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Thiabendazol
TBZ · Testo · LSP · Tiabendazole · Tiabendazol · 2-(4-THIAZOLYL)BENZIMIDAZOLE · Mintezol · 2-(1,3-Thiazol-4-yl)benzimidazole
Identifikatoren & physikalische Daten
| CAS No. | 148-79-8 |
|---|---|
| Summenformel | C10H7N3S |
| Durchschnittliche Molmasse | 201,25 g/mol |
| Monoisotopische Masse | 201,03606841 g/mol |
| SMILES | c1ccc2[nH]c(-c3cscn3)nc2c1 |
| InChIKey | WJCNZQLZVWNLKY-UHFFFAOYSA-N |
| PubChem CID | 5430 |
| ChEMBL | CHEMBL625 |
| ChEBI | CHEBI:45979 |
| EC No. | 205-725-8 |
| DTXSID | DTXSID0021337 |
| Lokaler Name | Thiabendazol |
Chemische & physikalische Eigenschaften
| XLogP | 2,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 69,8 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 212 |
| LogP (Verteilungskoeffizient) | 2.47log Kow = 2.472.2 |
| Geruch | Odorless |
| Geschmack | Tasteless |
| Dichte | Amber liquiddensity: 1.103 at 25 °C /Thiabendazole hypophosphite/1.2271 (rough estimate) |
| Color/Form | Colorless crystalsWhite crystalsOff-white powderWhite to practically white powderWhite to tan crystals |
| Löslichkeit | less than 1 mg/mL at 70 °F (NTP, 1992)50Max solubility in water at pH 2.2: 3.84%slightly sol in alcohols, esters, chlorinated hydrocarbonsIn n-heptane <0.1, xylene 0.13, methanol 8.28, 1,2-dichloroethane 0.81, acetone 2.43, ethyl acetate 1.49, n-octanol 3.91, all in g/L at 25 °CSlightly soluble in ethanolIn water, 50 mg/L at 25 °CSoluble in methanol and dimethyl sulfoxide.0.005 g/100 mL |
| Decomposition | When heated to decomposition, it emits toxic fumes of /sulfur and nitrogen oxides/. |
| Schmelzpunkt | 579 to 581 °F (NTP, 1992)300304-305 °C300 °C298-301°C |
| Dampfdruck | Negligible (NTP, 1992)4X10-9 mm Hg at 25 °CNegligible at room temperature |
| Physical Description | Thiabendazole appears as white or cream-colored odorless, tasteless powder. Sublimes above 590 °F. Fluoresces in acidic solution. Formulated as a dust, flowable powder or wettable powder for use as a systemic fungicide and anthelmintic.Colorless, white, or tan odorless solid[HSDB] Colorless solid[EPA REDs] Off-white to yellow-tan solid[CPSQ] |
| Stability/Shelf Life | Non-volatile at room tempstable in water and in acid and alkaline solnstable under normal conditions to hydrolysis, light, and heat. |
| Dissociation Constants | 4.64 (at 25 °C)pKa = 4.64 |
| Siedepunkt | 446.0±37.0 °C(Predicted) |
| Brechungsindex | 1.5500 (estimate) |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Aggregatzustand | powder |
| pKa (Säurekonstante) | pKa 4.7 (Uncertain) |
| Farbe | light yellow |
| Merck | 14,9289 |
| BRN | 611403 |
| Henry-Konstante | 4.7×105 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| Kosmetik-Inhaltsstoffe Funktionen | ANTIMICROBIAL |
| InChI | 1S/C10H7N3S/c1-2-4-8-7(3-1)12-10(13-8)9-5-14-6-11-9/h1-6H,(H,12,13) |
| InChIKey | WJCNZQLZVWNLKY-UHFFFAOYSA-N |
| SMILES | c1ccc2[nH]c(nc2c1)-c3cscn3 |
| LogP (Verteilungskoeffizient) | 2.470 |
| CAS Datenbank | 148-79-8(CAS DataBase Reference) |
| NIST chemische Informationen | Thiabendazole(148-79-8) |
| EPA chemische Informationen | Thiabendazole (148-79-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]P273, P391, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 0.3% (1 of 393) of reports. |
|---|---|
| Regulatorische Informationen | Chemical: 1H-Benzimidazole, 2-(4-thiazolyl)-Regulation (EC) No 396/2005 (amended)Thiabendazole + salt is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)01/21/EC, 2010/77/EU, Reg. (EU) 2015/1885, Reg. (EU) 2016/549, Reg. (EU) 2017/157, Reg. (EU) No 540/2011Thiabendazole: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| DOT-Kennzeichnung | Class 9 |
| Brandgefahren | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992) |
| Gesundheitsgefahren | SYMPTOMS: Symptoms of exposure to this compound include anorexia, nausea, vomiting, epigastric distress, vertigo, pruritus, skin rashes, diarrhea, headache, fatigue, drowsiness, hyperglycemia, xanthopsia, leukopenia, bradycardia, hypotension, crystalluria and erythema multiforme. Other symptoms include dry eyes, dry mouth, cholestatic jaundice, hypersensitivity, jaundice, parenchymal liver damage, giddiness, numbness, hyperirritability, convulsions, collapse, psychic disturbances, tinnitus, abnormal sensation in eyes, blurring of vision, hematuria, enuresis, malodor of the urine, facial flush, chills, conjunctival injection, angiodema, anaphylaxis and lymphadenopathy. Exposure may also cause fever, itching, body odor, hypotension and fainting. Central nervous system depression may occur. Decrease in pulse rate and systolic blood pressure and perianal rash may also occur.ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of sulfur oxides and nitrogen oxides. (NTP, 1992) |
Anwendungen & Verwendung
Beschreibung
Thiabendazole is also a broad-spectrum systemic fungicide against many fungal pathogens, although this compound was originally introduced as an anthelminthic (25).
Verwenden
Thiabendazole is widely used as a post-harvest systemic fungicide on citrus and bananas. It is active against fruit rots in bananas, citrus, apples and pears; bulb and corm rots in ornamentals; storage rots in sweet potato and potato and is also used to control Dutch elm disease. It is the original benzimidazole anthelmintic for both human and animal health usages.