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Phenylpropanolamine

Catalog No. DB00397 Name DrugBank
CAS Number 14838-15-4 Website http://www.ualberta.ca/
M. F. C9H13NO Telephone (780) 492-3111
M. W. 151.20562 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 280

SYNONYMS

IUPAC name
(1S,2R)-2-amino-1-phenylpropan-1-ol
IUPAC Traditional name
phenylpropanolamine
Brand Name
Phenyldrine
Codimal
Naldecon
Vanex
Rhindecon
Conex
Despec
Dura-Vent
Entex
Guaipax
Nolex
Phenoxine
Triaminic
Acutrim
Ami-Tex
Contuss
Dexatrim
Gentab
Myminic
Partuss
Phenylfenesin
Propagest
Rhymed
Snaplets
ULR
Synonyms
(+/-)-Norephedrin
(+-)-Phenylpropanolamine
PPA

DATABASE IDS

PubChem CID 26934
CAS Number 14838-15-4
PubChem SID 46508087

PROPERTIES

Hydrophobicity(logP) 1
Solubility Freely soluble

DETAILS

Description (English)
Item Information
Drug Groups approved; withdrawn
Description Phenylpropanolamine has been withdrawn in Canada. In November 2000, the Food and Drug Administration (FDA) issued a public health advisory against the use of the drug.
Indication For the treatment of nasal congestion, control of urinary incontinence, priapism and obesity.
Pharmacology Phenylpropanolamine (PPA), a sympathomimetic agent structurally similar to pseudoephedrine, is used to treat nasal congestion. Phenylpropanolamine is found in appetite suppressant formulations and with guaifenesinin in cough-cold formulations. In 2000, the FDA requested that all drug companies discontinue marketing products containing phenylpropanolamine, due to an increased risk of hemorrhagic stroke in women who used phenylpropanolamine.
Toxicity May induce ventricular extrasystoles and short paroxysms of ventricular tachycardia, a sensation of fullness in the head and tingling of the extremities; LD50=1490mg/kg (orally in rat)
Affected Organisms
Humans and other mammals
Biotransformation Hepatic
Absorption Reduced bioavailability (about 38%) from gastrointestinal tract because of first pass metabolism by monoamine oxidase in the stomach and liver.
Half Life 2.1 to 3.4 hours.
External Links
Wikipedia
Drugs.com

REFERENCES