General
Preferred name
mepyramine
Synonyms
PYRILAMINE MALEATE ()
Mepyramine maleate ()
PYRILAMINE ()
Pyrilamine ()
Pyrilamine maleate salt ()
Neo-antergan ()
Dorantamin ()
Thylogen ()
NSC-3604 ()
Histan ()
Stangen ()
Parmal ()
Histatex ()
Enrumay ()
Histalon ()
Pyramal ()
Histapyran ()
Anthisan ()
Paraminyl ()
Antamine ()
Stamine ()
[11C]pyrilamine ()
NSC-13136 ()
[3H]pyrilamine ()
Mepyramine (maleate) ()
P&D ID
PD009551
CAS
59-33-6
91-84-9
5572-06-5
102206-59-7
Tags
natural product
drug
available
Approved by
FDA
First approval
1973
Drug Status
withdrawn
approved
vet_approved
Drug indication
Headache
Allergy
Antihistaminic
Max Phase
Phase 4
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Pyrilamine is a first generation antihistamine, but it crosses the blood-brain barrier easily and causes substantial drowsiness.
INDICATION
Indicated for the treatment of allergic conditions, symptomatic relief of hypersensitivity reaction, and treatment of pruritic skin disorders.
DESCRIPTION
Mepyramine (also commonly referred to as pyrilamine) is a first generation antihistamine. As it can cross the blood-brain barrier easily it causes substantial drowsiness.
(GtoPdb)
DESCRIPTION
Highly selective standard H2 agonist
(Tocris Bioactive Compound Library)
DESCRIPTION
H1 Histamine receptor antagonist
(LOPAC library)
DESCRIPTION
Selective H1 inverse agonist
(Tocriscreen Total)
DESCRIPTION
Pyrilamine maleate salt is a first generation antihistamine and binds with high affinity to G(q/11) protein. It is commonly utilized as a radioligand binding assay for the H1 receptor. It also has anticholinergic properties. It is used in over-the-counter combination products to treat the common cold and menstrual symptoms. It is also the active ingredient of the topical antihistamine creams Anthisan and Neoantergan. It is also found to be a potent inhibitor of CYP2D6 in hepatocytes. It has been listed.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
2
Organisms
3
Compound Sets
33
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
ChEMBL Approved Drugs
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMatrix
Ki Database
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
MedChem Express Bioactive Compound Library
NCATS Inxight Approved Drugs
NPC Screening Collection
Other bioactive compounds
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
Tocris Bioactive Compound Library
Tocriscreen Total
Withdrawn 2.0
ZINC Tool Compounds
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
74
Molecular Weight
285.18
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
0
Rotatable Bonds
7
Ring Count
2
Aromatic Ring Count
2
cLogP
2.66
TPSA
28.6
Fraction CSP3
0.35
Chiral centers
0.0
Largest ring
6.0
QED
0.78
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Selectivity
H1
Pathway
GPCR/G protein
Immunology/Inflammation
Neuroscience
Neuronal Signaling
Target
H1 receptor
HRH1
Histamine Receptor
Primary Target
Histamine H1 Receptors
MOA
Inverse Agonist
Histamine Receptor antagonist
Indication
common cold, menstrual pain
Disease Area
otolaryngology, obstetrics/gynecology
ATC
D04AA02
R06AC01
Therapeutic Class
Antiasthmatic Agents
Solubility
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
Source data
