(1R,2S)-(-)-Ephedrine 麻黄碱

CAS 299-42-3 MFCD00064257

化学结构图

299-42-3
SMILES: C[C@@H](NC)[C@@H](O)C1C=CC=CC=1 |&1:1,4|

化学属性

Mol. FormulaC10H15NO
Mol. Weight165.26
Boiling Point255 °C(lit.)
Density1.124 g/mL at 25 °C(lit.)
Melting Point37-39 °C(lit.)
Flash Point85 ºC
Appearance 蜡状固体或结晶颗粒。熔点40℃，沸点225℃，闪点85℃。1g麻黄碱(299-42-3)溶于20ml水；0.2ml乙醇，溶于氯仿和乙醚。1g麻黄碱溶液在200ml水中溶液和pH值为10.8。常用其盐酸盐；盐酸麻黄碱（或称盐酸麻黄素，C10H15NO·HCl（[134-71-4]），白色针状结晶或结晶性粉末。熔点218℃，易溶于水，溶于乙醇，不溶于乙醚或氯仿，无臭，味苦。

别名和识别编码

Chemical Name(1R,2S)-(-)-Ephedrine
Synonym (1R,2S)-1-Hydroxy-2-(methylamino)-1-phenylpropane l-2-Methylamino-1-phenylpropanol Manadrin Kratedyn 1(R),2(S)-erythro-(-)-Ephedrine Mandrin Norephedrine, N-methyl- Ephedrine, l-(-)- Benzen {Chemicalbook} (1S,2R)-2-methylamino-1-phenyl-propan-1-ol alpha-Hydroxy-beta-methyl amine propylbenzene (1R,1S)-(-)-2-(METHYLAMINO)-1-PHENYLPROPAN-1-OL Ephoxamin (1R,2S)-(-)-2-Methyl (1R,2S)-2-Methylamino-1-phenyl-1-propanol Ephedrotal 1-甲基氨基苄甲醇(麻黄碱) (1R,2S)-(-)-Ephedrine {uni_hambu (-)-α-(1-Methylaminoethyl)benzyl alcohol Ephedrin {uni_hambur D-(-)-Ephedrine Biophedrin (+)-eph 1-ALPHA-(1-METHYLAMINOETHYL)BENZYL ALCOHOL erythro-2-methylamino-1-phenylpropan-1-ol (1R,2S)-(-)-ALPHA-(1-METHYLAMINOETHYL)BENZYL ALCOHOL (L)-(-)-ephedrine (1R,2S)-(-)-EPHEDRINE (-)-alpha-(1-Methylaminoethyl)benzyl alcohol L-A-( (L)-ephedrin EPHEDRINE Ephendronal (1R,2S)-2-甲氨基-苯丙烷-1-醇 {uni {C α-Hy (-)-Ephedrine L-EPHEDRINE 1R,2S(-)-Ephedrine L-Ephedrine Ephedrosan L-erythro-2-(Methylamino)-1-phenylprop (-)-麻黄素(无水) (1R,1S)-(-)-EPHEDRINE Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (R-(R*,S*))- L-2-METHYLAMINO-1-PHENYLPROPANOL -(1-Methy-lam {Chemicalbook 1-phenyl-1-hydroxy-2-methylaminopropane 1-甲基氨基苄甲醇 Ephedrol Isofedrol Ephedrine {hazard_c
PubChem Substance ID24848190
EC Number206-080-5
Beilstein Registry Number2208730
MDL NumberMFCD00064257
CAS Number299-42-3
Chemical Name Translation麻黄碱
Merck Number13,3639
Wiswesser Line NotationQYR&Y1&M1
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分类

  • {uni_hamburg} no charge; carbocycle; aromatic; 6RingOnly; 6ring; alcohol; chiral; 1fragment
  • {SNA} Alkaloid, Asymmetric Synthesis, Chemical Synthesis, Chiral Auxiliaries, Chiral Resolution Reagents, Chiral Resolving Reagents, Ephedra sinica, Ephedrine Derivatives, Nutrition Research, Phytochemicals by Chemical Classification, Phytochemicals by Plant (Food/Spice/Herb)

相关文献及参考

  • Short: IV/1a Title: Densities of Liquid Systems: Nonaqueous Systems and Ternary Aqueous Systems Author: Lacmann, R.; Synowietz, C. Editor: Schäfer, Kl. Source: Landolt-Börnstein, New Series Volume: IV/1a Year: 1974 ISBN: 3-540-06269-6 ISBN: 978-3-540-06269-1 Internet Resource: DOI:10.1007/b20003 RefComment: X, 716 pages. Hardcover Abstract: Volume IV/1 contains information on the densities of liquid systems. It may be considered as a supplement to volume II/1 of the 6th Edition, which contains only a few data on nonaqueous systems. Data are not listed for all systems but primarily for those of greater interest where data for a larger range of concentrations were available.
  • Short: EINECS Title: EINECS (European Inventory of Existing Commercial Chemical Substances) Source: Official Journal of the European Communities Volume: C 146 A (15.06.1990) Page: 1 Year: 1990 Internet Resource: http://ecb.jrc.ec.europa.eu/esis/index.php?PGM=ein Publish_Date: 1990/06/15

安全信息

GHS Symbol
WGK Germany1
Hazard statements
  • H302 Harmful if swallowed 吞食有害
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
RTECSKB0700000
Signal word Warning
Hazard Codes Xn
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • S25 Avoid contact with eyes 避免眼睛接触；
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
Storage condition Refrigerator (+4°C)
Restrict 易制毒化学品 
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 340 mg/kg
TOXIC EFFECTS :
   Cardiac - other changes
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und
   Pharmakologie.  (Berlin, Ger.) V.110-253, 1925-66.  For publisher
   information, see NSAPCC.  Volume(issue)/page/year: 120,189,1927

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 300 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: 68,339,1942

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 150 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und
   Pharmakologie.  (Berlin, Ger.) V.110-253, 1925-66.  For publisher
   information, see NSAPCC.  Volume(issue)/page/year: 195,647,1940

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Bird - wild bird species
DOSE/DURATION           : 562 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AECTCV Archives of Environmental Contamination and Toxicology.
   (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ
   070944)  V.1-    1973

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 50 mg/kg
SEX/DURATION            : female 9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - cardiovascular
   (circulatory) system
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 34,469,1986

其他信息

  • 下游产品:(1R,2R)-双[(2-甲氧基苯基)苯基磷]乙烷 --> 光学活性硫代乙酸胺
  • 上游原料:甲基麻黄碱 --> 麻黄 --> 伪麻黄碱
  • F:3-10
  • Sigma Aldrich:299-42-3(sigmaaldrich)
  • 比旋光度:-41 ° (c=5, 1M HCl)
  • Acros Organics:1-甲基氨基苄甲醇（麻黄碱）(0311限出口) (1R,2S)-(-)-Ephedrine, 99.0-101.0%(299-42-3)
  • MOL 文件:299-42-3.mol
  • 用途一:麻黄碱为似肾上腺素药，能兴奋交感神经，药效较肾上腺素持久，口服有效。它能松弛支气管平滑肌、收缩血管，有显著的中枢兴奋作用。临床主要用于治疗习惯性支气管哮喘和预防哮喘发作，对严重支气管哮喘病人效果则不及肾上腺素。为增强疗效或减轻副作用，可与氨茶碱或苯海拉明、巴比妥类药物合用。用于鼻粘膜充血和鼻塞时，该品交果较肾上腺素为好，作用快而持久。
  • MSDS 信息:(1R,2S)-(-)-Ephedrine(299-42-3).msds
  • Hazard Note:Harmful
  • 方法一:主要来源于植物麻黄。麻黄是我国著名称中药材，包括麻黄科植草麻黄（或华麻黄）、中麻黄和木贼林黄。麻黄中含生物碱1-2%，其中主要有左旋麻黄碱、右旋伪麻黄碱，尚有少量甲基麻黄碱、甲基伪麻黄碱和去甲基伪麻黄碱等。我国是生产天然麻黄碱的主要国家，采用提取法生产麻黄碱。通常采用水煎法。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Resolution Reagents - Asymmetric Synthesis
  1. Life Science 生命科学
  2. Nutrition Research 营养研究
  3. Phytochemicals by Chemical Classification - Nutrition Research
  4. Alkaloid - Phytochemicals by Chemical Classification
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chiral Auxiliaries
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Biochemicals Found in Plants
  4. Aliphatic Compounds 脂肪烃化合物
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nutrition Research
  4. Biochemicals Found in Plants
  5. Aliphatic Compounds 脂肪烃化合物

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