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DL-Ephedrine hydrochloride

CAS No.
134-71-4
Chemical Name:
DL-Ephedrine hydrochloride
Synonyms
ephetonin;ephetonine;dl-Ephedrine HCl;racephedrinehydrochloride;DL-EPHEDRINE HYDROCHLORIDE;hydrochloride,(+-)-ephedrin;BALXUFOVQVENIU-GHXDPTCOSA-N;1-phenyl-2-methylaminopropanol-1;DL-ephedrine hydrochloride(BP98);Ephedrine hydrochloride (racemic)
CBNumber:
CB2390169
Molecular Formula:
C10H16ClNO
Molecular Weight:
201.69
MDL Number:
MFCD00012626
MOL File:
134-71-4.mol
Last updated:2023-04-23 13:52:06

DL-Ephedrine hydrochloride 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℃
FDA 21 CFR 341.16
CAS DataBase Reference 134-71-4(CAS DataBase Reference)
FDA UNII 43SK4LAO7D
EPA Substance Registry System Racephedrine hydrochloride (134-71-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H317-H412
Precautionary statements  P261-P264-P273-P280-P301+P312-P302+P352
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.

DL-Ephedrine hydrochloride Chemical Properties,Uses,Production

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

α- and β-Adrenergic agonist. Bronchodilator.

Uses

bronchodilator, cardiac stimulant

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.

DL-Ephedrine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

(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 (αS)-rel-α-[(1R)-1-(MethylaMino)ethyl]benzeneMethanol Hydrochloride Ephedrine hydrochloride (racemic) benzenemethanol,alpha-[1-(methylamino)ethyl]-,hydrochloride,(theta,s)-(+/-) dl-alpha-(1-(methylamino)ethyl)benzylalcoholhydrochloride ephetonin ephetonine hydrochloride,(+-)-ephedrin racephedrinehydrochloride dl-Ephedrine HCl DL-ephedrine hydrochloride(BP98) DL-EPHEDRINE HYDROCHLORIDE DL-A-(1-METHYLAMINOETHYL)BENZYL ALCOHOL HYDROCHLORIDE BALXUFOVQVENIU-GHXDPTCOSA-N Ephedrine hydrochloride (racemic) - * prec (E0305000)Q: What is Ephedrine hydrochloride (racemic) - * prec (E0305000) Q: What is the CAS Number of Ephedrine hydrochloride (racemic) - * prec (E0305000) 2-methylnaphthalene-1,4-dione (menadione) 134-71-4 C6H5CHOHCHCH3NHCH3HCl Amino Alcohols Building Blocks Oxygen Compounds Organic Building Blocks AlkaloidOrganic Building Blocks Amino Alcohols Biochemicals Found in Plants Nutrition Research Oxygen Compounds Amines Aromatics Intermediates & Fine Chemicals Pharmaceuticals