Page last updated: 2024-12-05

ethyl propiolate

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

Description

Ethyl propiolate is a versatile building block in organic synthesis, known for its reactivity due to the presence of an acetylenic group. It can be synthesized via various methods, including the reaction of propargyl alcohol with ethyl chloroformate or the dehydrohalogenation of ethyl 2-bromopropionate. The compound exhibits diverse reactivity, undergoing reactions such as nucleophilic additions, cycloadditions, and metal-catalyzed coupling reactions. Ethyl propiolate is commonly used in the synthesis of heterocycles, natural products, and pharmaceuticals. Its reactivity and versatility make it a valuable tool in drug discovery and development, with research focused on exploring its potential in various therapeutic areas.'

ethyl propiolate : The ethyl ester of prop-2-ynoic acid. [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 CID12182
CHEMBL ID53384
CHEBI ID51740
MeSH IDM0540672

Synonyms (54)

Synonym
ai3-37704
nsc 60551
unii-w235g5u52s
w235g5u52s ,
einecs 210-795-8
BB 0258015
propiolic acid, ethyl ester
2-propynoic acid, ethyl ester
ethyl propynoate
623-47-2
ethyl propiolate
nsc60551
ethyl 2-propynoate
nsc-60551
ethyl acetylenecarboxylate
(ethoxycarbonyl)acetylene
ethyl propiolate, 99%
ethyl prop-2-ynoate
CHEBI:51740 ,
propiolic acid ethyl ester
CHEMBL53384
propynoic acid ethyl ester
FT-0695777
P0529
ethyl propargylate
propargylic acid ethyl ester
2-propynoic acid ethyl ester
A833725
AKOS005173738
FT-0625791
AM20100525
ethyl propiolate [mi]
ethyl acetylenemonocarboxylate
ethyl propioloate
ethanol propiolate
ethyl propio late
ethyl propio-late
ethyl-2-propynate
STR01248
ethyl propiolate;
mfcd00009184
DTXSID80211359
J-521279
J-802201
F0001-1671
BBL104247
CS-0015842
31762-50-2
Q27122726
ethyl propalate
STL197580
prop-2-ynoic acid ethyl ester
EN300-20562
Z104478880
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
ynoate esterAn alpha,beta-unsaturated carboxylic ester of general formula R(1)C#C-C(=O)OR(2) (R(2) =/= H) in which the ester C=O function is conjugated to a C#C triple bond at the alpha,beta position.
terminal acetylenic compoundAn acetylenic compound which a carbon of the C#C moiety is attached to a hydrogen atom.
ethyl esterAny carboxylic ester resulting from the formal condensation of the carboxy group of a carboxylic acid with ethanol.
[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 (4)

Assay IDTitleYearJournalArticle
AID1466498Glutathione reactivity assessed as rate constant for total GSH loss by UV-vis spectrophotometric method2017Bioorganic & medicinal chemistry letters, 06-01, Volume: 27, Issue:11
Synthesis, structural characterization and biological activity of novel Knoevenagel condensates on DLD-1 human colon carcinoma.
AID1469819Glutathione reactivity of the compound in DMSO and phosphate buffer assessed as second order rate constant for adduct formation2017Journal of medicinal chemistry, 02-09, Volume: 60, Issue:3
Covalent Modifiers: A Chemical Perspective on the Reactivity of α,β-Unsaturated Carbonyls with Thiols via Hetero-Michael Addition Reactions.
AID174708Gastric cytoprotective activity in male wistar rat1997Journal of medicinal chemistry, Jun-06, Volume: 40, Issue:12
Structure-cytoprotective activity relationship of simple molecules containing an alpha,beta-unsaturated carbonyl system.
AID1469829Toxicity in Tetrahymena pyriformis assessed as growth inhibition after 48 hrs2017Journal of medicinal chemistry, 02-09, Volume: 60, Issue:3
Covalent Modifiers: A Chemical Perspective on the Reactivity of α,β-Unsaturated Carbonyls with Thiols via Hetero-Michael Addition Reactions.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (11.11)18.2507
2000's2 (22.22)29.6817
2010's6 (66.67)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: 39.41

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 Index39.41 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index5.03 (4.65)
Search Engine Demand Index50.82 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (39.41)

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]