1-amino-2-naphthol-4-sulfonic acid profile

This compound, also known as 1,2-Naphtholsulfonic acid, 4-amino- or 4-Amino-1-hydroxy-2-naphthalenesulfonic acid, is a valuable intermediate in organic synthesis. It is commonly used in the production of dyes, pigments, pharmaceuticals, and other fine chemicals. Its importance stems from its versatile reactivity due to the presence of both amino and hydroxyl groups, along with a sulfonic acid group. The synthesis of 1-amino-2-naphthol-4-sulfonic acid is typically achieved through a series of reactions starting from naphthalene. It has been the subject of research for its diverse applications, including its use as a dye intermediate, antioxidant, and photocatalyst. '

4-amino-3-hydroxynaphthalene-1-sulfonic acid: reagent for removal of chromium(VI) from aqueous solution [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	8316
CHEMBL ID	2312198
CHEBI ID	19024
SCHEMBL ID	153735
MeSH ID	M0414610

Synonym
4-amino-3-hydroxy-1-naphthalene sulfonic acid
1-naphthalenesulfonic acid, 4-amino-3-hydroxy-
1-amino-4-sulfo-2-naphthol
116-63-2
4-amino-3-hydroxy-1-naphthalenesulfonic acid
nsc4986
nsc-4986
nsc25061
nsc-25061
CHEBI:19024 ,
1-amino-2-naphthol-4-sulfonic acid
4-amino-3-hydroxynaphthalene-1-sulfonic acid
4-amino-3-hydroxynaphthalene-1-sulphonic acid
einecs 204-147-3
ai3-03701
2-hydroxy-4-sulfo-1-naphthylamine
4-amino-3-hydroxynaphthalenesulfonic acid
1,2,4-acid
nsc 25061
1-naphthalenesulfonic acid,4-amino-3-hydroxy-
4-amino-3-hydroxy-naphthalene-1-sulfonic acid
4-nh2-3-oh-naphthalenesulfonic acid
4-amino-3-hydroxy-1-naphthalenesulfonic acid, acs reagent, >=90%
STK387126
AC-11577
A0367
rxcmfqdtwcclbl-uhfffaoysa-
inchi=1/c10h9no4s/c11-10-7-4-2-1-3-6(7)9(5-8(10)12)16(13,14)15/h1-5,12h,11h2,(h,13,14,15)
AKOS001483109
BBL007892
unii-w46sk3p33g
w46sk3p33g ,
FT-0607319
CHEMBL2312198
SCHEMBL153735
amino-3-hydroxynaphthalenesulfonic acid, 4-
1-amino-2-naphthol-4-sulfonic acid [mi]
DTXSID7059434
4-amino-3-hydroxy-1-napthalenesulfonic acid
RXCMFQDTWCCLBL-UHFFFAOYSA-N
W-108579
1,2,4-aminonaphtholsulfonic acid
naphthalenesulfonic acid, 4-amino-3-hydroxy-
4-amino-3-hydroxy-1-naphthalenesulfonic acid, acs
mfcd00004019
4-amino-3-hydroxy-1-naphthalenesulfonic acid, for spectrophotometric det. of si, >=95.0%
4-amino-3-hydroxy-1-naphthalenesulfonic acid, jis special grade, >=97.0%
D77764
4-amino-3-hydroxy-1-naphthalenesulfonic acid, p.a., 95.0%
2-naphthol-4-sulfonic acid, 1-amino-
Q26840754
AMY22505
FS-4299
CS-W014146
EN300-179895
SY001900

Role	Description
mutagen	An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
[role 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]

Class	Description
naphthalenesulfonic acid
aminonaphthalene
[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]

Assay ID	Title	Year	Journal	Article
AID1824261	Inhibition of recombinant NDM-1 (unknown origin) using fluorocillin as substrate at 10 uM incubated for 30 mins by fluorescence based assay	2022	European journal of medicinal chemistry, Jan-15, Volume: 228	Nitroxoline and its derivatives are potent inhibitors of metallo-β-lactamases.
AID1824262	Inhibition of recombinant NDM-1 (unknown origin) using fluorocillin as substrate at 3 uM incubated for 30 mins by fluorescence based assay	2022	European journal of medicinal chemistry, Jan-15, Volume: 228	Nitroxoline and its derivatives are potent inhibitors of metallo-β-lactamases.
AID1824260	Inhibition of recombinant NDM-1 (unknown origin) using fluorocillin as substrate at 30 uM incubated for 30 mins by fluorescence based assay	2022	European journal of medicinal chemistry, Jan-15, Volume: 228	Nitroxoline and its derivatives are potent inhibitors of metallo-β-lactamases.
AID723759	Inhibition of human recombinant cathepsin B endopeptidase activity using Z-Arg-Arg-AMC substrate	2013	Journal of medicinal chemistry, Jan-24, Volume: 56, Issue:2	Development of new cathepsin B inhibitors: combining bioisosteric replacements and structure-based design to explore the structure-activity relationships of nitroxoline derivatives.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	3 (42.86)	18.7374
1990's	0 (0.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	3 (42.86)	24.3611
2020's	1 (14.29)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	9 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
naphthalene [no description available]	2.33	2	naphthalenes; ortho-fused bicyclic arene	apoptosis inhibitor; carcinogenic agent; environmental contaminant; mouse metabolite; plant metabolite; volatile oil component
1,10-phenanthroline 1,10-phenanthroline: RN given refers to parent cpd; inhibits Zn-dependent metalloproteinases	2.57	2	phenanthroline	EC 2.7.1.1 (hexokinase) inhibitor; EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor
chloroxine chloroxine : A monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 have been substituted by chlorine. A synthetic antibacterial prepared by chlorination of quinolin-8-ol, it is used for the treatment of dandruff and seborrhoeic dermatitis of the scalp.	2.41	1	monohydroxyquinoline; organochlorine compound	antibacterial agent; antifungal drug; antiseborrheic
ciprofloxacin Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.	2.41	1	aminoquinoline; cyclopropanes; fluoroquinolone antibiotic; N-arylpiperazine; quinolinemonocarboxylic acid; quinolone antibiotic; quinolone; zwitterion	antibacterial drug; antiinfective agent; antimicrobial agent; DNA synthesis inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; environmental contaminant; topoisomerase IV inhibitor; xenobiotic
cloxyquin cloxyquin: has antitubercular activity; structure in first source	2.41	1	organochlorine compound; quinolines
edetic acid Edetic Acid: A chelating agent that sequesters a variety of polyvalent cations such as CALCIUM. It is used in pharmaceutical manufacturing and as a food additive.	2.41	1	ethylenediamine derivative; polyamino carboxylic acid; tetracarboxylic acid	anticoagulant; antidote; chelator; copper chelator; geroprotector
chlorquinaldol Chlorquinaldol: Local anti-infective agent used for skin, gastrointestinal, and vaginal infections with fungi, protozoa, and certain bacteria. In animals, it causes central nervous system damage and is not administered parenterally. It is also used as antiseptic, fungistat, or deodorant.. chlorquinaldol : A monohydroxyquinoline that is quinolin-8-ol which is substituted by a methyl group at position 2 and by chlorine at positions 5 and 7. An antifungal and antibacterial, it was formerly used for topical treatment of skin conditions and vaginal infections.	2.41	1	monohydroxyquinoline; organochlorine compound	antibacterial drug; antiprotozoal drug; antiseptic drug
8-hydroxyquinoline-5-sulfonic acid 8-hydroxyquinoline-5-sulfonic acid: RN given refers to parent cpd	2.41	1
4-aminodiphenylamine 4-aminodiphenylamine: RN given refers to parent cpd. p-aminodiphenylamine : An aromatic amine that is the 4-amino derivative of diphenylamine.	1.94	1	aromatic amine; secondary amino compound	allergen
pyrroles 1H-pyrrole : A tautomer of pyrrole that has the double bonds at positions 2 and 4.. pyrrole : A five-membered monocyclic heteroarene comprising one NH and four CH units which forms the parent compound of the pyrrole group of compounds. Its five-membered ring structure has three tautomers. A 'closed class'.. azole : Any monocyclic heteroarene consisting of a five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen.	2.15	1	pyrrole; secondary amine
1-naphthylamine 1-Naphthylamine: A suspected industrial carcinogen (and listed as such by OSHA). Its N-hydroxy metabolite is strongly carcinogenic and mutagenic.. naphthylamine : A primary arylamine that is naphthalene substituted by an amino group at unspecified position.. 1-naphthylamine : A naphthylamine that is naphthalene substituted by an amino group at position 1.	6.93	1	naphthylamine	human xenobiotic metabolite
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.	2.86	4	naphthol	antinematodal drug; genotoxin; human urinary metabolite; human xenobiotic metabolite; mouse metabolite; radical scavenger
8-hydroxy-2-methylquinoline 8-hydroxy-2-methylquinoline: structure in first source	2.41	1	hydroxyquinoline
nitroxoline nitroxoline: structure in Merck Index, 9th ed, #6475; RN given refers to parent cpd. nitroxoline : A monohydroxyquinoline in which the hydroxy group is positioned at C-8 with a nitro group trans to it at C-5.	2.57	2	C-nitro compound; monohydroxyquinoline	antifungal agent; antiinfective agent; antimicrobial agent; renal agent
chromium Chromium: A trace element that plays a role in glucose metabolism. It has the atomic symbol Cr, atomic number 24, and atomic weight 52. According to the Fourth Annual Report on Carcinogens (NTP85-002,1985), chromium and some of its compounds have been listed as known carcinogens.. chromium ion : An chromium atom having a net electric charge.. chromium atom : A chromium group element atom that has atomic number 24.	2.15	1	chromium group element atom; metal allergen	micronutrient
chromium chromium hexavalent ion: a human respiratory carcinogen	2.15	1	chromium cation; monoatomic hexacation
piperacillin Piperacillin: Semisynthetic, broad-spectrum, AMPICILLIN derived ureidopenicillin antibiotic proposed for PSEUDOMONAS infections. It is also used in combination with other antibiotics.. piperacillin : A penicillin in which the substituent at position 6 of the penam ring is a 2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido group.	2.41	1	penicillin allergen; penicillin	antibacterial drug
1,7-phenanthroline [no description available]	2.08	1	phenanthroline
gentamicin c1a [no description available]	2.41	1	gentamycin C
8-hydroxy-2-quinolinecarboxylic acid [no description available]	2.41	1	quinolines
2,8-dihydroxyquinoline [no description available]	2.41	1	dihydroxyquinoline; monohydroxyquinoline; quinolone
imipenem, anhydrous Imipenem: Semisynthetic thienamycin that has a wide spectrum of antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, including many multiresistant strains. It is stable to beta-lactamases. Clinical studies have demonstrated high efficacy in the treatment of infections of various body systems. Its effectiveness is enhanced when it is administered in combination with CILASTATIN, a renal dipeptidase inhibitor.. imipenem : A broad-spectrum, intravenous beta-lactam antibiotic of the carbapenem subgroup.	2.41	1	beta-lactam antibiotic allergen; carbapenems; zwitterion	antibacterial drug
meropenem Meropenem: A thienamycin derivative antibacterial agent that is more stable to renal dehydropeptidase I than IMIPENEM, but does not need to be given with an enzyme inhibitor such as CILASTATIN. It is used in the treatment of bacterial infections, including infections in immunocompromised patients.. meropenem : A carbapenemcarboxylic acid in which the azetidine and pyrroline rings carry 1-hydroxymethyl and in which the azetidine and pyrroline rings carry 1-hydroxymethyl and 5-(dimethylcarbamoyl)pyrrolidin-3-ylthio substituents respectively.	2.41	1	alpha,beta-unsaturated monocarboxylic acid; carbapenemcarboxylic acid; organic sulfide; pyrrolidinecarboxamide	antibacterial agent; antibacterial drug; drug allergen
5-carboxy-8-hydroxyquinoline 5-carboxy-8-hydroxyquinoline: a JmjC histone demethylase inhibitor; structure in first source	2.41	1	quinolines
n,n'-ethylenediamine disuccinic acid N,N'-ethylenediamine disuccinic acid: from Actinomycetes MG417-CF17; structure given in first source	2.41	1
5-nitro-8-(1-pyrrolidinyl)quinoline [no description available]	2.57	2	nitro compound; quinolines
phosphorus Phosphorus: A non-metal element that has the atomic symbol P, atomic number 15, and atomic weight 31. It is an essential element that takes part in a broad variety of biochemical reactions.	6.94	1	monoatomic phosphorus; nonmetal atom; pnictogen	macronutrient
cefuroxime [no description available]	2.41	1	3-(carbamoyloxymethyl)cephalosporin; furans; oxime O-ether	drug allergen
ceftazidime [no description available]	2.41	1	cephalosporin; oxime O-ether	antibacterial drug; drug allergen; EC 2.4.1.129 (peptidoglycan glycosyltransferase) inhibitor
ca 074 [no description available]	2.08	1
2-phenylbenzothiazole PBT2 compound: a metal-protein-attenuating compound that may be useful in treating Alzheimer's disesae	2.41	1

Condition	Indicated	Relationship Strength	Studies	Trials
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	0	2.08	1	0

1-amino-2-naphthol-4-sulfonic acid

Description

Cross-References

Synonyms (56)

Roles (1)

Drug Classes (2)

Bioassays (4)

Research

Studies (7)

Market Indicators

Research Demand Index: 39.22

Study Types