DL-Ephedrine hydrochloride

DL-Ephedrine hydrochloride Basic information
Product Name:DL-Ephedrine hydrochloride
Synonyms:(r*,s*)-(+/-)-alpha-[1-(methylamino)ethyl]benzyl alcohol hydrochloride;1-phenyl-2-methylaminopropanol-1;Benzenemethanol, α-[(1R)-1-(methylamino)ethyl]-, hydrochloride, (αS)-rel-;Benzenemethanol, α-[1-(methylamino)ethyl]-, hydrochloride, (R*,S*)-;Benzenemethanol, α-[1-(methylamino)ethyl]-, hydrochloride, (R*,S*)-(+-)-;DL-erythro-Ephedrine hydrochloride;dl-α-[1-(Methylamino)ethyl]benzyl Alcohol Hydrochloride;(+/-)-2-EphedriniuM Hydrochloride
CAS:134-71-4
MF:C10H16ClNO
MW:201.69
EINECS:205-153-9
Product Categories:AlkaloidOrganic Building Blocks;Amino Alcohols;Biochemicals Found in Plants;Nutrition Research;Oxygen Compounds;Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:134-71-4.mol
DL-Ephedrine hydrochloride Structure
DL-Ephedrine hydrochloride Chemical Properties
Melting point 216-220 °C(lit.)
storage temp. -20°C Freezer
solubility H2O: soluble5%, clear, colorless
Water Solubility 250g/L at 20℃
Merck 13,3639
LogP-2.2 at 25℃
CAS DataBase Reference134-71-4(CAS DataBase Reference)
EPA Substance Registry SystemRacephedrine hydrochloride (134-71-4)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26-36-25-22
RIDADR 1544
WGK Germany 3
RTECS KB1750000
HazardClass 6.1(b)
PackingGroup III
HS Code 29394100
Toxicityman,TDLo,oral,1429ug/kg (1.429mg/kg),BEHAVIORAL: EXCITEMENTCARDIAC: OTHER CHANGES,Journal of Pharmacology and Experimental Therapeutics. Vol. 33, Pg. 237, 1928.
MSDS Information
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SigmaAldrich English
DL-Ephedrine hydrochloride Usage And Synthesis
DescriptionEphedrine is an alkaloid, which is from dry grass stems of ephedra plants such as ephedra, zhong ephedra, or ephedra. Ephedra is an herb recorded in “Chinese Pharmacopoeia,” which can be used for sweating and cold, adjustment of lung function, asthma, and swelling. Ephedrine can treat cold, chest tightness, bronchial asthma, and so on. Ephedra was used as a drug in China for more than 2000 years, which was recorded in history books of materia medica. Ephedra is also known as Longsa recorded in the book Shen Nong’s Herbal Classic of Materia Medica, Bixiang recorded in the book Another record by famous record, and Gougu recorded in the book Guang Ya. Ephedra was firstly recorded in the book Shen Nong’s Classic of Materia Medica.
Chemical PropertiesWhite Solid
Physical propertiesAppearance: a white needle-like crystal or crystalline powder, odorless, and tastes bitter. Solubility: soluble in water and can be dissolved in ethanol but insoluble in chloroform or ether. Melting point: 217–220 °C.
HistoryIn traditional Chinese medicine (TCM), ephedrine and pseudoephedrine are main active ingredients in “herbal ephedra” . Organic chemist, Changi Changyi (1844– 1929), from Japan first isolated ephedrine from the herb “Shuanghui Ephedra” in 1885 . Ephedrine was successfully synthesized by chemist Ernst Sp?th from Austria (1886–1946) in 1920 . Kehui Chen (1898–1988) and its co-colleague Carl F. Schmidt extracted ephedrine from ephedra in 1923 and then clarified the pharmacological effects of ephedrine, which attracted the attention from Europe and the United States. Ephedrine was approved in clinical practice by the FDA of the United States. Structure of ephedrine was analyzed by Changi Changyi in 1926.
Usesbronchodilator, cardiac stimulant
Usesα- and β-Adrenergic agonist. Bronchodilator.
Flammability and ExplosibilityNonflammable
PharmacologyEphedrine has a similar effect with adrenaline. Ephedrine can bind α, β receptors and activate the receptor as adrenaline. Ephedrine makes the adrenergic nerve endings release medium and indirectly play the role of adrenaline. Ephedrine is stable and its effect is weaker than adrenaline, and the central excitatory effect is more obvious. Ephedrine can relax bronchial smooth muscle but less durable than adrenaline. Ephedrine can also relieve bronchial spasm, excite the heart, enhance myocardial contractility, and speed up the heart rate. However, its role in increasing the heart rate may be weakened by the vagus nerve excitement caused by increased blood pressure . Ephedrine accelerates heart rate and increases cardiac contractility by stimulating the beta receptor. Ephedrine stimulates the alpha receptor and contracts the arterial effect, but the contraction of the rabbit aorta is dominated by direct action. In recent years, ephedra has been found to have a role inhibiting the formation of acute blood clotting, promote fat synthesis in fat, and scavenge oxygenfree radicals.
Clinical UseIn clinical practice, ephedrine hydrochloride was used for the treatment of bronchial asthma, hypotension, central excitation , and toxicity by morphine and barbiturate. Ephedrine hydrochloride was also used to eliminate nasal mucosal congestion. Drug tolerance can occur quickly when ephedrine hydrochloride was used often in a short time. Ephedrine hydrochloride can also be used for hypotension and chronic hypotension caused by subarachnoid anesthesia or epidural anesthesia .
Side effectsThe side effects of ephedrine hydrochloride are anxiety, insomnia, palpitations, sweating, and other symptoms by central excitement caused by the long-term use of large doses which can be cured by hypnotic sedative drugs. Acute drug tolerance can be induced by repeated use in short time.
Safety ProfilePoison by subcutaneous, intravenous, andintraperitoneal routes. Moderately toxic by ingestion. Human systemic effects: cardac changes, nausea or vomiting, sweating. When heated to decomposition it emits very toxic fumes of HCl and NOx. See also EPHEDRINE.
DL-Ephedrine hydrochloride Preparation Products And Raw materials
(R)-A,A-BIS(4-PHENOXYPHENYL)-2-PYRROLIDINEMETHANOL HYDROCHLORIDE (R)-A,A-BIS(3,5-DICHLOROPHENYL)-2-PYRROLIDINEMETHANOL HYDROCHLORIDE 1R,2S-(-)-Norephedrine hydrochloride (1S,2R)-(+)-EPHEDRINE-D3 HCL (N-METHYL-D3) - DRUG PRECURSOR Benzyl isocyanate DL-Ephedrine hydrochloride (R)-A,A-BIS(4-THIOANISOLE)-2-PYRROLIDINEMETHANOL HYDROCHLORIDE (R)-A,A-BIS(3,4,5-TRIFLUOROPHENYL)-2-PYRROLIDINEMETHANOL HYDROCHLORIDE Topotecan hydrochloride (R)-A,A-BIS(3-METHOXYPHENYL)-2-PYRROLIDINEMETHANOL HYDROCHLORIDE NOSCAPINE HYDROCHLORIDE (R)-A,A-BIS(3-FLUOROPHENYL)-2-PYRROLIDINEMETHANOL HYDROCHLORIDE D-Ephedrine hydrochloride (-)-BICUCULLINE METHOCHLORIDE Benzyl chloramphenicol glucuronide (R)-A,A-BIS(3,4-DIFLUOROPHENYL)-2-PYRROLIDINEMETHANOL HYDROCHLORIDE NOSCAPINE HYDROCHLORIDE HYDRATE

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