Phenylethanolamine

HCID 1000CAS 7568-93-6
Substructure searchFind similar structures

Basic information

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-phenylethanolphenylethanolamineBisnorephedrine2-amino-1-phenylethan-1-ol2-Hydroxy-2-phenylethylaminePhenethanolamine2-Phenyl-2-hydroxyethylaminebeta-Hydroxyphenethylamine2-Hydroxyphenethylaminebeta-Phenethanolaminealpha-(Aminomethyl)benzyl alcoholapophedrin
Show more names
231-469-1NorphedrinS/R-PHENYLGLYCINOL(-)-N-Boc-D-αβ-PhenethanolamineRARECHEM AL BW 0092
2-Amino-1-phenyl-1-ethanolEthanol, 2-amino-1-phenyl-.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

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Ethanolamines
DrugsPharmaceutical
Solubility45.8 mg/mL
Melting Point56.5 °C
Vapor Pressure0.00132 [mmHg]
Physical Description · 2 items

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

GHS classification

GHS Classification · 4 items

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

Chemistry & industry

Pharmacology

Tissue LocationsTestis

Uses & manufacturing

Uses · 1 item

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

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Additional notes

DefinitionChEBI: 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.

Related reactions

223 records
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Linked notes

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