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Searches without any special characters (listed below) will return items that contain the exact value(s) entered in the search field. This means that searching for "ASPIRIN CALCIUM" won't return any items that have "ASPIRIN GLYCINE CALCIUM" because the search term doesn't match exactly.
Boolean Operators
OR - searches with terms separated by " OR " will return items that contain any of the terms in the search.
Example: "ASPIRIN" OR "CALCIUM" will return items that have strings like "ASPIRIN GLYCINE" and "GLYCINE CALCIUM" because they contain at least one of the terms in the search.

AND - searches with terms separated by " AND " will return items that contain all the terms in the search.
Example: "ASPIRIN" AND "CALCIUM" won't return items that have strings "ASPIRIN GLYCINE" and "GLYCINE CALCIUM" because neither contain both terms, but it will return "ASPIRIN GLYCINE CALCIUM" because it contains both search terms.
version 2.7.1
Substance Class Chemical
Record UNII
X4X99EKB3S
Record Status Validated
Record Version
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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H14N2O2
Molecular Weight 218.2518
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0
Created by admin on Tue Mar 02 07:01:23 EST 2021
Edited by admin on Tue Mar 02 07:01:23 EST 2021
Structure of FONTURACETAM, (R)-

Systematic Names:

  • None recorded

SMILES

NC(=O)CN1C[C@H](CC1=O)C2=CC=CC=C2

InChI

LYONXVJRBWWGQO-JTQLQIEISA-N
InChI=1S/C12H14N2O2/c13-11(15)8-14-7-10(6-12(14)16)9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,13,15)/t10-/m0/s1
Name Type Language Details Access References
FONTURACETAM, (R)-
Common Name
English  
MRZ-9547
Code
English  
MRZ 9547
Code
English  
1-PYRROLIDINEACETAMIDE, 2-OXO-4-PHENYL-, (4R)-
Systematic Name
English  
(R)-PHENYLPIRACETAM
Common Name
English  
(R)-PHENOTROPIL
Common Name
English  
(4R)-2-OXO-4-PHENYL-1-PYRROLIDINEACETAMIDE
Systematic Name
English  
Code System Code Type Description Access References
CAS
949925-07-9
Created by admin on Tue Mar 02 07:01:23 EST 2021 , Edited by admin on Tue Mar 02 07:01:23 EST 2021
PRIMARY
PUBCHEM
781883
Created by admin on Tue Mar 02 07:01:23 EST 2021 , Edited by admin on Tue Mar 02 07:01:23 EST 2021
PRIMARY
Related Record Type Details Access References
RACEMATE -> ENANTIOMER
none
none
Mediator Substance Details
none
Created by admin on Tue Mar 02 07:01:23 EST 2021 , Edited by admin on Tue Mar 02 07:01:23 EST 2021
Related Record Type Details Access References
ACTIVE MOIETY
Mediator Substance Details
none
Originator: Merz Pharma; Mechanism of Action: Dopamine uptake inhibitor; Orphan Drug Status: No; On Fast track: No; New Molecular Entity: Yes; Highest Development Phase: Phase I for Fatigue Most Recent Event: 08 Jun 2014 Phase-I clinical trials in Fatigue (In volunteers) in Germany (unspecified route)
Created by admin on Tue Mar 02 07:01:23 EST 2021 , Edited by admin on Tue Mar 02 07:01:23 EST 2021
ACTIVE MOIETY
Mediator Substance Details
none
At the doses 25-100 mg/kg i.p. the drug induced dose-dependent ipsilateral rotations in rats with unilateral 6-hydroxydopamine (6-OHDA)-induced nigrostriatal system lesions. However, MRZ-9547 enhanced contralateral rotation produced by L-DOPA given at an effective (25 mg/kg i.p.), but not at a sub-effective (6.25 mg/kg i.p.) dose. Microdialysis experiments revealed that MRZ-9547 penetrated well to the brain and did not show any pharmacokinetic interaction with L-DOPA. In unilaterally 6-OHDA-lesioned rats having developed abnormal involuntary movements (AIMs, a rodent correlate of LID) after chronic L-DOPA treatment, MRZ-9547 (50 mg/kg i.p.) did not significantly affect the AIMs expression. The results indicate that MRZ-9547 may by itself have antiparkinsonian activity at early stages of the disease, when some dopaminergic terminals are still intact. It may also enhance antiparkinsonian effect of L-DOPA. MRZ-9547 does not seem to influence the expression of LID in 6-OHDA-lesioned rats. The results support the use of MRZ-9547 in PD patients treated with L-DOPA.
Created by admin on Tue Mar 02 07:01:23 EST 2021 , Edited by admin on Tue Mar 02 07:01:23 EST 2021
ACTIVE MOIETY
Mediator Substance Details
none
Results reveal that MRZ-9547 is a selective dopamine transporter (DAT) inhibitor that moderately stimulated striatal dopamine release. MRZ-9546 was a much less potent DAT inhibitor. Furthermore, MRZ-9547 dose dependently increased the tendency to work for food reinforcement both in the standard PR task and the PR/chow feeding choice task, MRZ-9546 was considerably less active. Relative to MRZ-9547, other DAT-interfering drugs had only moderate (methylphenidate) or marginal (modafinil, d-amphetamine) stimulant effects on PR responding in either task. Collectively, our data demonstrate that the DAT inhibitor MRZ-9547 can markedly stimulate PR responding and shift effort-related decision making in intact rats towards high-effort response options. An analysis of effort-related decision making in rodents could provide an animal model for motivational dysfunctions related to effort expenditure such as fatigue, e.g. in Parkinson's disease or major depression.
Created by admin on Tue Mar 02 07:01:23 EST 2021 , Edited by admin on Tue Mar 02 07:01:23 EST 2021
Note Access References
[Validation]WARNING:Structure has 1 possible duplicate:
[99QW5JU66Y]FONTURACETAM
[Validation]WARNING:Must specify STN reference for CAS
Created Tue Mar 02 07:01:23 EST 2021
Created By admin
Last Edited Tue Mar 02 07:01:23 EST 2021
Last Edited By admin
Index Source Text / Citation Source Type Tags Date Accessed File Access
1 NCATSLIST SRS NOMEN
2 SRS CODE IMPORT SRS NOMEN Fri Apr 28 15:28:49 EDT 2017
3 STN SRS NOMEN PUBLIC_DOMAIN_RELEASE AUTO_SELECTED
4 INN INN NOMEN
5 ADIS-INSIGHT:FONTURACETAM, (R)- WEBSITE NOMEN
6 J NEURAL TRANSM (VIENNA). 2015 JUN;122(6):809-818. DOI: 10.1007/S00702-014-1326-8. EPUB 2014 OCT 16. JOURNAL ARTICLE NOMEN
7 FDA_SRS SRS NOMEN
8 INT J NEUROPSYCHOPHARMACOL. 2014 DEC; 17(12) :2045-2056. DOI: 10.1017/S1461145714000996. EPUB 2014 JUN 25. JOURNAL ARTICLE NOMEN
9 GSRS System-generated Validation messages VALIDATION_MESSAGE Tue Mar 02 07:01:21 EST 2021
10 STN STN (SCIFINDER)
11 SCIFINDER SRS NOMEN
12 SRS import [X4X99EKB3S] SRS NOMEN Fri Apr 28 15:28:49 EDT 2017
13 GSRS System-generated Validation messages VALIDATION_MESSAGE Tue Mar 02 07:01:21 EST 2021

Molecular Formula C12H14N2O2
Molecular Weight 218.2518
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED