Anodyne

Phenylephrine
Phenylephrine
Esters
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Phenylephrine palmitate
Phenylephrine palmitate
Molecular structure via molpic
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Physical properties
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Molecular mass167.20 g/mol [1]
Predicted LogP-0.3 [1]
Structural Identifiers
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Molecular formulaC9H13NO2 [1]
IUPAC name3-[1-hydroxy-2-(methylamino)ethyl]phenol [1]
SMILESCNCC(C1=CC(=CC=C1)O)O [1]
InChIInChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3 [1]
InChIKeySONNWYBIRXJNDC-UHFFFAOYSA-N [1]
Dosing
Elimination half-life2–3 hours
Duration of actionIV: 20 min–5 h Oral: 2–4 h Intranasal: 0.5–4 h Eye drop: 3–7 h

Phenylephrine

Phenylephrine (also known as 3-[1-Hydroxy-2-(methylamino)ethyl]phenol, dl-Mesatone, dl-Phenylephrine, R,S-Phenylephrine, (+/-)-phenylephrine, 3-(1-hydroxy-2-(methylamino)ethyl)phenol, Benzenemethanol, 3-hydroxy-a-[(methylamino)methyl]-, (+-)-Neosynephrine, (+-)-Phenylephrine or (R)-3-Hydroxy-α-[(methylamino)methyl]benzenemethanol hydrochloride) is a sympathomimetic substance of the phenylethanolamine class.

Chemistry

Salts and Esters []

Phenylephrine is typically found in the form of its bitartrate and hydrochloride salts or its palmitate ester.

Stereochemistry []

(RS)-Phenylephrine is a racemic mixture of the optical stereoisomers