Ephedrine
Also known as l-Ephedrine, (-)-Ephedrine, Ephedrin
Key facts
What buyers check first
- Appearance
- Waxy solid, crystals or granules
- Melting point
- 38.1 °C
- Boiling point
- 260 °C
- Density
- 1.0085 g/cm³ at 22 °C
- Solubility
- In water, 56,900 mg/L at 25 °C, 63,600 mg/L at 30 °C
- HS code
- 293941
- Category
- Central nervous system drugs
What is Ephedrine?
Plain description, key identifiers and synonyms
(-)-ephedrine is a phenethylamine alkaloid that is 2-phenylethanamine substituted by a methyl group at the amino nitrogen and a methyl and a hydroxy group at position 2 and 1 respectively. It has a role as a sympathomimetic agent, a xenobiotic, a vasoconstrictor agent, a plant metabolite, a bacterial metabolite, a nasal decongestant and an environmental contaminant. It is a member of phenylethanolamines and a phenethylamine alkaloid. It is a conjugate base of a (-)-ephedrinium.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (1R,2S)-2-(methylamino)-1-phenylpropan-1-ol
- CAS number
- 299-42-3 CAS number cross-checked
- EC number
- 206-080-5
- Molecular formula
- C10H15NO
- UNII
- GN83C131XS
- InChIKey
- KWGRBVOPPLSCSI-WPRPVWTQSA-N
- 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/s1
- SMILES
- C[C@@H]([C@@H](C1=CC=CC=C1)O)NC
Synonyms
- l-Ephedrine
- (-)-Ephedrine
- Ephedrin
- Mandrin
- Ephedrol
- Sanedrine
- L(-)-Ephedrine
- 1-Sedrin
- Biophedrin
- Ephedremal
- Ephedrital
- Ephedrosan
- Ephedrotal
- Ephendronal
- Eciphin
- Efedrin
- Ephedral
- Ephedsol
- Ephoxamin
- Kratedyn
- Manadrin
- Vencipon
- Zephrol
- Nasol
- (1R,2S)-2-(methylamino)-1-phenylpropan-1-ol
Show all 39 synonymsShow fewer synonyms
- Xenadrine
- Ephedrine, anhydrous
- 1-2-Methylamino-1-phenylpropanol
- 2-Methylamino-1-phenyl-1-propanol
- l-Erythro-2-(methylamino)-1-phenylpropan-1-ol
- Ephedrinum, anhydrous
- 1-Hydroxy-2-methylamino-1-phenylpropane
- 1-Phenyl-1-hydroxy-2-methylaminopropane
- alpha-Hydroxy-beta-methylaminopropylbenzene
- 1-alpha-(1-Methylaminoethyl)benzyl alcohol
- alpha-(1-(Methylamino)ethyl)benzenemethanol
- alpha-Hydroxy-beta-methyl amine propylbenzene
- (1R,2S)-2-methylamino-1-phenylpropan-1-ol
- (1R,2S)-1-phenyl-1-hydroxy-2-methylaminopropane
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Waxy solid, crystals or granulesexp.Measured value |
|---|---|
| Melting point | 38.1 °Cexp.Measured value |
| Boiling point | 260 °Cexp.Measured value |
| Density | 1.0085 g/cm³ at 22 °Cexp.Measured value |
| Solubility | In water, 56,900 mg/L at 25 °C, 63,600 mg/L at 30 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 165.24 g/molcalc.Computed value |
|---|---|
| Exact mass | 165.1154 Dacalc.Computed value |
| LogP (octanol/water) | 1.33calc.Computed value |
| Topological polar surface area | 32.26 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 3calc.Computed value |
| Heavy atoms | 12calc.Computed value |
| Rings | 1calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.4calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 2calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
Precautionary statements (5)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P317If swallowed: Get medical help.
- P330Rinse mouth.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidEphedrine suppliers
Controlled substance, listings of documented suppliers only, in the documented ranking
Ephedrine is controlled. Only documented suppliers can list it, and buyers must upload a valid licence with their request. Every request is reviewed before suppliers see it.
Licensed buyers only, every enquiry is reviewed by our compliance team.
Reference: UN Convention against Illicit Traffic 1988 Table I, India NDPS controlled substance, HS 2022 subheading 2939.41 (ephedrine)
Our policy on controlled substancesLicensed buyers can post a request for Ephedrine with their licence. Our compliance team reviews it before suppliers see it.
Ephedrine price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
In Oriental medicines, ephedra is the chief drug for treatment of asthma and bronchitis. It has been used for thousands of years in traditional Chinese medicine as a primary component of multi-herb formulas prescribed to treat bronchial asthma, cold and flu, cough and wheezing, feven, chills, lact of perspiration, headache, and nasal congestion. ...Today, ephedra is official in the national pharmacopeias of China, Germany, and Japan. In India, ephedra herb is listed in the Ayurvedic pharmacopeia. Only its isolated derivatives ephedrine and ephedrine hydrochloride are official in the Indian Pharmacopeia. (Ephedra).
Ephedra is an evergreen shrub-like plant native to Central Asia and Mongolia. The principal active ingredient, ephedrine, is a compound that can powerfully stimulate the nervous system and heart.
Read more
Ephedra has been used for more than 5,000 years in China and India to treat conditions such as colds, fever, flu, headaches, asthma, wheezing, and nasal congestion. More recently, ephedra was used as an ingredient in dietary supplements for weight loss, increased energy, and enhanced athletic performance.
In Germany, ephedra is official in the German Pharmacopeia and is an approved herb in the Commission E monographs. It is used as a primary component of licensed prepared respiratory medicines. (Ephedra).
Because of its stimulant effects, ephedrine has been misused and abused by athletes, bodybuilders, weight lifters, and others, including high school- and college-aged individuals engaged in sports. Evidence from several surveys indicates that about 4% of student athletes and 13-25% of individuals attending a gymnasium use ephedrine.
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Adrenergic Agents
- Central Nervous System Stimulants
- Sympathomimetics
- Vasoconstrictor Agents
Roles
- adrenergic agent
- analgesic
- anti-obesity agent
- bacterial metabolite
- cardiovascular drug
- environmental contaminant
- eukaryotic metabolite
- metabolite
- nasal decongestant
- neurotransmitter agent
- pharmaceutical
- plant metabolite
- prokaryotic metabolite
- sympathomimetic agent
- vasoconstrictor agent
- xenobiotic
Functional uses
- Pharmaceutical
Pharmacology
Ephedrine is an alpha-Adrenergic Agonist, and beta-Adrenergic Agonist, and Norepinephrine Releasing Agent. The mechanism of action of ephedrine is as an Adrenergic alpha-Agonist and Adrenergic beta-Agonist. The physiologic effect of ephedrine is by means of Increased Norepinephrine Activity.
How it is made
Fermentation of benzaldehyde & molasses with yeast to give levo-1-phenyl-2-keto-1-propanol which is condensed with methylamine & reduced with activated aluminum in moist ether to yield the free base, the salts are produced by addition of hydrochloric or sulfuric acid
Microbial fermentation medium + benzaldehyde + methylamine (microbial conversion/reductive amination)
Ephedrine is a naturally occurring alkaloid drug derived from Ephedra equistina and Ephedra vulgaris.
Regulatory status
Inventories, regulations and trade controls that list this substance
Ephedrine is controlled. Only documented suppliers can list it, and buyers must upload a valid licence with their request. Every request is reviewed before suppliers see it.
Licensed buyers only, every enquiry is reviewed by our compliance team.
Reference: UN Convention against Illicit Traffic 1988 Table I, India NDPS controlled substance, HS 2022 subheading 2939.41 (ephedrine)
Our policy on controlled substancesEurope
- EU harmonised classification (CLP Annex VI)Index no: 614-023-00-4
Health and food
- EU Cosmetics Regulation Annex II, prohibited in cosmeticsName: Ephedrine and its salts, Ref no: 164, Annex ref: II/164
- Active ingredient in FDA approved drug labels
Controls
- US DEA controlled substance or listed chemical
- Drug precursor (UN 1988 Convention)
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Ephedrine is traded under.
Ephedrine and its salts
- Egypt21.1%
- South Korea14.7%
- United States9.3%
* Partner reported figures, a lower bound.
The HS code shown for Ephedrine is indicative (it was matched by name in the HS nomenclature). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Ephedrine, based on the data on this page
What is Ephedrine?
What is the CAS number of Ephedrine?
What is the molecular formula and weight of Ephedrine?
What is Ephedrine used for?
Is Ephedrine hazardous?
What is the HS code of Ephedrine?
Can I buy Ephedrine on CompoundList?
Guides for buyers
Practical guides that help when you source, ship or handle Ephedrine
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
Request as a licensed buyer
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