BRASOFENSINE MALEATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H20Cl2N2O.C4H4O4
Molecular Weight	443.321
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=XVXRAWKEYKMWFS-YGPNHCCBSA-N

InChI=1S/C16H20Cl2N2O.C4H4O4/c1-20-11-4-6-16(20)13(9-19-21-2)12(8-11)10-3-5-14(17)15(18)7-10;5-3(6)1-2-4(7)8/h3,5,7,9,11-13,16H,4,6,8H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b19-9+;2-1-/t11-,12+,13+,16+;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C4H4O4
Molecular Weight	116.0722
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

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

Title	Date	PubMed
Drugs in development for Parkinson's disease.	2004 Jul	15298067
Disposition and metabolism of [14C]brasofensine in rats, monkeys, and humans.	2008 Jan	17908924

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 `Fri Dec 15 16:09:58 GMT 2023` Edited by `admin` on `Fri Dec 15 16:09:58 GMT 2023`
Record UNII	S35880HLHZ
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

BRASOFENSINE MALEATE

Official Name

English

NS-2214

Code

English

NS 2214

Code

English

3β-(3,4-Dichlorophenyl)-1αH,5αH-tropane-2α-carboxaldehyde (E)-(O-methyloxime), maleate (1:1)

Common Name

English

BMS-204756-07

Code

English

(1R-(2-ENDO,3-EXO))-3-(3,4-DICHLOROPHENYL)-8-METHYL-8-AZABICYCLO(3.2.1)OCTANE-2-CARBOXALDEHYDE O-METHYLOXIME, (Z)-2-BUTENEDIOATE (1:1)

Common Name

English

BRASOFENSINE MALEATE [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C38149