CHEBI:2611 - alprazolam

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name alprazolam
ChEBI ID CHEBI:2611
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C17H13ClN4
Net Charge 0
Average Mass 308.76478
Monoisotopic Mass 308.083
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
SMILES Cc1nnc2CN=C(c3ccccc3)c3cc(Cl)ccc3-n12
Roles Classification
Biological Role(s): 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 agonist
A drug that binds to and activates gamma-aminobutyric acid receptors.
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): GABA agonist
A drug that binds to and activates gamma-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.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
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.
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.
(via benzodiazepine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing alprazolam (CHEBI:2611) has role anticonvulsant (CHEBI:35623)
alprazolam (CHEBI:2611) has role anxiolytic drug (CHEBI:35474)
alprazolam (CHEBI:2611) has role GABA agonist (CHEBI:51373)
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 Sources
8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepine ChemIDplus
Alprazolam KEGG COMPOUND
Xanax ChemIDplus
Manual Xrefs Databases
136 DrugCentral
2960 VSDB
Alprazolam Wikipedia
C06817 KEGG COMPOUND
D00225 KEGG DRUG
DB00404 DrugBank
HMDB0014548 HMDB
LSM-5460 LINCS
View more database links
Registry Numbers Types Sources
1223125 Reaxys Registry Number Reaxys
28981-97-7 CAS Registry Number KEGG COMPOUND
28981-97-7 CAS Registry Number ChemIDplus
28981-97-7 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
10350361 PubMed citation Europe PMC
10443648 PubMed citation Europe PMC
10631626 PubMed citation Europe PMC
10963939 PubMed citation Europe PMC
10997633 PubMed citation Europe PMC
11304902 PubMed citation Europe PMC
11824768 PubMed citation Europe PMC
12035937 PubMed citation Europe PMC
15647704 PubMed citation Europe PMC
15725773 PubMed citation Europe PMC
15830221 PubMed citation Europe PMC
16103667 PubMed citation Europe PMC
16139113 PubMed citation Europe PMC
16572266 PubMed citation Europe PMC
17631455 PubMed citation Europe PMC
24361783 PubMed citation Europe PMC
24464531 PubMed citation Europe PMC
24629629 PubMed citation Europe PMC
24840273 PubMed citation Europe PMC
24977401 PubMed citation Europe PMC
25032127 PubMed citation Europe PMC
25139178 PubMed citation Europe PMC
25199955 PubMed citation Europe PMC
25300043 PubMed citation Europe PMC
25427652 PubMed citation Europe PMC
25581490 PubMed citation Europe PMC
25620535 PubMed citation Europe PMC
7907366 PubMed citation Europe PMC
9050091 PubMed citation Europe PMC
Last Modified
22 February 2017