FT-0652942
H0313
3-hydroxy-n-phenyl-2-naphthamide
86349-50-0
A844340
2-naphthalenecarboxamide, 3-hydroxy-n-phenyl-, labeled with carbon-14
ec 202-188-1
v3zu6e76nb ,
unii-v3zu6e76nb
SCHEMBL57970
DTXSID1052618
.beta.-hydroxy-3-naphthoic acid anilide
2-hydroxy-3-naphthoylanilide
2-hydroxy-n-phenyl-3-naphthalenecarboxamide
3-hydroxy-n-phenyl-2-naphthamide #
W-100273
mfcd00004096
sr-01000358268
SR-01000358268-1
orange base gc
.alpha.-naphthol as
c.i. azo coupling comp. 2
2-hydroxy-3-(phenylcarbamoyl)naphthalene
hebeithol as
anathol as
azoic coupling component 2 (naphtol as)
Z68084598
2-(2-furylcarbonyl)-3,3-di(methylthio)acrylonitrile
Q25387080
EN300-128496
3-hydroxy-2-naphthoylanilid
1-hydroxy-3-naphthoyl-anilide
naphtholas
F71284

Research Excerpts

Overview

PCB-52 was detected in paint containing pigment red (PR) 9 with 2,5-dichloroaniline as its source. Naphthol AS is a coupling agent of cotton dyeing.

ExcerptReferenceRelevance
"Naphthol AS is an azo-type pigment, and PCB-52 was detected in paint containing pigment red (PR) 9 with 2,5-dichloroaniline as its source."( Polychlorinated biphenyl contamination of paints containing polycyclic- and Naphthol AS-type pigments.
Anezaki, K; Kannan, N; Nakano, T, 2015
)
1.37
"Naphthol AS is a coupling agent of cotton dyeing. "( Naphthol AS as a cause of pigmented contact dermatitis.
Hayakawa, R; Kaniwa, M; Kojima, S; Matsunaga, K; Nakamura, A, 1985
)
3.15
[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)100.00000.40000.40000.4000AID160323
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (34)

TimeframeStudies, This Drug (%)All Drugs %
pre-199021 (61.76)18.7374
1990's8 (23.53)18.2507
2000's3 (8.82)29.6817
2010's2 (5.88)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: 36.78

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

MetricThis Compound (vs All)
Research Demand Index36.78 (24.57)
Research Supply Index3.58 (2.92)
Research Growth Index4.25 (4.65)
Search Engine Demand Index50.56 (26.88)
Search Engine Supply Index2.05 (0.95)

This Compound (36.78)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies5 (14.29%)4.05%
Observational0 (0.00%)0.25%
Other30 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]