68786-66-3

• 常用中文名：三氯苯达唑
• 常用英文名：Triclabendazole
• CAS号：68786-66-3
• 分子式：C₁₄H₉Cl₃N₂OS
• 分子量：359.658
• 相关类别： 生物化工 抑制剂 细胞骨架(Cytoskeletal Signaling) Microtubule Associated 抑制剂
• 发布时间：2018-05-14 08:00:00
• 更新时间：2024-01-02 12:14:53
• Triclabendazole(CGA89317)为苯并咪唑,与微管蛋白结合,损害细胞内运输机制,且干扰蛋白质的合成。

名称

• 中文名: 三氯苯哒唑
• 英文名: Triclabendazole
• 中文别名: 三氯苯咪唑; 5-氯-6-(2,3-二氯苯氧基)-2-甲硫基-1H-苯并咪唑; 三氯苯达唑; 5-氯-6-(2,3-二氯苯氧基)-2-(甲硫基)-1H-苯并咪唑
• 英文别名: Fasinex; MFCD00864519; Triclabendazole; 6-Chloro-5-(2,3-dichlorophenoxy)-2-methylthio-benzimidazole; 5-Chloro-6-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-benzimidazole; 1H-Benzimidazole, 6-chloro-5-(2,3-dichlorophenoxy)-2-(methylthio)-; 5-Chloro-6-(2,3-dichlorophenoxy)-2-methylthio-1H-benzimidazole

物化性质

• 密度: 1.6±0.1 g/cm3
• 沸点: 495.9±55.0 °C at 760 mmHg
• 熔点: 175-176°C
• 分子式: C₁₄H₉Cl₃N₂OS
• 分子量: 359.658
• 闪点: 253.7±31.5 °C
• 精确质量: 357.950104
• PSA: 63.21000
• LogP: 5.97
• 外观性状: 白色至棕色结晶粉末
• 蒸汽压: 0.0±1.3 mmHg at 25°C
• 折射率: 1.724
• 储存条件:

  存放在密封容器内，并放在阴凉，干燥处。储存的地方必须远离氧化剂。

• 稳定性:

  远离火。

• 分子结构:

  1、 摩尔折射率：89.60

  2、 摩尔体积（m³/mol）：225.7

  3、 等张比容（90.2K）：661.6

  4、 表面张力（dyne/cm）：73.7

  5、 极化率（10 ^-24cm ³）：35.52

• 计算化学:

  1.疏水参数计算参考值（XlogP）:5.7

  2.氢键供体数量:1

  3.氢键受体数量:3

  4.可旋转化学键数量:3

  5.互变异构体数量:2

  6.拓扑分子极性表面积63.2

  7.重原子数量:21

  8.表面电荷:0

  9.复杂度:365

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

• 更多:

  1. 性状：固体。

  2. 密度（g/mL,25/4℃）：1.59

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：176-178

  5. 沸点（ºC,常压）：496

  6. 沸点（ºC,5.2kPa）：未确定

  7. 折射率：未确定

  8. 闪点（ºC）：未确定

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（kPa,25ºC）：未确定

  12. 饱和蒸气压（kPa,60ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：未确定 。

生物活性

• 描述: Triclabendazole(CGA89317)为苯并咪唑,与微管蛋白结合,损害细胞内运输机制,且干扰蛋白质的合成。
• 相关类别:
  信号通路 >> 细胞周期/DNA损伤 >> 微管/微管蛋白
  信号通路 >> 细胞骨架 >> 微管/微管蛋白
  研究领域 >> 感染
• 参考文献:

  [1]. Moll, L., et al., Resistance of Fasciola hepatica against triclabendazole in cattle and sheep in The netherlands. Vet Parasitol, 2000. 91(1-2): p. 153-8.

  [2]. Robinson, M.W., et al., Triclabendazole-resistant Fasciola hepatica: beta-tubulin and response to in vitro treatment with triclabendazole. Parasitology, 2002. 124(Pt 3): p. 325-38.

  [3]. Fairweather, I., Triclabendazole: new skills to unravel an old(ish) enigma. J Helminthol, 2005. 79(3): p. 227-34.

MSDS

Triclabendazole Revision number: 5 SAFETY DATA SHEET Section1. IDENTIFICATION Product name:Triclabendazole Revision number:5 Section2. HAZARDS IDENTIFICATION GHS classification PHYSICAL HAZARDSNot classified Not classified HEALTH HAZARDS ENVIRONMENTAL HAZARDSNot classified GHS label elements, including precautionary statements Pictograms or hazard symbolsNone No signal word Signal word Hazard statementsNone None Precautionary statements: Section3. COMPOSITION/INFORMATION ON INGREDIENTS Substance/mixture:Substance Components:Triclabendazole Percent:>98.0%(LC)(T) CAS Number:68786-66-3 Synonyms:5-Chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)benzimidazole , 6-Chloro-5-(2,3- dichlorophenoxy)-2-(methylthio)benzimidazole C14H9Cl3N2OS Chemical Formula: Section4. FIRST AID MEASURES Inhalation:Remove victim to fresh air and keep at rest in a position comfortable for breathing. Get medical advice/attention if you feel unwell. Skin contact:Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. If skin irritation or rash occurs: Get medical advice/attention. Eye contact:Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice/attention. Ingestion:Get medical advice/attention if you feel unwell. Rinse mouth. A rescuer should wear personal protective equipment, such as rubber gloves and air- Protection of first-aiders: tight goggles. Section5. FIRE-FIGHTING MEASURES Suitable extinguishingDry chemical, foam, water spray, carbon dioxide. media: Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to from the chemical:generate poisonous fume. Triclabendazole Section5. FIRE-FIGHTING MEASURES Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing method according to the surrounding situation is used. Uninvolved persons should evacuate to a safe place. In case of fire in the surroundings: Remove movable containers if safe to do so. Special protectiveWhen extinguishing fire, be sure to wear personal protective equipment. equipment for firefighters: Section6. ACCIDENTAL RELEASE MEASURES Use personal protective equipment. Keep people away from and upwind of spill/leak. Personal precautions, protective equipment and Entry to non-involved personnel should be controlled around the leakage area by emergency procedures: roping off, etc. Environmental precautions: Prevent product from entering drains. Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it. containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with up: appropriate laws and regulations. Section7. HANDLING AND STORAGE Precautions for safe handling Handling is performed in a well ventilated place. Wear suitable protective equipment. Technical measures: Prevent dispersion of dust. Wash hands and face thoroughly after handling. Use a local exhaust if dust or aerosol will be generated. Advice on safe handling: Avoid contact with skin, eyes and clothing. Conditions for safe storage, including any incompatibilities Storage conditions:Keep container tightly closed. Store in a cool and dark place. Store away from incompatible materials such as oxidizing agents. Packaging material:Comply with laws. Section8. EXPOSURE CONTROLS / PERSONAL PROTECTION Install a closed system or local exhaust as possible so that workers should not be Engineering controls: exposed directly. Also install safety shower and eye bath. Personal protective equipment Respiratory protection: Dust respirator. Follow local and national regulations. Hand protection:Protective gloves. Eye protection:Safety glasses. A face-shield, if the situation requires. Skin and body protection: Protective clothing. Protective boots, if the situation requires. Section9. PHYSICAL AND CHEMICAL PROPERTIES Physical state (20°C):Solid Form:Crystal- Powder Colour:White - Slightly pale yellow red Odour:No data available pH: No data available Melting point/freezing point:176°C No data available Boiling point/range: Flash point:No data available Flammability or explosive limits: No data available Lower: Upper:No data available No data available Relative density: Solubility(ies): No data available [Water] [Other solvents]No data available 5.35 Log Pow: Triclabendazole Section10. STABILITY AND REACTIVITY Chemical stability:Stable under proper conditions. Possibility of hazardous No special reactivity has been reported. reactions: Incompatible materials: Oxidizing agents Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Sulfur oxides, Hydrogen products:chloride Section11. TOXICOLOGICAL INFORMATION orl-rat LD50:>8 g/kg Acute Toxicity: ihl-rat LC50:>500 mg/m3/4H skn-rat LD50:>4 g/kg Skin corrosion/irritation: No data available No data available Serious eye damage/irritation: Germ cell mutagenicity: cyt-ctl-lym 25 mg/L/48H sce-ctl-lym 25 mg/L/48H Carcinogenicity: IARC =No data available No data available NTP = Reproductive toxicity:No data available DD6747000 RTECS Number: Section12. ECOLOGICAL INFORMATION Ecotoxicity: Fish:No data available Crustacea:No data available Algae:No data available Persistence / degradability: No data available BioaccumulativeNo data available potential(BCF): Mobility in soil Log Pow:5.35 Soil adsorption (Koc):No data available Henry's LawNo data available constant(PaM3/mol): Section13. DISPOSAL CONSIDERATIONS Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when disposing of the substance. Section14. TRANSPORT INFORMATION Hazards Class:Does not correspond to the classification standard of the United Nations UN-No:Not listed Section15. REGULATORY INFORMATION Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002 and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport, loading and unloading were prescribed. Triclabendazole SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

毒理学数据: 1 、急性毒性：大鼠（口服）LD50：＞8mg/kg 大鼠（吸入）LC50：＞500mg/m3/4H 大鼠（皮上）LD50：＞4mg/kg 小鼠（口服）LD50：＞8mg/kg 兔子（口服）LD50：206mg/kg 由于食盐的LD50是3,000 mg/kg，BPA的急性毒性程度与食盐同。 CHEMICAL IDENTIFICATION RTECS NUMBER : DD6747000 CHEMICAL NAME : 1H-Benzimidazole, 5-chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)- CAS REGISTRY NUMBER : 68786-66-3 LAST UPDATED : 199106 DATA ITEMS CITED : 6 MOLECULAR FORMULA : C14-H9-Cl3-N2-O-S MOLECULAR WEIGHT : 359.66 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 : >8 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : MDACAP Medicamentos de Actualidad. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1965- Volume(issue)/page/year: 21,227,1985 TYPE OF TEST : LC50 - Lethal concentration, 50 percent kill ROUTE OF EXPOSURE : Inhalation SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >500 mg/m3/4H TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : MDACAP Medicamentos de Actualidad. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1965- Volume(issue)/page/year: 21,227,1985 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >4 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : MDACAP Medicamentos de Actualidad. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1965- Volume(issue)/page/year: 21,227,1985 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >8 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : MDACAP Medicamentos de Actualidad. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1965- Volume(issue)/page/year: 21,227,1985 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 206 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : MDACAP Medicamentos de Actualidad. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1965- Volume(issue)/page/year: 21,227,1985 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 800 mg/kg SEX/DURATION : female 8-15 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) REFERENCE : TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973- Volume(issue)/page/year: 43,283,1987

安全

• 危害声明: H413
• 个人防护装备: Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
• 危害码 (欧洲): Xn: Harmful;
• 风险声明 (欧洲): R36/37/38
• 安全声明 (欧洲): S26-S36
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 3
• RTECS号: DD6747000
• 海关编码: 2933990090

合成路线

68828-69-3 77-78-1 ~80% 68786-66-3

文献：SEQUENT SCIENTIFIC LIMITED; Rane, Ramkrishna Appaji; Verma, Sudhakar; Arulmoli, Thangavel Patent: US2013/303781 A1, 2013 ; Location in patent: Paragraph 0031 ;

68828-69-3 74-88-4 ~65% 145770-89-4 145770-88-3 详细

文献：Bulletin des Societes Chimiques Belges, , vol. 99, # 9 p. 673 - 701

118353-04-1 ~% 68786-66-3

文献：US2013/303781 A1, ;

576-24-9 ~% 68786-66-3

文献：US2013/303781 A1, ;

5462-30-6 ~% 68786-66-3

文献：US2013/303781 A1, ;

139369-42-9 ~% 68786-66-3

文献：US2013/303781 A1, ;

上下游产品

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68828-69-3 77-78-1 74-88-4 118353-04-1
576-24-9 5462-30-6 139369-42-9
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海关

海关编码	2933990090
中文概述	2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素	品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%