dodine
N-dodecylguanidine acetate
 
Notes:
None found
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CAS Number: 2439-10-3Picture of molecule3D/inchi
Other(deleted CASRN): 1135443-22-9
ECHA EINECS - REACH Pre-Reg: 219-459-5
FDA UNII: 259C423Y98
Beilstein Number: 6546960
MDL: MFCD00034998
Molecular Weight: 287.44741000
Formula: C15 H33 N3 O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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FDA Mainterm (IAUFC):2439-10-3 ; N-DODECYLGUANIDINE ACETATE
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Physical Properties:
Appearance: white crystalline solid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 136.00 °C. @ 760.00 mm Hg
Vapor Pressure: 1.500000 mmHg @ 1.50 °C. (est)
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w): 1.150
Soluble in:
 water, 630 mg/L @ 25 °C (exp)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Dodin
Sigma-Aldrich
For experimental / research use only.
Dodine PESTANAL®, analytical standard
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-duck LD50  1142 mg/kg
Pesticide Manual. Vol. 9, Pg. 326, 1991.

oral-guinea pig LD50  176 mg/kg
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 64, 1982.

oral-mouse LD50  266 mg/kg
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 64, 1982.

oral-quail LD50  788 mg/kg
Pesticide Manual. Vol. 9, Pg. 326, 1991.

oral-rabbit LD50  535 mg/kg
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 64, 1982.

oral-rat LD50  660 mg/kg
GASTROINTESTINAL: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Toxicology and Applied Pharmacology. Vol. 3, Pg. 127, 1961.

unreported-rat LD50  1000 mg/kg
"Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 239, 1971.

Dermal Toxicity:
skin-guinea pig LDLo 2000 mg/kg
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 64, 1982.

skin-rabbit LD50 2100 mg/kg
GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" BLOOD: HEMORRHAGE
Toxicology and Applied Pharmacology. Vol. 3, Pg. 127, 1961.

skin-rat LD50 > 6000 mg/kg
Farm Chemicals Handbook. Vol. -, Pg. C116, 1991.

Inhalation Toxicity:
inhalation-mouse LC50 129 mg/m3/2H
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 64, 1982.

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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for dodine usage levels up to:
 not for fragrance use.
 
Recommendation for dodine flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Reasoned opinion on the review of the existing maximum residue levels (MRLs) for dodine according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf
Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level
View page or View pdf
Peer review of the pesticide risk assessment for the active substance dodine in light of confirmatory data submitted
View page or View pdf
EPI System: View
EPA-Iris: IRIS
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA GENetic TOXicology: Search
EPA Substance Registry Services (TSCA): 2439-10-3
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 17110
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 acetic acid;2-dodecylguanidine
Chemidplus: 0002439103
EPA/NOAA CAMEO: hazardous materials
RTECS: MF1750000 for cas# 2439-10-3
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References:
 acetic acid;2-dodecylguanidine
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 2439-10-3
Pubchem (cid): 17110
Pubchem (sid): 134981606
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C18723
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•usepaopp pesticide code 044301; trade names: cytox 2160; cyprex; ac 5223; melprex. •include wettable powder (650 and 800 aikg); liquid (200 and 250 gl); dust (750 gkg). •a combination of dodine & captan has also shown promise, particularly in preventing fruit infection.
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 aadodin
 acetic acid;2-dodecylguanidine
 carpene
 curitan
 cyprex
 cyprex 65W
 dodecyl guanidine monoacetate
 dodecylguanidine acetate
N-dodecylguanidine acetate
 dodecylguanidine monoacetate
1-dodecylguanidinium acetate
 doguadine
 guanidine, dodecyl-, monoacetate
 guanidine, N-dodecyl-, acetate (1:1)
 karpen
 laurylguanidine acetate
 melprex
 melprex 65
 melprex 65W
 questuran
 radspor
 syllit
 syllit 65
 tsitrex
 venturol
 vondodine
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Articles:
PubMed: Dodine as a protein denaturant: the best of two worlds?
PubMed: Combined toxicity of pesticide mixtures on green algae and photobacteria.
PubMed: Evaluation of dodine, fluopyram and penthiopyrad for the management of leaf spot and powdery mildew of tart cherry, and fungicide sensitivity screening of Michigan populations of Blumeriella jaapii.
PubMed: A novel dodine-free selective medium based on the use of cetyl trimethyl ammonium bromide (CTAB) to isolate Beauveria bassiana, Metarhizium anisopliae sensu lato and Paecilomyces lilacinus from soil.
PubMed: Determination of dodine in fruit samples by liquid chromatography electrospray ionization-tandem mass spectrometry.
PubMed: A new effect residual ratio (ERR) method for the validation of the concentration addition and independent action models.
PubMed: Effect of occupational exposure to multiple pesticides on translocation yield and chromosomal aberrations in lymphocytes of plant workers.
PubMed: [Analytical method of dodine in agricultural products by LC/MS].
PubMed: Utility of six fungicides for selective isolation of Evlachovaea sp. and Tolypocladium cylindrosporum.
PubMed: Evidence for the Predisposition of Fungicide-Resistant Isolates of Venturia inaequalis to a Preferential Selection for Resistance to Other Fungicides.
PubMed: Management of apple scab (Venturia inaequalis) in Romania based on electronic warnings.
PubMed: Comment on "Determination of the critical micelle concentration of dodecylguanidine monoacetate (dodine)".
PubMed: In vitro susceptibility to fungicides by invertebrate-pathogenic and saprobic fungi.
PubMed: Impact of fungal drug transporters on fungicide sensitivity, multidrug resistance and virulence.
PubMed: The potential for enhanced fungicide resistance in Beauveria bassiana through strain discovery and artificial selection.
PubMed: Isolation of Beauveria bassiana and Metarhizium anisopliae var. anisopliae from Boophilus microplus tick (Canestrini, 1887), in Rio de Janeiro State, Brazil.
PubMed: [Renal dysfunction in chemical plant workers producing dust pesticides].
PubMed: Humoral and cellular immunity rates in chemical plant workers producing dust pesticides.
PubMed: Induction of rat liver cytochrome P450 isoenzymes CYP 1A and CYP 2B by different fungicides, nitrofurans, and quercetin.
PubMed: A new 2D-TLC bioautography method for the discovery of novel antifungal agents To control plant pathogens.
PubMed: [Bronchial hyperreactivity in chemical plant workers employed in the production of dust pesticides].
PubMed: Alterations of male Wistar rat jejunum induced by Dodine (n-dodecylguanidine acetate).
PubMed: The role of respiratory muscles in the impairment of the respiratory system function in the workers of a chemical plant division producing pesticides.
PubMed: Effects of n-dodecylguanidine on A-type potassium channels: role of external surface charges in channel gating.
PubMed: [Allergic diseases caused by pesticides: 3 case reports].
PubMed: Dodecylguanidine monoacetate (dodine) causes severe membrane damage in Pseudomonas syringae above the critical micelle concentration.
PubMed: Mode of antibacterial action of dodine (dodecylguanidine monoacetate) in Pseudomonas syringae.
PubMed: Damage to the cytoplasmic membrane and cell death caused by dodine (dodecylguanidine monoacetate) in Pseudomonas syringae ATCC 12271.
PubMed: Neutrophil function in chemical plant workers employed in the production of dust pesticides.
PubMed: [Poisoning with monocrotophos, dinocap, diodine and isopropyl alcohol].
PubMed: Gas-liquid chromatographic method for the determination of dodine in fruit.
PubMed: Experimental verification of the possibility of in vivo formation of nitrosocompounds upon combined action of dodecylguanidineacetate and sodium nitrite.
PubMed: [Determination of dodine in selected plant material].
PubMed: [Antimicrobial properties of dodecylguanidine acetate].
PubMed: [Film-forming formulation for treating the surgical field].
PubMed: Carcinogenic effect of a quanidine pesticide administered with sodium nitrite on adult mice and on the offspring after prenatal exposure.
PubMed: Microbiological mutagenicity studies of pesticides in vitro.
PubMed: Fatal poisoning with a plant protective containing monocrotophos, dodine and dinocap.
PubMed: Mutagenic and recombinogenic action of pesticides in Aspergillus nidulans.
PubMed: The effect of ionic surface-active agents on macroconidial plasma membrane of Fusarium sulphureum.
PubMed: Formation of mutagenic N-nitroso compounds from the pesticides prometryne, dodine and carbaryl in the presence of nitrite at pH 1.
PubMed: A gas-liquid chromatographic method for the determination of dodine residues on foods.
PubMed: Genetic analysis of dodine resistance in Nectria haematococca (syn. Hypomyces solani).
PubMed: The induction of dodine tolerance in Fusarium oxysporum f. melonis: a technique applicable to the study of the bionomics of soil-borne fungal pathogens.
PubMed: Radiation-induced resistance to dodine in Hypopyces.
PubMed: Uptake and binding of dodine acetate by fungal spores.
PubMed: Acute and chronic toxicity of dodine (n-dodecylguanidine acetate).
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