PANAMESINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C23H26N2O6
Molecular Weight	426.4623
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(C=C1)N2C[C@H](CN3CCC(O)(CC3)C4=CC=C5OCOC5=C4)OC2=O

InChI

InChIKey=NINYZUDVKTUKIA-IBGZPJMESA-N

InChI=1S/C23H26N2O6/c1-28-18-5-3-17(4-6-18)25-14-19(31-22(25)26)13-24-10-8-23(27,9-11-24)16-2-7-20-21(12-16)30-15-29-20/h2-7,12,19,27H,8-11,13-15H2,1H3/t19-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10333165 | https://adisinsight.springer.com/drugs/800001428

Panamesine (also known as EMD 57445) was studied as a sigma receptor ligand alleged to have antipsychotic effects. Panamesine reached phase II clinical trials for schizophrenia before the discontinuation of its development.

Originator

Approval Year

PubMed

Title	Date	PubMed
Effect of sigma ligands on the cocaine-induced convulsions in mice.	2000-05-19	10817525
Neuropharmacological profile of EMD 57445, a sigma receptor ligand with potential antipsychotic activity.	1996-11-21	8982660
Induction of c-fos gene expression by the selective sigma receptor ligand EMD 57445 in rat brain.	1996-08	8880084

Sample Use Guides

In Vivo Use Guide

In a treatment period of 4 weeks, 12 patients received EMD 57445 up to 60 mg/day for 4 weeks.

Route of Administration: Oral

Name

Type

Language

PANAMESINE

Official Name

English

(5S)-5-((4-HYDROXY-4-(3,4-(METHYLENEDIOXY)PHENYL)PIPERIDINO)METHYL)-3-(P-METHOXYPHENYL)-2-OXAZOLIDINONE

Preferred Name

English

panamesine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29710