Daminozide

Daminozide	Last updated: 12/01/2021
(Also known as: SADH; DMASA)

SUMMARY

Daminozide is a plant growth regulator that has regulatory approval for use in the EU and is also used in Australia and USA. It is highly soluble in water and volatile. Based on its chemical properties it is not expected to leach to groundwater. Data suggests it is not persistent in soil systems but can be persistent in some water systems. It is relatively non-toxic to mammals but has a high potential for bioaccumulation. Daminozide is a recognised irritant. It has a moderate toxicity to aquatic invertebrates and earthworms but is less harmful to birds, fish and honeybees.

GENERAL INFORMATION

Description

A hydrazide plant growth regulator for use in certain ornamentals in greenhouses, shade-houses and nurseries

Example pests controlled

Growth - internode elongation to produce more compact plants

Example applications

Ornamentals including azealeas, bedding plants and plugs, chrysanthemums, foliage plants, hydrangers; Tree fruit including peaches, cherries, prunes, pears

Efficacy & activity

Efficiacy supported by field trials that demonstrate it produces more robust plants.

Availability status

Current

Introduction & key dates

1965

UK regulatory status

UK COPR regulatory status

Approved

Date COPR inclusion expires

31/10/2024

UK LERAP status

None

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Approved

Dossier rapporteur/co-rapporteur

Czech Republic/Hungary

Date EC 1107/2009 inclusion expires

31/10/2021

EU Candidate for substitution (CfS)

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

Australia, USA

Chemical structure

Isomerism

Chemical formula

C₆H₁₂N₂O₃

Canonical SMILES

CN(C)NC(=O)CCC(=O)O

Isomeric SMILES

No data

International Chemical Identifier key (InChIKey)

NOQGZXFMHARMLW-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C6H12N2O3/c1-8(2)7-5(9)3-4-6(10)11/h3-4H2,1-2H3,(H,7,9)(H,10,11)

2D structure diagram/image available?

Yes

General status

Pesticide type

Plant growth regulator

Substance group

Unclassified

Minimum active substance purity

990 g kg⁻¹

Known relevant impurities

EU 2018 dossier - N-nitrosodimethylamine < 2.0 mg kg⁻¹; 1,1-dimethylhydrazide < 30 mg kg⁻¹

Substance origin

Synthetic

Mode of action

Absorbed via leaves, translocates throughout plant.

CAS RN

1596-84-5

EC number

216-485-9

CIPAC number

330

US EPA chemical code

035101

PubChem CID

15331

Molecular mass

160.17

PIN (Preferred Identification Name)

4-(2,2-dimethylhydrazinyl)-4-oxobutanoic acid

IUPAC name

N-(dimethylamino)succinamic acid

CAS name

butanedioic acid mono(2,2-dimethylhydrazide)

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)

Not applicable

Examples of recorded resistance

Physical state

Off-white crystalline solid

Formulations

Property

Value

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

B-Nine SG
Dazide Enhance

Example products using this active

Certis
Fine
Chemtura Corp
Uniroyal

Formulation and application details

Often supplied as water soluble granules

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

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

128000

High

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

270

Ethyl acetate

1610

Acetone

n-Hexane

48000

Methanol

Melting point (°C)

153

Boiling point (°C)

Decomposes before boiling

Degradation point (°C)

142

Flashpoint (°C)

Not expected to self ignite; Not highly flammable

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

2.95 X 10^-02

Calculated

Log P

-1.53

Low

Bulk density (g ml⁻¹)

1.3

Dissociation constant pKa) at 25 °C

4.68

Weak acid

Vapour pressure at 20 °C (mPa)

1.5 X 10^-03

Low volatility

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

1.0 X 10^-09

Non-volatile

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

neutral pH: 191nm=6520
Acidic pH: 198nm=951
Basic pH: 192nm=6966

Surface tension (mN m⁻¹)

69.8

at 25 °C 0.1% soln.

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Considered to be readily biodegradable

Soil degradation (days) (aerobic)

DT₅₀ (typical)

0.12

Non-persistent

DT₅₀ (lab at 20 °C)

0.12

Non-persistent

DT₅₀ (field)

DT₉₀ (lab at 20 °C)

0.63

Non-persistent

DT₉₀ (field)

DT₅₀ modelling endpoint

0.12

geometric mean

Note

EU 2018 dossier lab studies DT₅₀ (normalised) range 0.06-0.23 days, DT₉₀ (measured) range 0.35-1.21 days, Soils=4; Other sources: DT₅₀ 21 days (US3), 21 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

149

Stable

Note

Not an important degradation route

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

Value

Stable

Note

Stable pH 5 to pH 9

Water-sediment DT₅₀ (days)

0.91

Fast

Water phase only DT₅₀ (days)

No data

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d

K_oc

Notes and range

Freundlich

K_f

0.25

Mobile

K_foc

26.6

¹/_n

1.27

Notes and range

EU 2018 dossier K_f range 0.096-0.642 mL g⁻¹, K_foc range 18.4-46.5 mL g⁻¹,, 1/N RANGE 1.107-1,368, Soils=4

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

-2.37

Calculated

Low leachability

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

Value

1.43 X 10^-04

Calculated

Note

Potential for particle bound transport index

Low

Calculated

Potential for loss via drain flow

Mobile

Calculated

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

Metabolising enzymes

Unsymmetrical dimethyl hydrazine
Note: Contaminant and metabolite

UDMH

Animal

ECOTOXICOLOGY

Property

Value

Source; quality score; and other information

Interpretation

Bio-concentration factor

BCF (l kg⁻¹)

Low risk

Based on LogP < 3

Low risk

CT₅₀ (days)

A5 Onion, Ryegrass, Wheat, Corn, Sugar beet, OSR

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

> 5000

Rat

Low

Mammals - Short term dietary NOEL

(mg kg⁻¹)

80.5

Rat

High

(ppm diet)

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

Birds - Acute LD₅₀ (mg kg⁻¹)

> 2250

Anas platyrhynchos

Low

Birds - Short term dietary (LC₅₀/LD₅₀)

> 10000 mg kg feed⁻¹

Unknown species

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

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

Cyprinus carpio

Moderate

Fish - Chronic 21 day NOEC (mg l⁻¹)

1.7

Pimephales promelas 33 day

Moderate

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

75.5

Daphnia magna

Moderate

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

> 1.7

Daphnia magna

Moderate

Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)

Sediment dwelling organisms - Acute 96 hour LC₅₀ (mg l⁻¹)

334

Unknown species

Low

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)

> 127

Lemna gibba 7 day NOEC

Low

Non-target plants

> 7.5

Oat Barley Carrot Radish Cucumber Bean
Vegetative vigour, ER₅₀
as kg ha⁻¹

> 13.0

-
Seedling emergence, ER₅₀
as kg ha⁻¹

Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)

> 100

Pseudokirchneriella subcapitata

Low

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)

> 200

Apis mellifera

Low

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

> 200

Apis mellifera

Low

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)

684

Eisenia foetida

Low

Other soil macro-organisms

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Other arthropod (1)

LR₅₀ g ha⁻¹

8.5

>
Typhlodromus pyri

% Effect

52.0

Total affect
Typhlodromus pyri adult

Other arthropod (2)

LR₅₀ g ha⁻¹

8.5

>
Aphidius rhopalosiphi

% Effect

12.5

Total effect
Aphidius rhopalosiphi adult

Soil micro-organisms

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

Dose: 20 kg formulation ha⁻¹; 100 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)

> 5000

Rat

Low

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

5000

Rabbit

Mammals - Inhalation LC₅₀ (mg l⁻¹)

> 2.1

Rat 4 hr (nose only)

Other Mammal toxicity endpoints

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

0.25

Rat SF=200

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

None allocated

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

None allocated

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

0..009

Rat SF=200

Dermal penetration studies (%)

0.2-1.9

concentration dependent

Dangerous Substances Directive 76/464

Exposure Routes

Public

Acceptable risks for bystanders

Occupational

Acceptable risks for operators and otherworkers

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

; ; ; ;

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

Respiratory tract irritant

Skin irritant

Skin sensitiser

No data found

Eye irritant

Phototoxicant

No data found

General human health issues

USEPA - probable human carcinogen; EFSA Carc. IB

Handling issues

Property

Value and interpretation

General

Not explosive or an oxidiser

CLP classification 2013

Health: H315, H319

EC Risk Classification

EC Safety Classification

WHO Classification

U (Unlikely to present an acute hazard)

UN Number

Waste disposal & packaging

TRANSLATIONS

Language

Name

English

daminozide

French

daminozide

German

Daminozid

Danish

daminozide

Italian

daminozide

Spanish

daminozida

Greek

Polish

daminozyd

Swedish

daminozid

Hungarian

daminozide

Dutch

Record last updated:	12/01/2021
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