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DL-Ephedrine hydrochloride

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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
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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 Reference
134-71-4(CAS DataBase Reference)
EPA Substance Registry System
Racephedrine hydrochloride (134-71-4)
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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
Toxicity
man,TDLo,oral,1429ug/kg (1.429mg/kg),BEHAVIORAL: EXCITEMENTCARDIAC: OTHER CHANGES,Journal of Pharmacology and Experimental Therapeutics. Vol. 33, Pg. 237, 1928.

MSDS

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DL-Ephedrine hydrochloride Usage And Synthesis

Description

Ephedrine 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 Properties

White Solid

Physical properties

Appearance: 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.

History

In 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.

Uses

bronchodilator, cardiac stimulant

Uses

α- and β-Adrenergic agonist. Bronchodilator.

Flammability and Explosibility

Non flammable

Pharmacology

Ephedrine 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 Use

In 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 effects

The 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 Profile

Poison 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.

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