|
|
Substance Name: Ephedrine [USAN:BAN]
RN: 299-42-3
UNII: GN83C131XS
InChIKey: KWGRBVOPPLSCSI-WPRPVWTQSA-N
Note
- A phenethylamine found in EPHEDRA SINICA. PSEUDOEPHEDRINE is an isomer. It is an alpha- and beta-adrenergic agonist that may also enhance release of norepinephrine. It has been used for asthma, heart failure, rhinitis, and urinary incontinence, and for its central nervous system stimulatory effects in the treatment of narcolepsy and depression. It has become less extensively used with the advent of more selective agonists.
Molecular Formula
- C10-H15-N-O
Molecular Weight
- 165.2345
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- 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
* denotes mobile formatted website
Links to Resources
NLM Resources (File Locators)
Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- (L)-Ephedrine
- Ephedrine
- Ephedrine l-form
- Ephedrine [USAN:BAN]
MeSH Heading
- Ephedrine
Synonyms
- (-)-alpha-(1-Methylaminoethyl)benzyl alcohol
- (-)-Ephedrine
- 1-2-Methylamino-1-phenylpropanol
- 1-alpha-(1-Methylaminoethyl)benzyl alcohol
- 1-Hydroxy-2-methylamino-1-phenylpropane
- 1-Phenyl-1-hydroxy-2-methylaminopropane
- 1-Phenyl-2-methylaminopropanol
- 1-Sedrin
- 2-Methylamino-1-phenyl-1-propanol
- AI3-02761
- alpha-(1-(Methylamino)ethyl)benzenemethanol
- alpha-Hydroxy-beta-methyl amine propylbenzene
- alpha-Hydroxy-beta-methylaminopropylbenzene
- Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (R-(R*,S*))-
- Biophedrin
- EC 206-080-5
- Eciphin
- Efedrin
- EINECS 206-080-5
- Ephedral
- Ephedremal
- Ephedrin
- Ephedrine
- Ephedrital
- Ephedrol
- Ephedrosan
- Ephedrotal
- Ephedsol
- Ephendronal
- Ephoxamin
- Fedrin
- HSDB 3072
- i-Sedrin
- Kratedyn
- L(-)-Ephedrine
- l-2-Methylamino-1-phenylpropanol
- l-alpha-(1-Methylaminoethyl)benzyl alcohol
- l-Ephedrine
- Lexofedrin
- Manadrin
- Mandrin
- Nasol
- NCI-C55652
- Norephedrine, N-methyl-
- NSC 170951
- NSC 8971
- Sal-Phedrine
- Sanedrine
- UNII-GN83C131XS
- Vencipon
- Zephrol
Systematic Names
- Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alphaR)-
- Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (-)-
- Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (R-(R*,S*))-
- Ephedrine
- Ephedrine, L-(-)-
Registry Numbers
CAS Registry Number
- 299-42-3
FDA UNII
- GN83C131XS
Other Registry Numbers
- 321-96-0
- 6912-63-6
System Generated Number
- 0000299423
Structure Descriptors
InChI
InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10-/m0/s1InChIKey
KWGRBVOPPLSCSI-WPRPVWTQSA-NSmiles
CN[C@@H](C)Toxicity
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) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES CARDIAC: 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) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES CARDIAC: OTHER CHANGES | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927. |
rabbit | LDLo | oral | 590mg/kg (590mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES CARDIAC: 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. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 34 | deg C | EXP | |
Boiling Point | 255 | deg C | EXP | |
pKa Dissociation Constant | 10.252 | (none) | 0 | EXP |
log P (octanol-water) | 1.13 | (none) | EXP | |
Water Solubility | 6.36E+04 | mg/L | 30 | EXP |
Vapor Pressure | 8.30E-04 | mm Hg | 25 | EST |
Henry's Law Constant | 8.65E-11 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 9.97E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.