Page last updated: 2024-09-24

ethyl-3-(n-n-butyl-n-acetyl)aminopropionate

Description

ethyl-3-(N-n-butyl-N-acetyl)aminopropionate: an insect repellent; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID104150
CHEMBL ID2230259
CHEBI ID81991
SCHEMBL ID16475
MeSH IDM0435030

Synonyms (64)

Synonym
n-acetyl-n-butyl-.beta.-alanine ethyl ester
insect repellent m 3535
repellent 3535
ethyl butylacetylaminopropionate
52304-36-6
ethyl n-acetyl-n-butyl-|a-alaninate
ethyl 3-[acetyl(butyl)amino]propanoate
ethyl 3-(n-butylacetamido)propionate
C18830
NCGC00255638-01
dtxsid9035753 ,
cas-52304-36-6
tox21_301772
dtxcid7015753
ethyl n-acetyl-n-butyl-beta-alaninate
n-acetyl-n-butyl-beta-alanine ethyl ester
ethyl-3-(n-n-butyl-n-acetyl)aminopropionate
3-(n-n-butyl-n-acetyl)aminopropionic acid ethyl ester
einecs 257-835-0
ir 3535
ebaap
ai 3-70763
baape
eus 26-15
merck 3535
unii-65gqa237eh
hsdb 8318
ir3535
quwenzhi
65gqa237eh ,
n-acetyl-n-butyl-beta-alanine, ethyl ester
beta-alanine, n-acetyl-n-butyl-, ethyl ester
FT-0630653
AKOS015914988
insect repellent 3535
ethyl butylacetylaminopropionate [jan]
ethyl-3-(n-butylacetamido)propionate
ethyl butylacetylaminopropionate [inci]
ethyl butylacetylaminopropionate [mi]
ir-3535
3-(n-butyl-n-acetyl)-aminopropionic acid ethyl ester
SCHEMBL16475
CHEMBL2230259
chebi:81991 ,
3-(n,n-butyl-n-acetyl)aminopropionic acid ethyl ester
Q-201664
3-[n-n-butyl-n-acetyl]aminopropionic acid ethyl ester, aldrichcpr
DTXSID00241810 ,
ethyl 3-(n-butylacetamido)propanoate
ethyl butylacetylaminopropionate, pestanal(r), analytical standard
3-[n-n-butyl-n-acetyl]aminopropionic acid-ethyl ester
ethyl butylacetylaminopropanoate
DS-3340
Q5973365
mfcd00214076
ethyl butylacetylaminopropionate (jan)
D11818
D97457
CS-0152121
ir3535 (ethyl 3-(n-utylacetamido)propanoate)
ethyl 3-
dtxcid30164301
ethyl 3-(n-acetyl-n-butylamino)propionate
aquax repellent

Drug Classes (3)

ClassDescription
tertiary carboxamideA carboxamide resulting from the formal condensation of a carboxylic acid with a secondary amine; formula RC(=O)NHR(1)R(2).
acetamidesCompounds with the general formula RNHC(=O)CH3.
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]

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency0.34380.003041.611522,387.1992AID1159552
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency61.64480.001024.504861.6448AID743215
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency54.94100.023723.228263.5986AID743223
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1081894Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 2 hr post compound exposure at 0.0002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081886Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 4 hr post compound exposure at 0.2 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081893Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 2 hr post compound exposure at 0.002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081889Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 4 hr post compound exposure at 0.0002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081887Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 4 hr post compound exposure at 0.02 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081892Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 2 hr post compound exposure at 0.02 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081891Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 2 hr post compound exposure at 0.2 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081895Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 2 hr post compound exposure at 0.00002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081890Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 4 hr post compound exposure at 0.00002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
AID1081888Repellent activity against Tribolium castaneum (red flour beetle) assessed as induction of repellency measured 4 hr post compound exposure at 0.002 uL/cm2 using 15% compound formulation2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (53)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (1.89)18.7374
1990's0 (0.00)18.2507
2000's20 (37.74)29.6817
2010's25 (47.17)24.3611
2020's7 (13.21)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials4 (7.41%)5.53%
Reviews3 (5.56%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other47 (87.04%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research Highlights

Safety/Toxicity (1)

ArticleYear
Developmental and cardiac toxicity assessment of Ethyl 3-(N-butylacetamido) propanoate (EBAAP) in zebrafish embryos.
Aquatic toxicology (Amsterdam, Netherlands), Volume: 261
2023
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioavailability (1)

ArticleYear
Developmental and cardiac toxicity assessment of Ethyl 3-(N-butylacetamido) propanoate (EBAAP) in zebrafish embryos.
Aquatic toxicology (Amsterdam, Netherlands), Volume: 261
2023
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Dosage (4)

ArticleYear
Cellular and molecular basis of IR3535 perception in Drosophila.
Pest management science, Volume: 78, Issue: 2
2022
Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.
Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue: 5
2011
Prolonged efficacy of IR3535 repellents against mosquitoes and blacklegged ticks in North America.
Journal of medical entomology, Volume: 45, Issue: 4
2008
Field evaluation of the efficacy and persistence of insect repellents DEET, IR3535, and KBR 3023 against Anopheles gambiae complex and other Afrotropical vector mosquitoes.
Transactions of the Royal Society of Tropical Medicine and Hygiene, Volume: 98, Issue: 11
2004
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]