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Details

Stereochemistry ACHIRAL
Molecular Formula C14H10BrN3O
Molecular Weight 316.153
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BROMAZEPAM

SMILES

BrC1=CC=C2NC(=O)CN=C(C3=CC=CC=N3)C2=C1

InChI

InChIKey=VMIYHDSEFNYJSL-UHFFFAOYSA-N
InChI=1S/C14H10BrN3O/c15-9-4-5-11-10(7-9)14(17-8-13(19)18-11)12-3-1-2-6-16-12/h1-7H,8H2,(H,18,19)

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.drugbank.ca/drugs/DB01558 | https://www.ncbi.nlm.nih.gov/pubmed/639854 | https://www.ncbi.nlm.nih.gov/pubmed/6124947 | https://www.ncbi.nlm.nih.gov/pubmed/2570451 | https://www.ncbi.nlm.nih.gov/pubmed/24241181

Bromazepam (marketed under several brand names, including Lectopam, Lexotan, Lexilium, Lexaurin, Brazepam, Rekotnil, and Lexotanil)[1] is a benzodiazepine derivative drug, patented by Roche in 1963 and developed clinically in the 1970s. It is mainly an anti-anxiety agent with similar side effects to diazepam (Valium). In addition to being used to treat anxiety or panic states, bromazepam may be used as a premedicant prior to minor surgery. Bromazepam typically comes in doses of 3 mg and 6 mg tablets.[5] Bromazepam is contraindicated and should be used with caution in women who are pregnant, the elderly, patients with a history of alcohol or other substance abuse disorders and children. Prolonged use of bromazepam causes tolerance and may lead to both physical and psychological dependence on the drug, and as a result, it is a medication which is controlled by international law. Bromazepam binds to the GABA receptor GABAA, causing a conformational change and increasing the inhibitory effects of GABA. Bromazepam is a long-acting benzodiazepine and is lipophilic and metabolized hepatically via oxidative pathways.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
45.0 nM [Ki]
Conditions
PubMed

PubMed

TitleDatePubMed
The antihypertensive effect of lexotan (bromazepam)- a new benzodiazepine derivative.
1977 Jan
[Prescriptions and consumption of hypnotic and anxiolytic drugs in the South University Hospital of Marseille].
2001 Jan-Feb
Last performance with VIAGRA: post-mortem identification of sildenafil and its metabolites in biological specimens including hair sample.
2002 Mar 28
[Pharmacokinetics of bromazepam in 57 patients with acute drug intoxication].
2003 Jan
The effect of itraconazole on the pharmacokinetics and pharmacodynamics of bromazepam in healthy volunteers.
2003 Nov
Spectrophotometric and fluorimetric determination of diazepam, bromazepam and clonazepam in pharmaceutical and urine samples.
2004 Mar
Effects of etifoxine on stress-induced hyperthermia, freezing behavior and colonic motor activation in rats.
2004 Oct 15
Comparison of capillary electrophoresis and reversed-phase liquid chromatography methodologies for determination of diazepam in pharmaceutical tablets.
2005 Feb 23
Analysis of the influence of bromazepam on cognitive performance through the visual evoked potential (P300).
2005 Jun
[Electroencephalography measures in motor skill learning and effects of bromazepam].
2005 Jun
Neuromodulatory effects of caffeine and bromazepam on visual event-related potential (P300): a comparative study.
2005 Jun
Screening method for benzodiazepines and hypnotics in hair at pg/mg level by liquid chromatography-mass spectrometry/mass spectrometry.
2005 Oct 15
[Procedural learning and anxiolytic effects: electroencephalographic, motor and attentional measures].
2006 Jun
Influence of bromazepam on cortical interhemispheric coherence.
2007 Mar
Thiodicarb and methomyl tissue distribution in a fatal multiple compounds poisoning.
2008 Mar
Patents

Sample Use Guides

Adults: Depending upon severity of symptoms- 6 mg to 18 mg, in equally divided doses. Treatment may be initiated at a lower dose. Elderly: Maximum of 3 mg in equally divided doses. Dose can be increased gradually as needed and tolerated.
Route of Administration: Oral
In Vitro Use Guide
500mkl of this P2-suspension (corresponding to 10mg original brain tissue) was preincubated for 5 min with Bromazepam. 25 mkl of 3H-diazepam working solution (to give a final concentration of 1.9 X 10^-9 M or approximately 14,000 cpm) was then added and the incubation continued for an additional 15 min at 37°C. The samples were then cooled in an ice bath for 30 min. IC50 values, i.e. values for 50% inhibition of specific 3H-diazepam binding, were assessed with at least 3 and up to 7 concentrations of the Bromazepam in duplicate or triplicate.
Name Type Language
BROMAZEPAM
EP   INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
RO 5-3350
Code English
RO-5-3350
Code English
BROMAZEPAM [USAN]
Common Name English
LEXOTANIL
Brand Name English
BROMAZEPAM CIV [USP-RS]
Common Name English
2H-1,4-BENZODIAZEPIN-2-ONE, 7-BROMO-1,3-DIHYDRO-5-(2-PYRIDINYL)-
Systematic Name English
LEXOTAN
Brand Name English
bromazepam [INN]
Common Name English
BROMAZEPAM [MART.]
Common Name English
LEXATIN
Brand Name English
7-Bromo-1,3-dihydro-5-(2-pyridyl)-2H-1,4-benzodiazepin-2-one
Systematic Name English
BROMAZEPAM [EP MONOGRAPH]
Common Name English
BROMAZEPAM CIV
USP-RS  
Common Name English
NSC-140669
Code English
LECTOPAM
Brand Name English
BROMAZEPAM [JAN]
Common Name English
Bromazepam [WHO-DD]
Common Name English
BROMAZEPAM [MI]
Common Name English
Classification Tree Code System Code
DEA NO. 2748
Created by admin on Fri Dec 15 15:11:58 GMT 2023 , Edited by admin on Fri Dec 15 15:11:58 GMT 2023
WHO-ATC N05BA08
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NCI_THESAURUS C1012
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WHO-VATC QN05BA08
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Code System Code Type Description
FDA UNII
X015L14V0O
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PRIMARY
MERCK INDEX
m2662
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PRIMARY Merck Index
EVMPD
SUB05907MIG
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PRIMARY
CAS
1812-30-2
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PUBCHEM
2441
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DRUG CENTRAL
399
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NSC
140669
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RXCUI
1749
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PRIMARY RxNorm
ECHA (EC/EINECS)
217-322-4
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RS_ITEM_NUM
1076465
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WIKIPEDIA
BROMAZEPAM
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EPA CompTox
DTXSID40171081
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SMS_ID
100000092554
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NCI_THESAURUS
C87454
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PRIMARY
INN
2692
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ChEMBL
CHEMBL277062
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PRIMARY
MESH
D001960
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PRIMARY
DRUG BANK
DB01558
Created by admin on Fri Dec 15 15:11:58 GMT 2023 , Edited by admin on Fri Dec 15 15:11:58 GMT 2023
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