Compound: diphenhydramine
SMILES: O(C(c1ccccc1)c2ccccc2)CCN(C)C
InChIKey: ZZVUWRFHKOJYTH-UHFFFAOYSA-N
Synonyms: diphenhydramine, 58-73-1, Benzhydramine, Alledryl, Probedryl, Dihidral, Antistominum, Benzhydraminum, Benzhydroamina, Diphantine, Baramine, Dermodrin, Desentol, Dibondrin, Histaxin, Benylan, Difenhidramina, Difenidramina, Restamin, Rigidyl, Diphenylhydramine, Diphenhydraminum, Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-, O-Benzhydryldimethylaminoethanol, 2-(Benzhydryloxy)-N,N-dimethylethylamine, FAR 90X2, PM 255, 2-(Diphenylmethoxy)-N,N-dimethylethylamine, alpha-(2-Dimethylaminoethoxy)diphenylmethane, beta-Dimethylaminoethanol diphenylmethyl ether, [2-(diphenylmethoxy)ethyl]dimethylamine, N-(2-(Diphenylmethoxy)ethyl)-N,N-dimethylamine, beta-Dimethylaminoethylbenzhydrylether, Dimedrolum, Diphenhdyra, N-(Benzhydryloksy-etylo)dwumetyloamina, 2-benzhydryloxy-N,N-dimethylethanamine, Benzantin, beta-dimethylaminoethyl benzhydryl ether, Diphamine, Ethylamine, N,N-dimethyl-2-(diphenylmethoxy)-, 2-diphenylmethoxy-N,N-demthylethanamine, 8GTS82S83M, 2-Diphenylmethoxy-N,N-dimethylethylamine, DTXSID4022949, beta-Dimethylamino-aethyl-benzhydryl-aether, Ethylamine, 2-(diphenylmethoxy)-N,N-dimethyl-, CHEBI:4636, DTXCID802949, Benhydramin, Diphenylhydramin, (2-(diphenylmethoxy)ethyl)dimethylamine, 2-(di(phenyl)methoxy)-N,N-dimethylethanamine, 2-[di(phenyl)methoxy]-N,N-dimethylethanamine, N-[2-(Diphenylmethoxy)ethyl]-N,N-dimethylamine, RefChem:6422, Citrate, Diphenhydramine, diacAfylline diphAnhydramine, thAobrate de diphAnhydramine, Hydrochloride, Diphenhydramine, Diphenhydramine Citrate (1:1), D04AA32, R06AA02, dimedrolum (for the hydrochloride), 200-396-7, Benadryl, 2-(Benzhydryloxy)-N,N-dimethylethanamine, Amidryl, Difenhydramin, Allergical, Bagodryl, Benachlor, Benadrin, Benodine, Benzantine, Benzhydril, Betramin, Debendrin, Dermistina, Diabenyl, Diabylen, Difedryl, Drylistan, Hyadrine, Ibiodral, Medidryl, Mephadryl, Novamina, Syntedril, Antomin, Benapon, Benodin, Dylamon, Nausen, Dimedrol base, Allergina, Benzhydryl, Dimehydrinate, 2-(diphenylmethoxy)-N,N-dimethylethanamine, N-[2-(BENZHYDRYLOXY)ETHYL]-N,N-DIMETHYLAMINE, Automin, MFCD00274173, CHEMBL657, 2-benzhydryloxy-N,N-dimethyl-ethanamine, Allergan, 2-(Benzhydryloxy)-NN-dimethylethanamine, NCGC00015335-07, Allergeval, Dibendrin, Dimedryl, Dryistan, Rigidil, Syntodril, Aleryl, Ben-allergin, Allergan B, Difenidramina [Italian], 2PM, Difenhidramina [INN-Spanish], Diphenhydraminum [INN-Latin], Diphenhydramine [INN:BAN:JAN], CAS-58-73-1, Restamin (TN), CCRIS 1959, Benadryl; Benzhydramine; Alledryl; Probedryl;, HSDB 3066, Benadryl (hydrochloride), NCGC00015335-09, CAS-147-24-0, EINECS 200-396-7, N-(Benzhydryloksy-etylo)dwumetyloamina [Polish], beta-Dimethylamino-aethyl-benzhydryl-aether [German], BRN 1914136, UNII-8GTS82S83M, Difenhydramine, Diphenydramine, Dobacen, 58-73-1 (free base), Allergan (Salt/Mix), Eldadryl (Salt/Mix), Histacyl (Salt/Mix), Restamin (Salt/Mix), Spectrum_000980, 2-benzhydryloxyethyl-N,N-dimethylammonium, Antitussive (Salt/Mix), 110491-04-8, Prestwick0_000065, Prestwick1_000065, Prestwick2_000065, Prestwick3_000065, Spectrum2_000961, Spectrum3_000400, Spectrum4_000520, Spectrum5_000915, Lopac-D-3630, 2-[(diphenylmethyl)oxy]-N,N-dimethylethanamine, DIPHENHDYRA [VANDF], EC 200-396-7, Cambridge id 6699980, SCHEMBL4064, DIPHENHYDRAMINE [MI], Lopac0_000377, Oprea1_254625, BSPBio_000249, BSPBio_002219, Dimethylamine benzhydryl ester, DIPHENHYDRAMINE [INN], DIPHENHYDRAMINE [JAN], KBioGR_001099, KBioSS_001460, MLS002222276, BIDD:GT0152, Diphenhydramine (JP18/INN), DIPHENHYDRAMINE [HSDB], DivK1c_000368, ORPHENADRINE IMPURITY D, SPBio_000961, SPBio_002170, DIPHENHYDRAMINE [VANDF], BPBio1_000275, GTPL1224, orb1306370, DIPHENHYDRAMINE [MART.], 2-(Benzhydryloxy)-N,N-dimethylethylamine, hydrochloride, DIPHENHYDRAMINE [WHO-DD], KBio1_000368, KBio2_001460, KBio2_004028, KBio2_006596, KBio3_001439, N,N-Dimethyl-2-(diphenylmethoxy)-ethylamine hydrochloride, NINDS_000368, O-Benzhydryl(dimethylamino)ethanol, HMS2089E06, HMS2230L19, HMS3373E03, Orphenadrine Citrate EP Impurity D, HY-B0303, MSK10062, Tox21_110127, BDBM50017674, EBC-26340, NSC665800, SBB068439, STK103720, AKOS003658554, Tox21_110127_1, (2-Benzhydryloxy-ethyl)-dimethyl-amine, CCG-204472, DB01075, FD37055, GS-3196, NSC-665800, SDCCGSBI-0050365.P005, IDI1_000368, NCGC00015335-01, NCGC00015335-02, NCGC00015335-03, NCGC00015335-04, NCGC00015335-05, NCGC00015335-06, NCGC00015335-08, NCGC00015335-10, NCGC00015335-11, NCGC00015335-12, NCGC00015335-13, NCGC00015335-14, NCGC00015335-17, NCGC00015335-28, NCGC00024414-03, NCGC00024414-04, NCGC00024414-06, AC-13704, DA-72797, NCI60_002916, NCI60_022782, S 51, SMR001307259, ST024741, SY053190, 2-(Benzohydryloxy)-N,N-dimethylethylamine, N,N-Dimethyl-2-diphenylmethyloxyethylamine, SBI-0050365.P004, 2-(Benzhydryloxy)-N,N-dimethylethanamine #, .beta.-(Dimethylamino)ethyl benzhydryl ether, .beta.-Dimethylamino-aethyl-benzhydryl-aether, 2-(benzhydryloxy)-N,N-dimethylethan-1-amine, AB00053460, CS-0013574, D4744, Ethylamine, 2-diphenylmethoxy-N,N-dimethyl-, NS00010439, .alpha.-(2-Dimethylaminoethoxy)diphenylmethane, 2-(Diphenylmethoxy)-N,N-dimethylethan-1-amine, C06960, D00300, F19220, AB00053460-22, AB00053460-23, AB00053460_24, AB00053460_25, benzene, (C-dimethylaminoethoxy-C-phenyl)methyl-, EN300-7422367, .beta.-(Dimethylamino)ethanol diphenylmethyl ether, 2-(Benzhydryloxy)-N pound notN-dimethylethanamine, DIPHENHYDRAMINE; ANTISTOMINUM; BENZHYDRAMINE, Diphenylmethanol, (N,N-dimenthylaminoethyl) ether, L000227, Q413486, BRD-K47278471-003-05-7, BRD-K47278471-003-15-6, BRD-K47278471-003-25-5, BRD-K47278471-003-26-3, ORPHENADRINE CITRATE IMPURITY D [EP IMPURITY]
Theoretical properties:
molecular_formula: C17H21NO
molecular_weight: 255.35 g/mol
exact_mass: 255.162314293 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 6
heavy_atom_count: 19
topological_polar_surface_area: 12.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Oil
color: Oil
boiling_point: 150-165 °C at 2.00E+00 mm Hg
melting_point: 161-162
Descriptions:
{"pubchem": "Diphenhydramine is an ether that is the benzhydryl ether of 2-(dimethylamino)ethanol. It is a H1-receptor antagonist used as a antipruritic and antitussive drug. It has a role as a oneirogen, a sedative, a local anaesthetic, a H1-receptor antagonist, an antiparkinson drug, a muscarinic antagonist, an anti-allergic agent, an antiemetic, an antitussive, an antipruritic drug and an antidyskinesia agent. It is an ether and a tertiary amino compound.", "chebi": "An ether that is the benzhydryl ether of 2-(dimethylamino)ethanol. It is a H<small><sub>1</sub></small>-receptor antagonist used as a antipruritic and antitussive drug.", "chembl": "DIPHENHYDRAMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Diphenhydramine, sold under the brand name Benadryl among others, is an antihistamine and sedative. Although generally considered sedating, diphenhydramine can cause paradoxical central nervous system stimulation in some individuals, particularly at higher doses. This may manifest as agitation, anxiety, or restlessness rather than sedation. It is a first-generation H1-antihistamine (i.e. it blocks histamine) with sedative effects. Diphenhydramine is also a potent anticholinergic. It is mainly used to treat allergies, insomnia, and symptoms of the common cold. It is also less commonly used for tremors in parkinsonism, and nausea. It is taken by mouth, injected into a vein, injected into a muscle, or applied to the skin. Maximal effect is typically around two hours after an oral dose, and effects can last for up to seven hours.\nCommon side effects include sleepiness, poor coordination, and an upset stomach. There is no clear risk of harm when used during pregnancy; however, use during breastfeeding is not recommended.\nIt was developed by George Rieveschl and put into commercial use in 1946. It is available as a generic medication. In 2023, it was the 294th most commonly prescribed medication in the United States, with more than 700,000 prescriptions.\nIts sedative and deliriant effects have led to some cases of recreational use."}