Mepyramine

Mepyramine

Systematic (IUPAC) name
N-(4-methoxybenzyl)-N',N'-dimethyl-N-pyridin-2-ylethane-1,2-diamine
Clinical data
AHFS/Drugs.com	International Drug Names
MedlinePlus	a606008
Identifiers
CAS Number	91-84-9 Y Template:CAS (maleate)
ATC code	R06AC01 (WHO) D04AA02
PubChem	CID: 4992
IUPHAR/BPS	1227
DrugBank	DB06691 N
ChemSpider	4818 Y
UNII	HPE317O9TL Y
KEGG	D08183 Y
ChEBI	CHEBI:6762 N
ChEMBL	CHEMBL511 Y
Synonyms	N-[2-(dimethylamino)ethyl]-N-[(4-methoxyphenyl)methyl]pyridin-2-amine
Chemical data
Formula	C17H23N3O
Molecular mass	285.38 g/mol
SMILES O(c1ccc(cc1)CN(c2ncccc2)CCN(C)C)C
InChI InChI=1S/C17H23N3O/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15/h4-11H,12-14H2,1-3H3 Y Key:YECBIJXISLIIDS-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Mepyramine, also known as pyrilamine, is a first generation antihistamine, targeting the H₁ receptor. However, it rapidly permeates the brain often causing drowsiness. 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, sold for the treatment of insect bites, stings, and nettle rash.

Synthesis

Pyrilamine synthesis:

See also

• Chloropyramine (chloro instead of methoxy)