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amisulbrom
** Translations

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

SUMMARY

A sulfonamide fungicide that is approved for use in the EU. It has a low aqueous solubility, is slightly volatile with a calulated moderate mobility. There is not a high risk of the substance leaching to groundwater. It may be persistent in soil systems but is not expected to persist in water systems. It has a low mammalian toxicity but it is considered to be a reproduction toxicant. It is moderately toxic to birds and honey bees but poses a greater risk to aquatic species and earthworms.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for amisulbrom

Description: A new sulfonamide fungicide for use on potatoes and other crops

Example pests controlled: Late blight (Phytophthora infestans); Downy mildew (Plasmopara viticola)' Fruit rot (Phytophthora capsici)

Example applications: Potatoes; Tomatoes; Grapes; Curcubits; Bell peppers

Efficacy & activity: -

Availability status: Current

Introduction & key dates: -

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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C13H13BrFN5O4S2
Canonical SMILES CC1=C(C2=C(N1S(=O)(=O)C3=NN(C=N3)S(=O)(=O)N(C)C)C=C(C=C2)F)Br
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) BREATYVWRHIPIY-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C13H13BrFN5O4S2/c1-8-12(14)10-5-4-9(15)6-11(10)20(8)25(21,22)13-16-7-19(17-13)26(23,24)18(2)3/h4-7H,1-3H3
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Sulfonamide
Minimum active substance purity 985 g/Kg
Known relevant impurities EU dossier - 3-bromo-6-fluoro-2-methyl-1-(1H-1,2,4-triazole-3-ylsulfonyl)indole (metabolite IT-4) < 2 g/kg
Substance origin Synthetic
Mode of action Qil (Quinone Inside Inhibitor) action. Respiration inhibitor.
CAS RN 348635-87-0
EC number -
CIPAC number 789
US EPA chemical code -
PubChem CID 10238657
Molecular mass (g mol-1) 466.31
PIN (Preferred Identification Name) 3-(3-bromo-6-fluoro-2-methyl-1H-indole-1-sulfonyl)-N,N-dimethyl-1H-1,2,4-triazole-1-sulfonamide
IUPAC name 3-(3-bromo-6-fluoro-2-methylindol-1-ylsulfonyl)-N,N-dimethyl-1,2,4-triazole-1-sulfonamide
CAS name 3-((3-bromo-6-fluoro-2-methyl-1H-indol-1-yl)sulfonyl)-N,N-dimethyl-1H-1,2,4-triazole-1-sulfonamide
Other status information PAN listed Highly Hazardous Chemical
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) 21
Examples of recorded resistance -
Physical state Pale yellow crystalline 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
  • Nissan
Example products using this active
  • Shinkon
  • Leimay
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Usually supplied as a suspension concentrate that is mixed with water and used as a spray. No UK approval for aerial use.


ENVIRONMENTAL FATE

for amisulbrom

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) 0.11 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 264 A5 - Hexane -
88600 A5 - Toluene -
10100 A5 - Methanol -
2600 A5 - Octanol -
Melting point (oC) 128.6 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 242 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.51 X 1004 Calculated -
Log P 4.4 A5 High
Bulk density (g ml-1)/Specific gravity 1.85 Q2 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 1.8 X 10-05 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.8 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.49 Calculated Low 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 5.35 X 10-03 Calculated -
Note Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 Neutral sol.: 254nm=11300
Acid soln.: 254nm=11500
Basic soln.: 222nm = 26300, 265nm=6520
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) 143 A5 Persistent
DT50 (lab at 20oC) 143 A5 Persistent
DT50 (field) 8.6 A5 Non-persistent
DT90 (lab at 20oC) 1011 A5 -
DT90 (field) 30.6 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 48.4-937.9 days, DT90 range 161-1942 days; Field studies DT50 range 4.3-12.6, DT90 range 14.2-41.9 dats
Dissipation rate RL50 on plant matrix Value 3.9 R3 -
Note Cabbage leaves, n=1
Dissipation rate RL50 on and in plant matrix Value 5.5 R4 -
Note Published literature RL50 range 3.0-7.9 days, cucumber & melon fruits, n=2
Aqueous photolysis DT50 (days) at pH 7 Value 0.8 A5 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 87.1 A5 Moderately persistent
Note pH dependent: 106.1 days @ pH4; 7.0day @ pH9
Water-sediment DT50 (days) 100.1 A5 Slow
Water phase only DT50 (days) 6.7 A5 Moderately fast

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 - Q2 Moderately mobile
Koc 284
Notes and range Estimated
Freundlich Kf 246 A5 Non-mobile
Kfoc 16965
1/n 0.94
Notes and range EU dossier Kf range 147-378 mL/g, Kfoc range 8156-44231 mL/g, 1/n range 0.9-1.0, Soils=6
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
3-bromo-6-fluoro-2-methyl-1-(1H-1,2,4-triazole-3-ylsulfonyl)indole This metabolite may cause environmental pollution, click here for further information Soil   0.337   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
3-(3-bromo-6-fluoro-2-hydroxymethylindol-1-ylsulfonyl)-N,N-dimethyl-1,2,4-triazole-1-sulfonamide IT-2 Humans - -
3-(3-bromo-6-fluoro-5-hydroxymethy-2-hydroxymethylindol-1-ylsulfony)-N,N-dimethyl-1,2,4-triazole-1-sulfonamide IT-3 Plants - -
3-(3-bromo-6-fluoro-5-hydroxymethy-1-(1H-1,2,4-triazole-2-ylsulfony)indole IT-5 Plants - -
3-(3-bromo-6-fluoro-5-hydroxymethy-2-hydroxymethyl-1-(1H-1,2,4-triazole-3-ylsulfony)indole IT-6 Plants - -
2-((1-N,N-dimethylaminosulfonyl-1,2,4-triazole-3-yl)sulfonylamino)-4-fluorobenzoic acid IT-9 Animal - -
2-((1H-1,2,4-triazole-3-yl)sulfonylamino)-4-fluorobenzic acid IT-10 - - -
3-(6-fluoro-2-hydroxy-2-methyl-3-oxoindolin-1-ylsulfonyl)-N,N,dimethyl-1,2,4-triazole-1-sulfonamide IT-11 - - -
3-(1H,1,2,4-triazole-3-ylsulfonyl)-6-fluoro-2-methylindole IT-12 - - -
3-bromo-6-fluoro-2-methyl-1-(1-methyl-1,2,4-triazole-3-ylsulfonyl)indole IT-15 Surface water; Sediments - -
2-acetylamino-4-fluorobenzoic acid I-2 Surface water - -
2-acetylamino-4-fluoro-hydroxybenzoic acid I-8 (hydroxylated I-2) Surface water - -
2,2-oxybis)6-fluoro-2-methylindolin-3-one) I-9 (I-5 dimer) - - -
1-(N,N-dimethylaminosulfonyl)-1,2,4-triazole-3-sulfonic-acid T-1 Surface water - -
1-(N,N-dimethylaminosulfonyl)-1,2,4-triazole T-2 - - -
1H-1,2,4-triazole-3-sulfonic acid T-3 Surface water - -
1H-1,2,4-triazole T-4 Surface water - -
2-amino-3-(1H-1,2,4-triazol-1-yl)propanoic acid T-5 - - -
2-(1H-1,2,4-triazol-1-yl)acetic acid T-6 - - -
5-(N,N-dimethylaminosulfonyl)-1H-1H-1,2,4-triazole T-7 (T-2 isomer) Surface water - -
3-bromo-6-fluoro-2-methylindole I-1 - - -


ECOTOXICOLOGY

for amisulbrom

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) 176 A5 Threshold for concern
CT50 (days) 0.40 -
Mammals - Acute oral LD50 (mg kg-1) > 5000 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) > 1080.5 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.0515 A5 Oncorhychus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.037 A5 Pimephales promelas, 28-day growth Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.037 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.0197 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) 0.1114 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.20 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 87.5 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 1000 >
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 1000 >
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.6mg kg-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for amisulbrom

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) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 2.85 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.1 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.3 A5 Rabbit, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.15 A5 Rabbit, SF=100 -
Dermal penetration studies (%) 0.6-12 A5 concentration dependent -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public Acceptable for proposed uses
Occupational Acceptable for proposed uses
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 liver toxicant
May cause eye damage

: 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
CLP classification 2013 Health: H319, H351
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk cat 3: R61
Xn - Harmful: R62, Xi - Irritant: R41
N - Dangerous for the environment; R50/53
EC Safety Classification Click here to view information omn the EU safety phrases S35, S57
WHO Classification NL - Not listed
US EPA Classification (formulation) - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for amisulbrom

Language Name
English amisulbrom
French -
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish amisulbrom
Swedish amisulbrom
Hungarian -
Dutch -

Record last updated: Friday 14 September 2018
Contact: aeru@herts.ac.uk