Page last updated: 2024-12-06

n-butylboronic acid

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

n-Butylboronic acid is an organoboron compound with the formula CH3(CH2)3B(OH)2. It is a colorless solid that is soluble in water and organic solvents. n-Butylboronic acid is used as a reagent in organic synthesis, particularly in Suzuki-Miyaura coupling reactions, which are used to form carbon-carbon bonds. The compound is typically prepared by reacting n-butyllithium with trimethyl borate followed by hydrolysis. n-Butylboronic acid is a versatile reagent that has been used in the synthesis of a wide variety of organic compounds, including pharmaceuticals, natural products, and polymers. Its importance lies in its ability to facilitate the formation of new carbon-carbon bonds, which are essential for the construction of complex molecules. Research on n-Butylboronic acid focuses on developing new and efficient synthetic methods, exploring its applications in different areas of chemistry, and improving its stability and reactivity.'

Cross-References

ID SourceID
PubMed CID20479
CHEMBL ID31962
SCHEMBL ID15975
MeSH IDM0096259

Synonyms (43)

Synonym
1-butaneboronic acid
BUB ,
1-butane boronic acid
inchi=1/c4h11bo2/c1-2-3-4-5(6)7/h6-7h,2-4h2,1h3
qpkfvrwiisevcw-uhfffaoysa-
DB02664
butylboronic acid, 97%
butylboronic acid
B0529
CHEMBL31962 ,
butyl boronic acid
4426-47-5
bdbm50067884
A19498
AKOS005254957
NCGC00249446-01
1-butylboronic acid
n-butylboronic acid ,
BCP9000049
n-butylboronate
1-butyldihydroxyborane
butaneboronic acid
einecs 224-607-7
FT-0635287
n-butane boronic acid
n-butyl boronic acid
4-butylboronic acid
n-butaneboronic acid
SCHEMBL15975
W-106206
STR06559
boronic acid, butyl-
mfcd00002106
DTXSID90196087
CS-W000932
butylboronic acid, for gc derivatization, >=96.0% (t)
F0001-1206
BCP22759
SY012742
Q27093616
EN300-179386
1-butylboronicacid
Z1147227739

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Cationic dendrimers are widely used as nonviral gene vectors, however, current gene materials based on dendrimers are either little effective or too toxic on the transfected cells."( Clustering Small Dendrimers into Nanoaggregates for Efficient DNA and siRNA Delivery with Minimal Toxicity.
Cheng, Y; Liu, C; Shao, N; Wang, Y, 2016
)
0.43
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Beta-lactamaseEscherichia coli K-12Ki100.00000.02703.64137.3000AID38398
Aminopeptidase NHomo sapiens (human)Ki10.00000.00081.956910.0000AID467027
Succinyl-diaminopimelate desuccinylaseHaemophilus influenzae Rd KW20IC50 (µMol)10,000.00003.30003.30003.3000AID467024
Angiotensin-converting enzymeRattus norvegicus (Norway rat)Ki100.00000.00011.96427.3000AID38398
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (7)

Processvia Protein(s)Taxonomy
antibiotic catabolic processBeta-lactamaseEscherichia coli K-12
response to antibioticBeta-lactamaseEscherichia coli K-12
angiogenesisAminopeptidase NHomo sapiens (human)
cell differentiationAminopeptidase NHomo sapiens (human)
symbiont entry into host cellAminopeptidase NHomo sapiens (human)
proteolysisAminopeptidase NHomo sapiens (human)
peptide catabolic processAminopeptidase NHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
beta-lactamase activityBeta-lactamaseEscherichia coli K-12
hydrolase activityBeta-lactamaseEscherichia coli K-12
virus receptor activityAminopeptidase NHomo sapiens (human)
aminopeptidase activityAminopeptidase NHomo sapiens (human)
metallopeptidase activityAminopeptidase NHomo sapiens (human)
signaling receptor activityAminopeptidase NHomo sapiens (human)
metalloaminopeptidase activityAminopeptidase NHomo sapiens (human)
zinc ion bindingAminopeptidase NHomo sapiens (human)
peptide bindingAminopeptidase NHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
outer membrane-bounded periplasmic spaceBeta-lactamaseEscherichia coli K-12
periplasmic spaceBeta-lactamaseEscherichia coli K-12
extracellular spaceAminopeptidase NHomo sapiens (human)
lysosomal membraneAminopeptidase NHomo sapiens (human)
endoplasmic reticulum-Golgi intermediate compartmentAminopeptidase NHomo sapiens (human)
plasma membraneAminopeptidase NHomo sapiens (human)
external side of plasma membraneAminopeptidase NHomo sapiens (human)
secretory granule membraneAminopeptidase NHomo sapiens (human)
extracellular exosomeAminopeptidase NHomo sapiens (human)
cytoplasmAminopeptidase NHomo sapiens (human)
plasma membraneAminopeptidase NHomo sapiens (human)
extracellular spaceAminopeptidase NHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID1801062PVdQ Inhibition Assay from Article 10.1021/bi501086s: \\n-Alkylboronic acid inhibitors reveal determinants of ligand specificity in the quorum-quenching and siderophore biosynthetic enzyme PvdQ.\\2014Biochemistry, Oct-28, Volume: 53, Issue:42
n-Alkylboronic acid inhibitors reveal determinants of ligand specificity in the quorum-quenching and siderophore biosynthetic enzyme PvdQ.
AID1802941Urease Inhibition Assay from Article 10.3109/14756360903468155: \\Inhibition studies of soybean (Glycine max) urease with heavy metals, sodium salts of mineral acids, boric acid, and boronic acids.\\2010Journal of enzyme inhibition and medicinal chemistry, Oct, Volume: 25, Issue:5
Inhibition studies of soybean (Glycine max) urease with heavy metals, sodium salts of mineral acids, boric acid, and boronic acids.
AID467027Inhibition of AAP2009Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22
Inhibitors of bacterial N-succinyl-L,L-diaminopimelic acid desuccinylase (DapE) and demonstration of in vitro antimicrobial activity.
AID38398Inhibitory activity against Escherichia coli AmpC beta-lactamase.1998Journal of medicinal chemistry, Nov-05, Volume: 41, Issue:23
Structure-based enhancement of boronic acid-based inhibitors of AmpC beta-lactamase.
AID467024Inhibition of Haemophilus influenzae recombinant DapE2009Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22
Inhibitors of bacterial N-succinyl-L,L-diaminopimelic acid desuccinylase (DapE) and demonstration of in vitro antimicrobial activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (22)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (27.27)18.7374
1990's7 (31.82)18.2507
2000's3 (13.64)29.6817
2010's6 (27.27)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: 11.35

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 Index11.35 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index4.53 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.35)

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%
Other23 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]