Page last updated: 2024-12-05

5-nitrosalicylic acid

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

Description

5-Nitrosalicylic acid (5-NSA) is a synthetic compound that has been studied for its potential applications in various fields. It is an important intermediate in the synthesis of other chemicals, including pharmaceuticals and dyes. The synthesis of 5-NSA typically involves the nitration of salicylic acid with nitric acid. 5-NSA has been shown to exhibit various biological activities, including antimicrobial, anti-inflammatory, and antioxidant properties. Its potential as a therapeutic agent is still under investigation. The importance of 5-NSA lies in its diverse applications and its role as a building block for other valuable compounds. Research on 5-NSA focuses on understanding its synthesis, properties, and potential applications in medicine, agriculture, and industrial chemistry.'

5-nitrosalicylic acid : A monohydroxybenzoic acid in which the hydroxy group is ortho- to the carboxylic acid group and which has a nitro substituent para- to the phenolic hydroxy group. [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]

Cross-References

ID SourceID
PubMed CID7318
CHEMBL ID1940317
CHEBI ID61281
SCHEMBL ID129889

Synonyms (55)

Synonym
AC-13724
benzoic acid, 2-hydroxy-5-nitro-
anilotic acid
5-nitro-2-hydroxybenzoic acid
2-hydroxy-5-nitrobenzoic acid
nsc183
96-97-9
5-nitrosalicylic acid
salicylic acid, 5-nitro-
nsc-183
inchi=1/c7h5no5/c9-6-2-1-4(8(12)13)3-5(6)7(10)11/h1-3,9h,(h,10,11
2-hydroxy-5-nitrobenzoic acid, 99%
STK259706
CHEBI:61281 ,
N0257
AKOS003241764
A845661
AK-918/40744396
2-hydroxy-5-nitro-benzoic acid
ec 202-548-8
nsc 183
ai3-08840
82l9g7fyz3 ,
unii-82l9g7fyz3
einecs 202-548-8
C19789
CHEMBL1940317
S10804
FT-0620722
SCHEMBL129889
5-nitro-2-oxido-benzoate
5-nitrosalicylic acid [mi]
mesalazine impurity n [ep impurity]
5-nitro-salicylic acid
5-nitrosalicyclic acid
5-nitro salicyclic acid
DTXSID2059142
W-100125
mfcd00007338
6r7 ,
5nsa
2-hydroxy-5-nitrobenzoic acid; mesalazine imp. n (ep); 5-nitrosalicylic acid; mesalazine impurity n
2-hydroxy-5-nitrobenzoic acid (5-nitrosalicylic acid)
Z276119910
SY012884
5-nitro-2-oxidanyl-benzoic acid
5-nitrosalicylic acid monohydrate
5-nitro-2-hydroxobenzoic acid monohydrate
2-hydroxy-5-nitrobenzoic acid; 5-nitrosalicylic acid; anilotic acid; 5-nitro-2-hydroxybenzoic acid
mesalamine impurity n
AS-10805
Q238554
EN300-41267
AMY28238
CS-W017068
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
monohydroxybenzoic acidAny hydroxybenzoic acid having a single phenolic hydroxy substituent on the benzene ring.
4-nitrophenolsA mononitrophenol that is 4-nitrophenol and its derivatives resulting from substitution of one or more of the hydrogens attached to the benzene ring by a non-nitro group.
[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 (19)

Assay IDTitleYearJournalArticle
AID1449694Chaperone activity at recombinant human C-terminal FLAG-tagged pendrin P123S mutant expressed in HEK293 cells assessed as intracellular localization of mutant protein in plasma membrane at 10 mM incubated for 12 hrs followed by compound washout measured a2017Bioorganic & medicinal chemistry, 05-01, Volume: 25, Issue:9
Discovery of (2-aminophenyl)methanol as a new molecular chaperone that rescues the localization of P123S mutant pendrin stably expressed in HEK293 cells.
AID1252320Antioxidant activity assessed as DPPH free radical scavenging activity at 0.01 to 1 mM after 30 mins2015Bioorganic & medicinal chemistry letters, Nov-01, Volume: 25, Issue:21
The antioxidant properties of salicylate derivatives: A possible new mechanism of anti-inflammatory activity.
AID1145616Increase in membrane potential in mollusc neurons assessed as conductance of potassium at pH 7.8 relative to salicylic acid1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Use of distribution coefficients in quantitative structure-activity relationships.
AID1145610Dissociation constant, pKa of the compound at pH 6.81977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Use of distribution coefficients in quantitative structure-activity relationships.
AID639952Inhibition of TNF-alpha-induced NF-kappaB activation in human HCT116 cells at 1 mM after 6 hrs by luciferase reporter gene assay2012European journal of medicinal chemistry, Feb, Volume: 48Structure-activity relationship of salicylic acid derivatives on inhibition of TNF-α dependent NFκB activity: Implication on anti-inflammatory effect of N-(5-chlorosalicyloyl)phenethylamine against experimental colitis.
AID1145606Octanol-aqueous phase partition coefficient, log P of the compound1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Use of distribution coefficients in quantitative structure-activity relationships.
AID710745Drug metabolism in Sprague-Dawley rat cecal contents assessed as colonic bacteria-mediated rate for final reduction product formation relative to sulfasalazine reduction rate2012Journal of medicinal chemistry, Dec-13, Volume: 55, Issue:23
Bacterial reduction as means for colonic drug delivery: can other chemical groups provide an alternative to the azo bond?
AID1449696Chaperone activity at recombinant human C-terminal FLAG-tagged pendrin P123S mutant expressed in HEK293 cells assessed as increase in localization of protein mutant in plasma membrane at 1 to 30 mM after 12 hrs by DAPI staining based immunofluorescence mi2017Bioorganic & medicinal chemistry, 05-01, Volume: 25, Issue:9
Discovery of (2-aminophenyl)methanol as a new molecular chaperone that rescues the localization of P123S mutant pendrin stably expressed in HEK293 cells.
AID710746Drug metabolism in Sprague-Dawley rat cecal contents assessed as accumulation of colonic bacteria-mediated final reduction product level at 2 mM2012Journal of medicinal chemistry, Dec-13, Volume: 55, Issue:23
Bacterial reduction as means for colonic drug delivery: can other chemical groups provide an alternative to the azo bond?
AID1449702Chaperone activity at recombinant human C-terminal FLAG-tagged pendrin P123S mutant expressed in HEK293 cells assessed as increase in fluorescence intensity ratio of plasma membrane to cytoplasm measured after 12 hrs by DAPI staining based immunofluoresce2017Bioorganic & medicinal chemistry, 05-01, Volume: 25, Issue:9
Discovery of (2-aminophenyl)methanol as a new molecular chaperone that rescues the localization of P123S mutant pendrin stably expressed in HEK293 cells.
AID1145614Dissociation constant, pKa of the compound1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Use of distribution coefficients in quantitative structure-activity relationships.
AID1449703Chaperone activity at recombinant human C-terminal FLAG-tagged pendrin P123S mutant expressed in HEK293 cells assessed as fluorescence intensity ratio of plasma membrane to cytoplasm at 10 mM measured after 12 hrs by DAPI staining based immunofluorescence2017Bioorganic & medicinal chemistry, 05-01, Volume: 25, Issue:9
Discovery of (2-aminophenyl)methanol as a new molecular chaperone that rescues the localization of P123S mutant pendrin stably expressed in HEK293 cells.
AID1449707Chaperone activity at recombinant human C-terminal FLAG-tagged pendrin P123S mutant expressed in HEK293 cells assessed as intracellular localization of mutant protein in plasma membrane at 10 mM incubated for 12 hrs followed by compound washout measured a2017Bioorganic & medicinal chemistry, 05-01, Volume: 25, Issue:9
Discovery of (2-aminophenyl)methanol as a new molecular chaperone that rescues the localization of P123S mutant pendrin stably expressed in HEK293 cells.
AID1449699Chaperone activity at recombinant human C-terminal FLAG-tagged pendrin P123S mutant expressed in HEK293 cells assessed as translocation of mutant protein from cytoplasm to plasma membrane at 3 mM measured after 12 hrs by DAPI staining based immunofluoresc2017Bioorganic & medicinal chemistry, 05-01, Volume: 25, Issue:9
Discovery of (2-aminophenyl)methanol as a new molecular chaperone that rescues the localization of P123S mutant pendrin stably expressed in HEK293 cells.
AID1145605Octanol-water partition coefficient, log P of the compound1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Use of distribution coefficients in quantitative structure-activity relationships.
AID1145607Octanol-aqueous phase distribution coefficient, log D of the compound1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Use of distribution coefficients in quantitative structure-activity relationships.
AID1145615Dissociation constant, pKa of the compound at pH 7.81977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Use of distribution coefficients in quantitative structure-activity relationships.
AID1145608Drug absorption in anesthetized rat colon at pH 6.81977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Use of distribution coefficients in quantitative structure-activity relationships.
AID1449688Cytotoxicity against HEK293 cells harboring pendrin P123S mutant after 72 hrs by MTT assay2017Bioorganic & medicinal chemistry, 05-01, Volume: 25, Issue:9
Discovery of (2-aminophenyl)methanol as a new molecular chaperone that rescues the localization of P123S mutant pendrin stably expressed in HEK293 cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (20.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's4 (80.00)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: 41.60

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 Index41.60 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index55.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (41.60)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]