Compound: nitrazepam
SMILES: O=[N+]([O-])c1cc2C(=NCC(Nc2cc1)=O)c3ccccc3
InChIKey: KJONHKAYOJNZEC-UHFFFAOYSA-N
Synonyms: nitrazepam, Benzalin, 146-22-5, Mogadon, Radedorm, Apodorm, Calsmin, Eunoctin, Neozepam, Neuchlonic, Nitrados, Sonebon, Hipsal, Imeson, Remnos, Surem, Somitran, Sonnolin, Trazenin, Unisomnia, Hipnax, Imesont, Nelbon, Nelmat, Pelson, Paxisyn, Eatan, Relact, N-Desmethylnimetazepam, Persopit, Gerson, Ibrovek, Nitrazepamum, Atempol, 1,3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one, Somnite, Ro 4-5360, Ro 5-3059, NSC-58775, 7-Nitro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one, 7-nitro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one, 7-Nitro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one, 2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-nitro-5-phenyl-, DTXSID5023372, 2,3-Dihydro-7-nitro-5-phenyl-1H-1,4-benzodiazepin-2-on, 7-Nitro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one, 9CLV70W7HS, N05CD02, NSC58775, 2,3-dihydro-7-nitro-5-phenyl-1H-1,4-benzodiazepin-2-one, Nitrazadon, Nitrodiazepam, Ro-45360, Ro-53059, RO-4-5360, RO-5-3059, CHEBI:7581, DTXCID803372, Rhoxal Nitrazepam, Nitrazepam Neuraxpharm, RefChem:854223, 205-665-2, Epibenzalin, Epinelbon, Nitrenpax, Dumolid, Cerson, Dormin-5, Mogadan, Mogadone, Magadon, Megadon, Nitrazepamum [INN-Latin], LA 1, S 2000, Mitidin, Dormo-Puren, CHEMBL13209, Eatan N, Somnased, Somnibel, NCGC00159358-02, Calsamin, Eunoktin, Ipersed, Nitravet, Nitrempax, Noctesed, Pacisyn, LA 1 (VAN), Dormicum (anticonvulsant), 7-nitro-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one, 7-Nitro-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one, Nitrazepam [USAN:INN:BAN:JAN], Nitrazepam (100?g/ml in Acetonitrile), Nitrazepam (TN), Benzalin (TN), CAS-146-22-5, Nitrazepam (1.0 mg/mL in Acetonitrile), SMR000058302, CCRIS 1931, EINECS 205-665-2, NSC 58775, UNII-9CLV70W7HS, BRN 0757185, Mogadon;, DEA No. 2834, Remnos;, ISOPROPYLACETATE/NITRAZEPAM, Ro 53-60, NITRAZEPAM [MI], NITRAZEPAM [INN], NITRAZEPAM [JAN], NITRAZEPAM [USAN], ChemDiv1_022312, Nitrazepam CRS - * psy, NITRAZEPAM [MART.], NITRAZEPAM [WHO-DD], NITRAZEPAM [WHO-IP], Oprea1_476234, SCHEMBL35202, 5-24-04-00344 (Beilstein Handbook Reference), MLS001304053, MLS001424061, Nitrazepam (JP18/USAN/INN), SCHEMBL29408437, HMS650G04, KJONHKAYOJNZEC-UHFFFAOYSA-, NITRAZEPAM [EP MONOGRAPH], 1, 3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one, HMS2051F19, HMS2272G03, HMS3393F19, 7-Nitro-1,4-benzodiazepin-2-one, LFA76545, Nitrazepam, 1mg/ml in Acetonitrile, NITRAZEPAMUM [WHO-IP LATIN], Tox21_111601, BDBM50020856, PDSP1_000120, PDSP2_000120, STK806322, AKOS002254707, Nitrazepam 0.1 mg/ml in Acetonitrile, Nitrazepam 1.0 mg/ml in Acetonitrile, Tox21_111601_1, WLN: T67 GMV JN IHJ CNW KR, AB02342, AC-4537, CCG-100977, DB01595, FN59698, NC00227, NCGC00159358-03, 2H-1, 1,3-dihydro-7-nitro-5-phenyl-, 7-Nitro-5-phenyl-2,4-benzodiazepin-2-one, DB-042832, NS00000041, C07487, D00531, Q410078, Nitrazepam, British Pharmacopoeia (BP) Reference Standard, Nitrazepam, European Pharmacopoeia (EP) Reference Standard, 1,3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepine-2-one, 7-Nitro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one #, InChI=1/C15H11N3O3/c19-14-9-16-15(10-4-2-1-3-5-10)12-8-11(18(20)21)6-7-13(12)17-14/h1-8H,9H2,(H,17,19)
Theoretical properties:
molecular_formula: C15H11N3O3
molecular_weight: 281.27 g/mol
exact_mass: 281.08004122 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 1
heavy_atom_count: 21
topological_polar_surface_area: 87.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 2.99e-02 g/L
Descriptions:
pubchem: Nitrazepam is a 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one which is substituted at positions 5 and 7 by phenyl and nitro groups, respectively. It is used as a hypnotic for the short-term management of insomnia and for the treatment of epileptic spasms in infants (West's syndrome). It has a role as an anticonvulsant, a sedative, a drug metabolite, a GABA modulator and an antispasmodic drug. It is a 1,4-benzodiazepinone and a C-nitro compound.
chebi: A 1,4-benzodiazepinone that is 1,3-dihydro-2<em>H</em>-1,4-benzodiazepin-2-one which is substituted at positions 5 and 7 by phenyl and nitro groups, respectively. It is used as a hypnotic for the short-term management of insomnia and for the treatment of epileptic spasms in infants (West's syndrome).
chembl: NITRAZEPAM is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Nitrazepam, sold under the brand name Mogadon among others, is a hypnotic drug of the benzodiazepine class used for short-term relief from severe, disabling anxiety and insomnia. It also has sedative (calming) properties, as well as amnestic (inducing forgetfulness), anticonvulsant, and skeletal muscle relaxant effects.
It was first synthesized in the late 1950s by a team of researchers at Hoffmann-La Roche in Switzerland. It was patented in 1961 and came into medical use in 1965.