B6434

Bretazenil

≥96% (HPLC), solid

• Synonym(s): 9H-Imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid, Ro 16-6028
• Empirical Formula (Hill Notation): C₁₉H₂₀N₃O₃Br
• CAS Number: 84379-13-5
• Molecular Weight: 418.28
• NACRES: NA.77
• PubChem Substance ID: 329773277
• UNSPSC Code: 12352200
• MDL number: MFCD00866987
• Assay: ≥96% (HPLC)
• Form: solid

Properties

• Quality Segment: 100
• assay: ≥96% (HPLC)
• form: solid
• color: white
• solubility: DMSO: 24 mg/mL, H₂O: insoluble
• originator: Roche
• storage temp.: 2-8°C
• SMILES string: [H][C@@]12CCCN1C(=O)c3c(Br)cccc3-n4cnc(C(=O)OC(C)(C)C)c24
• 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
• InChI key: LWUDDYHYYNNIQI-ZDUSSCGKSA-N

Description

General description

Bretazenil, a tetracyclic imidazocarboxylic ester, is an anxi-olytic/anticonvulsant agent. It possesses a half-life of 2.5 hours and is quickly absorbed.[1]

Application

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).[2] 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.[3]

Biochem/physiol Actions

Bretazenil is a benzodiazepine partial agonist.

Bretazenil is capable of binding to γ-aminobutyric acid type A (GABAA) receptors that are sensitive and insensitive to diazepam.[4] This compound possesses negligible sedative or muscle relaxant effects.[1]

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)