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thiencarbazone-methyl (Ref: BYH 18636 )
** TCM ** Translations

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

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for thiencarbazone-methyl

Description: A herbicide that is often used in mixtures with isoxaflutole for pre-emergence control of grassy and broad-leaved weeds

Example pests controlled: Smartweed; Velvetleaf; Barnyardgrass; Morning glory; Dead nettle; Curly Dock; Hemp; Wild mustard; Foxtail; Lambsquarter

Example applications: Corn; Sweetcorn; Soybean; Beet; Wheat (Spring & Durum); Turf; Ornamentals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2008, USA

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK
Date inclusion expires 30/06/2024
EU Candidate for substitution (CfS) No
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

Also used in: USA (expected 2009)

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C12H14N4O7S2
Canonical SMILES CC1=C(C(=CS1)C(=O)OC)S(=O)(=O)NC(=O)N2C(=O)N(C(=N2)OC)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) XSKZXGDFSCCXQX-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H14N4O7S2/c1-6-8(7(5-24-6)9(17)22-3)25(20,21)14-10(18)16-12(19)15(2)11(13-16)23-4/h5H,1-4H3,(H,14,18)/f/h14H
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 950 g/kg
Known relevant impurities EU dossier - none declared
Substance origin Synthetic
Mode of action ALS inhibitor, systemic, absorbed by roots and leaves, contact and residual action
CAS RN 317815-83-1
EC number -
CIPAC number 797
US EPA chemical code 015804
PubChem CID 11205153
Molecular mass (g mol-1) 390.44
PIN (Preferred Identification Name) methyl 4-[(3-methoxy-4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-carbonyl)sulfamoyl]-5-methylthiophene-3-carboxylate
IUPAC name methyl 4-[(4,5-dihydro-3-methoxy-4-methyl-5-oxo-1H-1,2,4-triazol-1-yl)carbonylsulfamoyl]-5-methylthiophene-3-carboxylate
CAS name methyl 4-[[[(4,5-dihydro-3-methoxy-4-methyl-5-oxo-1H-1,2,4-triazol-1-yl)carbonyl]amino]sulfonyl]-5-methyl-3-thiophenecarboxylate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) B
Herbicide Resistance Classification (WSSA) -
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state White crystalline powder
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
  • Adengo
  • velocity
  • Capreno
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Available in a wide range of different formulations including oil dispersions, flowable concentrates and water dispersable granules.


ENVIRONMENTAL FATE

for thiencarbazone-methyl

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) 436 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 230 A5 - Ethanol -
0.15 A5 - n-Hexane -
190 A5 - Toluene -
9540 A5 - Acetone -
Melting point (oC) 205 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 231 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.05 X 10-02 Calculated -
Log P -1.98 A5 Low
Bulk density (g ml-1)/Specific gravity 1.51 F4 -
Dissociation constant (pKa) at 25oC 3.0 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 8.8 X 10-11 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 7.88 X 10-14 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.46 Calculated Transition state
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 1.03 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 Acid: 214nm = 27519, 228nm = 13125
Neutral: 214nm = 28596, 234nm = 14058
Basic: 211nm = 34453, 228nm = 29144
A5 -
Surface tension (mN m-1) - - -

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) 11.6 A5 Non-persistent
DT50 (lab at 20oC) 51.5 A5 Moderately persistent
DT50 (field) 17 E4 Non-persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 3.1-38.8 days, DT90 range 10.6-176.7 days; Field studies: DT50 17days mean, 45days max, n=17; Other data: DT50 range 3.2 to 55 days (F4)
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 90.6 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 146 A5 - @ 25 degC Persistent
Note pH4: 118 days, PH9 153 days at 25 DegC
Water-sediment DT50 (days) 26.2 A5 Fast
Water phase only DT50 (days) 21.3 A5 Slow

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 - E4 Moderately mobile
Koc 100
Notes and range Other data: Koc range 59.9 to 236 mL/g (F4)
Freundlich Kf 2.01 A5 Moderately mobile
Kfoc 100
1/n 0.906
Notes and range EU dossier kf range 0.40-6.23 mL/g, Kfoc range 43-190 mK/g, 1/n range 0.886-0.932, soils = 5
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
3-thiophene carboxylic acid, 4((((4,5-dihydro-3-methoxy-4-methyl-5-oxo-1H-1,2,4-triazol-1-yl)carbonyl)amino)sulfonyl)-5-methyl- (Ref: AE1394083) This metabolite may cause environmental pollution, click here for further information Soil   0.536   Major fraction, Relevant
3H-1,2,4-triazol-3-one, 2,4-dihydro-5-methoxy-4-methyl- (Ref: AE1277106) This metabolite may cause environmental pollution, click here for further information Soil   0.206   Major fraction, Relevant
3-thiophenecarboxylic acid, 4-(aminosulfonyl)-5-methyl-, methyl ester (Ref: AE1364547) This metabolite may cause environmental pollution, click here for further information Soil   0.156   Major fraction, Relevant
4-(aminosulfonyl)-5-methyl-3-thiophenecarboxylic acid (Ref: AE1395853) This metabolite may cause environmental pollution, click here for further information Soil   0.212   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- Thiencarbazone-methyl-methyl carbamate; M23 Animal; Rat - -
- Thiencarbazone-methyl-hydroxy-sulfonamide; M16 Plant - -
- Thiencarbazone-methyl-hydroxy-sulfonamide-glycoside; M17 Plant - -
- Thiencarbazone-methyl-hydroxy-sulfonamide-acetyl-glycoside; M18 Plant - -
- Thiencarbazone-methyl-hydroxy-sulfonamide-glyceric acid; M19 Plant - -
- Thiencarbazone-methyl-MMT-glucoside; M22 Plant - -
- Dimethyl carbamate; M24 Animal - -
- Thiencarbazone-methyl-triazoldione; M26 Water; Animal - -
- Thiencarbazone-methyl-dicarboxy sulfonamide; M25 Surface water; Groundwater - -
6-methylthienol(3,4-d)isothiazol-3(2H)-one 1,1-dioxide Thiencarbazone-methyl thienosaccharine; M05 Soil; Plant; Rat; Animal - -
4-(((3-methoxy-5-oxo-4,50dihydro-1H-1,2,4-triazol-1-yl)carbonyl)amino)sulfonyl)-5-methylthiophene-3-carboxylic acid Thiencarbazone-methyl N desmethyl carboxylic acid; M02 Plant - -
4-(aminosulfonyl)-5-(hydroxymethyl)thiophene-3-carboxylic acid Thiencarbazone-methyl-hydroxy-sulphonamide-carboxylic acid; MO4 Plant - -
6-(hydroxymethyl)thienol(3,4-d)isothiazol-3(2H)-one 1,1-dioxide Thiencarbazone-methyl-hydroxy-thienosaccharine; M06 Plant - -
- Thiencarbazone-methyl N desmethyl; M07 Plant; Animal - -
- Thiencarbazone-methyl-N-desmethyl-glycoside; M08 Plant - -
- Thiencarbazone-methyl-desmethyl-hydroxy; M09 Plant - -
- Thiencarbazone-methyl-desmethyl-hydroxy-glycoside; M10 Plant - -
5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one Thiencarbazone-methyl-OMT; M11; O-methyltriazolinone Plant - -
- Thiencarbazone-methyl-triazolinone carboxamide; M20 Soil; Plant; Rat; Animal - -
- Thiencarbazone-methyl-OMT-glycoside; M12 Plant - -
- Thiencarbazone-methyl-hydroxy; M13 Plant - -
- Thiencarbazone-methyl-hydroxy-glycoside; M14 Plant - -


ECOTOXICOLOGY

for thiencarbazone-methyl

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) > 699 mg kg-1 BW/day A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 104 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) 4.8 A5 Pimephales Promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 98.6 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 3.54 A5 Daphnia magna Moderate
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) 0.0008 A5 Lemna gibba High
Non-target plants 5.3 A5 Sunflowers
Vegetative vigour, ER50
as mL product/ha (SC450: Conc 0.045 kg/ha)
-
2.9 A5 Ryegrass
Seedling emergence, ER50
as mL product/ha (SC450: Conc 0.045 kg/ha)
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.17 A5 Pseudokircheriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 200 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 199 A5 Low
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 45 >, Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 45 >, Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.3 mg kg-1 DW soil, 28days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for thiencarbazone-methyl

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) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 2.018 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.23 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) 0.12 A5 Rat, SF=100 -
Dermal penetration studies (%) 0.3-2.5 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Very low risk to consumers
Occupational Very low risk to operaters
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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

A3; B0; C3; D0; E3

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

General human health issues Possible kidney, bladder and urinary tract toxicant
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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 oxidising or explosive
CLP classification 2013 Not classified
EC Risk Classification Click here to view information omn the EU risk phrases Environment: H400, H410
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for thiencarbazone-methyl

Language Name
English thiencarbazone-methyl
French -
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish -
Swedish tienkarbazon-metyl
Hungarian -
Dutch -

Record last updated: Friday 06 December 2019
Contact: aeru@herts.ac.uk