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Details

Stereochemistry EPIMERIC
Molecular Formula C15H18ClNO3
Molecular Weight 295.761
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 3
E/Z Centers 0
Charge 0
Stereo Comments 5-OXAZONE

SHOW SMILES / InChI
Structure of ENILOSPIRONE

SMILES

C[C@H]1OC2(CCCC[C@H]2OC3=CC(Cl)=CC=C3)NC1=O

InChI

InChIKey=PSHBCUHYCLAGPZ-BAOLWLNASA-N
InChI=1S/C15H18ClNO3/c1-10-14(18)17-15(20-10)8-3-2-7-13(15)19-12-6-4-5-11(16)9-12/h4-6,9-10,13H,2-3,7-8H2,1H3,(H,17,18)/t10-,13-,15?/m1/s1

HIDE SMILES / InChI
Enilospirone (CERM-3726) is essentially a central stimulant. At low doses (100 mg) it may improve performance and at higher doses it may lead to disturbance of sleep continuity. These effects may not involve DA mechanisms, though changes such as those in REM sleep with chronic ingestion could involve the noradrenergic pathway. The property of the drug, even at low doses, to oppose the deterioration in performance associated with tests of prolonged duration is likely to be due to a mild alerting effect.

Originator

Sources: Caille EJ, Bassano JL, Lacoste JP, Ponlain PH (1978) Etude de la molecule 3726 CERM au niveau du processus hypnique, de l'activite cerebrale en etat de veille et de la disponibilite au reveil. Psychol Med 10:1823-1837
Curator's Comment: reference retreived from https://www.ncbi.nlm.nih.gov/pubmed/6805026

Approval Year

PubMed

PubMed

TitleDatePubMed
6-(3-chloro)-phenoxy-2-methyl-1-oxa-4-azospiro-[4,5]decane-3-one (CERM 3726) and sleep of healthy men.
1982
Enhancement of pharmacological activity of CERM 3726 with a ground mixture of beta-cyclodextrin in mice.
1987

Sample Use Guides

Immediate effects on sleep of 100, 200 and 300 mg enilospirone were studied in six healthy males.
Route of Administration: Oral
Name Type Language
ENILOSPIRONE
INN  
INN  
Official Name English
enilospirone [INN]
Common Name English
(2R,5RS,6R)-6-(M-CHLOROPHENOXY)-2-METHYL-1-OXA-4-AZASPIRO(4.5)DECAN-3-ONE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C28197
Created by admin on Fri Dec 15 16:30:21 GMT 2023 , Edited by admin on Fri Dec 15 16:30:21 GMT 2023
Code System Code Type Description
MESH
C034011
Created by admin on Fri Dec 15 16:30:21 GMT 2023 , Edited by admin on Fri Dec 15 16:30:21 GMT 2023
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EPA CompTox
DTXSID001024237
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CAS
59798-73-1
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FDA UNII
WO31V62797
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PUBCHEM
10063117
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ECHA (EC/EINECS)
261-932-3
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ChEMBL
CHEMBL2106117
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INN
5648
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EVMPD
SUB06534MIG
Created by admin on Fri Dec 15 16:30:21 GMT 2023 , Edited by admin on Fri Dec 15 16:30:21 GMT 2023
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NCI_THESAURUS
C74166
Created by admin on Fri Dec 15 16:30:21 GMT 2023 , Edited by admin on Fri Dec 15 16:30:21 GMT 2023
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SMS_ID
100000080231
Created by admin on Fri Dec 15 16:30:21 GMT 2023 , Edited by admin on Fri Dec 15 16:30:21 GMT 2023
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WIKIPEDIA
Enilospirone
Created by admin on Fri Dec 15 16:30:21 GMT 2023 , Edited by admin on Fri Dec 15 16:30:21 GMT 2023
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