CHEBI:2943 - azafenidin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name azafenidin
ChEBI ID CHEBI:2943
Definition A triazolopyridine that is 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one which is substituted at position 2 by a 2,4-dichloro-5-(prop-2-yn-1-yloxy)phenyl group. A protoporphyrinogen oxidase inhibitor, it is used as a herbicide to control weeds in fruit crops such as pineapple, citrus, melons, and grapes. Not approved for use within the European Union.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C15H13Cl2N3O2
Net Charge 0
Average Mass 338.189
Monoisotopic Mass 337.038
InChI InChI=1S/C15H13Cl2N3O2/c1-2-7-22-13-9-12(10(16)8-11(13)17)20-15(21)19-6-4-3-5-14(19)18-20/h1,8-9H,3-7H2
InChIKey XOEMATDHVZOBSG-UHFFFAOYSA-N
SMILES C1CCC=2N(C1)C(=O)N(N2)C3=CC(=C(C=C3Cl)Cl)OCC#C
Roles Classification
Biological Role(s): EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor
An EC 1.3.3.* (oxidoreductase acting on donor CH-CH group with oxygen as acceptor) inhibitor that interferes with the action of protoporphyrinogen oxidase (EC 1.3.3.4).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing azafenidin (CHEBI:2943) has role EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor (CHEBI:73192)
azafenidin (CHEBI:2943) is a dichlorobenzene (CHEBI:23697)
azafenidin (CHEBI:2943) is a terminal acetylenic compound (CHEBI:73477)
azafenidin (CHEBI:2943) is a triazolopyridine (CHEBI:46746)
IUPAC Name
2-[2,4-dichloro-5-(prop-2-yn-1-yloxy)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one
Synonyms Sources
2-(2,4-dichloro-5-prop-2-ynyloxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one Alan Wood's Pesticides
azafénidine ChEBI
DPX-R6447 ChEBI
Brand Names Sources
Evolus ChEBI
Milestone ChEBI
Manual Xrefs Databases
47 PPDB
azafenidin Alan Wood's Pesticides
BE862884 Patent
C10895 KEGG COMPOUND
US4213773 Patent
View more database links
Registry Numbers Types Sources
564690 Reaxys Registry Number Reaxys
68049-83-2 CAS Registry Number KEGG COMPOUND
68049-83-2 CAS Registry Number ChemIDplus
68049-83-2 CAS Registry Number Alan Wood's Pesticides
Citations Waiting for Citations Types Sources
IND21961593 Agricola citation Europe PMC
IND21962446 Agricola citation Europe PMC
IND22013902 Agricola citation Europe PMC
IND601309382 Agricola citation Europe PMC
Last Modified
17 August 2017