Phenylpropanolamine hydrochlorideProduct ingredient for Phenylpropanolamine

Name
Phenylpropanolamine hydrochloride
Drug Entry
Phenylpropanolamine

Phenylpropanolamine is a sympathomimetic agent that acts as a nonselective adrenergic receptor agonist and norepinephrine reuptake inhibitor. It has been used as a decongestant and appetite suppressant. Currently, it is withdrawn from the market in Canada and the United States due to the risk for hemorrahgic strokes.

Accession Number
DBSALT000996
Structure
Thumb
Synonyms
Phenylpropanolamine HCl
UNII
B4HG4K9HF5
CAS Number
154-41-6
Weight
Average: 187.67
Monoisotopic: 187.0763918
Chemical Formula
C9H14ClNO
InChI Key
DYWNLSQWJMTVGJ-KUSKTZOESA-N
InChI
InChI=1S/C9H13NO.ClH/c1-7(10)9(11)8-5-3-2-4-6-8;/h2-7,9,11H,10H2,1H3;1H/t7-,9-;/m0./s1
IUPAC Name
(1R,2S)-2-amino-1-phenylpropan-1-ol hydrochloride
SMILES
Cl.[H][C@@](C)(N)[C@]([H])(O)C1=CC=CC=C1
External Links
ChemSpider
56660
ChEBI
31996
Wikipedia
Phenylpropanolamine
Predicted Properties
PropertyValueSource
Water Solubility20.6 mg/mLALOGPS
logP0.57ALOGPS
logP0.89ChemAxon
logS-0.87ALOGPS
pKa (Strongest Acidic)13.9ChemAxon
pKa (Strongest Basic)9.37ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area46.25 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.91 m3·mol-1ChemAxon
Polarizability16.89 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon