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Details

Stereochemistry ACHIRAL
Molecular Formula C16H12ClFN2O
Molecular Weight 302.731
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUDIAZEPAM

SMILES

CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C3=CC=CC=C3F

InChI

InChIKey=ROYOYTLGDLIGBX-UHFFFAOYSA-N
InChI=1S/C16H12ClFN2O/c1-20-14-7-6-10(17)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)18/h2-8H,9H2,1H3

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.drugs.com/international/fludiazepam.html | https://www.ncbi.nlm.nih.gov/pubmed/8529781 | https://www.ncbi.nlm.nih.gov/pubmed/7895897 | https://www.ncbi.nlm.nih.gov/pubmed/7601294 | http://www.mims.com/india/drug/info/fludiazepam?mtype=generic

Fludiazepam is a potent benzodiazepine and 2ʹ-fluoro derivative of diazepam,[3] originally developed by Hoffman-La Roche in the 1960s. Fludiazepam is marketed in Japan and Taiwan under the brand name Erispan. Fludiazepam exerts its pharmacological properties via enhancement of GABAergic inhibition. Fludiazepam has 4 times more binding affinity for benzodiazepine receptors than diazepam. Fludiazepam possesses anxiolytic, anticonvulsant, sedative, hypnotic and skeletal muscle relaxant properties.

CNS Activity

Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/2855634

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.23 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Erispan

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Non-life-threatening leukopenia in a renal transplant recipient with acute overdose of mycophenolate mofetil.
2008 Dec
Case report: Etizolam and its major metabolites in two unnatural death cases.
2008 Nov 20
Development and validation of an EI-GC-MS method for the determination of benzodiazepine drugs and their metabolites in blood: applications in clinical and forensic toxicology.
2010 Aug 1
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: http://www.mims.com/india/drug/info/fludiazepam?mtype=generic
PO 0.75 mg/day in 3 divided doses.
Route of Administration: Oral
In Vitro Use Guide
An aliquot (1 ml) of synaptosomal membrane suspension (1 mg protein) was added to the assay tubes containing FLUDIAZEPAM at varying concentrations (from 0.1 nM to 104 nM) and [3H]-diazepam (0.6 nM) in 2 ml of 50 mM Tris-HCl buffer (pH 7.4). The assay mixtures were incubated at 4 ° C for 15 min. The incubation was terminated by adding ice-cold 50 mM Tris-HCl buffer (5 ml) followed by rapid filtration through a Whatman GF/B filter. Each filter was immediately washed twice with ice-cold 50 mM Tris-HCl buffer (5 ml) The bound [3H]-diazepam retained on the filter was extracted with ACS II (Amersham)(10 ml) and counted. All incubations were done in triplicate. Nonspecific binding was determined in tubes containing diazepam at a final concentration of 103 nM.
Name Type Language
FLUDIAZEPAM
INN   MART.   MI   WHO-DD  
INN  
Official Name English
ERISPAN
Brand Name English
fludiazepam [INN]
Common Name English
FLUDIAZEPAM [MART.]
Common Name English
7-CHLORO-5-(O-FLUOROPHENYL)-1,3-DIHYDRO-1-METHYL-2H-1,4-BENZODIAZEPIN-2-ONE
Common Name English
FLUDIAZEPAM [MI]
Common Name English
Fludiazepam [WHO-DD]
Common Name English
FLUDIAZEPAM [JAN]
Common Name English
Classification Tree Code System Code
WHO-VATC QN05BA17
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
WHO-ATC N05BA17
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
DEA NO. 2759
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
NCI_THESAURUS C1012
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
Code System Code Type Description
EVMPD
SUB07681MIG
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
PRIMARY
MERCK INDEX
m5429
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
PRIMARY Merck Index
FDA UNII
7F64A2K16Z
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DRUG CENTRAL
1190
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CHEBI
31618
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MESH
C006107
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
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WIKIPEDIA
FLUDIAZEPAM
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
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SMS_ID
100000081236
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
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ChEMBL
CHEMBL13291
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
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EPA CompTox
DTXSID00192277
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
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NCI_THESAURUS
C65709
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
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PUBCHEM
3369
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
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INN
4089
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
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DRUG BANK
DB01567
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
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CAS
3900-31-0
Created by admin on Fri Dec 15 16:21:27 GMT 2023 , Edited by admin on Fri Dec 15 16:21:27 GMT 2023
PRIMARY