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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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Sample Use Guides

In Vivo Use Guide
1-10 mg/kg
Route of Administration: Oral
Substance Class Chemical
Record UNII
2VUW1087AD
Record Status Validated (UNII)
Record Version