orysastrobin ** Translations

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SUMMARY

Orysastrobin is a rice fungicide without EU regulatory approval for use. It has a moderate aqueous solubility, is volatile and, based on its chemical properties, is mobile and can be expected to leach to groundwater. It is generally moderately persistent in soil systems but will not usually persist in aquatic systems under certain conditions. It is not generally susceptible to hydrolysis. It has a moderate mammalian toxicity and has a high potential to bioaccumulate. It is moderately toxic to most aquatic species, birds and earthworms but relatively non-toxic to honey bees.

GENERAL INFORMATION
for orysastrobin

Description: A rice fungicide that is highly effective against rice blast and other fungal pathogens.

Example pests controlled: Magnaporthe oryzae; Pyricularia oryzae; Thanatephorus cucumeris; Rhizoctonia solani

Example applications: Rice

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2006

EC Regulation 1107/2009 (repealing 91/414):

Status	Not approved
Dossier rapporteur/co-rapporteur	Not applicable
Date inclusion expires	Not applicable
EU Candidate for substitution (CfS)	Not applicable
Listed in EU database	Yes

Approved for use () or known to be used () in the following European countries:

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: Japan, South Korea

Chemical structure:

Isomerism	-
Chemical formula	C18H25N5O5
Canonical SMILES	CC(=NOC)C(=NOC)C(=NOCC1=CC=CC=C1C(=NOC)C(=O)NC)C
Isomeric SMILES	C/C(=N\OC)/C(=N\OC)/C(=N/OCC1=CC=CC=C1/C(=N\OC)/C(=O)NC)/C
International Chemical Identifier key (InChIKey)	JHIPUJPTQJYEQK-ZLHHXESBSA-N
International Chemical Identifier (InChI)	InChI=1S/C18H25N5O5/c1-12(20-25-4)16(22-26-5)13(2)21-28-11-14-9-7-8-10-15(14)17(23-27-6)18(24)19-3/h7-10H,11H2,1-6H3,(H,19,24)/b20-12+,21-13+,22-16+,23-17+/f/h19H
2D structure diagram/image available?	Yes

General status:

Pesticide type	Fungicide
Substance group	Strobilurin
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Systemic, broad spectrum with protective and curative properties. Interferes with the respiration process. Respiration inhibitor (QoL fungicide).
CAS RN	248593-16-0
EC number	-
CIPAC number	None allocated
US EPA chemical code	-
PubChem CID	11486133
Molecular mass (g mol-1)	391.43
PIN (Preferred Identification Name)	(2E)-2-(methoxyimino)-2-{2-[(3E,5E,6E)-5-(methoxyimino)-4,6-dimethyl-2,8-dioxa-3,7-diazanona-3,6-dien-1-yl]phenyl}-N-methylacetamide
IUPAC name	(2E)-2-(methoxyimino)-2-{2-[(3E,5E,6E)-5-(methoxyimino)-4,6-dimethyl-2,8-dioxa-3,7-diazanona-3,6-dien-1-yl]phenyl}-N-methylacetamide
CAS name	(αE)-α-(methoxyimino)-2-[(3E,5E,6E)-5-(methoxyimino)-4,6-dimethyl-2,8-dioxa-3,7-diaza-3,6-nonadienyl]-N-methylbenzeneacetamide
Other status information	-
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)	11
Examples of recorded resistance	-
Physical state	-
Related substances & organisms	-

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	BASF
Example products using this active	Arashi
UK LERAP status	No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details	-

ENVIRONMENTAL FATE
for orysastrobin

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		80.6	R4	Moderate
Solubility - In organic solvents at 20oC (mg l-1)		206000	R4 - Ethyl acetate	-
		590	R4 - n-Heptane	-
		125000	R4 - Toluene	-
		33900	R4 - Propanol	-
Melting point (oC)		99	R4	-
Boiling point (oC)		-	-	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		-	-	-
Octanol-water partition coefficient at pH 7, 20oC	P	2.29 X 1002	Calculated	-
	Log P	2.36	R4	Low
Bulk density (g ml-1)/Specific gravity		-	-	-
Dissociation constant (pKa) at 25oC		-	-	-
		Note:
Vapour pressure at 20oC (mPa)		7.0 X 10-04	R4	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		-	-	-
GUS leaching potential index		3.54	Calculated	High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	6.25 X 10-01	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		-	-	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	55	R4	Moderately persistent
	DT50 (lab at 20oC)	-	-	-
	DT50 (field)	55	R4	Moderately persistent
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note	Manufacturers published information gives DT50 51-58 days for field studies
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	0.8	R4	Fast
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	365	R4	Very persistent
	Note	-
Water-sediment DT50 (days)		-	-	-
Water phase only DT50 (days)		-	-	-

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	R4	Moderately mobile
	Koc	92
	Notes and range	Manufacturers published information gives Koc range 17.9-146 mL/g
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

ECOTOXICOLOGY
for orysastrobin

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	Low risk	Q3 Based on LogP < 3	Low potential
	CT50 (days)	-		-
Mammals - Acute oral LD50 (mg kg-1)		356	R4 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	-	-	-
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		2000	R4 Colinus virginianus	Moderate
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		0.89	R4 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		1.3	R4 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		-	-	-
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)		-	-	-
Non-target plants		-	-	-
		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		7.1	R4 Pseudokirchneriella subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees	Contact acute 48 hour LD50 (μg bee-1)	-	-	-
	Oral acute 48 hour LD50 (μg bee-1)	-	-	-
	Unknown mode acute 48 hour LD50 (μg bee-1)	142	R3	Low
Earthworms - Acute 14 day LC50 (mg kg-1)		1000	R4 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	-	-	-
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	-	-	-
Soil micro-organisms		-	-	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for orysastrobin

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Threshold of Toxicological Concern (Cramer Class)		High (class III)	-	-
Mammals - Acute oral LD50 (mg kg-1)		356	R4 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	R4 Rat	-
Mammals - Inhalation LC50 (mg l-1)		2.02	R4 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		100	R3 Rat	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		-	-	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		-	-	-
Dermal penetration studies (%)		-	-	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	-
	Occupational	-
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		Toxic by inhalation

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

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		No information available
CLP classification 2013		Health: H302, H332, H351 Environment: H410
EC Risk Classification		Carcinogen category 3: R40 Xn - Harmful: R20/22 N - Dangerous for the environment: R50/53
EC Safety Classification		S22, S36/37, S46, S61
WHO Classification		NL	-	Not listed
US EPA Classification (formulation)		-	-
UN Number		-
Waste disposal & packaging		-

TRANSLATIONS
for orysastrobin

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

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Record last updated: Thursday 31 May 2018
Contact: aeru@herts.ac.uk