carpropamid (Ref: KTU 3616) ** carpropamide ** Translations

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SUMMARY

Carpropamid is a rice fungicide without EU regulatory approval for use. It is not very soluble in water, volatile and, based on its chemical properties, it is non-mobile. Little is known regarding its persistent in soil and aquatic systems. It is not highly toxic to mammals. It shows a moderate level of toxicity to birds, fish and earthworms.

GENERAL INFORMATION
for carpropamid

Description: A systemic rice fungicide

Example pests controlled: Rice blast

Example applications: Rice

Efficacy & activity: -

Availability status: Unknown

Introduction & key dates: 1996, Korea

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

Chemical structure:

Isomerism	A chiral molecule. The technical material is a mixture of two isomeric pairs
Chemical formula	C15H18Cl3NO
Canonical SMILES	CCC1(C(C1(Cl)Cl)C)C(=O)NC(C)C2=CC=C(C=C2)Cl
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	RXDMAYSSBPYBFW-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C15H18Cl3NO/c1-4-14(10(3)15(14,17)18)13(20)19-9(2)11-5-7-12(16)8-6-11/h5-10H,4H2,1-3H3,(H,19,20)
2D structure diagram/image available?	Yes

General status:

Pesticide type	Fungicide
Substance group	Cyclopropanecarboxamide
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Systemic, protective, melanin inhibiting - no curative properties but does induce disease resistance in rice plants
CAS RN	104030-54-8
EC number	-
CIPAC number	None allocated
US EPA chemical code	-
PubChem CID	153847
Molecular mass (g mol-1)	334.67
PIN (Preferred Identification Name)	A mixture of : (1R*,3S*)-2,2-dichloro-N-[(1R)-1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropane-1-carboxamide and (1R*,3S*)-2,2-dichloro-N-[(1S)-1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropane-1-carboxamide where the first pair cited comprises at least 95% of the total
IUPAC name	A mixture of: (1R,3S)-2,2-dichloro-N-[(R)-1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropanecarboxamide, (1S,3R)-2,2-dichloro-N-[(R)-1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropanecarboxamide, (1S,3R)-2,2-dichloro-N-[(S)-1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropanecarboxamide and (1R,3S)-2,2-dichloro-N-[(S)-1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropanecarboxamide where the first two cited comprise at least 95% of the total
CAS name	2,2-dichloro-N-[1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropanecarboxamide
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)	16.2
Examples of recorded resistance	-
Physical state	White to pale yellow crystalline power
Related substances & organisms	-

Formulations:

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

ENVIRONMENTAL FATE
for carpropamid

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		1.8	L3	Low
Solubility - In organic solvents at 20oC (mg l-1)		-	-	-
Melting point (oC)		159.7	L3	-
Boiling point (oC)		-	-	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		-	-	-
Octanol-water partition coefficient at pH 7, 20oC	P	1.78 X 1004	Calculated	-
	Log P	4.25	L3	High
Bulk density (g ml-1)/Specific gravity		1.17	L3	-
Dissociation constant (pKa) at 25oC		-	-	-
		Note:
Vapour pressure at 20oC (mPa)		0.0025	L3	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		4.50 X 10-04	L3	Non-volatile
GUS leaching potential index		-	-	-
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	-	-	-
	Note	-
Potential for particle bound transport index		-	-	-
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)	-	-	-
	DT50 (lab at 20oC)	-	-	-
	DT50 (field)	-	-	-
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note	DT50 in paddy fields reported to be several weeks to several months.
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	-	-	-
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	-	-	-
	Note	-
Water-sediment DT50 (days)		-	-	-
Water phase only DT50 (days)		-	-	-

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	Q2	Non-mobile
	Koc	4917
	Notes and range	Estimated
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

ECOTOXICOLOGY
for carpropamid

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	-	-	-
	CT50 (days)	-		-
Mammals - Acute oral LD50 (mg kg-1)		> 5000	L3 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	-	-	-
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 2000	L3 Phasianidae	Low
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		5.6	L3 Cyprinidae	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		410	L3 Daphnia magna	Low
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)		2	L3 Scenedemus subspicatus	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)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		> 1000	L3 Eisenia foetida	Low
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 carpropamid

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)		> 5000	L3 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 5000	L3 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 5.0	L3 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.03	L3	-
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		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		Value	Source/Quality Score/Other Information	Interpretation
General		No information available
CLP classification 2013		-
EC Risk Classification		Xn - Harmful: R22
EC Safety Classification		-
WHO Classification		U	-	Unlikely to present an acute hazard
US EPA Classification (formulation)		No consensus across products or no products available	-	-
UN Number		-
Waste disposal & packaging		Packaging Group III (minor danger)

TRANSLATIONS
for carpropamid

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

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Record last updated: Wednesday 30 May 2018
Contact: aeru@herts.ac.uk