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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H25ClN2O3
Molecular Weight 448.941
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIREQUINIL

SMILES

CCO[C@H]1CCN(C1)C(=O)C2=C3N(CCC4=CC=C(Cl)C=C34)C(=O)C(=C2)C5=CC=CC=C5

InChI

InChIKey=CBSWRAUYCIIUEI-FQEVSTJZSA-N
InChI=1S/C26H25ClN2O3/c1-2-32-20-11-12-28(16-20)25(30)23-15-22(17-6-4-3-5-7-17)26(31)29-13-10-18-8-9-19(27)14-21(18)24(23)29/h3-9,14-15,20H,2,10-13,16H2,1H3/t20-/m0/s1

HIDE SMILES / InChI

Molecular Formula C26H25ClN2O3
Molecular Weight 448.941
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Lirequinil is a benzoquinolizinone derivative. It is a partial agonist to the benzodiazepine (BDZ) receptor. Lirequinil slightly lowered the rhythmic slow-wave activity frequency during waking mobility. Lirequinil acts more selectively than nitrazepam to promote the drowsy EEG pattern, and the partial agonistic properties may minimize the residual effects during waking mobility similar to the short-acting agent zopiclone. Lirequinil was well tolerated at all doses, causing no clinically relevant changes in vital signs or laboratory parameters. At doses of 10 and 30 mg there were signs of unsteady gait, indicating a central nervous system depressant effect. Lirequinil had been in phase II for the treatment of sleep disorders.

Approval Year

PubMed

PubMed

TitleDatePubMed
Changes in mouse hippocampal EEG characteristics after oral administration of Ro 41-3696, nitrazepam, or zopiclone alone and in combination with ethanol.
1994 Nov
Pharmacokinetics and pharmacodynamics of Ro 41-3696, a novel nonbenzodiazepine hypnotic.
1995 Aug
Comparative pharmacodynamics of Ro 41-3696, a new hypnotic, and zolpidem after night-time administration to healthy subjects.
1995 Nov
Comparative tolerability, pharmacodynamics, and pharmacokinetics of a metabolite of a quinolizinone hypnotic and zolpidem in healthy subjects.
2000 Dec
Multiple-dose tolerability, pharmacodynamics, and pharmacokinetics of the quinolizinone hypnotic Ro 41-3696 in elderly subjects.
2001 Mar-Apr
Patents

Sample Use Guides

1-10 mg/kg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:15:29 GMT 2023
Edited
by admin
on Fri Dec 15 17:15:29 GMT 2023
Record UNII
2VUW1087AD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LIREQUINIL
INN  
INN  
Official Name English
(3S)-1-((10-CHLORO-6,7-DIHYDRO-4-OXO-3-PHENYL-4H-BENZO(A)QUINOLIZIN-1-YL)CARBONYL)-3-ETHOXYPYRROLIDINE
Systematic Name English
RO-41-3696
Code English
lirequinil [INN]
Common Name English
RO41-3696
Code English
Classification Tree Code System Code
NCI_THESAURUS C29756
Created by admin on Fri Dec 15 17:15:29 GMT 2023 , Edited by admin on Fri Dec 15 17:15:29 GMT 2023
Code System Code Type Description
CAS
143943-73-1
Created by admin on Fri Dec 15 17:15:29 GMT 2023 , Edited by admin on Fri Dec 15 17:15:29 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105118
Created by admin on Fri Dec 15 17:15:29 GMT 2023 , Edited by admin on Fri Dec 15 17:15:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID80162579
Created by admin on Fri Dec 15 17:15:29 GMT 2023 , Edited by admin on Fri Dec 15 17:15:29 GMT 2023
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NCI_THESAURUS
C80668
Created by admin on Fri Dec 15 17:15:29 GMT 2023 , Edited by admin on Fri Dec 15 17:15:29 GMT 2023
PRIMARY
FDA UNII
2VUW1087AD
Created by admin on Fri Dec 15 17:15:29 GMT 2023 , Edited by admin on Fri Dec 15 17:15:29 GMT 2023
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EVMPD
SUB08529MIG
Created by admin on Fri Dec 15 17:15:29 GMT 2023 , Edited by admin on Fri Dec 15 17:15:29 GMT 2023
PRIMARY
INN
7302
Created by admin on Fri Dec 15 17:15:29 GMT 2023 , Edited by admin on Fri Dec 15 17:15:29 GMT 2023
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PUBCHEM
3045375
Created by admin on Fri Dec 15 17:15:29 GMT 2023 , Edited by admin on Fri Dec 15 17:15:29 GMT 2023
PRIMARY
SMS_ID
100000082542
Created by admin on Fri Dec 15 17:15:29 GMT 2023 , Edited by admin on Fri Dec 15 17:15:29 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY