BESONPRODIL

Details

Stereochemistry	UNKNOWN
Molecular Formula	C21H23FN2O3S
Molecular Weight	402.482
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[O-][S+](CCN1CCC(CC2=CC=C(F)C=C2)CC1)C3=CC4=C(NC(=O)O4)C=C3

InChI

InChIKey=FCBQJNCAKZSIAH-UHFFFAOYSA-N

InChI=1S/C21H23FN2O3S/c22-17-3-1-15(2-4-17)13-16-7-9-24(10-8-16)11-12-28(26)18-5-6-19-20(14-18)27-21(25)23-19/h1-6,14,16H,7-13H2,(H,23,25)

HIDE SMILES / InChI

Molecular Formula	C21H23FN2O3S
Molecular Weight	402.482
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18704766 | https://adisinsight.springer.com/drugs/800013599 | https://www.ncbi.nlm.nih.gov/pubmed/20303391

Besonprodil (also known as CI-1041), an NR2B subunit specific NMDA receptor antagonist, has been developed for the treatment of certain inflammatory and neuropathic pain, however, these studies were discontinued. Besides, besonprodil was investigated as a supplemental medication for Parkinson's disease. Experiments on animals have shown that this drug could be effective in counteracting the dyskinesia associated with long-term treatment with levodopa and related drugs.

Originator

Approval Year

PubMed

Title	Date	PubMed
Dissolution behavior of a poorly water soluble compound in the presence of Tween 80.	2003 May	12751636
NR2B containing NMDA receptor dependent windup of single spinal neurons.	2004 Jan	14654094
The effect of CGX-1007 and CI-1041, novel NMDA receptor antagonists, on NMDA receptor-mediated EPSCs.	2004 Mar	15135163
The effect of CGX-1007 and CI-1041, novel NMDA receptor antagonists, on kindling acquisition and expression.	2004 Mar	15135162
Effect of a selective glutamate antagonist on L-dopa-induced dyskinesias in drug-naive parkinsonian monkeys.	2004 Mar	15006686
Prevention of levodopa-induced dyskinesias by a selective NR1A/2B N-methyl-D-aspartate receptor antagonist in parkinsonian monkeys: implication of preproenkephalin.	2006 Jan	16127720
Prevention of dyskinesia by an NMDA receptor antagonist in MPTP monkeys: effect on adenosine A2A receptors.	2006 Sep 1	16739115
Selective NR1/2B N-methyl-D-aspartate receptor antagonists among indole-2-carboxamides and benzimidazole-2-carboxamides.	2007 Mar 8	17290978
Normalization of GABAA receptor specific binding in the substantia nigra reticulata and the prevention of L-dopa-induced dyskinesias in MPTP parkinsonian monkeys.	2008 Feb	17992687
Implication of NMDA receptors in the antidyskinetic activity of cabergoline, CI-1041, and Ro 61-8048 in MPTP monkeys with levodopa-induced dyskinesias.	2009 Jun	18704766
Striatal Akt/GSK3 signaling pathway in the development of L-Dopa-induced dyskinesias in MPTP monkeys.	2010 Apr 16	20026151
Effect of non-dopaminergic drug treatment on Levodopa induced dyskinesias in MPTP monkeys: common implication of striatal neuropeptides.	2010 Jan	19576910
BDNF levels are not related with levodopa-induced dyskinesias in MPTP monkeys.	2010 Jan 15	20014115
Changes of AMPA receptors in MPTP monkeys with levodopa-induced dyskinesias.	2010 Jun 2	20303391

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:02:58 UTC 2023` Edited by `admin` on `Fri Dec 15 16:02:58 UTC 2023`
Record UNII	5K3N2D15WW
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BESONPRODIL

Official Name

English

BESONPRODIL [USAN]

Common Name

English

6-[2-[4-(4-Fluorobenzyl)-piperidin-1-yl]-ethanesulfinyl]-3H-benzoxazol-2-one

Systematic Name

English

CO 200461

Code

English

PD-0196860

Code

English

CI-1041

Code

English

CO-200461

Code

English

PD 0196860

Code

English

2(3H)-BENZOXAZOLONE, 6-((2-(4-((4-FLUOROPHENYL)METHYL)-1-PIPERIDINYL)ETHYL)SULFINYL)

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C38149