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cyclanilide (Ref: RPA 090946)
** cyclanilid ** Translations

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

SUMMARY

Cyclanilide is a plant growth regulator not approevd for use in the EU. It has a low aqueous solubility and is relatively volatile. It is not persistent in soil systems but may be in water under siome conditions. Cyclanilide has a low mammalian toxicity but may cause adverse reproduction/development effects and is a possible neurotoxin. It is moderately toxic to most fauna and flora.

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

Description: A plant growth regulator used in a variety of situations including acting as a harvest aid for cotton

Example pests controlled: Apical dominance; Plant shape

Example applications: Cotton; Ornamentals including ficus, hydrangea, carmellia, convolvulus, gardenia, holly, spirea, tree lilac; Fruit including cherry, apple, pear, plum

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1995, Argentina

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Austria/Greece
Date inclusion expires Expired
EU Candidate for substitution (CfS) -
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

Also used in: Australia; USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C11H9Cl2NO3
Canonical SMILES C1CC1(C(=O)NC2=C(C=C(C=C2)Cl)Cl)C(=O)O
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) GLWWLNJJJCTFMZ-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C11H9Cl2NO3/c12-5-1-2-9(8(13)3-5)14-10(15)6-4-7(6)11(16)17/h1-3,6-7H,4H2,(H,14,15)(H,16,17
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 Plant growth regulator
Substance group Malonanilate
Minimum active substance purity 960 g/kg
Known relevant impurities EU dossier - 2,4-dichloroaniline <1 g/kg
Substance origin Synthetic
Mode of action Inhibits the transport of auxin particularly in meristematic plant tissue
CAS RN 113136-77-9
EC number 419-150-7
CIPAC number 586
US EPA chemical code 026201
PubChem CID 11097730
Molecular mass (g mol-1) 274.10
PIN (Preferred Identification Name) 1-[(2,4-dichlorophenyl)carbamoyl]cyclopropane-1-carboxylic acid
IUPAC name 1-(2,4-dichloroanilinocarbonyl)cyclopropanecarboxylic acid
CAS name 1-[[(2,4-dichlorophenyl)amino]carbonyl]cyclopropanecarboxylic acid
Other status information Chemical subject to PIC regulations
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) Not applicable
Examples of recorded resistance -
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
  • Aventis CropScience
  • Bayer CropScience
Example products using this active
  • Tiberon SC
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 for broadcast spraying.


ENVIRONMENTAL FATE

for cyclanilide

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) 48 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 1 A5 - Hexane -
600 A5 - Toluene -
59100 A5 - Methanol -
52900 A5 - Acetone -
Melting point (oC) 195 A5 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.78 X 1003 Calculated -
Log P 3.25 A5 High
Bulk density (g ml-1)/Specific gravity 1.48 A5 -
Dissociation constant (pKa) at 25oC 3.5 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 0.0084 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 7.41 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.11 Calculated Transition state
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 8.35 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 11nm = 29840, 256nm = 21249, 290nm = 1215 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) 28 A5 Non-persistent
DT50 (lab at 20oC) 29 A5 Non-persistent
DT50 (field) 28 A5 Non-persistent
DT90 (lab at 20oC) 96 A5 -
DT90 (field) 94 A5 -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 15-49 days, DT90 range 65.6-78.5 days, field study DT50 range 11-45 days (France 7 Spain), DT90 range 37-151 days; Other sources: 75 days (DW4)
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 55 A5 Stable
Note pH variable: DT50 50 days at pH 5, 54 days at pH 9, summer USA
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9
Water-sediment DT50 (days) 60 A5 Moderately fast
Water phase only DT50 (days) 18 A5 Slow

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 - A4 Moderately mobile
Koc 358
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity Adsorption decreases as pH increases

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2,4-dichloroaniline This metabolite may cause environmental pollution, click here for further information Soil   0.160   Major fraction, Relevant


ECOTOXICOLOGY

for cyclanilide

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) 0.4 A5 Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - A2 Dog, 1 year -
(ppm diet) 160 -
Birds - Acute LD50 (mg kg-1) > 216 A4 Unknown species Moderate
Birds - Short term dietary (LC50/LD50) > 1240 mg kg feed-1 A4 Unknown species -
Fish - Acute 96 hour LC50 (mg l-1) 11 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 2.6 A5 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 13 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 12.6 A5 Daphnia magna Low
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 4.0 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) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.22 F3 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 1.7 A5 Raphidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 89.5 A5 Moderate
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) > 469 A5 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 100 Mortality
Dose: 4.05 kg formulation /ha, formulation is 480 g l-1 ethephon + 60 g l-1 cyclanilide
A5 Aphidius rhopalosiphi, protonymph
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 100 Mortality
Dose: 4.05 kg formulation /ha (formulation is 480 g l-1 ethephon + 60 g l-1 cyclanilide)
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: Field rate
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cyclanilide

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) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 5.15 A5 Rat (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.0075 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.015 A5 Rabbit, SF=200 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.0045 A3 -
Dermal penetration studies (%) 10 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Minimal risk from dietary exposure
Risk assessment indicates ARfD would not normally be execeeded
Occupational -
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A0; B0; C0; D0; E0

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

-

-

General human health issues Moderately toxic
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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
IMDG Transport Code is usually 6.1
CLP classification 2013 Health: H302
Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S61
WHO Classification NL - Not listed
UN Number Usually 2811
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for cyclanilide

Language Name
English cyclanilide
French cyclanilide
German Cyclanilid
Danish cyclanilid
Italian ciclanilide
Spanish ciclanilida
Greek cyclanilide
Slovenian ciklanilid
Polish cyklanilid
Swedish -
Hungarian -
Dutch cyclanilide

Record last updated: Tuesday 22 May 2018
Contact: aeru@herts.ac.uk