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bispyribac-sodium (Ref: KIH-2023)
** KUH 911 ** V 10029 ** 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 bispyribac-sodium

Description: A post-emergence herbicide for the control of grasses, sedges and broad-leaved weeds in paddy rice and other crops/situations

Example pests controlled: Alligatorweed, Duckweed, Mosquito ferm, Water fern, Water hyacinth, Water pennywort, Parrot feather; Annual bluegrass; Creeping bent grass

Example applications: Aquatic sitiuations such as drainage ditches, lakes, marshes; Golf courses, turf grass & sod farms

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1998, discovered; 1997, first introduced

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Italy/Portugal
Date inclusion expires 31/07/2021
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 C19H17N4NaO8
Canonical SMILES COC1=CC(=NC(=N1)OC2=C(C(=CC=C2)OC3=NC(=CC(=N3)OC)OC)C(=O)[O-])OC.[Na+]
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) FUHMZYWBSHTEDZ-UHFFFAOYSA-M
International Chemical Identifier (InChI) InChI=1S/C19H18N4O8.Na/c1-26-12-8-13(27-2)21-18(20-12)30-10-6-5-7-11(16(10)17(24)25)31-19-22-14(28-3)9-15(23-19)29-4;/h5-9H,1-4H3,(H,24,25);/q;+1/p-1/fC19H17N4O8.Na/q-1;m
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 Pyrimidinyl carboxy compound
Minimum active substance purity 930 g/kg
Known relevant impurities EU dossier - none identified
Substance origin Synthetic
Mode of action Selective, systemic action absorbed by foliage and roots.Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS.
CAS RN 125401-92-5
EC number -
CIPAC number 748.011
US EPA chemical code 078906
PubChem CID 23682789
Molecular mass (g mol-1) 452.36
PIN (Preferred Identification Name) sodium 2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate
IUPAC name sodium 2,6-bis(4,6-dimethoxypyrimidin-2-yloxy)benzoate
CAS name sodium 2,6-bis((4,6-dimethoxy-2-pyrimidinyl)oxy)benzoate
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 Resistance to ALS-inhibitors is locally present in sub-populations of Alisma plantago-aquatica and Schoenoplectus mucronatus in Southern European rice growing areas
Physical state White 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
  • Kumiai Chemical Industry
Example products using this active
  • Adora 400 SC
  • Nominee 400 SC
  • Tradewind
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as a suspension concentrate that is mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for bispyribac-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) 64000 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 25000 A5 - Methanol -
0.061 A5 - Ethyl acetate -
0.0083 A5 - n-Hexane -
1.4 A5 - Acetone -
Melting point (oC) 223 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 223 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 9.33 X 10-02 Calculated -
Log P -1.03 A5 Low
Bulk density (g ml-1)/Specific gravity 1.47 A5 -
Dissociation constant (pKa) at 25oC 3.35 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 5.50 X 10-06 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.12 X 10-11 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.68 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 3.41 X 10-02 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 Maxima is below 290nm A3 -
Surface tension (mN m-1) 69.79 A5 at 20oC -

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) 13 V4 Non-persistent
DT50 (lab at 20oC) 12.8 A5 Non-persistent
DT50 (field) 6.3 A5 Non-persistent
DT90 (lab at 20oC) 42.6 A5 -
DT90 (field) 20.7 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 6-19.6 days (soil) & 19.2 days (paddy field soil), DT90 range 19.9-65.3 days (soil) & 62.7-64.7 days (paddy field soil); Field studies DT50 range 2.1-7.6 days (Southern Europe), DT90 range 6.9-30.2 days
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 42 L3 Stable
Note DT50: 42 days in natural waters, 500 days in pure water
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 7 to pH 9; DT50: 18.7 days pH 4, 20 degC
Water-sediment DT50 (days) 35.3 A5 Moderately fast
Water phase only DT50 (days) 32.1 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 - - -
Koc -
Notes and range -
Freundlich Kf 1.16 A5 Moderately mobile
Kfoc 302
1/n 0.958
Notes and range EU dossier Kf range 0.60-2.01 mL/g, Kfoc range 143-604 mL/g, 1/n range 0.935-0.990, 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
benzoic acid, 2-((4,6-dimethoxy-2-pyrimidinyl)oxy)6-hydroxy, sodium salt This metabolite may cause environmental pollution, click here for further information Soil   0.15   Major fraction, Relevant
benzoic acid, 2-(4,6-dimethoxy-2-pyrimidinyl)oxy)-6-((4-hydroxy-6-methoxy-2-pyrimidinyl)oxy), sodium salt (Ref: KIB 8651) This metabolite may cause environmental pollution, click here for further information Soil   0.144   Major fraction, Relevant
2,4-dihydroxy-6-methoxypyrimidine Soil   0.058   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
sodium 2-hydroxy-6-(4-hydroxy-6-methoxypyrimidin-2-yl)oxybenzoate Na-DesMe-180 (M10); KIH-2023-M10; M9-Na Plant; Soil; Paddy soil; Water - -
sodium 2-(4,6-dimethoxy-5-hydroxypyrimidin-2-yl)oxy-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoate 5-OH-2023 (M11); M8-Na Plant - -
benzoic acid, 2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy] KIA-5750 (M12); M12433 Unknown - -
2,6-dihydroxybenzoic acid 2,6-DBA (M13) Animal - -
9-(4,6-dimethoxypyrimidin-2-yl)oxy-3-methoxy-1H, 10H-pyrimido[2,1-b]-[1,3]benzoxazine-1, 10dione Cyc-DesMe-2023 (M14) Unknown - -
methyl 1-O--[2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]-benzoyl-beta-D-glucuronate Me-glucuro-2023 (M15) Rat - -
- DRS0571 (M16) Unknown - -
- Glu-DesMe-5750; KIH-2023-M17 Plant - -
- Me2BA-GA (M18); Metabolite F Animal - -
- KIB-4662 (M19) Unknown - -
- 2,6-MDB (M20) Unknown - -
- 2023-glucuronic acid (M21) Animal; Hen - -
- PHU0979 (M22) Unknown - -
- PHU0720 (M23) Unknown - -
- PHU1487 (M24) Unknown - -
- AND2338 (M25) Unknown - -
2-hydoxy-6-[(4-hydroxy-6-methoxypyrimidin-2-yl)oxy]benzoic acid
Note: CAS no: 172838-16-3
DesMe-180 (MO9); KIH-2023-M9; FHW0122B;M18537 Animal; Plant; Soil; Paddy soil; Water - -
2-(4,6-dimethoxypyrimidin-2-yl)oxy-6-(4-hydroxy-6-methoxypyrimidin-2-yl)oxybenzenzoic acid DesMe-5750 (MO1); KIH-2023-M1 Soil; Paddy soil; Water - -
2-(4,6-dimethoxypyrimidin-2-yl)oxy-6-hydroxy benzoic acid BX-180 (MO2); KIH-2023-M2; PHU120 Animal; Rat; Plant; Soil; Water - -
2-hydroxy-4-6-dimethoxypyrimidine Me2BA (MO3); KIH-2023-M3; M15876; PHU1305 Animal; Rat; Plant; Soil; Water - -
2,4,6-trimethoxypyrimidine Me3BA (MO7); FHW0112A; KIH-2023-M7 Unknown - -
2-(4,6-dimethoxy-5-hydroxypyrimidin-2-yl)oxy-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoic acid 5-OH-5750 (MO8); KIH-2023-M8 Animal; Plant; Rat - -


ECOTOXICOLOGY

for bispyribac-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) 2635 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 1.1 V2 Rat High
(ppm diet) 20 -
Birds - Acute LD50 (mg kg-1) > 2250 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 2081 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 95 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 10 A4 Pimephales promelas, 32 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 95 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 110 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) 105 A4 Chironomus riparius Low
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.0127 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 3.2 V2 Raphidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 141 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 957 A5 Eisenia foetida 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 - - -
% Effect 23.3 Reduction in Beneficial capacity
A5 Typhlodromus pyri
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 33.1 Reduction in beneficial effect
A5 Aphidius rhopalosiphi
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 5x field rate
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for bispyribac-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) 2635 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 4.48 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 A3 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) 0.072 A3 Rat, SF=100 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Risks acceptable for proposed uses
Occupational Risks acceptable for proposed uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.03 A5 -

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

: 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
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R43
N - Dangerous for the environment: R51/53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for bispyribac-sodium

Language Name
English bispyribac-sodium
French bispyribac sodium
German Bispyribac-Natrium
Danish bispyribac-natrium
Italian bispyribac-sodium
Spanish bispiribac-sodio
Greek -
Slovenian bispiribak-natrij
Polish bispirybak sodowy
Swedish -
Hungarian -
Dutch -

Record last updated: Sunday 27 May 2018
Contact: aeru@herts.ac.uk