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sintofen (Ref: SC 2053)
** cintofen ** sintofene ** Translations

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

SUMMARY

Sintofen is a plant growth regulator that currently has EU approval for use only by wheat seed producers. It is highly soluble in water, is non-volatile and a low potential of leaching to groundwater. It is persistent in both soil and aquatic systems. It has a moderate mammalian toxicity and a high potential for bioaccumulation. Its toxicity to aquatic organisms is low to moderate and it is moderately toxic to birds, earthworms and honey bees.

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

Description: A plant growth regulator used for the chemical hybridisation (sterilisation) of wheat

Example pests controlled: Growth

Example applications: Wheat

Efficacy & activity: -

Availability status: Current

Introduction & key dates: circa 1990

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Czech Republic/France
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: 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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C18H15CIN2O5
Canonical SMILES CC1=CC=C(C=C1)N2C3=C(C(=CC=C3)OCCOC)C(=O)C(=N2)C(=O)O
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) QLMNCUHSDAGQGT-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C18H15ClN2O5/c1-25-9-10-26-14-4-2-3-13-15(14)17(22)16(18(23)24)20-21(13)12-7-5-11(19)6-8-12/h2-8H,9-10H2,1H3,(H,23,24)/f/h23H
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 Unclassified
Minimum active substance purity 980 g/kg
Known relevant impurities EU dossier - 2-methoxyethanol and N,N-dimethylformamide
Substance origin Synthetic
Mode of action Cereal hybridising agent, absorbed through leaves and translocated
CAS RN 130561-48-7
EC number -
CIPAC number 717
US EPA chemical code -
PubChem CID 10915750
Molecular mass (g mol-1) 374.8
PIN (Preferred Identification Name) 1-(4-chlorophenyl)-5-(2-methoxyethoxy)-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid
IUPAC name 1-(4-chlorophenyl)-1,4-dihydro-5-(2-methoxyethoxy)-4-oxocinnoline-3-carboxylic acid
CAS name 1-(4-chlorophenyl)-1,4-dihydro-5-(2-methoxyethoxy)-4-oxo-3-cinnolinecarboxylic acid
Other status information PAN listed Highly Hazardous Chemical
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not known
Herbicide Resistance Classification (WSSA) -
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Cream to yellow 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 -
Example products using this active
  • Croisor 100
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as a liquid and applied using a boom type sprayer.


ENVIRONMENTAL FATE

for sintofen

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) 800 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 100 A5 - Methanol -
90 A5 - Ethyl acetate -
460 A5 - Acetone -
1.0 A5 - Heptane -
Melting point (oC) Decomposes before melting A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 274 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.00 X 10-01 Calculated -
Log P -1.0 A5 Low
Bulk density (g ml-1)/Specific gravity 1.46 L3 -
Dissociation constant (pKa) at 25oC 4.92 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 3.5 X 10-07 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.64 X 10-10 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.24 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 2.91 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 High
Maximum UV-vis absorption L mol-1 cm-1 Acidic solution: No absorption; [Basic solution: 238nm = 13087, 360nm = 10921 A5 -
Surface tension (mN m-1) 75.1 A5 20.3oC, 90% 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) 230 L3 Persistent
DT50 (lab at 20oC) 207 A5 Persistent
DT50 (field) 198.5 A5 Persistent
DT90 (lab at 20oC) 786 A5 -
DT90 (field) 500 A3 -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 130-328 days, DT90 range 433-1089 days; field studies DT50 range 45-218 days, DT90 >1 year
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 134 A5 Stable
Note Negligible under real conditions
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note -
Water-sediment DT50 (days) 2369 A3 - (second phase) Stable
Water phase only DT50 (days) 8.23 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 42.2 A5 Slightly mobile
Kfoc 2902
1/n 0.868
Notes and range EU dossier Kf range 5.34-186.6 mL/g, Kfoc range 376-18848 mL/g, 1/n range 0.809-0.965
pH sensitivity Yes

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
1-(-4-chlorophenyl)-1,4-dihydro-5-(2-hydroxy-ethoxy)-4-oxo-cinnoline-3-carboxylate
(Ref: SC 3095)
Note: Rat oral LD50 > 5000 mg kg-1
desmethyl sintofen Rat (Urinary, Faeces) - -


ECOTOXICOLOGY

for sintofen

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) Low risk A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 12.6 L3 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 1439 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) > 642 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 570 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) 100 A5 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 238 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 7.03 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) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 4.6 A5 Lemna gibba Moderate
Non-target plants > 1500 A5 Lettuce, OSR, Carrot
Vegetative vigour, ER50
as g/ha
-
> 1500 A5 Lettuce, OSR, Carrot
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 36.9 A5 Pseudokirchneriella subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A4 Low
Oral acute 48 hour LD50 (μg bee-1) > 100 A4 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 20 A5 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 1460 Mortality, 7 day
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 4760 Mortality, 48 hour
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 7.5 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for sintofen

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) > 5.27 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.091 A4 Rat, SF=100 -
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) 0.165 A5 Rat, SF=100 -
Dermal penetration studies (%) 100 A3 default -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Acceptable for proposed uses
Occupational Acceptable for proposed uses
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 bladder, urinary tract and kidney 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 explosive or oxidising
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases None allocated at this time
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for sintofen

Language Name
English sintofen
French sintofen
German Sintofen
Danish sintofen
Italian sintofen
Spanish sintofen
Greek -
Slovenian sintofen
Polish sintofen
Swedish -
Hungarian -
Dutch -

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