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51707-55-2

51707-55-2 Structure

51707-55-2 Structure
IdentificationMore
[Name]

5-Phenylcarbamoylamino-1,2,3-thiadiazole
[CAS]

51707-55-2
[Synonyms]

1-PHENYL-3-(1,2,3-THIADIAZOL-5-YL)UREA
5-Phenylcarbamoylamino-1,2,3-thiadiazole
DROPP
DROPP(R)
N-PHENYL-N'-(1,2,3-THIADIAZOL-5-YL)UREA
THIDIAZAURON
(n-1,2,3-thiadiazolyl-5)-n’-phenylurea
1-phenyl-3-(1,2,3-thiadiazol-5-yl)-ure
1-phenyl-3-(1,2,3-thiadiazol-5-yl)urea*plantcell
defolit
sn49537
Thidiazauron (1-Phenyl-3-(1,2,3-thiadiazol-5-yl)-harnstoff
N-phenyl-N-1,2,3,-thiadiazol-5-yluree
5-(N-Phenylcarbonylamino)-1,2,3-thiadiazole
N-Phenyl-N'-1,2,3-thiodiazol-5-yl urea
THIDIAZURON PESTANAL (1-PHENYL-3-(1,2,3
THIDIAZURON, 1GM, NEAT
1-PHENYL-3-(1,2,3-THIADIAZOL-5-YL)UREA*P LANT CELL C
TDZ
Thidiazurone
[EINECS(EC#)]

257-356-7
[Molecular Formula]

C9H8N4OS
[MDL Number]

MFCD00078723
[Molecular Weight]

220.25
[MOL File]

51707-55-2.mol
Chemical PropertiesBack Directory
[Melting point ]

213°C
[density ]

1.3493 (rough estimate)
[refractive index ]

1.6390 (estimate)
[storage temp. ]

0-6°C
[solubility ]

Soluble in DMSO
[form ]

neat
[pka]

12.06±0.70(Predicted)
[color ]

Light yellow to yellow
[Merck ]

13,9384
[BRN ]

1078092
[Henry's Law Constant]

3.0×107 mol/(m3Pa) at 25℃, HSDB (2015)
[Major Application]

agriculture
[InChI]

InChI=1S/C9H8N4OS/c14-9(12-8-6-10-13-15-8)11-7-4-2-1-3-5-7/h1-6H,(H2,11,12,14)
[InChIKey]

HFCYZXMHUIHAQI-UHFFFAOYSA-N
[SMILES]

N(C1=CC=CC=C1)C(NC1SN=NC=1)=O
[CAS DataBase Reference]

51707-55-2(CAS DataBase Reference)
[EPA Substance Registry System]

51707-55-2(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335-H410
[Precautionary statements ]

P261-P264-P271-P273-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[RTECS ]

YU1395000
[HS Code ]

2934999090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
[Safety Profile]

Moderately toxic by ingestion. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SOx and NOx.
[Hazardous Substances Data]

51707-55-2(Hazardous Substances Data)
[Toxicity]

LC50 (96-hour) for bluegill sun?sh, channel cat?sh and rainbow trout >1,000 mg/L (Hartley and Kidd, 1987); acute oral LD50 for rats >5,000 mg/kg (Hartley and Kidd, 1987), 5,350 mg/kg (RTECS, 1985).
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Thionyl chloride-->Ammonia-->Magnesium oxide-->Celite-->Acetamide-->Diethyl carbonate-->1,3-Cyclopentadiene-->Ethyl carbazate-->Phenyl isocyanate-->Extractant-->2-Mercapto-5-methyl-1,3,4-thiadiazole-->Chloroacetaldehyde-->Diazomethane-->5-Amino-1,2,3-thiadiazole
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

5-Phenylcarbamoylamino-1,2,3-thiadiazole(51707-55-2).msds
Hazard InformationBack Directory
[Chemical Properties]

The pure product is a white odorless and tasteless crystalline solid. m.p.210~212.5°C (decomposition at 217°C), vapor pressure 4×10-9Pa) (25°C). Solubility at 25°C: dimethyl sulfoxide>500g/L, dimethylformamide>500g/L, cyclohexanone 21.5g/L, acetone 8g/L, methanol 4.5g/L, ethyl acetate 0.8 g/L, hexane 6mg/L, insoluble in aliphatic and aromatic hydrocarbons, solubility in water 31mg/L. The partition coefficient is 59 (pH=7.3). Stable below 200°C; stable to water at room temperature, half-life > 24d; half-life in soil < 60d.
[Uses]

Cotton defoliant; plant growth regulator in tissue culture.
[Uses]

Plant growth regulator used to defoliate cotton to facilitate harvesting.
[Uses]

Thidiazuron is a non-purine containing urea derivative with cytokinin activity. Thidiazuron is used as a cotton defoliant and a plant growth regulator in tissue culture.
[Definition]

ChEBI: Thidiazuron is a member of ureas.
[Production Methods]

Thidiazuron is produced commercially through a multi-step synthesis that constructs its phenylurea-based structure. The process begins with the reaction of 1,2,3-benzotriazole with dimethylurea under controlled conditions to form N-phenyl-N′-1,2,3-benzotriazolylurea, the active thidiazuron compound. This synthesis requires precise temperature and pH control to ensure high purity and yield.
[General Description]

Thidiazuron is a systemic herbicide, widely employed as an effective plant growth regulator and pre-harvest defoliant for crops such as cotton.
[Agricultural Uses]

Herbicide, Defoliant, Plant growth regulator: Used primarily as a cotton defoliant in order to increase the harvest yield. Not applied to food crops. Not approved for use in EU countries. Registered for use in the U.S. U.S. Maximum Allowable Residue Levels for Thidiazuron and its aniline-containing metabolites in or on the following food commodities: [40 CFR 180.403(a)]: cattle, fat 0.4 ppm; cattle, meat 0.4 ppm; cattle, meat byproducts 0.4 ppm; cotton, gin byproducts 24.0 ppm; cotton, undelinted seed 0.3 ppm; goat, fat 0.4 ppm; goat meat 0.4 ppm; goat, meat byproducts 0.4 ppm; hog, fat 0.4 ppm; hog, meat 0.4 ppm; hog, meat byproducts 0.4 ppm; horse, fat 0.4 ppm; horse, meat 0.4 ppm; horse, meat byproducts 0.4 ppm; milk 0.05 ppm; sheep, fat 0.4 ppm; sheep, meat 0.4 ppm; sheep, meat byproducts 0.4 ppm.
[Agricultural Uses]

Thidiazuron is substituted urea that is used to defoliate cotton plants. Thidiazuron, which has cytokinin activity, is one of the many harvesting aids needed in agriculture.
[Trade name]

DAZE®; DEFOLIT®; DROPP®; GINSTAR EC® (thidiazuron + diuron); LEAFLESS® Tthidiazuron; SN 49537®
[Biological Activity]

Thidiazuron (TDZ) is a plant growth regulator and a synthetic diphenylurea cytokinin used in micropropagations to supplement media such as Murashige and Skoog medium. TDZ promotes plant organogenesis (shoot regeneration) and plant regeneration. Thidiazuron (TDZ) enables the production of virus-free stock plantsspeeds up breedingand provides new genotypes for the market. It is also used as a phenylurea herbicide for controlling weeds in agricultural and nonagricultural practices. Thidiazuron acts as a pesticide by inhibiting photosystem II.
[Mechanism of action]

Absorbed by leaves. A cytokine-active growth regulator. Inhibits the transmission of auxin and acts on plant cells that promote plant growth.
[Environmental Fate]

Soil. The reported half-life in soil is approximately 26–144 days (Hartley and Kidd, 1987).
Photolytic. Rapidly converted to the photoisomer, 1-phenyl-3-(1,2,5-thiadiazol-3- yl)urea (Worthing and Hance, 1991). When thidiazuron adsorbed by soil was exposed to UV light (λ <290 nm), 1-phenyl-3-(1,2,5-thiadiazol-3-yl)urea formed as the majo
[Pesticide Type]

Plant Growth Regulator; Herbicide
Spectrum DetailBack Directory
[Spectrum Detail]

Thidiazuron(51707-55-2)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

51707-55-2(sigmaaldrich)
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