Compound: Mepyramine
SMILES: O(c1ccc(CN(c2ncccc2)CCN(C)C)cc1)C
InChIKey: YECBIJXISLIIDS-UHFFFAOYSA-N
Synonyms: Mepyramine, pyrilamine, 91-84-9, Pyranisamine, Dorantamin, Mepiramine, Neoantergan, Anhistabs, Anhistol, Antalergan, Antallergan, Antamine, Copsamine, Harvamine, Histacap, Histalon, Histapyran, Histasan, Maranhist, Paraminyl, Statomin, Thylogen, Coradon, Dipane, Isamin, Kriptin, Mepyren, Nyscaps, Parmal, Pyramal, Stamine, Stangen, Neo-Bridal, Afko-Hist, Mepyramin, PYRA, Mepiramina, Mepyraminum, Wait's green mountain antihistamine, RP 2786, NCI-C60651, N',N'-Dimethyl-N-(p-methoxybenzyl)-N-(2-pyridyl)ethylenediamine, HPE317O9TL, NSC-13136, 1,2-Ethanediamine, N-((4-methoxyphenyl)methyl)-N',N'-dimethyl-N-2-pyridinyl-, DTXSID9023542, N-[2-(dimethylamino)ethyl]-N-[(4-methoxyphenyl)methyl]pyridin-2-amine, CHEBI:6762, DTXCID303542, N-(p-Methoxybenzyl)-N',N'-dimethyl-N-2-pyridylethylenediamine, Pyridine, 2-((2-(dimethylamino)ethyl)(p-methoxybenzyl)amino)-, N-(para-Methoxybenzyl)-N',N'-dimethyl-N-2-pyridylethylenediamine, N-para-Methoxybenzyl-N',N'-dimethyl-N-alpha-pyridylethylenediamine, N-(4-methoxybenzyl)-N',N'-dimethyl-N-pyridin-2-ylethane-1,2-diamine, N-((4-Methoxyphenyl)methyl)-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediamine, N-(p-Methoxybenzyl)-N',N'-dimethyl-N-(alpha-pyridyl)ethylenediamine, 1,2-Ethanediamine, N-[(4-methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl-, 2-[(2-Dimethylaminoethyl)(p-methoxybenzyl)amino]pyridine, 2-[[2-(Dimethylamino)ethyl](p-methoxybenzyl)amino]pyridine, Pyridine, 2-[[2-(dimethylamino)ethyl](p-methoxybenzyl)amino]-, 2-((2-(DIMETHYLAMINO)ETHYL)(P-METHOXYBENZYL)AMINO)PYRIDINE, N-[(4-methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediamine, 2-((2-DIMETHYLAMINOETHYL)(P-METHOXYBENZYL)AMINO)PYRIDINE, N-(2-(dimethylamino)ethyl)-N-((4-methoxyphenyl)methyl)pyridin-2-amine, N-((4-methoxyphenyl)methyl)-N',N'-dimethyl-N-pyridin-2-ylethane-1,2-diamine, N-[(4-methoxyphenyl)methyl]-N',N'-dimethyl-N-pyridin-2-ylethane-1,2-diamine, RefChem:55948, D04AA02, R06AC01, 202-102-2, Anthisan, Pyrilamide, NSC13136, CHEMBL511, 2-((p-Methoxybenzyl)(2-(dimethylamino)ethyl)amino)pyridine, Pyridine, 2-((p-methoxybenzyl)(2-(dimethylamino)ethyl)amino)-, N-(p-Methoxybenzyl)-N',N'-dimethyl-N-2-pyridyl-1,2-ethanediamine, Mepyramine (INN), [3H]mepyramine, 102206-59-7, NCGC00015822-09, 2-((2-(Dimethylamino)ethyl)-(p-methoxybenzyl)amino)pyridine, MEPYRAMINE [INN], N1-(4-Methoxybenzyl)-N2,N2-dimethyl-N1-(pyridin-2-yl)ethane-1,2-diamine, Mepyramin [German], p-Methoxy-benzyl-.alpha.-pyridyl-dimethyl-aethylendiamin, Mepyramine [INN:BAN], N-(p-Methoxybenzyl)-N',N'-dimethyl-N-(.alpha.-pyridyl)ethylenediamine, Mepyraminum [INN-Latin], Mepiramina [INN-Spanish], CAS-91-84-9, [11C]pyrilamine, [11C]-pyrilamine, [11C]-Mepyramine, CCRIS 4865, HSDB 5187, CAS-59-33-6, EINECS 202-102-2, NSC 13136, UNII-HPE317O9TL, BRN 0269019, 2-[(p-Methoxybenzyl)[2-(dimethylamino)ethyl]amino]pyridine, Pyriliamine, Neobridal, 2-[[2-(Dimethylamino)ethyl]-(p-methoxybenzyl)amino]pyridine, Pyridine, 2-[(p-methoxybenzyl)[2-(dimethylamino)ethyl]amino]-, Pyrlex, Pyrilamine salt with fine resin, 3H]pyrilamine, Histan (Salt/Mix), Pymafed (Salt/Mix), Antihist (Salt/Mix), Minihist (Salt/Mix), Mepyramine; Pyrilamine, Spectrum_000904, Tocris-0660, Prefrin A (Salt/Mix), PYRILAMINE [MI], N-p-Methoxybenzyl-N',N'-dimethyl-N-alpha-pyridylethylenediamine, p-Methoxybenzyl-alpha-pyridyl-dimethyl-aethylendiamin [German], Prestwick0_000289, Prestwick1_000289, Prestwick2_000289, Prestwick3_000289, Spectrum2_001306, Spectrum3_000605, Spectrum4_000493, Spectrum5_001264, Lopac-P-5514, MEPYRAMINE [HSDB], PYRILAMINE [VANDF], MEPYRAMINE [MART.], MEPYRAMINE [WHO-DD], Lopac0_000890, Oprea1_317349, SCHEMBL19114, BSPBio_000198, BSPBio_002110, KBioGR_001005, KBioSS_001384, 5-22-08-00381 (Beilstein Handbook Reference), BIDD:GT0215, DivK1c_000175, p-Methoxybenzyl-alpha-pyridyl-dimethyl-aethylendiamin, SPBio_001371, SPBio_002417, BPBio1_000218, CCRIS 1330 (Salt/Mix), GTPL1227, GTPL3957, orb1305474, SCHEMBL29444024, BDBM22567, KBio1_000175, KBio2_001384, KBio2_003952, KBio2_006520, KBio3_001610, NINDS_000175, HMS2089M19, Tox21_110230, Tox21_200978, EBC-26451, MFCD00023451, AKOS001637059, N'-[(4-methoxyphenyl)methyl]-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine, Tox21_110230_1, CCG-204972, DB06691, R.d. 2786, SDCCGSBI-0050865.P005, IDI1_000175, WLN: T6NJ BN2N1&1&1R DO1, WLN: T6NJ DN1R DO1&2N1&1, N-(p-Methoxybenzyl)-N',2-ethanediamine, NCGC00015822-01, NCGC00015822-02, NCGC00015822-03, NCGC00015822-04, NCGC00015822-05, NCGC00015822-06, NCGC00015822-07, NCGC00015822-08, NCGC00015822-10, NCGC00015822-11, NCGC00015822-12, NCGC00015822-13, NCGC00015822-15, NCGC00015822-17, NCGC00015822-21, NCGC00023513-02, NCGC00023513-04, NCGC00023513-05, NCGC00023513-06, NCGC00258531-01, TS-08382, SBI-0050865.P004, AB00053539, NS00008274, D08183, AB00053539-19, AB00053539_20, AB00053539_21, EN300-18535450, L000391, Q3800087, BRD-K97564742-050-04-6, BRD-K97564742-050-05-3, BRD-K97564742-050-31-9, BRD-K97564742-050-32-7, BRD-K97564742-051-02-8, BRD-K97564742-103-01-9, pyridine, 2-((2-dimethylaminoethyl)(p-methoxybenzyl)amino)-, pyridine, 2-[(2-dimethylaminoethyl) (p-methoxybenzyl) amino]-, 1, N-[(4-methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl-, Ethylenediamine, N',N'-dimethyl-N-(p-methoxybenzyl)-N-(2-pyridyl)-, Ethylenediamine,N'-dimethyl-N-(p-methoxybenzyl)-N-(2-pyridyl)-, n,n-dimethyl-n'-(4-methoxybenzyl)-n'-(2-pyridyl)ethylenediamine, N,N-Dimethyl-N'-(p-methoxybenzyl)-N'-(2 -Pyridyl)ethylenediamine, N-(p-Methoxybenzyl)-N',N'-dimethyl-N-2-(pyridylethylene)diamine, N-p-Methoxybenzyl-N',N'-dimethyl-N-.alpha.-pyridylethylenediamine, Pyridine, 2-[[2-(dimethylamino)ethyl][p-methoxybenzyl)amino]]-, N,N-Dimethyl-N'-(4-methoxybenzyl)-N'-(.alpha.-pyridyl)-ethylenediaminene, N-(4-methoxybenzyl)-N ,N -dimethyl-N-pyridin-2-ylethane-1,2-diamine, N-Dimethylamino-aethyl-N-p-methoxy-benzyl-.alpha.-amino-pyridin-maleat, 1,2-Ethanediamine, N-[(4-methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridyl-, N,N-dimethyl-N'-{[4-(methyloxy)phenyl]methyl}-N'-pyridin-2-ylethane-1,2-diamine, N~1~-[(4-Methoxyphenyl)methyl]-N~2~,N~2~-dimethyl-N~1~-(pyridin-2-yl)ethane-1,2-diamine, 1,2-Ethanediamine, N1-[(4-methoxyphenyl)methyl]-N2,N2-dimethyl-N1-2-pyridinyl-; 1,2-Ethanediamine, N-[(4-methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl- (9CI); Pyridine, 2-[[2-(dimethylamino)ethyl](p-methoxybenzyl)amino]- (7CI,8CI); N1-[(4-Methoxyphen, Y5E
Theoretical properties:
molecular_formula: C17H23N3O
molecular_weight: 285.4 g/mol
exact_mass: 285.184112366 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 7
heavy_atom_count: 21
topological_polar_surface_area: 28.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: OILY LIQUID
color: OILY LIQUID
boiling_point: 334 to 342 °F at 0.06 mmHg (NTP, 1992)
melting_point: MELTING POINT: 143-143.5 °C /HYDROCHLORIDE/, 100-101 °C /MALEATE/
density: 1.074 at 70.5 °F (NTP, 1992) - Denser than water; will sink
solubility: less than 1 mg/mL at 68 °F (NTP, 1992)
Descriptions:
pubchem: Mepyramine is an ethylenediamine derivative that is ethylenediamine in which one of the amino nitrogens is substituted by two methyl groups and the remaining amino nitrogen is substituted by a 4-methoxybenzyl and a pyridin-2-yl group. It has a role as a H1-receptor antagonist. It is an ethylenediamine derivative and an aromatic ether.
chebi: An ethylenediamine derivative that is  ethylenediamine in which one of the amino nitrogens is substituted by two methyl groups and the remaining amino nitrogen is substituted by a 4-methoxybenzyl and a pyridin-2-yl group.
chembl: PYRILAMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Mepyramine, also known as pyrilamine, is a first-generation antihistamine, targeting the H1 receptor as an inverse agonist. Mepyramine rapidly permeates the brain, often causing drowsiness. It is often sold as a maleate salt, pyrilamine maleate. 
The medication has negligible anticholinergic activity, with 130,000-fold selectivity for the histamine H1 receptor over the muscarinic acetylcholine receptors (for comparison, diphenhydramine had 20-fold selectivity for the H1 receptor). 
It was patented in 1943 and came into medical use in 1949.
It was marketed under the names Histadyl, Histalon, Neo-Antergan, Neo-Pyramine, and Nisaval.  In the 1960s and 70s it was a very common component in over-the-counter sleep aids such as Alva-Tranquil, Dormin, Sedacaps, Sominex, Nytol, and many others. The US Food and Drug Administration (FDA) included it in the list of chemicals and compounds barred from use in over-the-counter (OTC) nighttime sleep aid products in 1989.
It is used in over-the-counter combination products to treat the common cold and menstrual symptoms such as Midol Complete. 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.