Page last updated: 2024-12-05

naphthionic acid

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

Description

Naphthionic acid, also known as 1-aminonaphthalene-4-sulfonic acid, is a sulfonated aromatic amine derivative. It is synthesized by the sulfonation of 1-naphthylamine using sulfuric acid. Naphthionic acid is an important intermediate in the synthesis of azo dyes, particularly the Congo Red dye, which was the first commercially available synthetic dye. It is also used in the production of other dyes, pharmaceuticals, and pigments. Naphthionic acid has been studied for its potential biological activity. It has shown antimicrobial activity against certain bacteria. However, its potential toxicity and environmental impact have raised concerns, leading to the development of alternative synthesis methods and the exploration of more environmentally friendly options.'

naphthionic acid: RN given refers to parent cpd; structure in Merck Index & Negwer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6790
CHEMBL ID444041
CHEBI ID38219
SCHEMBL ID150853
MeSH IDM0080541

Synonyms (69)

Synonym
.alpha.-naphthylamine-4-sulfonic acid
1-amino-4-naphthalenesulfonic acid
wln: l66j bz eswq
1-aminonaphthalene-4-sulfonic acid
usaf m-5
4-amino-1-naphthalenesulfonic acid
piria's acid
nsc-4155
naphthionic acid
1-naphthalenesulfonic acid, 4-amino-
84-86-6
1,4-naphthionic acid
nsc4155
.alpha.-naphthylamine-p-sulfonic acid
1-naphthylamine-4-sulfonic acid
1-amino-4-sulfonaphthalene
naphthionsaeure
piria-saeure
4-amino-1-naphthalene sulfonic acid
4-aminonaphthalin-1-sulfonsaeure
alpha-naphthylamine-4-sulfonic acid
CHEBI:38219 ,
alpha-naphthylamine-p-sulfonic acid
4-aminonaphthalene-1-sulphonic acid
nsc 4155
kyselina nafthionova [czech]
4-amino-1-naphthalinsulfonsaeure
ai3-52278
kyselina 1-naftylamin-4-sulfonova [czech]
1-naphthylamin-4-sulfonsaeure
sulfonaphtin
einecs 201-567-9
STK094218
4-aminonaphthalene-1-sulfonic acid
4-amino-1-naphthalenesulfonic acid, 97%
AC-10940
A0344
CHEMBL444041
AKOS000119622
kyselina nafthionova
unii-8zik65c5cd
kyselina 1-naftylamin-4-sulfonova
8zik65c5cd ,
71342-91-1
90459-10-2
FT-0617435
1-naphthylamine-4-sulfonic acid [mi]
4-amino-1-naphthalenesulphonic acid
SCHEMBL150853
4-amino-naphthalene-1-sulfonic acid
1-amino-4-naphthalenesulphonic acid
DTXSID3058909
1-napthylamine-4-sulfonic acid
BBL034636
W-109305
mfcd00004027
naphthionsaure
4-amino-1-naphthalenesulfonicacid
CS-0046234
1-naphthylamine-4-sulfonicacid
1-naphthylamine-4-sulfonic acid;4-amino-1-naphthalenesulfonic acid
4-amino-1-napthalenesulphonic acid
VS-12626
Q6964882
EN300-19723
D87585
1-naphthylamin-4-sulfonsa currencyure
1-naphthylamine-4-sulfonic acid 4-amino-1-naphthalenesulfonic acid
1-naphthalenesulfonic acid,4-amino-,diazotized,coupled with diazotized aniline and resorcinol
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
aminonaphthalenesulfonic acidA naphthalenesulfonic acid having at least one amino substituent.
[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]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID198767Inhibition of Ribonuclease H activity of HIV-1 reverse transcriptase (at 200 uM)1994Journal of medicinal chemistry, Aug-05, Volume: 37, Issue:16
Synthesis of naphthalenesulfonic acid small molecules as selective inhibitors of the DNA polymerase and ribonuclease H activities of HIV-1 reverse transcriptase.
AID106612Cytotoxicity against HIV-1 (HTLV-IIIB) in MT-4 cells1993Journal of medicinal chemistry, Jul-09, Volume: 36, Issue:14
Structure-activity relationship studies with symmetric naphthalenesulfonic acid derivatives. Synthesis and influence of spacer and naphthalenesulfonic acid moiety on anti-HIV-1 activity.
AID1055905Cytotoxicity against human NCI-H157 cells at 100 uM after 24 hrs by sulforhodamine B assay2013European journal of medicinal chemistry, , Volume: 70Identification of sulfonic acids as efficient ecto-5'-nucleotidase inhibitors.
AID1055907Inhibition of human recombinant ecto-5'-nucleotidase expressed in african green monkey COS7 cells using adenosine monophosphate as substrate at 1 mM preincubated for 10 mins before substrate addition measured after 10 mins by capillary electrophoresis2013European journal of medicinal chemistry, , Volume: 70Identification of sulfonic acids as efficient ecto-5'-nucleotidase inhibitors.
AID1055903Cytotoxicity against HCEC after 24 hrs by sulforhodamine B assay2013European journal of medicinal chemistry, , Volume: 70Identification of sulfonic acids as efficient ecto-5'-nucleotidase inhibitors.
AID198766Inhibition of DNA polymerase activity of HIV-1 reverse transcriptase (at 50 uM)1994Journal of medicinal chemistry, Aug-05, Volume: 37, Issue:16
Synthesis of naphthalenesulfonic acid small molecules as selective inhibitors of the DNA polymerase and ribonuclease H activities of HIV-1 reverse transcriptase.
AID1055906Inhibition of rat recombinant ecto-5'-nucleotidase expressed in african green monkey COS7 cells using adenosine monophosphate as substrate at 1 mM preincubated for 10 mins before substrate addition measured after 10 mins by capillary electrophoresis2013European journal of medicinal chemistry, , Volume: 70Identification of sulfonic acids as efficient ecto-5'-nucleotidase inhibitors.
AID106952Antiviral activity against HIV-1 (HTLV-IIIB) in MT-4 cells1993Journal of medicinal chemistry, Jul-09, Volume: 36, Issue:14
Structure-activity relationship studies with symmetric naphthalenesulfonic acid derivatives. Synthesis and influence of spacer and naphthalenesulfonic acid moiety on anti-HIV-1 activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (35.71)18.7374
1990's3 (21.43)18.2507
2000's2 (14.29)29.6817
2010's2 (14.29)24.3611
2020's2 (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: 38.53

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 Index38.53 (24.57)
Research Supply Index2.83 (2.92)
Research Growth Index4.62 (4.65)
Search Engine Demand Index53.49 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (38.53)

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%
Other16 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]