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| CAS No.: | 68786-66-3 |
|---|---|
| Name: | Triclabendazole |
| Article Data: | 7 |
| Molecular Structure: | |
|
|
|
| Formula: | C14H9Cl3N2OS |
| Molecular Weight: | 359.663 |
| Synonyms: | Triclabendazol [INN-Spanish];6-chloro-5-(2,3-dichlorophenoxy)-2-methylsulfanyl-1H-benzoimidazole;Fasinex;Triclabendazolum [INN-Latin];CGA 89317;Triclabendazole [BAN:INN];1H-Benzimidazole,5-chloro-6-(2,3-dichlorophenoxy)- 2-(methylthio)-;5-Chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)benzimidazole; |
| EINECS: | 614-728-7 |
| Density: | 1.59 g/cm3 |
| Melting Point: | 175-176 °C |
| Boiling Point: | 495.9 °C at 760 mmHg |
| Flash Point: | 253.7 °C |
| Appearance: | off-white solid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 63.21000 |
| LogP: | 6.03730 |
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- 71825-51-92-methyl-2-(4-nitrophenyl)propanenitrile
- 68828-69-3
5-chloro-6-(2,3-dichlorophenoxy)-2,3-dihydro-1H-1,3-benzodiazole-2-thione
- 74-88-4
methyl iodide
- 68786-66-3
triclabendazole
| Conditions | Yield |
|---|---|
| With potassium hydroxide In ethanol; water at 10 - 50℃; for 20h; | 94% |
- 68828-69-3
6-chloro-5-(2,3-dichlorophenoxy)-1H-benzimidazole-2-thiol
- 77-78-1
dimethyl sulfate
- 68786-66-3
triclabendazole
| Conditions | Yield |
|---|---|
| Stage #1: 6-chloro-5-(2,3-dichlorophenoxy)-1H-benzimidazole-2-thiol; dimethyl sulfate In methanol; water at 60℃; for 0.5h; Stage #2: With sodium carbonate In water at 60℃; for 1.5h; | 81.7% |
- 616-38-6
carbonic acid dimethyl ester
- 68828-69-3
5-chloro-6-(2,3-dichlorophenoxy)-2,3-dihydro-1H-1,3-benzodiazole-2-thione
- 68786-66-3
triclabendazole
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene at 90 - 95℃; for 12h; | 79% |
- 68828-69-3
5-chloro-6-(2,3-dichlorophenoxy)-2,3-dihydro-1H-1,3-benzodiazole-2-thione
- 74-88-4
methyl iodide
A
- 145770-89-4
6-chloro-5-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole
B
- 145770-88-3
5-chloro-6-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole
C
- 68786-66-3
triclabendazole
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetone | A 8% B 8% C 65% |
- 139369-42-9
4-chloro-5-(2,3-dichlorophenoxy)-1,2-phenylenediamine
- 68786-66-3
triclabendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: methanol / 6 h / Reflux 1.2: 4 h / 60 - 90 °C 2.1: methanol; water / 0.5 h / 60 °C 2.2: 1.5 h / 60 °C View Scheme |
- 68786-66-3
triclabendazole
| Conditions | Yield |
|---|---|
| With ammonia In water | 156 g |
- 118353-04-1
4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline
- 68786-66-3
triclabendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: sodium hydroxide; hydrogen / methanol / 12 h / 100 °C / Inert atmosphere 2.1: methanol / 6 h / Reflux 2.2: 4 h / 60 - 90 °C 3.1: methanol; water / 0.5 h / 60 °C 3.2: 1.5 h / 60 °C View Scheme |
- 576-24-9
2,3-dichlorophenol
- 68786-66-3
triclabendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 - 90 °C / Large scale 1.2: 4 h / 50 °C / Large scale 2.1: sodium hydroxide; hydrogen / methanol / 12 h / 100 °C / Inert atmosphere 3.1: methanol / 6 h / Reflux 3.2: 4 h / 60 - 90 °C 4.1: methanol; water / 0.5 h / 60 °C 4.2: 1.5 h / 60 °C View Scheme | |
| Multi-step reaction with 4 steps 1: potassium methanolate / N,N-dimethyl-formamide / 0.5 h / 155 °C / Microwave irradiation 2: sodium tetrahydroborate; palladium 10% on activated carbon / toluene / 2 h / Reflux 3: potassium hydroxide / ethanol / 21.5 h / 20 °C / Reflux 4: potassium hydroxide / ethanol; water / 20 h / 10 - 50 °C View Scheme |
- 5462-30-6
N-(4,5-dichloro-2-nitrophenyl)acetamide
- 68786-66-3
triclabendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 - 90 °C / Large scale 1.2: 4 h / 50 °C / Large scale 2.1: sodium hydroxide; hydrogen / methanol / 12 h / 100 °C / Inert atmosphere 3.1: methanol / 6 h / Reflux 3.2: 4 h / 60 - 90 °C 4.1: methanol; water / 0.5 h / 60 °C 4.2: 1.5 h / 60 °C View Scheme |
- 68786-66-3
triclabendazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: sodium tetrahydroborate; palladium 10% on activated carbon / toluene / 2 h / Reflux 2: potassium hydroxide / ethanol / 21.5 h / 20 °C / Reflux 3: potassium hydroxide / ethanol; water / 20 h / 10 - 50 °C View Scheme |
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Chemistry
Molecular Structure:
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Molecular Formula: C14H9Cl3N2OS
Molecular Weight: 359.6581
IUPAC Name: 6-Chloro-5-(2,3-dichlorophenoxy)-2-methylsulfanyl-1H-benzimidazole
Synonyms of Triclabendazole (CAS NO.68786-66-3): Triclabendazole [INN:BAN] ; 5-Chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzimidazole ; 6-Chloro-5-(2,3-dichlorophenoxy)-2-methylthio-benzimidazole ; CCRIS 8988 ; CGA 89317 ; Fasinex ; Triclabendazol ; Triclabendazol [INN-Spanish] ; Triclabendazolum ; Triclabendazolum [INN-Latin] ; UNII-4784C8E03O ; 1H-Benzimidazole, 5-chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)- ; 5-Chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)benzimidazole
CAS NO: 68786-66-3
Classification Code: Agricultural Chemical ; Anthelmintics ; Anti-Infective Agents ; Antiparasitic Agents ; Drug / Therapeutic Agent ; Reproductive Effect ; Unspecified / Unclassified pesticide
Melting Point: 175-176°C
Index of Refraction: 1.724
Molar Refractivity: 89.6 cm3
Molar Volume: 225.7 cm3
Surface Tension: 73.7 dyne/cm
Density: 1.59 g/cm3
Flash Point: 253.7 °C
Enthalpy of Vaporization: 76.35 kJ/mol
Boiling Point: 495.9 °C at 760 mmHg
Vapour Pressure: 5.68E-10 mmHg at 25°C
Uses
Triclabendazole (CAS NO.68786-66-3) is used as anthelmintic.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | oral | > 8gm/kg (8000mg/kg) | Medicamentos de Actualidad. Vol. 21, Pg. 227, 1985. | |
| rabbit | LD50 | oral | 206mg/kg (206mg/kg) | Medicamentos de Actualidad. Vol. 21, Pg. 227, 1985. | |
| rat | LC50 | inhalation | > 500mg/m3/4H (500mg/m3) | Medicamentos de Actualidad. Vol. 21, Pg. 227, 1985. | |
| rat | LD50 | oral | > 8gm/kg (8000mg/kg) | Medicamentos de Actualidad. Vol. 21, Pg. 227, 1985. | |
| rat | LD50 | skin | > 4gm/kg (4000mg/kg) | Medicamentos de Actualidad. Vol. 21, Pg. 227, 1985. |
Safety Profile
Safety Information of Triclabendazole (CAS NO.68786-66-3):
Hazard Codes:Xi 
Risk Statements:36/37/38
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing
Poison by ingestion. Experimental teratogenic effects. When heated to decomposition it emits toxic fumes of SOx, NOx, and Cl−.
Specification
Storage of Triclabendazole (CAS NO.68786-66-3): Store in original container in a cool dark place.