Mepyramine maleateProduct ingredient for Mepyramine

Name
Mepyramine maleate
Drug Entry
Mepyramine

Mepyramine, or pyrilamine, targets the H1 receptor. It is a first generation antihistamine. However, it rapidly permeates the brain and so often causes drowsiness as a side effect. It has been found in over-the-counter combination products for colds and menstrual symptoms, but is considered to be an unapproved prescription medication used for cough, cold, or allergic conditions.

Accession Number
DBSALT001405
Structure
Thumb
Synonyms
Pyrilamine maleate
UNII
R35D29L3ZA
CAS Number
59-33-6
Weight
Average: 401.463
Monoisotopic: 401.195070981
Chemical Formula
C21H27N3O5
InChI Key
JXYWFNAQESKDNC-BTJKTKAUSA-N
InChI
InChI=1S/C17H23N3O.C4H4O4/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15;5-3(6)1-2-4(7)8/h4-11H,12-14H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
IUPAC Name
(2Z)-but-2-enedioic acid; N-[2-(dimethylamino)ethyl]-N-[(4-methoxyphenyl)methyl]pyridin-2-amine
SMILES
[H]\C(=C(/[H])C(O)=O)C(O)=O.COC1=CC=C(CN(CCN(C)C)C2=CC=CC=N2)C=C1
ChemSpider
4447518
ChEMBL
CHEMBL1201006
Wikipedia
Mepyramine
Predicted Properties
PropertyValueSource
Water Solubility0.781 mg/mLALOGPS
logP2.89ALOGPS
logP3.04ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)8.76ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area28.6 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity87.74 m3·mol-1ChemAxon
Polarizability33.07 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon