Compound: CYCLIZINE
SMILES: N1(C(c2ccccc2)c3ccccc3)CCN(C)CC1
InChIKey: UVKZSORBKUEBAZ-UHFFFAOYSA-N
Synonyms: CYCLIZINE, 82-92-8, Nautazine, Ciclizina, Neo-devomit, 1-(Diphenylmethyl)-4-methylpiperazine, Compound 47-83, Cyclizinum, N-Benzhydryl-N'-methylpiperazine, N-Methyl-N'-benzhydrylpiperazine, (N-Benzhydryl)(N'-methyl)diethylenediamine, Wellcome prepn 47-83, 1-Benzhydryl-4-methylpiperazin, Piperazine, 1-(diphenylmethyl)-4-methyl-, BW 47-83, QRW9FCR9P2, (+-)-1-diphenylmethyl-4-methylpiperazine, NSC-26608, CHEBI:3994, DTXSID4022864, 5-23-01-00232 (Beilstein Handbook Reference), RefChem:129230, DTXCID202864, R06AE03, 201-445-5, 1-Benzhydryl-4-methylpiperazine, Marezine, Cyclizinum [INN-Latin], Ciclizina [INN-Spanish], Wellcome preparation 47-83, Wellcome prepn. 47-83, Cyclizine chloride, Cyclizine (INN), NSC 26608, 1-benzhydryl-4-methyl-piperazine, N-Methyl-N'-benzyhydrylpiperazine, 1-Diphenylmethyl-4-methylpiperazine, MFCD00023293, Emoquil, Wellcome, CYCLIZINE [INN], Ne-devomit, HSDB 3309, NCGC00016421-01, CAS-303-25-3, EINECS 201-445-5, UNII-QRW9FCR9P2, BRN 0230441, Cyclizine Base, Cyclizine?, SR-05000001595, Cyclizine [USP:INN:BAN:DCF], Emoquil (Salt/Mix), Marzine (Salt/Mix), Spectrum_000854, SpecPlus_000917, CYCLIZINE [MI], CYCLIZINE [HSDB], Prestwick0_000510, Prestwick1_000510, Prestwick2_000510, Prestwick3_000510, Spectrum2_001174, Spectrum3_000368, Spectrum4_000205, Spectrum5_001594, CYCLIZINE [VANDF], CHEMBL648, CYCLIZINE [MART.], CYCLIZINE [WHO-DD], SCHEMBL4690, Oprea1_429421, BSPBio_000439, BSPBio_002095, KBioGR_000809, KBioSS_001334, DivK1c_007013, SPECTRUM1500211, SPBio_001187, SPBio_002360, BPBio1_000483, GTPL7151, orb1910046, SCHEMBL7280359, KBio1_001957, KBio2_001334, KBio2_003902, KBio2_006470, KBio3_001315, N-Benzhydryl-N-methyl piperazine, HMS1920A20, HMS2091I08, HMS5087D07, Pharmakon1600-01500211, 1-Benzhydryl-4-methylpiperazine #, NSC26608, WLN: T6N DNTJ AYR&R& D1, CCG-40322, EBC-13344, NSC756710, AKOS015839079, DB01176, NSC-756710, piperazine, 1-diphenylmethyl-4-methyl-, NCGC00016421-02, NCGC00016421-03, NCGC00016421-04, NCGC00016421-09, NCGC00094634-01, NCGC00094634-02, LS-14655, SBI-0052576.P003, (+/-)-1-diphenylmethyl-4-methylpiperazine, DB-363248, AB00053084, NS00002955, C06930, D03621, D81845, AB00053084_08, EN300-18073463, L000701, Q867308, SR-05000001595-1, BRD-K79501723-001-02-0, BRD-K79501723-001-04-6, BRD-K79501723-003-03-4, BRD-K79501723-003-09-1, BRD-K79501723-300-01-8
Theoretical properties:
molecular_formula: C18H22N2
molecular_weight: 266.4 g/mol
exact_mass: 266.178298710 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 20
topological_polar_surface_area: 6.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: CRYSTALS FROM PETROLEUM ETHER
color: CRYSTALS FROM PETROLEUM ETHER
odor: PRACTICALLY ODORLESS
melting_point: 105.5-107.5
Descriptions:
pubchem: Cyclizine is an N-alkylpiperazine in which one nitrogen of the piperazine ring is substituted by a methyl group, while the other is substituted by a diphenylmethyl group. It has a role as a central nervous system depressant, a local anaesthetic, a H1-receptor antagonist, a cholinergic antagonist and an antiemetic.
chebi: An <em>N</em>-alkylpiperazine in which one nitrogen of the piperazine ring is substituted by a methyl group, while the other is substituted by a diphenylmethyl group.
chembl: CYCLIZINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Cyclizine, sold under a number of brand names, is a medication used to treat and prevent nausea, vomiting and dizziness due to motion sickness or vertigo. It may also be used for nausea after general anaesthesia or that which developed from opioid use. It is taken by mouth, in the rectum, or injected into a vein.
Common side effects include sleepiness, dry mouth, constipation, and trouble with vision. More serious side effects include low blood pressure and urinary retention. It is not generally recommended in young children or those with glaucoma. Cyclizine appears to be safe during pregnancy but has not been well studied. It is in the anticholinergic and antihistamine family of medications.
Cyclizine was discovered in 1947. It is on the World Health Organization's List of Essential Medicines. In the United States it is available over the counter.