1202-66-0

• 常用中文名：N-(4-羟基苯基)乙酰胺
• 常用英文名：N-Acetyltyramine
• CAS号：1202-66-0
• 分子式：C₁₀H₁₃NO₂
• 分子量：179.216
• 相关类别： 信号通路 抗感染 细菌
• 发布时间：2018-09-24 15:12:30
• 更新时间：2024-01-03 19:32:09
• N-Acetyltyramine 是溶藻弧菌 M3-10 产生的群体感应抑制剂 (QSI) 化合物。N-Acetyltyramine 能抑制 C. violaceum ATCC 12472 的群体感应 (QS)。N-Acetyltyramine 逆转阿霉素耐药白血病 P388 细胞的耐药性。

名称

• 中文名: N-乙酰基酪胺
• 英文名: N-[2-(4-hydroxyphenyl)ethyl]acetamide
• 中文别名: N-(4-羟基苯乙基)乙酰胺; N-[2-(4-羟基苯基)乙基]乙酰胺
• 英文别名: GNF-PF-5230; N-Acetyltyramine; N-acetyltyramin; N-[2-(4-Hydroxyphenyl)ethyl]acetamide; Acetamide, N-[2-(4-hydroxyphenyl)ethyl]-

物化性质

• 密度: 1.1±0.1 g/cm3
• 沸点: 424.1±28.0 °C at 760 mmHg
• 熔点: 134°C
• 分子式: C₁₀H₁₃NO₂
• 分子量: 179.216
• 闪点: 210.3±24.0 °C
• 精确质量: 179.094635
• PSA: 49.33000
• LogP: 0.39
• 外观性状: 灰白色
• 蒸汽压: 0.0±1.0 mmHg at 25°C
• 折射率: 1.546
• 储存条件: 2-8°C
• 计算化学:

  1.疏水参数计算参考值（XlogP）:1.1

  2.氢键供体数量:2

  3.氢键受体数量:2

  4.可旋转化学键数量:3

  5.互变异构体数量:4

  6.拓扑分子极性表面积:49.3

  7.重原子数量:13

  8.表面电荷:0

  9.复杂度:162

  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

生物活性

• 描述: N-Acetyltyramine 是溶藻弧菌 M3-10 产生的群体感应抑制剂 (QSI) 化合物。N-Acetyltyramine 能抑制 C. violaceum ATCC 12472 的群体感应 (QS)。N-Acetyltyramine 逆转阿霉素耐药白血病 P388 细胞的耐药性。
• 相关类别:
  研究领域 >> 癌症
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 细菌
• 体外研究: N-乙酰酪胺增强了耐药P388小鼠白血病细胞中阿霉素的细胞毒性,IC50值为0.13μg/ml,而单用阿霉素的IC50值为0.48µg/ml[2]。
• 参考文献:

  [1]. Reina JC, et al. A Quorum-Sensing Inhibitor Strain of Vibrio alginolyticus Blocks Qs-Controlled Phenotypes in Chromobacterium violaceum and Pseudomonas aeruginosa. Mar Drugs. 2019;17(9):494. Published 2019 Aug 24.

  [2]. Kunimoto S, et al. Reversal of resistance by N-acetyltyramine or N-acetyl-2-phenylethylamine in doxorubicin-resistant leukemia P388 cells. J Antibiot (Tokyo). 1987;40(11):1651-1652.

MSDS

Material Safety Data Sheet Section1. Identification of the substance Product Name: N-Acetyltyramine Synonyms: Section2. Hazards identification Harmful by inhalation, in contact with skin, and if swallowed. Section3. Composition/information on ingredients. Ingredient name:N-Acetyltyramine CAS number:1202-66-0 Section4. First aid measures Skin contact:Immediately wash skin with copious amounts of water for at least 15 minutes while removing contaminated clothing and shoes. If irritation persists, seek medical attention. Eye contact:Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical attention. Inhalation:Remove to fresh air. In severe cases or if symptoms persist, seek medical attention. Ingestion:Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention. Section5. Fire fighting measures In the event of a fire involving this material, alone or in combination with other materials, use dry powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus should be worn. Section6. Accidental release measures Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national standards. Respiratory precaution:Wear approved mask/respirator Hand precaution:Wear suitable gloves/gauntlets Skin protection:Wear suitable protective clothing Eye protection:Wear suitable eye protection Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container for disposal. See section 12. Environmental precautions: Do not allow material to enter drains or water courses. Section7. Handling and storage Handling:This product should be handled only by, or under the close supervision of, those properly qualified in the handling and use of potentially hazardous chemicals, who should take into account the fire, health and chemical hazard data given on this sheet. Store in closed vessels, refrigerated. Storage: Section8. Exposure Controls / Personal protection Engineering Controls: Use only in a chemical fume hood. Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles. General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse. Section9. Physical and chemical properties Appearance:Not specified Boiling point:No data No data Melting point: Flash point:No data Density:No data Molecular formula:C10H13NO2 Molecular weight:179.2 Section10. Stability and reactivity Conditions to avoid: Heat, flames and sparks. Materials to avoid: Oxidizing agents. Possible hazardous combustion products: Carbon monoxide, nitrogen oxides. Section11. Toxicological information No data. Section12. Ecological information No data. Section13. Disposal consideration Arrange disposal as special waste, by licensed disposal company, in consultation with local waste disposal authority, in accordance with national and regional regulations. Section14. Transportation information Non-harzardous for air and ground transportation. Section15. Regulatory information No chemicals in this material are subject to the reporting requirements of SARA Title III, Section 302, or have known CAS numbers that exceed the threshold reporting levels established by SARA Title III, Section 313. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : AC3852300 CHEMICAL NAME : Acetamide, N-(2-(4-hydroxyphenyl)ethyl)- CAS REGISTRY NUMBER : 1202-66-0 BEILSTEIN REFERENCE NO. : 2096467 LAST UPDATED : 199612 DATA ITEMS CITED : 1 MOLECULAR FORMULA : C10-H13-N-O2 MOLECULAR WEIGHT : 179.24 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >500 mg/kg TOXIC EFFECTS : Behavioral - changes in motor activity (specific assay) Cardiac - cardiomyopathy including infarction Skin and Appendages - hair REFERENCE : APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 38,474,1976

安全

• 符号: GHS05
• 信号词: Danger
• 危害声明: H318
• 警示性声明: P280-P305 + P351 + P338
• 危害码 (欧洲): Xi
• 危险品运输编码: NONH for all modes of transport
• 海关编码: 2924299090

合成路线

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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%