Thiophanate-methyl

Names

[ Name ]:
Thiophanate-methyl

[Synonym ]:
Thiophanate-methyl
Dimethyl-(benzol-1,2-diyldicarbamothioyl)biscarbamat
Fungitox
Carbamic acid, N,N'-[1,2-phenylenebis(iminocarbonothioyl)]bis-, dimethyl ester
Thiophanate, methyl ester
EINECS 245-740-7
Spot Kleen
dimethyl [1,2-phenylenebis(iminocarbonothioyl)]biscarbamate
Frumidor
1,2-bis(Methoxycarbonylthioueido) benzene
Dimethyl (1,2-phenylenebis(iminocarbonothioyl))bis(carbamate)
dimethyl 4,4’-(o-phenylene)bis(3-thioallophanate)
Dimethyl (1,2-phenylenedicarbamothioyl)biscarbamate
Carbamic acid, (1,2-phenylenebis(iminocarbonothioyl))bis-, dimethyl ester
dimethyl N,N’-[1,2-phenylenebis(azanediylcarbonothioyl)]dicarbamate
MFCD00055294
dimethyl N,N’-[1,2-phenylenebis(iminocarbonothioyl)]bis[carbamate]
UNII:K4N81R84L8

Biological Activity

[Description]:

Thiophanate-Methyl is a systematic fungicide[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

[References]

[1]. Sharma G, et al. Guar gum-crosslinked-Soya lecithin nanohydrogel sheets as effective adsorbent for the removal of thiophanate methyl fungicide. Int J Biol Macromol. 2018 Jul 15;114:295-305.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
478.4ºC at 760 mmHg

[ Melting Point ]:
172°C

[ Molecular Formula ]:
C₁₂H₁₄N₄O₄S₂

[ Molecular Weight ]:
342.39

[ Exact Mass ]:
342.045654

[ PSA ]:
164.90000

[ LogP ]:
1.16

[ Vapour Pressure ]:
2.58E-09mmHg at 25°C

[ Index of Refraction ]:
1.709

[ Stability ]:
Stable. Incompatible with strong oxidizing agents, alkalies, copper salts.

[ Water Solubility ]:
<0.1 g/100 mL at 20 ºC

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BA3675000

CHEMICAL NAME :: Allophanic acid, 4,4'-o-phenylenebis(3-thio-, dimethyl ester

CAS REGISTRY NUMBER :: 23564-05-8

LAST UPDATED :: 199806

DATA ITEMS CITED :: 29

MOLECULAR FORMULA :: C12-H14-N4-O4-S2

MOLECULAR WEIGHT :: 342.42

WISWESSER LINE NOTATION :: 1OVMYUS&MR BMYUS&MVO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6640 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Olfaction) - olfactory nerve change Sense Organs and Special Senses (Eye) - lacrimation Behavioral - convulsions or effect on seizure threshold

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1700 mg/m3/4H

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1140 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Olfaction) - olfactory nerve change Sense Organs and Special Senses (Eye) - lacrimation Behavioral - convulsions or effect on seizure threshold

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3400 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Olfaction) - olfactory nerve change Behavioral - tremor Behavioral - convulsions or effect on seizure threshold

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 790 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Olfaction) - olfactory nerve change Behavioral - tremor Behavioral - convulsions or effect on seizure threshold

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 4 gm/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 2270 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 3640 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Bird - quail

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 86 gm/kg/26W-C

TOXIC EFFECTS :: Blood - changes in spleen Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 9100 mg/kg/13W-C

TOXIC EFFECTS :: Nutritional and Gross Metabolic - weight loss or decreased weight gain Nutritional and Gross Metabolic - body temperature increase Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 173 gm/kg/26W-C

TOXIC EFFECTS :: Blood - changes in other cell count (unspecified) Blood - changes in erythrocyte (RBC) count Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 960 mg/kg

SEX/DURATION :: male 5 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 15 gm/kg

SEX/DURATION :: female 1-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth)

TYPE OF TEST :: Micronucleus test

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

DOSE/DURATION :: 1 gm/kg

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 300,15,1993 *** REVIEWS *** TOXICOLOGY REVIEW MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 32,151,1975 TOXICOLOGY REVIEW RREVAH Residue Reviews. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1962- Volume(issue)/page/year: 63,1,1976 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

Safety Information

[ Symbol ]:

GHS07, GHS08, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H317-H332-H341-H410

[ Precautionary Statements ]:
P261-P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn:Harmful

[ Risk Phrases ]:
R20;R43;R50/53;R68

[ Safety Phrases ]:
36/37-46-60-61

[ RIDADR ]:
UN 3077

[ WGK Germany ]:
3

[ RTECS ]:
BA3675000

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