BRADANICLINE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H23N3O2
Molecular Weight	361.4369
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C(N[C@@H]1C2CCN(CC2)[C@H]1CC3=CN=CC=C3)C4=CC5=C(O4)C=CC=C5

InChI

InChIKey=OXKRFEWMSWPKKV-GHTZIAJQSA-N

InChI=1S/C22H23N3O2/c26-22(20-13-17-5-1-2-6-19(17)27-20)24-21-16-7-10-25(11-8-16)18(21)12-15-4-3-9-23-14-15/h1-6,9,13-14,16,18,21H,7-8,10-12H2,(H,24,26)/t18-,21+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C22H23N3O2
Molecular Weight	361.4369
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT03622216 | https://www.ncbi.nlm.nih.gov/pubmed/26071208 | https://www.bloomberg.com/research/stocks/private/snapshot.asp?privcapId=378739964

Bradanicline (formerly known as ATA-101 or TC-5619), a selective full agonist for the alpha7 neuronal nicotinic receptor (NNR) subtype was developed for the treatment of central nervous system diseases and disorders. Bradanicline participated in phase II clinical trials for patients with negative and cognitive symptoms of schizophrenia; however, results did not support a benefit of the drug. The development was also discontinued for Alzheimer's disease and attention-deficit hyperactivity disorder. In addition, it was announced that the first patient had been treated in Phase 2 clinical trial in chronic cough with bradanicline. Phase 2 will test the efficacy and safety of bradanicline in up to 49 patients with refractory chronic cough. Refractory chronic cough is defined as a cough that persists for eight weeks or more. In the plans will conduct additional clinical trials to test the safety and efficacy of bradanicline.

Originator

Approval Year

PubMed

Title	Date	PubMed
A randomized exploratory trial of an α-7 nicotinic receptor agonist (TC-5619) for cognitive enhancement in schizophrenia.	2013-05	23303043
Discovery of (2S,3R)-N-[2-(pyridin-3-ylmethyl)-1-azabicyclo[2.2.2]oct-3-yl]benzo[b]furan-2-carboxamide (TC-5619), a selective α7 nicotinic acetylcholine receptor agonist, for the treatment of cognitive disorders.	2012-11-26	23126648
TC-5619: an alpha7 neuronal nicotinic receptor-selective agonist that demonstrates efficacy in animal models of the positive and negative symptoms and cognitive dysfunction of schizophrenia.	2009-10-01	19482012

Patents

Sample Use Guides

In Vivo Use Guide

Randomized crossover design of 3 different doses of bradanicline (film-coated tablets) to be administered orally QD

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:54:48 GMT 2025` Edited by `admin` on `Mon Mar 31 19:54:48 GMT 2025`
Record UNII	UM3821998K
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

bradanicline [INN]

Preferred Name

English

BRADANICLINE

Official Name

English

TC-5619

Code

English

BRADANICLINE [USAN]

Common Name

English

ATA-101

Code

English

TC 5619

Code

English

Bradanicline [WHO-DD]

Common Name

English

2-BENZOFURANCARBOXAMIDE, N-((2S,3R)-2-(3-PYRIDINYLMETHYL)-1-AZABICYCLO(2.2.2)OCT-3-YL)-

Systematic Name

English

N-[(2S,3R)-2-(Pyridin-3-ylmethyl)-1-azabicyclo[2.2.2]oct-3-yl]-1-benzofuran-2-carboxamide

Systematic Name

English

Code System Code Type Description

SMS_ID

300000034086