Tricyclazole (Ref: EL 291)

Tricyclazole (Ref: EL 291)	Last updated: 30/05/2018
(Also known as: tizole ; tricyclazone)

GENERAL INFORMATION

Description

A fungicide used mainly for prolonged control of rice blast

Example pests controlled

Rice blast

Example applications

Paddy rice

Efficacy & activity

Availability status

Current

Introduction & key dates

1976, Philippenes

UK regulatory status

UK COPR regulatory status

Not approved

Date COPR inclusion expires

Not applicable

UK LERAP status

No UK approval for use

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Not approved

Dossier rapporteur/co-rapporteur

Italy

Date EC 1107/2009 inclusion expires

Not applicable

EU Candidate for substitution (CfS)

Not applicable

Listed in EU database

Yes

Approved for use (✓) under EC 1107/2009 in the following EU Member States

ATAustria	BEBelgium	BGBulgaria	CYCyprus	CZCzech Republic	DEGermany	DKDenmark	EEEstonia	ELGreece

ESSpain	FIFinland	FRFrance	HRCroatia	HUHungary	IEIreland	ITItaly	LTLithuania	LULuxembourg

LVLatvia	MTMalta	NLNetherlands	PLPoland	PTPortugal	RORomania	SESweden	SISlovenia	SKSlovakia

Also used in

Japan, Korea, China, India, Brazil, Colombia

Chemical structure

Isomerism

Chemical formula

C₉H₇N₃S

Canonical SMILES

CC1=C2C(=CC=C1)SC3=NN=CN23

Isomeric SMILES

No data

International Chemical Identifier key (InChIKey)

DQJCHOQLCLEDLL-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C9H7N3S/c1-6-3-2-4-7-8(6)12-5-10-11-9(12)13-7/h2-5H,1H3

2D structure diagram/image available?

Yes

General status

Pesticide type

Fungicide

Substance group

Triazolobenzothiazole

Minimum active substance purity

950 g kg⁻¹

Known relevant impurities

EU dossier - None declared

Substance origin

Synthetic

Mode of action

Systemic, absorbed by roots and foliage and translocated, used mainly as a protectant, inhibits melanin biosynthesis

CAS RN

41814-78-2

EC number

255-559-5

CIPAC number

547

US EPA chemical code

120201

PubChem CID

39040

Molecular mass

189.24

PIN (Preferred Identification Name)

5-methyl[1,2,4]triazolo[3,4-b][1,3]benzothiazole

IUPAC name

5-methyl-1,2,4-triazolo[3,4-b][1,3]benzothiazole

CAS name

5-methyl-1,2,4-triazolo(3,4-b)benzothiazole

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)

16.1

Examples of recorded resistance

Physical state

Peach coloured granular solid

Related substances & organisms

imidacloprid

fipronil

thifluzamide

Formulations

Property

Value

Example manufacturers & suppliers of products using this active now or historically

Beam
Beam Admire
Bim
Trooper

Example products using this active

Dow AgroSciences

Formulation and application details

Available in a variety of formulations including wettable powders and water soluble bags

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

Solubility - In water at 20 °C (mg l⁻¹)

596

High

Solubility - In organic solvents at 20 °C (mg l⁻¹)

13800

Acetone

26500

Methanol

4900

Xylene

4900

Ethyl acetate

Melting point (°C)

185.9

Boiling point (°C)

Decomposes before boiling

Degradation point (°C)

285.3

Flashpoint (°C)

Not expected to self ignite; Not highly flammable

Octanol-water partition coefficient at pH 7, 20 °C

2.51 X 10⁰¹

Calculated

Log P

1.4

Low

Bulk density (g ml⁻¹)

1.4

Dissociation constant pKa) at 25 °C

Not applicable

No dissociation

Vapour pressure at 20 °C (mPa)

0.027

Low volatility

Henry's law constant at 25 °C (Pa m³ mol⁻¹)

5.86 X 10^-07

Non-volatile

Maximum UV-vis absorption L mol⁻¹ cm⁻¹

Surface tension (mN m⁻¹)

55.3

at 20°C 95.2% 1.2g l⁻¹

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

450

Very persistent

DT₅₀ (lab at 20 °C)

795

Very persistent

DT₅₀ (field)

130

Persistent

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

DT₅₀ modelling endpoint

Note

EU dossier 1 Lab study Italy; Manufacturers published data DT₅₀ lab studies range 240-842 days, field studies DT₅₀ 47-213 days (E4) Other studies: 21 (DW3)

Dissipation rate RL₅₀ on plant matrix

Value

Note

Dissipation rate RL₅₀ on and in plant matrix

Value

10.9

Note

Published literature RL₅₀ range 7.7-14.0 days, field grown rice, various matrices, n=2

Aqueous photolysis DT₅₀ (days) at pH 7

Value

Stable

Note

Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7

Value

Stable

Note

Stable pH 3 to pH 9

Water-sediment DT₅₀ (days)

453

Stable

Water phase only DT₅₀ (days)

Stable

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d

Moderately mobile

K_oc

169

Notes and range

koc range 156-177 mL g⁻¹

Freundlich

K_f

3.1

Moderately mobile

K_foc

144

¹/_n

0.75

Notes and range

EU dossier kf range 2.21-3.9, K_foc range 138-150 mL g⁻¹, ¹/_n range 0.737-0.778

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

3.89

Calculated

High leachability

SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate

Value

1.11 X 10⁰⁰

Calculated

Note

Potential for particle bound transport index

Medium

Calculated

Potential for loss via drain flow

Moderately mobile

Calculated

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

Metabolising enzymes

tricyclazole alcohol

Plant; Animal; Rat (Urinary, Faeces)

ECOTOXICOLOGY

Property

Value

Source; quality score; and other information

Interpretation

Bio-concentration factor

BCF (l kg⁻¹)

3.1

Estimated

Low potential

CT₅₀ (days)

Not available

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

289.7

Rat

Moderate

Mammals - Short term dietary NOEL

(mg kg⁻¹)

9.6

Rat 2 year

High

(ppm diet)

Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)

Birds - Acute LD₅₀ (mg kg⁻¹)

> 1528

Anas platyrhynchos

Moderate

Birds - Short term dietary (LC₅₀/LD₅₀)

> 1528 mg kg bw⁻¹ day⁻¹

Anas platyrhynchos

Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

7.3

Oncorhynchus mykiss

Moderate

Fish - Chronic 21 day NOEC (mg l⁻¹)

0.081

Ictalurus punctutatus

Moderate

Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)

Daphnia magna

Moderate

Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)

0.96

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)

2.2

Chironomus riparius

Moderate

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)

8.2

Pseudokirchneriella 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

Low

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

> 88.5

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)

> 1000

Eisenia foetida

Low

Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)

250

Eisenia foetida 56 days

Low

Other soil macro-organisms

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Other arthropod (1)

LR₅₀ g ha⁻¹

460

>
Typhlodromus pyri

% Effect

5.0

Mortality [Dose: 0.45 kg ha⁻¹]
Typhlodromus pyri

Other arthropod (2)

LR₅₀ g ha⁻¹

450

<
Aphidius rhopalosiphi

% Effect

100

Mortality [Dose: 0.45 kg ha⁻¹]
Aphidius rhopalosiphi

Soil micro-organisms

Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect

Dose: 3.8 mg kg⁻¹ soil 28 days

Mesocosm study data

NOEAEC mg l⁻¹

HUMAN HEALTH AND PROTECTION

General

Property

Value

Source; quality score; and other information

Interpretation

Threshold of Toxicological Concern (Cramer Class)

High (class III)

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

289.7

Rat

Moderate

Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)

2000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

> 1.15

Rat 4 hr

Other Mammal toxicity endpoints

ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)

0.03

ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)

AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)

AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)

Dermal penetration studies (%)

Dangerous Substances Directive 76/464

Exposure Routes

Public

Negligible risk to bystanders considering intended uses

Occupational

European MRLs

EU MRL pesticide database

Drinking Water Standards

Drinking Water MAC (μg l⁻¹)

Health issues

Specific human health issues

Carcinogen

Genotoxic

Endocrine disruptor

; ; ; ;

No data found

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

No data found

Respiratory tract irritant

Skin irritant

Skin sensitiser

No data found

Eye irritant

Phototoxicant

No data found

General human health issues

Moderately toxic by inhalation and ingestion

Handling issues

Property

Value and interpretation

General

Not explosive or oxidising
IMDG Transport Code is usually 6.1

CLP classification 2013

Health: H302

EC Risk Classification

Xn - Harmful: R22

EC Safety Classification

WHO Classification

II (Moderately hazardous)

UN Number

Usually 2588

Waste disposal & packaging

Packaging Group II (medium danger)

TRANSLATIONS

Language

Name

English

tricyclazole

French

tricyclazole

German

Tricyclazol

Danish

tricyclazol

Italian

triciclazolo

Spanish

triciclazol

Greek

Polish

tricyklazol

Swedish

Hungarian

Dutch

tricyclazole

Record last updated:	30/05/2018
Contact:	aeru@herts.ac.uk
Please cite as:	Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242