BRETAZENIL

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H20BrN3O3
Molecular Weight	418.284
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

CC(C)(C)OC(=O)C1=C2[C@@H]3CCCN3C(=O)C4=C(Br)C=CC=C4N2C=N1

InChI

InChIKey=LWUDDYHYYNNIQI-ZDUSSCGKSA-N

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

HIDE SMILES / InChI

Description

Bretazenil (Ro 16-6028) is a partial agonist at the GABAA benzodiazepine site. It displayed anticonvulsive activity and was in phase III of a clinical trial in Switzerland to treat Anxiety disorders. But that study was discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-A receptor; benzodiazepine site 38	Partial Agonist 297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Anxiety 275	Primary		Phase III 665	Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
5 ng/mL	0.5 mg single, sublingual		BRETAZENIL plasma	Homo sapiens
5.4 ng/mL	0.5 mg single, sublingual	ALCOHOL	BRETAZENIL plasma	Homo sapiens

AUC

Value	Dose	Co-administered	Analyte	Population
17.6 ng × h/mL	0.5 mg single, sublingual		BRETAZENIL plasma	Homo sapiens
19.2 ng × h/mL	0.5 mg single, sublingual	ALCOHOL	BRETAZENIL plasma	Homo sapiens

T_1/2

Value	Dose	Co-administered	Analyte	Population
2.2 h	0.5 mg single, sublingual		BRETAZENIL plasma	Homo sapiens
2.3 h	0.5 mg single, sublingual	ALCOHOL	BRETAZENIL plasma	Homo sapiens

Doses

Show entries

Dose	Population	Adverse events
18 mg 1 times / day multiple, oral Studied dose	unhealthy, ADULT	Disc. AE: Tiredness, Insomnia... Other AEs: Dizziness, Headache...

Showing 1 to 1 of 1 entries

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AEs

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AE	Significance	Dose	Population
Aggressiveness	1.5%	18 mg 1 times / day multiple, oral Studied dose	unhealthy, ADULT
Weight gain	1.5%	18 mg 1 times / day multiple, oral Studied dose	unhealthy, ADULT
Insomnia	1.5% Disc. AE	18 mg 1 times / day multiple, oral Studied dose	unhealthy, ADULT
Tiredness	1.5% Disc. AE	18 mg 1 times / day multiple, oral Studied dose	unhealthy, ADULT
Headache	3%	18 mg 1 times / day multiple, oral Studied dose	unhealthy, ADULT

Showing 1 to 5 of 6 entries

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PubMed

PubMed

Show entries

Title	Date	PubMed
Bretazenil, a benzodiazepine receptor partial agonist, as an adjunct in the prophylactic treatment of OP poisoning.	2001 Dec	11920931
Isobolographic analysis of chlordiazepoxide and triazolam combinations in squirrel monkeys discriminating triazolam.	2001 Nov	11702092
Role of the histidine residue at position 105 in the human alpha 5 containing GABA(A) receptor on the affinity and efficacy of benzodiazepine site ligands.	2002 Jan	11786501
The benzodiazepine binding site of GABA(A) receptors as a target for the development of novel anxiolytics.	2005 May	15926867

Showing 1 to 4 of 4 entries

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Sample Use Guides

In Vivo Use Guide

Influence of oral administration of 1 mg bretazenil on the sleep EEG and the concomitant nocturnal secretion of cortisol, growth hormone and prolactin in ten healthy young men

Route of Administration: Oral

In Vitro Use Guide

Unknown

Show entries

Name

Type

Language

BRETAZENIL

Official Name

English

RO 16-6028/000

Preferred Name

English

bretazenil [INN]

Common Name

English

RO-166028000

Code

English

BRETAZENIL [USAN]

Common Name

English

Showing 1 to 5 of 8 entries

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Show entries

Classification Tree

Code System

Code

Agent Affecting Nervous System

NCI_THESAURUS

C28197

Agent Affecting Nervous System

NCI_THESAURUS

C264

Showing 1 to 2 of 2 entries

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Show entries

Code System

Code

Type

Description

NCI_THESAURUS

C72111

PRIMARY

EPA CompTox

DTXSID6046266

PRIMARY

INN

6319

PRIMARY

USAN

DD-21

PRIMARY

MESH

C054626

PRIMARY

Showing 1 to 5 of 12 entries

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ACTIVE MOIETY


					OSZ0E9DGOJ

BRETAZENIL

SMILES

InChI

Originator

Approval Year

Targets

Conditions

Cmax

AUC

T1/2

Doses

AEs

PubMed

Sample Use Guides

C_max

T_1/2