Pyridazinone

H 2N
N
N
C1 H
N

O
O
C Inhibition of
photosynthesis at PS II The World of Herbicides K1 Inhibition of
microtubule assembly K2 Inhibition of
microtubule organisation

According to HRAC classification on mode of action 2010

Cl O O H Cl
Desmedipham Cl

Benzoic acid
H N N
N O H O O O
Chloridazon/Pyrazon O
O
N O O
Br
O

Triazinones O Cl Cl
H N NO2 O
N N O
Bromacil
N O O H
Phenmedipham Phenylcarbamates S
Chlorthal-dimethyl = DCPA
F
F
N
N O
H
N

Carbamates
N N H H
N F O Cl
P
N O NO 2
O O H O H
O O H O NO2 Carbetamide N
O
Uracils
N O O NO2
N N O O
N N Hexazinone Lenacil O O S O O O S
H N S O O O N N O
N NH 2 N H N S Butamifos N Ethalfluralin
N O N N H N P
N Cl H N H N F F O H
O H F N H
O NH2 O N N H N O O H O N
S N O NO 2
Dinitroanilines
NO2
Triazolinone
O O O NO 2 Chlorpropham
O
Ureas Phosphoroamidates
N O O O

B
O S O O
Inhibition of ALS (branched) O Cyclosulfamuron Mesosulfuron-methyl O F F
N N N N S O O O NO 2
Amicarbazone N N Metamitron Terbacil H S O O O S O O O
F N
Butralin O O
N N + N N F N Amiprofos-methyl
N N N N N N F Na H N N N N
F
chain amino acid synth.)
H 2N H N O F F H N + N H2 N S N

C2
O H N F O Na H N
Cl HN N N Cl O H N O O NO 2 O
H S O O O O S O Propham
O O F O NO 2
O N S O O O S O O O Flupyrsulfuron O N Trifloxysulfuron-sodium NO 2 NO2
N N N N H Azimsulfuron N Primisulfuron-methyl S O O O Benefin = Benfluralin
Desmetryne Metribuzin Fenuron N N S O N N N -methyl-sodium S O O O F F
H H N N N N N Oryzalin
Br N O O H N H N N N H N F N F N O C H3 O
N N N N N N H N H N N F
H H H N O N F F H N F

Sulfonylureas
H Cl N H N
Br O H O F O O F F H2 N NO2 NO 2 N
Cl O O H OH
Pyridines
O Ethametsulfuron-methyl O F
HN O O N NO2
N N Cl O Amidosulfuron O S O O O S O O Metsulfuron-methyl Sulfosulfuron F
Atrazine Propazine O H O ON O N
O N N H N N O S O O O F
Chlorobromuron Metobromuron H Cl N O + O S O O O N N F Dinitramine Trifluralin
N N N N H N N H N H N S S N
N N N F Cl N H N N N N F F H Cl
H H N H H O H H N H N
N N O H N N Cl
S F H O N N NO2 F
S N N O Cl O H N O O F F
H F Imazamethabenz-methyl HO O O O O F Flamprop-m
NH N Bensulfuron-methyl O O O N N
O Foramsulfuron Prosulfuron Triflusulfuron-methyl F
Dimethametryn N N Terbuthylazine H Fluometuron (also F3) H O O S O O O S O O O S O O O Cl O F
O
N N N Neburon H Propanil N N N N N N N Dithiopyr Pendimethalin
N N H N N N N H N S O
N H H N O S N N
N N N H N H N N O
N N N H N N
Arylaminopropionic acid
S O F F O
Imidazolinones
O H H Cl O S O O H N N N O
Cl O O O O F O H
S N N O Cl
Amides
H HO O O O F F
N S O O Cl Cl O
N N N N Methabenzthiazuron H H Imazapyr O Ethoxysulfuron Nicosulfuron S O O O Triasulfuron S O O F Propyrisulfuron O
Ametryne Simetryne
Chlorotoluron O O N N S O O O N N N N
O N N Pentanochlor N H N N N N N N N Thiazopyr Tebutam
H N H N
N N N H H N H N H N N
N N N H H O N N O H N H
Cl H H Cl N N O O F F H N O Cl
H HO O F O O O O

N N
CN
Prometon N N Terbutryne O
H
N Isoproturon H Siduron
NO 2 Imazamox
N
N
O
Chlorimuron-ethyl
N N
O
S OO
N
O
Halosulfuron-methyl
N O
N S O O
H N
H N
N
O Pyrazosulfuron-ethyl
O
S O O
N N
O Tritosulfuron
Propyzamide = Pronamide
Benzamides
N O N O2N H H N H N
Sulfonylamino-carbonyl
N N N N N N Br N H N O N
H H Cl O O H N Cl N
H H S N O O O N
Cl Cl N Cl O S O +
HO N O O NaO O
CN
-triazolinones
HO O O S O O O F
N N Flazasulfuron Orthosulfamuron S O O O Tribenuron-methyl OO S N
Nitriles
Imazaquin

K3
N F O
Inhibition of cell division
Cyanazine N N Simazine O Br N S O O O N N N
Chloroxuron Metoxuron H N N N N F N
N Bromofenoxim (also M) O N N H N
N N S N H N H N O N O
N H O H N H
Acetamides
N N N N H N
(inhibition of VLCFAs)
N N H O
H H O N O O Na
+
N Br Br
Triazines N N O O O O O O O O
H N O HO O O O Flucarbazone-sodium O S N Napropamide
O O CN OH N Chlorsulfuron S O O O O S O N O
Prometryne N N Trietazine H Imazapic Imazosulfuron Rimsulfuron S O O O N N
H O N N N S OO H
O N N

C3
N N Isouron Tebuthiuron Bromoxynil (also M) N H N N N N O N O
O N H N
Oxyacetamides
N N N H O H N H N N F F
H H N N N O O H
Cl O Cl
O
O O
F O H N O N
Propoxycarbazone-sodium F N O
O O O
I I O O O Naproanilide F N N
O Thifensulfuron-methyl O O O O S
H Imazethapyr S O O O Flucetosulfuron S O O O Oxasulfuron F N N
Terbumeton N N H O OH HO N S O O O S N F S O O O
N N N N N N N N
Dimefuron H Monolinuron + N N
Cl N S O Ioxynil (also M)
H N N I Na N N
H N H N O F O
H N H N
Others
O H S O O Cl F
Cl N Cl O O N O O F
N O O O
Cl O O Iodosulfuron Na
+
Thiencarbazone-methyl N S N O
N N O Cl O Cl O O F S Diphenamid Flufenacet Pyroxasulfone
N N
Phenyl-pyridazines N N
Cl N -methyl-sodium Sulfometuron-methyl NH OH
S O N N
O Cinosulfuron S O N O O N O F N O
N S O N N
Diuron N N O Linuron Cl N N O O
N F N O N N N
O Bentazone Pyridafol H H N N N O
N O Cl
S N O Cl O O Cl
S H O F O O O O S
S O O O F F O S
O Dimethachlor Mefenacet N P Cafenstrole
O F N N H S N O N
O Cloransulam-methyl N N N Metosulam N Bispyribac-sodium Pyrimisulfan N S
O
O N P
Ethidimuron S O N N O O
S
O
O
O N S
Benzothiadiazinone
Pyridate N N O O Cl O
H F N O O O Cl
O
Triazolopyrimidines
F F O O Cl
F O Na
+
O O O Cl
O N Acetochlor N Metolachlor Anilofos N Piperophos
N N N
O Cl Florasulam N N N H Pyroxsulam O O Pyriftalid Cl S N O N S
S O N
N S N O O N O O
N N O N
F O O Cl
O O

E
H
Inhibition of
O N N O O Cl S O
Inhibition of
O

L
Cl F O O
O F O
N N F F O
N O Dimethenamid Pretilachlor N Thenylchlor
S O O O N
protoporphyrinogen oxidase
Diclosulam Penoxsulam Pyribenzoxim N Pyrithiobac-sodium

Diphenyl ethers
N
cellulose synthesis
N N N N O O
O O F O O O H
O O O Cl
+ NS F O O O Cl
Cl N H
O F
F Cl +
N O
Glycines Pyrimidinyl (thio) benzoates Alachlor
Cl
Propisochlor

D
O O Pyriminobac-methyl N N Pethoxamid
F O Flumetsulam N
O H
PS-I-electron diversion
N O
+ O O Cl
O CH P N O
Benzamide
M Uncoupler
F Na O O
3
O HO OH
F + Bifenox OH Halosafen OH O N
N O Cl
F O F O O O N
Cl Cl H
F
(membrane disruption)
Metazachlor Propachlor O
F N N N
O N F
Inhibition of
G
O Glyphosate
Alkylazines
Cl O Cl N N
O O O O H2N S
F
Chloroacetamides
Acifluorfen-sodium + Ethoxyfen-ethyl O O Isoxaben
N F
EPSP synthase
Cl + CI CI Cl Cl N N
O N O O
F O O
O O Butachlor N Fentrazamide N N NH2
+ + O F OH H N O H
Phenylpyrazoles
N N O N
Thiadiazoles
Cl F O P N F N H 2N
Cl Cl N NO2 HO OH N
Br O O Cl
Br O Br F O O O F
Tetrazolinones
Chlomethoxyfen F +
Lactofen N Chlorthiamid N N Triaziflam
N S S
O N F F O N (CH3)3 S+
Phosphinic acids
Diquat + + O Ipfencarbazone F F
N N N F NO2 OH
F O O F O
Cl Cl
Oxadiazoles N O
Cl F Cl
O
O O Dinoseb
NO2 Sulfosate
O
H
O CH3 H
CH3 OH
Nitriles CN
F
F Cl F
H CH3

Bipyridyliums N Fluazolate Fluoroglycofen-ethyl Fluthiacet-methyl N N N

O O Cl F +O
H3C P N Cl Cl Flupoxam H3 C
F OH H H
Dinitrophenols Glutamine
Paraquat O Cl N NH2 O H O N N

H
O Cl F F OH
O NN O F O NO2
Cl O
NO2 NH2
O O O
synthetase inhibition
Cl N H3C
O O O N S S O Dinoterb Bialaphos
Oxadiargyl Cl N Pyraflufen-ethyl H Oxyfluorfen N N Dichlobenil
N Indaziflam
F
Pyridine-carboxylic acids
N Cl N +O
N
F Cl N
N O O Cl
F O NO2 O O Cl Cl
O Cl F
Triazolinones O F NH2 O O

I
P OH
Triazolocarboxamide
F N DNOC OH Cl N OH
Azafenidin N N S Oxadiazon N Cl Fomesafen F N O Thidiazimin O Cl N O

F
N
O
S
NH
O
Cl
O
F
O
O
+
NH4
NH2
DHP-inhibition NH 2
Cl
O
Cl
NH 2
Cl
O HO O

Pyrimidinediones
F F O O Clopyralid Triclopyr Cl N
O O F O Glufosinate-ammonium
O OH OH
Bencarbazone F N O Cinidon-ethyl N Cl Benzfendizone F N Cl N Cl N
N F N Cl Cl
N F O O
Quinolinecarboxylic acids
A
O OH
Lipid synthesis inhibition
O O O O O NH 2
Carbamate
F O O
O F Cl Cl Cl Cl O O O Cl Cl
O F Cl Aminopyralid Picloram Cl Cl Quinclorac
O O F
(inhibition of ACCase) S O O
O H H2 N
S F
N O N OH
Carfentrazone-ethyl N N Flumiclorac-pentyl F O Butafenacil N SN O NO O N
O N F N O
H N O F O H
N N O N O O O O
O Cl HO O
O F O OH

O
F O F F Cl F

F Inhibition of pigment
F O S Fluroxypyr TBA
N N O Asulam Cl O Cl N
Sulfentrazone N O Flufenpyr-ethyl
N
N Saflufenacil
Cyclohexanediones (DIMs) O O O Synthetic Auxins
synthesis (bleaching)
O O N
Others
O O N O N S
N CN Sethoxydim O OH Cl
O N Butroxydim O
Cl N
O

Cl O
Cl
O
O
Flumioxazin F
H O F
N Cl Pyraclonil
Others O S O O
Cl Dicamba Cl O O Quinmerac

Cl
N
O

O O N N O O O OH
S O Cl NH2
NO
Benzoic acids
Cl Benazolin-ethyl O
O Cl O N S O N O Alloxydim O NO Cl
Cycloxydim
O Tralkoxydim Mecoprop = MCPP = CMPP
O O O H Cl O
O Isoxachlortole Cl F HO Chloramben H
N N O O O Cl CH 3
H N O S O Cl O N Cl O
O F O O O
O Pentoxazone Profluazol O
F N O N O O
F
F
F
F
F
F
Benzofenap O
O S

F
N Cl Aryloxyphenoxy- Cl F O
O Cyhalofop-butyl N O
H CH3
Clethodim Tepraloxydim
N
O Cl
Cl O
MCPB OH

N-Phenyl-phthalimides
O O O
propionates (FOPs)
O S
Semicarbazone
F Pyrazoxyfen Cl O O N Clomeprop Na +
Beflubutamid CH3 Cl O O Cl O O O F
N O O Cl
Phenylpyrazoline (DEN)
N O Diflufenican F O
N O O O
H O Clodinafop-propargyl N OH OH
O
Oxazolidinedione
N O N O O F O CH3 2,4-D Cl MCPA N
Fenoxaprop-P-ethyl F Profoxydim O Pinoxaden N N N F
OH O S O Cl O O
Cl Cl O F O H H
O Isoxaflutole O Cl N O Cl O O
F F N CH3
N N O Diflufenzopyr-sodium
F N O O
N Cl OH S N
O OH
Phenoxy-carboxylic acids
F O O O Haloxyfop-P-methyl
F Diclofop-methyl F N O CH3 F CH3
O Propaquizafop O
Cl F O O Cl
N O O N Cl N
F Pyrasulfotole Topramezone S O Cl F HO Cl O Dichlorprop=2,4-DP
F N CH 3 O Cl O
N O Pyrazolynate O O N O O
F N O O
S O H
O O S N
O O Cl O O O
O 2,4-DB OH N

P
Fluazifop-P-butyl Metamifop Quizalofop-P-tefuryl
F F O
Cl Cl N O O
Auxin transport O
H

Phthalamate
F1
F Benzobicyclon Cl CH3
Phosphorodithioate
Fluridone N O HO
Inhibition of PDS N
H
N
N
O + O
O
O
S
O
O
As
O Na
+

Etobenzanid
O
O
Cl HO S
O
N Quizalofop-P-methyl O O O
inhibition Naptalam

O O O O N O S S O
Cl O Na+ N P
Cl OH O O H
Sulcotrione O S

Benzofuranes
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N Norflurazon N O O O
F OH
O O O
O S O O DSMA H 2N P Indanofan Pelargonic acid
F F O N Cycloate Bensulide
Cl O O F O S N S N O
F F H N S N O
O O Cl O
Mesotrione F Bicyclopyrone O S O
F
Flurochloridone F O O S
O N O O
F
F HN O
O
S
O
F
Cinmethylin O Fosamine Methyldymron
O
O O
O A (1) Lipid synthesis inhibition (inh. of ACCase) H (10) Inhibiton of glutamine synthetase

F2
N Butylate N EPTC Pebulate S N Benfuresate
Inhibition of
F + O N N O S N S O
H N
O O O Cl O
O
Tembotrione
N
H H
S Na
S
S
O B (2) Inhibition of ALS (branched chain I (18) Inhibition of DHP
F
F O
Picolinafen

O
O
S O
4-HPPD Cl O
Dymron = Daimuron Metam O
O Na
+ Pyributicarb
Dimepiperate S
O

N Molinate
O
Tiocarbazil
O
Ethofumesate
amino acid synthesis) K1 (3) Inhibition of microtubule assembly
F N
H
N
H
N
H
As S N
S N C (5, 6, 7) Inhibition of photosynthesis PS II K2 (23) Inhibition of microtubule organisation
Tefuryltrione HO
Flurtamone H2N O
O
Cl O O
D (22) PS I electron diversion K3 (15) Inhibition of cell division (VLCFA)
H2N Cl Cl
E (14)
Z
Cumyluron
N
N
H Unknown mode
MSMA
OH
Esprocarb S N Prosulfocarb
Cl S N
Vernolate Inhibition of protoporphyrinogen oxidase L (20, 21) Inhibition of cellulose synthesis
N O2N O Br Cl
F Inhibition of pigment synthesis (bleaching) M (24) Uncoupler of oxidative phosphorylation
of action
N Cl

F3
H (CH 2 ) 7 CO 2 H Cl F O

Thiocarbamates
S S O
Unknown target F1 (12) Inhibition of PDS
Amitrole
(Inh. of lycopene cyclase)
H
N
Aclonifen
Diphenylether Bromobutide
N N
Dalapon
F OH
Orbencarb S N Tri-allate N (8, 26) Inhibition of lipid synthesis (not ACCase)
O
N
O (CH 2 ) 7 CH 3
F
Cl F2 (27) Inhibition of 4-HPPD O (4) Synthetic auxin
F F Cl Thiobencarb = Benthiocarb
F F HO OH
Dazomet Oleic Acid Cl Cl F3 (11, 13) Unknown target P (19) Auxin transport inhibition
Fluometuron Flupropanate
Cl
(also C) Cl
O
F4 Inhibition of DOXP synthase Z (17, 25,) Unknown mode of action
Chlorocarb. acids N Lipid synthesis inhibition G (9) Inhibition of EPSP synthase
HO
O
Chlorflurenol
CH 3 SO4-
(not ACCase)
O N TCA
Cl ( ) WSSA Group
Inhibition of
+

F4
N N
O N
O
A free copy of this poster can be downloaded from www.hracglobal.com Designed and produced by Syngenta 2010
Clomazone DOXP synthase Difenzoquat
Metilsulfate Oxaziclomefone
Cl

HERBICIDES AFFECTING: Light Processes Cell Metabolism Growth/Cell Division