dodine (Ref: BAS 365F) ** cytrex ** doguadine ** tsitrex ** CL 7521 ** carpene ** Translations

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

GENERAL INFORMATION
for dodine

Description: A fungicide used to control scab, leaf spot and other foliar diseases. Also an effective algal growth inhibitor useful in non-agricultural applications.

Example pests controlled: Scab, Leaf spot, Brown rot; Blossom rot; Fusarium wilt; Downey mildew

Example applications: Tree fruit including apple, pear, peach, cherry; Strawberries; Walnuts; Sycamore; Onions; Roses

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1957, first reported

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

Status	Approved
Dossier rapporteur/co-rapporteur	Spain/Germany
Date inclusion expires	31/05/2021
EU Candidate for substitution (CfS)	No
Listed in EU database	Yes

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

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: Australia, USA

Chemical structure:

Isomerism	None
Chemical formula	C15H33N3O2
Canonical SMILES	CCCCCCCCCCCCN=C(N)N.CC(=O)O
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	YIKWKLYQRFRGPM-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C13H29N3.C2H4O2/c1-2-3-4-5-6-7-8-9-10-11-12-16-13(14)15;1-2(3)4/h2-12H2,1H3,(H4,14,15,16);1H3,(H,3,4)
Structure diagram/image available?	Yes

General status:

Pesticide type	Fungicide
Substance group	Guanidine
Minimum active substance purity	950 g/kg
Known relevant impurities	EU dossier - None declared
Substance origin	Synthetic
Mode of action	Systemic with protectant and eradicant action
CAS RN	2439-10-3
EC number	219-459-5
CIPAC number	101
US EPA chemical code	044301
PubChem CID	17110
Molecular mass (g mol-1)	287.44
PIN (Preferred Identification Name)	N-dodecylguanidinium acetate
IUPAC name	1-dodecylguanidinium acetate
CAS name	dodecylguanidine monoacetate
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)	M7
Examples of recorded resistance	-
Physical state	Colourless to yellow fine waxy powder. Product may be liquid.
Related substances & organisms	-

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Clayton Greencrop Hermoo
Example products using this active	Dodifun 400SC Radspor L Syllit 400SC
UK LERAP status	None
Formulation and application details	Often supplied as an emulsifiable concentrate or wettable powder.

ENVIRONMENTAL FATE
for dodine

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		930	A5	High
Solubility - In organic solvents at 20oC (mg l-1)		18	A5 - n-Heptane	-
		4	A5 - Xylene	-
		48	A5 - Acetone	-
		57000	A5 - Ethanol	-
Melting point (oC)		132.2	A5	-
Boiling point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		200.5	A5	-
Flashpoint (oC)		Not expected to self ignite; Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	1.78 X 1001	Calculated	-
	Log P	1.25	A5	Low
Bulk density (g ml-1)/Specific gravity		-	-	-
Dissociation constant (pKa) at 25oC		Not applicable	A5	-
		Note: No dissociation
Vapour pressure at 20oC (mPa)		5.49 X 10-03	A5	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		1.69 X 10-06	A5	Non-volatile
GUS leaching potential index		-1.79	Calculated	Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	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		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		200nm= 2600, 290nm = 1.5	A5	-
Surface tension (mN m-1)		50.6	A5 at 20oC	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	4.7	A5	Non-persistent
	DT50 (lab at 20oC)	4.8	A5	Non-persistent
	DT50 (field)	13.3	A5	Non-persistent
	DT90 (lab at 20oC)	17.8	A5	-
	DT90 (field)	60.1	A5	-
	DT50 modelling endpoint	-	-	-
	Note	EU dossier lab studies DT50 range 2.6-8.2 days, DT90 range 10.5-27.2 days; field studies DT50 range 6.7-18.6; DT90 range 22.1-108.3 days
Dissipation rate RL50 on plant matrix	Value	-	-	-
	Note	-
Dissipation rate RL50 on and in plant matrix	Value	4.0	R4	-
	Note	Published literature RL50 range 3.6-4.5 days, apple, various matrices, n=2
Aqueous photolysis DT50 (days) at pH 7	Value	12.6	A5	Moderately fast
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	914	A5	Very persistent
	Note	pH sensitive: DT50 576 days at pH 5, 1198 days at pH 9, all at 25 deg C
Water-sediment DT50 (days)		0.33	A5	Fast
Water phase only DT50 (days)		0.18	A5	Fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	10472	A4	Non-mobile
	Koc	4236500
	Notes and range	EU dossier Kd range 2202-18019 mL/g, Koc range 5.51E05 - 1.29E07 mL/g, Soils=4
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		No

Other known metabolites:

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
-	urea	Plant	-	-
-	dodecyl guanidine carboxylic acid	Animal	-	-
-	octylguanidine carboxylic acid	Animal	-	-
-	hexylguanidine carboxylic acid	Animal	-	-
(Ref: Dodine-M01)	guanidine	Plant	0.36	-
(Ref: Dodine-M02)	hydroxydodecylguanidine	Animal (Urinary)	0.23	-

ECOTOXICOLOGY
for dodine

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	16	F4	Low potential
	CT50 (days)	Not available		-
Mammals - Acute oral LD50 (mg kg-1)		851	A5 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	-	L2 Rat, 2 year	-
	(ppm diet)	800		-
Birds - Acute LD50 (mg kg-1)		857	A5 Anas platyrhynchos	Moderate
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		0.57	F4 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.099	A4 Pimephales promelas 30day	Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		0.018	A5 Daphnia magna	High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.0044	A5 Daphnia magna	High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		1.7	F3 Americamysis bahia	Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1)		-	-	-
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1)		3.2	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)		0.0028	A4 Pseudokirchneriella subcapitata	High
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)	> 200	A5	Low
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		547	A5 Eisenia foetida	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		171	A5 Eisenia foetida	Low
Other soil macro-organisms - e.g. Collembola	LR50 / EC50 / NOEC / % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	1800	>, 48 hour A5 Aphidius rhopalosiphi	-
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	7512	>, 7 day A5 Typhlodromus pyri	-
	% Effect	-	-	-
Soil micro-organisms		Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect	A5 Dose: 9 kg ha-1, 28 days	-
Mesocosm study data	NOEAEC mg l-1	0.041	A5 Aquatic invertebrates	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for dodine

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)		851	A5 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 5000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 0.45	A5 Rat (nose only, aerosol)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.1	A4 Dog, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.1	A4 Dog, 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)		0.045	A4 Rat, SF=100	-
Dermal penetration studies (%)		1.0	A5	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	No unacceptable risks to bystanders identified
	Occupational	Possible risk to operators identified even with PPE Harmful by inhalation
European MRLs		Click here for the EU MRL pesticide database
Drinking Water Standards		-	-	-
Drinking Water MAC (μg l-1)		0.1	EU Dir 89/778/EC limit; A5 Calc MAC=0.35 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		Highly toxic Serious damage to eyes

: 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		Not explosive or oxidising IMDG Transport Code is usually 9
CLP classification 2013		Health: H302, H315, H319 Environment: H400, H410
EC Risk Classification		Xn - Harmful: R22 Xi - Irritant: R36/38 N - Dangerous for the environment: R50, R53
EC Safety Classification		S2, S26, S60, S61
WHO Classification		II	-	Moderately hazardous
US EPA Classification (formulation)		I	-	Danger - Highly toxic
UN Number		Usually 3077 or 3082
Waste disposal & packaging		Packaging Group III (minor danger)

TRANSLATIONS
for dodine

Language	Name
English	dodine
French	dodine
German	Dodin
Danish	dodine
Italian	dodina
Spanish	dodina
Greek	dodine
Slovenian	dodin
Polish	dodyna
Swedish	dodin
Hungarian	dodine
Dutch	dodine

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