BRASOFENSINE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H20Cl2N2O
Molecular Weight	327.249
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure of BRASOFENSINE

Structure Search

SMILES

CO\N=C\[C@H]1[C@H]2CC[C@@H](C[C@@H]1C3=CC=C(Cl)C(Cl)=C3)N2C

InChI

InChIKey=NRLIFEGHTNUYFL-QJDHNRDASA-N

InChI=1S/C16H20Cl2N2O/c1-20-11-4-6-16(20)13(9-19-21-2)12(8-11)10-3-5-14(17)15(18)7-10/h3,5,7,9,11-13,16H,4,6,8H2,1-2H3/b19-9+/t11-,12+,13+,16+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H20Cl2N2O
Molecular Weight	327.249
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11847938 | https://adisinsight.springer.com/drugs/800004288

NeuroSearch was developing brasofensine (or NS 2214), an oral dopamine reuptake inhibitor for the treatment of Parkinson's disease. Brasofensine successfully passed phase II clinical trial in patients with Parkinson's disease, The drug was safe and well tolerated. However, NeuroSearch discontinued the development of the drug because of the cis-anti isomerization of the 2α-methyloxime group of brasofensine in favor of NS 2230.

Originator

Approval Year

PubMed

PubMed

Title	Date	PubMed
Drugs in development for Parkinson's disease.	2004 Jul	15298067

Patents

Patents

Sample Use Guides

In Vivo Use Guide

a single oral dose of brasofensine 0.5, 1, 2, or 4 mg, which was coadministered with the patient's usual dose of levodopa/carbidopav

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:20:46 UTC 2023` Edited by `admin` on `Sat Dec 16 17:20:46 UTC 2023`
Record UNII	1YP2S94RVH
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

BRASOFENSINE

Official Name

English

3.BETA.-(3,4-DICHLOROPHENYL)-1.ALPHA.H,5.ALPHA.H-TROPANE-2.ALPHA.-CARBOXALDEHYDE (E)-(O-METHYLOXIME)

Common Name

English

brasofensine [INN]

Common Name

English

Brasofensine [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C38149

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

Code System Code Type Description

EPA CompTox

DTXSID00905102

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

EVMPD

SUB05881MIG

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

ChEMBL

CHEMBL2104184

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

SMS_ID

100000088658

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

MESH

C415103

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

CAS

171655-91-7

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

PUBCHEM

9614919

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

NCI_THESAURUS

C76391

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

INN

7530

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

WIKIPEDIA

BRASOFENSINE

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

DRUG BANK

DB04857

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

FDA UNII

1YP2S94RVH

Created by admin on Sat Dec 16 17:20:47 UTC 2023 , Edited by admin on Sat Dec 16 17:20:47 UTC 2023

PRIMARY

Related Record Type Details


					S35880HLHZ

BRASOFENSINE MALEATE

SALT/SOLVATE -> PARENT

Related Record Type Details


					QP28R24RV8

8-AZABICYCLO(3.2.1)OCTANE-2-CARBOXALDEHYDE, 3-(3,4-DICHLOROPHENYL)-8-METHYL-, O-METHYLOXIME, (C(Z),1R,2R,3S,5S)-

METABOLITE -> PARENT

Qualification:

PLASMA

Amount:


					XXV48G8RDT

8-AZABICYCLO(3.2.1)OCTANE-2-CARBOXALDEHYDE, 3-(3,4-DICHLOROPHENYL)-8-METHYL-, E-OXIME, (1R-(1.ALPHA.,2.BETA.(E),3.ALPHA.,5.ALPHA.))-

METABOLITE -> PARENT

Qualification:

PLASMA

Amount:


					J3QY6NWV82

8-AZABICYCLO(3.2.1)OCTANE-2-CARBOXALDEHYDE, 3-(3,4-DICHLOROPHENYL)-, O-METHYLOXIME, (C(E),1R,2R,3S,5S)-

METABOLITE -> PARENT

Qualification:

PLASMA

Amount:

Related Record Type Details


					1YP2S94RVH

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Tmax	PHARMACOKINETIC

Biological Half-life	PHARMACOKINETIC