Bretazenil

For research use only. Not for therapeutic Use.

  • CAT Number: I004986
  • CAS Number: 84379-13-5
  • Molecular Formula: C19H20BrN3O3
  • Molecular Weight: 418.291
  • Purity: ≥95%
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Bretazenil (CAT: I004986) is a benzodiazepine derivative that acts as a selective agonist for the benzodiazepine receptor subtype known as the alpha-1 receptor. It exhibits anxiolytic and sedative effects by binding to the GABA-A receptors in the brain, enhancing the inhibitory actions of the neurotransmitter GABA. Bretazenil is known for its relatively high affinity and selectivity for the alpha-1 subunit, which is associated with anxiolytic and sedative effects. It has been investigated for its potential use in the treatment of anxiety disorders and as a safer alternative to other benzodiazepines due to its lower affinity for subtypes associated with adverse effects.


Catalog Number I004986
CAS Number 84379-13-5
Synonyms

Ro 16-6028; Ro 16 6028; Ro16-6028; Ro 166028; Ro 166028; Ro166028; Ro 16-6028/000; Bretazenil;tert-butyl (S)-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

Molecular Formula C19H20BrN3O3
Purity ≥95%
Target GABA Receptor
Solubility Soluble in DMSO
Storage Desiccate at +4°C
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 CC(C)(C)OC(=O)C1=C2C3CCCN3C(=O)C4=C(N2C=N1)C=CC=C4Br
Reference

1: Cole JC, Rodgers RJ. An ethological analysis of the effects of
chlordiazepoxide and bretazenil (Ro 16-6028) in the murine elevated plus-maze.
Behav Pharmacol. 1993 Dec;4(6):573-580. PubMed PMID: 11224226.

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2: Kubová H, Rathouská J, Mares P. Anticonvulsant effects of bretazenil (Ro
16-6028) during ontogenesis. Epilepsia. 1993 Nov-Dec;34(6):1130-4. PubMed PMID:
8243368.
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3: Bronson ME. Tolerance/cross-tolerance to the discriminative stimulus effects
of chlordiazepoxide and bretazenil. Mol Chem Neuropathol. 1993
Jan-Feb;18(1-2):85-98. PubMed PMID: 8385466.

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4: Rijnders HJ, J&#228;rbe TU, Slangen JL. The pentylenetetrazole-cue antagonist
actions of bretazenil (Ro 16-6028) as compared to midazolam. Pharmacol Biochem
Behav. 1991 May;39(1):129-32. PubMed PMID: 1924494.

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