Phenylephrine

Salts []
Phenylephrine bitartrate
Phenylephrine hydrochloride

Esters []
Phenylephrine palmitate

Molecular structure via molpic
Conformer structure via 3Dmol.js
Molecular formula	C9H13NO2
Molecular mass	167.20 g/mol
Predicted LogP	-0.3
Chirality	racemic

Identifiers []
IUPAC name	3-[1-hydroxy-2-(methylamino)ethyl]phenol
SMILES	CNCC(C1=CC(=CC=C1)O)O
InChI	InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3
InChIKey	SONNWYBIRXJNDC-UHFFFAOYSA-N

Dosing
Elimination half-life	2–3 hours
Duration of action	IV: 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

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

Stereochemistry

Stereoisomers []
(+)-Phenylephrine	(-)-Phenylephrine

Legal status

• United Kingdom: Phenylephrine is a GSL substance.
• United States: Phenylephrine is a OTC substance.

See also

• Phenylethanolamine
• Substituted phenylethanolamines
• Bluedark

External links

• Phenylephrine (Wikipedia)
• Phenylephrine / (+)-Phenylephrine / (-)-Phenylephrine (Wikidata)
• Phenylephrine / (+)-Phenylephrine / (-)-Phenylephrine (PubChem)
• Phenylephrine / (-)-Phenylephrine (ChEMBL)
• Phenylephrine / (-)-Phenylephrine (ChEBI)
• Phenylephrine / (+)-Phenylephrine / (-)-Phenylephrine (Common Chemistry)
• Phenylephrine / (-)-Phenylephrine (HMDB)
• Phenylephrine / (+)-Phenylephrine / (-)-Phenylephrine (UNII)
• Phenylephrine / (+)-Phenylephrine / (-)-Phenylephrine (EPA DSSTox)