Select Option
Home
A to Z
Search
Terms & Conditions
Support Information
Purchasing & Other Services
Video User Guides
GET ADDITIONAL DATA HERE!

cyazofamid (Ref: IKF 916)
** Translations

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

SUMMARY

Cyazofamid is a foliar fungicide approved for use in the EU. It has a low aqueous solubility, is unlikely to leach to groundwater and is volatile. It is not persistent in soils or aquatic systems. Whilst it has a low mammalian toxicity there is some concern regarding its potential for bioaccumulation. It is a skin and eye irritant. It is moderately toxic to birds, most aquatic organisms, honeybees and earthworms.

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

Description: A protectant foliar applied fungicide used mainly for controlling Oomycete and Plasmodiophora diseases

Example pests controlled: Late blight; Downy mildew

Example applications: Potatoes; Tomatoes; Turf; Ornamentals; Curcubit vegetables

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2001, UK, Japan and Korea

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France/Latvia
Date inclusion expires 31/07/2019
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

Also used in: USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C13H13ClN4O2S
Canonical SMILES CC1=CC=C(C=C1)C2=C(N=C(N2S(=O)(=O)N(C)C)C#N)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) YXKMMRDKEKCERS-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C13H13ClN4O2S/c1-9-4-6-10(7-5-9)12-13(14)16-11(8-15)18(12)21(19,20)17(2)3/h4-7H,1-3H3
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Cyazofamid - Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Cyanoimidazole
Minimum active substance purity 935 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Foliar and soil preventative action with some residual activity. Respiration inhibitor, inhibition of complex III.
CAS RN 120116-88-3
EC number -
CIPAC number 653
US EPA chemical code 085651
PubChem CID 9862076
Molecular mass (g mol-1) 324.78
PIN (Preferred Identification Name) 4-chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide
IUPAC name 4-chloro-2-cyano-N,N-dimethyl-5-p-tolylimidazole-1-sulfonamide
CAS name 4-chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide
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) 21
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
  • Belchim
  • ISK Biosciences
Example products using this active
  • Ranman
  • Docious
  • Mildicut
UK LERAP status None
Formulation and application details Usually supplied as a suspension concentrate.


ENVIRONMENTAL FATE

for cyazofamid

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) 0.107 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 41900 A5 - Acetone -
5300 A5 - Toluene -
30 A5 - Hexane -
250 A5 - Octanol -
Melting point (oC) 152.7 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 1.58 X 1003 Calculated -
Log P 3.2 A5 High
Bulk density (g ml-1)/Specific gravity 1.45 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.0133 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 4.03 X 10-02 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.87 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 1.21 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 Medium
Maximum UV-vis absorption L mol-1 cm-1 279nm = 13400, 191nm = 5.100, no absorption above 330nm A5 -
Surface tension (mN m-1) 72.5 A5 at 20 degC, 95.5% saturated solution -

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) 10 A5 Non-persistent
DT50 (lab at 20oC) 10 A5 Non-persistent
DT50 (field) 4.5 R3 Non-persistent
DT90 (lab at 20oC) 24.5 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 5.9-15.1 days, DT90 range 16.8-37.0 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 13.2 R4 -
Note Published literature RL50 range 11.0-15.3 days, 2 field crops, various matrices, n=2
Aqueous photolysis DT50 (days) at pH 7 Value 0.1 A5 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 25 A5 Non-persistent
Note pH sensitive: DT50 27.2 days at pH 5 and 20 DegC, 25 days at pH 9 and 20 degC
Water-sediment DT50 (days) 14 A5 Fast
Water phase only DT50 (days) 6.2 A5 Moderately fast

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 23.0 A5 Slightly mobile
Kfoc 1338
1/n 0.96
Notes and range EU dossier Kf range 4.1-65.1, Kfoc range 736-2172 mL/g, 1/n range 0.83-1.07, Soils=4
pH sensitivity None

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
4-chloro-5-p-tolylimidazole-2-carbonitrile This metabolite may cause environmental pollution, click here for further information Soil   0.313   Major fraction, Not relevant
4-chloro-5-p-tolylimidazole-2-carboxamide This metabolite may cause environmental pollution, click here for further information Soil   0.137   Major fraction, Not relevant
4-chloro-5-p-tolylimidazole-2-carboxylic acid This metabolite may cause environmental pollution, click here for further information Soil   0.213   Major fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
5-hydroxy-5-p-tolyl-2,4-imidazolidinedion HTID Water (Photolysis) 0.185 -
p-toluamide - Water (Photolysis) 0.121 -
6-(4-chloro-2-cyanoimidazol-5-yl)-N,N-dimethyl-m-toluenesulfonamide CCTS Water (Photolysis) 0.379 -
4-(4-chloro-2-cyanoimidazol-5-yl)benzoic acid CCBA Animal (Urinary) - -
4-chloro-5-[-(methylsulfonyl)-p-tolyl]imidazole-2-carbonitrile CH3SO2-CCIM Animal (Urinary) - -
4-chloro-5-[-(methylsulfinyl)-p-tolyl]imidazole-2-carbonitrile CH3SO-CCIM Animal (Urinary) - -
dimethylsulfamic acid
Note: Oral LD50(rat)=2948mg kg-1
DMSA - - -
2-cyano-N,N-dimethyl-5-p-tolylimidazole-4-sulfonamide CDTS - - -
5-chloro-1--D-glucopyranosyl-4-p-tolylimidazole-2-carbonitrile 5-CGTC - - -
4-chloro-5-(4-hydroxymethylphenyl)imidazole-2-carbonitrile CHCN - - -


ECOTOXICOLOGY

for cyazofamid

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) 286 A5 Threshold for concern
CT50 (days) 0.7 -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 29.5 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5000 ppm A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.56 A5 Salmonidae Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.13 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.19 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.11 A5 Daphnia magna Moderate
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) 0.1 A3 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.033 Q3 Unknown species Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.025 A5 Raphidocelis subcapitata Moderate
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) > 151.7 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 4.0 A5 Eisenia foetida, 56 days Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 2.5
-0.7
Mortality
Parasitism
Dose: 0.21 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 2.5
10
Mortality
Reproduction
Dose: 0.21 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.07 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cyazofamid

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) > 5.5 A5 Rat, 4 hr (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.17 A5 -
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) 0.3 A5 Rat, 90 day, SF=100 -
Dermal penetration studies (%) 100 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Minimal risk of dietary exposure
Slight risk to bystanders from spray drift
Source: US EPA
Occupational Low risk
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 kidney & 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 oxidising or explosive
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R50/53
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification NL - Not listed
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Usually 1294
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group II (medium danger)


TRANSLATIONS

for cyazofamid

Language Name
English cyazofamid
French cyazofamid
German Cyazofamid
Danish cyazofamid
Italian cyazofamid
Spanish ciazofamida
Greek -
Slovenian ciazofamid
Polish cyazofamid
Swedish cyazofamid
Hungarian -
Dutch cyazofamid

Record last updated: Tuesday 30 October 2018
Contact: aeru@herts.ac.uk