CHEBI:7071 - N,N-diethyl-m-toluamide

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ChEBI Name N,N-diethyl-m-toluamide
ChEBI ASCII Name N,N-diethyl-m-toluamide
Definition A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of m-toluic acid with the nitrogen of diethylamine. First developed by the U.S. Army in 1946 for use by military personnel in insect-infested areas, it is the most widely used insect repellent worldwide.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:21448
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Formula C12H17NO
Net Charge 0
Average Mass 191.26950
Monoisotopic Mass 191.131
InChI InChI=1S/C12H17NO/c1-4-13(5-2)12(14)11-8-6-7-10(3)9-11/h6-9H,4-5H2,1-3H3
SMILES CCN(CC)C(=O)c1cccc(C)c1
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): insect repellent
An insecticide that acts as a repellent to insects.
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ChEBI Ontology
Outgoing N,N-diethyl-m-toluamide (CHEBI:7071) has functional parent m-toluic acid (CHEBI:10589)
N,N-diethyl-m-toluamide (CHEBI:7071) has role environmental contaminant (CHEBI:78298)
N,N-diethyl-m-toluamide (CHEBI:7071) has role insect repellent (CHEBI:71692)
N,N-diethyl-m-toluamide (CHEBI:7071) has role xenobiotic (CHEBI:35703)
N,N-diethyl-m-toluamide (CHEBI:7071) is a benzamides (CHEBI:22702)
N,N-diethyl-m-toluamide (CHEBI:7071) is a monocarboxylic acid amide (CHEBI:29347)
INNs Sources
diethyltoluamide WHO MedNet
diéthyltoluamide WHO MedNet
diethyltoluamidum WHO MedNet
dietiltoluamida WHO MedNet
Synonyms Sources
3-methyl-N,N-diethylbenzamide ChemIDplus
deet ChEBI
diethyl toluamide ChemIDplus
Brand Names Sources
Autan ChemIDplus
Detamide ChemIDplus
Flypel ChemIDplus
m-Delphene NIST Chemistry WebBook
Metadelphene ChemIDplus
Muscol ChEBI
Off ChemIDplus
Off! ChEBI
Repel ChemIDplus
Manual Xrefs Databases
1190 PPDB
4418 DrugCentral
DE3 PDBeChem
DEET Wikipedia
diethyltoluamide Alan Wood's Pesticides
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Registry Numbers Types Sources
134-62-3 CAS Registry Number NIST Chemistry WebBook
134-62-3 CAS Registry Number ChemIDplus
2046711 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20797533 PubMed citation Europe PMC
20963476 PubMed citation Europe PMC
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25748344 PubMed citation Europe PMC
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Last Modified
21 June 2018