CHEBI:31912 - nimetazepam

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ChEBI Name nimetazepam
ChEBI ID CHEBI:31912
Definition A nitrazepam which is substituted at positions 1 by a methyl groups. It is used as an anticonvulsant and as a hypnotic for the short-term management of insomnia.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H13N3O3
Net Charge 0
Average Mass 295.29270
Monoisotopic Mass 295.096
InChI InChI=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
InChIKey GWUSZQUVEVMBPI-UHFFFAOYSA-N
SMILES CN1c2ccc(cc2C(=NCC1=O)c1ccccc1)[N+]([O-])=O
Roles Classification
Biological Role(s): 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.
(via benzodiazepine )
Application(s): 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.
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.
(via benzodiazepine )
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ChEBI Ontology
Outgoing 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 1,4-benzodiazepinone (CHEBI:35500)
nimetazepam (CHEBI:31912) is a C-nitro compound (CHEBI:35716)
IUPAC Name
1-methyl-7-nitro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
INNs Sources
nimetazepam WHO MedNet
nimetazepam WHO MedNet
nimétazépam WHO MedNet
nimetazepamum WHO MedNet
Synonyms Sources
1,3-dihydro-1-methyl-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one NIST Chemistry WebBook
1-methyl-5-phenyl-7-nitro-1,3-dihydro-2H-1,4-benzodiazepin-2-one NIST Chemistry WebBook
1-methyl-7-nitro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one NIST Chemistry WebBook
1-methylnitrazepam NIST Chemistry WebBook
methylnitrazepam NIST Chemistry WebBook
Ro 5-3453 NIST Chemistry WebBook
Brand Names Sources
Dormalon ChEBI
Erimin KEGG DRUG
Manual Xrefs Databases
1936 DrugCentral
D01593 KEGG DRUG
DE1816046 Patent
LSM-5785 LINCS
Nimetazepam Wikipedia
US3109843 Patent
US3121114 Patent
US3141890 Patent
US3144439 Patent
US3203990 Patent
US3243427 Patent
View more database links
Registry Numbers Types Sources
2011-67-8 CAS Registry Number NIST Chemistry WebBook
2011-67-8 CAS Registry Number ChemIDplus
759813 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1154804 PubMed citation Europe PMC
1274372 PubMed citation Europe PMC
2241855 PubMed citation Europe PMC
23085494 PubMed citation Europe PMC
23245766 PubMed citation Europe PMC
6151222 PubMed citation Europe PMC
7452466 PubMed citation Europe PMC
Last Modified
22 February 2017