loading...| Preferred Name |
alprazolam |
|
| Synonyms |
Alprazolam 8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine 8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepine Xanax Alplax Solanax Esparon Alpronax Cassadan Tranax Xanor Tranquinal Restyl Niravam Bestrol Xanax XR Trankimazin TUS-1 D 65MT Frontal Alviz Intensol Constan Tafil |
|
| Definitions |
A triazolobenzodiazepine compound with antianxiety and sedative-hypnotic actions, that is efficacious in the treatment of panic disorders, with or without agoraphobia, and in generalized anxiety disorders. (From AMA Drug Evaluations Annual, 1994, p238) Pharmacology: Alprazolam, a benzodiazepine, is used to treat panic disorder and anxiety disorder. Unlike chlordiazepoxide, clorazepate, and prazepam, alprazolam has a shorter half-life and metabolites with minimal activity. Like other triazolo benzodiazepines such as triazolam, alprazolam may have significant drug interactions involving the hepatic cytochrome P-450 3A4 isoenzyme. Clinically, all benzodiazepines cause a dose-related central nervous system depressant activity varying from mild impairment of task performance to hypnosis. Unlike other benzodiazepines, alprazolam may also have some antidepressant activity, although clinical evidence of this is lacking. Mechanism of action: Benzodiazepines bind nonspecifically to benzodiazepine receptors BNZ1, which mediates sleep, and BNZ2, which affects 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 the inhibitory neurotransmitter 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. Investigational. Small Molecule. Drug category: Anti-anxiety Agents. Benzodiazepines. GABA Modulators. Hypnotics and Sedatives A member of the class of triazolobenzodiazepines that is 4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine carrying methyl, phenyl and chloro substituents at positions 1, 6 and 8 respectively. Alprazolam is only found in individuals that have taken this drug. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_2611 |
|
| charge |
0 |
|
| createdDate |
March 5, 2010 |
|
| database_cross_reference |
PMID:9050091 HMDB:HMDB0014548 PMID:25300043 PMID:24464531 PMID:25199955 PMID:25427652 PMID:25032127 PMID:25620535 PMID:15647704 KEGG:D00225 KEGG:C06817 PMID:17631455 PMID:24361783 PMID:24977401 PMID:11824768 Reaxys:1223125 PMID:10631626 PMID:12035937 PMID:16572266 PMID:10963939 PMID:25581490 PMID:24840273 PMID:10443648 DrugBank:DB00404 PMID:7907366 PMID:10997633 Wikipedia:Alprazolam VSDB:2960 PMID:24629629 PMID:15830221 LINCS:LSM-5460 Drug_Central:136 PMID:25139178 PMID:11304902 PMID:10350361 CAS:28981-97-7 PMID:16103667 PMID:15725773 PMID:16139113 |
|
| definition |
A triazolobenzodiazepine compound with antianxiety and sedative-hypnotic actions, that is efficacious in the treatment of panic disorders, with or without agoraphobia, and in generalized anxiety disorders. (From AMA Drug Evaluations Annual, 1994, p238) Pharmacology: Alprazolam, a benzodiazepine, is used to treat panic disorder and anxiety disorder. Unlike chlordiazepoxide, clorazepate, and prazepam, alprazolam has a shorter half-life and metabolites with minimal activity. Like other triazolo benzodiazepines such as triazolam, alprazolam may have significant drug interactions involving the hepatic cytochrome P-450 3A4 isoenzyme. Clinically, all benzodiazepines cause a dose-related central nervous system depressant activity varying from mild impairment of task performance to hypnosis. Unlike other benzodiazepines, alprazolam may also have some antidepressant activity, although clinical evidence of this is lacking. Mechanism of action: Benzodiazepines bind nonspecifically to benzodiazepine receptors BNZ1, which mediates sleep, and BNZ2, which affects 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 the inhibitory neurotransmitter 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. Investigational. Small Molecule. Drug category: Anti-anxiety Agents. Benzodiazepines. GABA Modulators. Hypnotics and Sedatives |
|
| formula |
C17H13ClN4 |
|
| has characteristic | ||
| has exact synonym |
Alprazolam 8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine |
|
| has role |
http://purl.obolibrary.org/obo/CHEBI_51371 http://purl.obolibrary.org/obo/CHEBI_35474 http://purl.obolibrary.org/obo/CHEBI_35703 http://purl.obolibrary.org/obo/CHEBI_35717 |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepine Xanax |
|
| id |
CHEBI:2611 |
|
| in_subset | ||
| inchi |
InChI=1S/C17H13ClN4/c1-11-20-21-16-10-19-17(12-5-3-2-4-6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3 |
|
| inchikey |
VREFGVBLTWBCJP-UHFFFAOYSA-N |
|
| label |
alprazolam |
|
| mass |
308.76478 |
|
| monoisotopicmass |
308.08287 |
|
| notation |
CHEBI:2611 |
|
| prefLabel |
alprazolam |
|
| smiles |
Cc1nnc2CN=C(c3ccccc3)c3cc(Cl)ccc3-n12 |
|
| synonym |
Alplax Solanax Esparon Alpronax Cassadan Tranax Xanor Tranquinal Restyl Niravam Bestrol Xanax XR Trankimazin TUS-1 D 65MT Frontal Alviz Intensol Constan Tafil |
|
| subClassOf |
http://purl.obolibrary.org/obo/CHEBI_36683 http://uri.neuinfo.org/nif/nifstd/nlx_chem_1003011 |