554-92-7

• 常用中文名：盐酸三甲氧苯酰胺
• 常用英文名：Trimethobenzamide hydrochloride
• CAS号：554-92-7
• 分子式：C₂₁H₂₉ClN₂O₅
• 分子量：424.91800
• 相关类别： 原料药 消化系统用药 止吐催吐药
• 发布时间：2018-03-18 08:00:00
• 更新时间：2024-01-02 17:00:54
• Trimethobenzamide hydrochloride 是多巴胺 D2 受体阻断剂,可用作预防恶心和呕吐的止吐剂。

名称

• 中文名: 盐酸三甲氧苯酰胺
• 英文名: N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxybenzamide,hydrochloride
• 中文别名: 盐酸曲美苄胺
• 英文别名: Ametik hydrochloride; Trimethobenzamide hydrochloride; 3,4,5-trimethoxy-benzoic acid-[4-(2-dimethylamino-ethoxy)-benzylamide],hydrochloride; Trimethobenzamide HCL; Ibikin; UNII-WDQ5P1SX7Q; EINECS 209-075-6; Tigan; 3,4,5-Trimethoxy-benzoesaeure-[4-(2-dimethylamino-aethoxy)-benzylamid],Hydrochlorid; N-(4-(2-(Dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxybenzamide hydrochloride; Poligerim; Anaus; N-[p-[(2-dimethylamino)ethoxy]benzyl]-3,4,5-trimethoxybenzamide hydrochloride; Nauseton; trimethoxybenzamide hydrochloride; trimethobenzamide chlorohydrate

物化性质

• 密度: 1.131g/cm3
• 沸点: 506.9ºC at 760mmHg
• 熔点: 187.5-190°
• 分子式: C₂₁H₂₉ClN₂O₅
• 分子量: 424.91800
• 精确质量: 424.17600
• PSA: 69.26000
• LogP: 3.77570
• 储存条件: 2-8°C
• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:2

  3.氢键受体数量:6

  4.可旋转化学键数量:10

  5.互变异构体数量:2

  6.拓扑分子极性表面积69.3

  7.重原子数量:29

  8.表面电荷:0

  9.复杂度:440

  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:2

生物活性

• 描述: Trimethobenzamide hydrochloride 是多巴胺 D2 受体阻断剂,可用作预防恶心和呕吐的止吐剂。
• 相关类别:
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 多巴胺受体
  信号通路 >> 神经信号通路 >> 多巴胺受体
  研究领域 >> 其他
• 靶点:

  D2 receptor[1]

• 体外研究: Trimethobenzamide是一种(非吩噻嗪)苯甲酰胺止吐剂,可中枢作用阻断D2受体,从而通过阻断呕吐中心的呕吐冲动来抑制髓质化学感受器触发区[1]。
• 体内研究: Trimethobenzamide的口服生物利用度为60％至100％。口服给药后约45分钟达到峰值;肌肉注射后约30分钟肌内(IM)给药[1]。
• 参考文献:

  [1]. Smith HS, et al. Dopamine receptor antagonists. Ann Palliat Med. 2012 Jul;1(2):137-42.

MSDS

Section 1. Chemical Product and Company Identification Trimethobenzamide Hydrochloride Common Name/ Trade Name Trimethobenzamide Hydrochloride Section 3. Hazards Identification Potential Acute Health Effects Hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion, of inhalation. Potential Chronic HealthCARCINOGENIC EFFECTS: Not available. EffectsMUTAGENIC EFFECTS: Not available. TERATOGENIC EFFECTS: Not available. DEVELOPMENTAL TOXICITY: Not available. Repeated or prolonged exposure is not known to aggravate medical condition. Section 4. First Aid Measures Eye ContactCheck for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical attention. Skin ContactIn case of contact, immediately flush skin with plenty of water. Cover the irritated skin with an emollient. Remove contaminated clothing and shoes. Wash clothing before reuse. Thoroughly clean shoes before reuse. Get medical attention. Serious Skin ContactWash with a disinfectant soap and cover the contaminated skin with an anti-bacterial cream. Seek immediate medical attention. InhalationIf inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical attention. Serious InhalationNot available. Ingestion Do NOT induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. If large quantities of this material are swallowed, call a physician immediately. Loosen tight clothing such as a collar, tie, belt or waistband. Serious IngestionNot available. Section 5. Fire and Explosion Data Flammability of the Product May be combustible at high temperature. Auto-Ignition Temperature Not available. Flash PointsNot available. Flammable LimitsNot available. Products of CombustionThese products are carbon oxides (CO, CO2), nitrogen oxides (NO, NO2...). Fire Hazards in Presence of Slightly flammable to flammable in presence of heat. Various SubstancesNon-flammable in presence of shocks. Explosion Hazards in Presence Risks of explosion of the product in presence of mechanical impact: Not available. of Various SubstancesSlightly explosive in presence of open flames and sparks. Non-explosive in presence of heat. Fire Fighting MediaSMALL FIRE: Use DRY chemical powder. and InstructionsLARGE FIRE: Use water spray, fog or foam. Do not use water jet. Special Remarks onAs with most organic solids, fire is possible at elevated temperatures Fire Hazards Special Remarks on Explosion Fine dust dispersed in air in sufficient concentrations, and in the presences of an ignition source is a potential dust Hazardsexplosion hazard. Trimethobenzamide Hydrochloride Section 6. Accidental Release Measures Small SpillUse appropriate tools to put the spilled solid in a convenient waste disposal container. Finish cleaning by spreading water on the contaminated surface and dispose of according to local and regional authority requirements. Large SpillUse a shovel to put the material into a convenient waste disposal container. Finish cleaning by spreading water on the contaminated surface and allow to evacuate through the sanitary system. Section 7. Handling and Storage PrecautionsKeep away from heat. Keep away from sources of ignition. Do not ingest. Do not breathe dust. Wear suitable protective clothing. In case of insufficient ventilation, wear suitable respiratory equipment. If ingested, seek medical advice immediately and show the container or the label. Avoid contact with skin and eyes. StorageKeep container tightly closed. Keep container in a cool, well-ventilated area. Section 8. Exposure Controls/Personal Protection Engineering ControlsUse process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to airborne contaminants below the exposure limit. Personal ProtectionSplash goggles. Lab coat. Dust respirator. Be sure to use an approved/certified respirator or equivalent. Gloves. Personal Protection in Case of Splash goggles. Full suit. Dust respirator. Boots. Gloves. A self contained breathing apparatus should be used a Large Spillto avoid inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling this product. Exposure LimitsNot available. Section 9. Physical and Chemical Properties Physical state and appearance Solid.OdorNot available. Not available. Taste Molecular Weight42492 g/mole Not available. Color pH (1% soln/water)Not available. Boiling PointNot available. Melting Point186°C (366.8°F) Critical TemperatureNot available. Specific GravityNot available. Not applicable. Vapor Pressure Vapor DensityNot available. Not available. Volatility Odor ThresholdNot available. Water/Oil Dist. Coeff.Not available. Ionicity (in Water)Not available. Dispersion PropertiesNot available. SolubilityNot available. Trimethobenzamide Hydrochloride Section 10. Stability and Reactivity Data The product is stable. Stability Instability TemperatureNot available. Excess heat, dust generation, incompatible materials Conditions of Instability Not available. Incompatibility with various substances CorrosivityNot available. Special Remarks onNot available. Reactivity Special Remarks onNot available. Corrosivity PolymerizationWill not occur. Section 11. Toxicological Information Routes of EntryInhalation. Ingestion. Toxicity to AnimalsAcute oral toxicity (LD50): 1600 mg/kg [Mouse]. Chronic Effects on Humans Not available. Other Toxic Effects onHazardous in case of skin contact (irritant), of ingestion, of inhalation. Humans Special Remarks onNot available. Toxicity to Animals Special Remarks onNot available. Chronic Effects on Humans Special Remarks on otherAcute Potential Health Effects: Toxic Effects on HumansSkin: May cause skin irritation. Eyes: May cause eye irritation. Inhalation: May cause respiratory tract irritation. Ingestion: May be harmful if swallowed. May cause gastrointestinal tract irritation. May affect respiration (dyspnea) The toxicological properties of this substance have not been fully investigated. Section 12. Ecological Information EcotoxicityNot available. BOD5 and CODNot available. Products of BiodegradationPossibly hazardous short term degradation products are not likely. However, long term degradation products may arise. Toxicity of the ProductsThe products of degradation are less toxic than the product itself. of Biodegradation Special Remarks on theNot available. Products of Biodegradation Trimethobenzamide Hydrochloride Section 13. Disposal Considerations Waste DisposalWaste must be disposed of in accordance with federal, state and local environmental control regulations. Section 14. Transport Information DOT ClassificationNot a DOT controlled material (United States). Not applicable. Identification Not applicable. Special Provisions for Transport DOT (Pictograms) Section 15. Other Regulatory Information and Pictograms No products were found. Federal and State Regulations California Proposition 65 Warnings Other RegulationsEINECS: This product is on the European Inventory of Existing Commercial Chemical Substances. WHMIS (Canada) Not controlled under WHMIS (Canada). Other Classifications DSCL (EEC)R36/38- Irritating to eyes and skin.S2- Keep out of the reach of children. S46- If swallowed, seek medical advice immediately and show this container or label. Health Hazard HMIS (U.S.A.)2 National Fire Protection 1 Flammability 1 Association (U.S.A.) Fire Hazard 2 0 Reactivity Health Reactivity 0 Specific hazard Personal Protection E WHMIS (Canada) (Pictograms) DSCL (Europe) (Pictograms) TDG (Canada) (Pictograms) Trimethobenzamide Hydrochloride ADR (Europe) (Pictograms) Protective Equipment Gloves. Lab coat. Dust respirator. Be sure to use an approved/certified respirator or equivalent. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : CV4550000 CHEMICAL NAME : Benzamide, N-(p-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethox y-, hydrochloride CAS REGISTRY NUMBER : 554-92-7 LAST UPDATED : 199504 DATA ITEMS CITED : 5 MOLECULAR FORMULA : C21-H28-N2-O5.Cl-H MOLECULAR WEIGHT : 424.97 WISWESSER LINE NOTATION : 1OR BO1 CO1 EVM1R DO2N1&1 &GH HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1600 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 174,350,1968 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 350 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - lacrimation Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - changes in structure or function of salivary glands REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 126,270,1959 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 564 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 174,350,1968 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 122 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 174,350,1968 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4629 No. of Facilities: 109 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 3651 (estimated) No. of Female Employees: 3453 (estimated)

安全

• 符号: GHS07, GHS08
• 信号词: Danger
• 危害声明: H302-H317-H334
• 警示性声明: P261-P280-P284-P301 + P312 + P330-P304 + P340-P342 + P311
• 风险声明 (欧洲): 20/21/22
• 安全声明 (欧洲): 36
• 危险品运输编码: UN 2811 6.1/PG 2
• WGK德国: 3
• 海关编码: 2924299090

合成路线

123-08-0 ~% 554-92-7

文献：Organic Process Research and Development, , vol. 17, # 7 p. 981 - 984

15182-92-0 ~% 554-92-7

文献：Organic Process Research and Development, , vol. 17, # 7 p. 981 - 984

118-41-2 ~% 554-92-7

文献：Organic Process Research and Development, , vol. 17, # 7 p. 981 - 984

138-56-7 ~% 554-92-7

文献：Neelakandan; Manikandan; Santosha; Prabhakaran Organic Process Research and Development, 2013 , vol. 17, # 7 p. 981 - 984

海关

海关编码	2924299090
中文概述	2924299090. 其他环酰胺（包括环氨基甲酸酯）（包括其衍生物以及他们的盐）. 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:30.0%
申报要素	品名, 成分含量, 用途, 包装
Summary	2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%