Preferred Name |
diazepam |
|
Synonyms |
Diazepam 7-chloro-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one methyl diazepinone Valium 7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one Evacalm Tranimul Dipezona Quievita Relanium Bialzepam Sedipam Kabivitrum Diazemulus Diastat Sibazon Domalium Levium Calmpose Stesolin Zetran Amiprol Sedapam Setonil Ceregulart Freudal Eurosan Dipam Dialar Calmocitene Faustan Unisedil Dialag Valiquid Novo-Dipam Quiatril Diacepan Saromet Methyldiazepinone Plidan Valaxona Diazemuls Paxate Apaurin Diapam Ruhsitus Tranquase Tranqdyn Morosan Renborin Valeo Umbrium Serenzin Sibazone Alupram Tranquirit Diazepam Intensol Ansiolisina DAP Pacitran Cercine Duxen Relaminal Servizepam Armonil Gewacalm Vatran Novazam Quetinil Tensopam Mandrozep Aliseum Dienpax Alboral Bensedin Assival Duksen Kiatrium Paranten Valrelease Serenack Atensine Sonacon Dizac Serenamin Neurolytril Seduksen Tranquo-Tablinen Paceum Lembrol Atilen Zipan Seduxen Paxel Diazetard Tranquo-Puren Usempax Ap Valitran Apo-Diazepam Frustan Ansiolin Diazepan Apozepam Gihitan |
|
Definitions |
A benzodiazepine with anticonvulsant, anxiolytic, sedative, muscle relaxant, and amnesic properties and a long duration of action. Its actions are mediated by enhancement of gamma-aminobutyric acid activity. It is used in the treatment of severe anxiety disorders, as a hypnotic in the short-term management of insomnia, as a sedative and premedicant, as an anticonvulsant, and in the management of alcohol withdrawal syndrome. (From Martindale, The Extra Pharmacopoeia, 30th ed, p589) Pharmacology: Diazepam, a benzodiazepine, generates the same active metabolite as chlordiazepoxide and clorazepate. In animals, diazepam appears to act on parts of the limbic system, the thalamus and hypothalamus, and induces calming effects. Diazepam, unlike chlorpromazine and reserpine, has no demonstrable peripheral autonomic blocking action, nor does it produce extrapyramidal side effects; however, animals treated with diazepam do have a transient ataxia at higher doses. Diazepam was found to have transient cardiovascular depressor effects in dogs. Long-term experiments in rats revealed no disturbances of endocrine function. Injections into animals have produced localized irritation of tissue surrounding injection sites and some thickening of veins after intravenous use. Mechanism of action: Benzodiazepines bind nonspecifically to benzodiazepine receptors which mediate sleep, affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABAA) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell. Drug type: Approved. Illicit. Small Molecule. Drug category: Adjuvants, Anesthesia. Anesthetics, Intravenous. Anti-anxiety Agents. Anticonvulsants. Antiemetics. GABA Modulators. Hypnotics and Sedatives. Muscle Relaxants, Central Street names: An-Ding, Condition, E-Pam, Eridan, Eurosan, LA III, La-Iii, Lamra, Liberetas, Noan, Pms-Diazepam, Pro-Pam, Q-Pam, Q-Pam Relanium, Solis, Velium, Vival, Vivol, Stesolid A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a chloro group at position 7, a methyl group at position 1 and a phenyl group at position 5. |
|
ID |
http://purl.obolibrary.org/obo/CHEBI_49575 |
|
comment |
Street names: An-Ding, Condition, E-Pam, Eridan, Eurosan, LA III, La-Iii, Lamra, Liberetas, Noan, Pms-Diazepam, Pro-Pam, Q-Pam, Q-Pam Relanium, Solis, Velium, Vival, Vivol, Stesolid |
|
charge |
0 |
|
createdDate |
March 5, 2010 |
|
database_cross_reference |
PMID:16365514 LINCS:LSM-2359 Gmelin:124061 VSDB:2972 Beilstein:754371 Wikipedia:Diazepam KEGG:C06948 Drug_Central:852 HMDB:HMDB0014967 PDBeChem:DZP KEGG:D00293 PMID:16780966 Reaxys:754371 CAS:439-14-5 DrugBank:DB00829 PMID:11925051 |
|
definition |
A benzodiazepine with anticonvulsant, anxiolytic, sedative, muscle relaxant, and amnesic properties and a long duration of action. Its actions are mediated by enhancement of gamma-aminobutyric acid activity. It is used in the treatment of severe anxiety disorders, as a hypnotic in the short-term management of insomnia, as a sedative and premedicant, as an anticonvulsant, and in the management of alcohol withdrawal syndrome. (From Martindale, The Extra Pharmacopoeia, 30th ed, p589) Pharmacology: Diazepam, a benzodiazepine, generates the same active metabolite as chlordiazepoxide and clorazepate. In animals, diazepam appears to act on parts of the limbic system, the thalamus and hypothalamus, and induces calming effects. Diazepam, unlike chlorpromazine and reserpine, has no demonstrable peripheral autonomic blocking action, nor does it produce extrapyramidal side effects; however, animals treated with diazepam do have a transient ataxia at higher doses. Diazepam was found to have transient cardiovascular depressor effects in dogs. Long-term experiments in rats revealed no disturbances of endocrine function. Injections into animals have produced localized irritation of tissue surrounding injection sites and some thickening of veins after intravenous use. Mechanism of action: Benzodiazepines bind nonspecifically to benzodiazepine receptors which mediate sleep, affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABAA) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell. Drug type: Approved. Illicit. Small Molecule. Drug category: Adjuvants, Anesthesia. Anesthetics, Intravenous. Anti-anxiety Agents. Anticonvulsants. Antiemetics. GABA Modulators. Hypnotics and Sedatives. Muscle Relaxants, Central |
|
formula |
C16H13ClN2O |
|
has exact synonym |
Diazepam 7-chloro-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one |
|
has role |
http://purl.obolibrary.org/obo/CHEBI_35474 http://purl.obolibrary.org/obo/CHEBI_35703 http://purl.obolibrary.org/obo/CHEBI_35717 |
|
has_alternative_id |
CHEBI:4494 CHEBI:49574 |
|
has_obo_namespace |
chebi_ontology |
|
has_related_synonym |
methyl diazepinone Valium 7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one |
|
hasExternalSource |
DB00829 |
|
hasStreetName |
Lamra Q-Pam Relanium Eurosan Pms-Diazepam Eridan Pro-Pam Q-Pam Vival An-Ding Stesolid LA III Velium Vivol Liberetas Noan E-Pam Solis Condition La-Iii |
|
id |
CHEBI:49575 |
|
in_subset | ||
inchi |
InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3 |
|
inchikey |
AAOVKJBEBIDNHE-UHFFFAOYSA-N |
|
label |
diazepam |
|
mass |
284.74000 |
|
modifiedDate |
June 30, 2010 |
|
monoisotopicmass |
284.07164 |
|
notation |
CHEBI:49575 |
|
prefLabel |
diazepam |
|
smiles |
CN1C(=O)CN=C(c2ccccc2)c2cc(Cl)ccc12 |
|
synonym |
Evacalm Tranimul Dipezona Quievita Relanium Bialzepam Sedipam Kabivitrum Diazemulus Diastat Sibazon Domalium Levium Calmpose Stesolin Zetran Amiprol Sedapam Setonil Ceregulart Freudal Eurosan Dipam Dialar Calmocitene Faustan Unisedil Dialag Valiquid Novo-Dipam Quiatril Diacepan Saromet Methyldiazepinone Plidan Valaxona Diazemuls Paxate Apaurin Diapam Ruhsitus Tranquase Tranqdyn Morosan Renborin Valeo Umbrium Serenzin Sibazone Alupram Tranquirit Diazepam Intensol Ansiolisina DAP Pacitran Cercine Duxen Relaminal Servizepam Armonil Gewacalm Vatran Novazam Quetinil Tensopam Mandrozep Aliseum Dienpax Alboral Bensedin Assival Duksen Kiatrium Paranten Valrelease Serenack Atensine Sonacon Dizac Serenamin Neurolytril Seduksen Tranquo-Tablinen Paceum Lembrol Atilen Zipan Seduxen Paxel Diazetard Tranquo-Puren Usempax Ap Valitran Apo-Diazepam Frustan Ansiolin Diazepan Apozepam Gihitan |
|
subClassOf |
http://purl.obolibrary.org/obo/CHEBI_36683 |