Phenylephrine
Also known as Metasynephrine, m-Oxedrine, Mezaton
Key facts
What buyers check first
- CAS number
- 59-42-7
- Formula
- C9H13NO2
- Melting point
- 169 to 172
- Solubility
- FREELY SOL IN GLYCERIN /PHENYLEPHRINE HYDROCHLORIDE/
- HS code
- 292250
- Category
- Cardiovascular and metabolic drugs
What is Phenylephrine?
Plain description, key identifiers and synonyms
Phenylephrine is a member of the class of the class of phenylethanolamines that is (1R)-2-(methylamino)-1-phenylethan-1-ol carrying an additional hydroxy substituent at position 3 on the phenyl ring. It has a role as a sympathomimetic agent, an alpha-adrenergic agonist, a cardiotonic drug, a protective agent, a mydriatic agent, a vasoconstrictor agent and a nasal decongestant. It is a member of phenylethanolamines, a member of phenols and a secondary amino compound. It is a conjugate base of a phenylephrine(1+).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol
- CAS number
- 59-42-7 CAS number cross-checkedOther or deprecated CAS: 1228015-39-1
- EC number
- 200-424-8
- Molecular formula
- C9H13NO2
- UNII
- 1WS297W6MV
- MDL number
- MFCD00044749
- InChIKey
- SONNWYBIRXJNDC-VIFPVBQESA-N
- InChI
- InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1
- Canonical SMILES
- CNCC(O)c1cccc(O)c1
- Isomeric SMILES
- CNC[C@@H](C1=CC(=CC=C1)O)O
Synonyms
- Metasynephrine
- m-Oxedrine
- Mezaton
- m-Sympatol
- Metasympatol
- Mesatone
- m-Sympathol
- m-Synephrine
- Metaoxedrine
- Metaoxedrin
- Visadron
- Mesaton
- Isophrin
- Fenilefrina
- R(-)-Phenylephrine
- Phenylephrinum
- m-Methylaminoethanolphenol
- 3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol
- (-)-phenylephrine
- (R)-phenylephrine
- R(-)-Mezaton
- l-(3-Hydroxyphenyl)-N-methylethanolamine
- Phenylephrine Minims
- Meta-synephrine
- (-)-m-Hydroxy-alpha-(methylaminomethyl)benzyl alcohol
Show all 38 synonymsShow fewer synonyms
- Phenylephrine, (r)-
- l-1-(m-Hydroxyphenyl)-2-methylaminoethanol
- l-m-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol
- ab-101 (Phenylephrine)
- l-alpha-Hydroxy-beta-methylamino-3-hydroxy-L-ethylbenzene
- Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)-
- Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, (-)-
- 3-((1R)-1-hydroxy-2-methylaminoethyl)phenol
- 3-[(1R)-1-hydroxy-2-methylaminoethyl]phenol
- 3-((1R)-1-hydroxy-2-(methylamino)ethyl)phenol
- Tannate, Phenylephrine
- (R)-3-Hydroxy-alpha-((methylamino)methyl)benzenemethanol
- mesatonum (for the hydrochloride)
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
| Melting point | 169 to 172exp.Measured value |
|---|---|
| Solubility | FREELY SOL IN GLYCERIN /PHENYLEPHRINE HYDROCHLORIDE/exp.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 | 167.21 g/molcalc.Computed value |
|---|---|
| Exact mass | 167.0946 Dacalc.Computed value |
| LogP (octanol/water) | 0.64calc.Computed value |
| Topological polar surface area | 52.49 Ųcalc.Computed value |
| Hydrogen bond donors | 3calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 3calc.Computed value |
| Heavy atoms | 12calc.Computed value |
| Rings | 1calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.33calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.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 aidPhenylephrine suppliers
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- India ManufacturerUnclaimed profilePhenylephrineGrade, purity and minimum order on requestPrice on request
- Nepal, Nepal ManufacturerUnclaimed profilePhenylephrineGrade, purity and minimum order on requestPrice on request
- Greece, Athens ManufacturerUnclaimed profilePhenylephrineGrade, purity and minimum order on requestPrice on request
- India, Chennai ManufacturerUnclaimed profilePhenylephrineGrade, purity and minimum order on requestPrice on request
- India, Hyderabad ManufacturerUnclaimed profilePhenylephrineGrade, purity and minimum order on requestPrice on request
- India, BengaluruUnclaimed profilePhenylephrineGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profilePhenylephrineGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profilePhenylephrineGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profilePhenylephrineGrade, purity and minimum order on requestPrice on request
- India, VadodaraUnclaimed profilePhenylephrineGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
72 suppliers in 17 countries
- United States24
- China14
- India10
- Germany4
- United Kingdom4
- Spain3
- and 11 more countries
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Phenylephrine price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Sympathomimetic vasoconstructor amine ... used for nasal congestion (Hydrochloride).
Used to dilate the pupil both for ophthalmoscopy in the treatment of uveitis and for cataract surgery (Hydrochloride).
Therapeutic category: Mydriatic, decongestant, in treatment of fecal incontinence.
Industries and functions
Pharmacological actions
- Adrenergic alpha-1 Receptor Agonists
- Cardiotonic Agents
- Mydriatics
- Nasal Decongestants
- Sympathomimetics
- Vasoconstrictor Agents
Roles
- adrenergic agent
- adrenergic agonist
- alpha-adrenergic agonist
- alpha-adrenergic drug
- analgesic
- anti-inflammatory agent
- anti-obesity agent
- antidepressant
- antihypertensive agent
- antiinfective agent
- antineoplastic agent
- antiviral agent
- cardiotonic drug
- cardiovascular drug
- central nervous system drug
- mydriatic agent
- nasal decongestant
- neurotransmitter agent
- ophthalmology drug
- pharmaceutical
- protective agent
- psychotropic drug
- sympathomimetic agent
- vasoconstrictor agent
Pharmacology
Phenylephrine is an alpha-1 Adrenergic Agonist. The mechanism of action of phenylephrine is as an Adrenergic alpha1-Agonist.
How it is made
Reaction of m-hydroxyphenacyl bromide with methylamine followed by catalytic hydrogenation, then dissolution in ether, and treatment with hydrogen chloride
Preparation: H. Legerlotz, US 1932347 (1933 to Frederick Stearns)
M-hydroxyphenacyl bromide is condensed with methylamine via dehydrobromination & carbonyl group is then reduced to carbinol via catalytic hydrogenation. Phenylephrine so formed is dissolved in suitable solvent such as ether & treated with hydrogen chloride. (Phenylephrine hydrochloride)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Phenylephrine is traded under.
Amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function
- China39.2%
- United Kingdom27.1%
- India * partner reported4.8%
- United States20.7%
- Germany7.6%
- Italy6.6%
* Partner reported figures, a lower bound.
The HS code shown for Phenylephrine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Phenylephrine, based on the data on this page
What is Phenylephrine?
What is the CAS number of Phenylephrine?
What is the molecular formula and weight of Phenylephrine?
What is Phenylephrine used for?
Is Phenylephrine hazardous?
What is the HS code of Phenylephrine?
Where can I buy Phenylephrine?
Where can I buy Phenylephrine in India?
What is the price of Phenylephrine?
Guides for buyers
Practical guides that help when you source, ship or handle Phenylephrine
- 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
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