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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
Molecular Weight:
418.28
MDL Number:
MFCD00866987
MOL File:
84379-13-5.mol
MSDS File:
SDS
Last updated:2024-01-25 16:49:23

Bretazenil Properties

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
FDA UNII OSZ0E9DGOJ

SAFETY

Risk and Safety Statements

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

Bretazenil price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B6434 Bretazenil ≥96% (HPLC), solid 84379-13-5 5mg $210 2024-03-01 Buy
Sigma-Aldrich B6434 Bretazenil ≥96% (HPLC), solid 84379-13-5 25mg $937 2024-03-01 Buy
Cayman Chemical 28411 Bretazenil 84379-13-5 5mg $98 2024-03-01 Buy
Cayman Chemical 28411 Bretazenil 84379-13-5 25mg $310 2024-03-01 Buy
Cayman Chemical 28411 Bretazenil 84379-13-5 1mg $37 2024-03-01 Buy
Product number Packaging Price Buy
B6434 5mg $210 Buy
B6434 25mg $937 Buy
28411 5mg $98 Buy
28411 25mg $310 Buy
28411 1mg $37 Buy

Bretazenil Chemical Properties,Uses,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

90450-72-9
84379-13-5
Synthesis of Bretazenil from 1H-Pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione, 6-bromo-2,3-dihydro-, (11aS)-

Bretazenil Preparation Products And Raw materials

Global( 82)Suppliers
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  • Apr 20,2022

View Lastest Price from Bretazenil manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bretazenil pictures 2024-03-18 Bretazenil
84379-13-5
US $0.00 / kg 1kg 0.99 10T Shandong Hanjiang Chemical Co., Ltd
 BRETAZENIL  pictures 2024-03-18 BRETAZENIL
84379-13-5
US $10.00 / ASSAYS 1ASSAYS 99% 100kg Dorne Chemical Technology co. LTD
Bretazenil pictures 2024-01-23 Bretazenil
84379-13-5
US $25.00-20.00 / g 1g 99% 20MT/year Wuhan Boyuan Import & Export Co., LTD
  • Bretazenil pictures
  • Bretazenil
    84379-13-5
  • US $0.00 / kg
  • 0.99
  • Shandong Hanjiang Chemical Co., Ltd
  •  BRETAZENIL  pictures
  • BRETAZENIL
    84379-13-5
  • US $10.00 / ASSAYS
  • 99%
  • Dorne Chemical Technology co. LTD
  • Bretazenil pictures
  • Bretazenil
    84379-13-5
  • US $25.00-20.00 / g
  • 99%
  • Wuhan Boyuan Import & Export Co., LTD
1,1-dimethylethylester,(s)-13a-tetrahydro-8-bromo-9-oxo 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 BRETAZENIL 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)- 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) 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