CHEBI:143439 - didesethylflurazepam

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ChEBI Name didesethylflurazepam
ChEBI ID CHEBI:143439
Definition A primary amino compound resulting from the dealkylation of both ethyl groups of the anti-insomnia drug flurazepam. It is the major metabolite of flurazepam.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
Download Molfile XML SDF
Formula C17H15ClFN3O
Net Charge 0
Average Mass 331.780
Monoisotopic Mass 331.08877
InChI InChI=1S/C17H15ClFN3O/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21-10-16(23)22(15)8-7-20/h1-6,9H,7-8,10,20H2
InChIKey MVAUDJDXZPBWOW-UHFFFAOYSA-N
SMILES ClC1=CC=2C(=NCC(N(C2C=C1)CCN)=O)C3=C(F)C=CC=C3
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): GABAA receptor agonist
A GABA receptor agonist specific for GABAA receptors, ligand-gated ion channels (also known as ionotropic receptors).
drug metabolite

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): GABAA receptor agonist
A GABA receptor agonist specific for GABAA receptors, ligand-gated ion channels (also known as ionotropic receptors).
anticonvulsant
A drug used to prevent seizures or reduce their severity.
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.
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 didesethylflurazepam (CHEBI:143439) has role anticonvulsant (CHEBI:35623)
didesethylflurazepam (CHEBI:143439) has role anxiolytic drug (CHEBI:35474)
didesethylflurazepam (CHEBI:143439) has role drug metabolite (CHEBI:49103)
didesethylflurazepam (CHEBI:143439) has role GABAA receptor agonist (CHEBI:91016)
didesethylflurazepam (CHEBI:143439) has role sedative (CHEBI:35717)
didesethylflurazepam (CHEBI:143439) is a 1,4-benzodiazepinone (CHEBI:35500)
didesethylflurazepam (CHEBI:143439) is a monofluorobenzenes (CHEBI:83575)
didesethylflurazepam (CHEBI:143439) is a organochlorine compound (CHEBI:36683)
didesethylflurazepam (CHEBI:143439) is a primary amino compound (CHEBI:50994)
IUPAC Name
1-(2-aminoethyl)-7-chloro-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
Synonyms Sources
dealkylflurazepam ChemIDplus
desalkylflurazepam ChemIDplus
dideethylflurazepam ChemIDplus
N,N-bisdesethylflurazepam ChemIDplus
Ro 7-1986 ChemIDplus
Registry Numbers Types Sources
17617-59-3 CAS Registry Number ChemIDplus
17617-59-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
21004 PubMed citation Europe PMC
2584322 PubMed citation Europe PMC
3134541 PubMed citation Europe PMC
6120178 PubMed citation Europe PMC
Last Modified
04 June 2019