Phenylethanolamine
Basic information
- CAS
7568-93-6- Standard SMILES
NCC(O)c1ccccc1- InChIKey
ULSIYEODSMZIPX-UHFFFAOYSA-N- Molecular formula
- C8H11NO
- Average molar mass
- 137.18 g/mol
- Monoisotopic mass
- 137.08406397
Overview
Phenylethanolamine is the simplest member of the class of phenylethanolamines that is 2-aminoethanol bearing a phenyl substituent at the 1-position. The parent of the phenylethanolamine class. It has a role as a human metabolite. It is a conjugate base of a phenylethanolaminium.
Names & identifiers
- Preferred name
- Phenylethanolamine
- IUPAC
- 2-amino-1-phenylethanol
- English name
- 2-Amino-1-phenylethanol
- Molecular formula
- C8H11NO
- Molecular weight
- 137.18
Names & synonyms
2-Amino-1-phenylethanolphenylethanolamineBisnorephedrinePhenethanolamine2-Hydroxy-2-phenylethylamine2-amino-1-phenylethan-1-olbeta-Hydroxyphenethylamine2-Phenyl-2-hydroxyethylaminebeta-Phenethanolaminealpha-(Aminomethyl)benzyl alcoholapophedrin2-Amino-1-phenyl-1-ethanol
Show more names
231-469-1NorphedrinS/R-PHENYLGLYCINOL(-)-N-Boc-D-αβ-PhenethanolamineRARECHEM AL BW 0092
Ethanol, 2-amino-1-phenyl-beta-Phenylethanolamine.beta.-Phenethanolaminebeta-Hydroxy-beta-phenylethylamine1-phenyl-2-aminoethanol(+-)-alpha-Phenylglycinolalpha-(aminomethyl)benzenemethanol.beta.-Hydroxyphenethylamine
Database identifiers
- CAS
7568-93-6- PubChem CID
- 1000
- DTXSID
DTXSID10864094- ChEMBL
CHEMBL19216、CHEMBL224526- ChEBI
CHEBI:16343- UNII
- 2P4Y56479O
- EC Number
- 231-469-1
- Nikkaji
- J41.855B
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 46.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 89.3
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Ethanolamines
DrugsPharmaceutical
Solubility45.8 mg/mL
Melting Point56.5 °C
Vapor Pressure0.00132 [mmHg]
Physical Description
Pale yellow solid; [Merck Index] Light yellow solidified mass or fragments; [Sigma-Aldrich MSDS]
Solid
Physicochemical properties
- Melting point
- 56 · 56-58 °C (lit.)
- Boiling point
- 160 °C/17 · 160 °C/17 mmHg (lit.)
- Density
- 1.063 · 1.0630 (rough estimate)
- refractive index
- 1.558 · 1.558-1.56
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Methanol (Slightly)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationChemical: Benzenemethanol, .alpha.-(aminomethyl)-
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryIntraperitoneal LD50 (mouse) = 250 mg/kg; [RTECS] A skin and strong eye irritant; [Sigma-Aldrich MSDS] See N-Phenylethanolamine.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DN5500000
- ridadr
- 3259
- hs_code
- 29221990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
Chemistry & industry
Pharmacology
Tissue LocationsTestis
Uses & manufacturing
Uses
Simple amine found in the brain. It may be modulator of sympathetic functions. Its derivatives are adrenergic agonists and antagonists. It is also used in chemical industry. [ChemIDplus] Used as a stopping agent in polymerization of styrene-butadiene rubber, for hardening waxes, and to make pressor amines; The sulfate is used as a topical vasoconstrictor; [Merck Index]
General Manufacturing InformationBenzenemethanol, .alpha.-(aminomethyl)-: ACTIVE
Applications
Uses2-Amino-1-phenylethanol is an intermediate in the manufacturing of pressor amines. The sulfate salt is used as topical vasoconstrictor.
Upstream & downstream products
Upstream raw materials
Related reactions
223 records
Compound notes
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