Bretazenil

ChemicalBook > CAS DataBase List > Bretazenil

Product Name: Bretazenil
CAS No.: 84379-13-5
Chemical Name: Bretazenil
Synonyms: BRETAZENIL;Brn 4765855;Bretazenilum;Unii-osz0E9dgoj;BRETAZENIL USP/EP/BP;Bretazenilum [inn-latin];9H-IMIDAZO(1,5-A)PYRROLO(2,1-C);1,1-dimethylethylester,(s)-13a-tetrahydro-8-bromo-9-oxo;9H-Imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid;9h-imidazo(1,5-a)pyrrolo(2,1-c)(1,4)benzodiazepine-1-carboxylicacid,11,12,13,
CBNumber: CB6503200
Molecular Formula: C19H20BrN3O3
Formula Weight: 418.28
MOL File: 84379-13-5.mol

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Bretazenil Property

Boiling point:: 594.3±50.0 °C(Predicted)
Density: 1.56±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: 24 mg/mL, soluble
form: solid
pka: 0.78±0.20(Predicted)
color: white
InChI: InChI=1S/C19H20BrN3O3/c1-19(2,3)26-18(25)15-16-13-8-5-9-22(13)17(24)14-11(20)6-4-7-12(14)23(16)10-21-15/h4,6-7,10,13H,5,8-9H2,1-3H3/t13-/m0/s1
InChIKey: LWUDDYHYYNNIQI-ZDUSSCGKSA-N
SMILES: N12C=NC(C(OC(C)(C)C)=O)=C1[C@]1([H])CCCN1C(=O)C1=C(Br)C=CC=C12

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
RTECS: NJ5899850

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B6434
Product name: Bretazenil
Purity: ≥96% (HPLC), solid
Packaging: 5mg
Price: $210
Updated: 2024/03/01

Sigma-Aldrich

Product number: B6434
Product name: Bretazenil
Purity: ≥96% (HPLC), solid
Packaging: 25mg
Price: $937
Updated: 2024/03/01

Cayman Chemical

Product number: 28411
Product name: Bretazenil
Packaging: 5mg
Price: $98
Updated: 2024/03/01

Cayman Chemical

Product number: 28411
Product name: Bretazenil
Packaging: 25mg
Price: $310
Updated: 2024/03/01

Cayman Chemical

Product number: 28411
Product name: Bretazenil
Packaging: 1mg
Price: $37
Updated: 2024/03/01

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Bretazenil Chemical Properties,Usage,Production

Description

Bretazenil is an imidazobenzodiazepine partial agonist and a potent anxiolytic. It is rapidly absorbed and has a half-life of 2.5 hours. Animal work has shown that, even after long-term administration of bretazenil, there are no changes in GABA receptor binding or function, and tolerance does not occur. Studies in humans have also suggested that bretazenil has a low abuse potential (Sellers et al. 1991). In terms of clinical effects, bretazenil has demonstrated anxiolytic efficacy in both generalized anxiety disorder and panic disorder (Katschnig et al. 1991), but no controlled study has compared bretazenil with a classic full agonist.

Originator

Bretazenil,Hoffman-La Roche, Inc.

Uses

Anti-anxiety agent.
Bretazenil potentiated GABA responses on α4β3γ2 cells.
Bretazenil is a partial benzodiazepine receptor agonist. Benzodiazepines, mainly diazepam, are commonly used as anticonvulsants in the treatment of organophosphate casualties. Bretazenil has been used to determine non-specific binding due to its affinity to bind to a variety of γ-aminobutyric acid type A (GABAA) receptor subtypes (α1-3;5). It has also been used as a GABAA receptor partial agonist in the subcutaneous Alzet minipumps to treat obese agouti related protein (AgRP) ablated and lean naive mice to study its effect on them.

Therapeutic Function

Anxiolytic

Biological Activity

Bretazenil is a positive allosteric modulator of GABAA receptors with anticonvulsant and anxiolytic activity. It potentiates GABA-gated chloride currents in rat cortical neurons and in HEK293 cells expressing α1β1γ2 subunit-containing GABAA receptors (EC50s = 60 and 10 nM, respectively). Bretazenil inhibits binding of the benzodiazepine diazepam to rat cerebral cortex homogenates (IC50 = 2.2 nM). It inhibits tonic convulsions induced by pentylenetetrazol (PTZ; Item No. 18682) and maximal electroshock (MES) in rats (ED50s = 0.07 and 0.48 mg/kg, respectively). Bretazenil (5-30 mg/kg) increases the number of open arm entries and percentage of time spent in the open arms of the elevated plus maze in mice, indicating anxiolytic-like activity.

Pharmacology

Bretazenil exhibits an ticonflflict and anticonvulsant properties. Only mild sedation appears at doses needed to produce anticonvulsant or anxiolytic effects, and potentiation of ethanol-induced sedation is less pronounced than with diazepam.

storage

Desiccate at +4°C

Bretazenil Preparation Products And Raw materials

Raw materials

Preparation Products

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Bretazenil Suppliers

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View Lastest Price from Bretazenil manufacturers

Dorne Chemical Technology co. LTD

Product: BRETAZENIL 84379-13-5
Price: US $10.00/ASSAYS
Min. Order: 1ASSAYS
Purity: 99%
Supply Ability: 100kg
Release date: 2024-03-26

CONTIDE BIOTECH CO.,LTD

Product: Bretazenil 84379-13-5
Price: US $0.00/G
Min. Order: 1G
Purity: 99%
Supply Ability: 20
Release date: 2024-04-12

Shaanxi Dideu Medichem Co. Ltd

Product: BRETAZENIL 84379-13-5
Price: US $1.10/g
Min. Order: 1g
Purity: 99.0% min
Supply Ability: 100 tons min
Release date: 2021-05-25

84379-13-5, BretazenilRelated Search:

Flumazenil Palbociclib L(-)-Epinephrine Norepinephrine 2-Bromo-N-pentylbenzamide Bretazenil (2-BROMOPHENYL)(PYRROLIDIN-1-YL)METHANONE 2-Bromo-N-butylbenzamide 1-Methyl-1H-imidazole-4-carboxylic acid 3-Bromo-2-methylaniline 2-BROMO-N,N-DIETHYLBENZAMIDE 4,5-DIMETHYL-1H-IMIDAZOLE 2-Bromo-N-sec-butylbenzamide (1-METHYL-1H-IMIDAZOL-4-YL)METHANOL 1-METHYL-1H-IMIDAZOLE-4-CARBOXYLIC ACID METHYL ESTER 2-(1H-IMIDAZOL-1-YL)BENZENECARBOXAMIDE 1,5-DIMETHYL-1H-IMIDAZOLE-4-CARBALDEHYDE 3-Bromo-2-formylaniline

9H-IMIDAZO(1,5-A)PYRROLO(2,1-C)(1,4)BENZODIAZEPINE-1-CARBOXYLIC ACID,11,12,13,13A-TTRRRAHYDRO-8-BROMO-9-OXO-,1,1-DIMETHYLETHYL ESTER,(S)-

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9h-imidazo(1,5-a)pyrrolo(2,1-c)(1,4)benzodiazepine-1-carboxylicacid,11,12,13,

(13aS)-8-Bromo-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid tert-butyl ester

9H-Imidazo(1,5-A)pyrrolo(2,1-C)(1,4)benzodiazepine-1-carboxylic acid, 8-bromo-11,12,13,13A-tetrahydro-9-oxo-, 1,1-dimethylethyl ester, (S)-

Bretazenilum

Bretazenilum [inn-latin]

Brn 4765855

Unii-osz0E9dgoj

(13aS)-8-Bromo-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylicacid1,1-dimethylethylester

9H-Imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid

Ro 16-6028, 9H-Imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid

9H-Imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid, 8-bromo-11,12,13,13a-tetrahydro-9-oxo-, 1,1-dimethylethyl ester, (13aS)-

BRETAZENIL USP/EP/BP

9H-IMIDAZO(1,5-A)PYRROLO(2,1-C)

BRETAZENIL

Inhibitor,site,Bretazenil,inhibit,γ-Aminobutyric acid Receptor,function,benzodiazepine,Gamma-aminobutyric acid Receptor,GABA Receptor,motoric,Ro 16-6028,anticonvulsant

(S)-tert-butyl 8-bromo-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a][1,4]diazepine-1-carboxylate

84379-13-5

C19H20N3O3Br

84379-13-5