CHEBI:133237 - indaziflam

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ChEBI Name indaziflam
Definition A diastereoisomeric mixture of the two fluoroethyl diastereoisomers of N-(2,6-dimethylindan-1-yl)-6-(1-fluoroethyl)-1,3,5-triazine-2,4-diamine in which the indane moiety has 1R,2S configuration. A cellulose biosynthesis inhibitor, it is used as a pre-emergence herbicide for the control of annual grasses and broad-leaved weeds in citrus, grapes, fruit trees, Christmas tree farms, lawns and sports fields. The two diastereoisomers have very similar biological activity; commercial material is a 95:5 mixture of the (1R,2S,fluoroethyl-R) and (1R,2S,fluoroethyl-S) diastereoisomers.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C16H20FN5
Net Charge 0
Average Mass 301.363
Monoisotopic Mass 301.170
InChI InChI=1S/C16H20FN5/c1-8-4-5-11-7-9(2)13(12(11)6-8)19-16-21-14(10(3)17)20-15(18)22-16/h4-6,9-10,13H,7H2,1-3H3,(H3,18,19,20,21,22)/t9-,10?,13+/m0/s1
SMILES N1=C(N=C(N=C1C(C)F)N)N[C@@]2([C@H](CC3=C2C=C(C=C3)C)C)[H]
Roles Classification
Biological Role(s): cellulose synthesis inhibitor
An pathway inhibitor that inhibits the synthesis of cellulose.
Application(s): herbicide
A substance used to destroy plant pests.
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ChEBI Ontology
Outgoing indaziflam (CHEBI:133237) has part N-[(1R,2S)-2,6-dimethyindan-1-yl]-6-[(1R)-1-fluoroethyl]-1,3,5-triazine-2,4-diamine (CHEBI:133238)
indaziflam (CHEBI:133237) has part N-[(1R,2S)-2,6-dimethyindan-1-yl]-6-[(1S)-1-fluoroethyl]-1,3,5-triazine-2,4-diamine (CHEBI:133239)
indaziflam (CHEBI:133237) has role cellulose synthesis inhibitor (CHEBI:63958)
indaziflam (CHEBI:133237) has role herbicide (CHEBI:24527)
indaziflam (CHEBI:133237) is a diastereoisomeric mixture (CHEBI:60915)
Synonyms Sources
indaziflame ChEBI
N-[(1R,2S)-2,3-dihydro-2,6-dimethyl-1H-inden-1-yl]-6-(1-fluoroethyl)-1,3,5-triazine-2,4-diamine Alan Wood's Pesticides
N2-[(1R,2S)-2,3-dihydro-2,6-dimethyl-1H-inden-1-yl]-6-[(1RS)-1-fluoroethyl]-1,3,5-triazine-2,4-diamine Alan Wood's Pesticides
N2-[(1R,2S)-2,6-dimethyl-2,3-dihydro-1H-inden-1-yl]-6-[(1Ξ)-1-fluoroethyl]-1,3,5-triazine-2,4-diamine Alan Wood's Pesticides
Brand Names Sources
Alion ChEBI
DuraZone ChEBI
Esplanade ChEBI
Specticle ChEBI
Manual Xref Database
indaziflam Alan Wood's Pesticides
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Registry Numbers Types Sources
20920435 Reaxys Registry Number Reaxys
950782-86-2 CAS Registry Number Alan Wood's Pesticides
950782-86-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
25077797 PubMed citation Europe PMC
25190558 PubMed citation Europe PMC
25950921 PubMed citation Europe PMC
27108479 PubMed citation Europe PMC
IND44616460 Agricola citation Europe PMC
IND601309677 Agricola citation Europe PMC
IND601311638 Agricola citation Europe PMC
IND601311661 Agricola citation Europe PMC
IND601311692 Agricola citation Europe PMC
IND601311770 Agricola citation Europe PMC
IND601311803 Agricola citation Europe PMC
IND604817642 Agricola citation Europe PMC
IND604817664 Agricola citation Europe PMC
Last Modified
30 October 2016
General Comment
2016-10-26 See also DOI: 10.1021/bk-2015-1204.ch017