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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 of BRASOFENSINE MALEATE

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

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

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

TitleDatePubMed
Brasofensine treatment for Parkinson's disease in combination with levodopa/carbidopa.
2002 Feb
Drugs in development for Parkinson's disease.
2004 Jul
Disposition and metabolism of [14C]brasofensine in rats, monkeys, and humans.
2008 Jan
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 Tue Oct 22 05:57:46 UTC 2019
Edited
by admin
on Tue Oct 22 05:57:46 UTC 2019
Record UNII
S35880HLHZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BRASOFENSINE MALEATE
USAN  
USAN  
Official Name English
NS-2214
Code English
NS 2214
Code English
3.BETA.-(3,4-DICHLOROPHENYL)-1.ALPHA.H,5.ALPHA.H-TROPANE-2.ALPHA.-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
Created by admin on Tue Oct 22 05:57:46 UTC 2019 , Edited by admin on Tue Oct 22 05:57:46 UTC 2019
Code System Code Type Description
PUBCHEM
20055428
Created by admin on Tue Oct 22 05:57:46 UTC 2019 , Edited by admin on Tue Oct 22 05:57:46 UTC 2019
PRIMARY
ChEMBL
CHEMBL2104184
Created by admin on Tue Oct 22 05:57:46 UTC 2019 , Edited by admin on Tue Oct 22 05:57:46 UTC 2019
PRIMARY
CAS
173830-14-3
Created by admin on Tue Oct 22 05:57:46 UTC 2019 , Edited by admin on Tue Oct 22 05:57:46 UTC 2019
PRIMARY
NCI_THESAURUS
C76392
Created by admin on Tue Oct 22 05:57:46 UTC 2019 , Edited by admin on Tue Oct 22 05:57:46 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY