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CHEBI:7581 - nitrazepam
| Formula | C15H11N3O3 |
| Net Charge | 0 |
| Average Mass | 281.271 |
| Monoisotopic Mass | 281.08004 |
| SMILES | O=C1CN=C(c2ccccc2)c2cc([N+](=O)[O-])ccc2N1 |
| InChI | InChI=1S/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) |
| InChIKey | KJONHKAYOJNZEC-UHFFFAOYSA-N |
| Wikipedia |
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| Roles Classification |
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| 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: | 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. 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. sedative A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. 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) |
| nitrazepam (CHEBI:7581) has role anticonvulsant (CHEBI:35623) |
| nitrazepam (CHEBI:7581) has role antispasmodic drug (CHEBI:53784) |
| nitrazepam (CHEBI:7581) has role drug metabolite (CHEBI:49103) |
| nitrazepam (CHEBI:7581) has role GABA modulator (CHEBI:50268) |
| nitrazepam (CHEBI:7581) has role sedative (CHEBI:35717) |
| nitrazepam (CHEBI:7581) is a C-nitro compound (CHEBI:35716) |
| nitrazepam (CHEBI:7581) is a 1,4-benzodiazepinone (CHEBI:35500) |
| Incoming Relation(s) |
| nimetazepam (CHEBI:31912) has functional parent nitrazepam (CHEBI:7581) |
| IUPAC Name |
|---|
| 7-nitro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one |
| INNs | Source |
|---|---|
| nitrazepam | WHO MedNet |
| nitrazepam | WHO MedNet |
| nitrazépam | WHO MedNet |
| nitrazepamum | WHO MedNet |
| Synonyms | Source |
|---|---|
| 1,3-dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one | NIST Chemistry WebBook |
| 2,3-dihydro-7-nitro-5-phenyl-1H-1,4-benzodiazepin-2-one | NIST Chemistry WebBook |
| 7-nitro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one | NIST Chemistry WebBook |
| 7-nitro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one | NIST Chemistry WebBook |
| N-desmethylnimetazepam | NIST Chemistry WebBook |
| Ro 4-5360 | ChemIDplus |
| Brand Names | Source |
|---|---|
| Apodorm | ChemIDplus |
| Atempol | ChemIDplus |
| Benzalin | ChemIDplus |
| Calsmin | ChemIDplus |
| Dormicum | ChemIDplus |
| Eatan | ChemIDplus |
| Manual Xrefs | Databases |
|---|---|
| 1945 | DrugCentral |
| C07487 | KEGG COMPOUND |
| D00531 | KEGG DRUG |
| DB01595 | DrugBank |
| HMDB0015534 | HMDB |
| LSM-5681 | LINCS |
| Nitrazepam | Wikipedia |
| US3121076 | Patent |
| Citations |
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