Phenylephrine hydrochlorideProduct ingredient for Phenylephrine

Name
Phenylephrine hydrochloride
Drug Entry
Phenylephrine

Phenylephrine is an alpha-1 adrenergic receptor agonist used to treat hypotension,6,8 dilate the pupil,7 and induce local vasoconstriction.1 The action of phenylephrine, or neo-synephrine, was first described in literature in the 1930s.2

Phenylephrine was granted FDA approval in 1939.7

Accession Number
DBSALT000858
Structure
Synonyms
Phenylephrine HCl
UNII
04JA59TNSJ
CAS Number
61-76-7
Weight
Average: 203.67
Monoisotopic: 203.0713064
Chemical Formula
C9H14ClNO2
InChI Key
OCYSGIYOVXAGKQ-FVGYRXGTSA-N
InChI
InChI=1S/C9H13NO2.ClH/c1-10-6-9(12)7-3-2-4-8(11)5-7;/h2-5,9-12H,6H2,1H3;1H/t9-;/m0./s1
IUPAC Name
hydrogen 3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol chloride
SMILES
[H+].[Cl-].CNC[C@H](O)C1=CC(O)=CC=C1
KEGG Drug
D00511
PubChem Compound
441279
ChemSpider
390042
ChEBI
8094
ChEMBL
CHEMBL1200339
Wikipedia
Phenylephrine
Predicted Properties
PropertyValueSource
Water Solubility22.0 mg/mLALOGPS
logP-0.69ALOGPS
logP-0.07Chemaxon
logS-0.88ALOGPS
pKa (Strongest Acidic)9.07Chemaxon
pKa (Strongest Basic)9.69Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area52.49 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity47.25 m3·mol-1Chemaxon
Polarizability17.97 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon