552-79-4

• 常用中文名：甲基麻黄碱
• 常用英文名：(−)-N-Methylephedrine
• CAS号：552-79-4
• 分子式：C₁₁H₁₇NO
• 分子量：179.259
• 相关类别： 原料药 呼吸系统用药 平喘药
• 发布时间：2018-08-08 15:13:57
• 更新时间：2024-01-02 12:21:04
• 【用途一】
  该品具有类似麻黄碱盐酸盐扩张支气管的作用。且有更强的抗过敏和镇咳作用，而无麻黄碱协酸盐的兴奋中枢，加速心率与升高血压等作用。适用于流行性感冒、支气管喘息、过敏反应等病菌患的治疗。

名称

• 中文名: (-)-N-甲麻黄碱
• 英文名: Methylephedrine
• 中文别名: N-甲基麻黄碱
• 英文别名: N-methylephedrine; (1R,2S)-(-)-N-Methylephedrine; (aR)-a-[(1S)-1-(Dimethylamino)ethyl]benzenemethanol; EINECS 209-022-7; (-)-N-Methylephedrine; methyl-3-hydroxy-4-methylpentanoate; methylephedrine; Pentanoic acid,3-hydroxy-4-methyl-,methyl ester; [R-(R*,S*)]-a-[1-(Dimethylamino)ethyl]benzenemethanol; (1R,2S)-2-Dimethylamino-1-phenylpropanol; N,N-Dimethylnorephedrine; Benzenemethanol, α-[(1S)-1-(dimethylamino)ethyl]-, (αR)-; L-N-Methylephedrine; (1R,2S)-2-(Dimethylamino)-1-phenyl-1-propanol; (1R,2S)-(−)-N-Methylephedrine; erythro-a-[1-(Dimethylamino)ethyl]benzyl Alcohol; N-Methyl-L-ephedrine; (1R,2S)-N-Methylephedrine; MFCD00004504; (1R,2S)-3-Dimethylamino-1-phenyl-1-propanol; (1R,2S)-2-(dimethylamino)-1-phenylpropan-1-ol; (−)-(1R,2S)-2-Dimethylamino-1-phenylpropanol

物化性质

• 密度: 1.0±0.1 g/cm3
• 沸点: 251.3±0.0 °C at 760 mmHg
• 熔点: 86-88 ℃(lit.)
• 分子式: C₁₁H₁₇NO
• 分子量: 179.259
• 闪点: 96.9±20.6 °C
• 精确质量: 179.131012
• PSA: 23.47000
• LogP: 1.74
• 蒸汽压: 0.0±0.5 mmHg at 25°C
• 折射率: 1.530
• 储存条件:

  冰箱4℃

• 稳定性:

  熔点63.5 -64.5 ℃ 。其盐酸盐为白色针状结晶或结晶性粉末，熔点207 -208 ℃ 。易溶于水、乙醇、冰乙酸，微溶于氯仿或丙酮。无臭，味苦

• 分子结构:

  1、 摩尔折射率：54.91

  2、 摩尔体积（m³/mol）：177.6

  3、 等张比容（90.2K）：441.6

  4、 表面张力（dyne/cm）：38.2

  5、 极化率（10^-24cm³）：21.77

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:1

  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:无

  6.拓扑分子极性表面积23.5

  7.重原子数量:13

  8.表面电荷:0

  9.复杂度:141

  10.同位素原子数量:0

  11.确定原子立构中心数量:2

  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： 结晶（石油醚）

  2. 密度（g/mL,25/4℃）：

  3. 相对蒸汽密度（g/mL,空气=1）：

  4. 熔点（ºC）：63.5 -64.5°C

  5. 沸点（ºC,常压）：

  6. 沸点（ºC,5.2kPa）：

  7. 折射率：

  8. 闪点（ºC）：

  9. 比旋光度（º, C=4.5, 甲醇）：-29.5

  10. 自燃点或引燃温度（ºC）：

  11. 蒸气压（kPa,25ºC）：

  12. 饱和蒸气压（kPa,60ºC）：

  13. 燃烧热（KJ/mol）：

  14. 临界温度（ºC）：

  15. 临界压力（KPa）：

  16. 油水（辛醇/水）分配系数的对数值：

  17. 爆炸上限（%,V/V）：

  18. 爆炸下限（%,V/V）：

  19. 溶解性：易溶于水、乙醇、冰乙酸，微溶于氯仿或丙酮

MSDS

Name: (-)-N-Methylephedrine, 99% Material Safety Data Sheet Synonym: (-)-alpha-[1-(Dimethylamino)ethyl]benzenemethanol; (-)-(1R,2S)-2-Dimethylamino-1-phenyl-1-propanol; Ephedrine, N-methyl- CAS: 552-79-4 Section 1 - Chemical Product MSDS Name: (-)-N-Methylephedrine, 99% Material Safety Data Sheet Synonym: (-)-alpha-[1-(Dimethylamino)ethyl]benzenemethanol; (-)-(1R,2S)-2-Dimethylamino-1-phenyl-1-propanol; Ephedrine, N-methyl- SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 552-79-4 (-)-N-Methylephedrine 99 209-022-7 Hazard Symbols: XN Risk Phrases: 22 36/37/38 SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Harmful if swallowed. Irritating to eyes, respiratory system and skin.Hygroscopic (absorbs moisture from the air).Light sensitive. Potential Health Effects Eye: Causes eye irritation. May cause chemical conjunctivitis. Skin: Causes skin irritation. May be harmful if absorbed through the skin. Ingestion: Harmful if swallowed. May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May cause central nervous system stimulation. Inhalation: Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. May be harmful if inhaled. Chronic: No information found. SECTION 4 - FIRST AID MEASURES Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid. Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Remove contaminated clothing and shoes. Ingestion: Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water. Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Notes to Physician: Treat symptomatically and supportively. SECTION 5 - FIRE FIGHTING MEASURES General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or appropriate foam. SECTION 6 - ACCIDENTAL RELEASE MEASURES General Information: Use proper personal protective equipment as indicated in Section 8. Spills/Leaks: Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions. Provide ventilation. SECTION 7 - HANDLING and STORAGE Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Store protected from light. Keep from contact with moist air and steam. Storage: Store in a tightly closed container. Keep refrigerated. (Store below 4C/39F.) Store protected from moisture. Store protected from light. SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 552-79-4: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure. Respirators: A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use. SECTION 9 - PHYSICAL AND CHEMICAL PROPERTIES Physical State: Crystals Color: white Odor: None reported. pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: 85-88 deg C Autoignition Temperature: Not applicable. Flash Point: Not applicable. Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: Not available. Solubility in water: Not available. Specific Gravity/Density: Not available. Molecular Formula: C11H17NO Molecular Weight: 179.26 SECTION 10 - STABILITY AND REACTIVITY Chemical Stability: Stable under normal temperatures and pressures. Sensitive to light. Hygroscopic: absorbs moisture or water from the air. Conditions to Avoid: Incompatible materials, light, dust generation, exposure to moist air or water. Incompatibilities with Other Materials: Acid chlorides, acid anhydrides, acids, oxidizing agents. Hazardous Decomposition Products: Nitrogen oxides, carbon monoxide, carbon dioxide. Hazardous Polymerization: Will not occur. SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 552-79-4 unlisted. LD50/LC50: Not available. Carcinogenicity: (-)-N-Methylephedrine - Not listed by ACGIH, IARC, or NTP. SECTION 12 - ECOLOGICAL INFORMATION SECTION 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations. SECTION 14 - TRANSPORT INFORMATION IATA Shipping Name: Not regulated. Hazard Class: UN Number: Packing Group: IMO Shipping Name: Not regulated. Hazard Class: UN Number: Packing Group: RID/ADR Shipping Name: Not regulated. Hazard Class: UN Number: Packing group: SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives Hazard Symbols: XN Risk Phrases: R 22 Harmful if swallowed. R 36/37/38 Irritating to eyes, respiratory system and skin. Safety Phrases: S 26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 37/39 Wear suitable gloves and eye/face protection. WGK (Water Danger/Protection) CAS# 552-79-4: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 552-79-4 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 552-79-4 is not listed on the TSCA inventory. It is for research and development use only. SECTION 16 - ADDITIONAL INFORMATION MSDS Creation Date: 9/02/1997 Revision #8 Date: 2/10/2005 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages. SECTION 16 - ADDITIONAL INFORMATION N/A

安全

• 符号: GHS07
• 信号词: Warning
• 危害声明: H315-H319-H335
• 警示性声明: P261-P305 + P351 + P338
• 个人防护装备: dust mask type N95 (US);Eyeshields;Gloves
• 危害码 (欧洲): Xi
• 风险声明 (欧洲): 36/37/38
• 安全声明 (欧洲): 26-36
• 危险品运输编码: UN 1544
• WGK德国: 3
• 包装等级: III

合成路线

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制备

将伪麻黄碱的结晶母液蒸发浓缩，得到的沉淀物加8倍水煮沸，半小时后充分自然冷却，分离析出的结晶，用水冲洗，得混合麻黄碱粗品。将粗品加水加热溶解，加盐酸对pH=7，用活性炭脱色，加氯化钙饱和溶液除草酸盐，加硫化钠饱和溶液除铁盐，搅拌5min后静置8h，滤除杂质。滤液加盐酸至pH=6-6.5，再加活性炭脱色一次。滤除炭渣后将滤液减压浓缩，放冷结晶，分离，用蒸馏水重结晶，得甲基麻黄碱盐酸盐。