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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H23N3O2.C7H8O3S
Molecular Weight 533.639
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BRADANICLINE TOSYLATE

SMILES

CC1=CC=C(C=C1)S(O)(=O)=O.O=C(N[C@@H]2C3CCN(CC3)[C@H]2CC4=CN=CC=C4)C5=CC6=CC=CC=C6O5

InChI

InChIKey=YDJXUVIIXSFVOJ-OZYANKIXSA-N
InChI=1S/C22H23N3O2.C7H8O3S/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;1-6-2-4-7(5-3-6)11(8,9)10/h1-6,9,13-14,16,18,21H,7-8,10-12H2,(H,24,26);2-5H,1H3,(H,8,9,10)/t18-,21+;/m0./s1

HIDE SMILES / InChI

Molecular Formula C7H8O3S
Molecular Weight 172.202
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

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 Fri Dec 15 19:50:57 GMT 2023
Edited
by admin
on Fri Dec 15 19:50:57 GMT 2023
Record UNII
3821HT7KCR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BRADANICLINE TOSYLATE
Common Name English
TC-5619 TOSYLATE
Common Name English
TC 5619 TOSYLATE
Code English
2-BENZOFURANCARBOXAMIDE, N-((2S,3R)-2-(3-PYRIDINYLMETHYL)-1-AZABICYCLO(2.2.2)OCT-3-YL)-, 4-METHYLBENZENESULFONATE (1:1)
Systematic Name English
Code System Code Type Description
DRUG BANK
DBSALT001881
Created by admin on Fri Dec 15 19:50:57 GMT 2023 , Edited by admin on Fri Dec 15 19:50:57 GMT 2023
PRIMARY
FDA UNII
3821HT7KCR
Created by admin on Fri Dec 15 19:50:57 GMT 2023 , Edited by admin on Fri Dec 15 19:50:57 GMT 2023
PRIMARY
EPA CompTox
DTXSID10149530
Created by admin on Fri Dec 15 19:50:57 GMT 2023 , Edited by admin on Fri Dec 15 19:50:57 GMT 2023
PRIMARY
PUBCHEM
71512896
Created by admin on Fri Dec 15 19:50:57 GMT 2023 , Edited by admin on Fri Dec 15 19:50:57 GMT 2023
PRIMARY
CAS
1111942-11-0
Created by admin on Fri Dec 15 19:50:57 GMT 2023 , Edited by admin on Fri Dec 15 19:50:57 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY