1.0 2011-09-21 00:19:03 UTC 2018-05-28 18:33:55 UTC FDB022751 Doxylamine Doxylamine is a sedating antihistamine that can be used by itself as a short-term sleep aid, in combination with other drugs as a night-time cold and allergy relief. It is a member of the ethanolamine class of antihistamines and has anti-allergy power superior to almost every other antihistamine on the market, with the exception of diphenhydramine (Benadryl). It is also the most effective over-the-counter sedative available in North America, and more sedating than some prescription hypnotics. In a study, it was found that doxylamine succinate is possibly more effective than the barbiturate, phenobarbital for use as a sedative. For this reason, doxylamine has sometimes been used off label in a manner similar to diphenhydramine for the reduction of anxiety symptoms; Doxylamine succinate is used by itself as a short-term sleep aid, in combination with other drugs as a night-time cold and allergy relief drug, and a preparation is prescribed in combination with Vitamin B6 (pyridoxine) to prevent morning sickness in pregnant women. In Commonwealth countries, doxylamine is available prepared with paracetamol/acetaminophen and codeine under the brand name Syndol or Mersyndol, as treatment for tension headache and other types of pain, or as a general OTC sleep-aid branded as Somnil, Donormyl, DSozile and Restavit containing Doxylamine Succinate only. [HMDB] 2-(a-(2-(dimethylamino)Ethoxy)-a-methylbenzyl)pyridine 2-(alpha-(2-(dimethylamino)Ethoxy)-alpha-methylbenzyl)pyridine 2-(α-(2-(dimethylamino)ethoxy)-α-methylbenzyl)pyridine 2-Dimethylaminoethoxyphenylmethyl-2-picoline Alsadorm Decapryn Decapryn (TN) Decapryn succinate Dossilamina Doxilamina Doxilminio Doxylamine hydrogen succinate Doxylamine succinate Doxylamine succinate (1:1) Doxylaminum Mereprine N,N-Dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)ethanamine Phenyl-2-pyridylmethyl-b-N,N-dimethylaminoethyl ether Phenyl-2-pyridylmethyl-beta-N,N-dimethylaminoethyl ether Phenyl-2-pyridylmethyl-β-N,N-dimethylaminoethyl ether C17H22N2O 270.3694 270.173213336 dimethyl({2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethyl})amine doxylamine 562-10-7 CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=CC=N1 InChI=1S/C17H22N2O/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16/h4-12H,13-14H2,1-3H3 HCFDWZZGGLSKEP-UHFFFAOYSA-N belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene). Benzylethers Organic compounds Benzenoids Benzene and substituted derivatives Benzylethers Aromatic heteromonocyclic compounds Azacyclic compounds Dialkyl ethers Heteroaromatic compounds Hydrocarbon derivatives Organopnictogen compounds Pyridines and derivatives Trialkylamines Amine Aromatic heteromonocyclic compound Azacycle Benzylether Dialkyl ether Ether Heteroaromatic compound Hydrocarbon derivative Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyridine Tertiary aliphatic amine Tertiary amine pyridines tertiary amine Solid logp 2.90 ALOGPS logs -2.70 ALOGPS solubility 5.41e-01 g/l ALOGPS logp 2.96 ChemAxon pka_strongest_basic 8.87 ChemAxon iupac dimethyl({2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethyl})amine ChemAxon average_mass 270.3694 ChemAxon mono_mass 270.173213336 ChemAxon smiles CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=CC=N1 ChemAxon formula C17H22N2O ChemAxon inchi InChI=1S/C17H22N2O/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16/h4-12H,13-14H2,1-3H3 ChemAxon inchikey HCFDWZZGGLSKEP-UHFFFAOYSA-N ChemAxon polar_surface_area 25.36 ChemAxon refractivity 82.24 ChemAxon polarizability 31.09 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1280 Specdb::NmrOneD 1814 Specdb::NmrTwoD 1754 Specdb::CMs 8714 Specdb::CMs 156303 Specdb::MsMs 1884 Specdb::MsMs 1885 Specdb::MsMs 1886 Specdb::MsMs 261264 Specdb::MsMs 261265 Specdb::MsMs 261266 Specdb::MsMs 281199 Specdb::MsMs 281200 Specdb::MsMs 281201 Specdb::MsMs 374433 Specdb::MsMs 443483 Specdb::MsMs 443484 Specdb::MsMs 443485 Specdb::MsMs 443486 Specdb::MsMs 443487 Specdb::MsMs 443488 Specdb::MsMs 451094 Specdb::MsMs 2231603 Specdb::MsMs 2232609 Specdb::MsMs 2250119 Specdb::MsMs 2252787 Specdb::MsMs 2253674 Specdb::MsMs 2258860 Specdb::MsMs 2259728 Specdb::MsMs 2458963 HMDB01936 Histamine H1 receptor P35367 HRH1