CHEBI:31912 - nimetazepam

ChEBI IDCHEBI:31912
ChEBI Namenimetazepam
Stars
DefinitionA nitrazepam which is substituted at positions 1 by a methyl group. It is used as an anticonvulsant and as a hypnotic for the short-term management of insomnia.
Last Modified24 February 2020
DownloadsMolfile
FormulaC16H13N3O3
Net Charge0
Average Mass295.298
Monoisotopic Mass295.09569
SMILESCN1C(=O)CN=C(c2ccccc2)c2cc([N+](=O)[O-])ccc21
InChIInChI=1S/C16H13N3O3/c1-18-14-8-7-12(19(21)22)9-13(14)16(17-10-15(18)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3
InChIKeyGWUSZQUVEVMBPI-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
Applications:
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
antispasmodic drug  A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder.
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
ChEBI Ontology
Outgoing Relation(s)
nimetazepam (CHEBI:31912) has functional parent nitrazepam (CHEBI:7581)
nimetazepam (CHEBI:31912) has role anticonvulsant (CHEBI:35623)
nimetazepam (CHEBI:31912) has role antispasmodic drug (CHEBI:53784)
nimetazepam (CHEBI:31912) has role GABA modulator (CHEBI:50268)
nimetazepam (CHEBI:31912) has role sedative (CHEBI:35717)
nimetazepam (CHEBI:31912) is a C-nitro compound (CHEBI:35716)
nimetazepam (CHEBI:31912) is a 1,4-benzodiazepinone (CHEBI:35500)
IUPAC Name 
1-methyl-7-nitro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
INNs  Source
nimetazepamWHO MedNet
nimetazepamumWHO MedNet
nimétazépamWHO MedNet
nimetazepamWHO MedNet
Synonyms  Source
1-methylnitrazepamNIST Chemistry WebBook
methylnitrazepamNIST Chemistry WebBook
Ro 5-3453NIST Chemistry WebBook
1-methyl-5-phenyl-7-nitro-1,3-dihydro-2H-1,4-benzodiazepin-2-oneNIST Chemistry WebBook
1,3-dihydro-1-methyl-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-oneNIST Chemistry WebBook
1-methyl-7-nitro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-oneNIST Chemistry WebBook
Brand Names  Source
EriminKEGG DRUG
DormalonChEBI
Manual XrefsDatabases
D01593KEGG DRUG
US3109843Patent
US3144439Patent
US3141890Patent
US3243427Patent
US3121114Patent
US3203990Patent
DE1816046Patent
NimetazepamWikipedia
LSM-5785LINCS
1936DrugCentral
Registry NumbersSources
Reaxys:759813Reaxys
CAS:2011-67-8ChemIDplus
CAS:2011-67-8NIST Chemistry WebBook
Citations