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299-42-3

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Basic Information
CAS No.: 299-42-3
Name: Ephedrine
Article Data: 108
Molecular Structure:
Molecular Structure of 299-42-3 (Ephedrine)
Formula: C10H15NO
Molecular Weight: 174.243
Synonyms: Benzenemethanol,a-[1-(methylamino)ethyl]-,[R-(R*,S*)]-;Ephedrine, (-)- (8CI);(-)-(1R,2S)-Ephedrin;(-)-Ephedrin;(-)-Ephedrine;(-)-erythro-Ephedrine;(1R,2S)-(-)-Ephedrine;(1R,2S)-1-Hydroxy-2-(methylamino)-1-phenylpropane;(1R,2S)-2-(Methylamino)-1-phenyl-1-propanol;(1R,2S)-Ephedrine;(2R)-2-Aminobenzeneethanol;(aR)-a-[(1S)-1-(Methylamino)ethyl]benzenemethanol;1(R),2(S)-erythro-(-)-Ephedrine;Ephedrin;L-Ephedrine;L-erythro-2-(Methylamino)-1-phenylpropan-1-ol;NSC 170951;NSC 8971;Xenadrine;
EINECS: 206-080-5
Density: 1.015 g/cm3
Melting Point: 37-39 °C(lit.)
Boiling Point: 255 °C at 760 mmHg
Flash Point: 85.6 °C
Solubility: 47.62g/L(25 oC)
Appearance: white crystals or powder
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 22-25
PSA: 32.26000
LogP: 1.71880
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Chemistry

Molecular Structure:

Molecular Formula: C10H15NO
Molecular Weight: 165.2322
IUPAC Name: (1R,2S)-2-(Methylamino)-1-phenylpropan-1-ol
Synonyms of Ephedrine (CAS NO.299-42-3): (-)-Ephedrine ; (-)-alpha-(1-Methylaminoethyl)benzyl alcohol ; 1-2-Methylamino-1-phenylpropanol ; 1-Hydroxy-2-methylamino-1-phenylpropane ; 1-Phenyl-1-hydroxy-2-methylaminopropane ; 1-Phenyl-2-methylaminopropanol ; 1-Sedrin ; 1-alpha-(1-Methylaminoethyl)benzyl alcohol ; 2-Methylamino-1-phenyl-1-propanol ; AI3-02761 ; Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (R-(R*,S*))- ; Biophedrin ; EINECS 206-080-5 ; Eciphin ; Efedrin ; Ephedral ; Ephedremal ; Ephedrin ; Fedrin ; HSDB 3072 ; I-Sedrin ; Kratedyn ; L(-)-Ephedrine ; Lexofedrin ; Manadrin ; Mandrin ; NCI-C55652 ; NSC 170951 ; NSC 8971 ; Nasol ; Norephedrine, N-methyl- ; Sanedrine ; UNII-GN83C131XS ; Vencipon ; Zephrol ; alpha-(1-(Methylamino)ethyl)benzenemethanol ; alpha-Hydroxy-beta-methyl amine propylbenzene ; alpha-Hydroxy-beta-methylaminopropylbenzene ; i-Sedrin ; l-2-Methylamino-1-phenylpropanol ; l-Ephedrine ; l-alpha-(1-Methylaminoethyl)benzyl alcohol
CAS NO: 76-05-1
Classification Code: Adrenergic agents ; Autonomic Agents ; Bronchodilator ; Cardiovascular Agents ; Central Nervous System Agents ; Central nervous system stimulants ; Drug / Therapeutic Agent ; Human Data ; Natural Product ; Neurotransmitter Agents ; Peripheral Nervous System Agents ; Reproductive Effect ; Sympathomimetics ; Vasoconstrictor agents
Melting point: 37-39 °C
Index of Refraction: 1.528
Molar Refractivity: 50.15 cm3
Molar Volume: 162.7 cm3
Surface Tension: 38 dyne/cm
Density: 1.015 g/cm3
Flash Point: 85.6 °C
Enthalpy of Vaporization: 52.03 kJ/mol
Boiling Point: 255 °C at 760 mmHg
Vapour Pressure: 0.00865 mmHg at 25°C

Uses

1. Optically pure amines used as resolving agents include alkaloids such as ephedrine. Medication.
2. In traditional Chinese medicine, ephedrine has been used in the treatment of asthma and bronchitis for centuries.
As a sympathomimetic agent similar in structure and activity to amphetamines, there has been a dispute over whether ephedrine produces any neurodegenerative effects.
3. Several studies have recently compared the quantities of such neurotransmitters as serotonin, dopamine, glutamate, and epinephrine after concurrent administration of ephedrine and various amphetamine-like agents.
4. Ephedrine (CAS NO.299-42-3) increases serum dopamine levels minimally in comparison with an equivalent dose of dextroamphetamine (Dexedrine).

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 562mg/kg (562mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
cat LDLo intravenous 60mg/kg (60mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.
dog LDLo intravenous 70mg/kg (70mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.
frog LDLo parenteral 530mg/kg (530mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.
guinea pig LD50 subcutaneous 420mg/kg (420mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 169, Pg. 114, 1933.
man LDLo unreported 9mg/kg (9mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse LD50 intraperitoneal 350mg/kg (350mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Pharmaceutical Chemistry Journal Vol. 3, Pg. 203, 1969.
mouse LD50 intravenous 74mg/kg (74mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Acta Pharmacologica et Toxicologica. Vol. 38, Pg. 474, 1976.
mouse LD50 oral 689mg/kg (689mg/kg)   Japanese Journal of Toxicology. Vol. 4, Pg. 143, 1991.
mouse LD50 parenteral 170mg/kg (170mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 195, Pg. 647, 1940.
mouse LD50 subcutaneous 132mg/kg (132mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 3, Pg. 328, 1953.
mouse LDLo unreported 600mg/kg (600mg/kg) AUTONOMIC NERVOUS SYSTEM: SYMPATHOMIMETIC Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 153, Pg. 161, 1930.
rabbit LDLo intramuscular 340mg/kg (340mg/kg) CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.
rabbit LDLo intraperitoneal 310mg/kg (310mg/kg) CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.
rabbit LDLo intravenous 50mg/kg (50mg/kg) CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.
rabbit LDLo oral 590mg/kg (590mg/kg) CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.
rabbit LDLo subcutaneous 320mg/kg (320mg/kg) CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.
rat LD50 oral 600mg/kg (600mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 341, 1972.
rat LD50 subcutaneous 300mg/kg (300mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 68, Pg. 339, 1942.
rat LDLo intraperitoneal 150mg/kg (150mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 195, Pg. 647, 1940.
rat LDLo intravenous 130mg/kg (130mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.

Consensus Reports

  Ephedrine(299-42-3) is reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes of Ephedrine (CAS NO.299-42-3): HarmfulXn
WGK Germany: 1
RTECS: KB0700000
Hazard Note: Harmful
A human poison by an unspecified route. An experimental poison by intravenous, subcutaneous, intramuscular, and intraperitoneal routes. Moderately toxic by ingestion and parenteral routes. Causes rapid pulse, rise in blood pressure, and other actions similar to epinephrine. An experimental teratogen. Used in production of drugs of abuse. Has been known to cause allergic sensitization.

Specification

Handling and Storage of Ephedrine (CAS NO.299-42-3):
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Refrigerator (approx 4 oC). Store protected from moisture. Store protected from light. 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. Keep container tightly closed. Avoid ingestion and inhalation. Store protected from light.