| (R)-flutriafol |
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GENERAL INFORMATION 
for (R)-flutriafol
Description: A specific isomer of a curative and preventative conazole fungicide used to control leaf and ear diseases usually in cereals
Example pests controlled: Leaf and ear diseases
Example applications: Cereals including corn; Soybeans; Apples
Efficacy & activity: Wheat/Mildew=Low; Wheat/Septoria=Low; Wheat/Rust=Low; Soybean/Anthracnose=High; Soybean/Brown spot=High; Soybean/Leaf blight=Moderate; Soybean/Rust=High; Soybean/White mould=Moderate
Availability status: Current
Introduction & key dates: 1981
EC Regulation 1107/2009 (repealing 91/414):
| Status | Approved (as racemate) |
| Dossier rapporteur/co-rapporteur | Slovakia/UK |
| Date inclusion expires | 31/05/2021 |
| EU Candidate for substitution (CfS) | No |
| Listed in EU database | Yes (as racemate) |
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 |
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Also used in: Australia, Brazil, South Africa, Russia, Tanzania
Chemical structure:
| Isomerism | (R)-flutriafol is the R-isomer of chiral flutriafol |
| Chemical formula | C16H13F2N3O |
| Canonical SMILES | C1=CC=C(C(=C1)C(CN2C=NC=N2)(C3=CC=C(C=C3)F)O)F |
| Isomeric SMILES | C1=CC=C(C(=C1)[C@@](CN2C=NC=N2)(C3=CC=C(C=C3)F)O)F |
| International Chemical Identifier key (InChIKey) | InChI=1S/C16H13F2N3O/c17-13-7-5-12(6-8-13)16(22,9-21-11-19-10-20-21)14-3-1-2-4-15(14)18/h1-8,10-11,22H,9H2/t16-/m1/s1 |
| International Chemical Identifier (InChI) | JWUCHKBSVLQQCO-MRXNPFEDSA-N |
| 2D structure diagram/image available? | No |
General status:
| Pesticide type | Fungicide | |
| Substance group | Triazole | |
| Minimum active substance purity | 920 g/kg | |
| Known relevant impurities | EU dossier - dimethyl sulphate: <0.01%; dimethylformamide:<0.1%; methanol: <0.1% | |
| Substance origin | Synthetic | |
| Mode of action | Broad-spectrum, systemic, contact action with eradicant and protective properties. Sterol biosynthesis inhibitor. | |
| CAS RN | 76674-21-0 | |
| EC number | - | |
| CIPAC number | 436 | |
| US EPA chemical code | 128940 | |
| PubChem CID | 13309131 | |
| Molecular mass (g mol-1) | 301.29 | |
| PIN (Preferred Identification Name) | - | |
| IUPAC name | (R)-2,4'-difluoro-α-(1H-1,2,4-triazol-1-ylmethyl)benzhydryl alcohol | |
| CAS name | α-(2-fluorophenyl)-α-(4-fluorophenyl)-1H-1,2,4-triazole-1-ethanol | |
| Other status information | A marine pollutant | |
| 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) | 3 | |
| Examples of recorded resistance | - | |
| Physical state | White crystalline solid | |
| Related substances & organisms | ||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| UK LERAP status | None | |||
| Formulation and application details | Often supplied as a soluble concentrate that is mixed with water and applied as a spray. | |||
ENVIRONMENTAL FATE
for (R)-flutriafol
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | - | - | - | |
| Solubility - In organic solvents at 20oC (mg l-1) | - | - | - | |
| Melting point (oC) | - | - | - | |
| Boiling point (oC) | - | - | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | - | - | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | - | - | - |
| Log P | - | - | - | |
| Bulk density (g ml-1)/Specific gravity | - | - | - | |
| Dissociation constant (pKa) at 25oC | - | - | - | |
| Note: | ||||
| Vapour pressure at 20oC (mPa) | - | - | - | |
| Henry's law constant at 25oC (Pa m3 mol-1) | - | - | - | |
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: | - | |||
| Dissipation rate RL50 on plant matrix | Value | - | - | - |
| Note | - | |||
| Dissipation rate RL50 on and in plant matrix | Value | 7.2 | R4 | - |
| Note | Published literature data range 5.2-9.2 days, 2 crops, grown undercover, fruit matrix, n=2 | |||
| 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 | - | - | - |
| Koc | - | |||
| Notes and range | - | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
ECOTOXICOLOGY
for (R)-flutriafol
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | - | - | - |
| CT50 (days) | - | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 1140 | B4 Rat, as isomer mix | Moderate | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | - | - |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | 616 | A3 Alectoris rufa, as isomer mix | Moderate | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 33.0 | A4 Lepomis macrochirus, as isomer mix | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | - | - | - | |
| 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) | - | - | - | |
| 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) | - | - | - | |
| 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 (R)-flutriafol
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) | > 1140 | B4 Rat, as isomer mix | Moderate | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 1000 | A4 Rat, as isomer mix | - | |
| Mammals - Inhalation LC50 (mg l-1) | - | A5 | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.01 | UK ACP 1999 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | 0.05 | A5 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) | 0.05 | A5 Dog, SF=100 | - | |
| Dermal penetration studies (%) | 0.3-10.0 | A5 concentration dependent | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Limits | - | - | - | |
| Exposure Routes | Public | Acceptable risk for proposed uses | ||
| Occupational | Acceptable risk 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 | |||
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Possible liver toxicant May cause anaemia Endocrine issues - Weak estrogen inhibition |
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: 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 |
Prevent generation of mists Not explosive or oxidising IMDG Transport Code 9 |
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| CLP classification 2013 | Health: H340, H360fd Environment: H400, H410 |
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| EC Risk Classification |
Reproduction risk category 3: R63 Xn - Harmful: R20/21/22 N - Dangerous for the environment: R52, R53 |
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| EC Safety Classification |
S22, S24, S25 | |||
| WHO Classification | II | - | Moderately hazardous | |
| US EPA Classification (formulation) | III | - | Caution - Slightly toxic | |
| UN Number | 3077 | |||
| Waste disposal & packaging |
Packaging Group III (minor danger) | |||
TRANSLATIONS
for (R)-flutriafol
| Language | Name |
| English | (R)-flutriafol |
| French | (R)-flutriafol |
| German | (R-)Flutriafol |
| Danish | (R)-flutriafol |
| Italian | (R)-flutriafol |
| Spanish | (R)-flutriafol |
| Greek | - |
| Slovenian | (R)-flutriafol |
| Polish | (R)-flutriafol |
| Swedish | - |
| Hungarian | (R)-flutriafol |
| Dutch | - |
Record last updated: Thursday 20 September 2018
Contact: aeru@herts.ac.uk