111-57-9

• 常用中文名：硬脂酰胺MEA
• 常用英文名：Stearoylethanolamide
• CAS号：111-57-9
• 分子式：C₂₀H₄₁NO₂
• 分子量：327.545
• 相关类别： 天然产物 其他
• 发布时间：2018-02-20 08:00:00
• 更新时间：2024-01-07 16:12:51
• Stearoylethanolamide 是一种具有促细胞凋亡活性的内源性大麻素类化合物。

名称

• 中文名: 硬脂酰胺MEA
• 英文名: N-(octadecanoyl)ethanolamine
• 中文别名: N-(2-羟基乙基)硬脂酰胺; 硬脂酰胺 MEA
• 英文别名: UNII:03XV449Q24; -stearoylethanolamine; Stearoyl monoethanolamide; Stearyl monoethanolamide; Stearinsuremonoethanolamid; stearylethanolamide; STEARIC ACID ETHANOLAMIDE; AM-1105; EINECS 203-883-2; N-stearoylethanolamine; stearic monoethanolamide; N-(2-Hydroxyethyl)octadecanamide; Stearic acid monoethanolamide; STEAROYL ETHANOLAMIDE; STEARAMIDE MEA; CERAMID; N-Stearoylethanolamide; Stearoylethanolamide; Octadecanamide, N-(2-hydroxyethyl)-; Stearic ethanolamide

物化性质

• 密度: 0.9±0.1 g/cm3
• 沸点: 486.0±28.0 °C at 760 mmHg
• 分子式: C₂₀H₄₁NO₂
• 分子量: 327.545
• 闪点: 247.7±24.0 °C
• 精确质量: 327.313721
• PSA: 49.33000
• LogP: 6.88
• 蒸汽压: 0.0±2.8 mmHg at 25°C
• 折射率: 1.464
• 分子结构:

  1、 摩尔折射率：99.86

  2、 摩尔体积（cm³/mol）：362.1

  3、 等张比容（90.2K）：877.6

  4、 表面张力（dyne/cm）：34.4

  5、 极化率（10-24cm3）：39.58

• 计算化学:

  1.疏水参数计算参考值（XlogP）:7.3

  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:18

  5.互变异构体数量:2

  6.拓扑分子极性表面积49.3

  7.重原子数量:23

  8.表面电荷:0

  9.复杂度:244

  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: Stearoylethanolamide 是一种具有促细胞凋亡活性的内源性大麻素类化合物。
• 相关类别:
  研究领域 >> 神经疾病
  天然产物 >> 其他
• 靶点:

  Human Endogenous Metabolite

• 体外研究: 硬脂酰乙醇酰胺(SEA)以与内源性大麻素和花生四烯酸(花生四烯酰乙醇酰胺; AEA)相当的量存在于人,大鼠和小鼠脑中。 Stearoylethanolamide是一种具有促细胞凋亡活性的内源性大麻素类化合物,由NO调节,与AEA报道的相反[1]。
• 参考文献:

  [1]. Maccarrone M, et al. Binding, degradation and apoptotic activity of stearoylethanolamide in rat C6 glioma cells. Biochem J. 2002 Aug 15;366(Pt 1):137-44.

MSDS

Section1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE Product identifiers Product name: Stearoyl ethanolamide CAS-No.: 111-57-9 Relevant identified uses of the substance or mixture and uses advised against Identified uses: Laboratory chemicals, Manufacture of substances Section2. HAZARDS IDENTIFICATION Classification of the substance or mixture Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008. This substance is not classified as dangerous according to Directive 67/548/EEC. Label elements The product does not need to be labelled in accordance with EC directives or respective national laws. Other hazards - none Section3. COMPOSITION/INFORMATION ON INGREDIENTS Substances Formula: C20H41NO2 Molecular Weight: 327,55 g/mol Section4. FIRST AID MEASURES Description of first aid measures If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. In case of skin contact Wash off with soap and plenty of water. In case of eye contact Flush eyes with water as a precaution. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Most important symptoms and effects, both acute and delayed To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly investigated. Indication of any immediate medical attention and special treatment needed no data available Section5. FIREFIGHTING MEASURES Extinguishing media Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Special hazards arising from the substance or mixture Carbon oxides, nitrogen oxides (NOx) Advice for firefighters Wear self contained breathing apparatus for fire fighting if necessary. Further information no data available Section6. ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures Avoid dust formation. Avoid breathing vapors, mist or gas. Environmental precautions Do not let product enter drains. Methods and materials for containment and cleaning up Sweep up and shovel. Keep in suitable, closed containers for disposal. Reference to other sections For disposal see section 13. Section7. HANDLING AND STORAGE Precautions for safe handling Provide appropriate exhaust ventilation at places where dust is formed. Conditions for safe storage, including any incompatibilities Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: -20 °C Specific end uses no data available Section8. EXPOSURE CONTROLS/PERSONAL PROTECTION Control parameters Components with workplace control parameters Exposure controls Appropriate engineering controls General industrial hygiene practice. Personal protective equipment Eye/face protection Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Body Protection Choose body protection in relation to its type, to the concentration and amount of dangerous substances, and to the specific work-place., The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Respiratory protection Respiratory protection is not required. Where protection from nuisance levels of dusts are desired, use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU). Section9. PHYSICAL AND CHEMICAL PROPERTIES Information on basic physical and chemical properties a) AppearanceForm: crystalline b) Odourno data available c) Odour Thresholdno data available d) pHno data available e) Melting point/freezingno data available point f) Initial boiling point and no data available boiling range g) Flash pointno data available h) Evaporation rateno data available i) Flammability (solid, gas) no data available j) Upper/lowerno data available flammability or explosive limits k) Vapour pressureno data available l) Vapour densityno data available m) Relative densityno data available n) Water solubilityno data available o) Partition coefficient: n- no data available octanol/water p) Autoignitionno data available temperature q) Decompositionno data available temperature r) Viscosityno data available s) Explosive propertiesno data available t) Oxidizing propertiesno data available Other safety information no data available Section10. STABILITY AND REACTIVITY Reactivity no data available Chemical stability no data available Possibility of hazardous reactions no data available Conditions to avoid no data available Incompatible materials Strong oxidizing agents Hazardous decomposition products Other decomposition products - no data available Section11. TOXICOLOGICAL INFORMATION Information on toxicological effects Acute toxicity no data available Skin corrosion/irritation no data available Serious eye damage/eye irritation no data available Respiratory or skin sensitization no data available Germ cell mutagenicity no data available Carcinogenicity IARC:No component of this product present at levels greater than or equal to 0.1% is identified as probable, possible or confirmed human carcinogen by IARC. Reproductive toxicity no data available Specific target organ toxicity - single exposure no data available Specific target organ toxicity - repeated exposure no data available Aspiration hazard no data available Potential health effects Inhalation May be harmful if inhaled. May cause respiratory tract irritation. IngestionMay be harmful if swallowed. SkinMay be harmful if absorbed through skin. May cause skin irritation. EyesMay cause eye irritation. Signs and Symptoms of Exposure To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly investigated. Additional Information RTECS: Not available Section12. ECOLOGICAL INFORMATION Toxicity no data available Persistence and degradability no data available Bioaccumulative potential no data available Mobility in soil no data available Results of PBT and vPvB assessment no data available Other adverse effects no data available Section13. DISPOSAL CONSIDERATIONS Waste treatment methods Product Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated packaging Dispose of as unused product. Section14. TRANSPORT INFORMATION UN number ADR/RID: -IMDG: -IATA: - UN proper shipping name ADR/RID: Not dangerous goods IMDG: Not dangerous goods IATA:Not dangerous goods Transport hazard class(es) ADR/RID: -IMDG: -IATA: - Packaging group ADR/RID: -IMDG: -IATA: - Environmental hazards ADR/RID: noIMDG Marine pollutant: noIATA: no Special precautions for user no data available SECTION 15 - REGULATORY INFORMATION N/A SECTION 16 - ADDITIONAL INFORMATION N/A

安全

• 安全声明 (欧洲): 22-24/25
• WGK德国: 2
• 海关编码: 2924199090

合成路线

141-43-5 57-11-4 ~92% 111-57-9

文献：Ottria, Roberta; Casati, Silvana; Ciuffreda, Pierangela Chemistry and Physics of Lipids, 2012 , vol. 165, # 7 p. 705 - 711

111-63-7 141-43-5 ~93% 111-57-9

文献：Iowa State University Research Foundation, Inc.; Wang, Tong; Wang, Xiaosan Patent: US2013/303795 A1, 2013 ; Location in patent: Paragraph 0069-0074;0076-0082; 0096; 0098 ;

141-43-5 112-76-5 ~94% 111-57-9

文献：Morales-Serna, Jose Antonio; Boutureira, Omar; Diaz, Yolanda; Matheu, M. Isabel; Castillon, Sergio Organic and Biomolecular Chemistry, 2008 , vol. 6, # 3 p. 443 - 446

111-63-7 141-43-5 ~73% 10287-60-2 111-57-9

文献：JAOCS, Journal of the American Oil Chemists' Society, , vol. 89, # 7 p. 1305 - 1313

14464-32-5 141-43-5 ~90% 111-57-9

文献：Eliash, Ran; Weissbuch, Isabelle; Weygand, Markus J.; Kjaer, Kristian; Leiserowitz, Leslie; Lahav, Meir Journal of Physical Chemistry B, 2004 , vol. 108, # 22 p. 7228 - 7240

111-61-5 141-43-5 ~% 111-57-9

文献：Journal of the American Chemical Society, , vol. 59, p. 111

10287-60-2 ~% 111-57-9

文献：Bulletin de la Societe Chimique de France, , p. 651

上下游产品

上游产品  7
141-43-5 57-11-4 111-63-7 112-76-5
14464-32-5 111-61-5 10287-60-2
下游产品  9
7596-88-5 14246-55-0 2441-41-0 6333-54-6
14246-53-8 22024-22-2 10287-60-2 31314-15-5
14351-40-7

海关

海关编码	2924199090
中文概述	2924199090. 其他无环酰胺（包括无环氨基甲酸酯)(包括其衍生物及盐）. 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	2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%