CHEBI:2611 - alprazolam

ChEBI IDCHEBI:2611
ChEBI Namealprazolam
Stars
DefinitionA 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC17H13ClN4
Net Charge0
Average Mass308.772
Monoisotopic Mass308.08287
SMILESCc1nnc2n1-c1ccc(Cl)cc1C(c1ccccc1)=NC2
InChIInChI=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
InChIKeyVREFGVBLTWBCJP-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
GABA agonist  A drug that binds to and activates γ-aminobutyric acid receptors.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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:
anticonvulsant  A drug used to prevent seizures or reduce their severity.
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
GABA agonist  A drug that binds to and activates γ-aminobutyric acid receptors.
anxiolytic drug  Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
hypoglycemic agent  A drug which lowers the blood glucose level.
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
muscle relaxant  A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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)
alprazolam (CHEBI:2611) has role anti-asthmatic agent (CHEBI:65023)
alprazolam (CHEBI:2611) has role anticonvulsant (CHEBI:35623)
alprazolam (CHEBI:2611) has role antidepressant (CHEBI:35469)
alprazolam (CHEBI:2611) has role antipsychotic agent (CHEBI:35476)
alprazolam (CHEBI:2611) has role anxiolytic drug (CHEBI:35474)
alprazolam (CHEBI:2611) has role GABA agonist (CHEBI:51373)
alprazolam (CHEBI:2611) has role hypoglycemic agent (CHEBI:35526)
alprazolam (CHEBI:2611) has role muscle relaxant (CHEBI:51371)
alprazolam (CHEBI:2611) has role sedative (CHEBI:35717)
alprazolam (CHEBI:2611) has role xenobiotic (CHEBI:35703)
alprazolam (CHEBI:2611) is a organochlorine compound (CHEBI:36683)
alprazolam (CHEBI:2611) is a triazolobenzodiazepine (CHEBI:35501)
IUPAC Name 
8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
Synonyms  Source
8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepineChemIDplus
AlprazolamKEGG COMPOUND
Alprazolam civChEMBL
NSC-760140ChEMBL
U 31,889ChEMBL
U-31,889ChEMBL
Brand Names  Source
NiravamChEMBL
Xanax xrChEMBL
Manual XrefsDatabases
136DrugCentral
2960VSDB
AlprazolamWikipedia
C06817KEGG COMPOUND
D00225KEGG DRUG
DB00404DrugBank
HMDB0014548HMDB
LSM-5460LINCS
Registry NumbersSources
Reaxys:1223125Reaxys
CAS:28981-97-7KEGG COMPOUND
CAS:28981-97-7ChemIDplus
CAS:28981-97-7NIST Chemistry WebBook
Citations