Page last updated: 2024-12-05

pyrrole-2-carboxaldehyde

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

Description

Pyrrole-2-carboxaldehyde is an important building block in organic synthesis. It is typically synthesized through the Vilsmeier-Haack formylation reaction, which involves the reaction of pyrrole with a Vilsmeier reagent. This compound has been studied extensively for its potential applications in the synthesis of various heterocyclic compounds, natural products, and pharmaceuticals. It is also of interest in material science, with potential applications in the development of new conductive polymers and organic electronic devices. The compound exhibits biological activity, with studies exploring its anti-inflammatory and antimicrobial properties. It is used as a precursor for the preparation of several bioactive molecules. The study of pyrrole-2-carboxaldehyde is driven by its versatility as a synthetic intermediate and its potential applications in various fields.'

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

pyrrole-2-carboxaldehyde : A pyrrole carrying a formyl substituent at the 2-position. [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 CID13854
CHEMBL ID2229658
CHEBI ID59978
MeSH IDM0145956

Synonyms (78)

Synonym
AC-4316
nsc 112885
einecs 213-705-5
unii-068tsm6s6p
068tsm6s6p ,
nsc 66394
ai3-35104
nsc66394
nsc-66394
nsc-112885
2-formylpyrrole
pyrrole-2-carboxaldehyde
2-pyrrolecarboxaldehyde
1h-pyrrole-2-carboxaldehyde
1003-29-8
nsc112885
pyrrole-2-aldehyde
2-pyrrolylcarboxaldehyde
inchi=1/c5h5no/c7-4-5-2-1-3-6-5/h1-4,6
1h-pyrrole-2-carbaldehyde
STK320567
pyrrole-2-carboxaldehyde, 98%
2-carboxaldehyde-1h-pyrrole
pyrrole-2-carbaldehyde
alpha-pyrrolaldehyde
pyrrol-2-carboxaldehyde
2-pyrrolcarbaldehyde
1(h)-pyrrole carboxaldehyde
1-pyrrole-2-carboxaldehyde
1h-pyrrole-2-carboxyaldehyde
2-pyrrolaldehyde
2-pyrrolecarbaldehyde
CHEBI:59978 ,
2-pyrrole aldehyde
FT-0660920
P1246
BRD-K20608729-001-01-9
AKOS000120434
254729-95-8
2-formyl-1h-pyrrole
BP-10720
FT-0603764
AM20070639
AB00388
EPITOPE ID:136032
CHEMBL2229658
pyrrole-2-formaldehyde
DTXSID3061392
pyrrole 2-carboxaldehyde
pyrrole aldehyde
pyrrol-2-aldehyde
2-formyl-pyrrole
pyrrole-carboxaldehyde
2-pyrrole carbaldehyde
pyrrole carboxaldehyde
pyrrol-2-carbaldehyde
2-pyrrolcarboxaldehyde
formyl-pyrrole
1h-pyrrole-2-carbaldehyde #
.alpha.-pyrrolaldehyde
STR01055
Q-101975
F0001-2423
PS-9355
mfcd00005217
1h-pyrrolecarboxaldehyde
CS-D0925
1( h)-pyrrole carboxaldehyde
pyrrole-2-carboxaldehyde (8ci)
SY001497
Z104478580
Q27127003
BCP13856
EN300-20526
2-pyrrole carboxaldehyde
SB62018
1h-pyrrole-2-carboxaldehyde,radical ion(1-) (9ci)
HY-77817
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
pyrrolesAn azole that includes only one N atom and no other heteroatom as a part of the aromatic skeleton.
1,3-thiazole-2-carbaldehyde
[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]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Proline racemaseAcetoanaerobium sticklandiiKi5.80005.80005.80005.8000AID1061079
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID1530048Inhibition of Streptococcus pyogenes SrtA deltaN81 mutant expressed in Escherichia coli BL21(DE3) at 100 uM using Abz-LPETA-Dap(Dnp) as substrate preincubated for 10 mins followed by substrate addition measured every min for 2.5 hrs by fluorimetric assay 2019European journal of medicinal chemistry, Jan-01, Volume: 161Identification of potential antivirulence agents by substitution-oriented screening for inhibitors of Streptococcus pyogenes sortase A.
AID1061079Competitive inhibition of N-terminal 6xHis-tagged Clostridium sticklandii ATCC 12662 proline racemase expressed in Escherichia coli BL21(DE3) using L/D-proline as substrate2014Bioorganic & medicinal chemistry letters, Jan-01, Volume: 24, Issue:1
Inhibition of serine and proline racemases by substrate-product analogues.
AID1082888Nematicidal activity against Meloidogyne incognita (root-knot nematode) juveniles J2 assessed as paralysis after 1 day2012Journal of agricultural and food chemistry, Aug-01, Volume: 60, Issue:30
Nematicidal activity of 2-thiophenecarboxaldehyde and methylisothiocyanate from caper (Capparis spinosa) against Meloidogyne incognita.
AID1061078Inhibition of Clostridium sticklandii ATCC 12662 proline racemase using L-proline as substrate at 0.36 mM relative to control2014Bioorganic & medicinal chemistry letters, Jan-01, Volume: 24, Issue:1
Inhibition of serine and proline racemases by substrate-product analogues.
AID1082889Nematicidal activity against Meloidogyne incognita (root-knot nematode) juveniles J2 assessed as paralysis after 1 hr2012Journal of agricultural and food chemistry, Aug-01, Volume: 60, Issue:30
Nematicidal activity of 2-thiophenecarboxaldehyde and methylisothiocyanate from caper (Capparis spinosa) against Meloidogyne incognita.
AID1573603Inhibition of NO711 binding to mouse GAT1 expressed in HEK293 cell membranes assessed as residual binding at 1 uM preincubated for 4 hrs followed by NO711 addition and measured after 40 mins by LC-ESI-MS/MS analysis relative to control2018Journal of medicinal chemistry, 11-21, Volume: 61, Issue:22
Novel Allosteric Ligands of γ-Aminobutyric Acid Transporter 1 (GAT1) by MS Based Screening of Pseudostatic Hydrazone Libraries.
AID1544945Inhibition of NO711 binding to mouse GAT1 expressed in HEK293 cell membranes assessed as residual binding at 1 uM incubated for 4 hrs in presence of NO711 by LC-ESI-MS/MS analysis relative to control2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Application of the concept of oxime library screening by mass spectrometry (MS) binding assays to pyrrolidine-3-carboxylic acid derivatives as potential inhibitors of γ-aminobutyric acid transporter 1 (GAT1).
AID1061077Inhibition of Clostridium sticklandii ATCC 12662 proline racemase L-proline as substrate at 57 mM relative to control2014Bioorganic & medicinal chemistry letters, Jan-01, Volume: 24, Issue:1
Inhibition of serine and proline racemases by substrate-product analogues.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (31)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (3.23)18.7374
1990's1 (3.23)18.2507
2000's9 (29.03)29.6817
2010's17 (54.84)24.3611
2020's3 (9.68)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 36.95

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 Index36.95 (24.57)
Research Supply Index3.50 (2.92)
Research Growth Index5.60 (4.65)
Search Engine Demand Index46.22 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (36.95)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (3.13%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other31 (96.88%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]