Page last updated: 2024-12-05

3,5-dibromosalicylaldehyde

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

Description

3,5-Dibromosalicylaldehyde is a synthetic organic compound that has found use as a precursor in the preparation of various organic molecules. Its synthesis typically involves bromination of salicylaldehyde with bromine in the presence of a suitable catalyst. Research has explored its potential applications in diverse fields including pharmaceutical chemistry and material science. It has been investigated for its ability to form complexes with metal ions, which can be used for various purposes. Additionally, it serves as a building block for the synthesis of other bioactive compounds. Its importance stems from its versatile reactivity and ability to be incorporated into various synthetic pathways.'
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3,5-dibromosalicylaldehyde: structure in Merck Index, 9th ed, #2995 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID7024
CHEMBL ID229251
SCHEMBL ID2120180
MeSH IDM0102332

Synonyms (53)

Synonym
AC-15254
dalyde
benzaldehyde,5-dibromo-2-hydroxy-
2-hydroxy-3,5-dibromobenzaldehyde
90-59-5
3,5-dibromosalicylaldehyde
3,5-dibromo-2-hydroxybenzaldehyde
3,5-dibromosalicylaldeyde
nsc6221
salicylaldehyde,5-dibromo-
nsc-6221
inchi=1/c7h4br2o2/c8-5-1-4(3-10)7(11)6(9)2-5/h1-3,11
nsc 6221
benzaldehyde, 3,5-dibromo-2-hydroxy-
brn 1424739
einecs 202-003-4
3,5-dibromosalicylaldehyde, 98%
STK198699
D0188
salicylaldehyde, 3,5-dibromo-
CHEMBL229251
AKOS000268598
A843591
2-[4-(dipropylsulfamoyl)benzoyl]oxybenzoic acid;3,5-dibromosalicylaldehyde
SCHEMBL2120180
7a260pbi3a ,
unii-7a260pbi3a
3-08-00-00188 (beilstein handbook reference)
FT-0614520
BBL023734
3,5-dibromo-salicylaldehyde
3,5-dibromo-2-hydroxybenzaldehyd
bdbm111000
us8614253, .3-31
3,5-dibromosalicylaldehyde [mi]
mfcd00003318
DTXSID1021796
J-511255
sr-01000883702
SR-01000883702-1
dembrexine hydrochloride monohydrate imp. c (ep); dembrexine imp. c (ep); 3,5-dibromo-2-hydroxybenzaldehyde; dembrexine hydrochloride monohydrate impurity c; dembrexine impurity c
BCP06387
SY036779
F15422
F0910-0109
4,6-dibromo-2-formylphenol; dalyde; nsc 6221
EN300-18188
9P-929
AMY31488
Q27266799
CS-0013288
Z57313905
PD139179
[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)
Serine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)IC50 (µMol)20.00000.04532.28609.9390AID1140864
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (20)

Processvia Protein(s)Taxonomy
endothelial cell proliferationSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
mRNA catabolic processSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
protein phosphorylationSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
regulation of macroautophagySerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
positive regulation of RNA splicingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
cellular response to unfolded proteinSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
response to endoplasmic reticulum stressSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
cellular response to vascular endothelial growth factor stimulusSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
peptidyl-serine autophosphorylationSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
IRE1-mediated unfolded protein responseSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
positive regulation of JUN kinase activitySerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
protein autophosphorylationSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
mRNA splicing, via endonucleolytic cleavage and ligationSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to endoplasmic reticulum stressSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
cellular response to hydrogen peroxideSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
cellular response to glucose stimulusSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
positive regulation of endoplasmic reticulum unfolded protein responseSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
insulin metabolic processSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
positive regulation of vascular associated smooth muscle cell proliferationSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
peptidyl-serine trans-autophosphorylationSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (14)

Processvia Protein(s)Taxonomy
magnesium ion bindingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
RNA endonuclease activitySerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
protein serine/threonine kinase activitySerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
platelet-derived growth factor receptor bindingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
protein bindingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
ATP bindingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
enzyme bindingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
Hsp70 protein bindingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
identical protein bindingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
protein homodimerization activitySerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
ADP bindingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
Hsp90 protein bindingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
protein serine kinase activitySerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
unfolded protein bindingSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Processvia Protein(s)Taxonomy
nuclear inner membraneSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
cytoplasmSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
mitochondrionSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
endoplasmic reticulumSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
endoplasmic reticulum membraneSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
Ire1 complexSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
AIP1-IRE1 complexSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
IRE1-TRAF2-ASK1 complexSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
IRE1-RACK1-PP2A complexSerine/threonine-protein kinase/endoribonuclease IRE1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID288818Cytotoxicity against BAEC after 2 days by MTT assay2007Bioorganic & medicinal chemistry, Aug-01, Volume: 15, Issue:15
Antiangiogenic versus cytotoxic activity in analogues of aeroplysinin-1.
AID288819Effect on tube formation of BAEC assessed as sprouting inhibition after 48 hrs2007Bioorganic & medicinal chemistry, Aug-01, Volume: 15, Issue:15
Antiangiogenic versus cytotoxic activity in analogues of aeroplysinin-1.
AID1140864Inhibition of human recombinant puritin-His-tagged IRE-1 RNase expressed in SF21 cells using XBP-1 RNA stem loop as substrate incubated for 30 mins prior to substrate addition measured after 2 hrs by FRET-suppression assay2014Journal of medicinal chemistry, May-22, Volume: 57, Issue:10
Synthesis of novel tricyclic chromenone-based inhibitors of IRE-1 RNase activity.
AID288820Ratio of MIC for BAEC sprouting to IC50 for BAEC2007Bioorganic & medicinal chemistry, Aug-01, Volume: 15, Issue:15
Antiangiogenic versus cytotoxic activity in analogues of aeroplysinin-1.
[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's2 (40.00)29.6817
2010's2 (40.00)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: 23.12

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

MetricThis Compound (vs All)
Research Demand Index23.12 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.12)

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]