Prothioconazole

Description

Prothioconazole · CAS 178928-70-6 · C14H15Cl2N3OS. UNII 27B9FV58IY. Boiling Point: BP: 587 °C (calc); Melting Point: 139.1-144.5 °C; Solubility: In water, 300 mg/L at 20 °C.

Identification

CAS Registry Number	178928-70-6
PubChem CID	6451142
Molecular formula	C14H15Cl2N3OS
IUPAC name	2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1H-1,2,4-triazole-3-thione
UNII (FDA)	27B9FV58IY

Computed Descriptors

Molecular Weight	344.3
XLogP3	2.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Exact Mass	343.0312887
Monoisotopic Mass	343.0312887
Topological Polar Surface Area	80
Heavy Atom Count	21
Formal Charge	0

Physical & Chemical Properties

Boiling Point	BP: 587 °C (calc)
Melting Point	139.1-144.5 °C
Solubility	In water, 300 mg/L at 20 °C
Density	1.36 at 20 °C
Vapor Pressure	Less than 3.0X10-7 mm Hg at 20 °C
Dissociation Constants	pKa = 6.9
Collision Cross Section	172.02 Ų [M+Na]+
Collision Cross Section	171.62 Ų [M-H]-

Physical description & handling notes

• White to light beige crystalline powder
• In n-hexane <0.1, xylene 8, n-octanol 58, isopropanol 87, acetonitrile 69, DMSO 126, dichloromethane 88, ethyl acetate, polyethylene glycol and acetone all >250 (all in g/L, 20 °C)
• log Kow = 4.05 (unbuffered, 20 °C), 4.16 (pH 4), 3.82 (pH 7), 2.00 (pH 9)
• 174.4 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID4034869]
• 171.0 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID4034869]
• Emulsifiable concentrate; flowable concentrate for seed treatment; suspension concentrate (= flowable concentrate)

GHS Hazard Classification

Reported hazard statements	H400, H410

Documented Uses

• Fungicides (conazole fungicides)
• For use on barley, ground nut, peanuts, rape, wheat, and as a seed dressing for cereals
• Prothioconazole-desthio (a degradate of prothioconazole) is known to leach through soil into ground water under certain conditions as a result of label use. Use of this chemical in areas where soils are permeable, particularly where the water table is shallow, may result in ground-water contamination.
• Following single oral low dose administration, the absorption of prothioconazole in male rats was approximately 94% for the triazole label. The absorption for the phenyl label was estimated to be approximately 90% at 48 hours based on extrapolation of the course of excretion for the triazole label at 48 hours. Plasma radioactivity time-course data showed that absorption following single oral low dose administration was rapid, with peak plasma concentrations occurring between 0.33 and 0.66 hours post administration
• The major route of excretion for prothioconazole was in the feces, representing 22-53% of the administered dose. The parent compound prothioconazole was the most abundant in the feces (1-22% of the administered dose), followed by the prothioconazole-desthio metabolite (3-16% of the administered dose). All other fecal metabolites represented less than 7% of the administered dose. The 1,2,4-triazole metabolite was not detected in the feces. The major urinary metabolite was prothioconazole-S- or O-glucuronide (0.1-8%
• In a metabolism study, the absorption, distribution, metabolism and excretion of prothioconazole-desthio were investigated. Absorption of the radioactive test material from the gastro-intestinal tract (GIT) commenced as early as 4 minutes following dosing. A maximum concentration of 0.052 ug/g was observed at 1.5 hours. The largest amount of radioactivity was observed in the liver and the GIT, likely due to long-lasting enterohepatic circulation. The remaining tissues contained levels of radioactivity of less than

Synonyms

Prothioconazole; 178928-70-6; 2-[2-(1-Chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-3H-1,2,4-triazole-3-thione; DTXSID4034869; JAU 6476; 27B9FV58IY; 3H-1,2,4-Triazole-3-thione, 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-; JAU-6476; 2-(2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl)-1,2-dihydro-3H-1,2,4-triazole-3-thione; DTXCID2014869; (RS)-2-(2-(1-CHLOROCYCLOPROPYL)-3-(2-CHLOROPHENYL)-2-HYDROXYPROPYL)-2,4-DIHYDRO-1,2,4-TRIAZOLE-3-THIONE; 3H-1,2,4-TRIAZOLE-3-THIONE, 2-(2-(1-CHLOROCYCLOPROPYL)-3-(2-CHLOROPHENYL)-2-HYDROXYPROPYL)-1,2-DIHYDRO-; RefChem:870035; CHEBI:82036; 2-(2-(1-Chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl)-1H-1,2,4-triazole-3(2H)-thione; MFCD08273847

Frequently Asked Questions

What are the CAS number and molecular formula of Prothioconazole?

CAS 178928-70-6; molecular formula C14H15Cl2N3OS; molecular weight — g/mol.

What other names is Prothioconazole known by?

Prothioconazole, 178928-70-6, 2-[2-(1-Chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-3H-1,2,4-triazole-3-thione, DTXSID4034869, JAU 6476, 27B9FV58IY.

Is Prothioconazole classified as hazardous?

Hazard statements reported: H400, H410.

What are the key physical properties of Prothioconazole?

Boiling Point: BP: 587 °C (calc); Melting Point: 139.1-144.5 °C; Solubility: In water, 300 mg/L at 20 °C; Density: 1.36 at 20 °C.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.