General
Preferred name
mepyramine
Synonyms
PYRILAMINE MALEATE ()
Mepyramine maleate ()
PYRILAMINE ()
Pyrilamine ()
Pyrilamine maleate salt ()
Mepyramine (maleate) ()
NSC-3604 ()
Anthisan ()
Histan ()
Pyrilamine maleate component of prefrin-a ()
Neo-antergan ()
Histalon ()
Dorantamin ()
Pyramal ()
Stamine ()
Stangen ()
Parmal ()
Antamine ()
Paraminyl ()
Histapyran ()
Enrumay ()
Thylogen ()
Histatex ()
[11C]pyrilamine ()
MEPIRAMINA ()
NSC-13136 ()
[3H]pyrilamine ()
P&D ID
PD009551
CAS
59-33-6
91-84-9
5572-06-5
102206-59-7
Tags
available
drug
Approved by
FDA
First approval
1973
Drug indication
Allergy
Seasonal allergic rhinitis
Pruritus
Headache
Drug Status
vet_approved
approved
withdrawn
Max Phase
4.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
PRICE 29
DESCRIPTION Mepyramine maleate, a first generation antihistamine, is an antagonist of histamine H1 receptor, with Kds of 0.8 nM, 5200 nM and >3000 nM for H1, H2, and H3 receptor, respectively, and a pKd of 9.4 for H1 receptor.
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.
PRICE 211
DESCRIPTION Mepyramine is a histamine H1 antagonist. It has mild hypnotic properties and some local anesthetic action and is used for allergies both parenterally and locally.
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 Mepyramine maleate (Pyrilamine maleate) is a histamine H1 antagonist. It has mild hypnotic properties and some local anesthetic action and is used for allergies (including skin eruptions) both parenterally and locally. It is a common ingredient of cold remedies. (TargetMol Bioactive Compound Library)
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)
Cell lines
2
Organisms
3
Compound Sets
34
BOC Sciences Bioactive Compounds
pyrilamine-maleate-salt-cas-59-33-6-375830
Cayman Chemical Bioactives
20978
ChEMBL Approved Drugs
CHEMBL1201006
CHEMBL511
ChEMBL Drugs
CHEMBL1201006
CHEMBL511
Concise Guide to Pharmacology 2017/18
1227
3957
1220
Concise Guide to Pharmacology 2019/20
1227
3957
1220
Concise Guide to Pharmacology 2021/22
1227
3957
1220
Concise Guide to Pharmacology 2023/24
1227
3957
1220
Drug Repurposing Hub
DrugBank
DB06691
DrugBank Approved Drugs
DB06691
DrugCentral
2331
DrugCentral Approved Drugs
2331
DrugMAP
DM7F5OW
DMB4SFH
DrugMAP Approved Drugs
DM7F5OW
DMB4SFH
DrugMatrix
EUbOPEN Chemogenomics Library
EUB0000846
Guide to Pharmacology
1227
3957
1220
Ki Database
MEPYRAMINE
PYRILAMINE
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL511
MedChem Express Bioactive Compound Library
HY-B1281
NCATS Inxight Approved Drugs
HPE317O9TL
NPC Screening Collection
Other bioactive compounds
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
pyrilamine-maleate
TargetMol Bioactive Compound Library
T1232
The Spectrum Collection
Tocris Bioactive Compound Library
0660
Tocriscreen Total
Withdrawn 2.0
100
ZINC Tool Compounds
ZINC000019144216
External IDs
81
Properties
(calculated by RDKit )
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
Primary Target
Histamine H1 Receptors
MOA
Inverse Agonist
Histamine Receptor antagonist
Indication
common cold, menstrual pain
Disease Area
otolaryngology, obstetrics/gynecology
Target
HRH1
Histamine Receptor
H1 receptor
ATC
D04AA02
R06AC01
Therapeutic Class
Antiasthmatic Agents
Solubility
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
Recommended Cell Concentration
1 uM
Source data