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propoxycarbazone-sodium (Ref: MKH 6561)
** propoxycarbazone ** procarbazone-sodium ** BAY MKH 6561 ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Propoxycarbazone-sodium is a post-emergence trazolone herbicide that has EU approval for use. It is highly soluble in water and mobile in soils and so has a high tendency to leach to groundwater. It is semi-volatile and is not persistent in soil. However, it is persistent in aquatic systems. It has a low oral toxicity and there are no serious human health risks reported. It is moderately toxic to birds, earthworms and fish. Its toxicity to honeybees is low.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for propoxycarbazone-sodium

Description: A residual herbicide for grass and some broad-leaved weeds mainly in wheat

Example pests controlled: Bromus weeds including cheatgrass, downy brome; Silky-bent; Canary grass; Goatgrass; Wild oats

Example applications: Winter, Spring and Durum wheat; Triticale

Efficacy & activity: -

Availability status: Current

Introduction & key dates: circa 2000

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Sweden/Estonia
Date inclusion expires 31/08/2032
EU Candidate for substitution (CfS) Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Isomeric
Chemical formula C15H17N4NaO7S
Canonical SMILES CCCOC1=NN(C(=O)N1C)C(=NS(=O)(=O)C2=CC=CC=C2C(=O)OC)[O-].[Na+]
Isomeric SMILES CCCOC1=NN(C(=O)N1C)/C(=N/S(=O)(=O)C2=CC=CC=C2C(=O)OC)/[O-].[Na+]
International Chemical Identifier key (InChIKey) JRQGDDUXDKCWRF-UHFFFAOYSA-M
International Chemical Identifier (InChI) InChI=1S/C15H18N4O7S.Na/c1-4-9-26-14-16-19(15(22)18(14)2)13(21)17-27(23,24)11-8-6-5-7-10(11)12(20)25-3;/h5-8H,4,9H2,1-3H3,(H,17,21);/q;+1/p-1
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Triazolone
Minimum active substance purity 960 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Absorbed by leaves and roots and translocated. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS.
CAS RN 181274-15-7
EC number Not allocated
CIPAC number 655
US EPA chemical code 122019
PubChem CID 12056759
Molecular mass (g mol-1) 420.37
PIN (Preferred Identification Name) -
IUPAC name sodium 4,5-dihydro-N-{[2-(methoxycarbonyl)phenyl]sulfonyl}-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazole-1-carboximidate
CAS name benzoic acid, 2-[[[4,5-dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)carbonyl]amino] sulfonyl]-, methyl ester, sodium salt
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) B
Herbicide Resistance Classification (WSSA) 2
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Granular solid
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Bayer CropScience
Example products using this active
  • Attribut
  • Olympus
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as water soluble granules that are mixed with water and used as a spray.


ENVIRONMENTAL FATE

for propoxycarbazone-sodium

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 42000 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 100 A5 - n-Heptane -
100 A5 - Xylene -
500 A5 - Acetone -
1500 A5 - Dichloromethane -
Melting point (oC) 230 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 230 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.82 X 10-02 Calculated -
Log P -1.55 A5 Low
Bulk density (g ml-1)/Specific gravity 1.42 A5 -
Dissociation constant (pKa) at 25oC 2.1 A5 -
Note: Strong acid
Vapour pressure at 20oC (mPa) 1.00 X 10-05 A3 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.00 X 10-10 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.98 Calculated High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 9.80 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 pH 6.3: 230nm=12235
pH 12.2: 230nm=14185
pH 1.0: 230nm=140000
A5 -
Surface tension (mN m-1) 59.0 A5 -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 39.6 A5 Moderately persistent
DT50 (lab at 20oC) 39.6 A5 Moderately persistent
DT50 (field) 5.5 A5 Non-persistent
DT90 (lab at 20oC) 236.8 A5 -
DT90 (field) 21.6 A5 -
DT50 modelling endpoint - - -
Note EU dossier (2015 RAR) Lab studies DT50 range 7.8-215 days, DT90 65-715 days; Field studies DT50 range 3.4-9.6 days, DT90 range 11.4-31.9 days, Soils=4
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 18.1 A5 Slow
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 9.7 A5 Non-persistent
Note Stable pH 4 to pH 9 at 25 degC
Water-sediment DT50 (days) 100.5 A5 Slow
Water phase only DT50 (days) 50.7 A5 Stable

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - A5 Mobile
Koc 28.8
Notes and range EU dossier Koc range 12.9-106.2 mL/g
Freundlich Kf 0.521 A5 Mobile
Kfoc 32.1
1/n 0.935
Notes and range EU dossier kf range 0.194-1.71 mL/g, Kfoc range 12.9-106.2 mL/g, 1/n range 0.905-0.954, Soils=7
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
methyl 2-sulfamoylbenzoate (Ref: STJ 4934) This metabolite may cause environmental pollution, click here for further information Soil   0.209   Major fraction, Relevant
1,2-benzisothiazol-3(2H)-one,1,1-dioxide (Ref: IN-00581) This metabolite may cause environmental pollution, click here for further information Soil   0.267   Major fraction, Relevant
4-hydroxy-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (Ref: KTS 9357) This metabolite may cause environmental pollution, click here for further information Soil   0.219   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
MKH 6561-2-hydroxypropoxy propoxycarbazone
(Ref: MKH 6561 M01)
Note: LD50(oral, rat) = 5000 mg kg-1 bw
- Plant - -
2-hydroxy-N-methyl propoxy triazolinone
(Ref: MKH 6561 M02)
- - - -
methyl 2-(((5-oxo-3-propoxy-4,5-dihydro-1H-1,2,4-triazol-1-yl)carbonyl)sulfamoyl)benzoate
(Ref: MKH 6561 M03)
- - - -
MKH 6561-carboxylic acid
(Ref: MKH 6561 M04; MKH 7018)
- Water; Sediment - -
2-sulfamoylbenzoic acid
(Ref: MKH 6561 M06)
- Animal; Water; Sediment - -
MKH 6561-N-methyl propoxy triazolinone amide
(Ref: MKH 6561 M09)
- Soil 0.132 -
MKH 6561-N-methyl propoxy triazolinone
(Ref: MKH 6561 M10)
- a = Soil; b = Water (Hydrolysis); c = Sediment a = 0.343; b = 0.136 -
4-methoxy-1,2-benzothiazol-3(2H)-one, 1,1 dioxide
(Ref: MKH 6561 M11)
- Soil 0.171 -
methyl 2-sulfamoylbenzoate + serine
(Ref: MKH 6561 M12)
- - - -


ECOTOXICOLOGY

for propoxycarbazone-sodium

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) Low risk A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 10000 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 77.2 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 107 A5 Pimephales promelas Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 107 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 13.8 A5 Daphnia magna Low
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.0064 A5 Lemna gibba High
Non-target plants 1.55 A5 Brassica rapa
Seedling emergence, ED50
as g/ha
-
1.55 A5 Brassica rapa
Vegetative vigour, ED50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 1.57 A4 Raphidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.53 Q2 Unknown species Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 319 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 1.39 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 0
5
Mortality
Parasitism
Dose: 0.07 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 12
2
Mortality
Fertility
Dose: 0.07 kg ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.035 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for propoxycarbazone-sodium

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.03 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.4 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.3 A3 Rabbit, SF=100 -
Dermal penetration studies (%) 10 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders or residents identified
Occupational No unacceptable risks to operators or other workers identified
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible kidney or adrenals toxicant
Long term effects include weight loss, increased urine pH

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for propoxycarbazone-sodium

Language Name
English propoxycarbazone-sodium
French propoxycarbazone-sodium
German Propoxycarbazone-Natrium
Danish propoxycarbazon-natrium
Italian propoxycarbazone-sodio
Spanish propoxicarbazona-sodica
Greek -
Slovenian propoksikarbazon-natrij
Polish propoksykarbazon sodu
Swedish propoxikarbazonnatrium
Hungarian -
Dutch -

Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk