Page last updated: 2024-12-06

2-(salicylideneamino)phenol

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

Description

2-(salicylideneamino)phenol, also known as Schiff base of salicylaldehyde and 2-aminophenol, is a versatile compound that has been extensively studied for its potential applications in various fields. It is a yellow crystalline solid that is synthesized through the condensation reaction of salicylaldehyde and 2-aminophenol in the presence of a catalyst. 2-(salicylideneamino)phenol exhibits interesting properties, including its ability to act as a ligand for metal ions and its potential as a sensor for detecting metal ions. It has been reported to exhibit antimicrobial activity against various bacteria and fungi. The compound's ability to form complexes with metal ions makes it relevant in fields such as catalysis, materials science, and biological applications. Its structure, with a Schiff base linkage and a phenolic group, makes it suitable for forming stable complexes with metal ions. Research on 2-(salicylideneamino)phenol aims to explore its potential in various applications, including its use as a catalyst, a sensor, and a bioactive agent. It is also studied for its coordination chemistry and its ability to act as a ligand for various metal ions.'

2-(salicylideneamino)phenol: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID74479
CHEMBL ID2064669
SCHEMBL ID348135
MeSH IDM0226454

Synonyms (82)

Synonym
phenol,2'-(methylidynenitrilo)di-
o-(salicylidenimino)phenol
salicylal-o-aminophenol
manganon
1761-56-4
phenol, o-[n-(o-hydroxyphenyl)formimidoyl]-
nsc-1555
2-hydroxy-n-(2-hydroxybenzylidene)aniline
phenol, o-(salicylideneamino)-
salicylal-2-aminophenol
o-hydroxy-n-salicylidene aniline
2-salicylideneaminophenol
o-cresol, .alpha.-[(o-hydroxyphenyl)imino]-
o-(salicylideneamino)phenol
n-salicylidene-o-aminophenol
2-hydroxy-n-salicylideneaniline
2-hydroxyanilinosalicylidene
nsc1555
phenol, 2-[[(2-hydroxyphenyl)imino]methyl]-
ENAMINE_001336
nsc 404030
phenol, 2-(((2-hydroxyphenyl)imino)methyl)-
2-(((2-hydroxyphenyl)imino)methyl)phenol
2-(salicylidenamino)phenol
o-(((2-hydroxyphenyl)imino)methyl)phenol
2,2'-(methylidynenitrilo)diphenol
phenol, o-(n-(o-hydroxyphenyl)formimidoyl)-
o-cresol, alpha-((o-hydroxyphenyl)imino)-
nsc 1555
2-(salicylideneamino)phenol
einecs 217-166-7
brn 2212466
phenol, 2,2'-(methylidynenitrilo)di-
ai3-16805
n-(2-hydroxyphenyl)salicylaldimine
2-(2-hydroxybenzylideneamino)phenol
salicylidene-o-aminophenol
n-(salicylidene)-2-hydroxyaniline
nsc404030
nsc-404030
salicylidene o-aminophenol
HMS1397M16
(6z)-6-[(2-hydroxyanilino)methylidene]cyclohexa-2,4-dien-1-one
AKOS000121063
(6z)-6-[(2-hydroxyanilino)methylidene]-1-cyclohexa-2,4-dienone
(6z)-6-[[(2-hydroxyphenyl)amino]methylidene]cyclohexa-2,4-dien-1-one
A812152
AKOS024319132
CHEMBL2064669
2-[(1e)-[(2-hydroxyphenyl)imino]methyl]phenol
1624-54-0
SCHEMBL348135
2-[(e)-(2-hydroxyphenyl)iminomethyl]phenol
2-{[(2-hydroxyphenyl)imino]methyl}benzenol
MS-7296
DTXSID0061953
CHBGIQHEGBKNGA-NTEUORMPSA-N
o-salicylideneaminophenol
o-cresol, .alpha.-((o-hydroxyphenyl)imino)-
2-([(2-hydroxyphenyl)imino]methyl)phenol #
mfcd00020011
2-{(e)-[(2-hydroxyphenyl)imino]methyl}phenol
salicylidene 2-aminophenol
o-(o-hydroxybenzylideneamino)phenol
2-((2-hydroxybenzylidene)amino)phenol
(e)-2-(2-hydroxybenzylideneamino)phenol
n-salicylidene-2-aminophenol
CHBGIQHEGBKNGA-UHFFFAOYSA-N
EN300-16840
2-[(2-hydroxyphenyl)iminomethyl]phenol
D92246
(e)-2-((2-hydroxybenzylidene)amino)phenol
CS-0314246
CS-0086341
2-{[(2-hydroxyphenyl)imino]methyl}phenol
trans-salicylidene-2-aminophenol
2-hydroxy-n-(2-hydroxyphenylmethylene)benzenamine
o-hydroxy-n-salicylideneaniline
phenol, 2-[(e)-[(2-hydroxyphenyl)imino]methyl]-
DP8LYK5XET
2[(e)-[(2-hydroxyphenyl)imino]methyl]phenol
Z56791256

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" However, its bioavailability problems have limited its use encouraging the search for new alternatives agents."( In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
da Silva, AD; Esteves, B; Lacerda, LM; Macedo, GC; Pinto, NCC; Santos, JAD; Scio, E; Souza, IO; Zimmermann-Franco, DC, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID1616110Inhibition of F1F0-ATP synthase in Escherichia coli relative to control2019European journal of medicinal chemistry, Nov-15, Volume: 182Recent advancements in mechanistic studies and structure activity relationship of F
AID1362762Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS/IFNgamma-induced NO production at 50 uM incubated with LPS/IFNgamma for 1 hr followed by compound addition measured after 48 hrs by Griess assay relative to control2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID674915Antioxidant activity assessed as DPPH scavenging activity after 30 mins by microplate reader method2012Bioorganic & medicinal chemistry letters, Sep-01, Volume: 22, Issue:17
The antioxidant effect of imine resveratrol analogues.
AID1362752Antiproliferative activity against LPS-induced B cells isolated from splenocytes of C57/BL6 mouse at 50 uM incubated with LPS for 1 hr followed by compound addition measured after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID1362747Antiinflammatory activity in mouse J774A.1 cells assessed as inhibition of LPS-induced IL-1beta production by measuring IL-1beta levels incubated with LPS for 1 hr followed by compound addition measured after 24 hrs by ELISA (Rvb = 382.3 +/- 50 pg/ml)2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID1616109Inhibition of F1F0-ATP synthase in Escherichia coli2019European journal of medicinal chemistry, Nov-15, Volume: 182Recent advancements in mechanistic studies and structure activity relationship of F
AID1362746Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced CCL-2 production by measuring CCL-2 levels incubated with LPS for 1 hr followed by compound addition measured after 48 hrs by ELISA (Rvb = 12.73 +/- 0.10 ng/ml)2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID1060591Antioxidant activity assessed as DPPH free radical scavenging activity after 30 mins by spectrophotometric analysis2014European journal of medicinal chemistry, Jan, Volume: 71Design, synthesis and biological evaluation of imine resveratrol derivatives as multi-targeted agents against Alzheimer's disease.
AID1362755Immunomodulatory activity in LPS-stimulated mouse RAW264.7 cells assessed as decrease in MHC-2 expression at 50 uM incubated with LPS for 1 hr followed by compound addition measured after 24 hrs by flow cytometry2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID1362745Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS/IFNgamma-induced NO production by measuring NO levels incubated with LPS/IFNgamma for 1 hr followed by compound addition measured after 48 hrs by Griess assay (Rvb = 55 +/- 2.2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID1362749Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced IL-12 production by measuring IL-12 levels incubated with LPS for 1 hr followed by compound addition measured after 48 hrs by ELISA (Rvb = 4839.2 +/- 2.2 pg/ml)2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID1362748Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced IL-6 production by measuring IL-6 levels incubated with LPS for 1 hr followed by compound addition measured after 48 hrs by ELISA (Rvb = 2.9 +/- 0.3 ng/ml)2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID1362750Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced TNFalpha production by measuring TNFalpha levels incubated with LPS for 1 hr followed by compound addition measured after 48 hrs by ELISA (Rvb = 58.6 +/- 7.4 ng/ml)2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID674916Antioxidant activity assessed as singlet 1O2 oxygen quenching activity after 2 mins by EPR spectrometry2012Bioorganic & medicinal chemistry letters, Sep-01, Volume: 22, Issue:17
The antioxidant effect of imine resveratrol analogues.
AID1362753Immunomodulatory activity in LPS-stimulated mouse RAW264.7 cells assessed as decrease in CD80 expression at 50 uM incubated with LPS for 1 hr followed by compound addition measured after 24 hrs by flow cytometry2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID1362751Antiproliferative activity against Con-A-induced T cells isolated from splenocytes of C57/BL6 mouse at 50 uM incubated with Con-A for 1 hr followed by compound addition measured after 72 hrs by MTT assay2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID1362744Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins by spectrophotometric method2018Bioorganic & medicinal chemistry, 09-15, Volume: 26, Issue:17
In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues.
AID1060589Inhibition of amyloid beta (1 to 42) (unknown origin) self-induced aggregation at 20 uM after 46 to 48 hrs by thioflavin-T based fluorometric assay2014European journal of medicinal chemistry, Jan, Volume: 71Design, synthesis and biological evaluation of imine resveratrol derivatives as multi-targeted agents against Alzheimer's disease.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (10.00)18.2507
2000's0 (0.00)29.6817
2010's8 (80.00)24.3611
2020's1 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.92

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

MetricThis Compound (vs All)
Research Demand Index11.92 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.92)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (10.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (90.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]