General
Preferred name
phenylephrine
Synonyms
PHENYLEPHRINE HYDROCHLORIDE ()
(R)-(-)-Phenylephrine ()
L-Phenylephrine ()
(R)-(-)-Phenylephrine hydrochloride ()
Phenylephrine HCl ()
NCI-c55641 ()
Phenylephrine (hydrochloride) ()
PHENYLEPHRINE BITARTRATE ()
(R)-(-)-Phenylephrine (hydrochloride) ()
L-Phenylephrine (hydrochloride) ()
Phenylephrine (NCI-C55641) HCl ()
NCI-c55641,Phenylephrine hydrochloride,(R)-(-)-Phenylephrine hydrochloride, L-Phenylephrine hydrochloride ()
Fenilfar ()
Biorphen ()
NSC-757273 ()
Nostril ()
Neo-Synephrine ()
Neosynephrine ()
Mydfrin ()
Metaoxedrine Chloride ()
Afrin 4 Hour Nasal Spray ()
Fenox ()
Nurofen Sinus Pain Relief ()
Nazex ()
Prefrin ()
Vazculep ()
Biomydrin ()
Phenylephrine minims ()
M-oxedrine ()
R(-)-mezaton ()
AB-101 (PHENYLEPHRINE) ()
Metasynephrine ()
(-)-phenylephrine ()
Duo-Medihaler ()
J8.601K ()
(r)-phenylephrine ()
M-sympatol ()
M-synephrine ()
Phenylephrine, (r)- ()
M-sympathol ()
Meta-synephrine ()
Cyclomydril ()
Phenylephrine hydrogen tartrate ()
Phenylephrine acid tartrate ()
P&D ID
PD010076
CAS
61-76-7
59-42-7
50741-76-9
1416-03-1
1228015-39-1
Tags
drug
natural product
biased GPCR ligand
available
Approved by
FDA
First approval
1952
1973
Drug Status
approved
Drug indication
Fecal incontinence
Adrenergic (ophthalmic)
Ophthalmic graves disease
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
METABOLISM Undergoes extensive first-pass metabolism in the intestinal wall and extensive metabolism in the liver. Sulfate conjugation, primarily in the intestinal wall, and oxidative metabolism by monoamine oxidase (MAO) represent the principle routes of metabolism. Glucuronidation occurs to a lesser extent. Phenylephrine and its metabolites are mainly excreted in urine/; .
DESCRIPTION Marketed formulations may contain phenylephrine hydrochloride (PubChem CID 5284443). (GtoPdb)
DESCRIPTION 5-HT4 agonist and 5-HT3 antagonist (Tocris Bioactive Compound Library)
DESCRIPTION alpha1 Adrenoceptor agonist; mydriatic; decongestant (LOPAC library)
DESCRIPTION L-Phenylephrine is an α1 adrenergic receptor agonist (Ki = 1.4 µM) with selectivity for α1A over α1B and α1C receptor subtypes (Ki = 1.4, 23.9 and 47.8 µM, respectively). L-Phenylephrine has been used as a cardiotonic drug, mydriatic agent, vasoconstrictor agent, sympathomimetic agent and nasal decongestant. (BOC Sciences Bioactive Compounds)
Cell lines
0
Organisms
1
Compound Sets
31
AdooQ Bioactive Compound Library
A11666
BiasDB
Phenylephrine
BOC Sciences Bioactive Compounds
phenylephrine-cas-59-42-7-item-67537
Cayman Chemical Bioactives
18619
17205
ChEMBL Approved Drugs
CHEMBL1200339
CHEMBL1215
CHEMBL2062264
ChEMBL Drugs
CHEMBL1200339
CHEMBL1215
CHEMBL2062264
Concise Guide to Pharmacology 2017/18
485
Concise Guide to Pharmacology 2019/20
485
Concise Guide to Pharmacology 2021/22
485
Concise Guide to Pharmacology 2023/24
485
Drug Repurposing Hub
DrugBank
DB00388
DrugBank Approved Drugs
DB00388
DrugCentral
2146
DrugCentral Approved Drugs
2146
DrugMAP
DMZHUO5
DrugMAP Approved Drugs
DMZHUO5
EU-OPENSCREEN Bioactive Compound Library
EOS101410
EUbOPEN Chemogenomics Library
Guide to Pharmacology
485
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL1215
MedChem Express Bioactive Compound Library
HY-B0471
HY-B0769
NCATS Inxight Approved Drugs
04JA59TNSJ
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
ReFrame library
Selleckchem Bioactive Compound Library
Phenylephrine-hydrochloride
TargetMol Bioactive Compound Library
T0453
T17310
The Spectrum Collection
Tocris Bioactive Compound Library
2838
External IDs
76
Properties
(calculated by RDKit )
Molecular Weight
167.09
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
3
Rotatable Bonds
3
Ring Count
1
Aromatic Ring Count
1
cLogP
0.65
TPSA
52.49
Fraction CSP3
0.33
Chiral centers
1.0
Largest ring
6.0
QED
0.62
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Selectivity
alpha1
Pathway
GPCR/G protein
Neuroscience
Metabolic Enzyme/Protease
Neuronal Signaling
Target
??1A-adrenergic receptor
??1B-adrenergic receptor
??1D-adrenergic receptor
??1-adrenergic receptor
¦Á1-adrenergic receptor
ADRA1A, ADRA1B, ADRA1D
Adrenergic Receptor
Endogenous Metabolite
Primary Target
Adrenergic ?1 Receptors
MOA
Agonist
alpha1A-Adrenoceptor Ligands
alpha1-Adrenoceptor Agonists
Adrenergic Receptor agonist
Member status
member
Indication
nasal congestion, hemorrhoids, hypotension
Disease Area
otolaryngology, gastroenterology, cardiology
Therapeutic Class
Ophthalmologicals
Source data